Find 5 Star Hotels in Upcountry Maui, HI from AED 2,307

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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
Exterior

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1001)
"Beautiful resort with amazing views of the ocean. Staff went above and beyond to make our stay memorable. Area is excellent for walking running etc. outdoor mall only minutes away with great restaurants and shopping. The Wailea area is stunning. We will be back. "
The price is AED 3,375
AED 4,184 total
includes taxes & fees
26 Jan - 27 Jan
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Exterior

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Great service. Excellent resort experience. Had an issue with drainage worms in the shower of the first room. Four Seasons upgraded us to a better room after issue was identified. "
The price is AED 2,645
AED 3,120 total
includes taxes & fees
3 Feb - 4 Feb
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
View from property

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.0 out of 10, Wonderful, (1001)
"I liked the pool it was incredible"
The price is AED 3,265
AED 4,054 total
includes taxes & fees
23 Jan - 24 Jan
The Ritz-Carlton Maui, Kapalua
Hotel Wailea, Relais & Chateaux - Adults Only
Pool

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (996)
"Hotel Wailea is a gem! Beautiful grounds and stunning architectural designs! Impeccable service and attention to guest needs. No better hotel in Maui!"
The price is AED 3,853
AED 4,762 total
includes taxes & fees
1 Feb - 2 Feb
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
Exterior

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (193)
"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 AED 4,812
AED 6,064 total
includes taxes & fees
29 Jan - 30 Jan
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Pool

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (38)
"Best property in Maui "
The price is AED 7,120
AED 8,637 total
includes taxes & fees
27 Jan - 28 Jan
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
Exterior

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (4)
"It’s a decent hotel to stay for the family."
The price is AED 8,145
AED 9,824 total
includes taxes & fees
26 Jan - 27 Jan
Fairmont Kea Lani Maui Villa Experience
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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.
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy, Lahaina, HI
The price is AED 2,307 per night from Jan 26 to Jan 27
AED 2,307
AED 2,934 total
includes taxes & fees
26 Jan - 27 Jan
8.8/10 Excellent! (659 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.

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 2,307

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.