A beach with palm trees silhouetted against a sunset sky.

5 Star Hotels in South Maui, Hawaii

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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.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
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.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
€787
includes taxes & fees
20 Nov - 21 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
A staircase with a view of a garden, palm trees, and a bridge.
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.
A spacious lobby with a curved wooden arch, seating areas, and a bar.

2. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United Kingdom
Sonam
€1,172
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.
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
€1,145
includes taxes & fees
15 Nov - 16 Nov
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 well-maintained golf course with a clear view of the ocean and a winding path.
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.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Rachel
€667
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 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
€1,004
includes taxes & fees
1 Nov - 2 Nov
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
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.
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
€1,879
includes taxes & fees
12 Nov - 13 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 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 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 hotel with multiple balconies, a well-maintained lawn, 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 resort with a swimming pool, palm trees, and a mountainous backdrop.
A golf course with a water body, trees, and a distant mountain.
Hiking

9. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
€1,562
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 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.
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
€369
30 Oct - 31 Oct
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
€1,022
22 Nov - 23 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
€502
30 Oct - 31 Oct
includes taxes & fees
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

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

8/10 Good
"I wished there were more activities available or at least wished the activities were closer to the pool area. My kids wanted to do them, but the walk was too far since we settled into the pool area already. Everyone was so helpful and nice. This was our second time in Maui, and we brought our kids this time. They had an amazing time. The resort is well maintained and only a 5 min walk to a local market where we enjoyed many meals at. Shuttle service only goes in Wailea area. It was convenient that Enterprise rental was on site. We got our car quickly. The beach chairs and umbrellas were first come first serve. You are added to a waitlist by text. We got there right when it opened up at 8:00 am one day and got one right away; while on our last day, the wait was too long even at 8:00 am, but they provided us with a Tommy Bahama chair to sit on the beach still. Overall, our stay was wonderful. Beautiful property for families. Thank you for everything!"
Ngoc My 5-night trip
Posted 4 days ago
Wailea Beach Resort - Marriott, Maui
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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