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Top South Maui 5 Star Hotels

2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (999)
"Amazing experience the beach was beautiful the sunset was amazing i loved it highly recommend it the vibe is amazing "
The price is CA $1,126
CA $1,408 total
includes taxes & fees
Jun 2 - Jun 3
Grand Wailea Maui, A Waldorf Astoria Resort
Club Suite, 1 Bedroom
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Great in everything "
The price is CA $1,360
CA $1,604 total
includes taxes & fees
Jun 7 - Jun 8
Four Seasons Resort Maui at Wailea
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (949)
"My wife and I celebrated our honeymoon and loved the adults only atmosphere. It was a very quiet and intimate atmosphere. We would highly recommend this place as an adults only get away!"
The price is CA $1,228
CA $1,514 total
includes taxes & fees
May 29 - May 30
Hotel Wailea, Relais & Chateaux - Adults Only
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Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (36)
"This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities."
The price is CA $2,791
CA $3,372 total
includes taxes & fees
Jun 7 - Jun 8
Ho‘olei Villas at Grand Wailea
View from property
Fairmont Kea Lani Maui Villa Experience
5.0 star property
10.0 out of 10, Exceptional, (3)
"Good property "
The price is CA $6,148
CA $7,332 total
includes taxes & fees
Jun 21 - Jun 22
Fairmont Kea Lani Maui Villa Experience
Outdoor pool
Hale Kai at Maui Kamaole
5.0 star property
Hale Kai at Maui Kamaole
Outdoor pool
Hale Hau'oli
5.0 star property
Hale Hau'oli
Luxury Apartment | Private kitchen
Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea Luxury Hilltop Resort Vistas

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.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI
Get rates
9.2/10 Wonderful! (1,000 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.

Luxury is the name of the game at the best 5 Stars hotels in South Maui. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top South Maui 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars South Maui hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels South Maui without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in South Maui.