Find 5 Star Hotels in Wailea, HI from ￥54,192

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Check availability on Wailea 5 Star Hotels

Tonight
Sep 5 - Sep 6
Tomorrow
Sep 6 - Sep 7
This weekend
Sep 5 - Sep 7
Next weekend
Sep 12 - Sep 14

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

Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1000)
"excellent resort and very clean "
The price is ￥128,597
￥160,453 total
includes taxes & fees
Sep 21 - Sep 22
Fairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1000)
"Good food great area "
The price is ￥101,430
￥129,212 total
includes taxes & fees
Sep 12 - Sep 13
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"This was an exceptional property and we literally had the most amazing stay. Staff were attentive and all car journies were complkmentary. "
The price is ￥111,310
￥131,304 total
includes taxes & fees
Oct 1 - Oct 2
Four Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
The price is ￥132,413
￥164,955 total
includes taxes & fees
Sep 14 - Sep 15
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is ￥299,368
￥362,705 total
includes taxes & fees
Sep 12 - Sep 13
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (5)
"It’s a decent hotel to stay for the family."
The price is ￥311,586
￥376,270 total
includes taxes & fees
Sep 7 - Sep 8
Fairmont Kea Lani Maui Villa Experience
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
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.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Kihei, HI
The price is ￥111,899 per night from Oct 5 to Oct 6
￥111,899
￥140,654 total
Oct 5 - Oct 6
includes taxes & fees
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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.

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
Maluaka Beach featuring landscape views, tropical scenes and a beach

Top Wailea Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"I couldve had a better experience staying at Grand Wailea. Obviously, the grounds here are amazing to say the least. Everything is conviently located once you've gotten use to how big the place is. Once you've settled in, everything falls into place. This is family friendly resort, if you're looking for something intimate this is big enough where it can cater to both. it doesnt feel crowded. The downside, food. Food here is ok. Nothing to rave about. Even dining at Nobu, yes, its nice, food is great but not for the premium you're paying but at least you get a nice view. "
Pierre 4-night trip
Posted 1 day ago
Grand Wailea Maui, A Waldorf Astoria Resort

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Frequently asked questions

What are the best 5-star hotels in Wailea?
Get set for 5-star luxuriousness at Grand Wailea Maui, A Waldorf Astoria Resort, Ho'olei Villas at Grand Wailea or Four Seasons Resort Maui at Wailea. These are among the best stays in Wailea according to Expedia guest reviews. Pick your favorite and get a taste of the finer life!
How much does it cost to stay in a 5-star hotel in Wailea?
There are a range of pricing options for 5-star hotels in Wailea on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare available properties for your preferred dates and make use of our pricing and other filters to lock in the perfect high-end stay.

  • Search for the lowest price per night from ￥54,192

What makes a hotel 5 stars in Wailea?
Outstanding guest service is the hallmark of every 5-star hotel in Wailea. From the minute you arrive, staff ensure your every need is met, whether recommending activities and tours or providing in-room massage treatments. In addition, hotels must feature superior amenities to be considered for a 5-star rating. These can include luxury toiletries, saunas or spas, pools, gourmet kitchens and knowledgeable concierge.