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LIFESTYLE

You’re in The Right Place.
The Sun Is Always Shining Here.

TheCypressHH Logo Seal White

It’s not just Hilton Head’s fantastic weather that’ll have you thinking the sun never sets at The Cypress. This is a warm, vibrant, amazing place to be each day, with activities everywhere you look, and friendly faces everywhere you go. 

From golf to bridge, and early morning nature walks to long Sunday brunches with friends, it’s easy to find your groove at The Cypress. Your days are filled with choices, and you won’t find a bad one in the bunch.

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Activities

Set Your Own Pace

The Cypress is an ideal place to rekindle an old passion, or to discover something new. With a full-time concierge and activities coordinator on hand, the array of athletic, cultural, and social experiences at your disposal is as diverse as the friends you’ll share them with. 

two ladies going golfing

CLUBS & GAMES

From a variety of weekly card games to monthly cultural lectures, you won’t have to look very long or hard to find your preferred brand of fun at The Cypress. 

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close up of a pickleball hit

HEALTH & FITNESS

When you’re not enjoying the great outdoors, it’s easy to make exercise and wellness a priority in our state-of-the-art fitness center, which includes a weight room and heated indoor/outdoor pool. As an added bonus, as a member of The Cypress, you’ll have privileges to nearby attractions within Hilton Head Plantation.

POPULAR FITNESS CLASSES

CONTINUING EDUCATION

Learning opportunities abound throughout the year, ranging from excursions around Hilton Head to “modern technology” classes to the showing of hit movies and timely documentaries. 

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HILTON HEAD PLANTATION

The Cypress location within Hilton Head Plantation offers members access to Har-Tru tennis courts, pickleball, outdoor swimming and lazy river, two common buildings for yoga and educational lectures, and the Dolphin Head Beach area for outdoor picnics and a walking beach.

Scenic View Of Sea Against Sky
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Two ladies in the pool

REVEL IN YOUR SURROUNDINGS

Fall In Love
With The Lowcountry

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.

KEY SERVICES

Stress Less.
Enjoy More.

Living at The Cypress means having the freedom to do what you want, without having to do anything you don’t. With that in mind, our dedicated staff is happy to take on life’s little annoyances on your behalf, so you can spend your time focusing on anything else.

Home Maintenance, Inside and Out


You won’t have any to-do lists for your Cypress Home. That’s because we take care of all the general maintenance and handle all the repairs.

Weekly Housekeeping and Linen Service


More free time and less time cleaning is as great as it sounds. You will quickly learn to love your weekly visit from our excellent housekeeping staff.  

Free Transportation


Scheduling a ride to the grocery store, a doctor’s appointment, or anywhere else is easy, and saves you the burden of driving.

Home Delivery Of Meals


As enjoyable as it is to meet up with friends for a great meal, there may be times when you’d prefer to relax and eat at home. On those occasions, we’ll bring your meal right to your door.

WHAT'S A DAY IN THE LIFE AT THE CYPRESS LIKE?

Now This Is Living:
A Day In The Life At The Cypress.

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