Explore top 2026 5 Star Hotels in South Maui
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Top South Maui 5 Star hotels
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$786 nightly
The price is $933 total per night from Oct 1 to Oct 2
$933 total
Oct 1 - Oct 2
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, ...
8.6/10 Excellent! (1,007 reviews)
"Some of the best customer service we’ve ever had. Room was gorgeous, grounds were stunning, views were amazing"
Reviewed on Sep 14, 2026
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
$704 nightly
The price is $836 total per night from Oct 4 to Oct 5
$836 total
Oct 4 - Oct 5
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, ...
9.2/10 Wonderful! (1,005 reviews)
"great ocean view"
Reviewed on Sep 15, 2026
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$880 nightly
The price is $1,045 total per night from Sep 18 to Sep 19
$1,045 total
Sep 18 - Sep 19
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a children's ...
9.6/10 Exceptional! (1,000 reviews)
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"
Reviewed on Aug 25, 2026
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,128 nightly
The price is $1,339 total per night from Sep 17 to Sep 18
$1,339 total
Sep 17 - Sep 18
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
9.6/10 Exceptional! (1,002 reviews)
"Stunning. Classy. Classic."
Reviewed on Sep 14, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
Fully refundableReserve now, pay when you stay
$849 nightly
The price is $1,008 total per night from Sep 26 to Sep 27
$1,008 total
Sep 26 - Sep 27
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the laundry service, conference center, and valet ...
9.4/10 Exceptional! (1,000 reviews)
"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 ..."
Reviewed on Sep 6, 2026
Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle Kihei HI
$1,776 nightly
The price is $2,108 total per night from Sep 29 to Sep 30
$2,108 total
Sep 29 - Sep 30
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, ...
9.6/10 Exceptional! (54 reviews)
"Amazing property with an incredible staff. A+++ all the way around!"
Reviewed on Aug 25, 2026
Fairmont Kea Lani Maui Villa Experience
4100 Wailea Alanui Dr-Building A Kihei HI
$3,078 nightly
The price is $3,654 total per night from Sep 29 to Sep 30
$3,654 total
Sep 29 - Sep 30
Total with taxes and fees
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with beach cabanas ...
Oceanfront Kihei Paradise Vistas
938 S Kihei Rd Kihei HI
This apartment features an outdoor pool and a hot tub. Free self parking, a terrace, and a garden are also offered.
10/10 Exceptional! (3 reviews)
"The apartment is newly remodeled. Very nice, bright, clean, with stunning views into the ocean. All super well equipped with anything you possibly need. We personally appreciated the beach chairs, beach umbrellas, thermal backpack and tons of towels. Also, anything you might ever need in the kitchen ..."
Reviewed on Jun 28, 2026
2 2 Oceanview Modern Resort Vistas
938 S Kihei Rd Kihei HI
This condo features an outdoor pool and a hot tub. Free self parking, laundry facilities, and a virtual front desk are also on offer.
10/10 Exceptional! (11 reviews)
"What an amazing stay. This a review that I am happy to leave....The apartment was spacious, comfortable and had everything we could possibly need. Pictures are absolutely accurate. It was such a relief to come home to a cool apartment, our snacks in the kitchen, 2 showers, so no wait..... Beach supplies, ..."
Reviewed on Jul 23, 2026
Villa, Garden View, 2-bedroom
3200 Wailea Alanui Dr Kihei HI
This condo features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A coffee shop, a terrace, ...
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.
South Maui Resorts & 5 Star Hotels
Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in South Maui to make sure your trip is as extravagantly comfortable as you expect.
Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!
Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.
For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. South Maui 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.
Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in South Maui before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.
Recent South Maui hotel reviews by fellow wanderers
Hilton Grand Vacations Club Maui Bay Villas
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Nice pool"
A verified traveler stayed at Hilton Grand Vacations Club Maui Bay Villas
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