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Find hotels in Kaanapali Hillside, HI from £248

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Check prices for these dates

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

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Our top choices for Kaanapali Hillside hotels

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1. Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,780 reviews)
"It was a wonderful stay."
United States
Steven
The price is £249
includes taxes & fees
1 Sept - 2 Sept
Royal Lahaina Resort & Bungalows
Penthouse, 2 Bedrooms, Oceanfront | Premium bedding, in-room safe, desk, blackout curtains

2. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,552 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is £457
includes taxes & fees
6 Aug - 7 Aug
Aston at The Whaler on Kaanapali Beach
Outdoor pool, open 8:00 AM to 9:00 PM, pool loungers

3. OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
3.5 star property
Lahaina
9.2 out of 10, Wonderful, (1,851 reviews)
"Great location and friendly staff, I would definitely stay there again."
United States
Matthew
The price is £285
includes taxes & fees
1 Sept - 2 Sept
OUTRIGGER Kaanapali Beach Resort
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (443 reviews)
"Beach view was excellent. Property is close to shopping and restaurants."
United States
Susan
The price is £471
includes taxes & fees
9 Aug - 10 Aug
The Whaler Resort Kaanapali Beach
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

5. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,602 reviews)
"Great location and friendly staff"
Canada
Daniel
The price is £271
includes taxes & fees
16 Aug - 17 Aug
Aston Maui Kaanapali Villas
Terrace/patio

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

The Westin Maui Resort & Spa, Ka'anapali
5.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,158 reviews)
"Loved the pool area and the beach access ."
United States
Jennifer
The price is £396
includes taxes & fees
21 Aug - 22 Aug
The Westin Maui Resort & Spa, Ka'anapali
Exterior

7. Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
Kaanapali
9.0 out of 10, Wonderful, (1,005 reviews)
"Lovely stay!"
United States
brandee
The price is £250
includes taxes & fees
28 Aug - 29 Aug
Hilton Vacation Club Ka'anapali Beach Maui
Beach/ocean view

8. Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (1,048 reviews)
"Great vacation as always staying at the Hyatt. Our grandkids first Hawai’i trip and couldn’t have gone better"
United States
Phillip
The price is £451
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Maui Resort & Spa
Outdoor pool, open 8:00 AM to 8:00 PM, pool cabanas (surcharge)

9. Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (1,006 reviews)
"beautiful room and super friendly staff"
United States
Laurel
The price is £357
includes taxes & fees
16 Aug - 17 Aug
Sheraton Maui Resort & Spa
BBQ/picnic Area

10. Kuleana Club - 504

Kuleana Club - 504
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is £287
includes taxes & fees
13 Aug - 14 Aug
Kuleana Club - 504
BBQ/picnic Area

11. Kuleana Club - 320

Kuleana Club - 320
2.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Quiet and clean! Spent the week with my daughter and had such a wonderful vacation. Located on the west side of Maui, near so many sandy beaches and restaurants. Snorkeled at Black Rock beach and swam with the sea turtles and fish only found in Hawaii . The condo had a full kitchen that we used through-out the stay. We never ran out of things to do. There were sea turtles on the beach on the condo property. Spotted whales and dolphins off the coast from our balcony. We looked forward to...
United States
Scott
The price is £459
includes taxes & fees
22 Aug - 23 Aug
Kuleana Club - 320
Garden

12. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,218 reviews)
"Great location, good value for the money."
United States
ANGELO
The price is £246
includes taxes & fees
9 Aug - 10 Aug
Aston Kaanapali Shores
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

13. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,013 reviews)
"Great place to stay especially if it’s your first time!"
United States
Jessica
The price is £625
includes taxes & fees
1 Sept - 2 Sept
OUTRIGGER Honua Kai Resort & Spa
Condo, 1 Bedroom | Dining

14. Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"room was amazing best view with ocean front right out of your window turtles and whales right outside your window as well what a place def recommend just one thing needed for the ladies is more mirrors and a iron lol. "
United States
Louis Philip
The price is £853
includes taxes & fees
3 Aug - 4 Aug
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
View from property

15. The Mauian - Boutique Beach Studios on Napili Bay

The Mauian - Boutique Beach Studios on Napili Bay
3.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,002 reviews)
"very friendly staff, beautiful property, very clean and great location!"
United States
Sheila
The price is £194
includes taxes & fees
17 Aug - 18 Aug
The Mauian - Boutique Beach Studios on Napili Bay
On the beach

16. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,842 reviews)
"This was a great stay! Highly recommend!"
United States
Christina
The price is £220
includes taxes & fees
1 Sept - 2 Sept
Napili Shores Maui by OUTRIGGER
Lobby

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

Hyatt Vacation Club at Ka'anapali Beach, Maui
3.5 star property
Lahaina
9.4 out of 10, Exceptional, (141 reviews)
"The whole experience was great, the staff, the pools, the beach is steps away, a very nice shopping center is only a 15min walk."
United States
Ruben
The price is £475
includes taxes & fees
10 Aug - 11 Aug
Hyatt Vacation Club at Ka'anapali Beach, Maui
Apartment, Private Bathroom | View from property

18. Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is £407
includes taxes & fees
27 Aug - 28 Aug
Oceanfront Maui Condo
Property grounds

19. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,147 reviews)
"Loved this property! Very clean and great service. Good food. Location is 10/10"
United States
Nicolle
The price is £436
includes taxes & fees
18 Aug - 19 Aug
The Westin Ka'anapali Ocean Resort Villas
Aerial view

20. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.0 out of 10, Very good, (21 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is £361
includes taxes & fees
1 Sept - 2 Sept
Royal Lahaina Bungalows & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kaanapali Hillside Hotel Reviews

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"The facilities are beautiful. The staff were friendly and responsive. The location was pure heaven. The only issue I had was a broken tv and it was fixed very quickly. Casey and Keoni were very nice and they got the tv replaced very quickly. They were fun to chat with and gave good advice about activities to try while on Maui. I would gladly stay there again."
Sally 6-night trip
Posted 7 hours ago
The Whaler Resort Kaanapali Beach

More cheap stays in Kaanapali Hillside

Napili Sunset on the Beach

Napili Sunset on the Beach

46 Hui Drive Lahaina HI
The price is £248 per night from 3 Aug to 4 Aug
£248
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (657 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 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 £248 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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