The health, safety and well-being of our Members, employees and families is always a priority at our community. For Coronavirus updates and protocols, click here.
  • Testimonial1
    “The Cypress is my home now; I own it, and I love it!”
The Cypress of Hilton Head Island An Award-winning Continuing Care Retirement Community


  • 79883 C9U WF52 3837 2
  • 79883 C9U WF52 4163
  • Gym
  • Golf
  • Art
  • Cards




If you get bored around here, it’s your own fault.

Life at The Cypress can be as invigorating and busy as one chooses. Or as relaxed and laid-back. The choice is yours. With a host of activities, classes, trips and excursions, The Cypress has an activity for everyone! Take a college-level course, play in a bridge competition, experience fine dining, attend a play, concert or sporting event, even go on a cruise! We’ve got something for everybody. Take a look at our January Newsletter (this link opens in a PDF – click here to download a PDF reader) to see the latest happenings.

Perfect an old hobby or learn a new one. With our energetic Activities Director and staff, there’s an activity for every skill level.


  • Three-hole executive golf course
  • Croquet
  • Day and overnight trips
  • Art classes
  • Biking
  • Lifelong learning lecture series
  • Library
  • Movies in a theater with surround sound audio
  • Indoor/outdoor pool and fitness center
  • Water aerobics
  • Bocce ball
  • Beach walks
  • Wii fitness
  • Yoga and balance classes
  • Card games
  • Line dancing
  • Happy Hour
  • Guest musicians
  • Sporting events

The Cypress of Hilton Head | 20 Ladyslipper Lane, Hilton Head Island, SC 29926

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We are so excited to see those beautiful Spring blooms throughout our Hilton Head community! 💐We have an abundance of natural beauty around our community and retirement is the perfect time to take advantage of it.Learn more about the benefits of retiring on Hilton Head Island: #RetirementCommunity #RetirementLiving #Seniors #SeniorLiving #HiltonHead #HHI


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The Cypress of Hilton Head Island is located at 20 Ladyslipper Lane, Hilton Head Island, SC 29926, within Hilton Head Plantation.

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2016 National Mature Media Awards Winner