Find 5 Star Hotels in Upcountry Maui, HI from ¥24,505
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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, (1000)
The price is ¥99,222
¥117,045 total
includes taxes & fees
May 2 - May 3

The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
9.2 out of 10, Wonderful, (1001)
The price is ¥126,525
¥156,992 total
includes taxes & fees
Apr 23 - Apr 24

Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
9.0 out of 10, Wonderful, (1001)
The price is ¥119,488
¥148,692 total
includes taxes & fees
May 2 - May 3

Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
9.4 out of 10, Exceptional, (1001)
The price is ¥126,525
¥157,554 total
includes taxes & fees
Apr 26 - Apr 27

Montage Kapalua Bay
Montage Kapalua Bay
9.6 out of 10, Exceptional, (198)
The price is ¥146,370
¥182,576 total
includes taxes & fees
May 12 - May 13

Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
9.6 out of 10, Exceptional, (41)
The price is ¥259,192
¥314,880 total
includes taxes & fees
May 12 - May 13

Fairmont Kea Lani Maui Villa Experience
Fairmont Kea Lani Maui Villa Experience
9.6 out of 10, Exceptional, (5)

Wailea Luxury Hilltop Resort Vistas
Wailea Luxury Hilltop Resort Vistas
10.0 out of 10, Exceptional, (2)
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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 ¥40,406 per night from May 23 to May 24
¥40,406
¥52,644 total
includes taxes & fees
May 23 - May 24
8.8/10 Excellent! (1,003 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 Haleakala Crater and Maui Agricultural Research Center 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

Four Seasons Resort Maui at Wailea
5/5 Excellent
"Luxury and opulence at its best!"
A verified traveler stayed at Four Seasons Resort Maui at Wailea
Posted 8 days ago
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