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Vacation Rentals in Wailea, Hawaii

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about Wailea

Wailea, Hawaii Vacation Rentals and Tourism

Unless you’re planning to book one of the Wailea vacation rentals found here, be prepared to cash in all your savings for a trip to South Maui. This beautiful part of Hawaii is a favorite spot for beachgoers and golfers, because the weather simply couldn’t be better here – but that also means plenty of fancy restaurants and upscale resorts are eager for you to spend money on them. If you want to enjoy all that Wailea has to offer and still stay within budget, turn to Wailea beach rentals!

Just south of Wailea is Makena Beach, which is ideal for swimming! The Wailea Beach Walk is also a must-see and must-do; take a stroll along this mile-and-a-half long stretch of land and catch glimpses of boogie boarders, swimmers, boaters, and maybe even whales! In addition to the amazing beaches, a Wailea vacation rental comes in handy because of the area’s equally amazing golf courses. Since the championship courses are so expensive, it’s a good idea to save money with a vacation rental in Wailea, HI. Enjoy the same convenience and wonderful location of a resort hotel, without spending all your dough! Don't forget that your Wailea beach vacation rental will likely feature a full kitchen, so there's no reason to waste money in restaurant after restaurant. Wailea vacation rentals have made it easier than ever for regular Joes to visit South Maui; in the past, when hotels ruled, only the wealthiest could vacation here.

But just because you’re saving money, doesn’t mean you have to deny yourself luxury. It’s not hard to find a great Wailea luxury beach condo for your family getaway or romantic honeymoon!

No matter what you’re looking for – monthly vacation house rentals in Wailea, Maui, or pet-friendly beachfront condos, or cheap, casual villas, better look here, before you look anywhere else. A great deal and a great vacation await you in Wailea!

Wailea Vacation Rental Deals

If you're lucky enough to be coming to Wailea for you next vacation, you are in for a huge savings on your Wailea rental home. Stay in an affordable Wailea vacation condo, villa, or beach house that is not only spacious but budget-friendly. Wailea vacation rentals accommodate any size group, so bring the whole family or just come get away with that special someone. No matter who you're with, we don't want you worrying about money, so that's why you can get a good deal even last minute on Wailea vacation rentals. Every vacation will cost, but staying in Wailea vacation rentals won't cost as much!

more destinations

Check out more areas which feature homes, villas, cabins, cottages, or condos.

Wailea things to do

 

Trilogy Excursions

This was the activity I was anticipating the most when planning my Maui trip and it didn't disappoint! The crew are all incredibly nice and personable, and...read more

 

Piiholo Ranch Zipline

I work in family entertainment. Going on vacation to do an intense activity that requires a lot of briefing and education to safely participate is very much...read more

 

Hawaiian Paddle Sports

I had to write a review for Hawaiian Paddle Sports because of how impressed I was with the experience! I've been to Hawaii many times, especially Maui...read more

 

Aqua Adventure

These guys were amazing! My friends and I took the tour to Molokini and Turtle town, just incredible. We did the snuba and could not have had a more...read more

 

Blue Water Rafting

We took the Molokini Express and it was great! Last time, we took one of the bigger boats that leave very early in the morning. The crater was packed,...read more

 

Kai Kanani Sailing Charters

I wish I could give them more stars!! Such a great experience!! First off, the staff is all amazing. This was my first time snorkeling and they were beyond...read more

 

Surf Yoga Maui

There are many options for surf lessons on Maui but I feel that we found 'the one'. My partner and I were looking for both yoga & surfing on our visit so...read more

 

Makena State Park

Love Makena Beach!! The food Trucks Stop here and they have great food!' They always have really good specials. Today they had Beef Empanadas .. So good....read more

 

Pacific Whale Foundation

Can I give these guys 6/5 stars? Can't recommend them enough and thoroughly glad we picked this non profit over the commercial boat options. We went on...read more

 

Maui Dreams Dive Co

Only had a few hours to dive in between meetings and travel. Read good things about Maui Dreams. Called them up and asked if anyone would be willing to take...read more

 

Prodiver Maui

I love the small boat. The crew (two) were great too. Because it was my first time diving in Maui, I really had only heard of molokini crater. Which is a...read more

 

Paragon Sailing Charters

`Lanai Snorkel and Performance Sail. We have gone on at least 10 different snorkel charters, mostly on the Big Island. This one was different, the...read more

 

B & B Scuba

There were several instructors on the boat, so I assume ours was brand new. Some others seemed relaxed and experienced. If you are an experienced diver,...read more

 

Ulua Beach Park

For scuba diving, I love this beach. Both ends of it have some nice, easy entries and some decent coral and topography. Additionally, the showers and gear...read more

 

Redline Rafting

A spectacular half day on and in the water. Friendly crew and a small diving party makes for a pleasant experience. We snorkeled at Molokini and at the...read more

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Romantic Luxury Getaway for Couples-Late Specials
Wailea Condo Rental Picture
  • bedrooms 1
  • community Ekahi Village
  • rental type Condo
  • owner badgeowner badge
  • sleeps 3
  • baths 1
  • rates (USD) $150 - $205 /nt
    $800 - $1,400 /wk
    $3,000 - $5,000 /mth
 
 
 
 
 

54 reviews write a review

Fall in LOVE with Wailea Ekolu's Ocean View from YOUR Lanai!
Wailea Condo Rental Picture
  • bedrooms 1
  • community Ekahi Village
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $200 - $335 /nt
    $1,400 - $2,345 /wk
    $5,000 - $6,000 /mth
 
 
 
 
 

33 reviews write a review

Luxury Cottage at entrance to Wailea, "Under the Maui Sun"
Wailea Villa Rental Picture
  • bedrooms 2
  • community
  • rental type Villa
  • sleeps 4
  • baths 2
  • rates (USD) $290 - $360 /nt
    $2,050 - $2,550 /wk
 
 
 
 
 

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Grand Champions #164- Ocean/Fairway Views! Beach Gear!
Wailea Condo Rental Picture
  • bedrooms 2
  • community Grand Champions
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $235 - $315 /nt
    $1,645 - $2,205 /wk
 
 
 
 
 

1 reviews write a review

Wailea Ekahi 2 Bedroom Spectacular Ocean Views, 2A
Wailea Condo Rental Picture
  • bedrooms 2
  • community Ekahi Village
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $410 - $510 /nt
    $2,870 - $3,570 /wk
 
 
 
 
 

