A coastal resort area with a beach, ocean, and golf course.

Kaanapali Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Kaanapali vacation rentals

A tropical garden with a waterfall, lush greenery, and a gazebo.

1. Aston Kaanapali Shores

Lahaina

Alyssa

SAR 911 total

includes taxes & fees

12 Dec - 13 Dec

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

2. Aston Maui Kaanapali Villas

Kannapali Beach Area

Mariano

SAR 1,223 total

includes taxes & fees

13 Nov - 14 Nov

A view of a beach with palm trees and a sailboat on the water.

3. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

zachary

SAR 2,305 total

includes taxes & fees

1 Dec - 2 Dec

A resort with a pool, palm trees, and a view of the ocean.

4. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Justin

SAR 1,782 total

includes taxes & fees

2 Dec - 3 Dec

A resort pool with red umbrellas, palm trees, and a view of the ocean.

5. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Trung

SAR 3,219 total

includes taxes & fees

12 Dec - 13 Dec

A resort pool area with palm trees, a pool, and a tiki torch.

6. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Kannapali Beach Area

Mai Ka

SAR 1,640 total

includes taxes & fees

11 Dec - 12 Dec

A tropical garden with a waterfall, a gazebo, and lush vegetation.

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

Lahaina

Michael

SAR 3,085 total

includes taxes & fees

12 Nov - 13 Nov

A balcony with a table and two chairs, overlooking a body of water with a distant landmass.

8. BeachFront: MauiKai - WestMaui, Hawaii

Lahaina

carla h.

A large outdoor swimming pool with a rock feature, surrounded by palm trees and lounge chairs.

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

Lahaina

Daniel S.

SAR 3,085 total

includes taxes & fees

12 Nov - 13 Nov

A swimming pool with lounge chairs and palm trees in the background.

10. Summertime Special Prices!! Book Now!

Kannapali Beach Area

Brent T.

SAR 2,269 total

includes taxes & fees

24 Nov - 25 Nov

A modern kitchen with a central island, stainless steel appliances, and a view to a patio area.

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

Kannapali Beach Area

Robert C.

SAR 2,421 total

includes taxes & fees

14 Nov - 15 Nov

A beach view with palm trees, a clear sky, and a distant mountain.

12. The Whaler 518 – Remodeled Ocean View Studio on Kāʻanapali Beach

Kannapali Beach Area

Nate M.

SAR 3,422 total

includes taxes & fees

21 Nov - 22 Nov

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.

13. Honua Kai Konea Resort by KBM

Kaanapali

Edgar

SAR 3,414 total

includes taxes & fees

27 Nov - 28 Nov

A resort with a pool, palm trees, a waterfall, and a view of the ocean.

14. The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

Dwane D

SAR 1,528 total

includes taxes & fees

9 Dec - 10 Dec

Tropical resort grounds overlook the sparkling Pacific, with a meandering pool nestled among lush palms, perfectly positioned between coastal villas and the nearby beach.

15. Oceanfront Resort | Aston Ka'anapali Shores 1BG2 – Pool, Hot Tub & Spa

Kaanapali

Anonymous traveler

SAR 1,085 total

includes taxes & fees

13 Nov - 14 Nov

A resort with a pool, palm trees, and a night scene with fire torches.

16. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Kannapali Beach Area

Carroll M

SAR 1,631 total

includes taxes & fees

9 Dec - 10 Dec

17. Beachfront clubhouse, new furnishings, 1st floor, bonus 2 bathroom

Kannapali Beach Area

Peggy V.

A pool area with a waterfall, stone steps, and tropical plants.

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

lahaina

Gregory M.

SAR 3,085 total

includes taxes & fees

24 Nov - 25 Nov

A hotel room with a bed, a sofa, a dining table, a ceiling fan, and a balcony with a view of other buildings.

19. Whaler 413 Oceanview Studio Condo Apts

Kannapali Beach Area

SAR 5,042 total

includes taxes & fees

13 Nov - 14 Nov

A beachside seating area with metal chairs and tables, overlooking a clear blue ocean.

20. Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

Kannapali Beach Area

jason s.

View all properties

Find vacation rentals that suit your style

Top Kaanapali Hotel Reviews

A hotel with a view of a beach and ocean.

Whaler Resort by KBM

Kannapali Beach Area

10/10 Excellent

Gabriela

A tropical resort setting with a pool, palm trees, and a dining area with a table set for two.

Papakea Resort by KBM

Lahaina

10/10 Excellent

Shawna Therese

A two-story hotel with a waterfall, lush greenery, and a balcony overlooking the water.

Four Seasons Resort Lanai

Lanai City

10/10 Excellent

From the moment we landed in Lana’i we were greeted by welcoming Four Seasons Ambassadors. It was a short shuttle ride to the breathtaking resort. We were welcomed by a Ukulele player, a wet washcloth, a Hawaiin lei and a fruit beverage. Since there was a group arriving with us, Flora told us she would get us checked in. Within a few minutes we had our wristband key and she even took us to our room. The room was beautiful and the view was amazing. There was high tech lighting and...

