Kaanapali Hillside Hotel & Accommodation Deals 2026 from AU$284 - Compare prices by date

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Go beyond your typical stay in Kaanapali Hillside

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Our top choices for Kaanapali Hillside hotels

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.

1. OUTRIGGER Kaanapali Beach Resort

Kannapali Beach Area

Linda

AU$493

includes taxes & fees

29 Oct - 30 Oct

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

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.

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

2. Royal Lahaina Resort & Bungalows

Kannapali Beach Area

PHUONG

AU$436

includes taxes & fees

1 Nov - 2 Nov

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

A beach with sun loungers, clear turquoise water, and a sailboat in the distance.

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

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

3. Aston Maui Kaanapali Villas

Kannapali Beach Area

Joseph

AU$498

includes taxes & fees

6 Nov - 7 Nov

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

A beach with palm trees and a rainbow over 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.

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

Kannapali Beach Area

Eugene

AU$767

includes taxes & fees

30 Oct - 31 Oct

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

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

5. Aston Kaanapali Shores

Lahaina

Roopa Rani

AU$436

includes taxes & fees

28 Oct - 29 Oct

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

A spacious indoor area with a large wooden table, comfortable seating, and large windows offering a view of the ocean.

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

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

6. Sheraton Maui Resort & Spa

Kannapali Beach Area

Linda

AU$690

includes taxes & fees

1 Nov - 2 Nov

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

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.

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.

7. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

Lenore

AU$940

includes taxes & fees

18 Oct - 19 Oct

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.

An outdoor dining area with tables set for a meal, overlooking a body of water.

8. Hyatt Regency Maui Resort & Spa

Kannapali Beach Area

Shun

AU$837

includes taxes & fees

1 Nov - 2 Nov

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

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

9. Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

Jordan

AU$470

includes taxes & fees

27 Oct - 28 Oct

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

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

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

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

10. Napili Village Hotel

Lahaina

Joshua

AU$284

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

11. The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

Iolani

AU$371

includes taxes & fees

14 Oct - 15 Oct

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

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.

12. Napili Shores Maui by OUTRIGGER

Lahaina

Jennifer

AU$381

includes taxes & fees

1 Nov - 2 Nov

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

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

13. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Andrea

AU$1,148

includes taxes & fees

13 Nov - 14 Nov

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

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

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.

14. The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

James

AU$841

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern outdoor seating area with a view of a bridge and a landscaped garden.

15. Aston at The Whaler on Kaanapali Beach

Kannapali Beach Area

Stewart

AU$896

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

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

Kannapali Beach Area

Lisa

AU$869

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with a large bed, a desk with a chair, a view of the ocean, and a balcony with a hanging light fixture.

A patio with a sofa and table, a view of a golf course, and a gazebo.

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

17. Royal Lahaina Bungalows & Spa

Lahaina

AURA MARINA

AU$607

includes taxes & fees

7 Nov - 8 Nov

A beach view with lounge chairs and a clear sky.

A spacious living area with a dining table, chairs, a red sofa, a staircase, and a kitchen in the background.

A modern kitchen with white appliances, wooden cabinets, and a central island.

A glass table with chairs in a tropical setting, overlooking a swimming pool and surrounded by lush greenery.

18. Napili Sunset on the Beach

Lahaina

Beverly

AU$512

includes taxes & fees

3 Nov - 4 Nov

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

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.

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

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

Kannapali Beach Area

Javier

AU$1,152

includes taxes & fees

21 Oct - 22 Oct

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 balcony with a view of the ocean and palm trees.

A resort with multiple swimming pools, palm trees, and a view of the ocean at sunset.

20. Honua Kai Konea Resort by KBM

Kaanapali

Jane

AU$1,307

includes taxes & fees

14 Oct - 15 Oct

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Top Kaanapali Hillside Hotel Reviews

Recent Reviews in Kaanapali Hillside

Maui Seaside Hotel

10/10 Excellent

"For me, a hotel stay feels promising from the moment I open the door and catch the fresh, clean scent of the bed linens—it’s a clear sign of a great stay."

