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Top Upcountry Maui 5 Star Hotels

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (1006)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is 19.910.860 ₫
23.487.248 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
Wailea
9.0 out of 10, Wonderful, (1004)
"Great hotel "
United States
Suzi
The price is 15.611.697 ₫
20.126.884 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Grand Wailea Maui, A Waldorf Astoria Resort

Fairmont Kea Lani Maui

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1008)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
The price is 20.600.488 ₫
25.856.168 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Fairmont Kea Lani Maui

The Ritz-Carlton Maui, Kapalua

5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1007)
"Great amenities and staff. Great location"
Canada
Jeongwon
The price is 18.434.028 ₫
23.456.163 ₫ total
includes taxes & fees
12 Dec - 13 Dec
The Ritz-Carlton Maui, Kapalua

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
United States
Margaret
The price is 22.389.828 ₫
27.966.909 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Hotel Wailea, Relais & Chateaux - Adults Only

Montage Kapalua Bay

5.0 star property
Lahaina
9.6 out of 10, Exceptional, (204)
"We used Spa, expedia mentioned there is 20% discount and we didn't get it"
United States
Ronak
The price is 29.141.060 ₫
37.469.158 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Montage Kapalua Bay

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is 47.567.176 ₫
57.822.206 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Ho‘olei Villas at Grand Wailea

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
The price is 7.182.414 ₫
9.872.345 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Royal Lahaina Bungalows & Spa

Fairmont Kea Lani Maui Villa Experience

5.0 star property
Wailea
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is 79.617.068 ₫
95.466.186 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Fairmont Kea Lani Maui Villa Experience

2 2 Oceanview Modern Resort Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas

Wailea Luxury Hilltop Resort Vistas

5.0 star property
Wailea
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas

Oceanfront Kihei Paradise Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas

Centrally Located Elegant Vistas

5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas

Montage Kapalua Bay 5203 Free CAR KBM Resorts

5.0 star property
Kapalua
Montage Kapalua Bay 5203 Free CAR KBM Resorts

Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

Montage Kapalua Bay 6302 Free CAR KBM Resorts

5.0 star property
Kapalua
Montage Kapalua Bay 6302 Free CAR KBM Resorts

Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)

Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)

5.0 star property
Kaanapali
Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)

Honua Kai 2 Free Rental Cars KBM Resorts Family Friendly 2 Units, 3 Bedrooms HK Ml-1436

5.0 star property
Kaanapali
Honua Kai 2 Free Rental Cars KBM Resorts Family Friendly 2 Units, 3 Bedrooms HK Ml-1436
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Explore similar 4-star hotels

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Learn more about Upcountry Maui

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

Haleakala National Park featuring desert views

Top Upcountry Maui Hotel Reviews

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 8.310.790 ₫

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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