Compare and book 5 Star hotels in Upcountry Maui, Hawaii
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25 Sept - 27 SeptOur top choices for Upcountry Maui 5-star hotels
1. Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria ResortWailea
Charli
£690
includes taxes & fees
1 Oct - 2 Oct
2. The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapaliKannapali Beach Area
Matthew
£594
includes taxes & fees
25 Sept - 26 Sept
£753
includes taxes & fees
18 Sept - 19 Sept
£618
includes taxes & fees
4 Oct - 5 Oct
£774
includes taxes & fees
18 Sept - 19 Sept
£1,000
includes taxes & fees
18 Sept - 19 Sept
7. Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults OnlyWailea
Rashonner
£745
includes taxes & fees
26 Sept - 27 Sept
£1,559
includes taxes & fees
1 Oct - 2 Oct
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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.
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr Kihei HI
£739
14 Oct - 15 Oct
includes taxes & fees
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
£241
21 Sept - 22 Sept
includes taxes & fees
Hyatt Regency Maui Resort & Spa
200 Nohea Kai Dr Lahaina HI
£443
16 Sept - 17 Sept
includes taxes & fees
9.4/10 Exceptional! (1,089 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
Venture to top sights like Haleakala National Park as you discover Upcountry Maui—a relaxing city also notable for its island views.
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Photo by Project Forever
Top Upcountry Maui Hotel Reviews
The Westin Maui Resort & Spa, Ka'anapali
10/10 Excellent
"Very accessible beach and easy to walk around and explore. Close to restaurants in Lahaina and other beaches for kayaking and snorkeling. Fun activities in the resort as well through the week."
Grand Wailea Maui, A Waldorf Astoria Resort
10/10 Excellent
"Some of the best customer service we’ve ever had. Room was gorgeous, grounds were stunning, views were amazing"
Fairmont Kea Lani Maui
10/10 Excellent
"Stunning. Classy. Classic."
Wailea Beach Resort - Marriott, Maui
10/10 Excellent
"Loved this resort"
The Ritz-Carlton Maui, Kapalua
10/10 Excellent
"Outstanding property. Five star in every way. Exceptional hospitality in the true Ritz Carlton style."
Four Seasons Resort Maui at Wailea
10/10 Excellent
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"
Find out more about Upcountry Maui
Frequently asked questions
How much does it cost to stay in a 5-star hotel in Upcountry Maui?
The amount you pay for a 5-star hotel in Upcountry Maui can vary based on when you prefer to travel and how long you plan to be away, among a range of factors. Take advantage of our price per night filter and other search tools to land the best deal on a luxurious stay.
- Search for the lowest price per night from £241
What makes a hotel 5 stars in Upcountry Maui?
Exemplary guest service is integral to every 5-star hotel in Upcountry Maui. From the moment you enter the lobby, staff cater to your every need, whether offering luggage assistance and storage or providing a nightly turn-down service. On top of that, hotels must offer top-rate amenities to obtain a 5-star rating. These can include luxury bathrooms, on-site spa facilities, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Upcountry Maui?
Find an indulgent retreat that includes your room, meals, drinks and entertainment in Upcountry Maui with our filter tool. Search for hotels rated 5 stars and select the "All inclusive" filter. Have a look at what's included in the upfront price. This way, you're ready to take advantage of the premium perks on offer from the moment you arrive.
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