45 reviews write a review

Wailea Ekahi Village Oceanfront Condo 20E
Wailea Condo Rental Picture
  • bedrooms 1
  • community Ekahi Village
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $250 - $350 /nt
    $1,750 - $2,450 /wk
 
 
 
 
 

31 reviews write a review

QUIET Newly Remodeled Sleeps6 @Grand Champions, Wailea, WIFI
Wailea Condo Rental Picture
  • bedrooms 2
  • community Wailea
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $199 - $335 /nt
 
 
 
 
 

43 reviews write a review

Ekahi #6A - As close to the beachfront pool as you can get!
Wailea Condo Rental Picture
  • bedrooms 1
  • community Ekahi Village
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $1,715 - $2,345 /wk
 
 
 
 
 

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Hoolei at Grand Wailea: Villa 57-5 Great Sept + Oct Rates!!
Wailea Villa Rental Picture
  • bedrooms 3
  • community Hoolei AOAO
  • rental type Villa
  • sleeps 8
  • baths
  • rates (USD) $595 - $1,400 /nt
    $4,165 - $9,800 /wk
 
 
 
 
 

1 reviews write a review

Hoolei at Grand Wailea: Villa 81-3 POOL + OCEAN VIEWS
Wailea Villa Rental Picture
  • bedrooms 3
  • community
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $595 - $1,400 /nt
    $4,165 - $9,800 /wk
 
 
 
 
 

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Hoolei at Grand Wailea: Villa 81-4 LOCATED ABOVE THE POOL
Wailea Villa Rental Picture
  • bedrooms 3
  • community
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $595 - $1,400 /nt
    $4,165 - $9,800 /wk
 
 
 
 
 

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Hoolei at Grand Wailea: Villa 69-2 - Amazing Value
Wailea Villa Rental Picture
  • bedrooms 3
  • community Hoolei AOAO
  • rental type Villa
  • sleeps 8
  • baths
  • rates (USD) $595 - $1,400 /nt
    $4,165 - $9,800 /wk
 
 
 
 
 

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Hoolei at Grand Wailea: Villa 69-5 - Amazing Views
Wailea Villa Rental Picture
  • bedrooms 3
  • community Hoolei AOAO
  • rental type Villa
  • sleeps 8
  • baths
  • rates (USD) $595 - $1,400 /nt
    $4,165 - $9,800 /wk
 
 
 
 
 

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Hoolei at Grand Wailea Villa #99-2: From $595!!
Wailea Villa Rental Picture
  • bedrooms 3
  • community Hoolei AOAO
  • rental type Villa
  • sleeps 8
  • baths
  • rates (USD) $595 - $1,400 /nt
    $4,165 - $9,800 /wk
 
 
 
 
 

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Palms at Wailea Garden View Deluxe unit
Wailea Condo Rental Picture
  • bedrooms 2
  • community Palms at Wailea
  • rental type Condo
  • sleeps 7
  • baths 2
  • rates (USD) $1,200 - $2,350 /wk
 
 
 
 
 

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Sweeping Ocean Views at The Palms at Wailea #1202
Wailea Condo Rental Picture
  • bedrooms 2
  • community Palms at Wailea
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $2,650 - $2,950 /wk
 
 
 
 
 

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Grand Champions 15
Wailea Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $165 - $195 /nt
    $1,155 - $1,365 /wk
 
 
 
 
 

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LAST MINUTE CANCEL = LAST MINUTE DEAL FOR YOU! SEPT. 19-27
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $110 - $140 /nt
 
 
 
 
 

53 reviews write a review

Maui's Ultimate Luxury Ocean Front Penthouse
Wailea Condo Rental Picture
  • bedrooms 4
  • rental type Condo
  • owner badgeowner badge
  • sleeps 10
  • baths 4
  • rates (USD) $1,200 - $2,900 /nt
    $7,000 - $12,600 /wk
 
 
 
 
 

6 reviews write a review

Kamaole Sands 7304 Nice Inner Courtyard 1Bd/1Ba Unit Sleeps 4 Great Rates!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $99 - $164 /nt
    $693 - $1,890 /wk
    $2,970 - $4,920 /mth
 
 
 
 
 

7 reviews write a review

Maui Kamaole E204 2B 2B Sleeps 6 Great Rates!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $199 - $249 /nt
    $1,393 - $2,990 /wk
    $5,970 - $7,470 /mth
 
 
 
 
 

13 reviews write a review

Maui Kamaole G208 Front Row Panoramic Ocean Views Remodeled 2/2 Great Rates!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $249 - $299 /nt
    $1,743 - $3,240 /wk
    $7,470 - $8,970 /mth
 
 
 
 
 

32 reviews write a review

Completely Remodeled 2bd 2ba Maui Tennis Condo Remodeled 100 Yards from Beach
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $174 - $224 /nt
    $1,218 - $2,490 /wk
    $5,220 - $6,720 /mth
 
 
 
 
 

23 reviews write a review

Kamaole Sands #8102 Gorgeous private 1 Bd 2 Bath with great rates!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $99 - $164 /nt
    $693 - $1,890 /wk
    $2,970 - $4,920 /mth
 
 
 
 
 

27 reviews write a review

Sun Splash C301 at Wailea Beach Villas - Ocean View Top Floor
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $1,550 - $2,195 /nt
 
 
 
 
 

10 reviews write a review

Sea Breeze Suite J405 Top Floor Location with Awesome Panoramic Views!
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 3
  • rates (USD) $1,295 - $2,950 /nt
 
 
 
 
 

7 reviews write a review

Sandy Surf K508 with Full Panoramic Ocean, Beach and Haleakala Views
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $1,450 - $2,950 /nt
 
 
 
 
 

20 reviews write a review

Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location
Wailea Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • sleeps 8
  • baths 3
  • rates (USD) $1,550 - $2,350 /nt
 
 
 
 
 

12 reviews write a review

Royal Ilima A201 at Wailea Beach Villas Overlooking Wailea Beach!!!
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $2,500 - $3,150 /nt
 
 
 
 
 

19 reviews write a review

Regal Mandalay M511 - Panoramic Ocean Views Are Guaranteed!
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $999 - $2,550 /nt
 
 
 
 
 

42 reviews write a review

Island Oasis M111 at Wailea Beach Villas - Close to Family Pool!
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $695 - $1,650 /nt
 
 
 
 
 

