Find 5 Star Hotels in Upcountry Maui, HI from AED 923

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Check availability on Upcountry Maui 5 Star Hotels

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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

5.0 star property
9.6 out of 10, Exceptional, (1040)
"Excellent service, clean and beautiful property"
The price is AED 2,736
AED 3,228 total
includes taxes & fees
1 Apr - 2 Apr
Four Seasons Resort Maui at Wailea

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1070)
"Everything you needed is there on the property. The only thing I wish they had was a shuttle bus. Unless you have transportation, you have to take a taxi. Other than that the concierge the staff were great. I did miss having Poi at the luau. "
The price is AED 3,302
AED 4,097 total
includes taxes & fees
11 Apr - 12 Apr
The Ritz-Carlton Maui, Kapalua

Grand Wailea Maui, A Waldorf Astoria Resort

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

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1005)
"Our second year staying at this hotel. It’s an incredible place and we will definitely be back, "
The price is AED 3,853
AED 4,762 total
includes taxes & fees
30 Mar - 31 Mar
Hotel Wailea, Relais & Chateaux - Adults Only

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (197)
"I liked everything except the dining service. The staff was unfriendly and rude. They should not work there.- they kept us in the bar in excess of 15 minutes even after 4 tables had been open We had to walk over to tell them that tables had been open. "
The price is AED 4,044
AED 5,029 total
includes taxes & fees
20 Apr - 21 Apr
Montage Kapalua Bay

Ho‘olei Villas at Grand Wailea

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

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (5)
"It’s a decent hotel to stay for the family."
The price is AED 10,768
AED 12,918 total
includes taxes & fees
27 Apr - 28 Apr
Fairmont Kea Lani Maui Villa Experience

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
"We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back! "
Wailea Luxury Hilltop Resort Vistas

Oceanfront Kihei Paradise Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
Oceanfront Kihei Paradise Vistas
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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.

Maui Island featuring landscape views

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Upcountry Maui?
You can find a variety of pricing options for a 5-star hotel in Upcountry Maui on Expedia. How much you’ll pay will depend on when you plan to travel, length of your trip and other factors. Compare all of the available properties for your desired dates and make use of our pricing and other filters to land the perfect upscale stay.

  • Search for the lowest price per night from AED 923

What makes a hotel 5 stars in Upcountry Maui?
From gourmet dining venues and all-day fitness centers to pools and superior bedding, the 5-star experience in Upcountry Maui is all about indulgence and comfort. But it requires more than just upscale perks to receive a 5-star rating. Hotels also have to provide outstanding guest-centric services like in-room massages, on-site dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Upcountry Maui?
Our filter tool is the best way to search for exactly what you’re looking for. Select “5-star” and “All inclusive” to see the most upscale properties in Upcountry Maui where your room, meals, activities and entertainment are included in the upfront price. At these getaways, your trip is pure leisure from the moment you put down your suitcase.
Are there any 5-star vacation rentals in Upcountry Maui?
Although you won’t find any 5-star vacation rentals in Upcountry Maui on our site, we have a range of retreats that promise a memorable getaway. Find one that suits your needs by checking out our vacation rentals in Upcountry Maui.