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Top Upcountry Maui hotels

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,158 nightly
The price is $1,375 total per night from Sep 24 to Sep 25
$1,375 total
Sep 24 - Sep 25
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
"I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The ..."
Reviewed on Aug 23, 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$880 nightly
The price is $1,045 total per night from Aug 29 to Aug 30
$1,045 total
Aug 29 - Aug 30
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a children's ...
"Four hours waiting for hotel check in is unacceptable. Sorry."
Reviewed on Aug 20, 2026

Hyatt Regency Maui Resort & Spa
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$504 nightly
The price is $599 total per night from Aug 27 to Aug 28
$599 total
Aug 27 - Aug 28
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 ...
"Our room was clean, the staff very friendly, the balcony was great to sit and enjoy the sun and view!"
Reviewed on Aug 25, 2026

The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$651 nightly
The price is $772 total per night from Aug 26 to Aug 27
$772 total
Aug 26 - Aug 27
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. ...
"Everything was good except the open air restaurants could use ceiling fans if they don't have air conditioning. Most other restaurants had those which help on hot days."
Reviewed on Aug 25, 2026

Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $278 total per night from Aug 26 to Aug 27
$278 total
Aug 26 - Aug 27
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are featured at this smoke-free aparthotel. Relax with beach cabanas and sun loungers, and cool ...
"Overall, staff was very friendly! Shout out to the female concierge! She is hilarious and knows how to deliver a good time. The two outdoor pools are gorgeous especially at night with the beachfront view. If you’re on a budget, I highly recommend. It is definitely an older establishment and the cleanliness ..."
Reviewed on Aug 24, 2026

Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$213 nightly
The price is $253 total per night from Sep 2 to Sep 3
$253 total
Sep 2 - Sep 3
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free self-serve breakfast each morning. A garden, ...
"Beautiful grounds. Had a "youth hostle" feel. No frills what so ever and all the rooms shared a bathroom. Nothing in the bedrooms except a bed. Common kitchen area and sitting area. Also lots of religious influence decor, books, and pamphlets. We never saw the owners and didn't feel free just to ..."
Reviewed on Aug 21, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$786 nightly
The price is $933 total per night from Sep 8 to Sep 9
$933 total
Sep 8 - Sep 9
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, ...
"It’s a great resort . The only disappointment was a couple things were closed like the game room , Tarzan swing . And the water elevator is no longer in operation. But the staff was great . The pools are great . The aesthetic is great . Food is wildly expensive at any of the restaurants related to ..."
Reviewed on Aug 25, 2026

Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$270 nightly
The price is $320 total per night from Aug 31 to Sep 1
$320 total
Aug 31 - Sep 1
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. ...

Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $261 total per night from Aug 30 to Aug 31
$261 total
Aug 30 - Aug 31
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. ...
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
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.
Hotels in Upcountry Maui with star-rating
Check Upcountry Maui Hotels by Star Rating

5 Star Hotels
17 properties
Recent Upcountry Maui hotel reviews by fellow wanderers

The Westin Maui Resort & Spa, Ka'anapali
4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Everything was good except the open air restaurants could use ceiling fans if they don't have air conditioning. Most other restaurants had those which help on hot days."
A verified traveler stayed at The Westin Maui Resort & Spa, Ka'anapali
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