92 reviews write a review

Blue Horizons K308 at Wailea Beach Villas - Panoramic Ocean View Villa
Wailea Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • sleeps 8
  • baths 3
  • rates (USD) $1,595 - $2,950 /nt
 
 
 
 
 

63 reviews write a review

Bella Luna D302 at Wailea Beach Villas - Only Steps to Wailea Beach!
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $1,799 - $2,650 /nt
 
 
 
 
 

41 reviews write a review

Suite 108 - Inquire about last minute specials!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $75 - $250 /nt
 
 
 
 
 

27 reviews write a review

2 BR/2 BA Oceanfront Condo-Steps from the Beach-from $174/nt
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $174 - $249 /nt
    $1,218 - $1,743 /wk
    $4,770 - $7,170 /mth
 
 
 
 
 

9 reviews write a review

On the Beach - Recently Renovated - Central ~A/C~ Throughout!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $433 - $486 /nt
    $2,835 - $3,521 /wk
 
 
 
 
 

22 reviews write a review

Private Luxury Ohana- Vacation Like A Celebrity (See Photos)
Wailea Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $399 - $899 /nt
    $2,443 - $4,893 /wk
    $8,970 - $12,000 /mth
 
 
 
 
 

18 reviews write a review

Special Offer! Sep-Nov $99/Nt Great Location! WiFi/Phone/Remodeled/Easy Access
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $169 /nt
    $685 - $1,160 /wk
    $2,700 - $4,500 /mth
 
 
 
 
 

1 reviews write a review

Ocean, Garden and Pool Views in Kamaole Sands Resort
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $130 - $180 /nt
    $850 - $1,150 /wk
    $3,000 - $4,400 /mth
 
 
 
 
 

14 reviews write a review

40% OFF Last Min Deal...$195/nt at Renovated Oceanfront 2BR
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $195 - $380 /nt
    $2,065 - $2,660 /wk
 
 
 
 
 

43 reviews write a review

Maui Kamaole 2BD Condo on Border of Wailea
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $145 - $360 /nt
 
 
 
 
 

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Maui Kamaole 1BD Condo #D106 (40% OFF)
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $112 - $280 /nt
 
 
 
 
 

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Ocean View Maui Condo
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $3,110 - $3,505 /wk
 
 
 
 
 

18 reviews write a review

ON SALE Thru Sept. 2014 @$220/nt. Ocean Views In The Heart Of Waile
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $220 - $350 /nt
    $2,450 /wk
 
 
 
 
 

4 reviews write a review

Absolute Paradise! Enjoy Maui Kamaole at it's finest!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $160 - $250 /nt
    $1,120 - $1,750 /wk
    $4,500 - $6,300 /mth
 
 
 
 
 

10 reviews write a review

Ultra Luxurious Villa at Ho'Olei, Wailea, Maui Unit87-3
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD)
 
 
 
 
 

6 reviews write a review

Summer Special - $79/Night! Deluxe Condo Across from Gorgeous Beaches
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $79 - $149 /nt
    $499 - $899 /wk
    $2,500 - $3,400 /mth
 
 
 
 
 

1 reviews write a review

Luxury! Relaxation! Adventure! Paradise!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $195 - $270 /nt
 
 
 
 
 

1 reviews write a review

Newly tile floors and 'newly painted' 2 Bedrooms, 2 Baths Condo
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $169 - $198 /nt
    $1,183 - $1,386 /wk
    $4,470 - $4,770 /mth
 
 
 
 
 

4 reviews write a review

Ocean View Vacation Condo Near Wailea & Kam III Beach
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $195 - $225 /nt
    $1,170 - $1,575 /wk
    $5,070 - $6,075 /mth
 
 
 
 
 

26 reviews write a review

Kamaole Sands #5103 Private 1 Bd 2 Bath Condo Inner Court Sleeps 4
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $99 - $164 /nt
    $693 - $1,890 /wk
    $2,970 - $4,920 /mth
 
 
 
 
 

1 reviews write a review

Hale Ili Ili #C Kamaole Beach 1 Oceanfront 2/2 Aug 7-29 special rate $299 NT
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $349 - $399 /nt
    $2,443 - $5,990 /wk
    $10,470 - $11,970 /mth
 
 
 
 
 

71 reviews write a review

Another Maui Rainbow
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $1,043 /wk
    $3,000 /mth
 
 
 
 
 

12 reviews write a review

One-of-a-kind Maui Getaway
Wailea House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $1,350 - $1,600 /nt
    $10,150 - $11,200 /wk
 
 
 
 
 

30 reviews write a review

Best Kihei Location; Spectacular Value; 1BR Condo Steps to Beach, Shops & More!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $129 - $199 /nt
    $903 - $1,323 /wk
 
 
 
 
 

1 reviews write a review

1BR In The Heart Of Kihei - Across From Best Beach!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $119 - $179 /nt
    $833 - $1,253 /wk
 
 
 
 
 

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2BR Oceanview at the Best Beach in South Kihei! Hale Kamaole 318
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $179 - $349 /nt
    $2,443 /wk
 
 
 
 
 

3 reviews write a review

* Ocean View * Spacious 2BR/2BA Condo * Maui Kamaole *
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $1,295 - $2,170 /wk
 
 
 
 
 

9 reviews write a review

Beautiful Condo Maui Vista Resort Building #1
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $117 - $187 /nt
 
 
 
 
 

9 reviews write a review

Beautiful New Kitchen! New Carpet! Wireless internet! **AUGUST 19-25 SPECIAL**
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $260 - $300 /nt
    $1,820 - $2,100 /wk
 
 
 
 
 

5 reviews write a review

Quiet, Cozy, Romantic and Close to the Beach! Great Location!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $85 - $119 /nt
    $595 /wk
    $2,550 /mth
 
 
 
 
 

75 reviews write a review

Maui Ocean Palms - Luxury Wailea Vacation Home, Pool, Panoramic View, Waterfalls
Wailea House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 5
  • baths 2
  • rates (USD) $395 - $450 /nt
    $2,765 - $3,150 /wk
 
 
 
 
 

21 reviews write a review

$200/nt 10/3-10, Maui Rendezvous Wailea Ekahi 33A Luxury Beach Resort
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $250 - $300 /nt
 
 
 
 
 

17 reviews write a review

Fabulous Remodeled Ground Floor Condo Just Steps to Kamaole I
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $115 - $170 /nt
    $665 - $1,050 /wk
    $2,250 - $3,900 /mth
 
 
 
 
 

