Upcountry Maui 5 Stars Hotels

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Check availability on Upcountry Maui 5 Star Hotels

Top Upcountry Maui 5 Stars Hotels

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
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 HK$7,155
HK$8,868 total
includes taxes & fees
26 Jan - 27 Jan
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

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 HK$5,602
HK$6,608 total
includes taxes & fees
3 Feb - 4 Feb
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
3 outdoor pools, pool cabanas (surcharge), pool loungers

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 HK$6,917
HK$8,587 total
includes taxes & fees
23 Jan - 24 Jan
The Ritz-Carlton Maui, Kapalua
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, (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 HK$8,167
HK$10,093 total
includes taxes & fees
1 Feb - 2 Feb
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
On the beach, beach towels, snorkelling, 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 HK$10,550
HK$13,267 total
includes taxes & fees
2 Feb - 3 Feb
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Outdoor pool, pool 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 HK$15,082
HK$18,296 total
includes taxes & fees
27 Jan - 28 Jan
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 HK$17,266
HK$20,824 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 HK$4,887 per night from 25 Jan to 26 Jan
HK$4,887
HK$6,215 total
includes taxes & fees
25 Jan - 26 Jan
8.8/10 Excellent! (673 reviews)
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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 based on when you prefer to travel and how long you plan to be away, among a range of factors. Take advantage of our price per night filter and other search tools to land the best deal on a luxurious stay.

  • Search for the lowest price per night from HK$4,887

What makes a hotel 5 stars in Upcountry Maui?
Exemplary guest service is integral to every 5-star hotel in Upcountry Maui. From the moment you enter the lobby, staff cater to your every need, whether offering luggage assistance and storage or providing a nightly turn-down service. On top of that, hotels must offer top-rate amenities to obtain a 5-star rating. These can include luxury bathrooms, on-site spa facilities, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Upcountry Maui?
Find an indulgent retreat that includes your room, meals, drinks and entertainment in Upcountry Maui with our filter tool. Search for hotels rated 5 stars and select the “All inclusive” filter. Have a look at what’s included in the upfront price. This way, you’re ready to take advantage of the premium perks on offer from the moment you arrive.
Are there any 5-star holiday rentals in Upcountry Maui?
Although there aren’t any 5-star holiday rentals in Upcountry Maui on our site, we have a range of properties that promise a memorable getaway. Find one that matches your needs by searching our holiday rentals in Upcountry Maui.