Top 10 Hotels in Kaanapali Hillside, HI from ￥29,858 - Competitive Prices

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Our top choices for Kaanapali Hillside hotels

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

A resort with a swimming pool, palm trees, and a beach view.

A balcony with two rocking chairs and a small table, overlooking a pool and a beach with palm trees and a sunset view.

A resort with multiple buildings, a beach, and a pool area.

1. Sheraton Maui Resort & Spa

Kannapali Beach Area

Eugene

￥55,458

￥76,151 total

includes taxes & fees

Oct 15 - Oct 16

A restaurant with outdoor seating overlooking a pond and waterfall, featuring wicker chairs and tables with green napkins.

A beach view with palm trees, a clear sky, and a calm sea.

A pool area with a bridge, surrounded by lush greenery and a view of the sea.

A room with two beds, a bathtub, and a large window with a view of the sea.

2. Hyatt Regency Maui Resort & Spa

Kannapali Beach Area

Yoav

￥69,394

￥92,320 total

includes taxes & fees

Nov 1 - Nov 2

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

A gazebo with white columns and a metal roof, surrounded by lush tropical plants and a small water feature.

A beach with palm trees and a rainbow over the ocean.

A woman in a swimsuit standing by a pool with a view of the ocean and palm trees.

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

Kannapali Beach Area

Eugene

￥95,224

￥122,184 total

includes taxes & fees

Oct 30 - Oct 31

A family of four seated at a wooden table outdoors.

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

A balcony with a view of a beach and palm trees.

An aerial view of a resort with a swimming pool, palm trees, and a beach.

4. OUTRIGGER Kaanapali Beach Resort

Kannapali Beach Area

Linda

￥40,922

￥57,019 total

includes taxes & fees

Oct 14 - Oct 15

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

A resort with a beach, pool, and ocean view.

A room with a sofa, dining table, chairs, and large windows offering a view of the ocean.

A dining area with a wooden table set for four, two chairs, and a view of the ocean.

5. Royal Lahaina Resort & Bungalows

Kannapali Beach Area

PHUONG

￥33,417

￥48,112 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a large building, a pond, and various tropical plants.

A spacious lobby with a central fountain, columns, and a thatched-roof structure.

A resort with a large pool, beachfront, and a mountain backdrop.

6. Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

Jordan

￥37,470

￥50,106 total

includes taxes & fees

Nov 7 - Nov 8

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

A room with a view of the ocean, a ceiling fan, a large cabinet, and a red patterned rug.

A covered outdoor area with a table and chairs, overlooking a lush garden and a view of the ocean.

A lobby with wicker furniture, a large mirror, and a view of the outdoors.

7. Aston Maui Kaanapali Villas

Kannapali Beach Area

Joseph

￥34,246

￥54,720 total

includes taxes & fees

Nov 6 - Nov 7

An aerial view of a resort with a beach, a swimming pool, and palm trees.

A modern outdoor lounge area with wicker furniture, a pool view, and a bar area.

A hotel with a stone facade, a pool with a waterfall, and lush greenery.

8. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Maria

￥88,354

￥104,888 total

includes taxes & fees

Oct 23 - Oct 24

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

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

An aerial view of a resort with a central swimming pool surrounded by lounge chairs and palm trees.

9. Aston Kaanapali Shores

Lahaina

Roopa Rani

￥37,794

￥49,553 total

includes taxes & fees

Oct 12 - Oct 13

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

A spacious living area with a large sliding glass door leading to a balcony, a sofa, a coffee table, and a dining area with chairs.

A landscaped garden with a pond, palm trees, and a view of the ocean.

A pool area with lounge chairs and umbrellas, a sign reading "The Whaler," and a view of the ocean and a mountain in the background.

10. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

Alessio

￥38,773

￥103,755 total

includes taxes & fees

Oct 18 - Oct 19

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

A covered outdoor seating area with a fire pit, overlooking a pool and lush greenery.

A golf course with a pool and resort buildings.

An aerial view of a coastal area with a sandy beach, clear turquoise waters, and dense green forest.

11. The Ritz-Carlton Maui, Kapalua

Kapalua

TAMIKA

￥142,042

￥179,686 total

includes taxes & fees

Oct 10 - Oct 11

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

A modern office with a desk, computer, and chair, overlooking a pool and palm trees.

A pool with a waterfall, surrounded by rocks and palm trees, with a building in the background.

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

Kannapali Beach Area

Bradford

￥80,738

￥95,846 total

includes taxes & fees

Oct 21 - Oct 22

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

A tropical resort with a view of the ocean, palm trees, and a pathway leading to a beach.

