A barren volcanic landscape with rugged terrain and distant mountains.

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Check availability on Upcountry Maui 5 Star Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Upcountry Maui 5-star hotels

Exterior detail

1. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,010 reviews)
"Great relaxed resorts pool food is ok not great but the restaurants on property are superb"
United States
Ramy
The price is £880
includes taxes & fees
31 Aug - 1 Sept
Fairmont Kea Lani Maui
9 outdoor pools, pool cabanas (surcharge), pool loungers

2. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,000 reviews)
"Beautiful property, amazing pools and wonderful service."
United States
Ashley
The price is £693
includes taxes & fees
23 Aug - 24 Aug
Grand Wailea Maui, A Waldorf Astoria Resort
3 outdoor pools, pool cabanas (surcharge), pool loungers

3. The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,003 reviews)
"Beautiful resort"
United States
Vinice
The price is £756
includes taxes & fees
28 Aug - 29 Aug
The Ritz-Carlton Maui, Kapalua
Terrace/patio

4. The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali
5.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,153 reviews)
"Loved the pool area and the beach access ."
United States
Jennifer
The price is £574
includes taxes & fees
24 Aug - 25 Aug
The Westin Maui Resort & Spa, Ka'anapali
Property grounds

5. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"Excellent staff and service!"
Canada
Ifelere
The price is £776
includes taxes & fees
26 Aug - 27 Aug
Four Seasons Resort Maui at Wailea
Outdoor spa tub

6. Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,003 reviews)
"Beautiful large rooms that felt like an apartment - a special hotel - low key, beautiful , organic, a bit off the shore but who cares....would go there again - staff was gracious and helpful - food excellent"
United States
Ruta
The price is £747
includes taxes & fees
11 Aug - 12 Aug
Hotel Wailea, Relais & Chateaux - Adults Only
Restaurant

7. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (50 reviews)
"Overall, our stay at Ho’olei was wonderful, as always! We were a party of eight, and the three-bedroom villa was the perfect setup for our family. There was something for everyone to enjoy, especially the kids. We loved the fitness classes, the pools on both sides of the property, the dining options, and the Fourth of July festivities. The villa was spotless, spacious, and very comfortable. One of our favorite parts of the trip was enjoying dinner on the lanai while watching the beautiful...
Canada
Stephanie
The price is £1,577
includes taxes & fees
17 Aug - 18 Aug
Ho‘olei Villas at Grand Wailea
Aerial view

8. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.0 out of 10, Very good, (21 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is £370
includes taxes & fees
30 Aug - 31 Aug
Royal Lahaina Bungalows & Spa
Premier Room, 4 Bedrooms, Lanai | Living room | 50-inch LCD TV with cable channels, TV

9. The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (215 reviews)
"Loved the pool layout and the gorgeous ocean view. Not noisy, very minimal music played at the pool which was nice! The snorkeling on site is better than Molokini crater. The only slight downside is that the beach is a bit small and there were limited restaurants on site but that is only a tiny negative. Loved this resort and would come back."
United States
Nathalie
The price is £727
includes taxes & fees
29 Aug - 30 Aug
The Resort at Kapalua Bay, Maui
Villa, 1 Bedroom (Ocean View, Sleeps 4 (KBV-15B3)) | 1 bedroom, laptop workspace, iron/ironing board, bed sheets

10. Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
10.0 out of 10, Exceptional, (1 review)
"Service was impeccable, they took care of our every need promptly and gracefully. Beautiful setting."
United States
Mariana
Kapalua Bay Villas Resort by KBM
Balcony

11. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (11 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."
United States
Carrie
2 2 Oceanview Modern Resort Vistas
Outdoor pool, open 8:00 AM to 10:00 PM, free pool cabanas

12. NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
5.0 star property
Wailea
NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
View from property

13. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is £2,960
includes taxes & fees
25 Aug - 26 Aug
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment, Ocean View | Living area | Hulu, streaming services

14. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (3 reviews)
"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
BBQ/picnic Area

15. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Condo was very well stocked and very clean. Thank you for great accommodations."
United States
Shirley
Aloha Chic Penthouse Vistas
On the beach, white sand, beach towels

16. Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is £668
includes taxes & fees
30 Aug - 31 Aug
Hale Ona Loa HOL-102 by KBM
Luxury Apartment | Beach/ocean view

17. Wailea Luxury Hilltop Resort Vistas

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

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
The price is £258 per night from 30 Aug to 31 Aug
£258
30 Aug - 31 Aug
includes taxes & fees
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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 top sights like Haleakala National Park as you discover Upcountry Maui—a relaxing city also notable for its island views.

See all hotels in Upcountry Maui
A barren volcanic landscape with rugged terrain and distant mountains.
Photo by Project Forever
Open Photo by Project Forever

Top Upcountry Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Wonderful place to stay in Maui."
Katelyn 6-night trip
Posted 7 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Find out more about Upcountry Maui

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 £258

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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