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Find 5 Star Hotels in Kahoolawe, HI from ￥65,604

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Check availability on Kahoolawe 5 Star Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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
￥120,053
￥152,789 total
includes taxes & fees
Oct 27 - Oct 28
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 bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
￥162,299
￥203,007 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 deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
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
￥92,946
￥121,428 total
includes taxes & fees
Nov 1 - Nov 2
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 spacious lobby with a curved wooden arch, seating areas, and a bar.
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 States
James
￥161,654
￥203,014 total
includes taxes & fees
Oct 15 - Oct 16
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 spacious indoor area with a high ceiling, large windows, and a view of the ocean.
A room with a view of the ocean and lush greenery.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
￥124,077
￥156,711 total
includes taxes & fees
Nov 1 - Nov 2
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 golf course with a pond, trees, 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
￥272,532
￥333,802 total
includes taxes & fees
Nov 10 - Nov 11
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
Wailea
United States
Sze Wai
￥413,109
￥501,501 total
includes taxes & fees
Nov 9 - Nov 10
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 modern kitchen with white cabinets, a marble island, and a view of the ocean.
A room with a blue cabinet, a mirror, and a plant.
A modern living room with a wooden coffee table, a sofa with blue cushions, a dining area with wicker chairs, and a kitchen with a refrigerator.

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 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.
A hotel with multiple balconies, a well-maintained lawn, and palm trees.

9. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
2 2 Oceanview Modern Resort Vistas
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 resort with a swimming pool, palm trees, and a mountainous backdrop.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
￥149,453
￥272,901 total
includes taxes & fees
Oct 19 - Oct 20
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern living room with a large TV, a dining area, and a kitchen.
A modern kitchen with a large island, stainless steel appliances, and bar stools.
A hotel with multiple balconies, a swimming pool area, and palm trees.

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

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
￥132,147
￥167,985 total
Nov 14 - Nov 15
includes taxes & fees
9.2/10 Wonderful! (1,002 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
￥71,095
￥89,098 total
Oct 27 - Oct 28
includes taxes & fees
9.2/10 Wonderful! (298 reviews)
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
￥50,542
￥65,604 total
Oct 28 - Oct 29
includes taxes & fees
9.4/10 Exceptional! (412 reviews)
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

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
Quinn 5-night trip
Posted 10 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?
How much you pay for a 5-star hotel in Kahoolawe can vary according to the time of year you travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to land the best rate on a high-end getaway.
  • Search for the lowest price per night from ￥65,604
What makes a hotel 5 stars in Kahoolawe?
From fine dining venues and all-day gyms to pools and deluxe bedding, the 5-star experience in Kahoolawe is all about comfort and luxury. But it takes more than just top-notch amenities to get a 5-star rating. Hotels must also deliver exceptional services like in-room massage treatments, laundry and dry cleaning and 24-hour room service.
Are there any 5-star all-inclusive resorts in Kahoolawe?
Find an indulgent getaway that includes your lodging, food, activities and entertainment in Kahoolawe with the help of Expedia's filters. Search for hotels with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the price. This way, you'll be ready to maximize the premium perks on offer from the moment you arrive.

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