A beach with palm trees silhouetted against a sunset sky.

Find 5 Star Hotels in South Maui, HI from ￥65,604

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on South Maui 5 Star Hotels

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for South Maui 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A resort with multiple buildings, a beach, and a mountainous backdrop.
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.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
￥120,053
￥152,789 total
includes taxes & fees
Oct 27 - Oct 28
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 bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.
A resort with a pool, beach, and mountain view.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
￥162,299
￥203,007 total
includes taxes & fees
Oct 21 - Oct 22
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
￥92,946
￥121,428 total
includes taxes & fees
Oct 21 - Oct 22
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.
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.
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
James
￥169,265
￥212,028 total
includes taxes & fees
Oct 25 - Oct 26
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
Rashonner
￥123,843
￥156,414 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 pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
A golf course with a pond, trees, and a view of the ocean.
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
￥272,532
￥333,802 total
includes taxes & fees
Nov 10 - Nov 11
Ho‘olei Villas at Grand Wailea
A staircase with a view of a garden, palm trees, and a bridge.
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.
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.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
￥413,109
￥501,499 total
includes taxes & fees
Oct 24 - Oct 25
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 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.

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

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

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
￥144,930
￥267,352 total
includes taxes & fees
Oct 19 - Oct 20
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 living room with a large TV, a dining area, and a kitchen.

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 modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
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.

12. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
Save an average of 15% on thousands of hotels when you're signed in

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
￥131,739
￥167,480 total
Nov 14 - Nov 15
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
￥71,095
￥89,098 total
Oct 21 - Oct 22
includes taxes & fees
9.2/10 Wonderful! (298 reviews)
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
￥50,542
￥65,604 total
Oct 24 - Oct 25
includes taxes & fees
9.4/10 Exceptional! (412 reviews)
Hilton Grand Vacations Club Maui Bay Villas
Still don't see what you're looking for?
See all properties in South Maui.
You can also use these popular filters to refine your search.
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

10/10 Excellent
"Loved the check in process with Judy, she’s fantastic!! Ate at one of the on site restaurants food and service was amazing. Did not like the $61 a night valet parking fee"
Alex 1-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 11 days ago
Four Seasons Resort Maui at Wailea

Explore a world of travel with Expedia