Vacation rentals in Kaanapali, United States

Carefully selected & verified rentals in Kaanapali, United States
Check-in
30Apr2026Select date
Check-out
01May2026Select 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.
View map
1-20 out of 379
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Kaanapali'S Royal Luxury Plantation Beach & Golf Retreat
Map1.0 mi from City Centre1700 yd from Maui
FromUS$ 332 /nightSelect
5.4
Guest rating
Kaanapali Shores 806
4 adults
1 bedroom
2 beds
Map1700 yd from City Centre1.0 mi from Maui
FromUS$ 408 /nightSelect
Kaanapali Shores 448
Map1700 yd from City Centre1.1 mi from Maui
FromUS$ 183 /nightSelect
Kbm Resorts Free Car Kaanapali Shores Ground Floor 2-Bedroom Condo - Steps To Pool And Beach Ks-155
Map1600 yd from City Centre1.1 mi from Maui
FromUS$ 661 /nightSelect
Maui Kaanapali Villas 191
The largest option:
6 adults
2 bedrooms
3 beds
Map400 yd from City Centre400 yd from Maui
FromUS$ 574 /nightSelect
8.6
Great
Kaanapali Maui At The Eldorado By Outrigger
The largest option:
6 adults
1 bedroom
2 beds
Map1200 yd from City Centre900 yd from Maui
FromUS$ 135 /nightSelect
Kaanapali Shores 706
4 adults
1 bedroom
2 beds
Map1700 yd from City Centre1.1 mi from Maui
FromUS$ 334 /nightSelect
Kbm Resorts Free Car Sands Of Kahana Ocean View 3-Bedroom Condo Penthouse Recently Remodeled Sok-292
Map2.4 mi from City Centre500 yd from
FromUS$ 1 247 /nightSelect
Mahana At Kaanapali 618
4 adults
1 bedroom
2 beds
Map1300 yd from City Centre1600 yd from Maui
FromUS$ 292 /nightSelect
Kaanapali Shores 941
Map1600 yd from City Centre1.0 mi from Maui
FromUS$ 206 /nightSelect
Kbm Resorts Free Car The Whaler Ocean View Studio With Stunning Sunset Wh1-1218
Map1.0 mi from City Centre1600 yd from Maui
FromUS$ 677 /nightSelect
Kaanapali Shores 110
Map1600 yd from City Centre1.0 mi from Maui
FromUS$ 272 /nightSelect
9.0
Perfect
Mahana At Kaanapali
The largest option:
4 adults
1 bedroom
2 beds
Map1300 yd from City Centre1600 yd from Maui
FromUS$ 400 /nightSelect
Kaanapali Shores 361
6 adults
2 bedrooms
2 beds
Map1600 yd from City Centre1.0 mi from Maui
FromUS$ 633 /nightSelect
Kbm Resorts Free Cars Mahana Upgraded And Remodeled 2 Units 4 Bedrooms Mah Ml-3755
Map1300 yd from City Centre1500 yd from Maui
Select
Kbm Resorts 2 Free Cars Mahana Upgraded And Remodeled 2 Units 4 Bedrooms Mah Ml-3758
Map1300 yd from City Centre1500 yd from Maui
Select
Kbm Resorts 4 Free Cars Mahana Upgraded And Remodeled 4 Units 8 Bedrooms Mah Ml-3752
Map1300 yd from City Centre1500 yd from Maui
Select
Kbm Resorts 3 Free Cars Mahana Upgraded And Remodeled 3 Units 6 Bedrooms Mah Ml-3722
Map1300 yd from City Centre1500 yd from Maui
Select
Honua Kai 2 Free Cars Kbm Resorts Mountain Views 2 Units 3 Bedrooms Hk Ml-3902
Map1200 yd from City Centre1500 yd from Maui
Select
Honua Kai 2 Free Cars Kbm Resorts Mountain Views 2 Units 2 Bedrooms Hk Ml-3896
Map1200 yd from City Centre1500 yd from Maui
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$ 7 311
⬇️ The lowest price
US$ 135
đź’¸ Average price for
Apartments
US$ 1 822

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.

Other cities in United States

Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room