Upcountry Maui 5 Stars Hotels

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Top Upcountry Maui 5 Stars Hotels

The Ritz-Carlton Maui, Kapalua
3 outdoor pools, pool cabanas (surcharge), pool loungers

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.0 out of 10, Wonderful, (1005)
"Had a wonderful stay for our anniversary and we definitely will be back! The service was impeccable and everyone was SO friendly wherever we went in the hotel, even the housekeeping when passing in the halls. It's so rare these days, even in top hotels. Breakfast was a little overpriced for the ala carte menu, but the food in every restaurant was very good. Had the best massage of my life at the spa (Holly is AMAZING) and wished we had planned to spend more time there. Have stayed at other...
The price is HK$5,596
HK$7,029 total
includes taxes & fees
1 Dec - 2 Dec
The Ritz-Carlton Maui, Kapalua
Four Seasons Resort Maui at Wailea
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Excellent "
The price is HK$6,188
HK$7,299 total
includes taxes & fees
30 Nov - 1 Dec
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1001)
"Amazing resort. "
The price is HK$6,141
HK$7,672 total
includes taxes & fees
1 Dec - 2 Dec
Grand Wailea Maui, A Waldorf Astoria Resort
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (981)
"Great place to rest and enjoy the island. Very quiet and relaxed place. The only down side would be very limited dining option in the resort. Restaurants are very, very expensive but they do not offer many options for dining. Not a great kind of restaurant for a hotel resort. You can go once maybe twice and eat, and you already tried everything on the menu. Two person dinner at least $450 and breakfast at least $150-$200 which is just too crazy. "
The price is HK$8,165
HK$10,090 total
includes taxes & fees
7 Dec - 8 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
On the beach, beach towels, snorkelling, surfing

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (193)
"Our stay was amazing! I can’t say enough great things about the accommodations and the staff. The only thing I had a hard time with was the valet parking. The constant in and out every time you just want to stop by for an hour to change for dinner or something is a hassle with dropping the car off and requesting it again. Other than that it was fabulous!"
The price is HK$8,251
HK$10,282 total
includes taxes & fees
14 Dec - 15 Dec
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Outdoor pool, pool loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (37)
"Best property in Maui "
The price is HK$12,259
HK$14,966 total
includes taxes & fees
11 Dec - 12 Dec
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (4)
"It’s a decent hotel to stay for the family."
The price is HK$18,784
HK$22,616 total
includes taxes & fees
16 Dec - 17 Dec
Fairmont Kea Lani Maui Villa Experience
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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.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI
The price is HK$4,426 per night from 1 Dec to 2 Dec
HK$4,426
HK$5,680 total
includes taxes & fees
1 Dec - 2 Dec
9.2/10 Wonderful! (1,002 reviews)
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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$2,879

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.