A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

5 Stars Hotels in Wailea, Kihei from CA $715

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Our top choices for Wailea 5-star hotels

A staircase with a view of a garden, palm trees, and a bridge.

1. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,018 reviews)
"Great relaxed resorts pool food is ok not great but the restaurants on property are superb"
United States
Ramy
The price is CA $1,361
CA $1,713 total
includes taxes & fees
Aug 20 - Aug 21
Fairmont Kea Lani Maui
A pool with a waterfall feature, surrounded by palm trees and a stone structure.

2. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.6 out of 10, Excellent, (1,002 reviews)
"Wonderful place to stay in Maui."
United States
Katelyn
The price is CA $1,015
CA $1,295 total
includes taxes & fees
Sep 3 - Sep 4
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.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"Excellent staff and service!"
Canada
Ifelere
The price is CA $1,147
CA $1,452 total
includes taxes & fees
Aug 31 - Sep 1
Four Seasons Resort Maui at Wailea
A poolside area with a fire pit, lounge chairs, and umbrellas.

4. Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,005 reviews)
"Great atmosphere relaxing,.quiet & beautiful!"
United States
Rashonner
The price is CA $1,066
CA $1,348 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Wailea, Relais & Chateaux - Adults Only
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

5. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (52 reviews)
"The room was beautiful the view incredible , the amenities were perfect. I would stay again and again"
United States
Risa
The price is CA $2,388
CA $2,925 total
includes taxes & fees
Sep 3 - Sep 4
Ho‘olei Villas at Grand Wailea
A resort pool area with a hot tub, lounge chairs, and palm trees.

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

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
5.0 star property
Wailea
NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
A staircase with a view of a garden, palm trees, and a bridge.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (7 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is CA $4,119
CA $4,987 total
includes taxes & fees
Aug 30 - Aug 31
Fairmont Kea Lani Maui Villa Experience
A modern kitchen with white cabinets, stainless steel appliances, and a large island.

8. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"very nice place and location 🤗"
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 Wailea.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
The price is CA $800 per night from Sep 3 to Sep 4
CA $800
CA $1,047 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
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Learn more about Wailea

Indulge in Hawai’i’s high life with a stay in this beautiful coastal area known for its luxury accommodation and secluded beaches.

See all hotels in Wailea
A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Top Wailea Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good
"The overall experience was very good. On arrival we were very disappointed to see that the “lei greeter” was no longer a thing at this property. The greeting and the lei were great ways to get us into the aloha frame of mind. They should consider bringing that back. Also, the registration used to offer refreshing cool water during check in. During the hurricane lala storm our sliding glass door would not seal. We had a very loud screeching all night. We finally had to open the door. The screeching stopped but then the storm noise was also loud. Sleeping was very difficult. Our next door neighbors did not have that noise problem. The gardens are very well maintained. The pools are very nice. It seems the water elevator has been broken for awhile. Elevator access to rooms in two towers were serviced by only one elevator. The other has been broken for weeks. We had long waits going up and down between the rooms, lobby, and pool area."
Jerry 5-night trip
Posted 16 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"Great atmosphere relaxing,.quiet & beautiful!"
Rashonner 3-night trip
Posted 3 days ago
Hotel Wailea, Relais & Chateaux - Adults Only

Find out more about Wailea

Five Star Hotels in Wailea

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 Wailea 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 Wailea and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Wailea

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 Wailea

The results are in, and Wailea 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 Wailea! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Wailea today and settle down in the lap of luxury tomorrow.

Frequently asked questions

What are the best 5-star hotels in Wailea?
According to Expedia customer reviews, Grand Wailea Maui, A Waldorf Astoria Resort, Ho'olei Villas at Grand Wailea and Four Seasons Resort Maui at Wailea are among the best 5-star hotels in Wailea. Providing first-rate amenities and unparalleled service, you'll enjoy an opulent and memorable stay.
How much does it cost to stay in a 5-star hotel in Wailea?
How much you pay for a 5-star hotel in Wailea depends on things such as when you plan to travel and the length of your stay. An insider tip for landing the best deal? Use our pricing filters to check out the available accommodations for your selected dates.

  • Search for the lowest price per night from CA $715

What makes a hotel 5 stars in Wailea?
In Wailea, a hotel must offer a specific level of high-end conveniences to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their exceptional standard of service. You'll enjoy things like concierge services, nightly turn-down services and in-room massage. Some may even offer extra touches like welcome gifts.

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