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Top Upcountry Maui hotels
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$755 nightly
The price is $891 total per night from Dec 19 to Dec 20
$891 total
Dec 19 - Dec 20
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 ...
This property has long been one of my global Four Seasons favorites, and I remain truly grateful for the warm hospitality I always receive. I was also very appreciative of the wonderful upgrade to an ocean-view room — mahalo for that thoughtful gesture. I’ve been visiting this resort regularly since ...
Reviewed on Dec 2, 2025
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $301 total per night from Jan 8 to Jan 9
$301 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This hotel features 2 outdoor pools, 3 hot tubs, and a restaurant. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. A bar/lounge, a 24-hour ...
Location is great
Reviewed on Dec 7, 2025
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$831 nightly
The price is $980 total per night from Dec 13 to Dec 14
$980 total
Dec 13 - Dec 14
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 ...
Beautiful amenities and friendly staff!
Reviewed on Dec 8, 2025
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
$489 nightly
The price is $577 total per night from Dec 18 to Dec 19
$577 total
Dec 18 - Dec 19
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. ...
Yes!
Reviewed on Dec 3, 2025
OUTRIGGER Kaanapali Beach Resort
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
$315 nightly
The price is $372 total per night from Dec 21 to Dec 22
$372 total
Dec 21 - Dec 22
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 ...
The resort was amazing and the rooms were fantastic. Loved our stay learning about your culture and your beautiful island. We will be back for sure
Reviewed on Dec 8, 2025
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$700 nightly
The price is $826 total per night from Dec 12 to Dec 13
$826 total
Dec 12 - Dec 13
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 ...
Everything was great. We would totally stay again.
Reviewed on Dec 7, 2025
Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$155 nightly
The price is $183 total per night from Dec 15 to Dec 16
$183 total
Dec 15 - Dec 16
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 ...
If you’re planning to do the road to Hana, I’d recommend staying here. Great for price and location. Clean, and cozy. Perfect for short stay.
Reviewed on Nov 12, 2025
Sheraton Maui Resort & Spa
2605 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $400 total per night from Dec 13 to Dec 14
$400 total
Dec 13 - Dec 14
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 ...
Self parking should be an included amenity not an extra expense in a resort.
Reviewed on Dec 9, 2025
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $270 total per night from Dec 17 to Dec 18
$270 total
Dec 17 - Dec 18
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. ...
The property is quiet. No free breakfast
Reviewed on Dec 8, 2025
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
24 properties
Recent Upcountry Maui hotel reviews by fellow wanderers
Wailea Beach Resort - Marriott, Maui
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Lovely welcoming place to spend Thanksgiving weekend!"
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
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