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
The price is $1,009 total per night from Jan 19 to Jan 20
$1,009 total
per night
Jan 19 - Jan 20
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 ...
Service was good

Reviewed on Jan 8, 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
The price is $355 total per night from Feb 9 to Feb 10
$355 total
per night
Feb 9 - Feb 10
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 ...
No breakfast there.

Reviewed on Jan 16, 2026

Opens in a new windowMaui Coast Hotel
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
The price is $638 total per night from Feb 8 to Feb 9
$638 total
per night
Feb 8 - Feb 9
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. ...
The Lanai with breakfast and hors d’oeuvres were excellent!

Reviewed on Jan 15, 2026

Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
The price is $1,132 total per night from Jan 22 to Jan 23
$1,132 total
per night
Jan 22 - Jan 23
This luxury resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's ...
Yes it's secluded. Yes it is a large property that requires a lot of walking. The rooms are slightly dated. It's all made up by the attention and care from the staff at the Ritz. My wife and I were celebrating our honeymoon. We were treated with the utmost care from the kind folks there. The property ...

Reviewed on Jan 3, 2026

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
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
The price is $453 total per night from Feb 9 to Feb 10
$453 total
per night
Feb 9 - Feb 10
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 ...
Front desk staff was extremely accommodating upon our late and unexpected arrival. The room and property were beautiful and spotless. The opportunities to take part in cultural activities was enjoyable, educational, and included at no additional cost.

Reviewed on Jan 13, 2026

Opens in a new windowOUTRIGGER Kaanapali Beach Resort
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
The price is $212 total per night from Feb 12 to Feb 13
$212 total
per night
Feb 12 - Feb 13
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 ...
Room was very clean. Shared spaces were well kept. A little loud after quiet hours but who isn’t?

Reviewed on Jan 10, 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
The price is $905 total per night from Jan 31 to Feb 1
$905 total
per night
Jan 31 - Feb 1
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 ...
Beautiful Resort

Reviewed on Jan 12, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
Fully refundable
The price is $622 total per night from Feb 3 to Feb 4
$622 total
per night
Feb 3 - Feb 4
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 ...
Beautiful resort! Amenities where great, Room was excellent!

Reviewed on Jan 12, 2026

Opens in a new windowSheraton Maui Resort & Spa
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is $401 total per night from Feb 10 to Feb 11
$401 total
per night
Feb 10 - Feb 11
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. ...
Staff was friendly and welcoming.

Reviewed on Jan 17, 2026

Opens in a new windowRoyal Lahaina Resort & Bungalows
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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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