Upcountry Maui 5 Stars Hotels

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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 NT$29,449
NT$36,540 total
includes taxes & fees
Feb 27 - Feb 28
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 NT$29,318
NT$34,584 total
includes taxes & fees
Mar 7 - Mar 8
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 NT$29,121
NT$36,153 total
includes taxes & fees
Mar 1 - Mar 2
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 NT$34,362
NT$42,466 total
includes taxes & fees
Mar 25 - Mar 26
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 NT$43,469
NT$53,584 total
includes taxes & fees
Mar 14 - Mar 15
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 NT$63,868
NT$77,465 total
includes taxes & fees
Mar 5 - Mar 6
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 NT$86,008
NT$103,380 total
includes taxes & fees
Feb 27 - Feb 28
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?
The amount you pay for a 5-star hotel in Upcountry Maui can vary according to when you decide to travel and how long you plan to stay, among a number of factors. Use our price per night filter and other search tools to find the best rate on a plush stay.

  • Search for the lowest price per night from NT$18,147

What makes a hotel 5 stars in Upcountry Maui?
Faultless guest service is at the heart of every 5-star hotel in Upcountry Maui. From the minute you step through the door, staff are at your beck and call, whether arranging valet parking or providing a nightly turn-down service. In addition, hotels have to feature top-rate conveniences to qualify for a 5-star rating. These can include luxury baths, spas or saunas, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Upcountry Maui?
Use Expedia’s filters to find a high-end retreat in Upcountry Maui where everything you need is included. After your initial search, narrow down your results for properties that have 5 stars and are deemed “All inclusive.” The main thing on the agenda at these stays? Pure relaxation and indulgence.
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 an unforgettable getaway. Discover one that suits your needs by checking out our vacation rentals in Upcountry Maui.