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Kaanapali Vacation Rentals

Browse 8,103 available vacation homes and compared across 19 trusted partners

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Top-Rated Vacation rentals in Kaanapali

Book the highest-rated Kaanapali vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Condo Kaanapali
3 Bedroom, 3 Bath Oceanfront Condo With Amazing Views of Molakai and Lanai
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Condo Kaanapali
Christmas Discount! Ultimate Family Luxury!Breathtaking Oceanfront 3 Bed3 Bath
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Condo Kaanapali
Fully equipped condo with pool, jacuzzi & garden | Beach nearby
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Condo Kaanapali
Family-oriented condo with jacuzzi, heated pool & terrace | Close to the beach
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Condo Kaanapali
Fully equipped beautiful condo with BBQ, private pool & jacuzzi | Nature view | Beach nearby | Good for workation
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Condo Kaanapali
Spacious-Breathtaking Ocean View- Hale Mahina B305-Hot tub Pool-large kitchen
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Condo Kaanapali
Condo with heated pool | Nature view | Beach nearby
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Condo Kaanapali
PM424 BeachFront 2BD w Ocean View
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Condo Kaanapali
Kaanapali Beach Club AKA Hilton Vacation Club Kaanapali Beach Christmas 12/20-27
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Condo Kaanapali
Special Rates! Spectacular Oceanfront Views! Maui Kai 607
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Condo Kaanapali
Stunning Ocean Views From Highly Upgraded 2 Bedroom Condo: Papakea K303
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Condo Kaanapali
Condo with barbecue & heated pool
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Condo Kaanapali
Gorgeous Updated Oceanfront Condo 2BR /2BA AMAZING Molokai Views~~Hale Honu
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Condo Kaanapali
Children-friendly condo with grill & heated pool | Beach nearby
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Cabin Kaanapali
Bungalow walk to beach Pickleball gear and Bikes
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Top 15 most Recommended Vacation Rentals in Kaanapali

Discover your ideal Kaanapali vacation rental with real-time comparisons of 8,103 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Kaanapali
8 guests ∙ 2 bedrooms

Condo

Kaanapali, Lahaina, Hawaii, United States
This spacious 8-person condo in Napili-Honokowai features a modern kitchen and access to a refreshing pool.
from $478
per night
(40)
View deal
Condo Kaanapali
Condo ∙ 5 guests ∙ 2 bedrooms

85 m² Condo

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo accommodates 5 and features a balcony with stunning views.
from $476
per night
(44)
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Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

121 m² Condo

Kaanapali, Lahaina, Hawaii, United States
This condo in Napili-Honokowai accommodates 6 guests and features a balcony with stunning views.
from $415
per night
(16)
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

56 m² Condo

Kaanapali, Lahaina, Hawaii, United States
This condo in Napili-Honokowai accommodates 4 guests and features a pool for relaxation.
from $310
per night
(47)
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

107 m² Condo

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo accommodates 6 guests and features a balcony with stunning views.
from $323
per night
(3)
View deal
Apartment Kaanapali
Apartment ∙ 6 guests ∙ 2 bedrooms

139 m² Apartment

Kaanapali, Lahaina, Hawaii, United States
Spacious apartment rental in Kaanapali for 6 guests featuring a beautiful balcony with ocean views.
from $322
per night
(7)
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Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

88 m² Condo

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo accommodates 4 guests and features beach access for a perfect vacation getaway.
from $329
per night
(73)
View deal
Condo Kaanapali
6 guests ∙ 2 bedrooms

Condo

Kaanapali, Lahaina, Hawaii, United States
This spacious 6-person condo in Napili-Honokowai features a balcony with stunning views and easy beach access.
from $431
per night
(87)
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

39 m² Condo

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo accommodates 4 guests and features a refreshing pool for relaxation and enjoyment.
from $197
per night
(58)
View deal

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