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The Maui Real Estate Blog

Best Wailea Short Term Rental Condos For Sale

Wailea Short Term Rental Condos For Sale

Ho’olei Condos For Sale

Sitting just across from the Grand Wailea, Ho’olei is surrounded on three sides by the 3rd, 4th, and 5th holes of the Old Wailea Blue Golf Course. Ho’olei is the latest complex to be granted the coveted hotel-zoned designation, so short-term vacation rentals are permitted in the neighborhood.

The original developer offerings for Ho’olei came with a Grand Wailea Kulana Club membership rolled into the purchase price; nowadays, it either needs to be transferred or purchased at the time of the sale. This exclusive club grants its members access to the Grand Wailea’s 9 pools, the Spa Grande, as well as the hotel’s fitness center. 

Our presence in the community makes it easy for the team to develop personal connections with the residents and enables us to work closely with Ho’olei staff responsible for running the short term rental aspects. It is our 10+ years of experience the community that make us the go to Ho’olei experts.

Check out the complete Ho’olei condo sold data.

Wailea Beach Villa Condos For Sale

As the name suggests, the Wailea Beach Villas sets a high bar for modern beach living in the Wailea Resort. Encompassing 10 acres of beachfront real estate and less than 100 units, one couldn’t ask for a more central and desirable location in the resort.

One of the biggest benefits of owning at the Wailea Beach Villas is the hotel zoning, which gives owners the opportunity to do short term vacation rentals. On-site resort management and condominium security services are offered to residents around the clock. Pets are permitted, but with some restrictions.

Sold data at the Wailea Beach Villas.

Wailea Point Condos For Sale

Sold by the Sayles Team for $3.5 million, come see what awaits at Wailea Point. 

Wailea Point is highly coveted among buyers and regarded as one of the finest luxury condominiums in all of Wailea. Developed back in the early 80’s, a majority of the units have been upgraded with world class renovations. Sitting on an expansive 28 acres, there are only 5 units per acre!

This gated condominium community offers access to Wailea’s best and offers coveted and private access to Wailea Beach and Polo Beach. A majority of the buildings at Wailea Point come complete with their stunning ocean and mountain views.

View Wailea Point sold data.

Wailea Ekahi Condos For SaleL

Wailea Ekahi 50A for sale by the Sayles Team

Wailea Ekahi sits on the outer edge of the Wailea Resort and is a popular beachfront destination for Maui visitors. The community i extremely expansive with 296 units spread across 54 two-story buildings. With 10 acres of coveted beachfront access, the units come with a strong reputation among the Wailea condos for sale.

Buyers are not limited with options as there are 12 different floor plans available to choose from ranging from studios to two-bedroom units.

Review the Wailea Ekahi sold data over the last 10 years.

Grand Champions Condos For Sale

Known for its low barrier to entry and ability to be rented out on a short term rental basis, the Grand Champions Villas are made up of 20 two and three-story buildings with 188 condominiums. This complex sits just below our office in the Wailea Town Center and commands 12 acres that are completely bordered by the Wailea Blue Golf Course.

Offering two community swimming pools and tropical grounds, the community is a great investment among the Wailea real estate. Condominium owners are welcome to join the Wailea Golf Club or the Wailea Tennis Club that is right next door.

View Grand Champions sold data.

Contact a Maui Real Estate and Lifestyle Specialist

Hoolei 52-6 ocean views

The view from Hoolei Villa A6, the ultimate privacy and seclusion in the Wailea Resort

Please consider me to be your trusted Maui Real Estate and Lifestyle Advisor. I was born and raised on the island, and spend a considerable amount of time to inform my clients about the best deals currently on the market. Please do not hesitate to call me for your Maui real estate needs. I am more than happy to assist you in your home search.


Anthony Sayles R(S)


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