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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


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The Cypress Group



Our roots are in recreation, hospitality and finance—not just health care.

The Cypress Group is the nation’s leading developer of equity-based, luxury Continuing Care Retirement Communities. The Cypress’s award-winning communities routinely exceed the highest norms for resident satisfaction, creating living environments of unequaled beauty, function and financial security.

The Managing Members of The Cypress Group, LLC have a combined 70 years of experience in the fields of recreational community development, hospitality, finance, marketing and sales, and health care, with a combined 40 years of experience specifically in the development and operations of continuing care retirement communities.

James P. Coleman

Jim Coleman joined the Sea Pines Company in 1972, becoming a Senior Vice President for Hilton Head Plantation. He and associates later formed the Melrose Company which focused on golf and resort planned community development in a variety of projects in the Hilton Head area. In 1988, Mr. Coleman developed the idea for a condominium-based continuing care retirement community in Hilton Head Plantation, sowing the seeds for what would become The Cypress product. He is a graduate of the University of North Carolina at Chapel Hill.

Marc Puntereri

Marc Puntereri has been involved in the development and operations management of large-scale golf and resort planned communities, for more than 30 years, including Vice-chairmanship of the then publicly-traded resort and real estate company, Sea Pines Associates, Inc.
Mr. Puntereri has worked with a number of state agencies to revise regulations to acknowledge equity ownership within existing CCRC licensing criteria, and has served as a consultant to private developers on a variety of retirement communities. He also has been a keynote speaker on retirement living at a number of universities and industry conferences in the US, Europe and Australia. He received his MBA from
The Darden School at the University of Virginia, where he also received his undergraduate degree.

With three beautiful properties across the Carolinas – in Hilton Head, Charlotte and Raleigh, each location reflects the high standards and award-winning practices of The Cypress Group.

Learn more about our other Cypress communties

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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