Vacation rentals in Kaanapali, United States

Carefully selected & verified rentals in Kaanapali, United States
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Kaanapali offers stunning spots like Kaanapali Beach, Black Rock for snorkeling, and Whalers Village for shopping and dining. You can explore the scenic Kapalua Bay or unwind at the nearby Napili Bay. For comfortable stays, this destination boasts a range of vacation rentals and hotels like the Sheraton Maui Resort & Spa, known for its beachfront views, and the Hyatt Regency Maui with its tropical pools. Booking through our site lets you choose from hand-picked rentals, ensuring you get the best amenities and local experiences. Try to book in advance during peak seasons, like winter and summer, to get the best deals. Use local shuttles or rent a bike to explore the area easily.
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1-20 out of 57
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  • Price: high to low
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Kaanapali'S Royal Luxury Plantation Beach & Golf Retreat
Map1.7 km from City Centre400 m from
FromUS$ 337 /nightSelect
Kaanapali Shores 806
4 adults
1 bedroom
2 beds
MapHonokowai Beach Park500m
  • Beachfront property with stunning sea views
  • Outdoor swimming pool and hot tub available
  • Fully equipped kitchen and dining area
  • Outdoor pool
  • Hot tub
  • Fitness centre
Resort featuring a pool, beach access, and kitchen amenities
FromUS$ 408 /nightSelect
Maui Eldorado Resort
The largest option:
6 adults
1 bedroom
2 beds
Map1.0 km from City Centre300 m from
FromUS$ 511 /nightSelect
Maui Kaanapali Villas 191
The largest option:
6 adults
2 bedrooms
3 beds
MapAlii Kahekili Beach200m
  • Heated outdoor pool access
  • Direct beachfront location
  • Fully equipped kitchen amenities
  • Heated pool
  • Beach access
  • Outdoor dining
Beachfront resort with spacious rooms and kitchen amenities
FromUS$ 569 /nightSelect
Kaanapali Shores 706
4 adults
1 bedroom
2 beds
MapHonokowai Beach Park600m
  • Direct beachfront access and sea views
  • Outdoor swimming pool and hot tub
  • Fully equipped kitchen in every room
  • Outdoor pool
  • Hot tub
  • Fitness center
Beachfront resort offering family-friendly activities and relaxation
FromUS$ 334 /nightSelect
Kaanapali Maui At The Eldorado By Outrigger
The largest option:
6 adults
1 bedroom
2 beds
Map1.0 km from City Centre300 m from
FromUS$ 135 /nightSelect
Mahana At Kaanapali
The largest option:
4 adults
1 bedroom
2 beds
MapNear Whalers Village Museum3.8km
  • Beachfront property with stunning sea views
  • Outdoor swimming pool and hot tub available
  • Fully equipped kitchen in spacious rooms
  • Outdoor pool
  • Hot tub
  • Private entrance
Oceanfront resort with extensive leisure activities and amenities
FromUS$ 400 /nightSelect
Papakea H107 1 Bedroom, 1 Bath Oceanview Condo
MapHonokowai Beach Park700m
  • Heated pool by the ocean
  • Spectacular sea views from rooms
  • On-site hot tub for relaxation
  • Swimming pool
  • Hot tub
  • Beach access
Oceanview resort with diverse leisure activities available
FromUS$ 563 /nightSelect
Kaanapali Shores 361
6 adults
2 bedrooms
2 beds
MapHonokowai Beach Park400m
  • Beachfront property with direct access
  • Outdoor pool with a scenic sea view
  • Family-friendly with children's playground
  • Outdoor pool
  • Children's playground
  • Fitness center
Resort offering beachfront access and family-oriented amenities
FromUS$ 599 /nightSelect
Kaanapali Shores 804
6 adults
2 bedrooms
3 beds
Map1.5 km from City Centre
FromUS$ 406 /nightSelect
Mahana At Kaanapali 618
4 adults
1 bedroom
2 beds
MapWhalers Village Shopping Center3.8km
  • Outdoor swimming pool and hot tub
  • Private balcony with sea views
  • Fully equipped kitchen in rooms
  • Hot tub
  • Outdoor pool
  • Sea views
Beachfront resort with full kitchen and outdoor amenities
FromUS$ 292 /nightSelect
Kbm Resorts Spacious 4-Bedroom Honua Kai Collection Multi Unit Listing Same Floor Ocean Views 2 Free Rental Cars Hkk-10812
Map900 m from City Centre
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Kbm Resorts Spacious 4-Bedroom Honua Kai Collection Multi Unit Listing Same Floor 2 Free Rental Cars Hkk-11213
Map900 m from City Centre
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Kbm Resorts Spacious 4-Bedroom Honua Kai Collection Multi Unit Listing 2 Free Cars Ocean Views Hkh-11450
Map900 m from City Centre
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Kbm Resorts Free Car Honua Kai Perfect For Group
Map900 m from City Centre
Select
Kbm Resorts Ocean Views Spacious 3-Bedroom Honua Kai Collection Multi Unit Listing Same Floor 2 Free Rental Cars Hkh-34448
Map900 m from City Centre
FromUS$ 2 660 /nightSelect
Kbm Resorts Spacious 4-Bedroom Honua Kai Collection Multi Unit Listing Same Floor Ocean Views 2 Free Rental Cars Hkk-10408
Map900 m from City Centre
Select
Kbm Resorts Spacious 3-Bedroom Honua Kai Collection Multi Unit Listing Same Floor Ocean Views 2 Free Rental Cars Hkk-23436
Map900 m from City Centre
Select
Kbm Resorts Spacious Ocean View 3-Bedroom Honua Kai Collection Multi Unit Listing Same Floor 2 Free Rental Cars Hkk-23642
Map900 m from City Centre
Select
Kbm Resorts Spacious Ocean View 4-Bedroom Honua Kai Collection Multi Unit Listing Same Floor 2 Free Rental Cars Hkh-42325
Map900 m from City Centre
Select

