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

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Upcountry Maui 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A resort with multiple buildings, a beach, and a mountainous backdrop.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.
A resort with a pond, a wooden bridge, and lush greenery.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Jason
NT$25,568
NT$32,412 total
includes taxes & fees
Oct 9 - Oct 10
Grand Wailea Maui, A Waldorf Astoria Resort
A resort with a large pool, palm trees, and a view of the ocean.
A gazebo with white columns and a metal roof, surrounded by lush tropical plants and a small water feature.
A beach with palm trees and a rainbow over the ocean.
A resort with multiple swimming pools, palm trees, and a beach view.

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

The Westin Maui Resort & Spa, Ka'anapali
Kannapali Beach Area
United States
Matthew
NT$21,401
NT$27,241 total
includes taxes & fees
Oct 12 - Oct 13
The Westin Maui Resort & Spa, Ka'anapali
A pool area with lounge chairs and palm trees, overlooking the ocean.
A golf course with a pool and resort buildings.
An outdoor dining area with tables and chairs, palm trees, and string lights against a backdrop of the ocean and sky.
An aerial view of a coastal area with a sandy beach, clear turquoise waters, and dense green forest.

3. The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
Kapalua
United States
TAMIKA
NT$25,370
NT$32,341 total
includes taxes & fees
Sep 26 - Sep 27
The Ritz-Carlton Maui, Kapalua
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A spa setting with a bathtub, candles, flowers, and a champagne bottle.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A well-maintained golf course with a clear view of the ocean and a winding path.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Amalia
NT$20,480
NT$26,536 total
includes taxes & fees
Oct 6 - Oct 7
Wailea Beach Resort - Marriott, Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.

5. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
NT$26,255
NT$33,245 total
includes taxes & fees
Sep 29 - Sep 30
Four Seasons Resort Maui at Wailea
A staircase with a view of a garden, palm trees, and a bridge.
A balcony with a view of the ocean and sunset.
A resort pool area with lounge chairs, umbrellas, and palm trees.
A resort with a large swimming pool, palm trees, and a view of the ocean.

6. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Blanca Veronica
NT$31,792
NT$39,970 total
includes taxes & fees
Sep 25 - Sep 26
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A bar area with a view of palm trees and the ocean at sunset.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.
A room with a view of the ocean and lush greenery.

7. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
NT$30,519
NT$38,119 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.

8. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
NT$54,651
NT$66,937 total
includes taxes & fees
Oct 6 - Oct 7
Ho‘olei Villas at Grand Wailea
A spacious living area with a high ceiling, a dining set, and a sofa facing a large window overlooking the ocean at sunset.
A living room with a sofa, chairs, a coffee table, and a view of the ocean.
A resort with a pool, palm trees, and a view of the ocean.
A sunset view with palm trees and an infinity pool.

9. The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
Lahaina
United States
Nathalie
NT$20,845
NT$31,734 total
includes taxes & fees
Oct 5 - Oct 6
The Resort at Kapalua Bay, Maui
A resort with multiple bungalow-style buildings, a swimming pool, and a beach.
A hotel room with a large bed, a desk with a chair, a view of the ocean, and a balcony with a hanging light fixture.
A resort with a beach, a swimming pool, and a large building.
A patio with a sofa and table, a view of a golf course, and a gazebo.

10. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
Lahaina
United States
AURA MARINA
NT$11,907
NT$15,831 total
includes taxes & fees
Oct 5 - Oct 6
Royal Lahaina Bungalows & Spa
A staircase with a view of a garden, palm trees, and a bridge.
A resort with multiple buildings, a swimming pool, and a view of the ocean.
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A spacious outdoor lounge area with multiple seating options, including sofas and chairs, surrounded by lush greenery and architectural features like arches and a pergola.

11. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
NT$95,758
NT$115,906 total
includes taxes & fees
Oct 12 - Oct 13
Fairmont Kea Lani Maui Villa Experience
A room with a large glass door leading to a balcony with a view of the ocean and palm trees.
A spacious living area with a view of the ocean, a dining area, and a kitchen.
A modern kitchen with a large island, a glass top stove, and a view of the ocean.
A spacious living area with a large window overlooking the ocean, a ceiling fan, and a wooden floor.

12. Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
Kapalua
United States
Mariana
NT$14,292
NT$32,569 total
includes taxes & fees
Sep 23 - Sep 24
Kapalua Bay Villas Resort by KBM
A spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a TV.
A room with a blue cabinet, a mirror, and a plant.
A modern kitchen with white cabinets, a marble island, and a view of the ocean.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.

13. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
Central Kihei
United States
Mae
Oceanfront Kihei Paradise Vistas
A balcony with a wooden table, a bottle of champagne, and a flower arrangement.
A kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.
A living room with a blue sofa, a coffee table, and a TV on the wall. There is a balcony with a view of the ocean and palm trees.
A hotel with multiple balconies, a well-maintained lawn, and palm trees.

14. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A resort pool area with a hot tub, lounge chairs, and palm trees.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
A resort with a swimming pool, palm trees, and a mountainous backdrop.
A golf course with a water body, trees, and a distant mountain.

15. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
NT$18,205
NT$39,632 total
includes taxes & fees
Sep 23 - Sep 24
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern kitchen with a built-in microwave, a dining area with wooden chairs, and a large window offering a view.
A modern living room with a large TV, a dining area, and a kitchen.
A hotel with multiple balconies, a swimming pool area, and palm trees.

16. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.
A modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.

17. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
A rooftop terrace with a view of the ocean, palm trees, and outdoor seating.
A living room with a sofa, coffee table, TV, and a ceiling fan.
A modern living room with a sofa, coffee table, and a decorative lamp.

18. Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
Kaanapali
NT$7,926
NT$25,012 total
includes taxes & fees
Sep 23 - Sep 24
Hale Ona Loa HOL-102 by KBM
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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.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
NT$23,719
NT$30,030 total
Oct 23 - Oct 24
includes taxes & fees
Andaz Maui at Wailea Resort - a concept by Hyatt
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
NT$8,449
NT$11,731 total
Sep 28 - Sep 29
includes taxes & fees
Royal Lahaina Resort & Bungalows
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI
NT$14,454
NT$19,005 total
Oct 6 - Oct 7
includes taxes & fees
Hyatt Regency Maui Resort & Spa
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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 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

Top Upcountry Maui Hotel Reviews

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Very comfortable facility with a well trained professional staff. It is a "must visit" location."
Thomas g 7-night trip
Posted 4 hours ago
The Westin Maui Resort & Spa, Ka'anapali
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"Everywhere we went the staff was friendly and informative when needed"
magallly 4-night trip
Posted 4 hours ago
Wailea Beach Resort - Marriott, Maui
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"Everything from the food to the spa to the pool….all fantastic"
Ammar 4-night trip
Posted 1 day ago
The Ritz-Carlton Maui, Kapalua

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 NT$11,731
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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