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

Find 5 Star Hotels in Wailea-Makena, HI from ￥88,918

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Check availability on Wailea-Makena 5 Star Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Wailea-Makena 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.
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.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
￥119,811
￥152,482 total
includes taxes & fees
Oct 31 - Nov 1
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 balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
￥161,971
￥202,596 total
includes taxes & fees
Nov 7 - Nov 8
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 well-maintained golf course with a clear view of the ocean and a winding path.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Christina
￥90,071
￥117,992 total
includes taxes & fees
Nov 15 - Nov 16
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 resort pool area with lounge chairs, umbrellas, and palm trees.
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 Kingdom
Sonam
￥173,664
￥217,228 total
includes taxes & fees
Oct 24 - Oct 25
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A bar area with a view of palm trees and the ocean at sunset.
A room with a view of the ocean and lush greenery.
A resort with a pool, a covered outdoor area, and a stone wall.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Maureen
￥122,172
￥154,413 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Wailea Maui
A tranquil waterfront scene with a thatched-roof structure, palm trees, and a calm body of water reflecting the 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.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
￥271,981
￥333,127 total
includes taxes & fees
Nov 9 - Nov 10
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 hotel lobby with a large arched window overlooking a beach, several wooden chairs, and ambient lighting.
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
Kihei
United States
Sze Wai
Fairmont Kea Lani Maui Villa Experience
A resort pool area with a hot tub, lounge chairs, and palm trees.
Hiking
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
A golf course with a water body, trees, and a distant mountain.

8. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
￥154,003
￥259,167 total
includes taxes & fees
Oct 27 - Oct 28
Villa, Garden View, 2-bedroom
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.
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.

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 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.

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
￥124,836
￥159,264 total
Nov 17 - Nov 18
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
￥70,951
￥88,918 total
Oct 24 - Oct 25
includes taxes & fees
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

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 4 hours ago
Hotel Wailea Maui
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"
Rachel 2-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
"The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures."
eric 8-night trip
Posted 3 days ago
Four Seasons Resort Maui at Wailea
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 2 months ago
Ho‘olei Villas at Grand Wailea

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