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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Wailea-Makena 5 Star Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Wailea-Makena 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.

1. 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, (1,003 reviews)
"Great location beach and pool. Would stay again."
United States
nicholas gaetano
The price is RM2,811
RM3,602 total
includes taxes & fees
20 Nov - 21 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
A staircase with a view of a garden, palm trees, and a bridge.

2. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,004 reviews)
"Perfect stay for our honeymoon and babymoon. Absolute paradise, great location and beautiful hotel."
United Kingdom
Sonam
The price is RM4,247
RM5,328 total
includes taxes & fees
27 Nov - 28 Nov
Fairmont Kea Lani Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,001 reviews)
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
United States
Quinn
The price is RM4,190
RM5,241 total
includes taxes & fees
15 Nov - 16 Nov
Four Seasons Resort Maui at Wailea
A resort with a large pool, a water slide, and a view of the ocean.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.0 out of 10, Wonderful, (1,004 reviews)
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"
United States
Rachel
The price is RM2,330
RM3,052 total
includes taxes & fees
15 Nov - 16 Nov
Wailea Beach Resort - Marriott, Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.

5. Hotel Wailea Maui

Hotel Wailea Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,002 reviews)
"Spacious and updates rooms with everything you need. The service is simply outstanding. The pool was never crowded. The food at the restaurants was so good!"
United States
Maureen
The price is RM3,673
RM4,603 total
includes taxes & fees
31 Oct - 1 Nov
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (54 reviews)
"The room was beautiful the view incredible , the amenities were perfect. I would stay again and again"
United States
Risa
The price is RM7,333
RM8,971 total
includes taxes & fees
20 Nov - 21 Nov
Ho‘olei Villas at Grand Wailea
A hotel courtyard with palm trees, outdoor seating, and a view of the ocean at sunset.

7. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
Villa, Garden View, 2-bedroom
A modern kitchen with white cabinets, stainless steel appliances, and a large island.

8. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"very nice place and location 🤗"
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.

9. Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 RM3,679 per night from 26 Nov to 27 Nov
RM3,679
RM4,653 total
26 Nov - 27 Nov
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Still don't see what you're looking for?
See all properties in Wailea-Makena.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

Hotel Wailea Maui

Hotel Wailea Maui

10/10 Excellent
"Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!"
Erica 6-night trip
Posted 8 days ago
Hotel Wailea Maui

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.


Expedia India is rated 4 stars by Feefo based on 1038 reviews

Explore a world of travel with Expedia