Find a cheap Hotel in Wailea

Wander Wisely with exceptional service, 24/7 support

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Wailea Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Wailea area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Wailea to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Wailea are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Wailea hotel reviews by fellow wanderers

Four Seasons Resort Maui at Wailea

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"My kids loved the kids club great stuff"

A verified traveller stayed at Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

4 out of 5

Posted 2 days ago

Travelocity Verified Review

"It’s just not the same…. Like so many things these days it just isn’t up to the standards it once was for luxury, quality and service. This was my fifth trip to the Grand Wailea since it originally opened. The grounds were still mostly beautiful although many tiki torches were nonfunctioning, handrails missing, cracked, missing tiles at the adult pool was particularly sad to see and areas within the grounds that just seemed unkept, especially around the old Asian restaurant, which is now shuttered/abandoned. Upon arrival, I immediately knew that something was a miss when the incredible waterfall that sets the tone for the grandeur that was always promised was inoperative. The staff says it has been broken for over a year and has not been fixed. This was the center piece of the tropical experience for me. It is this lack of maintenance that would keep me from going back to the Grand Wailea as it is no longer a five star resort, even after their $350 million partial resort renovation. Our ocean view room was large and comfortable, but the decor was as basic as a Holiday Inn. One picture, one decorative mirror was all the design afforded. You could tell they’ve cut way back on staff too. It is still a worthy of at least one holiday if your priority is to enjoy the extensive pools, spa, etc. If you’re truly looking for a five star experience, the Four Seasons is a better choice."

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