The Cypress of Hilton Head

11/18/2025

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 visit www.cypressofhiltonhead.com or click the link in our profile.

11/12/2025

A toast to friendship and fine craftsmanship! Members of The Cypress spent a wonderful evening at the Burnt Church Distillery, enjoying a private tasting experience and dinner to match.

11/11/2025

Today and everyday, we are endlessly thankful for the bravery and dedication of our country's Veterans. Happy Veteran's Day from The Cypress!

11/10/2025

This month’s feature on WHHI-TV's Senior Network highlights how Cypress members bring their personal vision to life through custom home design. As owners, they enjoy the rare opportunity to tailor every detail—creating homes that are as distinctive as they are beautiful.

Watch the full interview here: https://www.youtube.com/watch?v=pC9lTzvKjY4

Explore all that The Cypress has to offer—and see why our members call it an extraordinary place to live every day. Please visit www.cypressofhiltonhead.com to learn more.

Nona Story, Broker in ChargeBecky Davis, Sales & Marketing DirectorThe Cypress of Hilton HeadContinuing Care Retirement Community843-689-7000Concierge: 888-8...

11/06/2025

Another year, another unforgettable Fall Fling! 🍂🎷🎶🎃 Members gathered for our annual Halloween celebration, enjoying hors d’oeuvres in the Bistro before dancing the night away with Target the Band and The Headliner Horns.

Cheers to fabulous festivities and great company! 🥰🥂 Until next year!

11/04/2025

When you’re a member at The Cypress, you get to select, furnish, and enjoy the home that best suits your needs — and get the equity benefits of being a property owner. Homeownership is just one of the many things that set The Cypress apart from other Life Plan Communities.

All residences, from waterfront homes to convenient apartments, include weekly housekeeping and linen service, as well as complimentary maintenance and repair.

We invite you to discover everything The Cypress of Hilton Head has to offer and to take advantage of the unique opportunity to enjoy an extraordinary lifestyle every single day. Schedule a tour and check it out for yourself by visiting www.cypressofhiltonhead.com

10/31/2025

There’s magic in the Lowcountry air tonight! Wishing you treats, laughter, and a touch of Halloween mischief from all of us at The Cypress of Hilton Head 👻🧡

10/29/2025

The Halloween spirit is alive and well at The Cypress, with pets leading the parade in full costume regalia! 🎃🐾 Our Halloween Pet Pawty has become a cherished annual tradition, where members, staff, and our beloved animal companions gather to celebrate the season in a way that’s equal parts festive and heartwarming.

Each year, this special gathering reminds us that friendship comes in all shapes, sizes, and wagging tails. It’s just one more example of the vibrant, connected lifestyle that makes The Cypress of Hilton Head feel like home—for every member of the family.

Thank you to everyone who joined us and helped make this event a true highlight of our fall season! 🦮🐩🐕‍🦺

10/24/2025

Saddle up! 🐎 We’re sharing even MORE moments from Western Night — double the photos, double the fun! With Justin Cruise keeping the music lively, everyone line danced, tapped along, and enjoyed delicious bites throughout the evening.

From the first note to the last beat, it was a night of music, dancing, and memories made to last. 🪕

10/22/2025

Nestled in the scenic surroundings of The Cypress of Hilton Head's captivating campus, The Preston Health Center offers an idyllic location for exceptional healthcare services. As a Medicare-certified establishment, we cater to the needs of both residents and non-residents of The Cypress community, providing comprehensive short-term, long-term, and memory care services.

We invite you to come experience The Preston difference firsthand. Please visit www.theprestonhealthcenter.com

10/21/2025

Our Golden Isles getaway took us from the sweeping views atop the St. Simons Lighthouse to the historic charm of the Hofwyl-Broadfield Plantation and the fascinating exhibits at the World War II Museum. Each stop offered something new to see, learn, and enjoy — from breathtaking panoramas to stories of the past that brought history to life.

Between exploring historic sites, taking in scenic views, and enjoying unexpected surprises around every corner, this trip was packed with experiences that will be remembered long after we returned home.

10/17/2025

Buon appetito! 🇮🇹 Recently at The Cypress, we celebrated Italian Night with delicious pasta, fine wine, and desserts that had everyone saying, “Mamma mia!”

From clinking glasses to stories shared around the table, Italian Night reminded us why life at The Cypress of Hilton Head is so special — a place where great food, warm friendships, and memorable moments come together in perfect harmony. 🍷✨