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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
$567 nightly
The price is $673 total per night from Mar 7 to Mar 8
$673 total
Mar 7 - Mar 8
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 an absolutely wonderful stay! Everything was perfect from start to finish. The room was beautiful, very comfortable, and spotless. Housekeeping did an excellent job every day — everything was always clean and fresh. The resort itself is stunning and very well maintained. We loved everything ...

Reviewed on Feb 20, 2026

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
$517 nightly
The price is $613 total per night from Mar 1 to Mar 2
$613 total
Mar 1 - Mar 2
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. ...
Loved the pools

Reviewed on Feb 21, 2026

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
$349 nightly
The price is $414 total per night from Mar 1 to Mar 2
$414 total
Mar 1 - Mar 2
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 ...
A little outdated room, but great location and great staff.

Reviewed on Feb 22, 2026

Opens in a new windowOUTRIGGER Kaanapali Beach Resort
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 Mar 12 to Mar 13
$301 total
Mar 12 - Mar 13
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. ...
Room could have been cleaner- old underwear on top of closet

Reviewed on Feb 22, 2026

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
$324 nightly
The price is $385 total per night from Mar 7 to Mar 8
$385 total
Mar 7 - Mar 8
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 ...
Excellent staff, clean room, and great location! What more could someone ask for?

Reviewed on Feb 22, 2026

Opens in a new windowAston Kaanapali Shores
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
130 Kai Malina Parkway Lahaina HI
$814 nightly
The price is $876 total per night from Feb 27 to Feb 28
$876 total
Feb 27 - Feb 28
Total with taxes and fees
4 outdoor pools, a lazy river, and a gym are all featured at this luxury condo resort. There's fun for all ages with a children's pool and a waterslide, and ...
Was great!

Reviewed on Feb 21, 2026

Opens in a new windowOUTRIGGER Honua Kai Resort & Spa
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
Fully refundable
$560 nightly
The price is $664 total per night from Mar 2 to Mar 3
$664 total
Mar 2 - Mar 3
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 ...
Best experience!

Reviewed on Feb 22, 2026

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
$324 nightly
The price is $384 total per night from Mar 23 to Mar 24
$384 total
Mar 23 - Mar 24
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. ...
Location and peaceful

Reviewed on Feb 22, 2026

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 Mar 1 to Mar 2
$275 total
Mar 1 - Mar 2
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 ...
Staff was great and real friendly. Hotel itself was an older hotel but if you're looking for somewhere to lay your head, it's sufficient. Beds are not real great but are certainly not the worst (we stayed in 2 different rooms on 2 different nights) Courtyard was pretty and had more than enough chairs ...

Reviewed on Feb 22, 2026

Opens in a new windowMaui Beach Hotel
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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 $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 9,328 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