Anonymous traveler

The Whaler Resort Kaanapali Beach

Kannapali Beach Area

10/10 Excellent

The best family rental ever. For the price compared to all the other resorts you get the most bang for your buck: location, FULL KITCHEN, laundry, guest services, beach access, shopping, and the most beautiful ocean with snorkeling magic galore. We saw sharks turtles and fish by Black Rock. It was amazing. Our daughter loved her first trip to Hawaii. We will definitely be back to west Maui and highly recommend the Whaler.

Chiara

A resort with a swimming pool, lounge areas, and a view of the ocean.

The Resort at Kapalua Bay, Maui

Lahaina

10/10 Excellent

Anonymous traveler

A table set for two with plates, napkins, and a vase of flowers, overlooking a calm sea and a distant mountain range.

Hololani

Lahaina

10/10 Excellent

Jason

A resort with a pool area, lounge chairs, and a view of the ocean.

Hyatt Regency Maui Resort & Spa

Kannapali Beach Area

10/10 Excellent

Matthew

The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

10/10 Excellent

We arrived and was very impress with the hotel to include staff at the Buffet breakfast place, concierge, Valet, and housekeeping. GOOD JOB !!! Everyone was at par and professional. The disappointing part was attending the Time Share presentation. The Presenter was very friendly and professional until we met the"TO" staff who gave us some options to buy in a Westin Time Share program. It actually was very interesting until we mentioned we wanted to think about the program considering it is a...

nick

A spacious lobby with a stone-tiled floor, large wooden columns, and a reception desk.

Hyatt Vacation Club at Ka'anapali Beach, Maui

Kannapali Beach Area

10/10 Excellent

Anonymous traveler

A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.

Hilton Grand Vacations Club Maui Bay Villas

North Kihei

10/10 Excellent

Samuel

A beach with palm trees and a clear sky.

Nona Lani Cottages

North Kihei

10/10 Excellent

Anonymous traveler

A resort with a large pool, palm trees, and a view of the ocean.

The Westin Maui Resort & Spa, Ka'anapali

Kannapali Beach Area

10/10 Excellent

Jill

A balcony with a glass table, two wicker chairs, and a potted plant with yellow flowers.

The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

10/10 Excellent

Very intimate, we had the partial ocean view just steps away from the beach. Room was very clean,had everything you need stocked in the kitchen for cooking. Rooms have no air but ceiling fans and leaving windows open cool down the room and not to mention hearing the ocean waves are at night is so calming. Pool has bbqs and is awesome at night with the tiki torches lit. Thursday night they had a pool party free Maui Tais and a live singer. Everyone is so friendly and helpful. They provide beach...

Nikki

A beach view with lounge chairs and a clear sky.

Napili Sunset on the Beach

Lahaina

10/10 Excellent

Anonymous traveler

A swimming pool with lounge chairs and palm trees.

Courtyard Maui Kahului Airport

Kahului

10/10 Excellent

The hotel location was very convenient for our stay and easy access to all what you need - restaurants and groceries. Walking distance to Costco if you're its member and taking advantage of it, especially its gas price was much cheaper to the others when you have rental car like me. The hotel is very close to the airport, but I didn't feel much noise bothering my sleep there. Hotel parking is $10 per night for my stay. If you plan to do road to Hana and Haleakala national park, staying this...

Jiping

A pool area with lounge chairs and palm trees, overlooking the ocean.

The Ritz-Carlton Maui, Kapalua

Kapalua

10/10 Excellent

Beautiful and well maintained property. The staff was friendly and helpful, but not intrusive at all. The hotel itself is lovely, and the surrounding grounds even more beautiful. We are average Joe kind of people, yet felt like we were treated like royalty. Because of the sacred burial grounds, beach access is either by walking a distance, or the hotel provides transportation via golf carts to and from, but that was only a minor inconvenience in my opinion.

Michael

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.

Kaanapali Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kaanapali vacation rentals

1. Aston Kaanapali Shores

2. Aston Maui Kaanapali Villas

3. The Whaler Resort Kaanapali Beach

4. The Westin Nanea Ocean Villas, Ka'anapali

5. OUTRIGGER Honua Kai Resort & Spa

6. Marriott's Maui Ocean Club - Lahaina & Napili Towers

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

8. BeachFront: MauiKai - WestMaui, Hawaii

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

10. Summertime Special Prices!! Book Now!

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

12. The Whaler 518 – Remodeled Ocean View Studio on Kāʻanapali Beach

13. Honua Kai Konea Resort by KBM

14. The Westin Ka'anapali Ocean Resort Villas

15. Oceanfront Resort | Aston Ka'anapali Shores 1BG2 – Pool, Hot Tub & Spa

16. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

17. Beachfront clubhouse, new furnishings, 1st floor, bonus 2 bathroom

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

19. Whaler 413 Oceanview Studio Condo Apts

20. Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

Find vacation rentals that suit your style

Top Kaanapali Hotel Reviews

Whaler Resort by KBM

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Kaanapali?

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

How many vacation rentals are there in Kaanapali?

What can I see and do in Kaanapali?

What are vacation rentals like in Kaanapali?