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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

 

Blue Water Rafting

We went on the snorkeling tour as a family and had a blast! We were on the Pineapple Express with Seth & Sean and they were fantastic. Very entertaining...read more

 

Kai Kanani Sailing Charters

Great staff, first boat out means first boat to see everything and not be competing with others for views. Leaves Makena beach pretty early and you'd think...read more

 

Makena State Park

HANDS DOWN, Best snorkeling spot!!! The water could not have been more like a fantastic painting, crystal clear blue/teal waters, excellent snorkeling,...read more

 

Maui Wave Riders

Everyone (all four of us) caught multiple waves. Ask for Sol Avila. She is awesome! What a nice person. The equipment was good. We bought the pictures...read more

 

Surf Yoga Maui

Best Vacation I ever had. I sent Summer a list of all the activities I wanted to do while in Maui. Yoga, surfing, hiking, snorkeling, and spa message....read more

 

B & B Scuba

I've never been happier by waking up so damn early... The boat leaves at 5:45am and what a experience watching the sunset while I try to contain my...read more

 

Ulua Beach Park

My favourite South Maui beach! It's been a couple of years since I've been here, so I can't comment on how the construction is coming along on one of the...read more

 

Hawaiian Paddle Sports

First I HIGHLY Recommend J'sun Lee! This was my first time coming to Hawaii, and my experience with Hawaiian Paddle Sports tops my list of one the greatest...read more

 

Maui Classic Charters

Great day on the water, everyone was extremely friendly and took great care of us. We saw dolphins and turtles and would absolutely recommend this company,...read more

 

Kamaole Beach III

One of my favorite things about vacation has always been relaxing on the beach. This beach sure did not disappoint and it turned out to be our favorite...read more

 

Maui Dreams Dive Co

I have been diving with these guys for over 10 years and received numerous certifications from this shop. Having dealt with shops and dive boats from the...read more

 

Wailea Beach

Brown sugar sand and low wave action combine to make this a great beach with a rock free bottom. Touristy with resort guests and not the easiest access...read more

 

Prodiver Maui

Great dives today with Lizzie and Paul. Nothing fancy but great service. Our gear was ready for us, they helped us into the water and really watched out for...read more

 

Redline Rafting

Our granddaughter was visiting and saw the brochure for Redline and the rest is history. We reservations for six , which included our son , his wife and...read more

 

Scuba Shack

Short version: we showed up at seven minutes late and the owner, Charlie, refused to give us food and told us we had to set up our own tanks. We walked off...read more

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DEAL!! Grand Champion Villa
Wailea Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $175
  • bedrooms 2
  • community Grand Champions
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $175 - $300 /nt
 
 
 
 
 

21 reviews write a review

DEAL!! QUIET Newly Remodeled Sleeps6 @Grand Champions, Wailea, WIFI
Wailea Condo Rental Picture
  • Condo Rental Deals and Discounts $20 off = $195 per night
  • bedrooms 2
  • community Wailea
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $199 - $335 /nt
 
 
 
 
 

43 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

Charming Private Studio condo
Wailea Studio Rental Picture
  • bedrooms 0
  • community Grand Champions
  • rental type Studio
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $110 - $135 /nt
    $95 - $120 /mth
 
 
 
 
 

13 reviews write a review

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
 
 
 
 
 

49 reviews write a review

Mana Kai Maui, Spectacular Top Floor View.
Wailea Condo Rental Picture
  • bedrooms 2
  • community Mana Kai Maui Resort
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $295 - $395 /nt
 
 
 
 
 

6 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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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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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
 
 
 
 
 

44 reviews write a review

Grand Champions Ocean View. Tempur-Pedics.Remodeled.
Wailea Condo Rental Picture
  • bedrooms 2
  • community Wailea
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $235 - $310 /nt
    $1,645 - $2,170 /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 Village Oceanfront Condo 20E
Wailea Condo Rental Picture
  • bedrooms 1
  • community Ekahi Village
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $250 - $350 /nt
    $1,750 - $2,450 /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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Summer Dates Available $149/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

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
 
 
 
 
 

3 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

Breathtaking Unobstructed Ocean And Golf Course Views In The Heart Of Wailea
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $295 - $350 /nt
    $2,275 - $2,450 /wk
 
