Find 5 Star Hotels in Wailea, HI from $824

Q: Are there any 5-star hotels in downtown Wailea?

Consider Grand Wailea Maui, A Waldorf Astoria Resort . This 5-star hotel is ideal if you want to immerse yourself in Wailea's exciting downtown scene.

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Check availability on Wailea 5 Star Hotels

Compare Wailea 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

2 bars/lounges, 2 poolside bars, swim-up bar

"Best resort in Maui. Views everywhere that are spectacular. Amazing guest experience with fantastic rooms. Pool area was lots of fun and adjacent to the best beach in Wailea! Unbelievable resort. "

$1,030 total

includes taxes & fees

Jun 7 - Jun 8

Club Suite, 1 Bedroom | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

"Great service, great place! "

$1,174 total

includes taxes & fees

Jun 7 - Jun 8

"A truly beautiful property! The staff was all super friendly and accommodating. The rooms are spacious and comfortable. They threw in dozens of “little touches” to make us feel welcomed and appreciated. Highly recommended. By far the nicest place I’ve ever stayed!"

$1,108 total

includes taxes & fees

Jun 2 - Jun 3

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"This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities."

$2,601 total

includes taxes & fees

Jun 3 - Jun 4

"Good property "

$5,366 total

includes taxes & fees

Jun 21 - Jun 22

Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

You enjoy the finer things in life, both at home and on vacation. Indulge yourself on your impending getaway. There's no reason to delay a getaway to Wailea any longer. You'll join the multitudes of vacationers who have made Wailea so fashionable recently. We should also mention, the hotels in this area receive noteworthy marks for customer service, so you know you'll be well cared for during your getaway. What are you waiting for? 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 be pampered during your trip, along with the best conditions. Highly-rated eateries, excellent customer care, and rejuvenating spa offerings are all on offer. You're sure to find exactly the accommodation you need. 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 mud wrap treatment that will leave you feeling outstanding? 24-hour room service, so you can order that Turkish coffee in the wee hours of the morning? A Swedish massage to help your cares fall away?

Ready for experiences outside your hotel room? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Wailea are waiting for you to relax after an exciting day. Ready to learn more? Then explore the 579 reviews various guests have left on Expedia and get to know these places.

Your Getaway Starts Today

The results are in, and Wailea 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Wailea! This is a great time to find 5-star hotel deals in @region! It's time to indulge yourself. Decide on one of Expedia's Wailea 5-star hotels today and soothe yourself in total tranquility 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 some of the top 5-star hotels in Wailea. Featuring top-of-the-line amenities and unmatchable service, you’ll enjoy an indulgent 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 like when you plan to travel and the length of your escape. Our top tip for landing the best deal? Use our pricing filters to check out all of the available accommodations for your preferred dates.

Search for the lowest price per night from $824

What makes a hotel 5 stars in Wailea?

From gourmet dining venues and 24/7 fitness centers to swimming pools and luxury bedding, the 5-star experience in Wailea is all about comfort and luxury. But it calls for more than just top-notch amenities to earn a 5-star rating. Stays also have to provide outstanding services like in-room massages, on-site laundry and 24-hour concierge services.

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

Find an indulgent stay that includes your lodging, food, activities and entertainment in Wailea with the help of our filters. Search for properties rated 5 stars and select the “All inclusive” filter. Make sure you check what’s included in the purchase price. This way, you’re ready to take advantage of all the perks on offer as soon as you arrive.

What are the top 5-star spa hotels in Wailea?

Wailea has a selection of 5-star spa getaways that offer treatments designed to rejuvenate both the mind and body. Check in to Four Seasons Resort Maui at Wailea, Ho’olei Villas at Grand Wailea or Grand Wailea Maui, A Waldorf Astoria Resort and prioritize your well-being and self-care.

Does Wailea have any 5-star family resorts?

Treat the family to an unforgettable experience at Grand Wailea Maui, A Waldorf Astoria Resort. This family-friendly 5-star retreat features amenities such as a children’s pool and a waterslide. Ho’olei Villas at Grand Wailea and Four Seasons Resort Maui at Wailea are two other top-rated properties in Wailea that are ideal for a trip with the youngsters.

Are there any 5-star vacation rentals in Wailea?

Although you won’t find any 5-star vacation rentals in Wailea on our site, we have a range of properties that promise an awesome getaway. Discover one that suits your style by checking out our vacation rentals in Wailea.

Are there any 5-star hotels in downtown Wailea?

Consider Grand Wailea Maui, A Waldorf Astoria Resort. This 5-star hotel is ideal if you want to immerse yourself in Wailea’s exciting downtown scene.

Recent reviews of Wailea hotels
Expedia verified reviews

5/5 Excellent

"Best resort in Maui. Views everywhere that are spectacular. Amazing guest experience with fantastic rooms. Pool area was lots of fun and adjacent to the best beach in Wailea! Unbelievable resort. "

A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort

Posted 4 days ago

5/5 Excellent

A verified traveler stayed at Hotel Wailea, Relais & Chateaux - Adults Only

Posted 7 days ago

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Find 5 Star Hotels in Wailea, HI from $824

Check availability on Wailea 5 Star Hotels

Compare Wailea 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Grand Wailea Maui, A Waldorf Astoria Resort

Four Seasons Resort Maui at Wailea

Hotel Wailea, Relais & Chateaux - Adults Only

Ho‘olei Villas at Grand Wailea

Fairmont Kea Lani Maui Villa Experience

Wailea Luxury Hilltop Resort Vistas

Kaia at Ekahi