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Top Upcountry Maui hotels
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$257 nightly
The price is $305 total per night from Sep 29 to Sep 30
$305 total
Sep 29 - Sep 30
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. ...
"Free shuttle within 3 miles was amazing"
Reviewed on Sep 28, 2026
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$468 nightly
The price is $555 total per night from Oct 27 to Oct 28
$555 total
Oct 27 - Oct 28
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. ...
"This is an updated review. I was very satisfied at check in even tho we were having trouble with deposit at first. Got upgraded to ocean view which was nice. Things started going wrong quick. No AC is Arcade. Both hot tubs not hot. Got double charged for room service, amount came straight out my ..."
Reviewed on Sep 28, 2026
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
$662 nightly
The price is $786 total per night from Oct 25 to Oct 26
$786 total
Oct 25 - Oct 26
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, ...
"Beautiful resort, nice ground, very clean property, quite. Has a lot of things, few infinity pools, good restaurant."
Reviewed on Sep 28, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$860 nightly
The price is $1,021 total per night from Oct 12 to Oct 13
$1,021 total
Oct 12 - Oct 13
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, ...
"Everything was just FANTASTIC. Please don't laugh. The only thing that we can think of that for you guys to do something about, and only if you are allowed to do something about it, is too many black bees at the smoking hut areas."
Reviewed on Sep 27, 2026
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$248 nightly
The price is $295 total per night from Sep 29 to Sep 30
$295 total
Sep 29 - Sep 30
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 ...
"The unit was spacious with a beautiful view of the ocean! My requests were all provided and appreciated!! The lagoon pool was fantastic. Wished they served cocktails there. The other pool where they did have cocktails was a boring rectangle and the cocktails were just ok."
Reviewed on Sep 28, 2026
Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$185 nightly
The price is $220 total per night from Sep 29 to Sep 30
$220 total
Sep 29 - Sep 30
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, ...
"Nothing exciting to us for rhe stay. First time to stay in a B&B, never again."
Reviewed on Sep 25, 2026
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$518 nightly
The price is $614 total per night from Oct 26 to Oct 27
$614 total
Oct 26 - Oct 27
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. ...
OUTRIGGER Kaanapali Beach Resort
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
$324 nightly
The price is $385 total per night from Oct 5 to Oct 6
$385 total
Oct 5 - Oct 6
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 ...
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 Oct 4 to Oct 5
$599 total
Oct 4 - Oct 5
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 ...
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
Wailea Beach Resort - Marriott, Maui
5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Beautiful resort, nice ground, very clean property, quite. Has a lot of things, few infinity pools, good restaurant."
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
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