Kaanapali Hillside Hotel & Accommodation Deals 2026 from NZ$337 - Fully Refundable Options

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Our top choices for Kaanapali Hillside hotels

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

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

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

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

1. Royal Lahaina Resort & Bungalows

Kannapali Beach Area

PHUONG

NZ$541

includes taxes & fees

2 Nov - 3 Nov

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

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

2. OUTRIGGER Kaanapali Beach Resort

Kannapali Beach Area

Derick

NZ$644

includes taxes & fees

14 Oct - 15 Oct

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

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.

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

3. Aston Maui Kaanapali Villas

Kannapali Beach Area

Joseph

NZ$616

includes taxes & fees

7 Nov - 8 Nov

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

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.

4. Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

Jordan

NZ$584

includes taxes & fees

23 Oct - 24 Oct

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

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

5. Aston Kaanapali Shores

Lahaina

Roopa Rani

NZ$560

includes taxes & fees

10 Oct - 11 Oct

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

6. Sheraton Maui Resort & Spa

Kannapali Beach Area

Eugene

NZ$857

includes taxes & fees

30 Oct - 31 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.

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

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

7. Hyatt Regency Maui Resort & Spa

Kannapali Beach Area

Yoav

NZ$1,039

includes taxes & fees

2 Nov - 3 Nov

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

8. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

Alessio

NZ$1,168

includes taxes & fees

12 Oct - 13 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 restaurant with a conical roof, surrounded by lush greenery and palm trees.

9. Napili Shores Maui by OUTRIGGER

Lahaina

Shawn

NZ$442

includes taxes & fees

25 Oct - 26 Oct

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.

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

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

Kannapali Beach Area

Eugene

NZ$1,379

includes taxes & fees

30 Oct - 31 Oct

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

A pool area with lounge chairs, a building with a balcony, and palm trees.

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.

11. Napili Village Hotel

Lahaina

ASHLEY

NZ$337

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

12. The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

Iolani

NZ$461

includes taxes & fees

25 Oct - 26 Oct

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 palm trees, thatched-roof structures, and a view of the ocean.

13. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Aprille A

NZ$1,751

includes taxes & fees

26 Oct - 27 Oct

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

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

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

14. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Maria

NZ$1,180

includes taxes & fees

23 Oct - 24 Oct

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.

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

15. Aston at The Whaler on Kaanapali Beach

Kannapali Beach Area

Stewart

NZ$1,113

includes taxes & fees

25 Oct - 26 Oct

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

A coastal hotel with multiple buildings, a beachfront, and a view of the ocean.

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

A resort with multiple buildings, a beach, and a swimming pool surrounded by palm trees.

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

Kannapali Beach Area

Jacob

NZ$1,045

includes taxes & fees

29 Oct - 30 Oct

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 beachside setting with wicker cabanas and palm trees.

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

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

Kannapali Beach Area

Javier

NZ$1,365

includes taxes & fees

24 Oct - 25 Oct

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

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

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 beachfront property with a large tree, a well-maintained lawn, and a view of the ocean.

18. Royal Lahaina Bungalows & Spa

Lahaina

AURA MARINA

NZ$763

includes taxes & fees

1 Nov - 2 Nov

A beach view with lounge chairs and a clear sky.

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

A beachside resort with palm trees, lounge chairs, and a view of the ocean.

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

19. Napili Sunset on the Beach

Lahaina

Beverly

NZ$633

includes taxes & fees

6 Nov - 7 Nov

A pool area with lounge chairs and a view of a body of water and mountains.

A hotel room with a large bed, a desk with a chair, a window with a view of palm trees, and two wall-mounted lamps.

A hotel entrance with a sign reading 'MAUI SEASIDE HOTEL,' a wooden walkway, and a stone wall.

20. Maui Seaside Hotel

Kahului

Anthony

NZ$446

includes taxes & fees

26 Oct - 27 Oct

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Top Kaanapali Hillside Hotel Reviews

Recent Reviews in Kaanapali Hillside

Napili Shores Maui by OUTRIGGER

10/10 Excellent

"Just nice"

Maui Seaside Hotel

10/10 Excellent

"Great staff and very helpful. Quiet and cozy"

The Westin Maui Resort & Spa, Ka'anapali

8/10 Good

"The resort is beautifully situated, but the housekeeping service needs to improve room cleanliness."

Maui Beach Hotel

10/10 Excellent

"Beautiful resort! Updated rooms, plenty of food options onsite and close by at the Wailers Village. Spa and gym are awesome. The beach is"

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."

Aston Mahana at Kaanapali

8/10 Good

"Amazing view and staff are super friendly and accommodating. Seems like every room has the ocean front view. Property is clean, however our room got lots of roaches…we reported to the front desk and they immediately placed the baits but it did not solve the problem right away. Other than that everything else was perfect. Unbeatable ocean view, access to the beach is right at the building, clean beach towels, beach chairs, and well maintained BBQ area and pool / jacuzzi."

Aston at Papakea Resort

10/10 Excellent

"It was great"

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."

Aston Kaanapali Shores

10/10 Excellent

"Beautiful 2 bedroom apartment. The staff was always friendly and helpful. The grounds and pool areas were well maintained and clean. The beach area was wonderful, as were the sunsets."

More cheap accommodation in Kaanapali Hillside

The Historic Wailuku Inn

2199 Kahookele St Wailuku HI

NZ$747

11 Oct - 12 Oct

includes taxes & fees

8.6/10 Excellent! (42 reviews)

Hotel Lanai

828 Lanai Ave Lanai City HI

NZ$763

6 Nov - 7 Nov

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 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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 NZ$337 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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Kaanapali Holiday Rentals

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. Royal Lahaina Resort & Bungalows

2. OUTRIGGER Kaanapali Beach Resort

3. Aston Maui Kaanapali Villas

4. Hilton Vacation Club Ka'anapali Beach Maui

5. Aston Kaanapali Shores

6. Sheraton Maui Resort & Spa

7. Hyatt Regency Maui Resort & Spa

8. The Whaler Resort Kaanapali Beach

9. Napili Shores Maui by OUTRIGGER

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

11. Napili Village Hotel

12. The Mauian - Boutique Beach Studios on Napili Bay

13. OUTRIGGER Honua Kai Resort & Spa

14. The Westin Nanea Ocean Villas, Ka'anapali

15. Aston at The Whaler on Kaanapali Beach

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

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

18. Royal Lahaina Bungalows & Spa

19. Napili Sunset on the Beach

20. Maui Seaside Hotel

Top Kaanapali Hillside Hotel Reviews

Recent Reviews in Kaanapali Hillside

Napili Shores Maui by OUTRIGGER

Maui Seaside Hotel

The Westin Maui Resort & Spa, Ka'anapali

Maui Beach Hotel

Hilton Vacation Club Ka'anapali Beach Maui

Aston Mahana at Kaanapali

Aston at Papakea Resort

Sheraton Maui Resort & Spa

Aston Kaanapali Shores

More cheap accommodation 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

Explore a world of travel with Expedia

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