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Check availability on Upcountry Maui 5 Star Hotels

Top Upcountry Maui 5 Star 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, (1004)
"The staff is very attentive and friendly."
The price is £745
includes taxes & fees
12 Sept - 13 Sept
The Ritz-Carlton Maui, Kapalua
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, (1002)
"Good food great area "
The price is £655
includes taxes & fees
2 Sept - 3 Sept
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Beautiful resort "
The price is £769
includes taxes & fees
4 Sept - 5 Sept
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | 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, (1002)
"This was an exceptional property and we literally had the most amazing stay. Staff were attentive and all car journies were complkmentary. "
The price is £719
includes taxes & fees
31 Aug - 1 Sept
Four Seasons Resort Maui at Wailea
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, (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 £821
includes taxes & fees
14 Sept - 15 Sept
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, (201)
"Super nice "
The price is £951
includes taxes & fees
15 Sept - 16 Sept
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, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is £1,814
includes taxes & fees
4 Sept - 5 Sept
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, (5)
"It’s a decent hotel to stay for the family."
The price is £1,771
includes taxes & fees
23 Sept - 24 Sept
Fairmont Kea Lani Maui Villa Experience
2 2 Oceanview Modern Resort Vistas
Outdoor pool, pool umbrellas, pool loungers

2 2 Oceanview Modern Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (4)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
2 2 Oceanview Modern Resort Vistas
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop

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
Centrally Located Elegant Vistas
Luxury Condo | Balcony

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
Oceanfront Kihei Paradise Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, pool loungers

Oceanfront Kihei Paradise Vistas

5.0 star property
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. "
Oceanfront Kihei Paradise Vistas
Upscale Luxurious Ocean Resort Vistas
BBQ/picnic Area

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.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Kihei, HI
The price is £724 per night from 24 Sept to 25 Sept
£724
24 Sept - 25 Sept
includes taxes & fees
9.2/10 Wonderful! (997 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 sights like Haleakalā Visitor Center and Haleakala Crater as you discover Upcountry Maui—a relaxing area also notable for its island views.

See all hotels in Upcountry Maui
Maui Island showing landscape views

Top Upcountry Maui Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Gorgeous property with plenty of amenities. "
Blake 7-night trip
Posted 3 days ago
Fairmont Kea Lani Maui

Find out more about Upcountry Maui

Find out more about Upcountry Maui

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 £218

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.