Find 5 Star Hotels in Upcountry Maui, HI from AED 1,162

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Check availability on Upcountry Maui 5 Star Hotels

Tonight
3 Nov - 4 Nov
Tomorrow
4 Nov - 5 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Compare Upcountry Maui 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1001)
"Wonderful!"
United States
Xianjun
The price is AED 2,736
AED 3,228 total
includes taxes & fees
8 Nov - 9 Nov
Four Seasons Resort Maui at Wailea
3 outdoor pools, cabanas (surcharge), sun loungers
The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
5.0 star property
9.0 out of 10, Wonderful, (1006)
"Really nice property with excellent amenities. "
United States
Tatiana
The price is AED 3,008
AED 3,787 total
includes taxes & fees
1 Dec - 2 Dec
The Ritz-Carlton Maui, Kapalua
9 outdoor pools, cabanas (surcharge), sun loungers
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
8.8 out of 10, Excellent, (1015)
"Stunning resort!"
United States
Sara
The price is AED 2,119
AED 2,738 total
includes taxes & fees
17 Nov - 18 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
5.0 star property
9.4 out of 10, Exceptional, (1022)
"This was a beautiful property and was lovely every day we were there. "
Canada
Elizabeth
The price is AED 2,807
AED 3,528 total
includes taxes & fees
30 Nov - 1 Dec
Fairmont Kea Lani Maui
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (1003)
"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."
United States
Alon
The price is AED 3,302
AED 4,112 total
includes taxes & fees
30 Nov - 1 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
On the beach, beach towels, snorkeling, surfing
Montage Kapalua Bay
Montage Kapalua Bay
5.0 star property
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 AED 3,673
AED 4,723 total
includes taxes & fees
30 Nov - 1 Dec
Montage Kapalua Bay
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (44)
"This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities."
United States
David
The price is AED 7,320
AED 8,874 total
includes taxes & fees
30 Nov - 1 Dec
Ho‘olei Villas at Grand Wailea
Exterior
Royal Lahaina Bungalows & Spa
Royal Lahaina Bungalows & Spa
5.0 star property
The price is AED 1,024
AED 1,403 total
includes taxes & fees
20 Nov - 21 Nov
Royal Lahaina Bungalows & Spa
View from property
Fairmont Kea Lani Maui Villa Experience
Fairmont Kea Lani Maui Villa Experience
5.0 star property
9.8 out of 10, Exceptional, (6)
"Good property "
United States
Itzamnan
The price is AED 8,812
AED 10,610 total
includes taxes & fees
3 Dec - 4 Dec
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, sun loungers
2 2 Oceanview Modern Resort Vistas
2 2 Oceanview Modern Resort Vistas
5.0 star property
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
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas
Wailea Luxury Hilltop Resort Vistas
5.0 star property
10.0 out of 10, Exceptional, (2)
"We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back! "
United States
Heather
Wailea Luxury Hilltop Resort Vistas
Luxury Condo | Balcony
Centrally Located Elegant Vistas
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!"
United States
Edwin
Centrally Located Elegant Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, sun loungers
Oceanfront Kihei Paradise Vistas
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. "
United States
Mae
Oceanfront Kihei Paradise Vistas
Condo (6 Bedrooms) | Pool
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
5.0 star property
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
Condo (6 Bedrooms) | Pool
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)
5.0 star property
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)
Condo (3 Bedrooms) | Front of property
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
5.0 star property
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
Condo (Multiple Bedrooms) | View from room
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
5.0 star property
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
Condo (3 Bedrooms) | Front of property
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302
5.0 star property
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302
Condo (3 Bedrooms) | Pool | Outdoor pool
Honua Kai Hokulani Collection by KBM - 3 Units on same floor (332/338/344)
Honua Kai Hokulani Collection by KBM - 3 Units on same floor (332/338/344)
5.0 star property
Honua Kai Hokulani Collection by KBM - 3 Units on same floor (332/338/344)
Condo (6 Bedrooms) | Pool | Outdoor pool
Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)
Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)
5.0 star property
Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)
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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 AED 820 per night from Nov 20 to Nov 21
AED 820
AED 1,162 total
20 Nov - 21 Nov
includes taxes & fees
8.4/10 Very Good! (1,533 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

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

See all hotels in Upcountry Maui
Haleakala National Park showing general coastal views and wildflowers

Top Upcountry Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Wonderful place can’t wait to go back great value"
Craig A 4-night trip
Posted 1 day ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Upcountry Maui?
You can find a variety of pricing options for a 5-star hotel in Upcountry Maui on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare all of the available properties for your desired dates and make use of our pricing and other filters to land the perfect upscale stay.

  • Search for the lowest price per night from AED 1,162

What makes a hotel 5 stars in Upcountry Maui?
From gourmet dining venues and all-day fitness centers to pools and superior bedding, the 5-star experience in Upcountry Maui is all about indulgence and comfort. But it requires more than just upscale perks to receive a 5-star rating. Hotels also have to provide outstanding guest-centric services like in-room massages, on-site dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Upcountry Maui?
Our filter tool is the best way to search for exactly what you're looking for. Select "5-star" and "All inclusive" to see the most upscale properties in Upcountry Maui where your room, meals, activities and entertainment are included in the upfront price. At these getaways, your trip is pure leisure from the moment you put down your suitcase.

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