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Adventure Sport Hotels & Resorts in Upcountry Maui from AU$401

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Best Upcountry Maui Adventure Sport Hotels

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

Makawao
9.2 out of 10, Wonderful, (31)
"Very good location for the sunrise at Haleakala. Well equipped and a superb self-serve breakfast. We found everything we needed and loved staying there."
Germany
Dirk A.
The price is AU$632
includes taxes & fees
9 Dec - 10 Dec
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Kula
10.0 out of 10, Exceptional, (185)
"Great stay"
United States
Peter A.
The price is AU$1,548
includes taxes & fees
9 Dec - 10 Dec
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

Makawao
10.0 out of 10, Exceptional, (50)
"We were a family of nine and this house worked well for us. it has a funky and earthy vibe, which we enjoyed and was a real contrast to Waikiki Beach where we had just stayed. We were there during a warm spell and even though the house did not have air conditioning, the nights were pleasant even if during the day it could get a little warm. Eve, the host, arranged for us to have a private hula lesson, which was a highlight of our stay. We greatly enjoyed the centrality of the location to...
United States
A Scott W.
The price is AU$3,905
includes taxes & fees
27 Dec - 28 Dec
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

Paia Inn

3.5 star property
Paia
8.8 out of 10, Excellent, (343)
"Very nice place and the stuffs are great!"
United States
Zhe
The price is AU$401
includes taxes & fees
9 Dec - 10 Dec
Paia Inn

🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

Lahaina
9.8 out of 10, Exceptional, (139)
"The property was perfect for a family trip to Maui. It has everything we need and the property contact was very responsive. "
United States
Kate M.
The price is AU$1,162
includes taxes & fees
11 Dec - 12 Dec
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is AU$3,344
includes taxes & fees
7 Jan - 8 Jan 2026
Ho‘olei Villas at Grand Wailea

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Paia
9.8 out of 10, Exceptional, (90)
"We loved the beautiful apartment which was just down the street from a beach with numerous sea turtles! The kitchen was well appointed and the apartment was located close to beaches and Paia. I especially appreciated the decor and paintings which added to the relaxed vibe. We would not hesitate to stay here again! "
United States
Emily P.
The price is AU$657
includes taxes & fees
14 Dec - 15 Dec
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3

North Kihei
9.8 out of 10, Exceptional, (75)
"Great location. Central to everything. We’ve been here around 20 times and love the little spots like this on the beach. Best sunset ever!!"
United States
Eric F.
The price is AU$807
includes taxes & fees
13 Dec - 14 Dec
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Central Kihei
9.4 out of 10, Exceptional, (84)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo, great views and location"
United States
Pam B.
The price is AU$949
includes taxes & fees
6 Jan - 7 Jan 2026
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Sugar Beach Resort Oceanview 1 bed/1 bath

North Kihei
9.6 out of 10, Exceptional, (111)
"Nice view of the ocean from the balcony. Clean unit with just about everything you will need for a short vacation."
United States
Ron R.
The price is AU$658
includes taxes & fees
15 Dec - 16 Dec
Sugar Beach Resort Oceanview 1 bed/1 bath
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.

Top Upcountry Maui Hotel Reviews

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