The Cypress of Hilton Head

    20 Ladyslipper Ln, Hilton Head Island, SC 29926
    • Independent Living
    • Assisted Living
    • Skilled Nursing

    Request a Tour

    Date of Tour
    Time Window
    Tour Type

    You selected in-person tour on in the

    Amenities

    Healthcare services

    • Activities of daily living assistance
    • Assistance with bathing
    • Assistance with dressing
    • Assistance with transfers
    • Medication management

    Healthcare staffing

    • 24-hour call system
    • 24-hour supervision

    Meals and dining

    • Diabetes diet
    • Meal preparation and service
    • Special dietary restrictions

    Room

    • Air-conditioning
    • Cable
    • Fully furnished
    • Housekeeping and linen services
    • Kitchenettes
    • Private bathrooms
    • Telephone
    • Wifi

    Transportation

    • Community operated transportation
    • Transportation arrangement
    • Transportation arrangement (non-medical)

    Common areas

    • Beauty salon
    • Computer center
    • Fitness room
    • Gaming room
    • Garden
    • Outdoor space
    • Small library
    • Wellness center

    Community services

    • Concierge services
    • Fitness programs
    • Move-in coordination

    Activities

    • Community-sponsored activities
    • Planned day trips
    • Resident-run activities
    • Scheduled daily activities

    Reviews

    4.81·(98)

    Overall rating

    1. 5
    2. 4
    3. 3
    4. 2
    5. 1
    • Care

      4.9
    • Staff

      4.8
    • Meals

      4.6
    • Amenities

      4.8
    • Value

      3.5

    Pros

    • beautiful, well-maintained grounds
    • active, country-club–style social life
    • compassionate and professional caregiving staff
    • long-tenured, hospitality-focused team
    • individualized, dignified clinical care
    • comprehensive rehabilitation and nursing services (Preston)
    • strong dementia-transition and memory-care support
    • robust activities program and cultural events
    • engaging fitness classes and wellness programming
    • experienced activities leadership
    • high-quality, restaurant-style dining and culinary creativity
    • variety of housing options including villas and apartments
    • extensive on-campus amenities (pool, golf, library, clinic)
    • secure, attractive Hilton Head Plantation location
    • proactive IT and telehealth support
    • responsive maintenance and operational services
    • strong volunteer and community engagement
    • transparent administrative and financial processes
    • flexible home-based care and care-level transitions
    • efficient admissions and touring experience

    Cons

    • limited continuum-of-care options and assisted-living availability
    • inconsistent responsiveness for high-dependency residents
    • gaps in emergency evacuation planning and prioritization
    • social-integration challenges for single residents at mealtimes
    • occasional family-communication and responsiveness gaps
    • outdoor maintenance noise affecting campus quiet
    • fee structure and activity information can lack clarity
    • skilled-nursing area may feel institutional to some residents

    Summary of reviews

    The Cypress of Hilton Head is frequently described as an amenity-rich, well-maintained senior living community with a strong social culture and a range of housing options. Reviewers emphasize the meticulously kept grounds, villa-style residences and apartments, and campus amenities such as swimming, golf, library and clinic spaces. The campus location within Hilton Head Plantation and the availability of recreational infrastructure (bike paths, par-3 golf) reinforce a resort-like environment that many residents and families find appealing.

    Staff and caregiving receive consistent praise for professionalism, warmth and longevity. Multiple comments point to a hospitality-oriented culture, long-tenured employees, and attentive front-line caregivers. Clinical services and rehabilitation (including the on-site Preston skilled-nursing/rehab option) are cited as strengths; reviewers highlight individualized, respectful treatment, successful transitions to memory care for some residents, and an overall supportive clinical environment. The facility’s IT and telehealth capabilities are noted as unusually strong for this sector, supporting telemedicine and straightforward communication when technology is involved.