 
 
 
 

1 reviews write a review

Enjoy Spectacular Sunsets - Popular large Ground Level Condo!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $189 - $345 /nt
    $1,323 - $1,960 /wk
 
 
 
 
 

24 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 3
  • rates (USD) $220 - $440 /nt
    $1,540 /wk
    $6,150 /mth
 
 
 
 
 

37 reviews write a review

Summer dates available!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $150 - $300 /nt
 
 
 
 
 

20 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
 
 
 
 
 

26 reviews write a review

Kitchen/ Bath Remodel To Be Completed June 10. New Pics Coming!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $185 - $225 /nt
    $1,575 /wk
 
 
 
 
 

1 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
 
 
 
 
 

4 reviews write a review

5 Star Designer Luxury @ Affordable Rates - Spectacular Ocean View Condo
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 7
  • baths 2
  • rates (USD)
 
 
 
 
 

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Immaculate 2bdr/2bath condo at Kam III Beach!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $225 /nt
    $700 - $1,575 /wk
 
 
 
 
 

6 reviews write a review

SHARE OUR LITTLE PIECE OF PARADISE! - BOOK NOW FOR 2014
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $110 - $140 /nt
 
 
 
 
 

42 reviews write a review

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
 
 
 
 
 

8 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) $149 - $329 /nt
    $1,043 - $2,023 /wk
    $4,900 /mth
 
 
 
 
 

4 reviews write a review

SPEC. MAY/JUNE AVAIL. DATES,$165/DAY,PROF. REMODELED,GREAT LOCATION,VIRTUAL TOUR
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $185 - $285 /nt
    $1,295 - $1,995 /wk
    $4,700 - $7,250 /mth
 
 
 
 
 

30 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)
 
 
 
 
 

26 reviews write a review

Ocean View Maui Condo
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $2,520 - $2,870 /wk
 
 
 
 
 

18 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 - $830 /wk
    $2,550 - $3,500 /mth
 
 
 
 
 

71 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

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

Fully Remodeled one of the best at Mana Kai Premier Location Unit 602 6th floor
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $295 - $450 /nt
 
 
 
 
 

4 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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Exclusive Beachfront Cottage, Stunning Ocean Views, Spring Savings 10% Off!
Wailea Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $240 - $350 /nt
    $1,680 /wk
 
 
 
 
 

11 reviews write a review

Fully Renovated In December 2013, Brand New Everything! Stunning New Rental
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $190 - $285 /nt
    $1,200 - $1,900 /wk
    $4,000 - $7,000 /mth
 
 
 
 
 

9 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
 
 
 
 
 

17 reviews write a review

$150/nt,5/11-16, 5/24-6/1;$200/nt,6/20-7/2 - Wailea Ekahi 33A, Lux Beach Resort
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $250 - $300 /nt
 
 
 
 
 

13 reviews write a review

Last Minute Special at Beachfront 2BR2BA for $220
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $220 - $465 /nt
 
 
 
 
 

11 reviews write a review

Just Renovated Oceanfront Ground Floor $220
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $220 - $395 /nt
 
 
 
 
 

39 reviews write a review

Summer on Maui!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $145 - $190 /nt
 
 
 
 
 

11 reviews write a review

Ocean View, Romantic Jacuzzi, A/C, World Class Beach! Free WiFi & Phone!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $135 - $229 /nt
    $900 - $1,600 /wk
 
 
 
 
 

13 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) $175 - $299 /nt
 
 
 
 
 

26 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
 
 
 
 
 

3 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

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
 
 
 
 
 

4 reviews write a review

Haleakala Shores B309 directly across from Kamaole Beach #3 Great Rates 2/2
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $129 - $189 /nt
    $903 - $2,190 /wk
    $3,870 - $5,670 /mth
 
 
 
 
 

1 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 - $154 /nt
    $693 - $1,740 /wk
    $2,970 - $4,620 /mth
 
 
 
 
 

5 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
 
 
 
 
 

12 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
 
 
 
 
 

4 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

Maui Kamaole E204 2B 2B Sleeps 6 Great Rates!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $179 - $249 /nt
    $1,253 - $2,990 /wk
    $5,370 - $7,470 /mth
 
