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Find Romantic Hotels in Upcountry Maui, HI from $243

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Top Upcountry Maui Romantic Hotels

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 10 - Dec 11
Total with taxes and fees
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.
$2,204 nightly
The price is $2,572
Dec 27 - Dec 28
Total with taxes and fees
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

Royal Lahaina Resort & Bungalows

4.0 star property
Lahaina
8.4 out of 10, Very Good, (1590)
"Everyone was friendly and location was great "
United States
Ramon Garibay
$229 nightly
The price is $270
Dec 18 - Dec 19
Total with taxes and fees
Royal Lahaina Resort & Bungalows

Maui Beach Hotel

3.0 star property
Kahului
7.2 out of 10, Good, (1107)
"Convenient location "
United States
Yukie
$206 nightly
The price is $243
Dec 21 - Dec 22
Total with taxes and fees
Maui Beach Hotel

OUTRIGGER Kaanapali Beach Resort

3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1508)
"Great spot, ideal location and one of the best beaches on island"
United States
Joseph
$277 nightly
The price is $326
Dec 21 - Dec 22
Total with taxes and fees
OUTRIGGER Kaanapali Beach Resort

Paia Inn

3.5 star property
Paia
8.8 out of 10, Excellent, (344)
"Very nice place and the stuffs are great!"
United States
Zhe
$225 nightly
The price is $266
Dec 12 - Dec 13
Total with taxes and fees
Paia Inn

Fisher's Hana Bay Hale, Across from Hana Bay

Hana Town Center
9.6 out of 10, Exceptional, (409)
"Cute place with character in Hana. It was so nice to not rush the road to Hana and stay in this remote location. "
United States
Annette M.
$343 nightly
The price is $401
Jan 8 - Jan 9, 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, (494)
"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.
$347 nightly
The price is $404
Dec 21 - Dec 22
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
$399 nightly
The price is $464
Dec 16 - Dec 17
Total with taxes and fees
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Hyatt Regency Maui Resort & Spa

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (1011)
"Loved it can’t wait to go back "
United States
Tiffany
$373 nightly
The price is $440
Dec 12 - Dec 13
Total with taxes and fees
Hyatt Regency Maui Resort & Spa
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

Upcountry Maui attractions for couples

Upcountry Maui offers a rich tapestry of experiences that cater to travelers seeking a unique and memorable getaway. Start your journey at the lush Haleakalā National Park, where you can hike through the mesmerizing landscapes and witness breathtaking sunrises above the clouds. The park's diverse ecosystems are perfect for adventurous families looking to explore nature's wonders. Next, visit the charming town of Makawao, famous for its paniolo (cowboy) culture, where you can shop for unique local art and enjoy delicious farm-to-table dining options, perfect for those who appreciate quality cuisine. For a taste of Maui's agricultural heritage, head to the Surfing Goat Dairy, where interactive tours and goat cheese tastings offer a delightful hands-on experience for both kids and adults. Don't miss the chance to tour the Ali’i Kula Lavender Farm, where fragrant fields of lavender provide a tranquil setting for leisurely strolls and breathtaking views of the island. Finally, the scenic drive along Kula Highway rewards you with panoramic vistas that showcase the beauty of Upcountry Maui, making it a perfect backdrop for family photos. Consider staying in Kula, where boutique accommodations blend luxury with a relaxed atmosphere. Here, you'll find attentive service and breathtaking views, allowing you to unwind after a day of adventure while enjoying the unique charm of this mountainous region.

Top Upcountry Maui Hotel Reviews

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