A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

Five Star Hotels in Wailea-Makena

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Check availability on Wailea-Makena 5 Star Hotels

Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Wailea-Makena 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
A resort with a pond, a wooden bridge, and lush greenery.
A resort with multiple buildings, a beach, and a mountainous backdrop.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Jason
S$1,192
includes taxes & fees
25 Oct - 26 Oct
Grand Wailea Maui, A Waldorf Astoria Resort
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A resort with a pool, beach, and mountain view.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
S$1,335
includes taxes & fees
2 Oct - 3 Oct
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A well-maintained golf course with a clear view of the ocean and a winding path.
A serene outdoor seating area with two tables covered in white tablecloths and wooden stools, overlooking a coastal view with the ocean and a distant island.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Christina
S$1,004
includes taxes & fees
30 Oct - 31 Oct
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.
A balcony with a view of the ocean and sunset.
A spacious lobby with a curved wooden arch, seating areas, and a bar.
A resort with a large swimming pool, palm trees, and a view of the ocean.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Blanca Veronica
S$1,696
includes taxes & fees
23 Oct - 24 Oct
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A room with a view of the ocean and lush greenery.
A bar area with a view of palm trees and the ocean at sunset.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
S$1,364
includes taxes & fees
31 Oct - 1 Nov
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
S$2,730
includes taxes & fees
17 Oct - 18 Oct
Ho‘olei Villas at Grand Wailea
A staircase with a view of a garden, palm trees, and a bridge.
A resort with multiple buildings, a swimming pool, and a view of the ocean.
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A hotel lobby with a large arched window overlooking a beach, several wooden chairs, and ambient lighting.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
S$4,063
includes taxes & fees
14 Oct - 15 Oct
Fairmont Kea Lani Maui Villa Experience
A resort pool area with a hot tub, lounge chairs, and palm trees.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
Hiking
A resort with a swimming pool, palm trees, and a mountainous backdrop.

8. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
S$1,698
includes taxes & fees
6 Oct - 7 Oct
Villa, Garden View, 2-bedroom
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.
A modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.

9. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
A modern living room with a large TV, comfortable seating, and a view of the ocean through sliding glass doors.
A tropical resort with palm trees, a view of the ocean, and a parking area.
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa and coffee table.
A modern kitchen with grey cabinets, stainless steel appliances, and a white marble countertop.

10. Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
South Kihei
Upscale Luxurious Ocean 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 Wailea-Makena.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
S$1,209
30 Oct - 31 Oct
includes taxes & fees
9.2/10 Wonderful! (1,000 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
S$719
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (294 reviews)
AC Hotel by Marriott Maui Wailea
Wailea Beach Villas

Wailea Beach Villas

3800 Wailea Alanui Drive Kihei HI
Get rates
9.8/10 Exceptional! (201 reviews)
Wailea Beach Villas
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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 Wailea-Makena

Discover things to see and do in Wailea-Makena as you venture to popular sights like Wailea Beach.

See all hotels in Wailea-Makena
A wooden sign for Keawa'i Church with a stone building and palm trees in the background.

Top Wailea-Makena Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good
"The pools were wonderful, but the hours were short. It’s a long walk around the property to get to the pools but very beautiful. I found it to be a bit isolated and expensive, but really enjoyed our stay"
Judy 3-night trip
Posted less than an hour ago
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"Convenient location nd good staff at the concierge for tour bookings"
Viswanadh 4-night trip
Posted 5 hours ago
Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Incredible service and high end property. The rooms are updated with a nice balcony. 3 pools and direct beach access makes it easy."
Alon 6-night trip
Posted 6 days ago
Four Seasons Resort Maui at Wailea
Hotel Wailea Maui

Hotel Wailea Maui

10/10 Excellent
"Everything was excellent, form the location to the incredible food!"
Albert 5-night trip
Posted 8 days ago
Hotel Wailea Maui
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

10/10 Excellent
"Amazing property with an incredible staff. A+++ all the way around!"
Justin Robert 7-night trip
Posted 1 month ago
Ho‘olei Villas at Grand Wailea

Find out more about Wailea-Makena

Stay in Luxury: 5 Star Hotels in Wailea-Makena

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Wailea-Makena trip. You'll join the multitudes of holidaymakers who have made Wailea-Makena so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Wailea-Makena and indulge in the finer things in life for a while.

5-Star Hotels in Wailea-Makena

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Wailea-Makena are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Wailea-Makena 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Wailea-Makena! Choose one of our Wailea-Makena 5-star hotels today and soothe yourself in luxe surroundings at your convenience.

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