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Vacation Rentals in Kaanapali, Hawaii

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about Kaanapali

Kaanapali, Hawaii Vacation Rentals and Tourism

Kick back in one of several Kaanapali vacation rentals during your next trip to Kaanapali Hawaii. Whether you’re a single traveler who surfs, a couple on honeymoon, or a family looking to bond over the summer break, you can find a vacation rental in Kaanapali to suit your needs. What type of Kaanapali vacation are you planning? Chill out in a cozy Kaanapali honeymoon rental. Or step it up and invite a group of friends for a week in an extravagant Kaanapali villa rental.

Kaanapali beach rentals provide space, the privacy and flexibility that hotels or resorts can not. Personal touches like fresh home décor, DVD players, comfortable linens, and more. Imagine drinking a cup of fresh Kona coffee on your very own screened-in lanai. Or lounging in your backyard swimming pool. Bringing the kids? Check into a Kaanapali beach house rental with a game room!

Located on Maui’s western shore, Kaanapali HI is a must-see for anyone who feels more at home in the water than on terra firma. Try windsurfing, regular surfing or snorkeling. Charter a catamaran and go sailing or take a relaxing canoe ride with your favorite partner while the sun sets. For a break from the ocean, consider knocking around a few balls on a championship golf course. Book your Kaanapali rental now!

Kaanapali Vacation Rental Deals

When you vacation in Kaanapali, you have so much to explore. Including these cheap Kaanapali beach rentals! There’s for sure one way that you can save money while you're vacationing, no matter what activities you choose, and that is by staying at an affordable Kaanapali rental home.  There are countless discounted Kaanapali beach homes, condos, and villas to choose from all reasonably priced.  We can accommodate a group or a budget of any size and are confident that with our good vacation rental deals, you will find a perfect home away from home for your next trip.

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

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

DEAL!! Available in April: Stunning Oceanfront Retreat at Papakea
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $60 off = $190 per night
  • bedrooms 1
  • community Papakea
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $250 - $250 /nt
 
 
 
 
 

3 reviews write a review

DEAL!! Panoramic Views at Beach Front Resort, just reduced to $300
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $115 off = $300 per night
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $415 /nt
    $1,925 - $2,905 /wk
 
 
 
 
 

3 reviews write a review

DEAL!! Top Resort in Maui - Brand New, Beach Front, & SAVE 30%
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 25% off = $311 per night
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $415 /nt
    $1,925 - $2,905 /wk
 
 
 
 
 

4 reviews write a review

DEAL!! Newest Beachfront Resort W/ Ocean Vw, Now ONLY $325/nt
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $115 off = $325 per night
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $440 /nt
    $1,925 - $3,080 /wk
 
 
 
 
 

3 reviews write a review

DEAL!! Spectacular Ocean View, Beachfront & Over 25% OFF
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 30% off = $367 per night
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $315 - $525 /nt
    $2,205 - $3,675 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! Still Available Spring Break in March - Ocean View
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 25% off = $243 per night
  • bedrooms 1
  • community Honua Kai
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $200 - $350 /nt
    $1,400 - $2,430 /wk
 
 
 
 
 

2 reviews write a review

DEAL!! Oceanfront Condos on the Kaanapali Coastline
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Specials Welcome Amenity or 1-week snorkel gear... ($100)
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $239 - $239 /nt
    $1,595 - $1,595 /wk
 
 
 
 
 

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DEAL!! Oceanfront Right Off Your Lanai! Not Just an Ocean View.
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $25 off = $160 per night
  • bedrooms 1
  • community Hoyochi Nikko
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $185 - $275 /nt
 
 
 
 
 

8 reviews write a review

DEAL!! Oceanfront Right Off Your Lanai. Not Just an Ocean View!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $100 off = $1,100 per week
  • bedrooms 1
  • community Hoyochi Nikko
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $1,200 - $2,100 /wk
 
 
 
 
 

8 reviews write a review

DEAL!! Private Oceanfront! Beach Just 20 Steps Away. Sleeps 4!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $25 off = $170 per night
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $225 - $280 /nt
 
 
 
 
 

10 reviews write a review

DEAL!! Private Oceanfront. Beach Just 20 Steps Away! Sleeps 4!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $500 off = $1,585 per week
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $2,085 - $2,500 /wk
 
 
 