11 reviews write a review

Kamaole Sands in Kihei
Wailea House Rental Picture
  • bedrooms 1
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $99 - $260 /nt
 
 
 
 
 

8 reviews write a review

MAKING MEMORIES ON MAUI
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $109 - $155 /nt
    $763 - $1,085 /wk
 
 
 
 
 

21 reviews write a review

Kihei Maui Private Beachfront House 4 Bedroom; One of Two Adjacent Homes
Wailea House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $750 - $850 /nt
    $5,250 /wk
 
 
 
 
 

17 reviews write a review

Sunseekers Walk To Kamaole Beach I, One Of Maui's Best For Swimming And Sunsets
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $69 - $135 /nt
    $665 - $920 /wk
    $2,500 - $3,400 /mth
 
 
 
 
 

7 reviews write a review

Direct Ocean View, Front row
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $190 - $300 /nt
    $1,330 - $1,960 /wk
    $4,600 - $6,600 /mth
 
 
 
 
 

36 reviews write a review

KAM 3 BEACH, SINGLE STORY 2/2, CLEAN & QUIET, NEAR OFFICE, POOL AND GAS BBQS
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $115 - $225 /nt
    $770 - $1,540 /wk
    $3,000 - $5,500 /mth
 
 
 
 
 

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Beautiful Kihei Kai Nani 162, 1BR condo by Kamaole Beach 2, W/D, Cal King, Wi-Fi
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $89 - $139 /nt
 
 
 
 
 

93 reviews write a review

South Kihei Kamaole Sands Right Across From Kamaole Beach Park III
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $155 - $400 /nt
    $1,085 - $2,800 /wk
    $5,100 - $7,800 /mth
 
 
 
 
 

22 reviews write a review

Ocean View Maui Vista Condo
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $125 /nt
 
 
 
 
 

14 reviews write a review

$95 Sept SPECIAL!! (Reg $145) / Closest Condo to the Beach! -Remodeled-
Wailea Condo Rental Picture
  • bedrooms 0
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $85 - $200 /nt
 
 
 
 
 

13 reviews write a review

Panoramic Ocean View! Complete Reno! Owner Managed.
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $135 - $195 /nt
 
 
 
 
 

16 reviews write a review

A Gem at the Beach! Remodeled,Beautifully-Appointed 1st Flr King.Near Pool & BBQ
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $119 - $169 /nt
    $903 /wk
 
 
 
 
 

30 reviews write a review

5 STAR LUXURY CONDO ... PRIVATE ~ CLEAN ~ COMFY ~ KING BED ~ READ GUEST REVIEWS
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $175 - $249 /nt
 
 
 
 
 

38 reviews write a review

Beachfront Property, Oceanview, remodeled August book 5 ( 1free).
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $99 - $174 /nt
    $693 - $1,218 /wk
    $2,970 - $5,220 /mth
 
 
 
 
 

8 reviews write a review

Spectacular Beachfront Property, Remodeled August special $130 if available
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $170 - $299 /nt
    $1,190 - $2,093 /wk
    $5,100 - $8,970 /mth
 
 
 
 
 

17 reviews write a review

Beachfront Property, Full Remodel, POV, #208 WBHJuly/August book 6 (1free)
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $174 /nt
    $693 - $1,218 /wk
    $2,970 - $5,220 /mth
 
 
 
 
 

13 reviews write a review

Ocean View 1-Bedroom D Building Top Floor
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $99 - $225 /nt
    $770 - $875 /wk
    $2,700 - $3,325 /mth
 
 
 
 
 

81 reviews write a review

Kihei Akahi D412 Oceanviiew 1/1 across from Kamaole Beach ll Great Rates!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $174 /nt
    $693 - $1,890 /wk
    $2,970 - $5,220 /mth
 
 
 
 
 

7 reviews write a review

Hale Kamaole #214 Ocean View 1 Bd 1 Bath Great Rates!!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $149 - $199 /nt
    $1,043 - $1,990 /wk
    $4,470 - $5,970 /mth
 
 
 
 
 

9 reviews write a review

Waiohuli Beach Hale 225 Ocean View 1Bd 1Ba Sleeps 4 Great Rates!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $109 - $174 /nt
    $763 - $1,840 /wk
    $3,270 - $5,220 /mth
 
 
 
 
 

28 reviews write a review

Ocean Pearl E202 at Wailea Beach Villas
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $1,150 - $1,850 /nt
 
 
 
 
 

33 reviews write a review

Bali Hai Pool Villa F102 at Wailea Beach Villas - Private Plunge Pool
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $1,450 - $2,250 /nt
 
 
 
 
 

4 reviews write a review

Azure Azul M212 at Wailea Beach Villas - Panoramic Ocean View Villa
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 3
  • rates (USD) $995 - $1,595 /nt
 
 
 
 
 

2 reviews write a review

Ocean View, Romantic Jacuzzi, A/C, World Class Beach! Only - $124/night!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

17 reviews write a review

Fantastic Ocean View, Modern 2BR/2BA South Kihei, Beach, Pool, Surfing
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $160 - $225 /nt
    $1,575 /wk
 
 
 
 
 

29 reviews write a review

Freshly renovated - Ask about Aug/Sept specials!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $139 - $245 /nt
 
 
 
 
 

7 reviews write a review

Grand Champions Ocean View. Tempur-Pedic Beds, Remodel. September $179/night!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $179 - $310 /nt
    $1,253 - $1,855 /wk
 
 
 
 
 

67 reviews write a review

Popular total new remodeled large Ground Level Condo- Enjoy Spectacular Sunsets
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $189 - $297 /nt
    $1,323 - $2,030 /wk
 
 
 
 
 

25 reviews write a review

Value With an OCEAN VIEW !
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $100 - $130 /nt
    $651 - $865 /wk
    $2,520 - $3,285 /mth
 
 
 
 
 

5 reviews write a review

Oceanview Top Floor Condo, with Internet Access.
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $770 /wk
 
 
 
 
 

31 reviews write a review

OCEAN VIEW $98/Night Kamaole III Beach South Kihei MAUI TOP FLOOR 1 Bd/1Bth
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 3
  • baths 1
  • rates (USD) $98 - $159 /nt
 
 
 
 
 

23 reviews write a review

Maui Beachfront Townhouse !!
Wailea Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $395 - $550 /nt
    $2,765 - $3,850 /wk
 
 
 
 
 