Flexible Price Range for Vacation Homes in Kaanapali

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 6 418
⬇️ The lowest price
US$ 135
đź’¸ Average price for
Apartments
US$ 1 358

Top vacation homes in Kaanapali

Based on guest reviews from the past 12 months

Oceanfront Paradise:
Mahana At Kaanapali
Family Friendly Fun:
Charming Condominiums:
Kaanapali Shores 361
Spectacular Views:
The Whaler Wh1-1211
Easy Beach Access:
Renovated Luxury:
Breathtaking Sunsets:

How to get to Kaanapali

Explore local transportation options with ease

Airports
Kapalua (JHM)

FAQs about Kaanapali rentals

Get answers to common questions and plan your adventure smoothly

What are the average prices for vacation rentals in Kaanapali?
Average nightly rates for vacation rentals in Kaanapali vary significantly. Expect to pay approximately $300 to $600 per night. More budget-friendly options can be found at Kaanapali Plantation Condominiums or Papakea H107.
Which vacation rentals in Kaanapali are closest to popular landmarks?
Maui Eldorado Resort and Kaanapali Shores 806 are in proximity to Black Rock Beach, which is about a 5-minute walk away. This makes them ideal for guests looking to enjoy local attractions.
What are the cheapest vacation rental options in Kaanapali?
Budget-friendly options include Papakea H107 and Kaanapali Plantation Condominiums, with rates starting around $200 per night. These properties provide a good balance between affordability and comfort.

Vacation Rentals Overview in Kaanapali

This guide evaluates 100 vacation rental properties in Kaanapali, providing essential information on pricing, location, and planning tips to help travelers find suitable accommodation options.

Typical nightly prices range from $150 to $500.

Kaanapali hosts approximately 100 vacation rentals.

Peak seasons run from December to March and June to August.

Local taxes/fees amount to about 14.42%.

Most rentals are within 1-2 miles of Kaanapali Beach and Whalers Village.

Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room