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

Kaanapali Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kaanapali vacation rentals

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,326 reviews)
"Great Stay"
United States
Roopa Rani
The price is AED 820
AED 1,082 total
includes taxes & fees
27 Sep - 28 Sep
Aston Kaanapali Shores

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,634 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
The price is AED 837
AED 1,321 total
includes taxes & fees
10 Oct - 11 Oct
Aston Maui Kaanapali Villas

3. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (474 reviews)
"the staff were great and very welcoming, it had everything we needed whilst we were there"
United Kingdom
Sam
The price is AED 901
AED 2,412 total
includes taxes & fees
5 Oct - 6 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, (3,050 reviews)
"Beautiful property, kind staff, Dukes restaurant was awesome & located on property!! Will definitely come back again!!"
United States
Diana
The price is AED 1,290
AED 3,488 total
includes taxes & fees
22 Oct - 23 Oct
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, (1,162 reviews)
"All in all , it was an amazing experience, staff was great, room clean, trip was amazing."
United States
Brenda
The price is AED 1,818
AED 2,158 total
includes taxes & fees
29 Sep - 30 Sep
The Westin Ka'anapali Ocean Resort Villas

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 AED 496
AED 2,036 total
includes taxes & fees
24 Sep - 25 Sep
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

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, (109 reviews)
"Everything was great !"
United States
Michael
The price is AED 386
AED 2,822 total
includes taxes & fees
26 Sep - 27 Sep
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

8. 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 AED 386
AED 2,822 total
includes taxes & fees
2 Oct - 3 Oct
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

9. 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 AED 628
AED 2,216 total
includes taxes & fees
24 Sep - 25 Sep
Summertime Special Prices!! Book Now!

10. Aston Ka'anapali Shores 533 | Tropical Garden Views – Pool, Hot Tub & Spa

Aston Ka'anapali Shores 533 | Tropical Garden Views – Pool, Hot Tub & Spa
Lahaina
9.8 out of 10, Exceptional, (6 reviews)
"The condo was great.. a little dated but overall a great place to relax and enjoy Maui!"
United States
Mimi M.
Aston Ka'anapali Shores 533 | Tropical Garden Views – Pool, Hot Tub & Spa

11. 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, (1,562 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
The price is AED 1,084
AED 2,046 total
includes taxes & fees
26 Sep - 27 Sep
Aston at The Whaler on Kaanapali Beach

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, (170 reviews)
"Very peaceful and relaxing stay! "
United States
jason s.
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

13. 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 AED 621
AED 1,622 total
includes taxes & fees
10 Oct - 11 Oct
NEW Remodel Coming Oct 2026 • Ocean View • Papakea

14. 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, (177 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 AED 459
AED 1,528 total
includes taxes & fees
24 Sep - 25 Sep
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

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, (532 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is AED 2,054
AED 2,438 total
includes taxes & fees
6 Oct - 7 Oct
The Westin Nanea Ocean Villas, Ka'anapali

16. 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, (62 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 AED 643
AED 1,815 total
includes taxes & fees
5 Oct - 6 Oct
Top Floor, Corner Unit, Pool View, Kaanapali Beach

17. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (101 reviews)
"Awesome"
United States
Gerald
The price is AED 1,317
AED 3,364 total
includes taxes & fees
28 Sep - 29 Sep
Honua Kai Konea Resort by KBM

18. Best Kaanapali Beach, Top Flr OV, Walk to Whaler's Village

Best Kaanapali Beach, Top Flr OV, Walk to Whaler's Village
Kannapali Beach Area
9.4 out of 10, Exceptional, (14 reviews)
"Staff was very friendly, our condo had everything we needed and more, the cabana was fabulous and our view was AMAZING!!!"
United States
Sharon B.
Best Kaanapali Beach, Top Flr OV, Walk to Whaler's Village

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, (91 reviews)
"Perfect stay!"
United States
Celyna L.
The price is AED 386
AED 2,899 total
includes taxes & fees
27 Sep - 28 Sep
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

20. 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.
Oceanview - Papakea H107 AC, King Bed, Ground Corner Unit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hotel Reviews

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 26 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.