Upcountry Maui 5 Stars Hotels

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Top Upcountry Maui 5 Stars Hotels

Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping. "
United States
Mohammad
The price is P44,489
P52,480 total
includes taxes & fees
Dec 1 - Dec 2
Four Seasons Resort Maui at Wailea
9 outdoor pools, cabanas (surcharge), sun loungers
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
Wailea
9.0 out of 10, Wonderful, (1001)
"Great hotel "
United States
Suzi
The price is P34,883
P44,972 total
includes taxes & fees
Dec 2 - Dec 3
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
The price is P45,028
P56,592 total
includes taxes & fees
Dec 4 - Dec 5
Fairmont Kea Lani Maui
3 outdoor pools, cabanas (surcharge), sun loungers
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1003)
"Great amenities and staff. Great location"
Canada
Jeongwon
The price is P41,238
P52,472 total
includes taxes & fees
Dec 12 - Dec 13
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, (1001)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
United States
Margaret
The price is P50,028
P62,489 total
includes taxes & fees
Dec 19 - Dec 20
Hotel Wailea, Relais & Chateaux - Adults Only
On the beach, beach towels, snorkeling, surfing
Montage Kapalua Bay

Montage Kapalua Bay

5.0 star property
Lahaina
9.6 out of 10, Exceptional, (204)
"We used Spa, expedia mentioned there is 20% discount and we didn't get it"
United States
Ronak
The price is P58,926
P75,766 total
includes taxes & fees
Dec 11 - Dec 12
Montage Kapalua Bay
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is P106,810
P129,823 total
includes taxes & fees
Dec 17 - Dec 18
Ho‘olei Villas at Grand Wailea
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
The price is P16,048
P22,059 total
includes taxes & fees
Dec 7 - Dec 8
Royal Lahaina Bungalows & Spa
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)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is P186,736
P223,738 total
includes taxes & fees
Nov 28 - Nov 29
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, sun loungers
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas
Private kitchen
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

5.0 star property
Wailea
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, sun loungers
Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2)
"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
Balcony
Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"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
Front of property
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203

KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203

5.0 star property
Kapalua
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
Pool
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
Property entrance
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302

NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302

5.0 star property
Kapalua
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302
Pool
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)
View from room
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)

Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
Pool
Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)

Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)

5.0 star property
Kaanapali
Honua Kai Hokulani Collection by KBM - 2 Units on same floor (201/203)
Pool
Honua Kai 2 Free Rental Cars KBM Resorts Family Friendly 2 Units, 3 Bedrooms HK Ml-1436

Honua Kai 2 Free Rental Cars KBM Resorts Family Friendly 2 Units, 3 Bedrooms HK Ml-1436

5.0 star property
Kaanapali
Honua Kai 2 Free Rental Cars KBM Resorts Family Friendly 2 Units, 3 Bedrooms HK Ml-1436
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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 P25,927 per night from Dec 1 to Dec 2
P25,927
P33,990 total
Dec 1 - Dec 2
includes taxes & fees
9/10 Wonderful! (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.

Learn more about Upcountry Maui

Head to sights like Haleakalā Visitor Center and Haleakala Crater as you discover Upcountry Maui—a relaxing area also known for its island views.

See all hotels in Upcountry Maui
Haleakala National Park which includes desert views

Top Upcountry Maui Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Amazing hotel and spa"
Gor 7-night trip
Posted 3 days ago
Fairmont Kea Lani Maui

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 P18,570

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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