• Testimonial3
    “The Cypress is my home now; I own it and I love it!”
The Cypress of Hilton Head Island

1-800-458-8585

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1-800-458-8585

equity-ownership

Equity Ownership

The Cypress allows our members to enjoy the financial advantages of home ownership without the headaches of owning and maintaining a property. From apartments to condos to cottages 800-4,000 square feet, you’re sure to find something perfect for your lifestyle.

the-cypress-club

The Cypress Club

The Cypress Club, owned by our members, is debt-free and operates as a not-for-profit; therefore, the monthly fees and health center costs are affordable and predictable and are often times much lower than other retirement communities.

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Extraordinary, dining experiences

Our members can choose from several dining attractions located in The Clubhouse. Excellent service and a wide variety of delicious menu options for dine-in or delivery.

award-winning-stewart-health-center

Preston Health Center

The Preston Health Center is a Medicare-licensed facility offering progressive rehabilitative care, assisted living, dementia and long-term, skilled nursing care. It’s conveniently located on our campus if there is ever a need.


beautiful-65-acre

Beautiful 100-acre campus

If you love the outdoors, you will love exploring our walking trails and fishing in our lakes. There is even a private 3-hole Cypress Club Golf Course, and a pier and dock on the Intracoastal Waterway.

variety-of-organized-activities

True sense of security

Our members enjoy the security and peace of mind of a fenced and gated community inside Hilton Head Plantation with round-the-clock security on their 100 acre campus.

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A wide variety of organized activities and outings

Whether it’s a day trip, an art or fitness class, a guest speaker or a concert, the Cypress always has something going on for those who want to attend.

true-sense-of-security

Luxurious amenities

We provide our members with everything they could possibly need. Our clubhouse is home to our fitness and wellness center, heated pool, salon, game room, art studio, library and more! Utilize them as often as you wish!


world-class-service

World Class Service

We offer country club style, hospitality-based services by quality-trained employees. Our employees will know your name, your favorite drink and how you like your home cleaned. They will exceed your expectations and are proud of it!

the-people

The People

But, if you ask a member “Why the Cypress?” they will say “It’s the people… the members, the staff, my neighbors and friends.” That is what sets us apart from other communities. Because our members don’t just rent or pay a fee to move in, they invest in their community and their friendships here.

If you’re looking for the finest in Independent Senior Living on a beautiful campus,
we'd love to hear from you.

Contact Us

The Cypress of Hilton Head | 20 Ladyslipper Lane, Hilton Head Island, SC 29926 spacer

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Timeline Photos

Guess where we are right now? We’re dining in one of the trendiest spots for lunch, Jane Bistro & Bar..


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Timeline Photos

Happy First Day of #Summer! What is your favorite thing about this season? Tell us in the comments below.


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The Cypress of Hilton Head Island is located at 20 Ladyslipper Lane, Hilton Head Island, SC 29926, within Hilton Head Plantation.


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