Default HTG hotel image

Search Kaanapali Hillside hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Filter by

Property class

Guest rating

Our top choices for Kaanapali Hillside hotels

1. Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
Lahaina
United States
Marissa
AU$423
includes taxes & fees
27 Sept - 28 Sept
Royal Lahaina Resort & Bungalows

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
Lahaina
United States
Luis MANUEL
AU$500
includes taxes & fees
13 Sept - 14 Sept
Aston Maui Kaanapali Villas

3. OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
Lahaina
United States
Baybars
AU$537
includes taxes & fees
7 Sept - 8 Sept
OUTRIGGER Kaanapali Beach Resort

4. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
Lahaina
United States
Heidi
AU$585
includes taxes & fees
31 Aug - 1 Sept
Aston at The Whaler on Kaanapali Beach

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
Kannapali Beach Area
United States
Luis A
AU$883
includes taxes & fees
31 Aug - 1 Sept
The Whaler Resort Kaanapali Beach

6. Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa
Lahaina
United States
MARILYN
AU$832
includes taxes & fees
31 Aug - 1 Sept
Hyatt Regency Maui Resort & Spa

7. Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui
Kaanapali
United States
Stephanie M
AU$427
includes taxes & fees
14 Sept - 15 Sept
Hilton Vacation Club Ka'anapali Beach Maui

8. Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa
Kannapali Beach Area
United States
Jeff
AU$669
includes taxes & fees
31 Aug - 1 Sept
Sheraton Maui Resort & Spa

9. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
Lahaina
Canada
Jennifer
AU$817
includes taxes & fees
4 Sept - 5 Sept
The Westin Ka'anapali Ocean Resort Villas

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

The Westin Maui Resort & Spa, Ka'anapali
Lahaina
United States
Pushpita
AU$1,074
includes taxes & fees
31 Aug - 1 Sept
The Westin Maui Resort & Spa, Ka'anapali

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

Marriott's Maui Ocean Club - Lahaina & Napili Towers
Kannapali Beach Area
United States
Grace
AU$817
includes taxes & fees
18 Sept - 19 Sept
Marriott's Maui Ocean Club - Lahaina & Napili Towers

12. The Mauian - Boutique Beach Studios on Napili Bay

The Mauian - Boutique Beach Studios on Napili Bay
Lahaina
Italy
giorgio
AU$362
includes taxes & fees
24 Sept - 25 Sept
The Mauian - Boutique Beach Studios on Napili Bay

13. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
Lahaina
United States
Benjamin
AU$1,299
includes taxes & fees
29 Sept - 30 Sept
OUTRIGGER Honua Kai Resort & Spa

14. Aston Kaanapali Shores

Aston Kaanapali Shores
Lahaina
United States
Shad
AU$387
includes taxes & fees
31 Aug - 1 Sept
Aston Kaanapali Shores

15. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
Lahaina
Canada
Kevin
AU$451
includes taxes & fees
1 Sept - 2 Sept
Napili Shores Maui by OUTRIGGER

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

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
Lahaina
United States
Louis Philip
AU$1,685
includes taxes & fees
4 Sept - 5 Sept
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

17. Napili Village Hotel

Napili Village Hotel
Lahaina
United States
Elizabeth
AU$357
includes taxes & fees
31 Aug - 1 Sept
Napili Village Hotel

18. Kuleana Club - 319

Kuleana Club - 319
Lahaina
AU$581
includes taxes & fees
4 Sept - 5 Sept
Kuleana Club - 319

19. The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
Lahaina
United States
Kathryn
AU$927
includes taxes & fees
11 Sept - 12 Sept
The Westin Nanea Ocean Villas, Ka'anapali

20. Kuleana Club - 315

Kuleana Club - 315
Lahaina
AU$581
includes taxes & fees
4 Sept - 5 Sept
Kuleana Club - 315
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hillside Hotel Reviews

