Explore top 2026 5 Star Hotels in South Maui

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Top South Maui 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$850 nightly

$1,009 total

Feb 28 - Mar 1

Total with taxes and fees

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...

9.6/10 Exceptional! (999 reviews)

Beautiful room with a great balcony and nice view (even at 45 degree angle), friendly staff at the pool and for room service, excellent restaurants and great food. A short walk to shops and other restaurants, and friendly concierge to book tours and excursions with if you want to do that. Wait lists ...

Reviewed on Feb 7, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$716 nightly

$850 total

Mar 6 - Mar 7

Total with taxes and fees

A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...

8.8/10 Excellent! (1,003 reviews)

Beautiful room and view. Amazing pool area. So much fun for the entire family!

Reviewed on Feb 18, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$950 nightly

$1,128 total

Feb 25 - Feb 26

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 ...

9.4/10 Exceptional! (1,001 reviews)

All around amazing experience. Gorgeous setting, great amenities, our trip went off without a hitch.

Reviewed on Jan 23, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

$1,109 nightly

$1,317 total

Mar 1 - Mar 2

Total with taxes and fees

This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet ...

9.2/10 Wonderful! (1,000 reviews)

Rooms are beautiful

Reviewed on Jan 13, 2026

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$2,138 nightly

$2,538 total

Mar 1 - Mar 2

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! (43 reviews)

Perfect for Families. Quite spacious and great for a relaxing Family vacation.

Reviewed on Jun 15, 2025

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

$3,278 nightly

$3,892 total

Feb 28 - Mar 1

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 ...

9.6/10 Exceptional! (6 reviews)

It’s a decent hotel to stay for the family.

Reviewed on Aug 22, 2024

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.

9.8/10 Exceptional! (7 reviews)

The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful!

Reviewed on Dec 26, 2025

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Wailea Luxury Hilltop Resort Vistas

10 Wailea Ekolu Pl Kihei HI

This apartment features a terrace, barbecue grills, and free self parking. A garden and a picnic area are also provided.

We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back!

Reviewed on Nov 28, 2024

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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! (2 reviews)

Can’t Wait to Return

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.

Reviewed on Jul 18, 2025

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Centrally Located Elegant Vistas

2219 S Kihei Rd Kihei HI

This condo features an outdoor pool and a hot tub. Free self parking, a terrace, and a garden are also offered.

Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!

Reviewed on Nov 24, 2024

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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.