Kaanapali Luxury Vacation Rentals

Now book Kaanapali luxury vacation rentals: oceanfront Aston Mahana studios, Sheraton at Black Rock, Westin villas. Compare rates, see photos, and reserve your stay.

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Mon, 26 Oct
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Rooms and Guests2 Guests, 1 room
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Check-in
Mon, 26 Oct
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Tue, 27 Oct
Rooms and Guests2 Guests, 1 room
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Check-in
Mon, 26 Oct
-
Check-out
Tue, 27 Oct
Rooms and Guests2 Guests, 1 room
2Filter & Sort
View map
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1-3 out of 3
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8.8
Great261 total reviews
our site & Booking.com
Lagoon PoolWater SlideFull-Service Spa
  • Legendary nightly cliff diving ritual
  • Exclusive oceanfront dining bungalows
  • Direct access to Black Rock snorkeling
FromUS$ 289 /nightSelect
8.4
Great72 total reviews
our site & Booking.com
Spa HelaniTennis CourtGrocery Market
  • Spacious villas with full kitchens
  • No resort fees
  • Audubon Green Lodging certified
FromUS$ 428 /nightSelect
8.9
Great542 total reviews
our site & Booking.com
Map
1294 yd from City Center1565 yd from Maui
Tennis CourtPickleball CourtBarbecue Grills
  • All suites with oceanfront views
  • Full kitchens and washer/dryer
  • Whale watching from your suite
FromUS$ 305 /nightSelect

Kaanapali luxury vacation rentals combine the independence of a private rental with the services of a top resort. Expect oceanfront studios or villas with full kitchens, separate living areas, and in-room washer/dryers-ideal for families or extended stays. Budgets typically start above $300 per night, reflecting the prime beachfront location along Kaanapali Beach and access to resort pools, spas, and dining.

Among the top picks, Aston Mahana at Kaanapali offers oceanfront studios with fully equipped kitchens and a washer/dryer, plus an outdoor pool and tennis court. The Sheraton Maui Resort & Spa sits at the foot of historic Black Rock, featuring five restaurants, a nightly cliff diving ceremony, and snorkeling right offshore. The Westin Ka'anapali Ocean Resort Villas provides spacious villas with kitchenettes or full kitchens, six outdoor pools, and a free shuttle to Whalers Village. These properties deliver the space and amenities of a vacation rental with the convenience of hotel services.