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 HI
Fully refundableReserve now, pay when you stay
$491 nightly
The price is $579 total per night from Dec 12 to Dec 13
$579 total
Dec 12 - Dec 13
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 ...
We had a great stay at the Hyatt Regency Maui. The property is beautiful, clean, and perfectly located right by the beach. The staff was friendly and helpful throughout our visit, and the amenities made everything easy and enjoyable. The views were amazing, and the overall atmosphere was relaxing. ...

Reviewed on Dec 7, 2025

Opens in a new windowHyatt Regency Maui Resort & Spa
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
$489 nightly
The price is $577 total per night from Dec 16 to Dec 17
$577 total
Dec 16 - Dec 17
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. ...
Yes!

Reviewed on Dec 3, 2025

Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
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
$292 nightly
The price is $344 total per night from Dec 16 to Dec 17
$344 total
Dec 16 - Dec 17
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 ...
The resort was amazing and the rooms were fantastic. Loved our stay learning about your culture and your beautiful island. We will be back for sure

Reviewed on Dec 8, 2025

Opens in a new windowOUTRIGGER Kaanapali Beach Resort
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$754 nightly
The price is $889 total per night from Dec 12 to Dec 13
$889 total
Dec 12 - Dec 13
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 ...
The breakfast menus were fresh everyday.

Reviewed on Dec 5, 2025

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
$369 nightly
The price is $435 total per night from Dec 18 to Dec 19
$435 total
Dec 18 - Dec 19
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 free kid's club and a children's pool, and families will ...
Clean rooms, bathrooms and living area. Great for families. food availability at the hotel is so so but there’s so much good food nearby, go support a local business.

Reviewed on Dec 6, 2025

Opens in a new windowHilton Grand Vacations Club Maui Bay Villas
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $283 total per night from Dec 16 to Dec 17
$283 total
Dec 16 - Dec 17
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. ...
Excellent location for this mid-priced, non-luxurious hotel/motel, somewhat downscale. Very friendly and helpful staff, especially Cary. We stayed in one of the rooms of the upgraded Wing, but the Internet was very spotty. Otherwise, it was clean and comfortable. We chose it because it’s location ...

Reviewed on Dec 6, 2025

Opens in a new windowMaui Seaside Hotel
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $400 total per night from Dec 12 to Dec 13
$400 total
Dec 12 - Dec 13
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 ...
Self parking should be an included amenity not an extra expense in a resort.

Reviewed on Dec 9, 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
$229 nightly
The price is $270 total per night from Dec 14 to Dec 15
$270 total
Dec 14 - Dec 15
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. ...
The property is quiet. No free breakfast

Reviewed on Dec 8, 2025

Opens in a new windowRoyal Lahaina Resort & Bungalows
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $243 total per night from Dec 21 to Dec 22
$243 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the conference center, conference space, and free ...
Old school

Reviewed on Dec 1, 2025

Opens in a new windowMaui Beach Hotel
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 $243. 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 8,984 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

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Amazing staff so friendly. Very clean. Definitely going back and staying there again."
A verified traveler stayed at OUTRIGGER Honua Kai Resort & Spa
OUTRIGGER Honua Kai Resort & Spa