The Best 5 Star Hotels in Kaupakulua, HI from AED 1,478 | Expedia

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Check availability on Kaupakulua 5 Star Hotels

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29 Jul - 30 Jul

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30 Jul - 31 Jul

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Our top choices for Kaupakulua 5-star hotels

Exterior detail

Fairmont Kea Lani Maui

Wailea

United States

Ed

AED 4,570 total

includes taxes & fees

17 Aug - 18 Aug

9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

United States

Ashley

AED 3,428 total

includes taxes & fees

16 Aug - 17 Aug

Property grounds

Four Seasons Resort Maui at Wailea

Wailea

Canada

Ifelere

AED 3,837 total

includes taxes & fees

23 Aug - 24 Aug

Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

United States

Ruta

AED 3,632 total

includes taxes & fees

1 Aug - 2 Aug

Restaurant

Ho‘olei Villas at Grand Wailea

Wailea

"Overall, our stay at Ho’olei was wonderful, as always! We were a party of eight, and the three-bedroom villa was the perfect setup for our family. There was something for everyone to enjoy, especially the kids. We loved the fitness classes, the pools on both sides of the property, the dining options, and the Fourth of July festivities. The villa was spotless, spacious, and very comfortable. One of our favorite parts of the trip was enjoying dinner on the lanai while watching the beautiful...

Canada

Stephanie

AED 7,743 total

includes taxes & fees

17 Aug - 18 Aug

Balcony

2 2 Oceanview Modern Resort Vistas

Central Kihei

United States

Carrie

Outdoor pool, open 8:00 AM to 10:00 PM, free cabanas, pool umbrellas

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts

Wailea

View from property

Fairmont Kea Lani Maui Villa Experience

Wailea

United States

Sze Wai

AED 14,642 total

includes taxes & fees

23 Aug - 24 Aug

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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 Kaupakulua.

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI

AED 2,119

AED 2,773 total

29 Aug - 30 Aug

includes taxes & fees

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Pool Spa Hot tub Breakfast included Waterpark

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 Kaupakulua Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent

"Great relaxed resorts pool food is ok not great but the restaurants on property are superb"

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent

"The hotel amenities were nice; however, the hotel was not that clean. For two days, we saw the same dirty spot on the floor (it looked like a dried drink), and it wasn’t until the day before we departed that they finally mopped the floors. We also saw a few roaches inside the room. They told us that this is normal in Maui, but for a hotel that charges over $1,000 a night, you expect a higher standard of cleanliness. Other than that, the hotel is located in a very nice spot, and the amenities were amazing, especially the Grotto Bar."

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent

"This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent

"Our stay was amazing. The staff and service were absolutely off the charts. The newly opened spa was the nicest I have ever been in. The food at the adult pool and service by the bar staff was impeccable. The main thing that stuck out to me was the genuine kindness and pride that the staff puts into their work. They make you feel special and valued. The canoe experience with the beach staff was so fun. We hated leaving :(. We will be back as this is truly paradise. Thanks for making our stay so special! Mahalo!"

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kaupakulua?

You'll find many different pricing options for a 5-star hotel in Kaupakulua on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare all of the available properties for your chosen dates and use our pricing and other filters to score the perfect luxury stay.

Search for the lowest price per night from AED 1,478

What makes a hotel 5 stars in Kaupakulua?

From gourmet dining venues and all-day gyms to pools and deluxe bedding, the 5-star experience in Kaupakulua is all about luxury and comfort. But it takes more than just upscale amenities to earn a 5-star rating. Accommodations also have to deliver superb guest services like in-room massage treatments, on-site laundry and dry cleaning and room service any time day or night.

Are there any 5-star all-inclusive resorts in Kaupakulua?

Find a luxury retreat that includes your lodging, meals, bar and entertainment in Kaupakulua with the help of Expedia's filters. Search for hotels with a 5-star rating and click on the "All inclusive" filter. Have a look at what's included in the purchase price. That way, you'll be ready to maximize all the perks on offer from the moment you arrive.

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