A barren volcanic landscape with rugged terrain and distant mountains.

Upcountry Maui 5 Stars Hotels

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Check availability on Upcountry Maui 5 Star Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Upcountry Maui 5-star hotels

Exterior detail

1. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,010 reviews)
"Great relaxed resorts pool food is ok not great but the restaurants on property are superb"
United States
Ramy
The price is P57,814
P72,945 total
includes taxes & fees
Aug 31 - Sep 1
Fairmont Kea Lani Maui
9 outdoor pools, cabanas (surcharge), sun loungers

2. 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, (1,000 reviews)
"Beautiful property, amazing pools and wonderful service."
United States
Ashley
The price is P44,910
P57,298 total
includes taxes & fees
Aug 18 - Aug 19
Grand Wailea Maui, A Waldorf Astoria Resort
3 outdoor pools, cabanas (surcharge), sun loungers

3. The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,003 reviews)
"Beautiful resort"
United States
Vinice
The price is P49,194
P62,712 total
includes taxes & fees
Aug 28 - Aug 29
The Ritz-Carlton Maui, Kapalua
Terrace/patio

4. The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali
5.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,153 reviews)
"Loved the pool area and the beach access ."
United States
Jennifer
The price is P36,963
P47,428 total
includes taxes & fees
Aug 25 - Aug 26
The Westin Maui Resort & Spa, Ka'anapali
Property grounds

5. 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)
"Excellent staff and service!"
Canada
Ifelere
The price is P50,795
P64,320 total
includes taxes & fees
Aug 26 - Aug 27
Four Seasons Resort Maui at Wailea
Outdoor spa tub

6. Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,003 reviews)
"Beautiful large rooms that felt like an apartment - a special hotel - low key, beautiful , organic, a bit off the shore but who cares....would go there again - staff was gracious and helpful - food excellent"
United States
Ruta
The price is P49,194
P62,054 total
includes taxes & fees
Aug 1 - Aug 2
Hotel Wailea, Relais & Chateaux - Adults Only
Restaurant

7. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (50 reviews)
"Overall, our stay at Ho’olei was wonderful, as always! We were a party of eight, and the three-bedroom villa was the perfect setup for our family. There was something for everyone to enjoy, especially the kids. We loved the fitness classes, the pools on both sides of the property, the dining options, and the Fourth of July festivities. The villa was spotless, spacious, and very comfortable. One of our favorite parts of the trip was enjoying dinner on the lanai while watching the beautiful...
Canada
Stephanie
The price is P105,680
P129,439 total
includes taxes & fees
Aug 17 - Aug 18
Ho‘olei Villas at Grand Wailea
Aerial view

8. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.0 out of 10, Very Good, (21 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is P23,089
P30,677 total
includes taxes & fees
Aug 30 - Aug 31
Royal Lahaina Bungalows & Spa
Premium bedding, in-room safe, desk, laptop workspace

9. The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (215 reviews)
"Loved the pool layout and the gorgeous ocean view. Not noisy, very minimal music played at the pool which was nice! The snorkeling on site is better than Molokini crater. The only slight downside is that the beach is a bit small and there were limited restaurants on site but that is only a tiny negative. Loved this resort and would come back."
United States
Nathalie
The price is P39,296
P60,134 total
includes taxes & fees
Aug 28 - Aug 29
The Resort at Kapalua Bay, Maui
1 bedroom, laptop workspace, iron/ironing board, bed sheets

10. Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
10.0 out of 10, Exceptional, (1 review)
"Service was impeccable, they took care of our every need promptly and gracefully. Beautiful setting."
United States
Mariana
Kapalua Bay Villas Resort by KBM
Balcony

11. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (11 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."
United States
Carrie
2 2 Oceanview Modern Resort Vistas
Outdoor pool, open 8:00 AM to 10:00 PM, free cabanas, pool umbrellas

12. NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
5.0 star property
Wailea
NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
View from property

13. 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 P202,559
P244,762 total
includes taxes & fees
Aug 28 - Aug 29
Fairmont Kea Lani Maui Villa Experience
Living area

14. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (3 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
BBQ/picnic area

15. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Condo was very well stocked and very clean. Thank you for great accommodations."
United States
Shirley
Aloha Chic Penthouse Vistas
On the beach, white sand, beach towels

16. Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is P21,248
P55,411 total
includes taxes & fees
Aug 30 - Aug 31
Hale Ona Loa HOL-102 by KBM
Beach/ocean view

17. 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
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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.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
The price is P15,239 per night from Aug 30 to Aug 31
P15,239
P21,358 total
Aug 30 - Aug 31
includes taxes & fees
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Learn more about Upcountry Maui

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

See all hotels in Upcountry Maui
A barren volcanic landscape with rugged terrain and distant mountains.
Photo by Project Forever
Open Photo by Project Forever

Top Upcountry Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Wonderful place to stay in Maui."
Katelyn 6-night trip
Posted 6 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

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.


Expedia India is rated 4 stars by Feefo based on 1038 reviews

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 P21,358

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.