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Top Holiday Rentals in Kaanapali

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3617)
"Great place. "
The price is ฿5,830
฿7,831 total
includes taxes & fees
17 Jul - 18 Jul
Aston Kaanapali Shores

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (191)
"Had a great stay! We will be back! "
The price is ฿8,744
฿22,690 total
includes taxes & fees
4 Aug - 5 Aug
The Whaler Resort Kaanapali Beach

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2422)
"Awesome stay, would definitely stay again "
The price is ฿6,341
฿10,342 total
includes taxes & fees
8 Jul - 9 Jul
Aston Maui Kaanapali Villas

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (351)
"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

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (460)
"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 ฿21,456
฿25,310 total
includes taxes & fees
19 Jul - 20 Jul
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1111)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is ฿17,441
฿20,574 total
includes taxes & fees
11 Jul - 12 Jul
The Westin Ka'anapali Ocean Resort Villas

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2790)
"Nice property, super helpful staff"
The price is ฿9,924
฿26,552 total
includes taxes & fees
3 Aug - 4 Aug
OUTRIGGER Honua Kai Resort & Spa

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (259)
"The property is situated nicely between high-end resorts. A lengthy boardwalk is available for miles."
AEI at The Mahana Kaanapali Resort

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 ฿21,006
฿42,651 total
includes taxes & fees
8 Jul - 9 Jul
Honua Kai Konea Resort by KBM

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (911)
"Great location, well maintained property with very large condos and friendly staff ."
Kaanapali Alii

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1631)
"Spectacular view!!!! Loved it!"
Aston Mahana at Kaanapali

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (188)
"Clean rooms, coffee available, nice bar, 3 terrific pool areas and exquisitely manicured grounds."
The price is ฿19,379
฿22,860 total
includes taxes & fees
19 Jul - 20 Jul
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1471)
"Our property was amazing! So clean. The location was perfect with great restaurants within walking distance. We would of loved a 2nd chaise lounge for the patio but it wasn't a huge deal. Would definitely stay here again!"
Aston at The Whaler on Kaanapali Beach

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

4.0 star property
8.4 out of 10, Very good, (231)
"Great family distination"
The price is ฿19,896
฿23,470 total
includes taxes & fees
19 Jul - 20 Jul
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

AEI at The Whaler Kaanapali Beach Resort

4.0 star property
9.4 out of 10, Exceptional, (50)
"We were pleasantly surprised by the upscale condo with the owner’s love for art! Also, the views were amazing! Very pleased with our accommodations!"
AEI at The Whaler Kaanapali Beach Resort

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (857)
"The property was close by to many options including walking distance for excursions. "
Kaanapali Maui at the Eldorado by OUTRIGGER

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 Whaler by KBM

Maui Kai

3.0 star property
9.2 out of 10, Wonderful, (423)
"It is quite and kind of tucked away from the other places the Views from our balcony was awesome. We had Mountains in the front and the ocean in the back. I would definitely stay there again."
Maui Kai

Kaanapali Plantation Villa by KBM

4.0 star property
10.0 out of 10, Exceptional, (2)
"Loved this property! Nice and quiet, ocean view, updated and very large floor plan. Quick to get to other tourist sites. Perfect location. Plenty of parking. Will stay again for sure! "
Kaanapali Plantation Villa 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.
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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.