Kaanapali Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Kaanapali

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2411)
"Great stay. "
The price is AU$541
includes taxes & fees
17 July - 18 July
Aston Maui Kaanapali Villas

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (346)
"Great location , amazing views to the sunset , great staff , cute small bar at the second pool with stunning view to the sunset. Perfect beach access."
AEI at Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3604)
"Great place. "
The price is AU$597
includes taxes & fees
1 July - 2 July
Aston Kaanapali Shores

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (9)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (185)
"Love the staff, super friendly! Allowed us to check in early and were super helpful with directions, would 100% stay there again"
The price is AU$1,391
includes taxes & fees
17 July - 18 July
The Whaler Resort Kaanapali Beach

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (255)
"The property is situated nicely between high-end resorts. A lengthy boardwalk is available for miles."
AEI at The Mahana Kaanapali Resort

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (458)
"Amazing place to stay. Loved our room and the beach access. Will definitely come again. "
The price is AU$983
includes taxes & fees
30 June - 1 July
The Westin Nanea Ocean Villas, Ka'anapali

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (908)
"The property was beautiful, staff was nice, and the resort is family friendly."
Kaanapali Alii

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (83)
"Best view ever! Loved to be as close to the water as possible and 40 feet is great. The carpet needs replacing and the unit is old. But I was fine with that. Was out walking and snorkeling most of the time. "
AEI at Papakea Resort Maui

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (46)
The price is AU$1,809
includes taxes & fees
8 July - 9 July
Honua Kai Konea Resort by KBM

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1106)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is AU$867
includes taxes & fees
26 June - 27 June
The Westin Ka'anapali Ocean Resort Villas

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (187)
"Clean rooms, coffee available, nice bar, 3 terrific pool areas and exquisitely manicured grounds."
The price is AU$867
includes taxes & fees
30 June - 1 July
Marriott's Maui Ocean Club - Lahaina & Napili Towers

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2782)
"This was an excellent property for a family to enjoy. Great pools, beach access, and amazing rooms."
The price is AU$1,759
includes taxes & fees
18 July - 19 July
OUTRIGGER Honua Kai Resort & Spa

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1376)
"This was an excellent place to stay and we will definitely be coming again "
Aston at Papakea Resort

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1630)
"Excellent experience! The place is so beautiful! We have a great stay! "
Aston Mahana at Kaanapali

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

4.0 star property
8.4 out of 10, Very good, (230)
"Great family distination"
The price is AU$1,185
includes taxes & fees
30 June - 1 July
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1470)
"A great place to stay! "
Aston at The Whaler on Kaanapali Beach

AEI at The Whaler Kaanapali Beach Resort

4.0 star property
9.4 out of 10, Exceptional, (48)
"Great customer service. We love this place and will definitely be back!!"
AEI at The Whaler Kaanapali Beach Resort

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (853)
"We love this property "
Kaanapali Maui at the Eldorado by OUTRIGGER

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

9.8 out of 10, Exceptional, (137)
"All about the view. Beautiful."
The price is AU$743
includes taxes & fees
18 July - 19 July
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
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.
Save an average of 15% on thousands of hotels when you're signed in

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 popular beaches and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Kaanapali has to offer?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This highly rated holiday home rental in Kaanapali is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Our travellers also rate Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25 as a favourite home for rent in Kaanapali.

How many holiday rentals are there in Kaanapali?

With 198 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 scenic spots to enjoy the outdoors, whereas Drums of the Pacific Lū‘au is one of the cultural attractions. 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.