Blog: A taste of what you may find on Maui

Glorious Wailea walk and a flying dress

I admit – we haven’t been walking as much as we used to. March hit and with it, a crazy number of check-ins and check-outs as tourism is back, baby! We’ve been busy. Yesterday we pulled into the Ulua beach parking lot next to the Andaz, ran into the owner of Maui Flying Dress and then walked from 5:45 and walked til 7pm. We walked in front of Wailea Ekahi, Wailea Beach Resort (Marriott) and the Grand Wailea to the Four Seasons and back. Both the Marriott and the Grand Wailea luaus were in full swing, so we enjoyed watching and listening to the shows as we walked past. It was a gorgeous evening for a walk.

near sunset in front of the Wailea Beach Resort (Marriott)

What is Maui Flying Dress?

We know Lawrence and Regina from our kids’ school. They are the owners of the Maui Flight Academy here on Maui. Lawrence is the flight instructor, Regina handles the bookings. Over the years this has kept them very busy. But then Covid happened. Spoiler alert: flight school is back in business and they are busy!

Lawrence has always enjoyed photography, Regina is a former model, and this past year they created a new business ~ Maui Flying Dress. They meet you at the beach near sunset, set up lights and cameras and do a photo shoot with a beautiful flying dress. It’s not for everyone, but it sounds like they have a fun and a busy gig going! Do check out their Maui Flying Dress website and Instagram for many more details. (Personally, I am curious about a beginner flight lesson).

Where to start this Wailea beach walk?

I know I have talked about this walk a lot in the past year. We have walked it at least once a week. Unless you are staying in one of the resorts/condo complexes along the Wailea beach (or resort) walk, there are four options:

  • Ulua Beach parking lot (just south of the Andaz)
  • Shops at Wailea parking lot
  • Wailea Beach parking lot (access is just south of the Grand Wailea/just north of the Four Seasons)
  • Polo Beach parking lot (just past the Fairmont Kealani)

The beach parking lots are all free – which means they are first come first serve. By late afternoon there is usually plenty of parking as the beachgoers have left for the day. The Shops at Wailea had actually implemented a fee system in 2019 I think, however since Covid they dismantled the gates and you can again park free. I assume at some point they will reinstate the parking fees. Our pre-covid go-to would be to bribe the kids with a waffle cone at Lappert’s and then cut through the Marriott (now called the Wailea Beach Resort) to get to the Wailea beach walk.