Are there any 5-star holiday rentals in Upcountry Maui?

Although you won't find any 5-star holiday rentals in Upcountry Maui on our site, we have a range of retreats that promise an unforgettable getaway. Discover one that suits your needs by checking out our holiday rentals in Upcountry Maui .

Five Star Hotels in Upcountry Maui

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check availability on Upcountry Maui 5 Star Hotels

Tonight

Tomorrow

This weekend

Next weekend

Top 5 Stars Hotels in Upcountry Maui

Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

"Amazing stay and service. Four Seasons always exceeded our expectations. Beautiful resort with nice beaches and pools. Family loved it."

includes taxes & fees

10 Jul - 11 Jul

9 outdoor pools, pool cabanas (surcharge), pool loungers

"We had the best time! The property is absolutely gorgeous and the weather was perfect. "

includes taxes & fees

1 Aug - 2 Aug

3 outdoor pools, pool cabanas (surcharge), pool loungers

"Excellent hotel and staff. "

includes taxes & fees

11 Jul - 12 Jul

"Great place for family."

includes taxes & fees

22 Jul - 23 Jul

"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."

includes taxes & fees

11 Jul - 12 Jul

On the beach, beach towels, snorkelling, surfing

"Super nice "

includes taxes & fees

6 Aug - 7 Aug

"Perfect for Families. Quite spacious and great for a relaxing Family vacation."

includes taxes & fees

24 Jul - 25 Jul

"It’s a decent hotel to stay for the family."

includes taxes & fees

15 Jul - 16 Jul

Save an average of 15% on thousands of hotels when you're signed in

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

2365 Kaanapali Pkwy, Lahaina, HI

S$955

15 Jul - 16 Jul

includes taxes & fees

9/10 Wonderful! (857 reviews)

Still don't see what you're looking for?

See all properties in Upcountry Maui.

You can also use these popular filters to refine your search.

Pool Spa Hot tub Breakfast included Waterpark

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 sights like Haleakala Crater and Maui Agricultural Research Center as you discover Upcountry Maui—a relaxing area also notable for its island views.

See all hotels in Upcountry Maui

Maui Island which includes landscape views

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

Recent Reviews in Upcountry Maui

5/5 Excellent

"Ms ging, Vee and almira, and the rest of staff are awesome… Management 🏆"

A verified traveller stayed at Four Seasons Resort Maui at Wailea

Posted 2 days ago

5/5 Excellent

"A little aged, but otherwise excellent resort for families with teenagers and toddlers. Their cabana and ocean beds rental were reasonable and convenient. Hotel restaurants are ok. Typical overly expensive and mediocre flavor; however, you have Plantantion House, Merriman, Sansei, and other Kaanapali/Lahaina restaurants to try. Also, nearby Honolua Store is perfect for more affordable dining and drink options."

A verified traveller from Irvine stayed at The Ritz-Carlton Maui, Kapalua

Posted 3 days ago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Hotels in Upcountry Maui by Star Rating

Areas of Upcountry Maui

Hotels near Upcountry Maui Attractions

More Hotel Options in Upcountry Maui

More Accommodation Types in Upcountry Maui

Other Recommended Cities

Explore more hotels

See a list of all hotels in Upcountry Maui

More ways to book

Book 5 Star Hotels in Upcountry Maui on Expedia.com

Expedia's Latest Trends

Hotels

Kauai Hotels with EntertainmentNapa Valley Hotels with Airport ShuttleFort Walton Beach - Destin Hotels with smoking roomsFort Walton Beach - Destin Hotels with Airport ShuttleCooperstown - Otsego Lake Hotels with smoking roomsGatlinburg - Pigeon Forge Hotels with shuttleCape Cod Hotels with smoking roomsMaui Hotels with YogaWinston - Salem Hotels with smoking roomsHotels in MauiWaikiki Budget HotelsHotels in WaikikiJersey Shore Hotels with smoking roomsOregon Coast Hotels with smoking roomsFort Walton Beach - Destin Hotels with EntertainmentNorthwest Indiana Hotels with smoking rooms

Flights

Silicon Valley flightsHonolulu flightsOahu flightsMaui flights

Cars

Car hire in KauaiCar hire in OahuCar hire in Maui

Activities

Things to do in Silicon ValleyThings to do in Bay Area

Packages

Maui Holiday from Singapore

General

Visit WaikikiVisit North ShoreVisit Long IslandVisit Santa Rosa Island

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$445

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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Five Star Hotels in Upcountry Maui

Change your mind

Treat yourself

Be picky

Check availability on Upcountry Maui 5 Star Hotels

Top 5 Stars Hotels in Upcountry Maui

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Montage Kapalua Bay

Montage Kapalua Bay

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

Explore similar 4-star hotels

The Westin Maui Resort & Spa, Ka'anapali

Learn more about Upcountry Maui

Find out more about Upcountry Maui

Find out more about Upcountry Maui

Stay in Luxury: 5 Star Hotels in Upcountry Maui

5-Star Hotels in Upcountry Maui

Make Your Escape

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

Recent Reviews in Upcountry Maui

Recent Reviews in Upcountry Maui

Four Seasons Resort Maui at Wailea

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Hotels in Upcountry Maui by Star Rating

Areas of Upcountry Maui

Hotels near Upcountry Maui Attractions

More Hotel Options in Upcountry Maui

More Accommodation Types in Upcountry Maui

Other Recommended Cities

Explore more hotels

More ways to book

Expedia's Latest Trends

Frequently asked questions