Compare and book 5 Star hotels in Upcountry Maui, Hawaii
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Upcountry Maui 5 Star Hotels
Top Upcountry Maui 5 Star Hotels

Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
9.4 out of 10, Exceptional, (1000)
The price is £753
includes taxes & fees
11 Aug - 12 Aug

Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
9.6 out of 10, Exceptional, (1001)
The price is £655
includes taxes & fees
24 Jul - 25 Jul

Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
8.8 out of 10, Excellent, (1000)
The price is £831
includes taxes & fees
1 Aug - 2 Aug

The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
9.0 out of 10, Wonderful, (1004)
The price is £751
includes taxes & fees
8 Aug - 9 Aug

Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
9.4 out of 10, Exceptional, (1001)
The price is £707
includes taxes & fees
19 Jul - 20 Jul

Montage Kapalua Bay
Montage Kapalua Bay
9.8 out of 10, Exceptional, (201)
The price is £1,054
includes taxes & fees
7 Aug - 8 Aug

Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
9.6 out of 10, Exceptional, (42)
The price is £1,984
includes taxes & fees
18 Aug - 19 Aug

2 2 Oceanview Modern Resort Vistas
2 2 Oceanview Modern Resort Vistas
10.0 out of 10, Exceptional, (3)
Save an average of 15% on thousands of hotels when you're signed in
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.

Top Upcountry Maui Hotel Reviews

Fairmont Kea Lani Maui
10/10 Excellent
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
Hotels in Upcountry Maui by Star Rating
Areas of Upcountry Maui
Accommodation near Upcountry Maui attractions
Choose Your Upcountry Maui Hotel Style
- Adults Only Resorts & Hotels in Upcountry Maui
- Beach Resorts & Hotels in Upcountry Maui
- Boutique Hotels in Upcountry Maui
- Cheap Hotels in Upcountry Maui
- Family-Friendly Hotels in Upcountry Maui
- Golf Hotels in Upcountry Maui
- Hotels with Air Conditioning in Upcountry Maui
- Hotels with Balcony in Upcountry Maui
- Hotels with Breakfast in Upcountry Maui
- Hotels with Hot Tubs in Upcountry Maui
- Hotels with Laundry Service in Upcountry Maui
- Hotels with Parking in Upcountry Maui
- Hotels with Parking in Upcountry Maui
- Hotels with Pool in Upcountry Maui
- Hotels with Restaurant in Upcountry Maui
- Hotels with Wifi in Upcountry Maui
- Hotels with a Bar in Upcountry Maui
- Hotels with a View in Upcountry Maui
- Hotels with smoking rooms in Upcountry Maui
- Luxury Hotels in Upcountry Maui
- Mountain Hotels in Upcountry Maui
- Romantic Hotels in Upcountry Maui
- Shopping Hotels in Upcountry Maui
- Spa Hotels in Upcountry Maui
- Sports Hotels in Upcountry Maui
- Yoga Hotels in Upcountry Maui
More accommodation types in Upcountry Maui
- Condo Rentals in Upcountry Maui
- Holiday Homes in Upcountry Maui
- Apartments in Upcountry Maui
- Villas in Upcountry Maui
- Resorts in Upcountry Maui
- Serviced Apartments in Upcountry Maui
- Cottages in Upcountry Maui
- B&B in Upcountry Maui
- Condo Resorts in Upcountry Maui
- Guest Houses in Upcountry Maui
- Farmstay in Upcountry Maui
- Hostels in Upcountry Maui
Explore more hotels
- Andaz Maui at Wailea Resort - a concept by Hyatt
- Hyatt Regency Maui Resort & Spa
- Aston Maui Kaanapali Villas
- Aston Kaanapali Shores
- Wailea Beach Resort - Marriott, Maui
- AEI at Maui Kaanapali Villas Resort
- Maui Seaside Hotel
- Sheraton Maui Resort & Spa
- Maui Beach Hotel
- Hampton Inn & Suites Maui North Shore
- Hilton Vacation Club Ka'anapali Beach Maui
- AEI at Kaanapali Shores
- Napili Shores Maui by OUTRIGGER
- Hilton Grand Vacations Club Maui Bay Villas
- AC Hotel by Marriott Maui Wailea
- Residence Inn by Marriott Maui Wailea
- Maui Beach Vacation Club
- Napili Kai Beach Resort
- Hotel Wailea, Relais & Chateaux - Adults Only
More ways to book
Expedia's Latest Trends
Hotels
Holiday Rentals