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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kaanapali vacation rentals

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

1. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,639 reviews)
"The property was a fantastic place to stay. The beach that is in front of the property is excellent for swimming and snorkeling."
United States
Marie
The price is ￥34,700
￥55,202 total
includes taxes & fees
Nov 1 - Nov 2
Aston Maui Kaanapali Villas
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, (4,345 reviews)
"Great Stay"
United States
Roopa Rani
The price is ￥37,643
￥49,356 total
includes taxes & fees
Oct 5 - Oct 6
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, (482 reviews)
"Great place"
United States
Alessio
The price is ￥38,619
￥103,345 total
includes taxes & fees
Oct 7 - Oct 8
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, (3,058 reviews)
"We had a great stay at the"
United States
Aprille A
The price is ￥59,367
￥154,341 total
includes taxes & fees
Oct 26 - Oct 27
OUTRIGGER Honua Kai Resort & Spa
A swimming pool with lounge chairs and palm trees in the background.

5. Summertime Special Prices!! Book Now!

Summertime Special Prices!! Book Now!
Kannapali Beach Area
10.0 out of 10, Exceptional, (173 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 ￥26,910
￥94,305 total
includes taxes & fees
Oct 3 - Oct 4
Summertime Special Prices!! Book Now!
A modern kitchen with a central island, stainless steel appliances, and a view to a patio area.

6. 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)
"We loved our room!! The shower and bed were our highlights for sure. Definitely recommend staying here!!"
United States
Emily A.
The price is ￥26,921
￥95,002 total
includes taxes & fees
Oct 14 - Oct 15
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
A pool area with a waterfall, stone steps, and tropical plants.

7. 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 ￥14,950
￥118,769 total
includes taxes & fees
Oct 2 - Oct 3
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
A resort with a pool, palm trees, and a view of the ocean.

8. 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 ￥88,001
￥104,468 total
includes taxes & fees
Oct 19 - Oct 20
The Westin Nanea Ocean Villas, Ka'anapali
A tropical garden with a waterfall, a gazebo, and lush vegetation.

9. 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, (109 reviews)
"Everything was great !"
United States
Michael
The price is ￥14,950
￥118,769 total
includes taxes & fees
Oct 5 - Oct 6
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
A room with two chairs facing a large window overlooking the ocean.

10. 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 ￥48,329
￥134,528 total
includes taxes & fees
Oct 4 - Oct 5
Mahana Resort by KBM
A spacious living room with a large window overlooking the ocean, furnished with wicker chairs, a sofa, and a glass coffee table.

11. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,832 reviews)
"Clean nice resort,with beautiful views and reasonable pricing!"
United States
Amit
The price is ￥40,161
￥52,346 total
includes taxes & fees
Oct 10 - Oct 11
Aston Mahana at Kaanapali
A beachside seating area with metal chairs and tables, overlooking a clear blue ocean.

12. 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 ￥35,408
￥84,229 total
includes taxes & fees
Oct 29 - Oct 30
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
A large outdoor swimming pool with a rock feature, surrounded by palm trees and lounge chairs.

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 ￥14,950
￥118,769 total
includes taxes & fees
Oct 5 - Oct 6
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
A resort pool area with palm trees, a pool, and a tiki torch.

14. 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, (228 reviews)
"Resort has everything you need!"
United States
Jacob
The price is ￥77,898
￥92,475 total
includes taxes & fees
Oct 20 - Oct 21
Marriott's Maui Ocean Club - Lahaina & Napili Towers
A beach with clear blue water and a sandy shore.

15. Top Floor, Corner Unit, Pool View, Kaanapali Beach

Top Floor, Corner Unit, Pool View, Kaanapali Beach
Kannapali Beach Area
9.4 out of 10, Exceptional, (63 reviews)
"Everything about stay was wonderfulCentrally located , easy to get to from airportStudio room perfect for our needs. Close to pool and rides to beach made it easy Thank you for a great stay "
United States
Terri B.
The price is ￥26,596
￥76,495 total
includes taxes & fees
Oct 5 - Oct 6
Top Floor, Corner Unit, Pool View, Kaanapali Beach
A pool area with a waterfall, stone steps, and tropical plants.

16. 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, (91 reviews)
"Perfect stay!"
United States
Celyna L.
The price is ￥14,950
￥122,058 total
includes taxes & fees
Oct 6 - Oct 7
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
A balcony with a view of a pool, palm trees, and a golf course.

17. NEW Remodel Coming Oct 2026 • Ocean View • Papakea

NEW Remodel Coming Oct 2026 • Ocean View • Papakea
Lahaina
9.8 out of 10, Exceptional, (95 reviews)
"Great resort and location. A lot of affordable food choices."
United States
Mark J.
The price is ￥26,596
￥69,484 total
includes taxes & fees
Oct 10 - Oct 11
NEW Remodel Coming Oct 2026 • Ocean View • Papakea
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

18. 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 ￥77,898
￥92,475 total
includes taxes & fees
Oct 6 - Oct 7
The Westin Ka'anapali Ocean Resort Villas
A resort with a pool, palm trees, and a building with balconies.

19. Oceanview - Papakea H107 AC, King Bed, Ground Corner Unit

Oceanview - Papakea H107 AC, King Bed, Ground Corner Unit
Lahaina
10.0 out of 10, Exceptional, (31 reviews)
"Great condo would highly recommend it. Great location and the resort is very well maintained. Got to see whales from the shoreline. "
United States
Mitchell M.
The price is ￥19,514
￥128,430 total
includes taxes & fees
Oct 2 - Oct 3
Oceanview - Papakea H107 AC, King Bed, Ground Corner Unit
A round table with two chairs on a balcony overlooking a clear blue sea and a distant mountain.

20. Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Lahaina
9.8 out of 10, Exceptional, (178 reviews)
"We truly enjoyed our stay in Maui. The room was perfect, and just as advertised. Seeing the sea turtles from the balcony and the amazing sunsets were some of our favorite parts of the trip. You literally cannot get any closer to the water, which was great at night, listening to the waves crash. Looking forward to our next trip!"
United States
Anthony P.
The price is ￥28,169
￥76,681 total
includes taxes & fees
Oct 10 - Oct 11
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
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

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Great beach. Close to Mall and plenty of restaurants."
Justin 8-night trip
Posted 1 hour ago
The Westin Maui Resort & Spa, Ka'anapali

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:

  • View our selection of featured holiday rentals in Kaanapali
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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.

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

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This Kaanapali vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Our travelers also rate The Best of the Best JUST GOT BETTER with 3rd Remodel as a favorite home for rent in Kaanapali.

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.