 
 

10 reviews write a review

DEAL!! My Maui Palace III. Private Oceanfront Just 20 Steps Away.
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $25 off = $195 per night
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $220 - $300 /nt
 
 
 
 
 

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DEAL!! My Maui Palace III. Private Oceanfront Just 20 Steps Away.
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $25 off = $195 per night
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $220 - $300 /nt
 
 
 
 
 

2 reviews write a review

DEAL!! March Dates Available - Brand New Condo at Luxury Resort
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 25% off = $262 per night
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $260 - $350 /nt
    $1,820 - $2,450 /wk
 
 
 
 
 

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DEAL!! *Great Rates!!* Westin Kaanapali Ocean Resort Villas
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 50% off = $270 per night
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $270 - $800 /nt
    $1,600 - $3,600 /wk
 
 
 
 
 

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Spetacular Luxury Top Floor Fairway View Condo. Ocean Views
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Royale
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $189 - $189 /nt
 
 
 
 
 

3 reviews write a review

Absolutely Oceanfront -- Hale Mahina Beach Resort -- B206
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $900 - $1,150 /wk
 
 
 
 
 

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Direct Kaanapali Luxury Beach Front Lagoon Pool, Hot Tub, a/
Kaanapali House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths
  • rates (USD) $1,850 - $2,500 /nt
 
 
 
 
 

26 reviews write a review

LOOK -- Whaler on Ka'anapali Beach - 5 STARS - Unit 312
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Ka'anapali Beach
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $240 - $300 /nt
    $1,680 - $2,100 /wk
 
 
 
 
 

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Kaanapali, Oceanview, HDTV, WiFi, Remodeled
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Maui Kaanapali Villa
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $180 - $250 /nt
    $1,260 - $1,750 /wk
 
 
 
 
 

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Oceanview K. Royal 2B/2B Open Jan 17 thru 21 & 4/30-5/7
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Resort
  • rental type Condo
  • sleeps 7
  • baths 2
  • rates (USD) $150 - $249 /nt
    $1,050 - $1,743 /wk
    $3,000 - $6,000 /mth
 
 
 
 
 

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Oceanfront 1 BR -- Hale Ono Loa 403
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $600 - $950 /wk
 
 
 
 
 

2 reviews write a review

Kaanapali Penthouse - OCEANFRONT
Kaanapali Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $350 - $575 /nt
    $2,450 - $4,025 /wk
 
 
 
 
 

13 reviews write a review

The Whaler ~ Ultimate Luxury & Location ~ Bargain Rates!
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $149 - $269 /nt
    $1,400 - $1,800 /wk
 
 
 
 
 

3 reviews write a review

Honua Kai Resort-10% Off Special-2BD/2BA-Inner Courtyard
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Honua Kai Resort
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $300 - $695 /nt
 
 
 
 
 

9 reviews write a review

Deluxe Ocean Front Suite w/ Palm Tree, Ocean & Island Views
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $340 - $475 /nt
    $1,950 - $2,450 /wk
 
 
 
 
 

56 reviews write a review

Enjoy the "Shores of Paradise"
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Kaanapali Shores
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $175 - $180 /nt
    $1,164 - $1,260 /wk
 
 
 
 
 

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Kaanapali Plantation Cottage - Sleeps 1-7
Kaanapali Cottage Rental Picture
  • bedrooms 2
  • community Int'l Colony Club
  • rental type Cottage
  • sleeps 7
  • baths
  • rates (USD) $145 - $290 /nt
    $1,450 - $2,050 /wk
 
 
 
 
 

1 reviews write a review

*Great Ocean View!Updated 8th Floor-2bd*REDUCED RATES 2012!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Shores
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $1,750 - $2,625 /wk
 
 
 
 
 

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Spectacular Beachfront, Ocean View, Kaanapali Beach Condo
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Papakea
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $109 - $109 /nt
 
 
 
 
 

9 reviews write a review

Direct Oceanfront Kaanapali Beach, Maui Kai Ocean View Condo
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Maui Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $189 - $189 /nt
 
 
 
 
 

9 reviews write a review

Kaanapali Beachfront Hotel: 45 seconds to waves
Kaanapali Hotel Rental Picture
  • bedrooms 1
  • community
  • rental type Hotel
  • sleeps 2
  • baths 1
  • rates (USD) $99 - $129 /nt
    $693 - $903 /wk
    $2,376 - $3,096 /mth
 
