Book Hotels in Upcountry Maui, HI

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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
$755 nightly
The price is $891 total per night from Nov 30 to Dec 1
$891 total
Nov 30 - Dec 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 ...
Great Service
Offered turn down service; the staff went above any beyond to ensure that we were comfortable.

Reviewed on Oct 26, 2025

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
$245 nightly
The price is $289 total per night from Dec 9 to Dec 10
$289 total
Dec 9 - Dec 10
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 ...
The staff was all great! Loved the pools, the shuttle service, and laundry facilities. Great location right across the beach.

Reviewed on Nov 16, 2025

Opens in a new windowMaui Coast Hotel
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
$167 nightly
The price is $196 total per night from Dec 4 to Dec 5
$196 total
Dec 4 - Dec 5
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

Opens in a new windowGods Peace Of Maui
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
$489 nightly
The price is $577 total per night from Dec 1 to Dec 2
$577 total
Dec 1 - Dec 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. ...
Everything is good

Reviewed on Nov 13, 2025

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
$277 nightly
The price is $326 total per night from Dec 14 to Dec 15
$326 total
Dec 14 - Dec 15
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 ...
Enjoyed our stay at the Outrigger very much! However were disappointed that the activity Director in the lobby charged $135 above what two tickets for a sunset cruise would have cost if we had booked directly with vendor. Plus we were asked to tip her as if she were a server in a restaurant which ...

Reviewed on Nov 13, 2025

Opens in a new windowOUTRIGGER Kaanapali Beach Resort
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$647 nightly
The price is $763 total per night from Dec 3 to Dec 4
$763 total
Dec 3 - Dec 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 ...
Great hotel

Reviewed on Nov 9, 2025

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
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
$267 nightly
The price is $315 total per night from Nov 21 to Nov 22
$315 total
Nov 21 - Nov 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 ...
Staff was very friendly and responsive. The room was spacious and was the perfect home away from home. There are several restaurants and groceries within walking distance.

Reviewed on Nov 17, 2025

Opens in a new windowHilton Vacation Club Ka'anapali Beach Maui
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $250 total per night from Dec 4 to Dec 5
$250 total
Dec 4 - Dec 5
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. ...
Very clean rooms, and great property.

Reviewed on Nov 16, 2025

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
$243 nightly
The price is $287 total per night from Dec 1 to Dec 2
$287 total
Dec 1 - Dec 2
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. ...
Loved our experience

Reviewed on Nov 15, 2025

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.

Recent Upcountry Maui hotel reviews by fellow wanderers

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Staff was very friendly and responsive. The room was spacious and was the perfect home away from home. There are several restaurants and groceries within walking distance. "
A verified traveler stayed at Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui

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