5 Stars Hotels in Wailea-Makena: Compare Hotel Prices & Find the Cheapest Wailea-Makena, Hawaii 5 Stars Hotels

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

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Check availability on Wailea-Makena 5 Star Hotels

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Oct 26 - Oct 27

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Oct 27 - Oct 28

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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 resort with a pond, a wooden bridge, and lush greenery.

A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

United States

nicholas gaetano

NT$22,421

NT$28,731 total

includes taxes & fees

Nov 20 - Nov 21

A staircase with a view of a garden, palm trees, and a bridge.

A resort pool area with lounge chairs, umbrellas, and palm trees.

A balcony with a view of the ocean and sunset.

A spacious lobby with a curved wooden arch, seating areas, and a bar.

2. Fairmont Kea Lani Maui

Wailea

United Kingdom

Sonam

NT$34,198

NT$42,881 total

includes taxes & fees

Oct 28 - Oct 29

A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

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.

An aerial view of a resort with multiple pools, palm trees, and lounge areas.

3. Four Seasons Resort Maui at Wailea

Wailea

United States

Quinn

NT$33,416

NT$41,797 total

includes taxes & fees

Nov 15 - Nov 16

A resort with a large pool, a water slide, and a view of the ocean.

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.

A spa setting with a bathtub, candles, flowers, and a champagne bottle.

4. Wailea Beach Resort - Marriott, Maui

Wailea

United States

Rachel

NT$18,583

NT$24,343 total

includes taxes & fees

Nov 15 - Nov 16

A poolside area with a fire pit, lounge chairs, and umbrellas.

A room with a view of the ocean and lush greenery.

A spacious indoor area with a high ceiling, large windows, and a view of the ocean.

A resort with a pool, a covered outdoor area, and a stone wall.

5. Hotel Wailea Maui

Wailea

United States

Maureen

NT$29,308

NT$36,728 total

includes taxes & fees

Oct 31 - Nov 1

A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

A golf course with a pond, trees, and a view of the ocean.

A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.

A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.

6. Ho‘olei Villas at Grand Wailea

Wailea

United States

Risa

NT$56,112

NT$68,727 total

includes taxes & fees

Nov 11 - Nov 12

A hotel courtyard with palm trees, outdoor seating, and a view of the ocean at sunset.

A golf course with a water body, trees, and a distant mountain.

A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.

A resort pool area with a hot tub, lounge chairs, and palm trees.

7. Villa, Garden View, 2-bedroom

Wailea

NT$31,901

NT$58,266 total

includes taxes & fees

Oct 27 - Oct 28

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 clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.

A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.

8. Wailea Luxury Hilltop Resort Vistas

Wailea

United States

Maryna

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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

NT$29,504

NT$37,308 total

Nov 26 - Nov 27

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

88 WAILEA IKE PLACE Kihei HI

NT$14,638

NT$18,344 total

Nov 1 - Nov 2

includes taxes & fees

9.2/10 Wonderful! (303 reviews)

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

2695 S Kihei Rd Kihei HI

NT$4,608

NT$23,391 total

Nov 5 - Nov 6

includes taxes & fees

10/10 Exceptional! (5 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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

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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!"

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