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Top Upcountry Maui hotels

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$765 nightly
The price is $908 total per night from Apr 30 to May 1
$908 total
Apr 30 - May 1
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
If you are coming to Wailea region of Maui this is the hotel be. The hotel gorgeous, the rooms are spacious, the views are phenomenal, there is a coral reef right by the beach and the adult pool service is fantastic.

Reviewed on Apr 16, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $323 total per night from May 5 to May 6
$323 total
May 5 - May 6
Total with taxes and fees
2 restaurants, 2 outdoor pools, and 3 hot tubs are among this hotel's featured amenities. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. ...
Great hotel in kihei

Reviewed on Apr 18, 2026

Opens in a new windowMaui Coast Hotel
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$538 nightly
The price is $639 total per night from May 1 to May 2
$639 total
May 1 - May 2
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 ...
The pool was very large, warm and accommodating.

Reviewed on Apr 16, 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
$486 nightly
The price is $577 total per night from May 8 to May 9
$577 total
May 8 - May 9
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. ...
Great property. The Hokupa’a tower stay was luxurious, closest to an all inclusive you could get in Hawaii. Everything was clean and amazing and access to Lanai was the highlight of the stay. Proximity to whaler’s village, good shopping and a great beach. Overall, highly recommend

Reviewed on Apr 20, 2026

Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
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
$314 nightly
The price is $373 total per night from May 21 to May 22
$373 total
May 21 - May 22
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 ...
Good

Reviewed on Apr 19, 2026

Opens in a new windowHilton Vacation Club Ka'anapali Beach Maui
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
$185 nightly
The price is $220 total per night from Apr 23 to Apr 24
$220 total
Apr 23 - Apr 24
Total with taxes and fees
A full-service spa, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like self-serve breakfast ...
We had a great stay! The bed was super comfortable and the space was very clean. Overall it was nicer than I had expected from the photos. Would totally stay agin

Reviewed on Apr 20, 2026

Opens in a new windowGods Peace Of Maui
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$716 nightly
The price is $850 total per night from May 3 to May 4
$850 total
May 3 - May 4
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...
No response from front desk when the water was turned off.

Reviewed on Apr 17, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $272 total per night from Apr 28 to Apr 29
$272 total
Apr 28 - Apr 29
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. ...
Needed a relatively inexpensive 1 night stay with pool close to the airport with free shuttle after the remainder of our family had headed home. Maui seaside worked well for this requirement.

Reviewed on Apr 18, 2026

Opens in a new windowMaui Seaside Hotel
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 May 3 to May 4
$384 total
May 3 - May 4
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. ...
I like the staff they were very friendly! Food was okay and the room only got cleaned every other day which was not the best! Beach was beautiful and clean!

Reviewed on Apr 20, 2026

Opens in a new windowRoyal Lahaina Resort & Bungalows
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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.

Cheap Upcountry Maui hotels

Bamboo Valley Inn

Bamboo Valley Inn

1444 West Kuiaha Rd Haiku HI
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.

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