The Cypress of Hilton Head

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Hilton Head Island, SC
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.

01/13/2026

Our members had a front-row experience of Hollywood glamour at the Jepson Center, exploring the Glenn Close Costume Collection. From sparkling gowns to legendary looks, every costume told a story—stepping inside the world of cinema, one stunning gown at a time.

Art, fashion, and community all in one unforgettable outing—this is what makes life at The Cypress so extraordinary. 🎭🌟

01/09/2026

Ringing in the New Year together 🥂✨ Our New Year’s Eve celebration was filled with laughter, music, and dancing shared with the people that makes The Cypress so special. Cheers to new beginnings, cherished friendships, and a year ahead full of connection!

01/06/2026

The dance floor was full and the holiday spirit even fuller! Our Members Holiday Party brought everyone together to celebrate the season the best way we know how—through music, connection, and community.

We loved celebrating alongside the people who make The Cypress of Hilton Head feel like home. ❤

01/01/2026

As we welcome a brand-new year, we’re filled with gratitude for the wonderful community that makes The Cypress so special—our members, families, and dedicated team. Here’s to a joyful, healthy, and beautifully lived 2026 at The Cypress of Hilton Head. 🥂💛

12/24/2025

🎄 From our home to yours, may this Christmas fill your heart with joy, your home with warmth, and your days with peace.

Wishing you a beautiful and meaningful holiday, with love and warmest wishes from all of us at The Cypress of Hilton Head. 🤍

12/17/2025

The Preston Health Center is conveniently located on the grounds of The Cypress of Hilton Head. Nestled among the live oak and palmetto trees, The Preston provides an ideal setting for patients to relax, recharge, and visit with friends and family.

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: https://theprestonhealthcenter.com/.

12/11/2025

Our visit to the USS Yorktown at Patriots Point Naval & Maritime Museum was a powerful reminder of the courage, sacrifice, and service that shaped our nation’s history.

From walking the decks of this National Historic Landmark to exploring the Cold War Memorial, the Vietnam Experience Exhibit, and the Medal of Honor Museum, the day was both inspiring and memorable.

It was a meaningful day spent taking in history and reflecting on the stories these ships hold. 🇺🇸

12/09/2025

There’s something magical about an evening filled with great food, great friends, and music that makes you tap your toes. Our Cypress of Hilton Head members enjoyed a lively night out at The Jazz Corner — sipping beautifully crafted cocktails, sharing a delicious meal, and soaking in the smooth, spirited sounds of live jazz drifting through the room. 🎷✨

Nights like these remind us that good company and great music are always in perfect harmony — and our community never misses a beat. 🎶

12/04/2025

Another amazing visit! Our members got a behind-the-scenes tour of the Culinary Institute of the South and ended the day with a delicious meal whipped up by the talented students cooking up the future of Southern cuisine.

From exploring the bustling kitchens to savoring every bite, it was a feast for the eyes—and the taste buds! 🍽️

12/01/2025

At The Cypress of Hilton Head, we are inspired by those who lift up our community. Our recent visit to the The Deep Well Project highlighted the incredible support they provide—offering essential resources and guidance to families in need. It is a privilege to stand alongside such meaningful work. ❤️

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.

Address

20 Ladyslipper Lane
Hilton Head Island, SC
29926

Website

http://www.cypressofhiltonhead.com/

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