A beach with palm trees silhouetted against a sunset sky.

Find 5 Star Hotels in South Maui, HI from ￥65,251

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Check availability on South Maui 5 Star Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for South Maui 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,006 reviews)
"Beautiful hotel, great amenities, so many pools and fun things and beach access, restaurants, bar, will definitely go back!"
United States
Seyed Kamyar
The price is ￥108,298
￥138,781 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.

2. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Great place to stay with the family."
United States
Iulian
The price is ￥154,183
￥194,064 total
includes taxes & fees
Nov 30 - Dec 1
Fairmont Kea Lani Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"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!"
United States
Quinn
The price is ￥129,929
￥164,526 total
includes taxes & fees
Nov 7 - Nov 8
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.0 out of 10, Wonderful, (1,000 reviews)
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"
United States
Rachel
The price is ￥85,832
￥112,924 total
includes taxes & fees
Nov 29 - Nov 30
Wailea Beach Resort - Marriott, Maui
A bar area with a view of palm trees and the ocean at sunset.

5. Hotel Wailea Maui

Hotel Wailea Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,003 reviews)
"This place was top tier. From the service to the cleanliness and aesthetics. Highly recommend!"
United States
Brad
The price is ￥151,033
￥188,644 total
includes taxes & fees
Nov 18 - Nov 19
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (54 reviews)
"The room was beautiful the view incredible , the amenities were perfect. I would stay again and again"
United States
Risa
The price is ￥271,069
￥332,010 total
includes taxes & fees
Dec 1 - Dec 2
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.

7. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (3 reviews)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas
A balcony with a wooden table, a bottle of champagne, and a flower arrangement.

8. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (11 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A resort pool area with a hot tub, lounge chairs, and palm trees.

9. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.

10. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Condo was very well stocked and very clean. Thank you for great accommodations."
United States
Shirley
Aloha Chic Penthouse Vistas
A modern kitchen with white cabinets, stainless steel appliances, and a large island.

11. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"very nice place and location 🤗"
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
The price is ￥50,271 per night from Nov 18 to Nov 19
￥50,271
￥65,251 total
Nov 18 - Nov 19
includes taxes & fees
9.4/10 Exceptional! (425 reviews)
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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

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Our 5 and 7 year olds loved the kids club, which is complimentary but you do have to reserve a spot in it. Pools are nice, food is pretty good at the restaurants like a 4 out of 5. The property is beautiful and the staff is quite nice."
Benjamin 1-night trip
Posted 18 hours ago
Four Seasons Resort Maui at Wailea

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