Find hotels in Upcountry Maui, HI from ¥20,642

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 12,511 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Lumeria Maui Educational Retreat Center

3.5 star property
8.6 out of 10, Excellent, (205)
"A wonderful, off-the-beaten path experience away from all the tourists. "
The price is ¥36,781
¥55,437 total
includes taxes & fees
Jul 14 - Jul 15
Lumeria Maui Educational Retreat Center

Gods Peace Of Maui

2.0 star property
9.4 out of 10, Exceptional, (19)
"super chill loved the vibes and the view and the island cats "
The price is ¥25,914
¥30,568 total
includes taxes & fees
Jun 29 - Jun 30
Gods Peace Of Maui

Maui What A Wonderful B&B Pineapple Ste

3.0 star property
10.0 out of 10, Exceptional, (3)
"The property close to the beach, and operate by great family. Would recommended this place to any one visiting Maui. "
Maui What A Wonderful B&B Pineapple Ste

Papaya Suite

3.0 star property
10.0 out of 10, Exceptional, (8)
"Absolutely beautiful place in a prime location! We feel we really lucked out finding Eva's B&B at the last minute of booking our first trip, but definitely not the last, to Maui. Eva is a wonderfully gracious and accommodating hostess. Truly she is beautiful inside and out and embodies what we learned is the aloha spirit!! Mahalo 💖🌺"
Papaya Suite

Guava Suite

3.0 star property
9.6 out of 10, Exceptional, (5)
"Friendly staff"
The price is ¥32,932
¥38,846 total
includes taxes & fees
Jun 26 - Jun 27
Guava Suite

Mango Suite

3.0 star property
Mango Suite

Maui What A Wonderful World B and B Hawaii

3.5 star property
9.6 out of 10, Exceptional, (39)
"Good B&B with nice breakfast choices "
Maui What A Wonderful World B and B Hawaii

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (721)
"We loved staying here and would definitely stay here again."
The price is ¥43,285
¥108,586 total
includes taxes & fees
Jun 25 - Jun 26
Wailea Grand Champions - CoralTree Residence Collection

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (255)
"Wonderful property, very comfortable and well provisioned. Location is great!!"
The price is ¥43,285
¥108,586 total
includes taxes & fees
Jun 25 - Jun 26
Wailea Ekolu - CoralTree Residence Collection

Grand Champions Condos by KBM

3.5 star property
10.0 out of 10, Exceptional, (1)
"Perfect accommodations for a family of 5 with younger children. Easy access to the pool from the unit. The unit was even nicer than it was in the photos! Also, the unit had beach items for use that made for easy beach trips. Would highly recommend and would definitely come back on another trip to Maui. "
Grand Champions Condos by KBM

AC Hotel by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (143)
"Great hotel and stay"
The price is ¥70,183
¥82,789 total
includes taxes & fees
Jun 30 - Jul 1
AC Hotel by Marriott Maui Wailea

Kihei Ali'i Kai Condos with Free Parking

4.0 star property
8.8 out of 10, Excellent, (13)
"One of the best private properties I have stayed in"
The price is ¥20,642
¥62,569 total
includes taxes & fees
Jun 30 - Jul 1
Kihei Ali'i Kai Condos with Free Parking

Aston at the Maui Banyan

3.0 star property
7.6 out of 10, Good, (1000)
"Clean, close to beach, great room "
The price is ¥23,229
¥73,005 total
includes taxes & fees
Jul 4 - Jul 5
Aston at the Maui Banyan

Centrally Located Elegant Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
Centrally Located Elegant Vistas

Kihei Retreat w/ Kamaole Sands Resort Amenities!

3.5 star property
The price is ¥44,357
¥102,794 total
includes taxes & fees
Jun 25 - Jun 26
Kihei Retreat w/ Kamaole Sands Resort Amenities!

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
The price is ¥109,723
¥138,039 total
includes taxes & fees
Jul 20 - Jul 21
Hotel Wailea, Relais & Chateaux - Adults Only

Kamaole Sands Condos Close to Beach with Parking

3.5 star property
The price is ¥23,637
¥73,103 total
includes taxes & fees
Jun 30 - Jul 1
Kamaole Sands Condos Close to Beach with Parking

Residence Inn by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (950)
"Excellent place in Maui . Near all the best beaches in Wailea. "
The price is ¥65,660
¥77,452 total
includes taxes & fees
Jun 30 - Jul 1
Residence Inn by Marriott Maui Wailea

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful place"
The price is ¥35,542
¥139,989 total
includes taxes & fees
Jul 6 - Jul 7
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Palms 501 2 Bedroom Condo

3.0 star property
The price is ¥54,210
¥144,531 total
includes taxes & fees
Jul 16 - Jul 17
Palms 501 2 Bedroom Condo
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Upcountry Maui

Head to sights like Haleakalā Visitor Center and Haleakala Crater as you discover Upcountry Maui—a relaxing area also known for its island views.

Maui Island featuring landscape views