Search Holiday Rentals in Kaanapali

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
9 Dec - 10 Dec
Tomorrow
10 Dec - 11 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Kaanapali holiday rentals

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2881)
"Wonderful stay! "
United States
Quiauna
The price is ₹25,815
₹78,333 total
includes taxes & fees
11 Dec - 12 Dec
OUTRIGGER Honua Kai Resort & Spa
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

4.0 star property
Lahaina
8.4 out of 10, Very good, (235)
"Beautiful, clean and the stagg was great! "
United States
Joshua
The price is ₹40,897
₹48,243 total
includes taxes & fees
23 Dec - 24 Dec
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is ₹56,016
₹66,497 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Westin Nanea Ocean Villas, Ka'anapali
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (314)
"great time, great resort, helpful staff"
Canada
Prableen
The price is ₹30,588
₹69,225 total
includes taxes & fees
10 Jan - 11 Jan 2026
The Whaler Resort Kaanapali Beach
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2513)
"Great place! Very clean, friendly staff, beautiful grounds, lots to do with in walking distance. The best part that we enjoyed was the beach it was outstanding! highly recommend."
Canada
Natalia
The price is ₹28,313
₹41,561 total
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Maui Kaanapali Villas
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3908)
"Best hotel I stayed at "
United States
Nohely
The price is ₹31,819
₹40,184 total
includes taxes & fees
11 Dec - 12 Dec
Aston Kaanapali Shores
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
Lahaina
8.8 out of 10, Excellent, (198)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is ₹40,897
₹48,243 total
includes taxes & fees
23 Dec - 24 Dec
Marriott's Maui Ocean Club - Lahaina & Napili Towers
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1125)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is ₹40,178
₹47,395 total
includes taxes & fees
16 Dec - 17 Dec
The Westin Ka'anapali Ocean Resort Villas
Studio | Property grounds
Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning

3.5 star property
Lahaina
The price is ₹27,389
₹88,954 total
includes taxes & fees
11 Dec - 12 Dec
Whaler 518 Oceanview Studio Condo Condo by RedAwning
Outdoor pool
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1716)
"Gorgeous views, spacious suite, very friendly staff, amazing stay had a wonderful family vacation, can't wait to go back."
Canada
Lidia E
The price is ₹33,167
₹41,775 total
includes taxes & fees
11 Dec - 12 Dec
Aston Mahana at Kaanapali
2 outdoor pools
Ka'anapali Shores 160

Ka'anapali Shores 160

3.5 star property
Lahaina
The price is ₹87,550
₹130,241 total
includes taxes & fees
13 Dec - 14 Dec
Ka'anapali Shores 160
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaanapali Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"The property was very nice, better than I expected. The front desk staff was amazing and very accommodating. The room was a little dated and I didn’t like that the door to the room had about 1” of space on the bottom that was not covered. Light, bugs, and geckos could get in. But overall it was great and I would definitely stay here again. "
Jacqueline 1-night trip
Posted 1 day ago
Aston Kaanapali Shores

Find out more about Kaanapali

Holiday Rentals in Kaanapali

Search for holiday rentals in Kaanapali on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Kaanapali using one of the methods below:

  • View our selection of featured holiday rentals in Kaanapali
  • Use the map to find apartments and other holiday homes in the Kaanapali neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali while they last

Look no further and take a look at our great range of rental properties in Kaanapali!

Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals close to the most popular sights in Kaanapali, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the scenic seaside and top-notch restaurants during your holiday.

How many holiday rentals are there in Kaanapali?

With 24 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Black Rock are a couple of lovely local spots to get outside and enjoy nature. Whalers Village and Kaanapali Kai Course at Kaanapali Golf Resort are other places to visit while you're in town.

What are holiday rentals like in Kaanapali?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaanapali. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.