Five Star Hotels in Upcountry Maui

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Check availability on Upcountry Maui 5 Star Hotels

Tonight
6 Apr - 7 Apr
Tomorrow
7 Apr - 8 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 Apr

Our top choices for Upcountry Maui 5-star hotels

Property grounds

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"10/10 service, amazing room with gorgeous view! "
United States
Timothy
The price is S$1,168
includes taxes & fees
30 Apr - 1 May
Four Seasons Resort Maui at Wailea
Exterior detail

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Great location. Clean hotel, friendly staff. Beautiful surroundings. "
Canada
Jamie
The price is S$1,753
includes taxes & fees
5 May - 6 May
Fairmont Kea Lani Maui
9 outdoor pools, pool cabanas (surcharge), pool loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,002 reviews)
"Excellent and beautiful place to visit."
United States
DAVID
The price is S$1,140
includes taxes & fees
29 Apr - 30 Apr
Grand Wailea Maui, A Waldorf Astoria Resort
3 outdoor pools, pool cabanas (surcharge), pool loungers

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,006 reviews)
"Awesome resort!!!"
United States
Clifford
The price is S$1,372
includes taxes & fees
21 Apr - 22 Apr
The Ritz-Carlton Maui, Kapalua
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Literally the best hotel experience I’ve had. "
United States
Isabel
The price is S$1,389
includes taxes & fees
21 Apr - 22 Apr
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, pool umbrellas, pool loungers

The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (211 reviews)
"The views are next level. We enjoyed the pools, spa, restaurant and more. It was our second stay there and definitely going back. "
United States
Mandy D
The price is S$2,725
includes taxes & fees
17 Apr - 18 Apr
The Resort at Kapalua Bay, Maui
Restaurant

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (45 reviews)
"Womderful home, terrific service, access to hotel amenities was key."
United States
ALAN
The price is S$3,109
includes taxes & fees
23 Apr - 24 Apr
Ho‘olei Villas at Grand Wailea
Aerial view

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (9 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is S$592
includes taxes & fees
6 May - 7 May
Royal Lahaina Bungalows & Spa
Balcony

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
9.8 out of 10, Exceptional, (8 reviews)
"The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful! "
United States
Paulina
2 2 Oceanview Modern Resort Vistas
Beach/ocean view

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2 reviews)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
View from property

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is S$5,130
includes taxes & fees
19 Apr - 20 Apr
Fairmont Kea Lani Maui Villa Experience
Living area

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas
Living area

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2 reviews)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas
Pool

Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is S$1,219
includes taxes & fees
20 Apr - 21 Apr
Hale Ona Loa HOL-102 by KBM
1 bedroom, laptop workspace, iron/ironing board, free cots/infant beds

Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
The price is S$4,079
includes taxes & fees
17 Apr - 18 Apr
Kapalua Bay Villas Resort by KBM
Terrace/patio

Kapalua Ridge Villas KBM Resorts 2 Units, 2 Bedrooms KRV Ml-3535

Kapalua Ridge Villas KBM Resorts 2 Units, 2 Bedrooms KRV Ml-3535
5.0 star property
Kapalua
Kapalua Ridge Villas KBM Resorts 2 Units, 2 Bedrooms KRV Ml-3535
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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 S$798 per night from 13 Apr to 14 Apr
S$798
13 Apr - 14 Apr
includes taxes & fees
9.2/10 Wonderful! (1,012 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.

Learn more about Upcountry Maui

Venture to top sights like Haleakala National Park as you discover Upcountry Maui—a relaxing city also notable for its island views.

See all hotels in Upcountry Maui
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Open Photo by Project Forever

Top Upcountry Maui Hotel Reviews

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

2/10 Terrible
"there was nothing about our experience that made it feel luxurious. First, the online check in system did not work, which meant that we had to do traditional check in and wait in line for that. there were only two people working check in, with a line of guests waiting, while there were three concierge members not doing anything at the time. then when we checked into our room, which was supposed to be a two bedroom suite, we found the connecting door was not unlocked, and we had to make a phone call to get that resolved. Then upon using the pool, we found out that the pool heater was broken and would not be functional our entire trip. Given that it was unseasonably cool, this was quite an issue. Next, on a day when it was warm enough to utilize the beach, upon asking for 5 towels for the five members of our party (not an extreme request) at the towel hut, I was met with disdain and the comment " I am running short of towels" and a blank stare. He finally gave me five towels after a moment of silence. This is not my problem, but the problem of the resort if there are not enough towels to serve one towel per guest. Finally, on day of check out, I asked for a late check out for two hours after check out, and was only able to get one hour, and not even offered any solution that would work, such as changing rooms or paying extra, just told "no". While none of these are huge issues by themselves, as a composite, they added up to an experience that did not meet the luxury one expec"
Alexander 6-night trip
Posted 22 hours ago
The Ritz-Carlton Maui, Kapalua

Find out more about Upcountry Maui

Stay in Luxury: 5 Star Hotels in Upcountry Maui

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Upcountry Maui trip. You'll join the multitudes of holidaymakers who have made Upcountry Maui so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Upcountry Maui and indulge in the finer things in life for a while.

5-Star Hotels in Upcountry Maui

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Upcountry Maui are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Upcountry Maui 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Upcountry Maui! Choose one of our Upcountry Maui 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


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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 S$481

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.

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