A barren volcanic landscape with rugged terrain and distant mountains.

Adventure Sport Hotels & Resorts in Upcountry Maui from AU$460

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Check availability on Upcountry Maui Adventure Sport Hotels

Tonight
17 Sept - 18 Sept
Tomorrow
18 Sept - 19 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Upcountry Maui adventure hotels

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

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Makawao
United States
Ronald A C.
AU$486
includes taxes & fees
19 Sept - 20 Sept
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

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

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
Canada
Marley L.
AU$4,068
includes taxes & fees
7 Oct - 8 Oct
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

3. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
North Kihei
United States
Mary Joy
AU$585
includes taxes & fees
17 Oct - 18 Oct
Hilton Grand Vacations Club Maui Bay Villas

4. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Charli
AU$1,309
includes taxes & fees
3 Oct - 4 Oct
Grand Wailea Maui, A Waldorf Astoria Resort

5. Paia Inn

Paia Inn
Paia
United States
Jan
AU$460
includes taxes & fees
6 Oct - 7 Oct
Paia Inn

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

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
United States
Diann
AU$544
includes taxes & fees
26 Sept - 27 Sept
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

7. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
United States
Kathryn R.
AU$519
includes taxes & fees
28 Sept - 29 Sept
Romantic 1 BR Condo with King Tempurpedic

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

Condo w/ Lanai at Beginning of Road to Hana!
Paia
United States
Kiana C.
AU$579
includes taxes & fees
5 Oct - 6 Oct
Condo w/ Lanai at Beginning of Road to Hana!

9. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
United States
Cheyenne M.
AU$534
includes taxes & fees
18 Sept - 19 Sept
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

10. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
United States
Melissa P.
AU$583
includes taxes & fees
18 Sept - 19 Sept
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
View all properties

Top Upcountry Maui Hotel Reviews

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"We had great experience staying here. The room was modern, spacious and clean with a beautiful ocean view. The location was very walkable to the coffee, restaurants, stores and the beach. The bonus was the laundry room on our floor!"
Tatum 4-night trip
Posted 6 hours ago
Maui Coast Hotel
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"When I go to Calee, I stay in this hotel 100% of the time. I’ve probably been here about a dozen times over the past few years the property is clean and the staff is always great. Tantes is the restaurant on site and is wonderful. Highly recommend both."
Robert 1-night trip
Posted 16 hours ago
Maui Seaside Hotel
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

8/10 Good
"Clean room Beach view"
Maya 7-night trip
Posted 20 hours ago
Aston Mahana at Kaanapali
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"It was an amazing hotel! Great view and great vibes!"
Brandy Hart 7-night trip
Posted 1 day ago
The Westin Maui Resort & Spa, Ka'anapali
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

10/10 Excellent
"The condo was just ok in the garden section of the complex. It smelled moldy the whole time. Needs to be updated a bit. It was fine for our two nights. I’ve stayed in way better condos in that complex but I had a last minute change in plans so I’m glad that condo was available. The price was way too high for garden view in that complex. I guess the gardeners didn’t work the weekend so our patio and the whole complex was full of dry fallen leaves and dead flowers. When the gardeners came on Monday they used gas powered blowers and the smell came into our condo and choked us!"
Kandy 2-night trip
Posted 1 day ago
Napili Shores Maui by OUTRIGGER
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"great ocean view"
Kailey 8-night trip
Posted 2 days ago
Wailea Beach Resort - Marriott, Maui
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

8/10 Good
"We got to the property for check in, had reception guy that is not exactly the best at greeting or got the best customer service award, the ladies and Kasper were nice, the place is under construction / renovation, no restaurants or gym available, the beach in under water due to the hurricane. Beautiful sunset and good coffee at the shop 808! The room is good for two, since you share the entrance with another condo, hopefully the people next to you is quiet and don’t turn on the lights at 5 am. Nice place overall."
Diana Milena 4-night trip
Posted 3 days ago
Mana Kai Maui- Official Onsite Rental
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Some of the best customer service we’ve ever had. Room was gorgeous, grounds were stunning, views were amazing"
Morgan 5-night trip
Posted 3 days ago
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Stunning. Classy. Classic."
Alexandria 5-night trip
Posted 3 days ago
Fairmont Kea Lani Maui

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