Recent Reviews in Kaanapali Hillside

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Great stay; would say best on the island"
Joseph 5-night trip
Posted 4 hours ago
The Westin Maui Resort & Spa, Ka'anapali
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"Great Family Stay in Ka'anapali! Our family had a fantastic stay at the Hilton Vacation Club, enjoying a beautiful panaromic ocean view from a remarkably clean and well-maintained room. The staff was warm and attentive, the pool area was fantastic for relaxing, and the resort felt very safe. Plus, having great dining options just steps away made our Maui trip completely stress-free!"
Pradeep Kumar 5-night trip
Posted 6 hours ago
Hilton Vacation Club Ka'anapali Beach Maui
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"We really enjoyed every day of our 16 day stay in the Whaler Resort. The studio condo was nicely remodeled and tastefully decorated. It was comfortable and generously equipped with home and kitchen necessities. The Whaler's staff was professional and helpful. The only maintenance problem we had was accidental (the bed frame was left unlocked at one of the corners, which made the bed squeaky) and it was swiftly diagnosed and repaired by dexterous Casey from the maintenance department. Additional thanks to the reservation specialist Kapua Nakoa, who was attentive to all our requests and reserved for us such a condo that made our vacation really enjoyable!"
Oksana 16-night trip
Posted 9 hours ago
The Whaler Resort Kaanapali Beach
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Very beautiful, high end . Views are amazing."
Randal Gloria 1-night trip
Posted 12 hours ago
Royal Lahaina Resort & Bungalows
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"Great Spot!"
Alexander 5-night trip
Posted 13 hours ago
Hyatt Regency Maui Resort & Spa
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

10/10 Excellent
"All around a great experience- everything was mostly as expected. Ran into that little technicality of an “ocean view room”. The ocean was there and you could view it from the lanai if you stood in the right spot and cranked your neck around. I saw more of the mountains and courtyard- still better than looking at a parking lot. Dukes was great for dinner- though on the last night we waited for two hours and they lost our reservation, claimed they sent a text that still has never arrived. Pizza joint down the street was pretty good, just not the experience we hoped for on our last night. That said, our room was clean and felt luxurious, the grounds are lovely, the pools were a ton of fun and the staff was friendly and helpful. Easy beach access, were you can catch a perfect view of the sunset and moonrise. 100 percent would stay here again- next time I’m booking oceanfront!"
Ronald 5-night trip
Posted 14 hours ago
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent
"We love the Maui Kaanapali Villas! It is quiet (very important to us), right on the beach--you walk out your door and you are steps from the water, the convenience of condo living with the combination of an onsite restaurant when we need it. The morning coffee service is lovely as well."
Rene 7-night trip
Posted 22 hours ago
Aston Maui Kaanapali Villas
Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Very happy with the location - it was larger than expected and as convenient as we recalled. The room was larger than we expected and we had the loft! Expected a king and 2 twin bedroom and ended up with a king and queen bdrm plus the sofa bed and a loft with a queen and 2 twin. Could have slept 10 - a pleasant surprise. Only request would be to have the king bed replaced and air conditioning in the loft!"
Susan 7-night trip
Posted 2 days ago
Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"Will stay again!"
TAMIKA 3-night trip
Posted 2 days ago
The Ritz-Carlton Maui, Kapalua

More cheap accommodation in Kaanapali Hillside

Napili Sunset on the Beach

Napili Sunset on the Beach

46 Hui Drive Lahaina HI
AU$464
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (657 reviews)
Napili Sunset on the Beach
Hotel Lanai

Hotel Lanai

828 Lanai Ave Lanai City HI
AU$639
31 Aug - 1 Sept
includes taxes & fees
Hotel Lanai
Maui Beach Vacation Club

Maui Beach Vacation Club

515 S. Kihei Road Kihei HI
Get ratesMaui Beach Vacation Club
Kaanapali Ocean Inn

Kaanapali Ocean Inn

2780-A Kekaa Dr Lahaina HI
Get ratesKaanapali Ocean Inn
The Plantation Inn

The Plantation Inn

174 Lahainaluna Road Lahaina HI
Get rates
9.6/10 Exceptional! (61 reviews)
The Plantation Inn
Suite Maui Paradise Condo

Suite Maui Paradise Condo

Wailuku HI
Get ratesSuite Maui Paradise Condo

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$362 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.

Explore a world of travel with Expedia