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5 Stars Hotels in Kahoolawe, Hawaii from CA $581

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Check availability on Kahoolawe 5 Star Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
A resort with multiple buildings, a beach, and a mountainous backdrop.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Jason
CA $1,130
CA $1,432 total
includes taxes & fees
Oct 17 - Oct 18
Grand Wailea Maui, A Waldorf Astoria Resort
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 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.

2. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Amalia
CA $907
CA $1,176 total
includes taxes & fees
Oct 6 - Oct 7
Wailea Beach Resort - Marriott, Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.
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.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
CA $1,368
CA $1,716 total
includes taxes & fees
Sep 25 - Sep 26
Four Seasons Resort Maui at Wailea
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.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Blanca Veronica
CA $1,402
CA $1,763 total
includes taxes & fees
Sep 25 - Sep 26
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A room with a view of the ocean and lush greenery.
A bar area with a view of palm trees and the ocean at sunset.
A resort with a pool, a covered outdoor area, and a stone wall.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
CA $1,121
CA $1,414 total
includes taxes & fees
Sep 26 - Sep 27
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
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.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
CA $2,415
CA $2,958 total
includes taxes & fees
Oct 10 - Oct 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 resort with multiple swimming pools, palm trees, and a view of the ocean.
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
CA $4,223
CA $5,111 total
includes taxes & fees
Oct 12 - Oct 13
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 living room with a wooden coffee table, a sofa with blue cushions, a dining area with wicker chairs, and a kitchen with a refrigerator.
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 golf course with a water body, trees, and a distant mountain.
A resort with a swimming pool, palm trees, and a mountainous backdrop.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
CA $820
CA $1,770 total
includes taxes & fees
Oct 1 - Oct 2
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 modern kitchen with a built-in microwave, a dining area with wooden chairs, and a large window offering a view.

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 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.

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
CA $1,048
CA $1,327 total
Oct 23 - Oct 24
includes taxes & fees
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
CA $630
CA $790 total
Sep 30 - Oct 1
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
CA $448
CA $581 total
Oct 17 - Oct 18
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, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"Everything was excellent, form the location to the incredible food!"
Albert 5-night trip
Posted 5 hours ago
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"Everywhere we went the staff was friendly and informative when needed"
magallly 4-night trip
Posted 1 day ago
Wailea Beach Resort - Marriott, Maui

Find out more about Kahoolawe

Five Star Hotels in Kahoolawe

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Kahoolawe so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Kahoolawe and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Kahoolawe

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Kahoolawe

The results are in, and Kahoolawe 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Kahoolawe! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Kahoolawe today and settle down in the lap of luxury tomorrow.

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 depends on things like when you plan to go and the length of your trip. An insider tip for landing an awesome deal? Use our pricing filters to compare all of the available hotels for your chosen dates.
  • Search for the lowest price per night from CA $581
What makes a hotel 5 stars in Kahoolawe?
From fine dining restaurants and all-day gyms to pools and luxury bedding, the 5-star experience in Kahoolawe is all about luxury and comfort. But it calls for more than just upscale amenities to get a 5-star rating. Accommodations also have to offer remarkable services like in-room beauty treatments, on-site dry cleaning and laundry and room service any time night or day.
Are there any 5-star all-inclusive resorts in Kahoolawe?
Find a luxurious stay that includes your lodging, meals, bar and entertainment in Kahoolawe with the help of Expedia's filters. Search for resorts with a 5-star rating and select the "All inclusive" filter. Double-check what's included in the purchase price. That way, you're ready to take advantage of all the premium perks from the moment you arrive.

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