Find 5 Star Hotels in Upcountry Maui, HI from AED 923
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Compare Upcountry Maui 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
9.6 out of 10, Exceptional, (1040)
The price is AED 2,736
AED 3,228 total
includes taxes & fees
1 Apr - 2 Apr

The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
9.2 out of 10, Wonderful, (1070)
The price is AED 3,302
AED 4,097 total
includes taxes & fees
11 Apr - 12 Apr

Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
9.0 out of 10, Wonderful, (1123)
The price is AED 3,302
AED 4,097 total
includes taxes & fees
1 Apr - 2 Apr

Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
9.4 out of 10, Exceptional, (1005)
The price is AED 3,853
AED 4,762 total
includes taxes & fees
30 Mar - 31 Mar

Montage Kapalua Bay
Montage Kapalua Bay
9.8 out of 10, Exceptional, (197)
The price is AED 4,044
AED 5,029 total
includes taxes & fees
20 Apr - 21 Apr

Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
9.6 out of 10, Exceptional, (40)
The price is AED 7,572
AED 9,171 total
includes taxes & fees
28 Apr - 29 Apr

Fairmont Kea Lani Maui Villa Experience
Fairmont Kea Lani Maui Villa Experience
9.6 out of 10, Exceptional, (5)
The price is AED 10,768
AED 12,918 total
includes taxes & fees
27 Apr - 28 Apr

Wailea Luxury Hilltop Resort Vistas
Wailea Luxury Hilltop Resort Vistas
10.0 out of 10, Exceptional, (1)
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Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Upcountry Maui.

Hilton Vacation Club Ka'anapali Beach Maui
104 Ka'anapali Shores Place, Kaanapali, HI
The price is AED 937 per night from Apr 24 to Apr 25
AED 937
AED 1,236 total
includes taxes & fees
24 Apr - 25 Apr
8.8/10 Excellent! (1,001 reviews)
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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.
Learn more about Upcountry Maui
Head to sights like Haleakalā Visitor Center and Haleakala Crater as you discover Upcountry Maui—a relaxing area also known for its island views.

Recent reviews of Upcountry Maui hotels
Recent reviews of Upcountry Maui hotels

Grand Wailea Maui, A Waldorf Astoria Resort
5/5 Excellent
"The beach is the absolute star of the show. Love the different pools and landscaping throughout the property. Some areas need a little repair with some walkways with missing or crumbled stones. The pools were open until 10pm which was so nice but towels were not available poolside after 5pm. You had to go upstairs to the valet which was odd and inconvenient. I noticed that used glasses and debris were left in sitting areas, lobby, walkways, for lengthy amounts of time. The room itself was well situated, had a nice view, and a beautiful large bathroom. The room was very clean and housekeeping services were excellent although the room decor could use an update. The biggest asset of this resort is the staff. In all areas we found the staff to be helpful, courteous, and enjoyable. A special mention to the front desk, Carolina, she was super. Shopping is a short walk from the resort."
A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort
Posted 10 hours ago
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Upcountry Maui Hotels by Star Rating
Hotels in Upcountry Maui Neighborhoods
Stay near popular Upcountry Maui attractions
- Hotels near Haleakala National Park
- Hotels near Haleakala Crater
- Hotels near Haleakalā Visitor Center
- Hotels near Maui Agricultural Research Center
- Hotels near Maui Spa Retreat
- Hotels near Haleakala Bike Company
- Hotels near Ho'omana Spa Maui
- Hotels near Pukalani Country Club
- Hotels near Bamboo Forest
- Hotels near Makawao Park
- Hotels near Hanawi Natural Forest Reserve
- Hotels near Kula Botanical Garden
- Hotels near Hui Noʻeau Visual Arts Center
- Hotels near Polipoli Spring State Recreation Area
- Hotels near Hosmer Grove
- Hotels near Aliʻi Kula Lavender
- Hotels near Kalahaku Overlook
- Hotels near Hali imaile Farmer's Market
- Hotels near Leleiwi Overlook
- Hotels near Sun Yat-sen Park
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