A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Kaanapali Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Kaanapali vacation rentals

A tropical garden with a waterfall, lush greenery, and a gazebo.

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,369 reviews)
"Great Stay"
United States
Roopa Rani
The price is P14,524
P19,107 total
includes taxes & fees
Oct 28 - Oct 29
Aston Kaanapali Shores
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,644 reviews)
"Great place will stay again!"
United States
Joseph
The price is P13,616
P21,757 total
includes taxes & fees
Nov 6 - Nov 7
Aston Maui Kaanapali Villas
A view of a beach with palm trees and a sailboat on the water.

3. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (492 reviews)
"Great place"
United States
Alessio
The price is P15,416
P41,254 total
includes taxes & fees
Oct 18 - Oct 19
The Whaler Resort Kaanapali Beach
A resort with a pool, palm trees, and a view of the ocean.

4. 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, (533 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is P35,130
P41,703 total
includes taxes & fees
Oct 23 - Oct 24
The Westin Nanea Ocean Villas, Ka'anapali
A resort pool with red umbrellas, palm trees, and a view of the ocean.

5. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,065 reviews)
"Such a lovely stay. The hotel is in a great location, everyone was very kind. I would definitely stay here again!"
United States
Andrea
The price is P17,891
P54,705 total
includes taxes & fees
Nov 8 - Nov 9
OUTRIGGER Honua Kai Resort & Spa
A resort pool area with palm trees, a pool, and a tiki torch.

6. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (230 reviews)
"Best hotel resort in the area by far, I have stayed at the Hyatt, which is nice but not as good."
United States
Glenn
The price is P31,096
P36,915 total
includes taxes & fees
Oct 24 - Oct 25
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Lobby

7. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,566 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
The price is P22,088
P39,212 total
includes taxes & fees
Oct 25 - Oct 26
Aston at The Whaler on Kaanapali Beach
A spacious living room with a large window overlooking the ocean, furnished with wicker chairs, a sofa, and a glass coffee table.

8. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,844 reviews)
"Staff was amazing and very helpful, made our stay even better"
United States
Nurken
Aston Mahana at Kaanapali
A resort with a large pool, palm trees, and a view of the ocean at sunset.

9. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Kannapali Beach Area
8.2 out of 10, Very good, (62 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is P31,096
P36,915 total
includes taxes & fees
Oct 17 - Oct 18
The Westin Ka'anapali Ocean Resort Villas North
A resort with a pool, palm trees, and a night scene with fire torches.

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

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (255 reviews)
"The suite is awesome!!!!"
United States
Bradford
The price is P32,102
P38,108 total
includes taxes & fees
Oct 23 - Oct 24
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
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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Top Kaanapali Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"This is a lovely place to stay. The pools are beautiful and inviting. The rooms are spacious and air conditioned. The restaurant has really great food. The sunsets are beautiful from the beach at this location. Highly recommend this place."
Susanna 6-night trip
Posted 5 hours ago
Aston Kaanapali Shores

Find out more about Kaanapali

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

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

Frequently asked questions

Are there vacation rentals in Kaanapali?

Yes, we have vacation rentals near popular sights in Kaanapali, or you can choose a more secluded option if you want a relaxing place to 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 vacation.

How many vacation rentals are there in Kaanapali?

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

What can I see and do in Kaanapali?

Kaanapali Beach and Kahekili Beach are a couple of great spots to enjoy nature, whereas other top attractions include Whalers Village. Black Rock and Kaanapali Kai Course at Kaanapali Golf Resort are other places to visit while you're in town.

What are vacation rentals like in Kaanapali?

Vacation rentals are private properties you can stay in for several days or more in Kaanapali. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.