A beach with palm trees silhouetted against a sunset sky.

South Maui 5 Stars Hotels

  • 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
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for South Maui 5-star hotels

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Charli
₩980,678
₩1,251,169 total
includes taxes & fees
Oct 1 - Oct 2
Grand Wailea Maui, A Waldorf Astoria Resort

2. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Michal
₩864,784
₩1,120,508 total
includes taxes & fees
Oct 5 - Oct 6
Wailea Beach Resort - Marriott, Maui

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
₩1,110,038
₩1,405,596 total
includes taxes & fees
Sep 13 - Sep 14
Four Seasons Resort Maui at Wailea

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Brian
₩1,344,155
₩1,689,912 total
includes taxes & fees
Sep 19 - Sep 20
Fairmont Kea Lani Maui

5. Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
United States
Rashonner
₩1,075,055
₩1,356,087 total
includes taxes & fees
Sep 26 - Sep 27
Hotel Wailea, Relais & Chateaux - Adults Only

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
₩2,307,672
₩2,826,473 total
includes taxes & fees
Sep 24 - Sep 25
Ho‘olei Villas at Grand Wailea

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
₩4,020,909
₩4,867,206 total
includes taxes & fees
Sep 18 - Sep 19
Fairmont Kea Lani Maui Villa Experience

8. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
Central Kihei
United States
Mae
Oceanfront Kihei Paradise Vistas

9. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
Villa, Garden View, 2-bedroom

11. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas

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
₩1,041,763
₩1,315,775 total
Oct 10 - Oct 11
includes taxes & fees
9.2/10 Wonderful! (1,001 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
₩601,997
₩754,435 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (285 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
₩454,715
₩587,250 total
Sep 25 - Sep 26
includes taxes & fees
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 beach with palm trees and a clear blue sky.

Top South Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Clean, beautiful amenities, and kid friendly"
Jessika 7-night trip
Posted 6 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"I cannot say enough good things about the customer service here. They were so accommodating in every way. The free beach chairs and umbrellas make beach days so easy. (Tip the crew there, they are working in extreme heat!). Free self parking which is unheard of these days was a nice surprise! Rooms were so spacious, clean, and updated. Highly recommend!"
Dimitra 4-night trip
Posted 1 day ago
Fairmont Kea Lani Maui
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards! Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches. The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool! The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X"
Alicia 6-night trip
Posted 2 days ago
Hotel Wailea, Relais & Chateaux - Adults Only
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"
You Jin 3-night trip
Posted 2 weeks ago
Four Seasons Resort Maui at Wailea

Explore a world of travel with Expedia