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

Use our filters to find an upscale getaway in Wailea where everything you need is included. Next, narrow down your results for accommodations that have a 5-star rating and are deemed "All inclusive." The main thing on the itinerary at these stays? Pure indulgence and relaxation.

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

Wailea has a selection of 5-star spa getaways that offer treatments designed to revitalize the body, mind and soul. 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 self-care and well-being.

Does Wailea have any 5-star family resorts?

Treat your crew to a memorable experience at Grand Wailea Maui, A Waldorf Astoria Resort . This family-friendly 5-star retreat offers a range of amenities like a swimming pool and a children's pool. Ho‘olei Villas at Grand Wailea and Four Seasons Resort Maui at Wailea are two more top-rated properties in Wailea that are ideal for a vacation with the youngsters.

Are there any 5-star vacation rentals in Wailea?

You won't find any 5-star vacation rentals in Wailea on our site, but there are a few other highly rated options worth checking out. Search through our vacation rentals in Wailea to book the ideal place for your stay.

Are there any 5-star hotels in downtown Wailea?

Check in to Grand Wailea Maui, A Waldorf Astoria Resort and enjoy being close to the vibrant action of downtown Wailea.

Intent on capturing quintessential Maui? Head to Wailea—and not just for the aforementioned luau at the Grand Wailea Resort. Here, you’ll find a coastal walk that will take you past five golden-sand beaches and eight posh resorts (each with their own unique offerings in terms of photo opps, such as the alfresco ceiling at the Grand’s lobby bar), as well as a bend in front of Wailea Point that features one of the stateliest trees on the South Side. Taking your camera-of-choice off shore is a must if you happen to partake in one of Wailea’s paddle-boarding, outrigger canoeing, snorkeling, and diving opportunities, where schools of Hawaiian Green Sea Turtles often frolic about. Sterling golf courses dot this part of the island, with the Wailea Blue Course providing especially terrific views of the horizon. And if you’d like to find a buzzy restaurant to take a group shot of you and your crew, grab a table at the award-winning Monkeypod Kitchen. With tiki torches ablaze and Insta-worthy cocktails (such as their Maui Mai Tai with honey-lilikoi foam), this is the venue to create—and freeze super-fond memories.
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Wailea 5 Stars Hotels

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Our top choices for Wailea 5-star hotels

Four Seasons Resort Maui at Wailea

Wailea

Angela

NT$27,782 total

includes taxes & fees

Dec 19 - Dec 20

9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

Sandeep

NT$26,076 total

includes taxes & fees

Dec 16 - Dec 17

Fairmont Kea Lani Maui

Wailea

Laura

NT$31,209 total

includes taxes & fees

Dec 17 - Dec 18

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Joseph

NT$33,092 total

includes taxes & fees

Dec 16 - Dec 17

Ho‘olei Villas at Grand Wailea

Wailea

Leslie

NT$68,754 total

includes taxes & fees

Jan 8 - 2026/1/9

Fairmont Kea Lani Maui Villa Experience

Wailea

Sze Wai

NT$118,441 total

includes taxes & fees

Dec 16 - Dec 17

Wailea Luxury Hilltop Resort Vistas

Wailea

Maryna

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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

3550 Wailea Alanui Dr Kihei HI

NT$23,863

NT$30,169 total

Jan 13 - 2026/1/14

includes taxes & fees

9.2/10 Wonderful! (999 reviews)

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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.

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.

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Maluaka Beach featuring landscape views, tropical scenes and a beach

Top Wailea Hotel Reviews

Fairmont Kea Lani Maui

10/10 Excellent

"Friendly staff, good restaurant"

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 NT$14,211

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.

Wailea 5 Stars Hotels

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Treat yourself

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Check availability on Wailea 5 Star Hotels

Our top choices for Wailea 5-star hotels

Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Fairmont Kea Lani Maui

Hotel Wailea, Relais & Chateaux - Adults Only

Ho‘olei Villas at Grand Wailea

Fairmont Kea Lani Maui Villa Experience

Wailea Luxury Hilltop Resort Vistas

Explore similar 4-star hotels

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea Beach Resort - Marriott, Maui

AC Hotel by Marriott Maui Wailea

Learn more about Wailea

Top Wailea Hotel Reviews

Fairmont Kea Lani Maui

Grand Wailea Maui, A Waldorf Astoria Resort

Hotel Wailea, Relais & Chateaux - Adults Only

Four Seasons Resort Maui at Wailea

Ho‘olei Villas at Grand Wailea

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