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Check availability on Kahoolawe 5 Star Hotels

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Kahoolawe 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A resort with a pond, a wooden bridge, and lush greenery.
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.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
19.626.007 ₫
24.977.844 ₫ total
includes taxes & fees
1 Nov - 2 Nov
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.
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.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
26.532.125 ₫
33.186.847 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A well-maintained golf course with a clear view of the ocean and a winding path.
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 spa setting with a bathtub, candles, flowers, and a champagne bottle.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Christina
14.754.450 ₫
19.328.070 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Wailea Beach Resort - Marriott, Maui
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 resort with a large swimming pool, palm trees, and a view of the ocean.
A spacious lobby with a curved wooden arch, seating areas, and a bar.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United Kingdom
Sonam
27.671.065 ₫
34.661.861 ₫ total
includes taxes & fees
24 Oct - 25 Oct
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 spacious indoor area with a high ceiling, large windows, and a view of the ocean.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Maureen
23.270.615 ₫
29.161.548 ₫ 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.
A golf course with a pond, trees, and a view of the ocean.
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
44.552.744 ₫
54.568.873 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Ho‘olei Villas at Grand Wailea
A staircase with a view of a garden, palm trees, and a bridge.
A resort with multiple swimming pools, palm trees, 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 spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a TV.
A room with a blue cabinet, a mirror, and a plant.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.
A modern kitchen with white cabinets, a marble island, and a view of the ocean.

8. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
Central Kihei
United States
Mae
Oceanfront Kihei Paradise Vistas
A balcony with a wooden table, a bottle of champagne, and a flower arrangement.
A living room with a blue sofa, a coffee table, and a TV on the wall. There is a balcony with a view of the ocean and palm trees.
A kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.
A modern kitchen with grey cabinets, a built-in oven, and a white countertop. There is a dining area with a wooden table and blue chairs.

9. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A resort pool area with a hot tub, lounge chairs, and palm trees.
A resort with a swimming pool, palm trees, and a mountainous backdrop.
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.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
25.227.003 ₫
42.454.019 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern kitchen with a built-in microwave, a dining area with wooden chairs, and a large window offering a view.
A hotel with multiple balconies, a swimming pool area, and palm trees.
A modern kitchen with a large island, stainless steel appliances, and bar stools.

11. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.
A modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.

12. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
United States
Maryna
Wailea Luxury Hilltop 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 Kahoolawe.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
20.449.150 ₫
26.088.581 ₫ total
17 Nov - 18 Nov
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
11.622.365 ₫
14.565.408 ₫ total
26 Oct - 27 Oct
includes taxes & fees
AC Hotel by Marriott Maui Wailea
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
8.262.492 ₫
10.724.639 ₫ total
25 Oct - 26 Oct
includes taxes & fees
Hilton Grand Vacations Club Maui Bay 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.

Top Kahoolawe 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 23 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 1 day 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 4 days ago
Four Seasons Resort Maui at Wailea

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kahoolawe?
The amount you pay for a 5-star hotel in Kahoolawe depends on factors such as when you plan to travel and the length of your getaway. Our insider tip for bagging an awesome deal? Use our pricing filters to compare all of the available options for your chosen dates.
  • Search for the lowest price per night from 10.724.639 ₫
What makes a hotel 5 stars in Kahoolawe?
From fine dining venues and 24-hour fitness centres to swimming pools and premium bedding, the 5-star experience in Kahoolawe is all about comfort and luxury. But it requires more than just top-notch perks to receive a 5-star rating. Hotels also have to deliver remarkable guest-focused services like in-room beauty treatments, on-site laundry and dry cleaning and 24/7 room service.
Are there any 5-star all-inclusive resorts in Kahoolawe?
Use our filter tool to find a luxury retreat in Kahoolawe where everything you need is included in the price. From there, refine your results for accommodation that have 5 stars and are described as "All inclusive." The most important thing on the schedule at these stays? Pure indulgence and relaxation.

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