 
 
 
 

10 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
 
 
 
 
 

22 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
 
 
 
 
 

27 reviews write a review

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) $1,095 - $2,950 /nt
 
 
 
 
 

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Tropical Garden View, Ground Level Condo, Steps To The Beach.
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $89 - $125 /nt
    $623 - $875 /wk
    $2,550 - $3,300 /mth
 
 
 
 
 

9 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)
 
 
 
 
 

14 reviews write a review

Steps to the Sandy 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
 
 
 
 
 

24 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) $150 - $305 /nt
    $1,050 - $1,960 /wk
    $4,950 - $7,650 /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 - $10,500 /wk
 
 
 
 
 

28 reviews write a review

Hale Ili Ili #C Oceanfront 2/2 on Kamaole Beach Spectacular Ocean Views
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $324 - $399 /nt
    $2,268 - $5,990 /wk
    $9,720 - $11,970 /mth
 
 
 
 
 

68 reviews write a review

* Ocean/Sunset View * Spacious 2BR/2BA Condo * Maui Kamaole *
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $200 - $335 /nt
    $1,400 - $2,345 /wk
 
 
 
 
 

7 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
 
 
 
 
 

6 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 - $254 /nt
    $1,218 - $1,778 /wk
    $4,770 - $7,170 /mth
 
 
 
 
 

7 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
 
 
 
 
 

26 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
 
 
 
 
 

15 reviews write a review

Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $225 - $325 /nt
    $1,505 /wk
    $5,805 - $7,650 /mth
 
 
 
 
 

41 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
 
 
 
 
 

26 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

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) $1,695 - $3,850 /nt
 
 
 
 
 

6 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) $1,195 - $2,950 /nt
 
 
 
 
 

4 reviews write a review

Sandy Surf K508 with Full Panoramic Ocean, Beach and Haleakala Views
Wailea Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $1,595 - $3,350 /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) $1,350 - $3,500 /nt
 
 
 
 
 

11 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 - $4,950 /nt
 
 
 
 
 

18 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) $1,050 - $2,500 /nt
 
 
 
 
 

36 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 - $3,250 /nt
 
 
 
 
 

6 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) $1,195 - $2,850 /nt
 
 
 
 
 

32 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) $1,550 - $3,500 /nt
 
 
 
 
 

59 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) $795 - $1,895 /nt
 
 
 
 
 

84 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) $895 - $2,250 /nt
 
 
 
 
 

97 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) $1,595 - $3,500 /nt
 
 
 
 
 

44 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 - $3,350 /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) $1,395 - $2,850 /nt
 
 
 
 
 

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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) $1,395 - $3,050 /nt
 
 
 
 
 

60 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) $1,895 - $4,150 /nt
 
 
 
 
 

38 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 - $3,050 /nt
 
 
 
 
 

1 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) $1,095 - $2,650 /nt
 
 
 
 
 

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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) $995 - $2,550 /nt
 
 
 
 
 

44 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
 
 
 
 
 

13 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
 
 
 
 
 

34 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) $149 - $279 /nt
    $910 - $1,953 /wk
    $3,600 - $5,070 /mth
 
 
 
 
 

14 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
 
 
 
 
 

63 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
 
 
 
 
 

24 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
 
 
 
 
 

9 reviews write a review

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

2 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) $120 - $230 /nt
    $805 - $1,560 /wk
    $3,300 - $6,060 /mth
 
 
 
 
 

7 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) $910 - $1,953 /wk
 
 
 
 
 

1 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

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) $99 - $135 /nt
    $665 - $920 /wk
    $2,500 - $3,400 /mth
 
 
 
 
 

3 reviews write a review

April/May SPECIAL RATE ~5 Stars Maui Vista's Biggest 2 Bedroom Condo- More Beds
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $175 - $195 /nt
    $1,176 - $1,365 /wk
    $4,350 - $4,890 /mth
 
 
 
 
 

65 reviews write a review

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

30 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

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
 
 
 
 
 

14 reviews write a review

Walk to Beach! Great Rates! Beautiful condo and complex!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $110 - $175 /nt
    $700 - $1,085 /wk
    $2,480 - $4,100 /mth
 
 
 
 
 

