Top 10 Hotels in Kaanapali Hillside, HI from ￥29,629 - 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

Linda

￥70,635

￥94,168 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

2. Hyatt Regency Maui Resort & Spa

Kannapali Beach Area

Shun

￥69,402

￥92,332 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

Kannapali Beach Area

Eugene

￥63,366

￥84,358 total

includes taxes & fees

Oct 30 - Oct 31

A resort with a swimming 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 beach, a swimming pool, and a large building with solar panels.

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

4. OUTRIGGER Kaanapali Beach Resort

Kannapali Beach Area

Joan Ann

￥38,715

￥54,400 total

includes taxes & fees

Oct 29 - Oct 30

A resort with multiple high-rise buildings, a beachfront, and a large swimming pool.

A sign for Hilton Vacation Club Ka'Anapali Beach with a clear sky and lush greenery in the background.

A living room with a sofa, armchairs, a coffee table, a TV, a ceiling fan, and a kitchen in the background.

A balcony with a view of the sea and distant mountains.

5. Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

Jordan

￥37,591

￥50,270 total

includes taxes & fees

Nov 20 - Nov 21

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.

6. Aston Maui Kaanapali Villas

Kannapali Beach Area

Mariano

￥31,168

￥51,068 total

includes taxes & fees

Nov 19 - Nov 20

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 modern living room with a sectional sofa, a glass coffee table, and a view of the backyard.

7. Royal Lahaina Resort & Bungalows

Kannapali Beach Area

Mohsen

￥34,843

￥49,805 total

includes taxes & fees

Nov 1 - Nov 2

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.

8. Aston Kaanapali Shores

Lahaina

Roopa Rani

￥32,881

￥43,724 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

9. The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

James

￥60,522

￥71,847 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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 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

Lenore

￥38,778

￥103,770 total

includes taxes & fees

Oct 30 - Oct 31

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 beachfront hotel with multiple buildings, a pool area, and palm trees.

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

Kannapali Beach Area

Lisa

￥80,748

￥95,858 total

includes taxes & fees

Nov 5 - Nov 6

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

A golf course with a pool and resort buildings.

An outdoor dining area with tables and chairs, palm trees, and string lights against a backdrop of the ocean and sky.

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

12. The Ritz-Carlton Maui, Kapalua

Kapalua

TAMIKA

￥142,060

￥179,708 total

includes taxes & fees

Oct 21 - Oct 22

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.

A tropical resort with palm trees, beach umbrellas, and a view of the ocean.

A high-rise hotel with a green roof, located near a beach with a view of the ocean and a sunset.

A balcony with a view of the ocean and palm trees.

13. Honua Kai Konea Resort by KBM

Kaanapali

Jane

￥60,647

￥134,462 total

includes taxes & fees

Oct 23 - Oct 24

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

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.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

14. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Andrea

￥44,099

￥125,274 total

includes taxes & fees

Nov 19 - Nov 20

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

An outdoor bar area with a thatched roof, wooden furniture, and a view of the ocean.

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

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

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

Kannapali Beach Area

Javier

￥69,944

￥92,251 total

includes taxes & fees

Nov 14 - Nov 15

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 grassy area with palm trees and a building with a thatched roof.

16. Napili Shores Maui by OUTRIGGER

Lahaina

Kim

￥38,954

￥46,245 total

includes taxes & fees

Nov 1 - Nov 2

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 courtyard with a long reflective pool, surrounded by lush greenery and palm trees.

17. The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

Iolani

￥34,481

￥40,932 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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

A sunset view with palm trees and an infinity pool.

18. The Resort at Kapalua Bay, Maui

Lahaina

John

￥152,011

￥215,267 total

includes taxes & fees

Nov 18 - Nov 19

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

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

A restaurant with outdoor seating overlooking a pool and palm trees, featuring wooden tables and chairs.

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

19. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Leticia

￥65,736

￥78,036 total

includes taxes & fees

Nov 5 - Nov 6

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

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

A modern, well-lit room with a bed, a sofa, a chair, a small table, and a kitchen area.

A building with a pool, surrounded by tropical vegetation and palm trees, overlooking a clear blue ocean.

