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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




If you love people, we’d love to talk.

The Cypress of Hilton Head is home to 400+ Members and 350 Team Members.

Each day we strive to deliver the very best in healthcare and hospitality.

We believe each person is equally valuable and important in the future of The Cypress.

If this sounds like the opportunity you are looking for we are interested in talking to you.

You can select a job opening below to apply, email your resume to

or apply at the button below: Apply Now

For more information, please call 843-681-7000 or email


Join the wonderful, caring and supportive team at The Preston Health Center. We are expanding and have various shifts available both Full Time and PRN. Provide the world class member centered care that attracted you to health care in the first place. Applicants must have current SC CNA Certification and be in good standing with prior senior care experience preferred.

Apply Now

PRN Home Health Scheduler

The Cypress Club of Hilton Head has a very active Home Care department. We offer services to our residents in their homes on property. The PRN scheduler will be in office predominately but the opportunity may arise for on-call shifts as well.

Must have solid computer experience, scheduling experience and exceptional communication skills to both clients and staff.

Apply Now

Housekeeper (Full-Time)

Are you interested in joining a team that is "Committed To Excellence?" If so, The Cypress Club is interested in you! The Environmental Services Department is seeking qualified housekeepers whose main responsibilities are to maintain a clean, sanitary, excellent living environment. The qualified candidate must be able to work some weekends, and manage multiple tasks. Experience in a health care environment is highly desirable. A strong commitment to excellence is the main requirement.

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Valet (PRN)

Assist the residents in Independent Living at The Cypress with valet and driving. We offer Valet service to our residents during evening meals and for buffet. If you enjoy working with seniors and driving/parking cars this is a great opportunity. Hours are from 4:00pm - 8:30pm. Monday-Sunday and 10:00am-3:00pm Sunday.

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We're Sorry

There doesn't appear to be any open positions for this category at this time.

Server (Full-Time and Part-Time)

The Cypress Club offers the very best in service to senior residents that live on property. Our dining room is very busy Monday to Saturday 4:00pm-8:30pm and Sunday 10:00am-3:00pm. If you have a flair for fine dining service and enjoy working with a supportive team helping seniors then The Cypress is the place for you.

Apply Now

We're Sorry

There doesn't appear to be any open positions for this category at this time.

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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