A barren volcanic landscape with rugged terrain and distant mountains.

Adventure Sport Hotels & Resorts in Upcountry Maui from NZ$598

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Our top choices for Upcountry Maui adventure hotels

A spacious living room with a large glass coffee table, a sofa, and a fireplace.

1. Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Makawao
9.4 out of 10, Exceptional, (59 reviews)
"The host of this VRBO cares about details from amenities, conveniences to tasteful artistic touches everywhere. Well worth the money!"
United States
David
The price is NZ$688
includes taxes & fees
17 Nov - 18 Nov
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
A beach with clear water, rocks, and mountains in the background.

2. Adorable 1930's Gingerbread House....Permitted!

Adorable 1930's Gingerbread House....Permitted!
Makawao
9.8 out of 10, Exceptional, (13 reviews)
"a beautiful property and a nice cottage! We completely enjoyed our time here."
United States
Kathy W.
The price is NZ$1,014
includes taxes & fees
16 Nov - 17 Nov
Adorable 1930's Gingerbread House....Permitted!
A swimming pool with a wooden deck, surrounded by palm trees and tropical plants.

3. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
10.0 out of 10, Exceptional, (82 reviews)
"This place was perfect for our big group!"
United States
Lisa B.
The price is NZ$5,605
includes taxes & fees
17 Nov - 18 Nov
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
A spacious kitchen with a large island, wooden flooring, and modern lighting fixtures.

4. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
Haiku
8.8 out of 10, Excellent, (3 reviews)
"Holly was a great host! Beautiful views from the back lanai! We loved our time in Maui!"
United States
Amy C.
The price is NZ$2,078
includes taxes & fees
30 Nov - 1 Dec
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
A modern house with a covered porch, a dining area, and a barbecue grill.

5. Paia Inn

Paia Inn
3.5 star property
Paia
9.0 out of 10, Wonderful, (418 reviews)
"Cute property and very welcoming staff. I recommend giving this place a look!"
United States
Austin
The price is NZ$598
includes taxes & fees
15 Dec - 16 Dec
Paia Inn
A pathway flanked by dense bamboo and tropical foliage, leading into a lush, green forest.

6. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (539 reviews)
"Beautiful scenery and hostess!"
United States
Sonja W.
The price is NZ$693
includes taxes & fees
4 Dec - 5 Dec
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.

7. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
4.0 star property
North Kihei
9.4 out of 10, Exceptional, (430 reviews)
"Great location, amazingly kind and helpful staff, wonderful amenities."
United States
Chloe
The price is NZ$790
includes taxes & fees
15 Dec - 16 Dec
Hilton Grand Vacations Club Maui Bay Villas
A resort with a large pool, a water slide, and a view of the ocean.

8. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.0 out of 10, Wonderful, (1,000 reviews)
"Great walking areas. Convenient to off property restaurants. Great shopping area nearby."
United States
Joseph
The price is NZ$1,261
includes taxes & fees
10 Dec - 11 Dec
Wailea Beach Resort - Marriott, Maui
A beach with clear blue water, rocky shore, and palm trees.

9. Condo w/ Lanai at Beginning of Road to Hana!

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"Great location and good ammenities"
United States
Zachary S.
The price is NZ$715
includes taxes & fees
15 Nov - 16 Nov
Condo w/ Lanai at Beginning of Road to Hana!
An aerial view of a coastal resort area with a large building, a beach, and a pool.

10. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (310 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is NZ$725
includes taxes & fees
3 Dec - 4 Dec
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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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Top Upcountry Maui Hotel Reviews

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"Room was great- Loved it"
MARK 1-night trip
Posted less than an hour ago
Hilton Vacation Club Ka'anapali Beach Maui

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