20. Napili Village Hotel

Lahaina

Joshua

￥24,958

￥29,629 total

includes taxes & fees

Nov 17 - Nov 18

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Top Kaanapali Hillside Hotel Reviews

Kohea Kai Hotel Maui

10/10 Excellent

"We were so pleased with this property that we are already planning a return trip. The staff went above and beyond."

The Whaler Resort Kaanapali Beach

10/10 Excellent

"What an amazing place to stay. The view and accommodations were perfect. Parking was convenient and we were a short walking distance to the beach, pool, and wonderful restaurants. Staff was friendly and helpful. We will definitely be back."

Aston Mahana at Kaanapali

10/10 Excellent

"Such a beautiful room! There was such an awesome view as soon as we walked in, we got to see some sea turtles swimming. I got upgraded to a 1 bedroom instead of a studio which was really great. Karen and Patrick at the front desk were both fantastic and friendly. I would definitely come again and recommend this beautiful hotel. Location is awesome too, just about 9 minutes from Whalers."

Maui Seaside Hotel

10/10 Excellent

"Walking distance to everything I needed on this trip. Will definitely be back in a few months"

Hyatt Regency Maui Resort & Spa

10/10 Excellent

"Could use more USB-C ports in the rooms otherwise wonderful large spacious rooms."

Aston Maui Kaanapali Villas

10/10 Excellent

"Amazing and relaxing resort"

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"Couldn’t be happier with the services provided at the Western in Maui. Me and my family had a really great time. We were traveling with two children and they had nothing but fun a lot of excitement for the whole family. Thanks again, Weston Maui resort and spa."

Royal Lahaina Resort & Bungalows

10/10 Excellent

"Staff"

Sheraton Maui Resort & Spa

10/10 Excellent

"Amazing all the way around"

More cheap stays in Kaanapali Hillside

Hotel Lanai

828 Lanai Ave Lanai City HI

￥57,662

￥68,452 total

Nov 20 - Nov 21

includes taxes & fees

The Historic Wailuku Inn

2199 Kahookele St Wailuku HI

￥27,619

￥69,776 total

Oct 29 - Oct 30

includes taxes & fees

8.6/10 Excellent! (42 reviews)

Maui Beach Vacation Club

515 S. Kihei Road Kihei HI

Get rates

8.4/10 Very Good! (970 reviews)

Kaanapali Ocean Inn

2780-A Kekaa Dr Lahaina HI

Get rates

Petite Retreat at Kahana Falls

4260 Lower Honoapiilani Rd Lahaina HI

Get rates

8/10 Very Good! (20 reviews)

The Plantation Inn

174 Lahainaluna Road Lahaina HI

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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 ￥29,629

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. Hilton Vacation Club Ka'anapali Beach Maui

6. Aston Maui Kaanapali Villas

7. Royal Lahaina Resort & Bungalows

8. Aston Kaanapali Shores

9. The Westin Ka'anapali Ocean Resort Villas

10. The Whaler Resort Kaanapali Beach

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

12. The Ritz-Carlton Maui, Kapalua

13. Honua Kai Konea Resort by KBM

14. OUTRIGGER Honua Kai Resort & Spa

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

16. Napili Shores Maui by OUTRIGGER

17. The Mauian - Boutique Beach Studios on Napili Bay

18. The Resort at Kapalua Bay, Maui

19. The Westin Nanea Ocean Villas, Ka'anapali

20. Napili Village Hotel

Top Kaanapali Hillside Hotel Reviews

Kohea Kai Hotel Maui

The Whaler Resort Kaanapali Beach

Aston Mahana at Kaanapali

Maui Seaside Hotel

Hyatt Regency Maui Resort & Spa

Aston Maui Kaanapali Villas

The Westin Maui Resort & Spa, Ka'anapali

Royal Lahaina Resort & Bungalows

Sheraton Maui Resort & Spa

More cheap stays in Kaanapali Hillside

Hotel Lanai

The Historic Wailuku Inn

Maui Beach Vacation Club

Kaanapali Ocean Inn

Petite Retreat at Kahana Falls

The Plantation Inn

Frequently asked questions

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