Best 5 Star Hotels in Upcountry Maui
Check availability on Upcountry Maui 5 Star Hotels
Featured Upcountry Maui 5 Stars Hotels

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is €730 per night
€730
includes taxes & fees
2 May - 3 May
Our customers tell us that they can't get enough of the helpful staff at Four Seasons Resort Maui at Wailea. During your stay, you're just a quick walk from Wailea Beach. Enjoy features like a free shopping centre shuttle, plus 3 outdoor pools and 3 restaurants.
Uima-allas
Poreallas

The Ritz-Carlton Maui, Kapalua
1 Ritz-Carlton Drive, Kapalua, HI
The price is €876 per night
€876
includes taxes & fees
26 May - 27 May
Our customers tell us that they can't get enough of the helpful staff at The Ritz-Carlton Maui, Kapalua. During your stay, you're just a quick walk from Jean Michele Cousteau's Ambassadors of the Environment. A free beach shuttle, 3 outdoor pools and 6 restaurants are available.
Uima-allas
Poreallas

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is €928 per night
€928
includes taxes & fees
1 May - 2 May
Our customers tell us that they can't get enough of the pool at Grand Wailea Maui, A Waldorf Astoria Resort. During your stay, you're just a quick walk from Wailea Beach. Enjoy features like free WiFi in public areas, plus 9 outdoor pools and 7 restaurants.
Uima-allas
Poreallas

Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street, Kihei, HI
The price is €880 per night
€880
includes taxes & fees
6 May - 7 May
Our customers tell us that they can't get enough of the helpful staff at Hotel Wailea, Relais & Chateaux - Adults Only. During your stay, you'll be within walking distance of Wailea Beach. Enjoy features like a free manager's reception and a free beach shuttle, plus 3 restaurants.
Uima-allas
Kylpylä

Montage Kapalua Bay
One Bay Drive, Lahaina, HI
The price is €1,139 per night
€1,139
includes taxes & fees
20 May - 21 May
During your stay at Montage Kapalua Bay, you're just a quick walk from Kapalua Golf Resort Bay Course. Enjoy features like free WiFi in public areas, plus 2 poolside bars and a full-service spa.
Uima-allas
Poreallas

Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle, Kihei, HI
The price is €1,965 per night
€1,965
includes taxes & fees
12 May - 13 May
During your stay at Ho‘olei Villas at Grand Wailea, you're just a quick walk from Wailea Beach. Free WiFi in public areas, a full-service spa and an outdoor pool are available.
Uima-allas
Poreallas

Fairmont Kea Lani Maui Villa Experience
4100 Wailea Alanui Dr-Building A, Kihei, HI
During your stay at Fairmont Kea Lani Maui Villa Experience, you're just a quick walk from Wailea Blue Golf Course. Enjoy features like free breakfast and free valet parking, plus 3 outdoor pools.
Uima-allas
Poreallas

Wailea Luxury Hilltop Resort Vistas
10 Wailea Ekolu Pl, Kihei, HI
During your stay at this apartment building, you're just a quick walk from Shops at Wailea. Features include free self-parking and 2 outdoor pools. The apartment offers free WiFi and a kitchen.
Uima-allas
Keittiö

Oceanfront Kihei Paradise Vistas
938 S Kihei Rd, Kihei, HI
During your stay at this apartment building, you're just a quick walk from Waipuilani Park. You'll find features such as free self-parking, plus an outdoor pool and 1 hot tub. Free WiFi and a kitchen are available in the apartment.
Uima-allas
Poreallas
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.
Upcountry Maui hotels essential information
Accommodation | 12,150 hotels |
---|---|
Lowest Price | €730 |
Highest Price | €1,965 |
Popular hotels | Four Seasons Resort Maui at Wailea, The Ritz-Carlton Maui, Kapalua, Grand Wailea Maui, A Waldorf Astoria Resort, Hotel Wailea, Relais & Chateaux - Adults Only, Montage Kapalua Bay, Ho‘olei Villas at Grand Wailea, Fairmont Kea Lani Maui Villa Experience, Wailea Luxury Hilltop Resort Vistas, Oceanfront Kihei Paradise Vistas |
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