Find 5 Star Hotels in Upcountry Maui, HI from SAR 1,636

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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
Outdoor pool

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 SAR 3,302
SAR 4,102 total
includes taxes & fees
5 Jan - 6 January 2025
The Ritz-Carlton Maui, Kapalua
Grand Wailea Maui, A Waldorf Astoria Resort
Exterior

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1004)
"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 SAR 3,377
SAR 4,190 total
includes taxes & fees
5 Jan - 6 January 2025
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, (1002)
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again "
The price is SAR 2,893
SAR 3,412 total
includes taxes & fees
12 Jan - 13 January 2025
Four Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
Pool

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 SAR 3,753
SAR 4,648 total
includes taxes & fees
21 Jan - 22 January 2025
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 SAR 5,556
SAR 6,951 total
includes taxes & fees
12 Jan - 13 January 2025
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 SAR 6,749
SAR 8,205 total
includes taxes & fees
14 Jan - 15 January 2025
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 SAR 8,299
SAR 10,010 total
includes taxes & fees
18 Jan - 19 January 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 SAR 1,636 per night from Jan 14 to Jan 15
SAR 1,636
SAR 2,063 total
includes taxes & fees
14 Jan - 15 January 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?
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 1,636

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.