57 reviews write a review

Comfortable 1-bedroom Oceanfront Condo with wonderful views!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $215 /nt
    $693 - $1,505 /wk
    $2,800 - $3,200 /mth
 
 
 
 
 

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Wailea Seashore Suite K507 TOP FLOOR New Interior & Full Ocean Views!
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $1,295 - $1,695 /nt
 
 
 
 
 

2 reviews write a review

Wailea Paradise H501- Full Panoramic Ocean, Beach and Haleakala Views!
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 5
  • baths 3
  • rates (USD) $1,850 - $3,150 /nt
 
 
 
 
 

3 reviews write a review

Orient Pacific Suite J505 with Awesome Panoramic Views
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 3
  • rates (USD) $1,295 - $2,950 /nt
 
 
 
 
 

6 reviews write a review

Mer Et Soleil K408 at Wailea Beach Villas - 3rd Floor Panoramic Views
Wailea Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • sleeps 8
  • baths 3
  • rates (USD) $1,495 - $3,250 /nt
 
 
 
 
 

59 reviews write a review

It's ALL here within WALKING distance!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $85 - $130 /nt
    $595 - $910 /wk
    $2,210 - $3,380 /mth
 
 
 
 
 

28 reviews write a review

$99/nt. for August! Beach across street! Beautifully furnished, quiet!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $175 /nt
    $1,085 /wk
    $4,100 /mth
 
 
 
 
 

8 reviews write a review

The Very Finest Ocean Front Unit in Elua Village. Beautiful Remodeled
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $5,250 - $6,825 /wk
 
 
 
 
 

5 reviews write a review

Beautiful Luxury With Pool, Just Steps To Beach-Shopping-Restaurants
Wailea Villa Rental Picture
  • bedrooms 2
  • rental type Villa
  • sleeps 16
  • baths 4
  • rates (USD) $1,720 - $2,924 /nt
 
 
 
 
 

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Beautiful Remodel, Excellent Location, Steps to Beach! Sept & Oct Availability!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $125 - $180 /nt
    $735 - $1,120 /wk
    $2,550 - $4,350 /mth
 
 
 
 
 

16 reviews write a review

Newly Renovated, Gorgeous Ocean & Mountain View, Fast Internet, Best Beaches!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $125 - $230 /nt
    $850 - $1,540 /wk
    $3,500 - $6,000 /mth
 
 
 
 
 

8 reviews write a review

Deluxe Tranquil Tropical Holiday-Steps To Beach-Shopping-Restaurants-Pool-Spa
Wailea Villa Rental Picture
  • bedrooms 14
  • rental type Villa
  • sleeps 32
  • baths 12
  • rates (USD) $2,800 - $4,800 /nt
    $33,600 /wk
 
 
 
 
 

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Ekahi 37A Tropical Townhouse, Partial Ocean View, Full Renovation
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths
  • rates (USD) $190 - $275 /nt
    $1,925 /wk
 
 
 
 
 

9 reviews write a review

Maui Vista Resort-Building1 Best beaches (see our reviews)
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $199 /nt
    $553 - $1,183 /wk
    $2,370 - $3,270 /mth
 
 
 
 
 

33 reviews write a review

Maui Kamaole Ocean View Condo!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $245 - $375 /nt
    $2,625 /wk
 
 
 
 
 

45 reviews write a review

Beautiful Kihei Condo on the Water with Wailea Finishes Unit B 105
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $105 - $190 /nt
    $1,330 /wk
 
 
 
 
 

12 reviews write a review

INCREDIBLE OCEAN VIEW/Family Friendly
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $149 - $289 /nt
 
 
 
 
 

30 reviews write a review

On the Beach - Recently Renovated - Central a/C Throughout !!!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $475 - $565 /nt
    $2,835 - $3,402 /wk
 
 
 
 
 

22 reviews write a review

Maui Kamaole L-202 is a 2B 2Ba Panoramic Ocean View Sleeps 4 Great Rates!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $249 - $299 /nt
    $1,743 - $3,790 /wk
    $7,470 - $8,970 /mth
 
 
 
 
 

1 reviews write a review

Kihei Akahi B203 Steps from Kamaole Beach 2 Bd 2 Ba Great Rates
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $179 - $220 /nt
    $1,253 - $2,990 /wk
    $5,370 - $6,600 /mth
 
 
 
 
 

5 reviews write a review

Hale Kamaole #135 South Shore, Completely Remodeled.
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $109 - $179 /nt
    $763 - $1,990 /wk
    $3,270 - $5,370 /mth
 
 
 
 
 

3 reviews write a review

Kihei Garden Estates #B-201 Across from the beach. Great Rates!!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $154 /nt
    $693 - $1,790 /wk
    $2,970 - $4,620 /mth
 
 
 
 
 

14 reviews write a review

Kihei Garden Estates A102 Garden View 1/1 Great Rates Right Across From Beach
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $89 - $124 /nt
    $623 - $1,440 /wk
    $2,670 - $3,720 /mth
 
 
 
 
 

15 reviews write a review

Grand Seascape K407 at Wailea Beach Villas - Prime Upper Level
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $899 - $2,350 /nt
 
 
 
 
 

108 reviews write a review

Golden Mandarin Pool Villa D102 with Private Plunge Pool
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $1,495 - $2,350 /nt
 
 
 
 
 

48 reviews write a review

Coco Palms Pool Villa D101 at Wailea Beach Villas with Plunge Pool
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $1,695 - $2,625 /nt
 
 
 
 
 

10 reviews write a review

Castaway Cove C201 at Wailea Beach Villas - Extensively Re-decorated
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $1,150 - $2,500 /nt
 
 
 
 
 

3 reviews write a review

Aqua Lani J305 at Wailea Beach Villas - Private Ocean View Villa
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 3
  • rates (USD) $1,045 - $1,695 /nt
 
 
 
 
 

49 reviews write a review

Exclusive Beachfront Cottage, Amazing Ocean Views! August Savings!
Wailea Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $1,253 - $2,380 /wk
 
 
 
 
 

13 reviews write a review

Super Kihei Location, Remodeled 1 BR 2 BA
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 2
  • baths 2
  • rates (USD) $119 - $289 /nt
    $795 - $1,990 /wk
    $2,950 - $7,900 /mth
 
 
 
 
 

3 reviews write a review

FALL SPECIAL! Remaining Dates Through Dec 21st $89/night!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $89 - $139 /nt
    $693 - $973 /wk
 
 
 
 
 

