The Cypress of Hilton Head

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The Cypress of Hilton Head

Hilton Head's Premier Life Plan Community offering resort style living in a glorious seaside setting.

Life is good in South Carolina’s Lowcountry, something you’ll quickly find out living at The Cypress. 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 and access to everything Hilton Head has to offer, The Cypress is a dreamy place to enjoy the retirement life you’ve always imagined.

08/13/2026

As a Cypress member, you’ll enjoy exclusive access to nearby attractions in Hilton Head Plantation, such as The Har-Tru tennis courts and Dolphin Head Beach.

Whether it’s a game of tennis with your closest friend, or a serene early morning beach walk, finding your rhythm and discovering new interests is effortlessly attainable here.

Discover the perfect setting for a life well-lived; visit our website to take the virtual tour today: www.cypressofhiltonhead.com

08/11/2026

Members of The Cypress of Hilton Head enjoy complimentary access to a dedicated Healthcare Navigator—an experienced and compassionate professional who serves as a trusted partner in wellness. The Navigator supports each member’s healthcare journey with personalized guidance through the continuum of care. From case management and coordination to referrals and education, they offer clarity and reassurance, even advocating during hospital stays and care transitions.

As a staff and facility, we are committed to delivering exceptional healthcare and invaluable peace of mind to our residents and their families. To learn more, please visit: www.cypressofhiltonhead.com or click the link in our profile.

08/06/2026

Picture yourself beginning each day with tranquil courtyard views, enjoying chef-prepared dining, engaging programs, and meaningful connections—all just steps from your front door.

Now available at The Cypress of Hilton Head, Apartment B203, our Afton floor plan, offers an inviting one-bedroom, one-bath residence. Located just moments from the grand clubhouse, this home provides convenient access to the exceptional amenities and vibrant lifestyle that make our community homel. As part of your move, this residence will be beautifully renovated, allowing you to enjoy a refreshed home designed for your next chapter.

Your next chapter is waiting. Visit www.cypressofhiltonhead.com to learn more and schedule a tour today—we'd love to show you what makes life at The Cypress of Hilton Head so special.

07/30/2026

The Cypress Grand Clubhouse: Your place for everything under the sun. Both elegant and comfortable, this is the place where you’ll meet friends for breakfast, take a Spanish class, do water aerobics, play bocce ball or croquet, and so much more.

Great dining, enriching classes, entertaining events; you’ll find it all here. To learn more, please www.cypressofhiltonhead.com.

07/22/2026

A look back at the inaugural Fourth of July golf cart parade at The Cypress of Hilton Head!

Members embraced the holiday with thoughtfully decorated golf carts, patriotic spirit, and the joyful sense of community that defines life here. It was a memorable celebration of togetherness, laughter, and creativity—and the beginning of what we hope will become a cherished tradition for years to come.

07/16/2026

Recently, members of The Cypress of Hilton Head came together for a heartfelt program honoring the service and sacrifice of our nation's veterans.

As members Jerry Cutrer, Chuck Duvall, Mike Kapatula, Mike Stout, and Dan Zally shared reflections on their military experiences, the room was filled with stories of courage, resilience, and unwavering dedication. Their memories were more than moments from the past—they were powerful reminders of the sacrifices made to protect the freedoms we cherish today and the enduring strength of those who served.

The gathering also included a moving prayer led by Wallace Alston and was thoughtfully organized by member Marilyn Lorenz, whose efforts helped create a meaningful opportunity to reflect, remember, and express our gratitude.

We are deeply thankful to all who have served and are honored to call these extraordinary veterans members of The Cypress of Hilton Head community. 💙

07/14/2026

What better way to celebrate Independence Day and America's 250th birthday than with great food, live music, and a scoop (or two!) of ice cream? ☀️🍦🎶 Members enjoyed delicious bites from Let's Eat 843 and American Munchies HHI, cooled off with treats from the Hilton Head Ice Cream truck, built their own sundaes at our ice cream bar, and spent the afternoon enjoying a lively concert with friends and neighbors.

At The Cypress of Hilton Head, it's the simple moments shared together that make every celebration a little sweeter!

07/10/2026

Patriotic spirit was on full display at The Cypress of Hilton Head! ❤️🤍💙

Our members and team members embraced the holiday in their best red, white, and blue, bringing plenty of festive flair to our Fourth of July celebrations. From classic stars and stripes to creative patriotic touches, everyone showed off their holiday style and made a strong case for best dressed!

Thank you to everyone who joined in the fun and helped make this celebration one to remember. At The Cypress of Hilton Head, it’s the people who bring every tradition to life.

07/09/2026

A beautiful day on the water, great company, and unforgettable views. 🚢🌊

Our members recently enjoyed a delightful outing aboard the Savannah Riverboat Cruises, soaking in the scenic waterfront, sharing laughter, and making memories together. It's moments like these that make life at The Cypress of Hilton Head so special—filled with new experiences, meaningful connections, and plenty of fun along the way.

Here's to adventures that bring us together!

07/04/2026

The Cypress of Hilton Head is celebrating the Fourth of July—and America's 250th birthday—in the best way we know how: together!

Our campus came alive with patriotic spirit as members and team members decorated golf carts, waved flags, shared plenty of smiles, and celebrated this historic milestone as one community. We were especially honored to have some of our amazing members serve as our Grand Marshals.

A huge thank you to our incredible team for bringing the fun, the energy, and the heart that made this celebration one to remember. Days like these remind us that the strongest communities are built on connection, tradition, and making memories together.

Here's to 250 years of America—Happy Independence Day!🇺🇸

Address

20 Ladyslipper Lane
Hilton Head Island, SC
29926

Website

http://www.cypressofhiltonhead.com/

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