5 Stars Hotels in Kahoolawe, Hawaii from CA $839

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Check availability on Kahoolawe 5 Star Hotels

Tonight
May 6 - May 7
Tomorrow
May 7 - May 8
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

Our top choices for Kahoolawe 5-star hotels

9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,006 reviews)
"It is an amazing and stunningly beautiful resort!"
United States
Gregory
The price is CA $1,284
CA $1,613 total
includes taxes & fees
May 9 - May 10
Grand Wailea Maui, A Waldorf Astoria Resort
Exterior detail

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Beautiful place"
United States
Laci
The price is CA $1,498
CA $1,860 total
includes taxes & fees
May 9 - May 10
Fairmont Kea Lani Maui
Property grounds

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,001 reviews)
"Wonderful Hotel Great restaurants staffed by true professionals "
United States
John
The price is CA $1,152
CA $1,368 total
includes taxes & fees
May 25 - May 26
Four Seasons Resort Maui at Wailea
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,002 reviews)
"We had a good time. Comfortable hotel. "
United States
andrea
The price is CA $1,064
CA $1,344 total
includes taxes & fees
May 10 - May 11
Hotel Wailea, Relais & Chateaux - Adults Only
Restaurant

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (46 reviews)
"This was a beautiful villa across the street from the grand wailea. Booking included full use of the resort, which was excellent. Included was a shuttle service with uber-like app that we could use to go anywhere within a 1 mile radius. This was a great stay"
United States
Daniel
The price is CA $2,313
CA $2,834 total
includes taxes & fees
May 15 - May 16
Ho‘olei Villas at Grand Wailea
Balcony

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
9.8 out of 10, Exceptional, (8 reviews)
"The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful! "
United States
Paulina
2 2 Oceanview Modern Resort Vistas
View from property

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is CA $4,626
CA $5,572 total
includes taxes & fees
Jun 2 - Jun 3
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment, Ocean View | Living area

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2 reviews)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas
Luxury Apartment | Beach/ocean view

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2 reviews)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
BBQ/picnic area

Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (4 reviews)
"Condo was very well stocked and very clean. Thank you for great accommodations."
United States
Shirley
Aloha Chic Penthouse Vistas
Luxury Condo | Living area

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas
Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Living area

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean 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.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
The price is CA $1,040 per night from May 27 to May 28
CA $1,040
CA $1,330 total
May 27 - May 28
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
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Top Kahoolawe Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"BEAUTIFUL PROPERTY!! Worth every cent. The staff was first class and took care of our every need."
Stephen 3-night trip
Posted 8 hours ago
Fairmont Kea Lani 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 $839

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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