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"If you’re looking for a true “aloha” experience and getting yourself immersed in the culture as well as enjoying the beautiful ka’anapali beach..this is the resort for you! The staff was lovely, the on-site amenities and restaurants suited our needs and by the end of the stay we truly felt like “ohana”. Couldn’t have picked a better stay for our honeymoon."

Maui Beach Hotel

10/10 Excellent

"Very convenient place close to most places The team there are very helpful and kind"

Sheraton Maui Resort & Spa

8/10 Good

"Resort hotel overall was good. The food choices kinda basic for lunch / dinner same menu (mai tai, Cliff dive) boring . The tepan dinner was good but expensive. Breakfast at Upena was ridiculous, basic buffet for $47 per person. Good thing the Whalers village (shops, restaurant options) close enough to walk on street on nice beach walk. That was good."

Aston at Papakea Resort

10/10 Excellent

"Me and wife’s favorite place stayed few years ago and just recently stayed at Papakea beautiful experience and beautiful views thank you so much❤️"

Aston Maui Kaanapali Villas

10/10 Excellent

"Clean rooms , helpfully staff,beautiful views from the balcony."

Royal Lahaina Resort & Bungalows

8/10 Good

"The hotel amenities and quality of service was excellent. Unfortunately being an older property the air conditioning in my room was terrible."

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"Our room and the entire resort were beautiful and luxurious!"

Aston Mahana at Kaanapali

10/10 Excellent

"Excellent property experience"

More cheap accommodation in Kaanapali Hillside

Hotel Lanai

828 Lanai Ave Lanai City HI

AU$594

13 Nov - 14 Nov

includes taxes & fees

The Historic Wailuku Inn

2199 Kahookele St Wailuku HI

AU$610

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (42 reviews)

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

8/10 Very good! (19 reviews)

The Plantation Inn

174 Lahainaluna Road Lahaina HI

Get rates

9.6/10 Exceptional! (61 reviews)

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 cancelled 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 can I save on a hotel booking in Kaanapali Hillside with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Kaanapali Hillside hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Kaanapali Hillside?

Prices for hotels in Kaanapali Hillside often vary, but you can find a great deal from AU$284 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 our cheapest rates.

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Book Hotels in Kaanapali Hillside on Expedia.com

Search Kaanapali Hillside hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kaanapali Hillside

Check prices for these dates

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Our top choices for Kaanapali Hillside hotels

1. OUTRIGGER Kaanapali Beach Resort

2. Royal Lahaina Resort & Bungalows

3. Aston Maui Kaanapali Villas

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

5. Aston Kaanapali Shores

6. Sheraton Maui Resort & Spa

7. The Whaler Resort Kaanapali Beach

8. Hyatt Regency Maui Resort & Spa

9. Hilton Vacation Club Ka'anapali Beach Maui

10. Napili Village Hotel

11. The Mauian - Boutique Beach Studios on Napili Bay

12. Napili Shores Maui by OUTRIGGER

13. OUTRIGGER Honua Kai Resort & Spa

14. The Westin Ka'anapali Ocean Resort Villas

15. Aston at The Whaler on Kaanapali Beach

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

17. Royal Lahaina Bungalows & Spa

18. Napili Sunset on the Beach

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

20. Honua Kai Konea Resort by KBM

Top Kaanapali Hillside Hotel Reviews

Recent Reviews in Kaanapali Hillside

Maui Seaside Hotel

OUTRIGGER Kaanapali Beach Resort

Maui Beach Hotel

Sheraton Maui Resort & Spa

Aston at Papakea Resort

Aston Maui Kaanapali Villas

Royal Lahaina Resort & Bungalows

Hilton Grand Vacations Club Maui Bay Villas

Aston Mahana at Kaanapali

More cheap accommodation 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

Explore a world of travel with Expedia

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