    Dining and lifestyle programming are prominent assets. The culinary team is described as creative and restaurant-style, with varied menus and high-quality meal service. Activities are a major selling point: a robust calendar that includes fitness classes, cultural programming, island-history offerings, excursions, and specialized instructors. Leadership in the activities department and specific instructors are frequently named as key contributors to resident engagement and social connection.

    Operational strengths include proactive maintenance and facilities management, efficient admissions and tour experiences, and generally transparent administrative practices. Families and staff describe the community as secure and well-run, with reliable on-site services such as home health, clinic care, and technical support. Volunteer involvement and an active community culture contribute to a family-like atmosphere for many residents.

    Notable patterns of concern relate to continuity and prioritization of care in edge cases. Several accounts imply uneven responsiveness for very frail or high-dependency residents and indicate gaps in emergency evacuation planning and prioritization for those residents. Some respondents described social-integration issues for single residents at mealtimes and noted that communal dining does not always resolve isolation for individuals without strong family support. Family communication is generally positive but there are intermittent reports of staff being difficult to reach or slow to answer family questions.

    Other operational negatives mentioned include occasional outdoor maintenance noise that affects campus quiet and a perception that fee structures and activity details can be unclear to prospective residents. Finally, while skilled-nursing and rehab services are available and praised by many, a few respondents felt the skilled-nursing area can feel more institutional compared with the rest of the community.

    Overall, The Cypress of Hilton Head projects a strong profile for prospective residents seeking an active, amenity-rich community with high-quality dining, a robust activities program, and attentive, hospitality-oriented staff. Families evaluating the community should weigh those strengths against the need for clear expectations around the continuum of care, emergency-transfer planning, family communication protocols, and social supports for single or high-dependency residents.

    Reviews written on Mirador

    We have no reviews to show about The Cypress of Hilton Head.

    Help other families by writing a review about your experience with this community.

    Location

    The Cypress of Hilton Head is located at 20 Ladyslipper Ln, Hilton Head Island, SC, 29926.

    About The Cypress of Hilton Head

    The Cypress of Hilton Head sits on 100 acres with freshwater lagoons, Live Oak trees covered in moss, and a relaxed island feeling that fits the Lowcountry lifestyle, so people who live there get to enjoy golf courses, a heated pool, a fitness center, and easy beach access, with valet service and 24-hour security adding to the peace of mind, and the campus has three private golf holes woven right into the grounds, which is something you don't always see. The community works as a Continuing Care Retirement Community, or CCRC, which means folks can find different levels of support in one place-from independent homes and lively activities to assisted living, memory care, and full skilled nursing help at the 62-bed Preston Health Center that's right there on campus for times when someone needs extra care or short-term recovery, and people with dementia have special programs set just for them. Homes here come in different sizes with one or two bedrooms, and the model is unique since residents have an option for equity-based homeownership, with maintenance and repairs handled by the community, and meals cooked every day by a gourmet culinary team with dining options for residents and their families eating together, and housekeeping and room service come standard, making daily tasks a little easier. There's always something to do with daily social calendars, a clubhouse for events, outdoor walks around the water features, and access to golf, shopping, and dining both inside and outside the community gates, so people stay active and social as they wish. Staff at the Cypress are trained and friendly, offering personalized care and helping with everything from laundry to personal shopping, while banking, postal services, and beauty or barber shops keep things simple and familiar, as though you're still in your own home but with more help when you want it. They've won awards for their design and services, like the ULI Award of Excellence in Residential Development and the National Association of Homebuilders' Gold Seal Award, so the place gets some notice, and they offer resources like lifestyle planning guides and tools so people and families can plan ahead. For those needing support with the big things or little things-like health care options, activities of daily living, home care, hospice, or respite-there's a wide range of services right on campus, with short-term and long-term care all part of what they call The Cypress Model. People who want to learn more can talk to local senior living advisors, look into pricing, schedule tours, or even try a sample meal to see what day-to-day life might be like, so whether someone is looking for independence with an active, engaged community or needs extra healthcare as time goes on, The Cypress of Hilton Head aims to keep seniors connected, healthy, and comfortable in a secure, home-like setting.

