Building a Business from the Ground Up

When Terry Sundling founded Hilton Head Properties Realty & Rentals, his goal was simple: start strong and choose a software partner he’d never have to replace.

Although he began with just a single property, Terry says Streamline’s team spent significant time helping him get the right systems in place from the start. That one property quickly became the foundation of a thriving vacation rental operation.

“We were ground-up, starting on day one, and onboarding that first property was pretty quick,” Terry explains. “We had multiple calls back, asking for help with the second and third properties, and the team was always helpful.”

More than a decade later, Hilton Head Properties has grown from one property to nearly 150 units, keeping Streamline by their side every step of the way.

Hear from Terry

 

Streamline and Breezeway: transforming maintenance operations

As the company expanded, Terry and his team looked for ways to modernize and improve communication across maintenance and housekeeping. They initially relied on paper-based checklists and manual processes but quickly found that this slowed response times and limited visibility.

Then they learned that one of Streamline’s integrations, Breezeway, had the solution.

“We had used another company at one point, but it just didn’t work for us,” Terry says. “I was really leery about doing anything else after that. But Breezeway changed our life.”

Now, property checks, task assignments, and maintenance updates all flow through one connected system. For a hands-on owner like Terry, this integration has been a game-changer, creating new levels of efficiency and accountability that weren’t possible before.

A lasting partnership built on reliability

After more than ten years using Streamline, Terry considers the platform indispensable to daily operations. From managing reservations and accounting to coordinating maintenance, Streamline has become the core system that keeps Hilton Head Properties organized and growing.

When asked to describe Streamline in just a few words, Terry’s answer says it all:

“Helpful. Couldn’t live without.”

Today, Hilton Head Properties Realty & Rentals continues to thrive on Hilton Head Island, supported by a partnership that has stood the test of time. Streamline remains the trusted backbone of their business—helping the team deliver exceptional service and manage a rapidly expanding portfolio with confidence.

Your Partner for Long-Term Success

Ready to elevate your property management business? See how Streamline can help you grow and thrive—just like Hilton Head Properties Realty & Rentals has for over a decade.

 

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