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    “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

1-800-458-8585

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1-800-458-8585

“Life here makes sense, financially, plus the added convenience and the basic peace of mind it gives makes it all worth it.”

With all of the luxury amenities, five-star health care, waterfront access and bustling activity, it may seem like a Continuing Care Community like The Cypress of Hilton Head is out of reach. In fact, this couldn’t be farther from the truth. When considering all life’s little costs, the amount you would spend living outside of the Cypress is typically more expensive than if you made the investment to purchase a home with The Cypress. With home maintenance, delicious meal plans, fitness, security and countless activities – not to mention access to our on-campus healthcare facility – these all inclusive services ensure that The Cypress lifestyle is not only easier for Members, but more affordable . Plus, you own your home here and can enjoy peace of mind in the possibility of home appreciation. Take a look at more benefits below and then contact us to book a tour to see the immense value of The Cypress of Hilton Head for yourself.


The Value of the Cypress Life

Home Ownership

Enjoy the equity ownership model, customize your home and worry-free maintenance.

Resort-like Amenities

Take advantage of everything right here on campus, from our state-of-the-art pool, fitness center and even our 3-hole executive golf course.

Waterfront Community

Greet the day on the beach, fish on the pier or take a soothing stroll around our Hilton Head Plantation.

Comprehensive Healthcare

Access to a 62-bed, Medicare certified health center on site and a team of dedicated medical staff, ensures a seamless recovery for Members.

Attentive Staff

Everyday 350 staff members strive for a superb level of healthcare and hospitality to deliver a truly memorable experience.

Active Lifestyle

With an abundance of community activities and events Members also enjoy the nearby attractions and culture in historic Savannah.

Fine Dining

Daily Chef specials and wine tasting events make every day a delicious one.

Natural Beauty

Beautiful scenery and local wildlife make the Lowcountry and Hilton Head Island a stunning place to retire.


The Apartments

Models Unit Type Prices Start*
The Afton One Bedroom $150,000+
The Archer One Bedroom with Carolina Room $175,000+
The Biltmore Two Bedroom $240,000+
The Carlton Corner Two Bedroom with Carolina Room $410,000+
The Delano Deluxe-Corner Two Bedroom with Carolina Room $430,000+

The Villas

Models Unit Type Prices Start*
The Islander Deluxe One Bedroom $200,000+
The Park Two Bedroom $440,000+
The Azalea Two Bedroom with Den $470,000+
The Gallery Corner Two Bedroom $595,000+
The Osprey Penthouse Two Bedroom with Den $650,000+

The Golf Cottages

Models Unit Type Prices Start*
The Ashton Two Bedroom with Den $510,000+
The Cambridge Two Bedroom with Den $600,000+
The Devonshire Two Bedroom with Den $650,000+

The Bay Club

Models Unit Type Prices Start*
The St. Anne Two Bedroom with Den $675,000+
The Southampton Two Bedroom with Study $775,000+
The St. George Two Bedroom with Den $800,000+
The Warwick Three Bedroom and Three Baths $850,000+
*Prices may vary based on location, custom upgrades and additional square footage.

If you’re looking for the finest in Independent Senior Living on a beautiful campus,
we'd love to hear from you.

Contact Us

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

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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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