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.

The Ritz-Carlton Maui, Kapalua
3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.0 out of 10, Wonderful, (1004)
"Staff was amazing and friendly! Thanks to Lusi K and Susie for accommodating us to the ocean view room we had booked, we had an amazing experience! Check-in on 11/18/24 front desk staff was not helpful, and again thanks to staff the following morning, the issue was resolved and we were able to stay in the ocean view room we had booked. Thank you to the concierge staff for booking the appropriate adventures! Mahalo, Adelina and Todd Dana "
The price is ₩1,270,111
₩1,577,720 total
includes taxes & fees
Jan 5 - Jan 6, 2025
The Ritz-Carlton Maui, Kapalua
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1005)
"I really enjoyed the restaurants at this property. The food was amazing and the service was very good. I will stay here again just because of that."
The price is ₩1,299,010
₩1,611,810 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1002)
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again "
The price is ₩1,112,612
₩1,312,458 total
includes taxes & fees
Jan 11 - Jan 12, 2025
Four Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (990)
"Absolutely love this property! Amazing views and dining!!"
The price is ₩1,443,505
₩1,788,010 total
includes taxes & fees
Jan 21 - Jan 22, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
On the beach, beach towels, snorkeling, surfing

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 ₩1,940,568
₩2,441,821 total
includes taxes & fees
Jan 17 - Jan 18, 2025
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (38)
"Best property in Maui "
The price is ₩2,595,882
₩3,155,901 total
includes taxes & fees
Jan 14 - Jan 15, 2025
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

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 ₩3,192,111
₩3,850,312 total
includes taxes & fees
Jan 18 - Jan 19, 2025
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.
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

104 Ka'anapali Shores Place, Kaanapali, HI
The price is ₩629,420 per night from Jan 13 to Jan 14
₩629,420
₩793,613 total
includes taxes & fees
Jan 13 - Jan 14, 2025
8.8/10 Excellent! (1,004 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?
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 ₩629,420

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.