Book The Best Hotels in Kaanapali Hillside, HI for 2026 from CA $312 - Fully Refundable Options

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Our top choices for Kaanapali Hillside hotels

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

1. Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

Shelley

CA $445 total

includes taxes & fees

Nov 30 - Dec 1

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

2. Royal Lahaina Resort & Bungalows

Kannapali Beach Area

Tyler

CA $408 total

includes taxes & fees

Nov 9 - Nov 10

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

3. Aston Kaanapali Shores

Lahaina

Dina

CA $322 total

includes taxes & fees

Nov 9 - Nov 10

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

4. OUTRIGGER Kaanapali Beach Resort

Kannapali Beach Area

Samuel

CA $456 total

includes taxes & fees

Nov 13 - Nov 14

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

5. Aston Maui Kaanapali Villas

Kannapali Beach Area

Mariano

CA $430 total

includes taxes & fees

Nov 21 - Nov 22

A resort with multiple swimming pools, a beach, and a mountain in the background.

6. Sheraton Maui Resort & Spa

Kannapali Beach Area

Linda

CA $571 total

includes taxes & fees

Nov 13 - Nov 14

7. The Westin Maui Resort & Spa, Ka'anapali

Kannapali Beach Area

Stephen

CA $728 total

includes taxes & fees

Nov 30 - Dec 1

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

8. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

zachary

CA $861 total

includes taxes & fees

Dec 2 - Dec 3

A beach with clear blue water, palm trees, and a resort in the background.

9. Napili Village Hotel

Lahaina

Dawa

CA $312 total

includes taxes & fees

Nov 8 - Nov 9

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

10. Hyatt Regency Maui Resort & Spa

Kannapali Beach Area

KHOA THANH

CA $779 total

includes taxes & fees

Nov 9 - Nov 10

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

11. The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

Joseph

CA $366 total

includes taxes & fees

Nov 14 - Nov 15

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

12. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Justin

CA $671 total

includes taxes & fees

Dec 2 - Dec 3

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

13. Napili Shores Maui by OUTRIGGER

Lahaina

Steve

CA $408 total

includes taxes & fees

Nov 13 - Nov 14

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

14. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Trung

CA $1,245 total

includes taxes & fees

Dec 7 - Dec 8

A hotel lobby with a central seating area, wooden flooring, and a mural on the wall.

15. Maui Seaside Hotel

Kahului

Sheila

CA $323 total

includes taxes & fees

Dec 8 - Dec 9

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

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

Kannapali Beach Area

Mai Ka

CA $622 total

includes taxes & fees

Dec 2 - Dec 3

A resort with a central building, palm trees, and a well-maintained lawn.

17. Maui Beach Hotel

Kahului

Antonio

CA $344 total

includes taxes & fees

Dec 5 - Dec 6

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

18. Hyatt Vacation Club at Ka'anapali Beach, Maui

Kannapali Beach Area

Shahar

CA $1,020 total

includes taxes & fees

Dec 1 - Dec 2

A patio with wicker furniture, a table with a vase of flowers, and a view of the ocean with palm trees.

19. Kohea Kai Hotel Maui

North Kihei

Lingxi

CA $257 total

includes taxes & fees

Nov 25 - Nov 26

A resort with multiple bungalow-style buildings, a swimming pool, and a beach.

20. Royal Lahaina Bungalows & Spa

Lahaina

AURA MARINA

CA $532 total

includes taxes & fees

Nov 15 - Nov 16

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Top Kaanapali Hillside Hotel Reviews

Aston Kaanapali Shores

10/10 Excellent

"The Property is Beautiful very clean. Will be coming back soon."

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"We had an amazing stay at the Westin. The staff is so friendly, the rooms were so nice and the property is right on the beach. We upgraded this time and stayed at the Hokupaa Tower. It's really worth it. The Lanai is a beautiful spot for sunsets and relaxing. Parking is a little expensive and I wish the added resort fee would just be included in the hotel price. Aside from that, it was a very special vacation and we can't wait to go back!"

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"Hilton Grand Vacations Club Maui Bay Villas is an exceptional beautiful property with a great room layout and upscale furnishings that make you feel like you’re staying somewhere special. The staff was very helpful with expedient chech-in/check-out, detailed information about property layout, services, and other amenities available. HBVC has pride in their property as the grounds themselves are beautifully maintained with the several pools, waterfalls and an adequate gym. Plus, the property is walking distance from the beach."

More cheap stays in Kaanapali Hillside

Napili Sunset on the Beach

46 Hui Drive Lahaina HI

CA $490

CA $582 total

Nov 13 - Nov 14

includes taxes & fees

9.2/10 Wonderful! (656 reviews)

Hotels in Kaanapali Hillside with star rating

Frequently asked questions

What is the best area to stay in Kaanapali Hillside?

The best area to stay in Kaanapali Hillside is within the Kaanapali Hillside residential community itself, which offers a secluded and peaceful setting with stunning ocean views.

This area is primarily made up of private villas and luxury homes, often with their own pools and spacious gardens. It's located just uphill from the main Kaanapali Beach Resort area, providing a sense of privacy while still being a short drive or walk to the beach and resort amenities. The streets are generally quiet and well-maintained.

Families often find Kaanapali Hillside an excellent choice. The larger villas provide ample space for everyone, and the private pools offer a relaxed environment for children to play. Being slightly removed from the busier resort areas means a calmer experience, and it's easy to drive down to popular spots like Black Rock for snorkelling or Whalers Village for dining and shopping.

Couples looking for a romantic and exclusive escape will also appreciate the Kaanapali Hillside. The privacy of a private villa, often with an infinity pool overlooking the Pacific, creates a great backdrop for a special occasion.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Kaanapali Hillside.

How much is the nightly rate at a Kaanapali Hillside hotel?

Prices for hotels in Kaanapali Hillside often vary, but you can find a great deal from CA $312 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Kaanapali Hillside hotels

1. Hilton Vacation Club Ka'anapali Beach Maui

2. Royal Lahaina Resort & Bungalows

3. Aston Kaanapali Shores

4. OUTRIGGER Kaanapali Beach Resort

5. Aston Maui Kaanapali Villas

6. Sheraton Maui Resort & Spa

7. The Westin Maui Resort & Spa, Ka'anapali

8. The Whaler Resort Kaanapali Beach

9. Napili Village Hotel

10. Hyatt Regency Maui Resort & Spa

11. The Mauian - Boutique Beach Studios on Napili Bay

12. The Westin Nanea Ocean Villas, Ka'anapali

13. Napili Shores Maui by OUTRIGGER

14. OUTRIGGER Honua Kai Resort & Spa

15. Maui Seaside Hotel

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

17. Maui Beach Hotel

18. Hyatt Vacation Club at Ka'anapali Beach, Maui

19. Kohea Kai Hotel Maui

20. Royal Lahaina Bungalows & Spa

Top Kaanapali Hillside Hotel Reviews

Aston Kaanapali Shores

More cheap stays in Kaanapali Hillside

Napili Sunset on the Beach

Hotels in Kaanapali Hillside with star rating

Frequently asked questions

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