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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Jun - 22 Jun
Tomorrow
22 Jun - 23 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

Holiday Rentals in Kaanapali

Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2413)
"Great stay. "
The price is S$411
includes taxes & fees
27 Jun - 28 Jun
Aston Maui Kaanapali Villas
AEI at Kaanapali Shores
Exterior

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
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3611)
"Great place. "
The price is S$501
includes taxes & fees
1 Jul - 2 Jul
Aston Kaanapali Shores
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (186)
"What i liked is everything was very close and easy access plus shopping, eating beach very Enjoyable trip "
The price is S$1,151
includes taxes & fees
21 Jul - 22 Jul
The Whaler Resort Kaanapali Beach
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, pool loungers

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
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (459)
"Very welcoming and friendly, room was absolutely amazing. Resort was beautiful and clean. Staff was also a delight, I had forgotten my sweater and they emailed me within days to let me know I had forgotten it and that they could ship it out to me. Definitely recommend! :)"
The price is S$745
includes taxes & fees
27 Jun - 28 Jun
The Westin Nanea Ocean Villas, Ka'anapali
Kaanapali Alii
3 outdoor pools, pool loungers

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
View from room

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
Indoor pool, outdoor pool

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (50)
"Property is amazing, very close to the beach. Everything is clean and convenient to everywhere."
The price is S$1,434
includes taxes & fees
10 Jul - 11 Jul
Honua Kai Konea Resort by KBM
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1108)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is S$727
includes taxes & fees
28 Jun - 29 Jun
The Westin Ka'anapali Ocean Resort Villas
Marriott's Maui Ocean Club - Lahaina & Napili Towers
3 outdoor pools, pool cabanas (surcharge), pool loungers

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 S$909
includes taxes & fees
22 Jun - 23 Jun
Marriott's Maui Ocean Club - Lahaina & Napili Towers
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2785)
"This was an excellent property for a family to enjoy. Great pools, beach access, and amazing rooms."
The price is S$1,476
includes taxes & fees
20 Jul - 21 Jul
OUTRIGGER Honua Kai Resort & Spa
Aston at Papakea Resort
Surfing/boogie boarding

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
Outdoor pool

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
3 outdoor pools, pool cabanas (surcharge), pool loungers

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 S$994
includes taxes & fees
6 Jul - 7 Jul
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Aston at The Whaler on Kaanapali Beach
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas

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
1 bedroom, in-room safe, individually decorated, individually furnished

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
Private kitchen

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (854)
"We love this property "
Kaanapali Maui at the Eldorado by OUTRIGGER
The Whaler by KBM
Indoor pool, outdoor pool

The Whaler by KBM

4.0 star property
10.0 out of 10, Exceptional, (2)
"This condo exceeded our expectations! It was amazing!! So comfortable, the views were spectacular. & the amenities were outstanding. Can’t say enough great things about our stay. Saw whales breaching from the patio table. Had all the extras we needed. The staff at the resort was super helpful, beach was right there and pickleball courts were so fun to use. Our kids didn’t want to leave and have requested we stay there again. "
The price is S$1,979
includes taxes & fees
5 Jul - 6 Jul
The Whaler by KBM
Honua Kai Hokulani by KBM
Terrace/patio

Honua Kai Hokulani by KBM

4.0 star property
7.6 out of 10, Good, (5)
"Excellent place to stay."
The price is S$1,399
includes taxes & fees
1 Jul - 2 Jul
Honua Kai Hokulani by KBM
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
Sign in
Sign up, it's free

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.

How many holiday rentals are there in Kaanapali?

With 197 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.