5 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) $115 - $175 /nt
    $805 - $1,225 /wk
 
 
 
 
 

8 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) $129 - $289 /nt
    $860 - $1,990 /wk
    $3,250 - $7,900 /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

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) $250 /nt
    $1,750 /wk
    $7,125 /mth
 
 
 
 
 

16 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
 
 
 
 
 

4 reviews write a review

OCEAN VIEW LUXURY 2 bedroom 2 bathroom KAMAOLE III 3 Beach Condo TOP FLOOR
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $199 /nt
 
 
 
 
 

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Walkable Kihei - Grand Opening special between May 23- June 14th
Wailea House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $325 - $675 /nt
    $2,161 - $4,655 /wk
    $9,401 - $11,067 /mth
 
 
 
 
 

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Maui Ocean Palms - Luxury Gated Wailea Vacation Home, Pool, 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
 
 
 
 
 

16 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
 
 
 
 
 

3 reviews write a review

5 STAR LUXURY ... VERA WANG KING BED ... PLEASE READ OUR GUEST REVIEWS
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $175 - $249 /nt
 
 
 
 
 

32 reviews write a review

Beautiful New Kitchen! New Carpet! Wireless internet/printer!
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
 
 
 
 
 

3 reviews write a review

Luxury Maui Oceanfront Condo-Incredibly Beautiful 2 bedroom 2 bath
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $279 - $329 /nt
 
 
 
 
 

7 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) $125 - $190 /nt
    $1,330 /wk
 
 
 
 
 

12 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
 
 
 
 
 

21 reviews write a review

Garden View Private Ground Floor 2 Bdrm w No Stairs
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $139 - $299 /nt
    $1,113 - $2,093 /wk
    $5,500 /mth
 
 
 
 
 

1 reviews write a review

Kihei/Wailea - Kamaole Sands Bldg One - Third Floor w/ Partial Ocean View!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $155 - $219 /nt
 
 
 
 
 

28 reviews write a review

Remodel With New Bed & Furnishings Completed June 1. New Pics Coming!
Wailea Condo Rental Picture
  • bedrooms 0
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $99 - $125 /nt
 
 
 
 
 

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Five Star Luxury By The Ocean First Class $125.00 Special If Booked Today!!!!
Wailea Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $149 - $179 /nt
    $1,043 - $1,183 /wk
    $4,330 - $4,930 /mth
 
 
 
 
 

14 reviews write a review

Spectacular Beachfront Property/Ocean Front Apartment 4/23 to 5/4 $275
Wailea Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 6
  • baths 2
  • rates (USD) $345 - $475 /nt
    $3,325 /wk
 
 
 
 
 

1 reviews write a review

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
 
 
 
 
 

20 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
 
 
 
 
 

21 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) $433 - $503 /nt
    $2,835 - $3,402 /wk
 
 
 
 
 

21 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 /wk
 
 
 
 
 

20 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) $125 - $175 /nt
    $693 - $1,043 /wk
    $2,670 - $4,050 /mth
 
 
 
 
 

9 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
 
 
 
 
 

51 reviews write a review

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
 
 
 
 
 

8 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
 
 
 
 
 

3 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
 
 
 
 
 

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
 
 
 
 
 

10 reviews write a review

Spectacular ocean view, Ask about 'June-July Special Rates'
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

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
 
 
 
 
 

30 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 3
  • rates (USD) $7,700 - $16,800 /wk
 
 
 
 
 

6 reviews write a review

A Gorgeous Kihei Escape In Maui
Wailea Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $275 - $319 /nt
 
 
 
 
 

4 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
 
 
 
 
 

7 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 - $1,095 /nt
 
 
 
 
 

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

3 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 34
  • baths 12
  • rates (USD) $2,464 - $4,198 /nt
    $29,386 /wk
 
 
 
 
 

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

6 reviews write a review

10% Off Low Season Rates! Stunning,2 Bedroom Oceanview Unit, Great Reviews!
Wailea Condo Rental Picture
  • bedrooms 2
  • rental type Condo
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  • sleeps 4
  • baths 2
  • rates (USD) $265 - $385 /nt
    $1,855 - $2,695 /wk
    $4,500 /mth
 
 
 
 
 

18 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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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

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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