12 reviews write a review

5 Star Reviews! SUMMER SPECIAL RATES. Incredible Ocean Views & Location
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $195 - $275 /nt
 
 
 
 
 

33 reviews write a review

Spectacular Ocean View - JUST REMODELED!!! Luxury 2 Bedroom 2 Bath Condo
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $225 - $330 /nt
    $1,575 /wk
 
 
 
 
 

16 reviews write a review

LST MIN AVAIL AUG/SEP. GRT PLC 4 FALL HONEYMOON & ANNIVERSARY (CK REVS)
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $98 - $155 /nt
    $675 - $735 /wk
    $4,350 /mth
 
 
 
 
 

17 reviews write a review

Summer/Fall 2014 Sale! $150/night for remaining dates, Stunning remodel by beach
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $150 - $295 /nt
    $1,000 - $2,065 /wk
    $4,500 - $8,000 /mth
 
 
 
 
 

11 reviews write a review

Ground Floor Beautiful Unit Kamaole Sands :)
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $160 - $225 /nt
    $1,120 - $1,260 /wk
 
 
 
 
 

20 reviews write a review

Unbeatable Location PARADISE = 2bd / 2BA Across from Beach - Free Wifi
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $159 - $179 /nt
 
 
 
 
 

34 reviews write a review

Haleakala Shores B309 2/2 Across From Kamaole lll Spcial Summer Rate $99
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $189 /nt
    $693 - $2,190 /wk
    $2,970 - $5,670 /mth
 
 
 
 
 

3 reviews write a review

NEW! Oceanfront, ground floor, one bedroom, one bath condo at Kihei Surfside
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 3
  • baths 1
  • rates (USD) $125 - $285 /nt
    $875 - $1,925 /wk
    $3,445 - $4,000 /mth
 
 
 
 
 

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Oceanfront 1-bedroom 1.5-bath with Fabulous Views!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $115 - $250 /nt
    $760 - $1,750 /wk
    $3,000 - $3,825 /mth
 
 
 
 
 

24 reviews write a review

Oceanview 1-bedroom unit with A/C in the living room
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $165 - $285 /nt
    $1,085 - $1,985 /wk
 
 
 
 
 

21 reviews write a review

Ground floor 1-bedroom unit
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $125 - $285 /nt
    $875 - $1,925 /wk
    $3,445 - $4,200 /mth
 
 
 
 
 

14 reviews write a review

Exceptional ocean view from this 1 bedroom condo with A/C!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $85 - $190 /nt
    $595 - $1,330 /wk
    $2,300 - $2,550 /mth
 
 
 
 
 

1 reviews write a review

Oceanfront 1-Bedroom 5th Floor
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths
  • rates (USD) $150 - $265 /nt
    $1,000 - $1,855 /wk
    $3,950 - $4,000 /mth
 
 
 
 
 

81 reviews write a review

Oceanfront 1-Bedroom 3rd Floor
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 3
  • baths
  • rates (USD) $165 - $2,885 /nt
    $1,085 - $1,855 /wk
 
 
 
 
 

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Ocean View Studio D Building 5th Floor
Wailea Condo Rental Picture
  • bedrooms 0
  • rental type Condo
  • owner badgeowner badge
  • sleeps 3
  • baths 1
  • rates (USD) $69 - $125 /nt
    $450 - $875 /wk
    $1,780 - $2,070 /mth
 
 
 
 
 

71 reviews write a review

Ocean View 1-Bedroom C Building Top Floor
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $85 - $175 /nt
    $595 - $1,225 /wk
    $2,300 - $3,000 /mth
 
 
 
 
 

1 reviews write a review

Ocean View 1-Bedroom D Building Top Floor
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $175 /nt
    $693 - $1,225 /wk
    $2,700 - $2,800 /mth
 
 
 
 
 

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OCEAN VIEW $109 2bd 2bth South KIHEI Maui Hawaii KAMAOLE III Beach Condo TOP FLR
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $199 /nt
 
 
 
 
 

3 reviews write a review

New Rental - Beautifully Furnished Maui Retreat for Two
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $95 - $195 /nt
    $600 - $1,365 /wk
    $2,300 - $4,300 /mth
 
 
 
 
 

3 reviews write a review

109$ OCEAN VIEW South Kihei Kamaole 3 III Beach Condo 2 Bed/2 bathroom TOP FLOOR
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $189 /nt
 
 
 
 
 

24 reviews write a review

Lovely 2 Bedroom/2 Bath Unit On The Ocean Between Two Great Beaches
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $159 - $225 /nt
    $1,100 - $1,575 /wk
    $4,400 - $6,000 /mth
 
 
 
 
 

4 reviews write a review

Accross the street from Kamaole 111 Beach
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $150 - $205 /nt
 
 
 
 
 

8 reviews write a review

Palms 904 Lanai overlook garden, Ocean & Mountains. Walk to Beach
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $260 - $429 /nt
    $1,800 - $2,600 /wk
 
 
 
 
 

39 reviews write a review

Tropical Setting, Sunny Courtyard, Newly Remodeled Condo Home
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $135 - $225 /nt
    $875 - $1,575 /wk
    $4,500 /mth
 
 
 
 
 

5 reviews write a review

Luxury 2BR, Ocean View, Owner Direct - Read Our Guest Reviews!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $395 - $485 /nt
 
 
 
 
 

68 reviews write a review

Newly remodeled....great ocean views...steps to the beach!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $205 - $225 /nt
    $5,550 - $6,000 /mth
 
 
 
 
 

25 reviews write a review

Top Floor Mana Kai Maui - Fully Renovated!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $350 - $575 /nt
 
 
 
 
 

24 reviews write a review

REMODELED CONDO, HAS RARE, WIDER LANAI, YOU DESERVE IT
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $170 - $245 /nt
    $1,715 /wk
 
 
 
 
 

25 reviews write a review

Escape to Our Newly Remodeled and refurnished luxury Condo
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $89 - $120 /nt
    $600 - $800 /wk
    $2,500 - $3,200 /mth
 
 
 
 
 

20 reviews write a review

Garden View all Ground Floor 2 Bdrm across from beach, new remodel.
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $169 - $329 /nt
    $1,183 - $2,093 /wk
    $5,500 /mth
 
 
 
 
 

2 reviews write a review

Beautiful Garden and Mountain View
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $170 - $230 /nt
 
 
 
 
 

