Five Star Hotels in Upcountry Maui

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Check availability on Upcountry Maui 5 Star Hotels

Top Upcountry Maui 5 Stars Hotels

Fairmont Kea Lani Maui
Relax by the wavy pool surrounded by palm trees and lounge areas, with ocean views from the adjacent beachfront.

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Amazing hotel in Waliea "
The price is RM3,244
RM4,078 total
includes taxes & fees
11 Aug - 12 Aug
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Enjoy breathtaking ocean views from this beachfront resort, surrounded by palm trees and a sandy beach area.

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1003)
"Amazing stay and service. Four Seasons always exceeded our expectations. Beautiful resort with nice beaches and pools. Family loved it."
The price is RM3,163
RM3,731 total
includes taxes & fees
14 Jul - 15 Jul
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, pool cabanas (surcharge), pool loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1003)
"We had the best time! The property is absolutely gorgeous and the weather was perfect. "
The price is RM3,817
RM4,736 total
includes taxes & fees
1 Aug - 2 Aug
Grand Wailea Maui, A Waldorf Astoria Resort
The Ritz-Carlton Maui, Kapalua
Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Excellent hotel and staff. "
The price is RM4,008
RM5,003 total
includes taxes & fees
13 Jul - 14 Jul
The Ritz-Carlton Maui, Kapalua
Hotel Wailea, Relais & Chateaux - Adults Only
Relax by the fire pit in our outdoor lounge, surrounded by comfortable seating and a serene pool.

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
The price is RM3,196
RM4,021 total
includes taxes & fees
13 Jul - 14 Jul
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
Relax by the serene infinity pool surrounded by lush palm trees and a well-maintained garden.

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (201)
"Super nice "
The price is RM4,790
RM6,159 total
includes taxes & fees
6 Aug - 7 Aug
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Relax by the serene pool surrounded by palm trees and lounge chairs.

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is RM12,194
RM14,659 total
includes taxes & fees
31 Jul - 1 Aug
Ho‘olei Villas at Grand Wailea
2 2 Oceanview Modern Resort Vistas
Enjoy ocean views from the pool area surrounded by lush greenery and palm trees.

2 2 Oceanview Modern Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
2 2 Oceanview Modern Resort Vistas
Fairmont Kea Lani Maui Villa Experience
Relax by the infinity pool overlooking the ocean and mountains.

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."
The price is RM9,497
RM11,453 total
includes taxes & fees
12 Aug - 13 Aug
Fairmont Kea Lani Maui Villa Experience
Wailea Luxury Hilltop Resort Vistas
Enjoy cooking in this well-lit kitchen with ample storage and a spacious layout.

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
Wailea Luxury Hilltop Resort Vistas
Oceanfront Kihei Paradise Vistas
Guests can enjoy ocean views from their balcony, surrounded by lush greenery and a golf course.

Oceanfront Kihei Paradise Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
Oceanfront Kihei Paradise Vistas
Centrally Located Elegant Vistas
Relax on the balcony with a glass door leading to an outdoor seating area, perfect for enjoying the view.

Centrally Located Elegant Vistas

5.0 star property
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!"
Centrally Located Elegant Vistas
Upscale Luxurious Ocean Resort Vistas
Enjoy al fresco dining and relaxation by the pool amidst lush greenery and palm trees.

Upscale Luxurious Ocean Resort Vistas

5.0 star property
Upscale Luxurious Ocean Resort Vistas
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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.
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy, Lahaina, HI
The price is RM2,291 per night from 10 Aug to 11 Aug
RM2,291
RM2,948 total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (862 reviews)
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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.

See all hotels in Upcountry Maui
Maui Island featuring 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 RM1,129

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.