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

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Kaanapali holiday rentals

Garden

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,302 reviews)
"Great location!"
United States
Shad
The price is 4.642.898 ₫
6.281.339 ₫ total
includes taxes & fees
18 Sept - 19 Sept
Aston Kaanapali Shores
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (463 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is 6.049.261 ₫
16.650.957 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Whaler Resort Kaanapali Beach
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

3. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,627 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
The price is 5.684.294 ₫
9.056.405 ₫ total
includes taxes & fees
12 Sept - 13 Sept
Aston Maui Kaanapali Villas
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,041 reviews)
"Beautiful property, kind staff, Dukes restaurant was awesome & located on property!! Will definitely come back again!!"
United States
Diana
The price is 9.235.682 ₫
24.778.098 ₫ total
includes taxes & fees
15 Sept - 16 Sept
OUTRIGGER Honua Kai Resort & Spa
Exterior

5. 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, (529 reviews)
"We were extremely satisfied with our stay. The hotel was clean, comfortable, and welcoming, and we had a wonderful experience. We truly enjoyed our time here and would definitely love to come back again. Highly recommended!"
United States
Hassenat
The price is 14.501.174 ₫
17.214.633 ₫ total
includes taxes & fees
28 Sept - 29 Sept
The Westin Nanea Ocean Villas, Ka'anapali
Lobby

6. 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, (1,559 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is 5.456.093 ₫
11.833.543 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Aston at The Whaler on Kaanapali Beach
Property grounds

7. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,158 reviews)
"All in all , it was an amazing experience, staff was great, room clean, trip was amazing."
United States
Brenda
The price is 12.836.340 ₫
15.238.276 ₫ total
includes taxes & fees
17 Sept - 18 Sept
The Westin Ka'anapali Ocean Resort Villas
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

Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

10/10 Excellent
"Staff was excellent, getting close to needing a remodel Beach area was awesome"
David 6-night trip
Posted 2 hours ago
Sheraton Maui Resort & Spa

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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 28 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 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 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.