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Welcome to The Cypress of Hilton Head

Sophisticated Senior Living
With An Island Flair

The Cypress of Hilton Head is your own little slice of retirement paradise. Located on beautiful Hilton Head Island, one of America’s most appealing leisure destinations, The Cypress offers resort-style living in a glorious seaside setting. With all the modern conveniences you’d expect from a premier Life Plan Community, formerly known as a Continuing Care Retirement Center, and access to everything Hilton Head has to offer, The Cypress is a dreamy place to enjoy the retirement life you’ve always imagined. 


The Cypress is named after the Cypress Conservancy, a wildlife sanctuary that forms a natural boundary to our community.

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In addition to all of the wildlife, water features, and flora you’ll see around The Cypress, we also have three private golf holes woven into our campus setting.

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Every day is a beach day at The Cypress. When you live here, a walk or bike ride on the beach is only a few minutes away.

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What will my life be like?

Every Day Feels Like
A Getaway

A daily social calendar bursting with indoor and outdoor activities. A 100-acre campus dotted with fresh-water lagoons and Live Oaks drenched in moss. Golf, shopping, restaurants, and 12 miles of beaches located just outside The Cypress gates. The question isn’t what can you do at The Cypress; it’s what can’t you do?


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More than a great home.
A great investment.

Home ownership is one of the many things that sets The Cypress of Hilton Head apart from other Life Plan Communities. When you live here, you own your residence, which gives you and your family a tangible commodity to include in your financial portfolio.

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Home Ownership

Even though you own your residence at The Cypress, the maintenance and repairs are all ours. If and when issues arise, we are happy to handle them. Living here, you literally have hundreds of better things to do. 

A continuum of care

It’s reassuring for our members and their families to know that there’s a 62-bed, skilled-care health facility on campus at The Cypress. The Preston Health Center offers several different areas of care, including long-term and cognitive services, and is staffed by an experienced and dedicated team of healthcare professionals.

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Gourmet Living

At The Cypress, meals are some of the most enjoyable parts of each day. They offer the chance to catch up with friends (or make new ones) while enjoying the outstanding offerings created daily by our culinary team.

We’d like to invite you to schedule a tour of The Cypress of Hilton Head, and while you’re here, to stay for a meal. We think it’s a great way to get a feel for what makes this place so special.

Schedule a tour. Stay for a meal.

Get Connected

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