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

Wailea-Makena 5 Stars Hotels

  • 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

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Wailea-Makena 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A resort with multiple buildings, a beach, and a mountainous backdrop.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.
A resort with a pond, a wooden bridge, and lush greenery.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Jason
NT$23,301
NT$29,728 total
includes taxes & fees
Oct 25 - Oct 26
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.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
A resort with a pool, beach, and mountain view.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
NT$26,281
NT$33,279 total
includes taxes & fees
Oct 3 - Oct 4
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A spa setting with a bathtub, candles, flowers, and a champagne bottle.
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.
A well-maintained golf course with a clear view of the ocean and a winding path.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Christina
NT$19,209
NT$25,035 total
includes taxes & fees
Oct 30 - Oct 31
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.
A spacious lobby with a curved wooden arch, seating areas, and a bar.
A balcony with a view of the ocean and sunset.
A resort pool area with lounge chairs, umbrellas, and palm trees.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Blanca Veronica
NT$33,736
NT$42,279 total
includes taxes & fees
Oct 23 - Oct 24
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A resort with a pool, a covered outdoor area, and a stone wall.
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.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
NT$27,046
NT$33,998 total
includes taxes & fees
Oct 31 - Nov 1
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.
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.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
NT$55,587
NT$68,056 total
includes taxes & fees
Oct 17 - Oct 18
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 spacious outdoor lounge area with multiple seating options, including sofas and chairs, surrounded by lush greenery and architectural features like arches and a pergola.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
NT$82,921
NT$100,672 total
includes taxes & fees
Oct 2 - Oct 3
Fairmont Kea Lani Maui Villa Experience
A resort pool area with a hot tub, lounge chairs, and palm trees.
A golf course with a water body, trees, and a distant mountain.
Hiking
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.

8. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
NT$20,467
NT$42,335 total
includes taxes & fees
Oct 6 - Oct 7
Villa, Garden View, 2-bedroom
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.
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 kitchen counter with a coffee maker, a bag of cookies, a bottle of beer, and a decorative card.
A modern kitchen with grey cabinets, stainless steel appliances, and a white marble countertop.
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.

10. Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
South Kihei
Upscale Luxurious Ocean Resort Vistas
Save an average of 15% on thousands of hotels when you're signed in

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
NT$23,796
NT$30,128 total
Oct 30 - Oct 31
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
NT$14,303
NT$17,925 total
Oct 20 - Oct 21
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
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.
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 5 hours 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 10 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 9 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

Explore a world of travel with Expedia