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 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 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
Mary Ann
₩1,016,246
₩1,293,367 total
includes taxes & fees
Oct 25 - Oct 26
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.
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.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
₩1,375,038
₩1,719,923 total
includes taxes & fees
Oct 20 - Oct 21
Four Seasons Resort Maui at Wailea
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 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 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
₩786,780
₩1,027,879 total
includes taxes & fees
Oct 25 - Oct 26
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 balcony with a view of the ocean and sunset.
A spacious lobby with a curved wooden arch, seating areas, and a bar.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Laura
₩1,393,819
₩1,748,588 total
includes taxes & fees
Oct 10 - Oct 11
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
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.
A room with a view of the ocean and lush greenery.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
₩1,138,934
₩1,431,682 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 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
₩2,340,864
₩2,865,923 total
includes taxes & fees
Oct 24 - Oct 25
Ho‘olei Villas at Grand Wailea
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 hotel lobby with a large arched window overlooking a beach, several wooden chairs, and ambient lighting.
A resort with multiple swimming pools, palm trees, and a view of the ocean.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
₩3,499,974
₩4,248,848 total
includes taxes & fees
Oct 11 - Oct 12
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 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.
A modern kitchen with white cabinets, a marble island, and a view of the ocean.

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.
Hiking
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
A golf course with a water body, trees, and a distant mountain.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
₩1,279,381
₩2,277,755 total
includes taxes & fees
Oct 9 - Oct 10
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 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 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.
A clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.

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
₩979,295
₩1,241,661 total
Nov 5 - Nov 6
includes taxes & fees
9.2/10 Wonderful! (1,002 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
₩601,813
₩754,205 total
Oct 21 - Oct 22
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
₩427,837
₩555,329 total
Oct 17 - Oct 18
includes taxes & fees
9.4/10 Exceptional! (407 reviews)
Hilton Grand Vacations Club Maui Bay Villas
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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.

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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good
"Everything was great. Wish there were more pool chairs and more closer bathrooms in pool areas"
Vijay 4-night trip
Posted 15 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"I cannot express how amazing this place was - we had 3 children with us and we can’t wait to go back!"
Laura 6-night trip
Posted 15 hours ago
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"If you’re thinking of going to Maui for your honeymoon- think the Wailea Beach Resort by Marriott. You’ll be happy you did. Truly an amazing resort with unbeatable sunset and ocean views. Shay at the Adult Pool is absolutely amazing!!"
Marielle 4-night trip
Posted 2 days ago
Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
Quinn 5-night trip
Posted 2 days ago
Four Seasons Resort Maui at Wailea
Hotel Wailea Maui

Hotel Wailea Maui

10/10 Excellent
"Everything was excellent, form the location to the incredible food!"
Albert 5-night trip
Posted 13 days ago
Hotel Wailea Maui

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