A beach with palm trees silhouetted against a sunset sky.

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Check availability on South Maui 5 Star Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for South Maui 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
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
nicholas gaetano
£659
includes taxes & fees
20 Nov - 21 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
A modern lounge area with sofas, a coffee table, and a wall with a marble-like texture.
A resort with a large swimming pool, palm trees, and a view of the ocean.
A staircase with a view of a garden, palm trees, and a bridge.
A resort pool area with lounge chairs, umbrellas, and palm trees.

2. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United Kingdom
Sonam
£983
includes taxes & fees
26 Oct - 27 Oct
Fairmont Kea Lani Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
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.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
£959
includes taxes & fees
15 Nov - 16 Nov
Four Seasons Resort Maui at Wailea
A resort with a large pool, a water slide, and a view of the ocean.
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.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A spa setting with a bathtub, candles, flowers, and a champagne bottle.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Rachel
£558
includes taxes & fees
15 Nov - 16 Nov
Wailea Beach Resort - Marriott, Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.
A resort with a pool, a covered outdoor area, and a stone wall.
A room with a view of the ocean and lush greenery.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Maureen
£794
includes taxes & fees
31 Oct - 1 Nov
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.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
£1,576
includes taxes & fees
10 Nov - 11 Nov
Ho‘olei Villas at Grand Wailea
A spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a TV.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.
A modern kitchen with white cabinets, a marble island, and a view of the ocean.
A modern living room with a wooden coffee table, a sofa with blue cushions, a dining area with wicker chairs, and a kitchen with a refrigerator.

7. 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 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 kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.
A hotel with multiple balconies, a well-maintained lawn, and palm trees.

8. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A hotel courtyard with palm trees, outdoor seating, and a view of the ocean at sunset.
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.
Hiking

9. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
£1,308
includes taxes & fees
27 Oct - 28 Oct
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
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.
A modern kitchen with a large island, stainless steel appliances, and bar stools.

10. 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 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.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.

11. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
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 South Maui.
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
£310
31 Oct - 1 Nov
includes taxes & fees
9.4/10 Exceptional! (416 reviews)
Hilton Grand Vacations Club Maui Bay Villas
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
£851
25 Nov - 26 Nov
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Andaz Maui at Wailea Resort - a concept by Hyatt
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

88 WAILEA IKE PLACE Kihei HI
£421
31 Oct - 1 Nov
includes taxes & fees
9.2/10 Wonderful! (302 reviews)
AC Hotel by Marriott Maui Wailea
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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 South Maui

Golden beaches and turquoise waters beckon visitors to this sun-soaked paradise. Snorkel Molokini Crater's vibrant reefs, surf Makena's breaks, or hike Haleakala National Park's otherworldly summit on nearby Upcountry Maui.

See all hotels in South Maui
A wooden sign for Keawa'i Church with a stone building and palm trees in the background.

Top South Maui Hotel Reviews

Hotel Wailea Maui

Hotel Wailea Maui

10/10 Excellent
"Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!"
Erica 6-night trip
Posted 6 days ago
Hotel Wailea Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures."
eric 8-night trip
Posted 9 days ago
Four Seasons Resort Maui at Wailea

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