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Vacation Rentals in Kaanapali, Hawaii

Nightly rates from: $85* – Average nightly rate per bedroom: $172* – Deals available: 15

SR R1 C1
Kaanapali Villa Rental Picture
  • bedrooms 2
  • baths 2
  • $250 off = $500 per night
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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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

$199 Summer SALE - Beach - Luxury Resort
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 60% off = $199 per night
  • Condo Rental Deals and Specials NO Cleaning Fee, NO Resort Fee ($100)
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $199 - $499 /nt
    $1,393 - $3,299 /wk
    $4,999 - $8,999 /mth
 
 
 
 
 

1 reviews write a review

DEAL!! 2 BR Westin Kaanapali Ocean Resort Villas 4th of July!!!
Kaanapali Villa Rental Picture
  • Villa Rental Deals and Discounts $250 off = $500 per night
  • bedrooms 2
  • community
  • rental type Villa
  • sleeps 8
  • baths 2
  • rates (USD) $750 - $750 /nt
    $5,250 - $5,250 /wk
 
 
 
 
 

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DEAL!! *Great Rates!!* Westin Kaanapali Ocean Resort Villas
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 50% off = $275 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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DEAL!! Discounted Rates at #1 Rated Maui Resort, Honua Kai
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $55 off = $360 per night
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $415 /nt
    $1,925 - $2,905 /wk
 
 
 
 
 

4 reviews write a review

DEAL!! Oceanfront Maui Condo on the Kaanapali Coastline
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Specials Welcome Amenity or 1-week snorkel gear... ($50)
  • 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!! Luxury Condo on Kaanapali Golf Course
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 10% off = $270 per night
  • bedrooms 2
  • community Kaanapali Plantation
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $300 - $300 /nt
    $2,000 - $2,000 /wk
    $3,500 - $35,000 /mth
 
 
 
 
 

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DEAL!! June Stays $300/nt. at Honua Kai on Kaanapali Beach
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $115 off = $300 per night
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $415 /nt
    $1,925 - $2,905 /wk
 
 
 
 
 

3 reviews write a review

DEAL!! $375 in June - Spectacular Ocean View, Beachfront Resort
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 25% off = $396 per night
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $420 - $529 /nt
    $2,940 - $3,703 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! Summer DEALS at Honua Kai & Ocean Views Too!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $59 off = $300 per night
  • bedrooms 1
  • community Honua Kai
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $210 - $359 /nt
    $1,470 - $2,513 /wk
 
 
 
 
 

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DEAL!! OVER 20% OFF at Honua Kai with Ocean View this Summer!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $75 off = $254 per night
  • bedrooms 1
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $210 - $329 /nt
    $1,470 - $2,303 /wk
 
 
 
 
 

2 reviews write a review

DEAL!! Ocean Views..... Sunsets...... Relax......
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $55 off = $200 per night
  • bedrooms 2
  • community Kaanapali Royal
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $200 - $385 /nt
    $1,400 - $2,695 /wk
    $5,000 - $9,240 /mth
 
 
 
 
 

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DEAL!! The Whaler * Deluxe Ocean View*1B/2BA One from ocean front!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $125 off = $225 per night
  • Condo Rental Deals and Specials Wireless Internet & Cleaning included! ($150)
  • 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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DEAL!! The Westin Ka'anapali Ocean Resort Villas North
Kaanapali Villa Rental Picture
  • Villa Rental Deals and Discounts $100 off = $400 per night
  • bedrooms 2
  • community
  • rental type Villa
  • sleeps 8
  • baths 2
  • rates (USD) $500 - $750 /nt
    $3,500 - $5,000 /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) $1,650 - $2,500 /nt
 
 
 
 
 

26 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 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) $169 - $169 /nt
 
 
 
 
 

9 reviews write a review

Kaanapali Beach Club
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Kaanapali Beach Club
  • rental type Condo
  • sleeps 5
  • baths 1
  • rates (USD) $2,100 - $2,100 /wk
 
 
 
 
 

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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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SPECIAL $395/night!! Kaanapali Beach
Kaanapali House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $395 - $649 /nt
    $2,765 - $4,543 /wk
    $6,995 - $6,995 /mth
 
 
 
 
 

2 reviews write a review

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

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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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 - $285 /nt
    $1,450 - $2,050 /wk
 
 
 
 
 

1 reviews write a review

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

9 reviews write a review

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

9 reviews write a review

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

14 reviews write a review

Private Oceanfront! Beach Just 20 Steps Away. Sleeps 4!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $225 - $280 /nt
 
 
 
 
 

14 reviews write a review

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

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

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
 
 
 
 
 

1 reviews write a review

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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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
 
 
 
 
 

8 reviews write a review

Oceanfront condo $190/nt. Spectacular Views!
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Papakea
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $190 - $190 /nt
 
 
 
 
 

3 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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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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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
 
 
 
 
 

57 reviews write a review

Oceanview K. Royal 2B/2B Book Fall at low season rates!
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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Newest Beachfront Resort W/ Ocean View, Fall Sale $350/nt.
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $440 /nt
    $1,925 - $3,080 /wk
 
 
 
 
 

3 reviews write a review

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

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) $325 - $695 /nt
 
 
 
 
 

14 reviews write a review

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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Enjoy the "Shores of Paradise"
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Kaanapali Shores
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $170 - $180 /nt
    $1,130 - $1,260 /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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Whaler on Kaanapali Beach, 10th Floor, Ocean View
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $250 - $250 /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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My Maui Palace III. Private Oceanfront Just 20 Steps Away.
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $220 - $300 /nt
 
 
 
 
 

1 reviews write a review

My Maui Palace III. Private Oceanfront Just 20 Steps Away.
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $220 - $300 /nt
 
 
 
 
 

2 reviews write a review

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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Ka'anapali Beach Club Resort (formerly the Embassy)
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Diamond Resorts
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $250 - $300 /nt
    $1,450 - $1,450 /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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Luxurious First Class Oceanfront Penthouse
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $250 - $250 /nt
    $1,750 - $1,750 /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-$199
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community maui kai
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $199 - $329 /nt
    $1,393 - $2,303 /wk
    $5,000 - $6,000 /mth
 
 
 
 
 

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The Whaler at Kaanapali Beach--next to Whaler's Village
Kaanapali Studio Rental Picture
  • bedrooms 0
  • community The Whaler Resort
  • rental type Studio
  • sleeps 3
  • baths 1
  • rates (USD) $1,050 - $1,300 /wk
 
 
 
 
 

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Westin Ka,anapali ocean resort villas north
Kaanapali Villa Rental Picture
  • bedrooms 1
  • community
  • rental type Villa
  • sleeps 4
  • baths 1
  • rates (USD) $300 - $300 /nt
    $2,100 - $2,100 /wk
 
 
 
 
 

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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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Westin Ka'anapali Ocean Resort Villas
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Westin Ka'anapali
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $285 - $564 /nt
    $2,000 - $3,950 /wk
    $7,980 - $15,792 /mth
 
 
 
 
 

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Marriott's Maui Ocean Club
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 8
  • baths 3
  • rates (USD) $299 - $339 /nt
    $2,050 - $2,373 /wk
 
 
 
 
 

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