The Cypress of Hilton Head

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.

Life is good in South Carolina’s Lowcountry, something you’ll quickly find out living at The Cypress. In addition to its...
04/30/2026

Life is good in South Carolina’s Lowcountry, something you’ll quickly find out living at The Cypress. In addition to its beautiful beaches, abundant golf courses and laid-back island vibe, Hilton Head has plenty of culture, as well as great shopping, and restaurants featuring the unmistakable flavors of authentic Lowcountry cuisine.

You chose Hilton Head for a reason. Wait until you find out how many reasons there actually are. Learn more by visiting www.cypressofhiltonhead.com

Glitz, glam, and a whole lot of heart—our 2026 Fashion Show had it all. ✨👗💃Our members turned the runway into a canvas o...
04/24/2026

Glitz, glam, and a whole lot of heart—our 2026 Fashion Show had it all. ✨👗💃

Our members turned the runway into a canvas of creativity, personality, and joy. From playful patterns to timeless classics, each look celebrated the uniqueness that makes The Cypress community so special.

Every cheer, every laugh, every photo captured more than style—it captured the spirit of belonging and celebration that defines our home. Thank you for making this night magical! 🌟🩵

At The Cypress of Hilton Head, we know that caring for our well-being and caring for the world around us are beautifully...
04/22/2026

At The Cypress of Hilton Head, we know that caring for our well-being and caring for the world around us are beautifully intertwined. 🌿

This Earth Day, we’re taking a moment to appreciate the natural beauty that surrounds our community—the soft coastal breeze, winding walking paths, and vibrant Lowcountry landscape that invite us to slow down, breathe deeply, and savor the world we share.

It’s a gentle reminder that the place we call home isn’t just where we live—it’s something we cherish, protect, and enjoy together.

Each year during the Pro-Am of the RBC Heritage, The Cypress of Hilton Head is honored to welcome the First Tee Golf Pro...
04/20/2026

Each year during the Pro-Am of the RBC Heritage, The Cypress of Hilton Head is honored to welcome the First Tee Golf Program and the Boys and Girls Club to our skybox overlooking the 13th green ⛳️

From championship play unfolding just steps away to the simple joy of shared conversation over lunch, the day offers something truly special for every guest. Young golfers and their families are invited to experience the tournament from an extraordinary vantage point, including time with the professionals and moments that will be remembered long after the final putt drops 🏌️‍♂️✨

This year, we were privileged to host 30 children and parents, and it remains a privilege to support programs that nurture confidence, character, and a lasting love for the game!

At The Cypress of Hilton Head, we are honored to share a moment of profound pride for our community.We are grateful to r...
04/17/2026

At The Cypress of Hilton Head, we are honored to share a moment of profound pride for our community.

We are grateful to receive the Harrison Award through LCS recognizing our 2025 performance and a deficiency-free recertification annual survey in skilled nursing care. This distinction reflects the highest standards of excellence in both quality and compliance, and we are deeply appreciative to be counted among communities that achieve this level of distinction.

More importantly, this recognition speaks to the heart of who we are. It is a reflection of the compassion, professionalism, and unwavering dedication demonstrated by our team each day. Their commitment to our residents is evident in every detail of care, every thoughtful interaction, and every effort made to ensure comfort, dignity, and trust within our community.

We extend our sincere gratitude to our extraordinary staff whose integrity and heart make this achievement possible. It is their quiet excellence and steadfast commitment that continue to define The Cypress.

🏛️🎭 Our members recently enjoyed a memorable day in Columbia, beginning with a visit to the South Carolina State House, ...
04/14/2026

🏛️🎭 Our members recently enjoyed a memorable day in Columbia, beginning with a visit to the South Carolina State House, where they explored the rich history, architecture, and significance of our state’s capital. It was a wonderful opportunity to take in one of South Carolina’s most iconic landmarks while learning more about the stories and heritage that shape it.

The day concluded with an evening at the Koger Center for the Arts, where members experienced Shen Yun—an extraordinary performance showcasing artistry, movement, and music at its finest. Together, it was a beautiful blend of history and culture, shared in great company and made all the more meaningful by the experience of enjoying it together.

A good hand is always satisfying—but the conversation around the table might just win. Members gathered for an afternoon...
04/08/2026

A good hand is always satisfying—but the conversation around the table might just win. Members gathered for an afternoon of Mahjong, where strategy met laughter and every moment was well spent.🀄️ 🤍

As the season of renewal unfolds, we celebrate the joy of togetherness and the promise of brighter days ahead. Wishing o...
04/05/2026

As the season of renewal unfolds, we celebrate the joy of togetherness and the promise of brighter days ahead. Wishing our members, families, and team at The Cypress of Hilton Head an Easter full of peace, love, and treasured moments!🐰💐

The lights were low, the music was smooth, and the company was even better. 🎷 Our members recently spent an evening at T...
04/03/2026

The lights were low, the music was smooth, and the company was even better. 🎷 Our members recently spent an evening at The Jazz Corner enjoying live jazz, delicious bites, and wonderful conversation. Experiences like these are part of what makes life at The Cypress so special—sharing memorable moments together both in our community and around the island.

🎷 Laissez les bons temps rouler! During the Annual Cypress Cruise, our members enjoyed a festive stop in New Orleans rig...
03/31/2026

🎷 Laissez les bons temps rouler! During the Annual Cypress Cruise, our members enjoyed a festive stop in New Orleans right in the heart of Mardi Gras. From lively streets to unforgettable sights, the city delivered its signature charm and energy at every turn. 🎭✨

Members at The Cypress of Hilton Head enjoyed a delightful afternoon as history came to life with a special visit from A...
03/27/2026

Members at The Cypress of Hilton Head enjoyed a delightful afternoon as history came to life with a special visit from Abraham Lincoln, portrayed by Kevin Wood. 🇺🇸 Through humor, heartfelt stories, and reflections from his life and presidency, Mr. Lincoln reminded us of the power of perspective—and the simple joy found in a well-told story.

Moments like these are part of what makes life at The Cypress so special—bringing members together to learn, laugh, and share meaningful experiences in a vibrant community where each day offers something new to discover.

A little Irish spirit went a long way at The Cypress of Hilton Head this St. Patrick’s Day. The community was filled wit...
03/24/2026

A little Irish spirit went a long way at The Cypress of Hilton Head this St. Patrick’s Day. The community was filled with laughter, lively conversation, and a festive toast or two—featuring Irish beer and green champagne. It was a joyful celebration and a wonderful reminder that the best moments are the ones shared together. 🍀🥂✨

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20 Ladyslipper Lane
Hilton Head Island, SC
29926

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