A resort with a view of the ocean and mountains, featuring palm trees, outdoor seating, and a building with multiple floors.

A dining table set with wicker chairs, a floral centerpiece, and drinks on a balcony overlooking a beach with palm trees and a mountain in the background.

13. Honua Kai Hokulani Resort by KBM

Kaanapali

Lance

￥52,308

￥139,560 total

includes taxes & fees

Oct 9 - Oct 10

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

A dining area with a view of the ocean and a mountain in the distance.

A tropical resort with palm trees, thatched-roof structures, and a view of the ocean.

A tropical resort with thatched-roof structures, palm trees, and a sign indicating breakfast, lunch, dinner, and cocktails.

14. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Aprille A

￥59,649

￥155,074 total

includes taxes & fees

Oct 26 - Oct 27

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

A tropical garden with a small water feature, palm trees, and lush greenery.

A restaurant with a conical roof, surrounded by lush greenery and palm trees.

A bedroom with a large bed, a ceiling fan, a painting, a balcony with a view of the ocean, and a seating area with a view.

15. Napili Shores Maui by OUTRIGGER

Lahaina

Shawn

￥33,107

￥39,302 total

includes taxes & fees

Oct 25 - Oct 26

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

A resort with a large building, a swimming pool, and palm trees.

A balcony with wicker furniture, a table, and chairs, overlooking a beach with palm trees and the ocean.

A beachside setting with wicker cabanas and palm trees.

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

Kannapali Beach Area

Javier

￥92,995

￥119,586 total

includes taxes & fees

Oct 21 - Oct 22

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

A pathway lined with tropical plants and palm trees, leading to a building with a balcony.

A wooden entrance with a sign reading "The Mauian" and two benches in front.

A beach with palm trees, a clear blue sky, and a calm sea.

17. The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

Iolani

￥34,514

￥40,971 total

includes taxes & fees

Oct 25 - Oct 26

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

A balcony with a view of the ocean and palm trees, a dining area with chairs, and a small table with a vase of flowers.

A hotel lobby with a central seating area, a large chandelier, and a view of the pool and palm trees.

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

18. The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

James

￥78,210

￥92,845 total

includes taxes & fees

Oct 15 - Oct 16

A beach with clear turquoise water, a sandy shore, and several boats. There are palm trees and a building in the background.

An outdoor dining area with a stone table and benches, overlooking a body of water and a sailboat.

A multi-story hotel with a pool, garden, and ocean view.

19. Aston at The Whaler on Kaanapali Beach

Kannapali Beach Area

Stewart

￥55,490

￥98,509 total

includes taxes & fees

Oct 25 - Oct 26

A spacious living area with a high ceiling, a dining set, and a sofa facing a large window overlooking the ocean at sunset.

A coastal golf course with a view of the ocean, a clear sky, and a golfer on the green.

A resort with multiple buildings, a swimming pool, and a beachfront.

A living room with a sofa, chairs, a coffee table, and a view of the ocean.

20. The Resort at Kapalua Bay, Maui

Lahaina

John

￥151,522

￥214,574 total

includes taxes & fees

Nov 6 - Nov 7

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Top Kaanapali Hillside Hotel Reviews

Aston at Papakea Resort

10/10 Excellent

"We thoroughly enjoyed our stay! The property was lovely and well-appointed, with great amenities that we were able to enjoy. The only downside was the repairs happening to the sea wall."

Maui Beach Hotel

10/10 Excellent

"Very nice hotel"

Napili Shores Maui by OUTRIGGER

10/10 Excellent

"Just nice"

Hilton Vacation Club Ka'anapali Beach Maui

8/10 Good

"The pool is the best part of the hotel. The rooms are somewhat dated. Bar and food are very average but yet expensive."

Sheraton Maui Resort & Spa

8/10 Good

"The hotel staff was very friendly. It is the prime location to access the beach with great snorkeling. We seen many tropical fish and a family of 6 stingrays swimming by us. The rooms are a little dated and the carpet had some stains but nothing major. I am picky when it comes to hotel cleanliness and I felt comfortable there. The pool was awesome, it has a lazy river and a hidden jacuzzi which was great because it was over capacity and could enjoy it without feeling too crowded."

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"Great"

Aston Maui Kaanapali Villas

8/10 Good

"Great place will stay again!"

OUTRIGGER Honua Kai Resort & Spa

8/10 Good

"Close to nice beach."

