Book Hotels in Kaanapali Hillside, HI

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Kaanapali Hillside hotels

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
Lahaina
Fully refundableReserve now, pay when you stay
$558 nightly
The price is $658 total per night from Nov 5 to Nov 6
$658 total
Nov 5 - Nov 6
Total with taxes and fees
This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public ...
👍

Reviewed on Oct 25, 2025

Opens in a new windowHyatt Regency Maui Resort & Spa
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $349 total per night from Nov 4 to Nov 5
$349 total
Nov 4 - Nov 5
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate ...
This is my 4th time staying at Outrigger in Ka’anapali and we love it! First time staying in October. Felt barely any different besides the sunset being behind the islands instead of in-between like it is in summer. We stayed when it was Ka’anapali beach resort and it’s still the same peaceful area ...

Reviewed on Oct 25, 2025

Opens in a new windowOUTRIGGER Kaanapali Beach Resort
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$484 nightly
The price is $571 total per night from Oct 28 to Oct 29
$571 total
Oct 28 - Oct 29
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
The surrounding scenery put together by the Westin made the resort a very beautiful place. All of the staff was very helpful, nice and on top of the dining when it came to service.

Reviewed on Oct 25, 2025

Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
$904 nightly
The price is $1,066 total per night from Nov 18 to Nov 19
$1,066 total
Nov 18 - Nov 19
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's ...
Really nice property with excellent amenities.

Reviewed on Oct 26, 2025

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place, Kaanapali, HI
$267 nightly
The price is $315 total per night from Oct 30 to Oct 31
$315 total
Oct 30 - Oct 31
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and barbecue grills ...
I much appreciated that most guests were the owners via the Time Share because of a common interest and respect for others.

Reviewed on Oct 23, 2025

Opens in a new windowHilton Vacation Club Ka'anapali Beach Maui
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave, Kahului, HI
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $273 total per night from Nov 2 to Nov 3
$273 total
Nov 2 - Nov 3
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. ...
Clean room

Reviewed on Oct 23, 2025

Opens in a new windowMaui Seaside Hotel
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $312 total per night from Oct 28 to Oct 29
$312 total
Oct 28 - Oct 29
Total with taxes and fees
This aparthotel's full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are some of the highlights. Enjoy the 2 hot tubs and gym, and unwind with a ...
We had booked a 1 bedroom unit with kitchen and living room. When we got to our room it was a 2 bedroom unit with 2 bathrooms and a great ocean view. It was our 45th Anniversary and upon check in we received a box of chocolate covered macadamia nuts and a bottle of chardonnay!

Reviewed on Oct 26, 2025

Opens in a new windowAston Kaanapali Shores
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy, Lahaina, HI
Fully refundable
$329 nightly
The price is $388 total per night from Oct 29 to Oct 30
$388 total
Oct 29 - Oct 30
Total with taxes and fees
A full-service spa, 5 restaurants, and 3 outdoor tennis courts are all featured at this smoke-free resort. There's fun for all ages with a lazy river and a children's ...
The beds are absolutely horrible Other than that, we love it so much. It would have five stars if the beds were somewhat comfortable. We really like the pool, the beach is amazing, snorkeling is really great right there on the resort, there’s Cliff, jumping, the food is good, the staff is friendly, ...

Reviewed on Oct 20, 2025

Opens in a new windowSheraton Maui Resort & Spa
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $267 total per night from Nov 20 to Nov 21
$267 total
Nov 20 - Nov 21
Total with taxes and fees
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
Beautiful location and beach access is great. Would recommend !

Reviewed on Oct 25, 2025

Opens in a new windowRoyal Lahaina Resort & Bungalows
Don't see what you're looking for?
See all available properties in Kaanapali Hillside
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Kaanapali Hillside?
Take some of the struggles out of traveling with little ones by opting for a family-friendly Kaanapali Hillside hotel. From special amenities to innovative services, these properties come with perks that'll help make your getaway smooth sailing: The whole team will love staying at Gorgeous 2 br remodeled townhome @ The Kaanapali Plantation Sleeps 4 +AC. A swimming pool and a nearby beach are just a couple of the things that help make this place a sought-after option. Otherwise, spend your nights enjoying the comforts of Kaanapali Plantation #52 2 Bedroom Condo by RedAwning. Make the most of a swimming pool, a nearby beach and more here.
Where can I find cheap hotels in Kaanapali Hillside?
At Travelocity you'll find really nice hotels in Kaanapali Hillside at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Kaanapali Hillside rather than in Kaanapali Hillside. We may find you even better rates, too.
How do I find the best Kaanapali Hillside hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Kaanapali Hillside then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Kaanapali Hillside?
The cheapest hotel in Kaanapali Hillside is $267. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Kaanapali Hillside?
There are 8,505 hotels in Kaanapali Hillside on Travelocity.
What are the best hotels in Kaanapali Hillside?
Kaanapali Hillside has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Kaanapali Hillside for you!
When is the best time to visit Kaanapali Hillside?
If you want the joy of a fun-filled trip in peak season, visit Kaanapali Hillside during February, March and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Kaanapali Hillside?
Based on historic data is usually the cheapest month to visit Kaanapali Hillside. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Kaanapali Hillside?
There are multiple hotels in Kaanapali Hillside that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Kaanapali Hillside. We have plenty of kid-friendly hotels in Kaanapali Hillside to choose from on Travelocity!
Why book a hotel in Kaanapali Hillside through Travelocity?
Because we have the top hotels in Kaanapali Hillside! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Kaanapali Hillside on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Kaanapali Hillside hotel reviews by fellow wanderers

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Really nice property with excellent amenities. "
A verified traveler stayed at The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua