Find 5 Star Hotels in Upcountry Maui, HI from SAR 2,078

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Check availability on Upcountry Maui 5 Star Hotels

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

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1004)
"The property is very big which leads to a lot of walking. They charge $150.00 a day for beach chairs.and one umbrella No other alternative available. No umbrellas available in the adult section. Not a five star hotel. "
The price is SAR 3,371
SAR 4,183 total
includes taxes & fees
27 Feb - 28 Feb
Grand Wailea Maui, A Waldorf Astoria Resort

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."
The price is SAR 3,356
SAR 3,959 total
includes taxes & fees
7 Mar - 8 Mar
Four Seasons Resort Maui at Wailea

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Very nice outdoor grounds Very poor food and beverage service in main lobby Paid up for peek a boo ocean view Didn’t sit too well Nice room In room coffeemaker good but way too loud Bathroom floor slip and fall hazard No exhaust fan and plastic toilet seat ng Older granite counters in bathroom Pool beverages only by staff service very poor idea for hot climate In adequate unhelpful staff Setting so relaxing and beautiful didn’t complain but for the price we paid Came upshort."
The price is SAR 3,334
SAR 4,139 total
includes taxes & fees
28 Feb - 1 Mar
The Ritz-Carlton Maui, Kapalua

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Wonderful experience in an adult environment!"
The price is SAR 3,934
SAR 4,862 total
includes taxes & fees
25 Mar - 26 Mar
Hotel Wailea, Relais & Chateaux - Adults Only

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (194)
"Our stay was amazing! I can’t say enough great things about the accommodations and the staff. The only thing I had a hard time with was the valet parking. The constant in and out every time you just want to stop by for an hour to change for dinner or something is a hassle with dropping the car off and requesting it again. Other than that it was fabulous!"
The price is SAR 4,977
SAR 6,135 total
includes taxes & fees
14 Mar - 15 Mar
Montage Kapalua Bay

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (38)
"Best property in Maui "
The price is SAR 6,919
SAR 8,405 total
includes taxes & fees
23 Feb - 24 Feb
Ho‘olei Villas at Grand Wailea

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 SAR 9,847
SAR 11,836 total
includes taxes & fees
27 Feb - 28 Feb
Fairmont Kea Lani Maui Villa Experience

Oceanfront Kihei Paradise Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
Oceanfront Kihei Paradise Vistas
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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 SAR 2,078

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.
Are there any 5-star vacation rentals in Upcountry Maui?
Although you won’t find any 5-star vacation rentals in Upcountry Maui on our site, we have a range of retreats that promise a memorable getaway. Find one that suits your needs by checking out our vacation rentals in Upcountry Maui.