Five Star Hotels in Wailea-Makena

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Check availability on Wailea-Makena 5 Star Hotels

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Wailea-Makena 5-star hotels

Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is S$1,212
includes taxes & fees
13 Jan - 14 Jan, 2026
Four Seasons Resort Maui at Wailea
7 restaurants, breakfast served
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1006)
"Very nice resort for a family vacation!"
United States
Ashwini
The price is S$1,128
includes taxes & fees
14 Jan - 15 Jan, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Wonderful staff and facility"
United States
Sheila
The price is S$1,513
includes taxes & fees
8 Jan - 9 Jan, 2026
Fairmont Kea Lani Maui
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1003)
"Staff was great and the property was stunning. It was everything we wanted for our honeymoon. Other couples mentioned "
United States
Jacob
The price is S$1,676
includes taxes & fees
4 Jan - 5 Jan, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, pool loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is S$3,133
includes taxes & fees
22 Jan - 23 Jan, 2026
Ho‘olei Villas at Grand Wailea
View from property
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is S$4,452
includes taxes & fees
8 Jan - 9 Jan, 2026
Fairmont Kea Lani Maui Villa Experience
Private kitchen
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
BBQ/picnic Area
Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
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
The price is S$1,242 per night from 29 Jan to 30 Jan
S$1,242
29 Jan - 30 Jan, 2026
includes taxes & fees
9.2/10 Wonderful! (997 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.

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
Maluaka Beach featuring landscape views, tropical scenes and a beach

Top Wailea-Makena Hotel Reviews

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"This resort with private villas is spectacular. The rooms are beautifully appointed and perfectly clean with every amenity you need. We stayed in #52 that overlooked a lagoon and it couldn't have been nicer or more peaceful. Even though there are also ocean views, this was my favorite. The staff is friendly and super accommodating and we enjoyed the cocktail meet and greet with other guests where top notch champagne with hors louvres were served. Close to many other nice restaurants, but no need to leave if you don't want. The dining here is divine. We did stop at Whole Foods on the way in from the airport and picked up some wine and champagne and a few snacks for our room and kept everything in the mini fridge - a nice way to save a little on cocktails. I can't say enough nice things and can't wait to come back. My husband played all 3 nearby gold courses and we both enjoyed the in room spa treatments. I am giving 5 stars only because I can't give 100."
Lori 6-night trip
Posted 5 days ago
Hotel Wailea, Relais & Chateaux - Adults Only

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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