A barren volcanic landscape with rugged terrain and distant mountains.

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Check availability on Upcountry Maui Luxury Hotels

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Upcountry Maui luxury hotels

A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A well-maintained golf course with a clear view of the ocean and a winding path.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A serene outdoor seating area with two tables covered in white tablecloths and wooden stools, overlooking a coastal view with the ocean and a distant island.

1. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
  • Indulge in seaside elegance at this Maui retreat with 4 stunning pools and a luxurious full-service spa.
S$980
includes taxes & fees
25 Oct - 26 Oct
Wailea Beach Resort - Marriott, Maui
A swimming pool with lounge chairs and palm trees.
A modern bar area with a marble countertop, green upholstered chairs, and a unique light fixture.
A modern hotel lobby with seating areas, a bar, and a coffee station.
An outdoor seating area with a circular fire pit surrounded by wicker furniture.

2. Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport
Kahului
  • Hawaiian comfort awaits at this Maui hotel with pristine pool, hot tub, and premium bedding near beach.
S$545
includes taxes & fees
20 Oct - 21 Oct
Courtyard Maui Kahului Airport
A pool area with lounge chairs and umbrellas, surrounded by palm trees and overlooking the ocean.
An aerial view of a coastal golf resort with multiple buildings, a well-maintained golf course, and a rocky shoreline.
A beach with clear turquoise waters, a sandy shore, and lush green hills in the background.
A spacious living area with a wooden ceiling, large windows, and a view of the ocean.

3. Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence
Hana Town Center
S$770
includes taxes & fees
7 Nov - 8 Nov
Hana-Maui Resort, a Destination by Hyatt Residence
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A resort with a pool, beach, and mountain view.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.

4. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
  • Oceanfront elegance awaits at this Wailea resort with 3 pools, beachside lounging, and a full-service spa.
S$1,335
includes taxes & fees
12 Oct - 13 Oct
Four Seasons Resort Maui at Wailea
A balcony with a table set for breakfast, overlooking a residential area with palm trees and modern buildings.
A resort with multiple buildings, a central pool, and a view of the ocean.
A beach with clear turquoise waters and a sandy shore.
A swimming pool with lounge chairs and palm trees.

5. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
South Kihei
S$749
includes taxes & fees
8 Oct - 9 Oct
The Residences at Kamaole Sands Resort
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A spacious lobby with a high ceiling, wooden columns, and a marble floor.
A buffet with various food items including fruits, cheeses, and vegetables.
A bar with a wooden sign, multiple bar stools, and a patterned wall.

6. Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea
  • Lavish beachfront sanctuary combines 5 stunning pools, a world-class spa, and exceptional dining in a tranquil Maui paradise.
S$1,183
includes taxes & fees
5 Nov - 6 Nov
Andaz Maui at Wailea Resort - a concept by Hyatt
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 room with a view of the ocean and lush greenery.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.

7. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
  • Indulge in tranquil luxury at this adults-only Wailea resort featuring an ocean-view restaurant, poolside bar, and spa services.
S$1,338
includes taxes & fees
1 Nov - 2 Nov
Hotel Wailea Maui
A staircase with a view of a garden, palm trees, and a bridge.
A spacious lobby with a curved wooden arch, seating areas, and a bar.
A balcony with a view of the ocean and sunset.
A resort with a large swimming pool, palm trees, and a view of the ocean.

8. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
  • Oceanfront luxury awaits with beachside cabanas, 3 pools, and a 13-room spa retreat in Wailea.
S$1,668
includes taxes & fees
10 Oct - 11 Oct
Fairmont Kea Lani Maui
A beach with clear turquoise water, a sandy shore, and a mountain in the background.
A modern kitchen with a large island, stainless steel appliances, and a view of greenery.
A resort with palm trees, a well-manicured lawn, and a view of the ocean.
A modern living room with a sofa, coffee table, and chairs, a kitchen area, and a sliding glass door leading to an outdoor area with a view of greenery.

9. Wailea Ekahi Village WKV-45C by KBM

Wailea Ekahi Village WKV-45C by KBM
Wailea
S$1,503
includes taxes & fees
9 Oct - 10 Oct
Wailea Ekahi Village WKV-45C by KBM
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.

10. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
  • Luxurious Hawaiian retreat with full-service spa treatments, waterslide adventures, and swim-up bar service in scenic Wailea.
S$2,731
includes taxes & fees
24 Oct - 25 Oct
Ho‘olei Villas at Grand Wailea
View all properties

Top Upcountry Maui Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"This was a great place to stay. Right on the beach with shopping and dining options close by within walking distance. Only wish the resort had more dining options on site"
Linda 4-night trip
Posted 15 hours ago
OUTRIGGER Kaanapali Beach Resort
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

8/10 Good
"The property and staff were great! We had dinner at Lahaina Noon and it was delicious. The best amenity was the free trolley that goes to other hotels to beach access and Whalers Village which is great to not worry about parking fees."
brandon 6-night trip
Posted 17 hours ago
Royal Lahaina Resort & Bungalows
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"The resort was wonderful but the staff was insanely amazing"
Lauren 3-night trip
Posted 18 hours ago
The Westin Maui Resort & Spa, Ka'anapali
Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"Greta place and cheap"
Mark 3-night trip
Posted 22 hours ago
Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"The staff were amazing, evening room service was excellent surprise"
Mohammed 3-night trip
Posted 1 day ago
Fairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"From the moment I stepped into the property, I was immediately captivated by the beauty and elegance of this resort. Even the best photos I’ve taken can’t quite capture the true essence of this relaxing place! The place is exceptionally clean; the housekeeper cleaned my room even twice a day without ever interrupting me while I was in the room—I have no idea how they manage that! Everyone, from the receptionist to all the other staff members, was smiling. The 8th-floor lounge was something I didn’t expect; there was practically something to eat and drink for free (included in the room) from 6 AM to 7 PM! I could have had healthy and unhealthy meals or snacks, whatever I liked! The pools with ocean right there, swim-up bar, 24 hour store on site in addition to multiple restaurants in the resort, even a simple walk around the 4-acre area filled with flowers, trees, and a waterfall, were safe and so relaxing at night! There was a water machine for free all over the resort. That was my first perfect experience in Hawaii. I wish I could go back there soon!"
Saideh 5-night trip
Posted 1 day ago
Grand Wailea Maui, A Waldorf Astoria Resort
Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Beautiful resort! Updated rooms, plenty of food options onsite and close by at the Wailers Village. Spa and gym are awesome. The beach is"
Craig 1-night trip
Posted 1 day ago
Maui Beach Hotel
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

8/10 Good
"The pool is the best part of the hotel. The rooms are somewhat dated. Bar and food are very average but yet expensive."
Bernard 7-night trip
Posted 2 days ago
Hilton Vacation Club Ka'anapali Beach Maui
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

8/10 Good
"Amazing view and staff are super friendly and accommodating. Seems like every room has the ocean front view. Property is clean, however our room got lots of roaches…we reported to the front desk and they immediately placed the baits but it did not solve the problem right away. Other than that everything else was perfect. Unbeatable ocean view, access to the beach is right at the building, clean beach towels, beach chairs, and well maintained BBQ area and pool / jacuzzi."
Lillian 4-night trip
Posted 2 days ago
Aston Mahana at Kaanapali

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