More cheap stays in Kaanapali Hillside

The Historic Wailuku Inn

2199 Kahookele St Wailuku HI

￥21,951

￥62,321 total

Oct 11 - Oct 12

includes taxes & fees

8.6/10 Excellent! (42 reviews)

Hotel Lanai

828 Lanai Ave Lanai City HI

￥57,477

￥68,234 total

Nov 8 - Nov 9

includes taxes & fees

Maui Beach Vacation Club

515 S. Kihei Road Kihei HI

Get rates

Kaanapali Ocean Inn

2780-A Kekaa Dr Lahaina HI

Get rates

Petite Retreat at Kahana Falls

4260 Lower Honoapiilani Rd Lahaina HI

Get rates

7.8/10 Good! (17 reviews)

The Plantation Inn

174 Lahainaluna Road Lahaina HI

Get rates

9.6/10 Exceptional! (61 reviews)

Frequently asked questions

What's the best place for a stay in Kaanapali Hillside?

Royal Lahaina Resort & Bungalows, located 0.8 mi (1.3 km) from the heart of Kaanapali Hillside, is a top choice for your stay based on our traveler data. Two other options for your trip to the area are The Westin Maui Resort & Spa, Ka'anapali and Aston Kaanapali Shores. See all available top hotels, or vacation rentals in Kaanapali Hillside.

What's the top vacation rental that Kaanapali Hillside has to offer?

Legendary Estate 50 Steps to Maui's Best Beach! New! 5 Bedroom, Pool With Slide!: Visitors like this Kaanapali Hillside vacation home rental. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden. See all vacation rentals in Kaanapali Hillside.

If I need to cancel my hotel reservation in Kaanapali Hillside, will I receive a refund?

Yes! You'll find that most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Kaanapali Hillside.

Where can I learn more about changing or cancelling my trip to Kaanapali Hillside?

For more information about updating your trip to Kaanapali Hillside or cancelling it, click here.

What are some accommodations with pools in Kaanapali Hillside?

Royal Lahaina Resort & Bungalows: Hotel, 8-minute walk from Kaanapali Beach. Features a full-service spa, 2 outdoor pools, and 2 bars. The Westin Maui Resort & Spa, Ka'anapali and Aston Kaanapali Shores are two additional hotels that feature an onsite pool. View all hotels with pools in Kaanapali Hillside.

What's it like staying in Kaanapali Hillside?

Those traveling to Kaanapali Hillside are sure to enjoy the sights to see and things to do. Top sights around the area include Kaanapali Beach and Whalers Village. In Kaanapali Hillside, there are 5 hotels and other accommodations to choose from. Find out more about Kaanapali Hillside.

What should I do while I'm visiting Kaanapali Hillside?

Notable places to visit in the surrounding area include Kaanapali Beach and Whalers Village. You'll also find Kahekili Beach and Kaanapali Kai Course at Kaanapali Golf Resort in the area. Check out what more to see and do in Expedia's Kaanapali Hillside guide.

What's the weather like in Kaanapali Hillside?

The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 73°F. Average annual precipitation for Kaanapali Hillside is 9 inches.

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Find hotels in Kaanapali Hillside, HI from ￥29,858

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kaanapali Hillside

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Kaanapali Hillside hotels

1. Sheraton Maui Resort & Spa

2. Hyatt Regency Maui Resort & Spa

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

4. OUTRIGGER Kaanapali Beach Resort

5. Royal Lahaina Resort & Bungalows

6. Hilton Vacation Club Ka'anapali Beach Maui

7. Aston Maui Kaanapali Villas

8. The Westin Nanea Ocean Villas, Ka'anapali

9. Aston Kaanapali Shores

10. The Whaler Resort Kaanapali Beach

11. The Ritz-Carlton Maui, Kapalua

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

13. Honua Kai Hokulani Resort by KBM

14. OUTRIGGER Honua Kai Resort & Spa

15. Napili Shores Maui by OUTRIGGER

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

17. The Mauian - Boutique Beach Studios on Napili Bay

18. The Westin Ka'anapali Ocean Resort Villas

19. Aston at The Whaler on Kaanapali Beach

20. The Resort at Kapalua Bay, Maui

Top Kaanapali Hillside Hotel Reviews

Aston at Papakea Resort

Maui Beach Hotel

Napili Shores Maui by OUTRIGGER

Hilton Vacation Club Ka'anapali Beach Maui

Sheraton Maui Resort & Spa

Hilton Grand Vacations Club Maui Bay Villas

Aston Maui Kaanapali Villas

OUTRIGGER Honua Kai Resort & Spa

More cheap stays in Kaanapali Hillside

The Historic Wailuku Inn

Hotel Lanai

Maui Beach Vacation Club

Kaanapali Ocean Inn

Petite Retreat at Kahana Falls

The Plantation Inn

Frequently asked questions

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