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

Holiday Rentals in Kaanapali

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Our top choices for Kaanapali holiday rentals

1. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,645 reviews)
"Great place will stay again!"
United States
Joseph
The price is €309
includes taxes & fees
6 Nov - 7 Nov
Aston Maui Kaanapali Villas

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,370 reviews)
"Great Stay"
United States
Roopa Rani
The price is €272
includes taxes & fees
28 Oct - 29 Oct
Aston Kaanapali Shores

3. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (497 reviews)
"We loved everything and the location was perfect!!"
United States
Lenore
The price is €586
includes taxes & fees
18 Oct - 19 Oct
The Whaler Resort Kaanapali Beach

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,066 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 €779
includes taxes & fees
12 Nov - 13 Nov
OUTRIGGER Honua Kai Resort & Spa

5. 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, (1,168 reviews)
"The facilities were exactly as described. Our ocean front room and the hotel amenities were wonderful."
Canada
James
The price is €525
includes taxes & fees
18 Oct - 19 Oct
The Westin Ka'anapali Ocean Resort Villas

6. 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, (256 reviews)
"Our 2-bedroom was on the top floor with beautiful ocean views. The 3-bathrooms made it so nice for our group to each have one. The complimentary shuttles to Whaler’s Village made getting around a breeze. This location cannot be beat on Maui!"
United States
Lisa
The price is €542
includes taxes & fees
25 Oct - 26 Oct
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

7. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (111 reviews)
"Everything was great !"
United States
Michael
The price is €687
includes taxes & fees
13 Oct - 14 Oct
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

8. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (103 reviews)
"Great staff, easy check in."
United States
Jane
The price is €815
includes taxes & fees
16 Oct - 17 Oct
Honua Kai Konea Resort by KBM

9. Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Kannapali Beach Area
9.6 out of 10, Exceptional, (80 reviews)
"Nice room. You can’t go wrong at the whaler. The shower leaked a little. Overall good experience"
United States
Alaba G.
The price is €837
includes taxes & fees
13 Oct - 14 Oct
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

10. Summertime Special Prices!! Book Now!

Summertime Special Prices!! Book Now!
Kannapali Beach Area
10.0 out of 10, Exceptional, (175 reviews)
"Great communication from host. Condo was perfect with all the amenities one could need. Nice location convenient for walking, shopping, dining….Very quiet perfect for relaxing."
United States
Karen K.
The price is €537
includes taxes & fees
13 Oct - 14 Oct
Summertime Special Prices!! Book Now!

11. 1 bedroom at Honua Kai Mountain view remodeled April 2023 King Bed, Central AC

1 bedroom at Honua Kai Mountain view remodeled April 2023 King Bed, Central AC
Lahaina
10.0 out of 10, Exceptional, (102 reviews)
"Amazing stay!"
United States
Andrea P.
The price is €615
includes taxes & fees
15 Oct - 16 Oct
1 bedroom at Honua Kai Mountain view remodeled April 2023 King Bed, Central AC

12. 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 €557
includes taxes & fees
25 Oct - 26 Oct
Aston at The Whaler on Kaanapali Beach

13. Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (114 reviews)
"Great location Clean Room Great property"
United States
Robert T.
The price is €700
includes taxes & fees
25 Oct - 26 Oct
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

14. Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Kannapali Beach Area
10.0 out of 10, Exceptional, (205 reviews)
"This condo was perfect for my family of 4! It was the perfect location. We have been to this resort the last 5 years and this is by far the best place. The owners are easy to get a hold off and graciously let us extend our trip 1 day due to a delay. Thank you for allowing us to stay in your lovely place. We hope to return next year!"
United States
Lori T.
The price is €537
includes taxes & fees
13 Oct - 14 Oct
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

15. 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, (534 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is €593
includes taxes & fees
24 Oct - 25 Oct
The Westin Nanea Ocean Villas, Ka'anapali

16. 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, (232 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 €525
includes taxes & fees
28 Oct - 29 Oct
Marriott's Maui Ocean Club - Lahaina & Napili Towers

17. Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.8 out of 10, Exceptional, (21 reviews)
"It was a nice studio apartment! Very clean and met our needs. Will definitely stay there again."
United States
MJ F.
The price is €687
includes taxes & fees
13 Oct - 14 Oct
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

18. Stunning Oceanviews | Aston Ka'anapali Shores 2BO2 – Pool, Hot Tub & Spa

Stunning Oceanviews | Aston Ka'anapali Shores 2BO2 – Pool, Hot Tub & Spa
Kaanapali
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful property"
United States
Teresa R.
Stunning Oceanviews | Aston Ka'anapali Shores 2BO2 – Pool, Hot Tub & Spa

19. Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Lahaina
7.8 out of 10, Good, (92 reviews)
"we had a wonderful time. the best vrbo we have stayed in. everything was perfect."
United States
jane r.
The price is €718
includes taxes & fees
22 Oct - 23 Oct
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

20. Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
Kannapali Beach Area
10.0 out of 10, Exceptional, (171 reviews)
"Very peaceful and relaxing stay! "
United States
jason s.
The price is €477
includes taxes & fees
3 Nov - 4 Nov
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
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

Find out more about Kaanapali

Everything you need to know about Kaanapali holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaanapali holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaanapali holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kaanapali holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaanapali. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaanapali holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaanapali holiday rentals we have selected for you start as low as €272 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kaanapali rentals

At Expedia, we put the best Kaanapali holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kaanapali rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaanapali holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaanapali. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Kaanapali has to offer?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This highly rated holiday home rental in Kaanapali is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Our travellers also rate The Best of the Best JUST GOT BETTER with 3rd Remodel as a favourite home for rent in Kaanapali.

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.