8 reviews write a review

Luxury Maui Oceanfront Condo-Incredibly Beautiful 2 bedroom 2 bath
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD)
 
 
 
 
 

9 reviews write a review

SUMMER SPECIALS $70 per night. July - September Book Now
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $90 - $130 /nt
    $595 - $910 /wk
    $2,400 /mth
 
 
 
 
 

4 reviews write a review

Direct Oceanfront Luxury is Yours! - Virtual Tour
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $1,960 - $3,500 /wk
 
 
 
 
 

34 reviews write a review

Coral Villa* Dreamy Beachfront Vacation Villa in South Maui
Wailea Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $895 - $1,550 /nt
 
 
 
 
 

3 reviews write a review

Summer Special June July August $139 night!! , 1brm, Design by 'Jillian Harris
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $139 - $225 /nt
 
 
 
 
 

27 reviews write a review

Maui Vista condo*Ground Floor* Wifi* Pool
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $89 - $145 /nt
    $623 - $1,015 /wk
    $2,400 - $3,920 /mth
 
 
 
 
 

18 reviews write a review

Spectacular ocean view, 'SPECIAL' AUG/SEPT $240.00 Nightly
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $2,030 - $2,275 /wk
 
 
 
 
 

2 reviews write a review

BEST VALUE!! - DIRECT Ocean & Sunsets Views - Best Beach Access
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $169 - $329 /nt
    $1,183 - $2,023 /wk
    $4,900 /mth
 
 
 
 
 

5 reviews write a review

Fabulous Beachfront Condo --- Visa, Mastercard, eCheck Accepted
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $395 /nt
    $1,575 - $2,765 /wk
 
 
 
 
 

10 reviews write a review

Spectacular 5th Floor Ocean View Condo at Kamaole Beach #1
Wailea Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $150 - $185 /nt
    $1,050 - $1,295 /wk
    $4,050 - $4,995 /mth
 
 
 
 
 

19 reviews write a review

SPEC. RATE, THRU SEPT 30th,$165/DAY, PROF. REMODEL,GREAT LOCATION,VIRT. TOUR
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $165 - $305 /nt
    $1,260 - $2,135 /wk
    $5,200 - $7,700 /mth
 
 
 
 
 

32 reviews write a review

5 Stars***** Maui Vista's Biggest 2 Bedroom Condo~ one-of- a kind
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $175 - $245 /nt
    $1,176 - $1,470 /wk
    $4,350 - $4,650 /mth
 
 
 
 
 

65 reviews write a review

Maui Kamaole A202 Ocean View Front Row Nearest Beach 2B 2Ba Great Rates!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $249 - $299 /nt
    $1,743 - $3,490 /wk
    $7,470 - $8,970 /mth
 
 
 
 
 

5 reviews write a review

Grand Opening of family friendly home with Hot Tub **Fall Specials**
Wailea House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $375 - $675 /nt
 
 
 
 
 

6 reviews write a review

Deluxe Wailea Retreat - September-October Special $170
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $170 - $225 /nt
    $1,575 /wk
 
 
 
 
 

4 reviews write a review

Beautiful Family-Friendly Townhouse
Wailea Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $500 - $675 /nt
 
 
 
 
 

11 reviews write a review

Quiet and Beautiful Place for a Hawaiian Getaway!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $198 - $285 /nt
    $1,246 - $1,995 /wk
    $4,830 - $5,340 /mth
 
 
 
 
 

7 reviews write a review

Mana Kai Maui Beachfront - Spectacular Panoramic Top Floor Unobstructed View
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $295 - $395 /nt
 
 
 
 
 

7 reviews write a review

Affordable Tropical Paridise,3 Min. Walk to Beach,Low Rates!!!
Wailea House Rental Picture
  • bedrooms 1
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $125 /nt
 
 
 
 
 

22 reviews write a review

Best View in Resort! Just Renovated a/C Throughout *New Photos
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $467 - $534 /nt
    $3,003 - $3,570 /wk
 
 
 
 
 

18 reviews write a review

Renting a Vacation LIFESTYLE, not just a home LARGEST FLOOR PLAN!!
Wailea Townhome Rental Picture
  • bedrooms 3
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $650 - $1,950 /nt
 
 
 
 
 

6 reviews write a review

Beautifully remodeled condo with air conditioning, chef's kitchen & ocean views
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $259 - $329 /nt
 
 
 
 
 

28 reviews write a review

Immaculate remodel! All new, spacious, one bedroom condo awaits you.
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $100 /nt
 
 
 
 
 

9 reviews write a review

Perfect South Maui Ocean View Condo
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $99 - $149 /nt
    $693 - $1,043 /wk
    $2,700 - $3,900 /mth
 
 
 
 
 

159 reviews write a review

Bliss Beach House with Pool and Game Room!
Wailea House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $499 - $849 /nt
 
 
 
 
 

3 reviews write a review

Steps Away From Kam 3 Beach, Affordable, New, Clean & Quiet
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $129 - $279 /nt
    $1,211 - $1,953 /wk
 
 
 
 
 

18 reviews write a review

September & October Special $135/night -2 Bdrm/2 BA Full Air Conditioning
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $190 /nt
 
 
 
 
 

16 reviews write a review

$109 A NIGHT THRU SEPT 5th!*Kamaole Sands Bldg 1, 3rd floor*3 min walk to beach!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $109 - $219 /nt
 
 
 
 
 

28 reviews write a review

Ocean View - Fresh Renovation -Just steps to the Pool & Spa!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $159 - $299 /nt
    $1,113 - $2,023 /wk
 
 
 
 
 

4 reviews write a review

60' To The Water. Spectacular Oceanfront Condo At Keawakapu Beach
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $129 - $309 /nt
 
 
 
 
 

1 reviews write a review

5 Star Designer Luxury @ Affordable Rates - Spectacular Ocean View Condo
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $159 - $419 /nt
 
 
 
 
 

1 reviews write a review

Special!! 30% Off Posted Value Season Rates!! Stunning,2 Bedroom Oceanview Unit!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $265 - $400 /nt
    $1,855 - $2,800 /wk
    $4,500 - $9,000 /mth
 
 
 
 
 

19 reviews write a review

Magic of Maui - Fun, Sun, Sand & Sea - Kamaole Sands Resort
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $910 - $1,085 /wk
 
 
 
 
 

3 reviews write a review

Immaculate 2bdr/2bath condo at Kam III Beach!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $125 - $225 /nt
    $1,575 /wk
 
