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

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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, (2,624 reviews)
"Great place"
United States
Luis MANUEL
The price is £258
includes taxes & fees
12 Sept - 13 Sept
Aston Maui Kaanapali Villas

2. 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, (1,152 reviews)
"Great for families. Safe, clean, and beautiful."
Canada
Jennifer
The price is £434
includes taxes & fees
8 Sept - 9 Sept
The Westin Ka'anapali Ocean Resort Villas

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,289 reviews)
"Great location!"
United States
Shad
The price is £196
includes taxes & fees
15 Sept - 16 Sept
Aston Kaanapali Shores

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,036 reviews)
"Beautiful property, kind staff, Dukes restaurant was awesome & located on property!! Will definitely come back again!!"
United States
Diana
The price is £675
includes taxes & fees
3 Oct - 4 Oct
OUTRIGGER Honua Kai Resort & Spa

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (458 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is £470
includes taxes & fees
3 Sept - 4 Sept
The Whaler Resort Kaanapali Beach

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, (254 reviews)
"Great property very close to everything"
United States
Carroll M
The price is £448
includes taxes & fees
15 Sept - 16 Sept
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

7. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (99 reviews)
"Awesome"
United States
Gerald
The price is £1,366
includes taxes & fees
8 Sept - 9 Sept
Honua Kai Konea Resort by KBM

8. Papakea H404 3 Bedroom Condo by RedAwning

Papakea H404 3 Bedroom Condo by RedAwning
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"We had a great stay with two other couples. The unit is well kept as are the grounds. Some good places to eat without having to drive. My only criticism is that none of the lights are very bright except those in the kitchen. We could not play cards at the dinning table because of this. We had to arrange chairs around the kitchen counter."
United States
Ronald
The price is £1,555
includes taxes & fees
8 Sept - 9 Sept
Papakea H404 3 Bedroom Condo by RedAwning

9. 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 £895
includes taxes & fees
4 Sept - 5 Sept
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

10. Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning
4.0 star property
Lahaina
The price is £1,303
includes taxes & fees
11 Sept - 12 Sept
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

11. 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 £964
includes taxes & fees
9 Sept - 10 Sept
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

12. 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, (527 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 £491
includes taxes & fees
3 Oct - 4 Oct
The Westin Nanea Ocean Villas, Ka'anapali

13. 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, (1,556 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is £338
includes taxes & fees
28 Sept - 29 Sept
Aston at The Whaler on Kaanapali Beach

14. 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 £956
includes taxes & fees
11 Sept - 12 Sept
Whaler 518 Oceanview Studio Condo Condo by RedAwning

15. Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning

Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning
3.0 star property
Kannapali Beach Area
The price is £1,543
includes taxes & fees
4 Sept - 5 Sept
Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning

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, (224 reviews)
"Amazing"
United States
Grace
The price is £434
includes taxes & fees
18 Sept - 19 Sept
Marriott's Maui Ocean Club - Lahaina & Napili Towers

17. Kaanapali Plantation Resort by KBM

Kaanapali Plantation Resort by KBM
4.0 star property
Kannapali Beach Area
10.0 out of 10, Exceptional, (3 reviews)
"It’s walking distance to the beach."
United States
Gabriela
The price is £2,198
includes taxes & fees
15 Sept - 16 Sept
Kaanapali Plantation Resort by KBM

18. Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is £805
includes taxes & fees
11 Sept - 12 Sept
Kaanapali Shores 432 Studio Condo Condo

19. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Kannapali Beach Area
8.4 out of 10, Very good, (59 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is £434
includes taxes & fees
8 Sept - 9 Sept
The Westin Ka'anapali Ocean Resort Villas North

20. Whaler Resort by KBM

Whaler Resort by KBM
4.0 star property
Kannapali Beach Area
10.0 out of 10, Exceptional, (4 reviews)
"Best place to stay in Maui "
United States
Michael
The price is £1,440
includes taxes & fees
14 Sept - 15 Sept
Whaler 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

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 £196 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. 

Explore a world of travel with Expedia

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?

Kapalua Golf Villas Resort by KBM: This holiday home rental outside Kaanapali is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden. Other favourite homes for rent in Kaanapali are #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool and Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach.

How many holiday rentals are there in Kaanapali?

With 27 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.