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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Our top choices for Wailea-Makena 5-star hotels

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

Seyed Kamyar

includes taxes & fees

29 Nov - 30 Nov

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

2. Fairmont Kea Lani Maui

Wailea

Iulian

includes taxes & fees

16 Dec - 17 Dec

An aerial view of a beach resort with a swimming pool, sun loungers, and a beach area with umbrellas.

3. Four Seasons Resort Maui at Wailea

Wailea

Quinn

includes taxes & fees

20 Nov - 21 Nov

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

4. Wailea Beach Resort - Marriott, Maui

Wailea

Joseph

includes taxes & fees

10 Dec - 11 Dec

A staircase leading to a covered area with a view of the sky and clouds.

5. Hotel Wailea Maui

Wailea

Nathan

includes taxes & fees

13 Dec - 14 Dec

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

6. Ho‘olei Villas at Grand Wailea

Wailea

Risa

includes taxes & fees

1 Dec - 2 Dec

A wooden boardwalk leading to a sandy beach with ocean views and a mountain in the distance.

7. Villa, Garden View, 2-bedrooms

Wailea

includes taxes & fees

8 Dec - 9 Dec

A modern kitchen with white cabinets, stainless steel appliances, and a large island.

8. Wailea Luxury Hilltop Resort Vistas

Wailea

Maryna

A wooden table and wicker chairs on an outdoor patio with a view of the ocean and palm trees.

9. Upscale Luxurious Ocean Resort Vistas

South Kihei

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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

3550 Wailea Alanui Dr Kihei HI

€969

28 Nov - 29 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 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

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

Fairmont Kea Lani Maui

10/10 Excellent

"The staff went above and beyond to make our stay great"

Wailea Beach Resort - Marriott, Maui

10/10 Excellent

"The staff were easily the best I have ever had. I was amazed with how friendly and helpful all of them were. As amazing as the location was they were easily one of the highlights for us here. We also saw turtles on the beach and loved snorkeling right next to the resort. The pools were awesome and the views were top tier. The luau was also incredible and so fun! Really can't say enough about this place just a great place and we hope to return!"

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Our top choices for Wailea-Makena 5-star hotels