A beach with palm trees silhouetted against a sunset sky.

Find 5 Star Hotels in South Maui, HI from ￥65,470

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Check availability on South Maui 5 Star Hotels

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for South Maui 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
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.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
￥119,811
￥152,482 total
includes taxes & fees
Oct 31 - Nov 1
Grand Wailea Maui, A Waldorf Astoria Resort
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.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
￥161,971
￥202,596 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 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.
A well-maintained golf course with a clear view of the ocean and a winding path.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Christina
￥90,071
￥117,992 total
includes taxes & fees
Nov 15 - Nov 16
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.
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.
A balcony with a view of the ocean and sunset.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United Kingdom
Sonam
￥170,504
￥213,477 total
includes taxes & fees
Oct 23 - Oct 24
Fairmont Kea Lani 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 bar area with a view of palm trees and the ocean at sunset.
A resort with a pool, a covered outdoor area, and a stone wall.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Maureen
￥133,536
￥167,904 total
includes taxes & fees
Nov 1 - Nov 2
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
￥271,981
￥333,127 total
includes taxes & fees
Nov 9 - Nov 10
Ho‘olei Villas at Grand Wailea
A staircase with a view of a garden, palm trees, and a bridge.
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.
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A resort with multiple buildings, a swimming pool, and a view of the ocean.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Kihei
United States
Sze Wai
Fairmont Kea Lani Maui Villa Experience
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 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.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.

8. 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 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.
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.

9. 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 resort with a swimming pool, palm trees, and a mountainous backdrop.
A golf course with a water body, trees, and a distant mountain.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
￥154,629
￥259,913 total
includes taxes & fees
Oct 20 - Oct 21
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 hotel with multiple balconies, a swimming pool area, and palm trees.
A modern kitchen with a built-in microwave, a dining area with wooden chairs, and a large window offering a view.

11. 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 clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.
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.

12. 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.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
￥124,836
￥159,264 total
Nov 16 - Nov 17
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
￥70,951
￥88,918 total
Oct 24 - Oct 25
includes taxes & fees
AC Hotel by Marriott Maui Wailea
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
￥50,440
￥65,470 total
Oct 24 - Oct 25
includes taxes & fees
Hilton Grand Vacations Club Maui Bay Villas
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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
"A hotel that spares no expense, every detail has been"
David 5-night trip
Posted 6 hours ago
Hotel Wailea Maui
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"The location is great because it shares the same beach as the Grand Wailea and the Four Seasons and you can go to restaurants at all 3 resorts and the Shops at Wailea as well. Beautiful property and very attentive staff. Lunch and drinks are brought to you by the pool and we got very spoiled to that. :)"
Troy 5-night trip
Posted 1 day ago
Wailea Beach Resort - Marriott, 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 2 days ago
Four Seasons Resort Maui at Wailea

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