 
 
 
 

9 reviews write a review

Magnificent Ocean Views From Every Room
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $295 - $495 /nt
    $1,779 - $3,465 /wk
 
 
 
 
 

1 reviews write a review

Renovated, spacious, comfortable 2 bed, 2 bath condo near beaches in Kihei Maui.
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $189 - $399 /nt
    $2,793 /wk
 
 
 
 
 

1 reviews write a review

Wailea Ekahi 2A, Lower Village, 2BR/2BA, Spectacular Ocean Views and Sunsets
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $410 - $510 /nt
    $3,045 - $3,430 /wk
 
 
 
 
 

45 reviews write a review

Spectacular Beachfront Property/Ocean Front Condo/ Sept. book 6 (1 free)
Wailea Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 6
  • baths 2
  • rates (USD) $325 - $395 /nt
    $2,765 /wk
 
 
 
 
 

3 reviews write a review

SUMMER SPECIAL -- $75/night
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $75 - $160 /nt
    $525 - $1,050 /wk
    $2,000 - $3,600 /mth
 
 
 
 
 

13 reviews write a review

Walk To The Beach, ocean View from lanai- New listing. Opening 9/10/2014
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $129 - $220 /nt
    $2,950 - $3,650 /mth
 
 
 
 
 

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Time 4 Maui 1 bedroom remodeled
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $110 /nt
 
 
 
 
 

10 reviews write a review

NOW, THROUGH OCTOBER, FROM $90 PER NIGHT!!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 3
  • baths 1
  • rates (USD)
 
 
 
 
 

1 reviews write a review

Terrific Tropical Getaway for your Best Island Experience See our Virtual Tour!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $220 - $440 /nt
    $1,540 /wk
    $6,150 /mth
 
 
 
 
 

37 reviews write a review

SUPER CLOSE TO BEACHES,GREAT RESTARAUNTS,SHOPS! GREAT FAMILY COMPLEX!
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $195 - $350 /nt
    $1,365 /wk
 
 
 
 
 

16 reviews write a review

Ocean View 2 Minutes To The Beach, Pool, Hot Tub, BBQ
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $165 /nt
    $675 - $1,100 /wk
    $2,800 - $4,700 /mth
 
 
 
 
 

8 reviews write a review

Newly Remodeled & Furn., Ocean Activities, Golf, Restaurants, Shops, Markets
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $90 /nt
 
 
 
 
 

5 reviews write a review

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $770 - $980 /wk
 
 
 
 
 

5 reviews write a review

Oceanview! Walk to Beach! Upgraded and Very Clean! Free Wifi!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $149 /nt
    $693 - $1,043 /wk
    $2,670 - $4,050 /mth
 
 
 
 
 

9 reviews write a review

Rent entire month of Sept or Oct at Deep Discount!!!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD)
 
 
 
 
 

4 reviews write a review

Great Bargain, Ocean View, Wifi, Beach, Wailea Golf & Shops,
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $99 /nt
    $693 /wk
    $2,673 /mth
 
 
 
 
 

7 reviews write a review

Newly Remodeled/Full AC/Oceanfront Mana Kai unit 602/Best Views/Premier location
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $280 - $450 /nt
    $2,100 - $3,150 /wk
 
 
 
 
 

5 reviews write a review

A Gorgeous Kihei Escape In Maui
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 7
  • baths 2
  • rates (USD) $279 - $319 /nt
 
 
 
 
 

4 reviews write a review

1 BR, 2 Bath OV w/Large Lanai (Unit 2-303) Special Rate of $99 June-Sept.
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $115 - $150 /nt
 
 
 
 
 

3 reviews write a review

Manele Bay Modern - Next To Island Club Pool and Challenge Golf Course Clubhouse
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 8
  • baths 3
  • rates (USD) $15,000 - $30,000 /mth
 
 
 
 
 

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Newly Renovated, 2 Bd/2 Ba, Great Ocean View Steps To Beach
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $145 - $295 /nt
    $1,015 - $1,435 /wk
 
 
 
 
 

11 reviews write a review

Recently Renovated 2 Bed 2 Bath Condominium
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $1,750 - $2,450 /wk
 
 
 
 
 

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July-October $140/night 2 Bdrm /2 Bath, 2 Lanai Condo
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $175 - $235 /nt
    $1,225 /wk
    $4,650 /mth
 
 
 
 
 

21 reviews write a review

Serene, Private Kihei Garden Cottage: On Ocean front Halama Street
Wailea Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $189 - $300 /nt
    $1,323 - $2,100 /wk
    $5,000 - $6,500 /mth
 
 
 
 
 

20 reviews write a review

Beachfront Halama St. South Kihei 3 Bed, 3.5 Bath 1/2 Acre Gated Estate
Wailea Estate Rental Picture
  • bedrooms 3
  • rental type Estate
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $8,750 - $16,800 /wk
 
 
 
 
 

8 reviews write a review

Fall on Maui, the best time of year!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $149 - $209 /nt
 
 
 
 
 

11 reviews write a review

Renovated 3bd, 3ba condo, steps to best beaches, shopping, dinning.
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 3
  • rates (USD) $199 - $235 /nt
 
 
 
 
 

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Maui Banyan-Remodeled, Ocean View Top Floor Condo Across Beach
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $175 - $305 /nt
 
 
 
 
 

21 reviews write a review

Summer 2014 $99 ~Free WiFi ~Across from the Beach
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $119 /nt
 
 
 
 
 

4 reviews write a review

Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $895 /nt
 
 
 
 
 

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August/Sept Special $95 A NIGHT..open nights... REMODELED 2BR.INCREDIBLE OCEAN
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $95 - $185 /nt
 
 
 
 
 

22 reviews write a review

Look No Further! You've Found the Best at K.K.N.!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD)
 
 
 
 
 

96 reviews write a review

Kihei Alii Kai B303 Across From Kamaole Beach #2 Great Rates Sleeps 4
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $109 - $139 /nt
    $763 - $1,490 /wk
    $3,270 - $4,170 /mth
 
 
 
 
 

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Ocean View 3BR/3BA Condo (check out our $199 last minute specials)
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD)
 
 
 
 
 

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Maui's Best Value - Just Got Better! New Lower Rates for Fall 2014
Wailea Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
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  • sleeps 2
  • baths 1
  • rates (USD) $2,500 - $3,400 /mth
 
 
 
 
 

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Introducing the Finest Ocean Views at the Palms
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

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