Upcountry Maui 5 Stars Hotels

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Top Upcountry Maui 5 Stars Hotels

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"A good hotel. The free upgrade was nice though I suspect because they weren’t filled. The beach was somewhat mediocre for the price, you’re better off in the North near Kaanapali. The breakfast involved a lot of waiting for someone who there was no clear reason for him helping. It was a buffet, adding a rate limiting step then having him give me attitude about asking for the check is a bit much. At this price point you can do better (look nextdoor)."
The price is HK$5,472
HK$6,454 total
includes taxes & fees
2 May - 3 May
Four Seasons Resort Maui at Wailea

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful tropical environment exceptionally maintained. Dining options didn't vary much and were overpriced for value. Warm vs. hot dishes, very small portions. Very friendly staff. "
The price is HK$6,977
HK$8,657 total
includes taxes & fees
22 Apr - 23 Apr
The Ritz-Carlton Maui, Kapalua

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1001)
"loved it lots of families tho"
The price is HK$6,589
HK$8,199 total
includes taxes & fees
1 May - 2 May
Grand Wailea Maui, A Waldorf Astoria Resort

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Peaceful and beautiful "
The price is HK$6,977
HK$8,688 total
includes taxes & fees
26 Apr - 27 Apr
Hotel Wailea, Relais & Chateaux - Adults Only

Montage Kapalua Bay

5.0 star property
9.6 out of 10, Exceptional, (198)
"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 HK$8,258
HK$10,288 total
includes taxes & fees
22 May - 23 May
Montage Kapalua Bay

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (41)
"Best property in Maui "
The price is HK$14,308
HK$17,381 total
includes taxes & fees
30 Apr - 1 May
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."
Fairmont Kea Lani Maui Villa Experience

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"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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Learn more about Upcountry Maui

Venture to sights like Haleakala Crater and Maui Agricultural Research Center as you discover Upcountry Maui—a relaxing area also notable for its island views.

Maui Island which includes landscape views

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 HK$1,474

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.
Are there any 5-star holiday rentals in Upcountry Maui?
Although there aren’t any 5-star holiday rentals in Upcountry Maui on our site, we have a range of properties that promise a memorable getaway. Find one that matches your needs by searching our holiday rentals in Upcountry Maui.