Book Hotels in Kaanapali Hillside, HI

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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
$601 nightly
The price is $713 total per night from Jan 12 to Jan 13
$713 total
Jan 12 - Jan 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 ...
great staff, clean rooms and a lot of activities were available.

Reviewed on Dec 24, 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
Fully refundableReserve now, pay when you stay
$531 nightly
The price is $630 total per night from Jan 9 to Jan 10
$630 total
Jan 9 - Jan 10
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. ...
Room clean and staff hospitable.

Reviewed on Dec 29, 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
$356 nightly
The price is $422 total per night from Jan 14 to Jan 15
$422 total
Jan 14 - Jan 15
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 ...
Clean room, nice staff nice view

Reviewed on Jan 1, 2026

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
$854 nightly
The price is $1,013 total per night from Jan 4 to Jan 5
$1,013 total
Jan 4 - Jan 5
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 ...
Top notch property with amazing service and staff

Reviewed on Dec 22, 2025

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $301 total per night from Jan 13 to Jan 14
$301 total
Jan 13 - Jan 14
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 stay – perfect Maui getaway! We had an amazing 10-day stay at Maui Seaside Hotel from December 20-30, and it was the ideal base for our Hawaiian holiday adventure! The harborfront location on Kahului Bay is fantastic – direct access to the sandy beach for morning walks and relaxing by the ...

Reviewed on Jan 1, 2026

Opens in a new windowMaui Seaside Hotel
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
$399 nightly
The price is $474 total per night from Jan 18 to Jan 19
$474 total
Jan 18 - Jan 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 children's pool and an arcade/game room, and barbecue grills ...
Great staff and pool

Reviewed on Dec 23, 2025

Opens in a new windowHilton Vacation Club Ka'anapali Beach Maui
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
Fully refundable
$496 nightly
The price is $588 total per night from Feb 1 to Feb 2
$588 total
Feb 1 - Feb 2
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 resort was absolutely beautiful and the staff were wonderful. We loved our ocean view room!

Reviewed on Dec 27, 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
$310 nightly
The price is $368 total per night from Jan 14 to Jan 15
$368 total
Jan 14 - Jan 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. ...
Room was spacious and staff were very helpful.

Reviewed on Dec 27, 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
$232 nightly
The price is $275 total per night from Jan 8 to Jan 9
$275 total
Jan 8 - Jan 9
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 ...
Everything was great! The location, lawn, beach access, staff were all excellent.

Reviewed on Dec 25, 2025

Opens in a new windowMaui Beach Hotel
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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 $275. 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 9,255 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