    About Life Care Services

    The Cypress of Hilton Head is managed by Life Care Services.

    Life Care Services (LCS), established in 1971 and headquartered in Des Moines, Iowa, stands as the nation's leading manager of full-service senior living communities and the largest not-for-profit senior living operator in the United States. With over five decades of experience, LCS manages more than 130 communities serving over 40,000 residents nationwide, specializing in Life Plan Communities (formerly known as Continuing Care Retirement Communities or CCRCs), as well as stand-alone assisted living, memory care, and rental communities.

    The company's comprehensive approach encompasses operations management, marketing and sales support, health services, compliance, finance, human resources, risk management, strategic planning, and technology development. Through the LCS Family of Companies, they provide end-to-end solutions including development services, real estate private equity enterprises, insurance, national purchasing consulting, and in-home care services. Their innovative development projects feature amenity-forward designs, including cutting-edge elements like rooftop restaurants and microbreweries, demonstrating their commitment to evolving senior living experiences.

    LCS's philosophy centers on purposeful living, where aging means adding experiences rather than giving up on them. Their hospitality-driven approach combines data-driven services with personalized care to strengthen teams, streamline workflows, and enhance resident experiences. Signature programs include Extraordinary Impressions, their employee culture initiative; Heartfelt Connections®, a nationally recognized memory care approach; Eversafe 360 senior safety protocols; and the Health & Wellness Navigation Program™ that provides personalized care plans addressing all aspects of well-being. The LCS Signature Experiences program infuses hospitality into every aspect of community life, creating rich, engaging experiences for residents and employees alike.

    The company's excellence has earned unprecedented recognition, including being ranked #1 in Customer Satisfaction among Independent Living Senior Living Communities by J.D. Power for six consecutive years (2019-2024), winning more independent living awards than any other brand in the J.D. Power U.S. Senior Living Satisfaction Studies. Additionally, LCS received three awards from Top Workplace USA in 2023, reflecting their commitment to both resident care and employee satisfaction. As the fourth-largest operator of life plan and rental senior living communities nationwide, LCS continues to shape the future of senior living through innovation, excellence, and a deep commitment to empowering seniors to live their best lives.

    People often ask...

    The Cypress of Hilton Head offers independent living, assisted living, continuing care retirement community, and skilled nursing.

    There are 65 photos of The Cypress of Hilton Head on Mirador.

    Yes, The Cypress of Hilton Head allows residents to age in place and adjust their level of care as needed.

    The full address for this community is 20 Ladyslipper Ln, Hilton Head Island, SC 29926.

    No, The Cypress of Hilton Head does not offer respite care. Respite care in assisted living communities provides temporary, short-term relief for primary caregivers by offering professional care for their loved ones. It allows individuals to stay in an assisted living community for a limited time, giving caregivers a break while ensuring residents receive necessary support and assistance with daily activities.

    Disclaimer

    Mirador Living is not affiliated with the owner or operator(s) of The Cypress of Hilton Head. The information above has not been verified or approved by the owner or operator. For exact information, please contact The Cypress of Hilton Head directly. There is no cost for this service. We are compensated by the community you select.

    Are you an owner or operator of The Cypress of Hilton Head?

    Claim this listing to receive messages from prospective customers and manage your community page.

    Nearby Communities

    Assisted Living in Nearby Cities

    1. 29 facilities$4,811/mo
    2. 17 facilities$4,811/mo
    3. 14 facilities$4,627/mo
    4. 20 facilities$6,025/mo
    5. 26 facilities$6,396/mo
    6. 18 facilities$4,716/mo
    7. 18 facilities$4,716/mo
    8. 4 facilities$4,692/mo
    9. 2 facilities
    10. 16 facilities$6,406/mo
    11. 2 facilities
    12. 19 facilities$4,622/mo
    © 2026 Mirador Living