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


  • LIFESTYLE: Champagne
  • LIFESTYLE:Traveling
  • SERVICES Valet
  • SERVICES Light Bulb
  • MEMBERSHIP Couple1




One monthly fee, a myriad of ways to be spoiled.

The Cypress lifestyle is more than just our services and amenities, (although those are top-notch) it’s the quality and variety of people you meet when you live here. Our members are interesting, well-traveled and have unique stories to tell, as does our staff. We pride ourselves on the sense of community our members have with each other, special friendships that bring joy to each day.

Start your morning with our complimentary Continental breakfast. Afterwards, you may decide to play on our executive 3-hole golf course or take a stroll on one of our many trails. Then enjoy your lunch al fresco on the patio as you take in the beautiful scenery of our island. In the afternoon, you may enjoy shopping, or relaxing at home, knowing if needed our team is only a phone call away. Meet up with friends for Happy Hour at our tastefully appointed, full-service bar and then meander into the dining room for a fresh, gourmet meal.

Come experience our carefree lifestyle. The Cypress is calling you home.

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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