Find Extended Stay Hotels in Upcountry Maui, HI

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Top Upcountry Maui Extended Stay Hotels | Reserve now, pay later

Gods Peace Of Maui

2.0 star property
Makawao
8.8 out of 10, Excellent, (47)
"If you’re planning to do the road to Hana, I’d recommend staying here. Great for price and location. Clean, and cozy. Perfect for short stay."
Canada
Shay
$167 nightly
The price is $196
Dec 19 - Dec 20
Total with taxes and fees
Gods Peace Of Maui

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

Makawao
10.0 out of 10, Exceptional, (71)
"This property was indescribable! Our stay was amazing and the host was so very accommodating! Check-in was a breeze and every room was meticulously cleaned, arranged, and ready for our group. "
United States
James B.
$2,384 nightly
The price is $2,791
Dec 11 - Dec 12
Total with taxes and fees
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

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.
$2,280 nightly
The price is $2,652
Dec 27 - Dec 28
Total with taxes and fees
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

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.
$863 nightly
The price is $1,005
Dec 7 - Dec 8
Total with taxes and fees
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Royal Lahaina Resort & Bungalows

4.0 star property
Lahaina
8.4 out of 10, Very Good, (1579)
"Everyone was friendly and location was great "
United States
Ramon Garibay
$211 nightly
The price is $249
Dec 18 - Dec 19
Total with taxes and fees
Royal Lahaina Resort & Bungalows

Kohea Kai Hotel Maui

3.0 star property
North Kihei
8.6 out of 10, Excellent, (869)
"clean room, nice staff, close to beach, right on road"
United States
Robert
$199 nightly
The price is $235
Dec 6 - Dec 7
Total with taxes and fees
Kohea Kai Hotel Maui

Sheraton Maui Resort & Spa

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1006)
"Enjoyed the hotel and the area around the hotel. Food and beach was great "
United States
james b
$339 nightly
The price is $400
Dec 9 - Dec 10
Total with taxes and fees
Sheraton Maui Resort & Spa

Fisher's Hana Bay Hale, Across from Hana Bay

Hana Town Center
9.6 out of 10, Exceptional, (409)
"We only stayed one night but it was fantastic, clean and cozy! Check in was super simple and we were able to get in and out quickly to enjoy the rest of our trip."
United States
Jarah A.
$343 nightly
The price is $401
Jan 3 - Jan 4, 2026
Total with taxes and fees
Fisher's Hana Bay Hale, Across from Hana Bay

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

Hana
10.0 out of 10, Exceptional, (493)
"This is a beautiful place to stay. You are in the forest so there may be a bug or two. It was perfect for privacy and close to everything Hana "
United States
Stephanie H.
$406 nightly
The price is $473
Dec 13 - Dec 14
Total with taxes and fees
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Hana Town Center
9.6 out of 10, Exceptional, (190)
"Super lovely place, I wish we were staying longer! Has everything you need. "
United States
Nicole
$396 nightly
The price is $461
Dec 14 - Dec 15
Total with taxes and fees
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
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.

Find out more about Upcountry Maui

Discover top Upcountry Maui attractions

Upcountry Maui offers a unique blend of adventure and relaxation, making it an exceptional choice for travelers seeking memorable experiences. Start your journey at the stunning Haleakalā National Park, where you can witness breathtaking sunrises or sunsets from the summit of a dormant volcano, a sight that will leave you in awe. For families, the Maui Tropical Plantation is a fantastic spot where you can explore lush gardens, take a tram tour, and even try your hand at zip-lining, all while learning about the island's agricultural heritage. If you're interested in local culture, the charming town of Makawao is a must-visit. Known for its paniolo (cowboy) history, you can browse unique shops and art galleries or enjoy a meal at a farm-to-table restaurant. For a taste of adventure, head to the Surfing Goat Dairy, where you can tour the farm, feed goats, and sample award-winning cheeses. Lastly, don’t miss the chance to visit the Ali’i Kula Lavender Farm, where the fragrant fields are perfect for a leisurely stroll and offer stunning views of the island. As for accommodations, staying in the quaint town of Kula provides a tranquil retreat with access to these attractions, featuring cozy bed-and-breakfasts and luxurious boutique hotels that promise attentive service and breathtaking views of the surrounding landscape.

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