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

Kaanapali Vacation Rentals

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
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

Lahaina

Dina

AED 843 total

includes taxes & fees

8 Nov - 9 Nov

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

AED 1,175 total

includes taxes & fees

25 Nov - 26 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

AED 2,255 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

AED 1,744 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

AED 3,261 total

includes taxes & fees

6 Dec - 7 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

AED 1,578 total

includes taxes & fees

2 Dec - 3 Dec

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

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

Lahaina

Michael

AED 2,906 total

includes taxes & fees

8 Nov - 9 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.

AED 1,608 total

includes taxes & fees

10 Nov - 11 Nov

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

Lahaina

Daniel S.

AED 2,906 total

includes taxes & fees

11 Nov - 12 Nov

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

10. Summertime Special Prices!! Book Now!

Kannapali Beach Area

Brent T.

AED 2,109 total

includes taxes & fees

12 Nov - 13 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.

AED 2,479 total

includes taxes & fees

26 Nov - 27 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.

AED 3,534 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

Jane

AED 3,412 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

James

AED 1,496 total

includes taxes & fees

20 Nov - 21 Nov

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

AED 1,035 total

includes taxes & fees

8 Nov - 9 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

AED 1,639 total

includes taxes & fees

30 Nov - 1 Dec

A beachside lounge with sun loungers facing the ocean, a clear sky, and a distant mountain range.

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.

AED 3,038 total

includes taxes & fees

8 Nov - 9 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

AED 5,010 total

includes taxes & fees

8 Nov - 9 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.

AED 1,842 total

includes taxes & fees

20 Nov - 21 Nov

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

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

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 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

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

Aston Kaanapali Shores

Lahaina

10/10 Excellent

This was our first time in Maui and we loved the island and the hotel where we stayed (Aston Kaanapali Shores). The room was clean, the pools were warm, the ground were beautiful, the staff was polite and friendly (housekeeping ladies were very attentive and efficient), and the price we paid was quite reasonable. The only unpleasant surprise was a daily parking fee of $9.00, which Expedia did not mention. Overall, this is a great family-friendly resort, no real complaints. We really enjoyed...

Aston Maui Kaanapali Villas

Kannapali Beach Area

10/10 Excellent

We thought the room was amazing. Beautiful devor and comfy bed. It had a fully stocked kitchen, so if you choose to eat in you had all the tools to do so. When we walked out the lanai door, we were close to the pool, and within 100' of the beach. The pool was beautiful, well maintained and refreshing. There were two pools and hot tubs. The pool colse to us adjoined the Castaway cafe. The Castaway Cafe, had a great selection and quality of food, an amazing wine selection, an excellent staff, and...

Cindy

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Kannapali Beach Area

10/10 Excellent

Anonymous traveler

OUTRIGGER Honua Kai Resort & Spa

Lahaina

10/10 Excellent

We stayed at the Honua Kai Resort from October 27 thru November 2, 2016 and I have nothing but praise for the facilities, amenities and staff. Excellent location. Dukes restaurant on the property. Coffee shop/market located in one tower, Spa and exercise room located in the other. 4 pools and 5 hot tubs outside surrounded by beautiful landscaping to choose from. Half barrel slide to use for those of us that like getting introduced to the water in a hurry, lots of fun. Totally safe and very...

Samuel

Royal Lahaina Resort & Bungalows

Kannapali Beach Area

10/10 Excellent

Megan

The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

10/10 Excellent

Jillyk

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?