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

Kaanapali Holiday Rentals

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Check prices for these dates

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

Our top choices for Kaanapali holiday rentals

A spacious living room with a large window overlooking the ocean, furnished with wicker chairs, a sofa, and a glass coffee table.

1. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,836 reviews)
"Clean nice resort,with beautiful views and reasonable pricing!"
United States
Amit
The price is S$413
includes taxes & fees
7 Oct - 8 Oct
Aston Mahana at Kaanapali
A tropical garden with a waterfall, lush greenery, and a gazebo.

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,356 reviews)
"Great Stay"
United States
Roopa Rani
The price is S$401
includes taxes & fees
7 Oct - 8 Oct
Aston Kaanapali Shores
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, (486 reviews)
"Great place"
United States
Alessio
The price is S$839
includes taxes & fees
7 Oct - 8 Oct
The Whaler Resort Kaanapali Beach
A resort pool with red umbrellas, palm trees, and a view of the ocean.

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,060 reviews)
"We had a great stay at the"
United States
Aprille A
The price is S$1,254
includes taxes & fees
26 Oct - 27 Oct
OUTRIGGER Honua Kai Resort & Spa
A resort with a pool, palm trees, and a night scene with fire torches.

5. 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 S$775
includes taxes & fees
19 Oct - 20 Oct
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
A resort with a pool, palm trees, and a view of the ocean.

6. 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 S$848
includes taxes & fees
19 Oct - 20 Oct
The Westin Nanea Ocean Villas, Ka'anapali
A balcony with a table set for dining, overlooking a pool and palm trees, with a view of the ocean and mountains in the distance.

7. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (102 reviews)
"Great staff, easy check in."
United States
Jane
The price is S$1,280
includes taxes & fees
14 Oct - 15 Oct
Honua Kai Konea Resort by KBM
A dining area with a view of the ocean, a ceiling fan, and a table set for four.

8. Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"room was amazing best view with ocean front right out of your window turtles and whales right outside your window as well what a place def recommend just one thing needed for the ladies is more mirrors and a iron lol. "
United States
Louis Philip
The price is S$1,792
includes taxes & fees
11 Oct - 12 Oct
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
A beach with clear turquoise water, a sandy shore, and palm trees.

9. Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is S$1,966
includes taxes & fees
12 Oct - 13 Oct
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning
A resort with a pool, palm trees, and a building with balconies.

10. Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
3.5 star property
Lahaina
The price is S$1,489
includes taxes & fees
7 Oct - 8 Oct
Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

11. 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 S$448
includes taxes & fees
1 Nov - 2 Nov
Aston Maui Kaanapali Villas
A modern kitchen with wooden cabinets and a large island, a dining area with a TV, and a balcony with a view of a lush garden.

12. Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo

Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo
3.0 star property
Lahaina
Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo
A beach view with palm trees, a clear sky, and a golf course.

13. Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Kannapali Beach Area
The price is S$1,667
includes taxes & fees
10 Oct - 11 Oct
Whaler 518 Oceanview Studio Condo Condo by RedAwning
A pool area with a waterfall, stone steps, and tropical plants.

14. Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is S$1,397
includes taxes & fees
19 Oct - 20 Oct
Kaanapali Shores 432 Studio Condo Condo
A resort pool area with palm trees, a pool, and a tiki torch.

15. 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, (229 reviews)
"Resort has everything you need!"
United States
Jacob
The price is S$751
includes taxes & fees
23 Oct - 24 Oct
Marriott's Maui Ocean Club - Lahaina & Napili Towers
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

16. 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, (1,167 reviews)
"The facilities were exactly as described. Our ocean front room and the hotel amenities were wonderful."
Canada
James
The price is S$751
includes taxes & fees
11 Oct - 12 Oct
The Westin Ka'anapali Ocean Resort Villas
A resort with a swimming pool, palm trees, and a view of the ocean.

17. Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (34 reviews)
"Beautiful property with wonderful staff."
United States
Lance
The price is S$1,258
includes taxes & fees
9 Oct - 10 Oct
Honua Kai Hokulani Resort by KBM
A large outdoor swimming pool with a rock feature, surrounded by palm trees and lounge chairs.

18. Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.8 out of 10, (3 reviews)
"Comfortable and a great view. Is there a way I book this unit directly through the owner?"
United States
Carl
The price is S$1,397
includes taxes & fees
17 Oct - 18 Oct
Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning
A resort with a large pool, palm trees, and a view of the ocean at sunset.

19. 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 S$751
includes taxes & fees
17 Oct - 18 Oct
The Westin Ka'anapali Ocean Resort Villas North
A room with two chairs facing a large window overlooking the ocean.

20. Mahana Resort by KBM

Mahana Resort by KBM
3.5 star property
Kaanapali
9.4 out of 10, Exceptional, (3 reviews)
"Room are clean and the staff very helpful "
United States
Richard
The price is S$1,135
includes taxes & fees
11 Oct - 12 Oct
Mahana Resort 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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Top Kaanapali Hotel Reviews

Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

8/10 Good
"The hotel staff was very friendly. It is the prime location to access the beach with great snorkeling. We seen many tropical fish and a family of 6 stingrays swimming by us. The rooms are a little dated and the carpet had some stains but nothing major. I am picky when it comes to hotel cleanliness and I felt comfortable there. The pool was awesome, it has a lazy river and a hidden jacuzzi which was great because it was over capacity and could enjoy it without feeling too crowded."
Jamie 4-night trip
Posted less than an hour ago
Sheraton Maui Resort & Spa

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 24 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.