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5 Stars Hotels in Kahoolawe, Hawaii from CA $589

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Check availability on Kahoolawe 5 Star Hotels

Tonight
Oct 6 - Oct 7
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Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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
Mary Ann
CA $1,077
CA $1,371 total
includes taxes & fees
Oct 29 - Oct 30
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.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
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
CA $1,176
CA $1,490 total
includes taxes & fees
Oct 12 - Oct 13
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
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 deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
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
CA $834
CA $1,090 total
includes taxes & fees
Oct 29 - Oct 30
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.
A resort with a large swimming pool, palm trees, and a view of the ocean.
A balcony with a view of the ocean and sunset.
A resort pool area with lounge chairs, umbrellas, and palm trees.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Mohammed
CA $1,477
CA $1,852 total
includes taxes & fees
Oct 10 - Oct 11
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 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.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
CA $1,207
CA $1,517 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 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.
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
CA $2,481
CA $3,037 total
includes taxes & fees
Oct 24 - Oct 25
Ho‘olei Villas at Grand Wailea
A staircase with a view of a garden, palm trees, and a bridge.
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.
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.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
CA $3,720
CA $4,516 total
includes taxes & fees
Oct 11 - Oct 12
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 modern living room with a wicker chair, a blue sofa, and a dining area in the background.
A room with a blue cabinet, a mirror, and a plant.

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 kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.
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 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
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.
Hiking

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
CA $1,307
CA $2,359 total
includes taxes & fees
Oct 8 - Oct 9
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 modern kitchen with a large island, stainless steel appliances, and bar stools.
A modern living room with a large TV, a dining area, and a kitchen.

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

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 $1,037
CA $1,315 total
Nov 6 - Nov 7
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 $638
CA $800 total
Oct 20 - Oct 21
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 $454
CA $589 total
Oct 17 - Oct 18
includes taxes & fees
9.4/10 Exceptional! (407 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

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"The staff were amazing, evening room service was excellent surprise"
Mohammed 3-night trip
Posted 6 hours ago
Fairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"From the moment I stepped into the property, I was immediately captivated by the beauty and elegance of this resort. Even the best photos I’ve taken can’t quite capture the true essence of this relaxing place! The place is exceptionally clean; the housekeeper cleaned my room even twice a day without ever interrupting me while I was in the room—I have no idea how they manage that! Everyone, from the receptionist to all the other staff members, was smiling. The 8th-floor lounge was something I didn’t expect; there was practically something to eat and drink for free (included in the room) from 6 AM to 7 PM! I could have had healthy and unhealthy meals or snacks, whatever I liked! The pools with ocean right there, swim-up bar, 24 hour store on site in addition to multiple restaurants in the resort, even a simple walk around the 4-acre area filled with flowers, trees, and a waterfall, were safe and so relaxing at night! There was a water machine for free all over the resort. That was my first perfect experience in Hawaii. I wish I could go back there soon!"
Saideh 5-night trip
Posted 8 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"If you’re thinking of going to Maui for your honeymoon- think the Wailea Beach Resort by Marriott. You’ll be happy you did. Truly an amazing resort with unbeatable sunset and ocean views. Shay at the Adult Pool is absolutely amazing!!"
Marielle 4-night trip
Posted 3 days ago
Wailea Beach Resort - Marriott, Maui
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 3 days ago
Four Seasons Resort Maui at Wailea
Hotel Wailea Maui

Hotel Wailea Maui

10/10 Excellent
"Everything was excellent, form the location to the incredible food!"
Albert 5-night trip
Posted 2 weeks ago
Hotel Wailea 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.
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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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