 
 
 
 

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2BR/2BA Ocean View...Low Rates!!!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Maui Eldorado
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $250 - $400 /nt
    $1,750 - $2,800 /wk
 
 
 
 
 

6 reviews write a review

The Whaler Unit #373
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community The Whaler
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $375 - $575 /nt
    $200 - $250 /mth
 
 
 
 
 

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1-Bdrm Ocean Front Papakea Beach Resort F-204
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $249 - $292 /nt
    $1,494 - $1,752 /wk
 
 
 
 
 

1 reviews write a review

Kaanapali Beach Club A Diamond Premiere Resort 5 star
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $500 - $500 /nt
    $3,500 - $3,500 /wk
 
 
 
 
 

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5 Star Westin Luxury Resort Studio Villa
Kaanapali Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • sleeps 4
  • baths 1
  • rates (USD) $1,950 - $1,950 /wk
 
 
 
 
 

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The Whaler Condo's Ocean View, 10th Floor
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $350 - $350 /nt
 
 
 
 
 

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Honua Kai Resort
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $350 - $600 /nt
    $2,450 - $4,200 /wk
 
 
 
 
 

4 reviews write a review

Maui Kaanapali Villa A402, Remodel Island Style, Beachfront
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Maui Kaanapali Villa
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $175 - $250 /nt
 
 
 
 
 

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Breathtaking Honua Kai Resort & Spa
Kaanapali Condo Rental Picture
  • bedrooms 3
  • community Honua Kai Resort
  • rental type Condo
  • sleeps 8
  • baths 3
  • rates (USD) $750 - $1,500 /nt
    $5,250 - $10,500 /wk
 
 
 
 
 

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Everything you need to Relax with Ocean Views, A/C, wifi
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Royal
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $235 - $345 /nt
    $1,645 - $2,415 /wk
    $5,264 - $6,160 /mth
 
 
 
 
 

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Penthouse Deluxe Studio at The Whaler, #1213
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $1,300 - $1,400 /wk
 
 
 
 
 

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Oceanview at the Westin Ka'anapali Ocean Resort Villas
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community 5 star Westin resort
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $1,700 - $2,950 /wk
 
 
 
 
 

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Westin Kaanapali Ocean Resort Villas, Kaanapali Beach.
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community 5 star WESTIN resort
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $5,000 - $6,000 /wk
 
 
 
 
 

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The Whaler * Deluxe Ocean View*1B/2BA One from ocean front!
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Whaler Resort
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $250 - $350 /nt
    $1,750 - $2,450 /wk
 
 
 
 
 

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Luxurious First Class Oceanfront Penthouse
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $275 - $275 /nt
    $1,925 - $1,925 /wk
 
 
 
 
 

1 reviews write a review

Most affordable studio condo at "The Whaler"
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $1,200 - $1,400 /wk
 
 
 
 
 

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Ocean View Kaanapali, Papakea Condo 2 Bed+loft
Kaanapali Condo Rental Picture
  • bedrooms 3
  • community Papakea
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $2,000 - $2,400 /wk
 
 
 
 
 

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Oceanfront-Penthouse Corner-Best In Building-$299
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community maui kai
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $249 - $299 /nt
    $1,743 - $2,093 /wk
    $5,500 - $5,500 /mth
 
 
 
 
 

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Best Value! - The Whaler on Kaanapali Beach - Great Views!
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $265 - $545 /nt
 
 
 
 
 

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Deluxe 1BR/2BA Oceanview Luxury 7flr #708
Kaanapali House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • sleeps 2
  • baths 2
  • rates (USD) $225 - $350 /nt
    $1,400 - $2,450 /wk
 
 
 
 
 

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Puamana Alii Villa
Kaanapali Townhome Rental Picture
  • bedrooms 2
  • community Puamana
  • rental type Townhome
  • sleeps 4
  • baths 2
  • rates (USD) $405 - $450 /nt
    $2,835 - $3,150 /wk
 
 
 
 
 

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Maui Westin Luxury Villa- (Studio,1,2 bedroom units))
Kaanapali Villa Rental Picture
  • bedrooms 2
  • community
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $325 - $775 /nt
    $2,275 - $5,425 /wk
 
 
 
 
 

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