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

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is €839 per night
€839
29 Jun - 30 Jun
includes taxes & fees
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

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is €968 per night
€968
26 Jun - 27 Jun
includes taxes & fees
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

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
The price is €1,197 per night
€1,197
21 Jun - 22 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Fairmont Kea Lani Maui. During your stay, you're just a quick walk from Wailea Blue Golf Course. You'll find features such as free wired Internet, plus 3 outdoor pools and 6 restaurants.
Uima-allas
Poreallas

The Ritz-Carlton Maui, Kapalua
1 Ritz-Carlton Drive Kapalua HI
The price is €981 per night
€981
17 Jun - 18 Jun
includes taxes & fees
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.

Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
The price is €871 per night
€871
23 Jun - 24 Jun
includes taxes & fees
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

Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle Kihei HI
The price is €2,251 per night
€2,251
13 Jul - 14 Jul
includes taxes & fees
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

Royal Lahaina Bungalows & Spa
2780 Kekaa Drive Lahaina HI
The price is €408 per night
€408
19 Jun - 20 Jun
includes taxes & fees
During your stay at Royal Lahaina Bungalows & Spa, you're just a quick walk from Iki Park Beach. You'll find features such as free WiFi in public areas and a free shopping centre shuttle, plus 2 outdoor pools. Built in 1962, this luxury aparthotel has 127 apartments over 2 floors. Free WiFi and a furnished balcony/patio are available in each apartment.
Uima-allas
Lemmikkiystävällinen

The Resort at Kapalua Bay, Maui
One Bay Drive Lahaina HI
The price is €1,500 per night
€1,500
17 Jul - 18 Jul
includes taxes & fees
During your stay at The Resort at Kapalua Bay, Maui, you're just a quick walk from Kapalua Golf Resort Bay Course. Enjoy features like free WiFi in public areas, plus 5 restaurants and 2 poolside bars.
Uima-allas
Poreallas

2 2 Oceanview Modern Resort Vistas
938 S Kihei Rd Kihei HI
During your stay at this condo building, you're just a quick walk from Waipuilani Park. Enjoy features like free self-parking, plus an outdoor pool and 1 hot tub. The condo offers free WiFi and a kitchen.
Uima-allas
Poreallas

Fairmont Kea Lani Maui Villa Experience
4100 Wailea Alanui Dr-Building A Kihei HI
The price is €4,659 per night
€4,659
10 Jul - 11 Jul
includes taxes & fees
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

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.

Aloha Chic Penthouse Vistas
938 S Kihei Rd Kihei HI
During your stay at this condo building, you're just a quick walk from Waipuilani Park. Features include free self-parking, plus an outdoor pool and 1 hot tub. The condo offers free WiFi and a kitchen.

Kapalua Bay Villas Resort by KBM
500 Bay Drive Kapalua HI
During your stay at this condo building, you're just a quick walk from Kapalua Golf Resort Bay Course. Features include free WiFi in public areas and free self-parking, plus 2 outdoor pools. The condo includes amenities such as Private Hot Tubs and a kitchen.

Centrally Located Elegant Vistas
2219 S Kihei Rd Kihei HI
During your stay at this condo building, you're just a quick walk from Charley Young Beach. Features include free self-parking, plus an outdoor pool and 1 hot tub. The condo offers free WiFi and a kitchen.

Hale Ona Loa HOL-102 by KBM
3823 Lower Honoapiilani Road111 Kaanapali HI
The price is €1,588 per night
€1,588
19 Jun - 20 Jun
includes taxes & fees
During your stay at this villa, you're just a quick walk from Honokowai Beach Park. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool. Enjoy your stay with amenities like Private Hot Tubs and a kitchen in the villa.
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 | 13,530 hotels |
|---|---|
Lowest Price | €408 |
Highest Price | €4,659 |
Popular hotels | Grand Wailea Maui, A Waldorf Astoria Resort, Four Seasons Resort Maui at Wailea, Fairmont Kea Lani Maui, The Ritz-Carlton Maui, Kapalua, Hotel Wailea, Relais & Chateaux - Adults Only, Ho‘olei Villas at Grand Wailea, Royal Lahaina Bungalows & Spa, The Resort at Kapalua Bay, Maui, 2 2 Oceanview Modern Resort Vistas, Fairmont Kea Lani Maui Villa Experience, Oceanfront Kihei Paradise Vistas, Aloha Chic Penthouse Vistas, Kapalua Bay Villas Resort by KBM, Centrally Located Elegant Vistas, Hale Ona Loa HOL-102 by KBM |
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