A beach with palm trees silhouetted against a sunset sky.

South Maui 5 Stars Hotels

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Check availability on South Maui 5 Star Hotels

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

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 resort with multiple buildings, a beach, and a mountainous backdrop.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
₩909,929
₩1,166,038 total
includes taxes & fees
Nov 20 - Nov 21
Grand Wailea Maui, A Waldorf Astoria Resort
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 resort with a large swimming pool, palm trees, and a view of the ocean.
A resort pool area with lounge chairs, umbrellas, and palm trees.

2. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United Kingdom
Sonam
₩1,348,229
₩1,693,179 total
includes taxes & fees
Oct 26 - Oct 27
Fairmont Kea Lani 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.
A resort with a pool, beach, and mountain view.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
₩1,356,167
₩1,696,319 total
includes taxes & fees
Nov 15 - Nov 16
Four Seasons Resort Maui at Wailea
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 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
₩754,161
₩987,938 total
includes taxes & fees
Nov 15 - Nov 16
Wailea Beach Resort - Marriott, Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A room with a view of the ocean and lush greenery.
A resort with a pool, a covered outdoor area, and a stone wall.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Maureen
₩1,189,458
₩1,490,570 total
includes taxes & fees
Oct 31 - Nov 1
Hotel Wailea Maui
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 golf course with a pond, trees, and a view of the ocean.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
₩2,277,276
₩2,789,242 total
includes taxes & fees
Nov 10 - Nov 11
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 kitchen with white cabinets, a marble island, and a view of the ocean.
A room with a blue cabinet, a mirror, and a plant.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.

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 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 modern kitchen with grey cabinets, a built-in oven, and a white countertop. There is a dining area with a wooden table and blue chairs.

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 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
A resort with a swimming pool, palm trees, and a mountainous backdrop.

9. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
₩1,252,807
₩2,314,975 total
includes taxes & fees
Oct 27 - Oct 28
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern kitchen with a large island, stainless steel appliances, and bar stools.
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.

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 cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.
A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.
A clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.

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
₩422,330
₩548,179 total
Oct 31 - Nov 1
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
₩1,190,781
₩1,506,268 total
Nov 25 - Nov 26
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
₩594,067
₩744,497 total
Oct 31 - Nov 1
includes taxes & fees
9.2/10 Wonderful! (302 reviews)
AC Hotel by Marriott Maui Wailea
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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.

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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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