Welcome to Your Spring 2026 Virtual Tour of Homes!
At The Cypress of Hilton Head, a vibrant retirement begins with the perfect home. We’re thrilled to give you an exclusive look at some of our premier residences. We hope this tour helps you see yourself here, enjoying the active and carefree lifestyle you’ve been dreaming of.
OUR BEAUTIFUL HOMES
Explore the Possibilities
Welcome! As you tour, please keep in mind that most of these homes are currently occupied. We expect more listings to open up in the coming months, so stay tuned! If you have any questions about our community, don’t hesitate to reach out. Enjoy your look around!
The Apartments
Biltmore Apartment A-302
Newly listed Biltmore apartment features two bedrooms and two bathrooms, 10-foot ceilings, living and dining rooms, fully equipped kitchen, and lots of additional storage. This is a great opportunity to make your move to The Cypress!
Biltmore Apartment
The Biltmore apartment features two bedrooms, two bathrooms, and generous living and dining rooms. Biltmore residences offer lagoon or courtyard views, and an easy walk to dining and amenities at The Clubhouse.
Birch Apartment
Step into a world of coastal charm in this beautiful Birch apartment. This two-bedroom, two-bathroom gem features a sun-drenched Carolina Room, and a cozy breakfast nook perfect for your morning coffee. Located just a short stroll from The Clubhouse and wrapped in lush, green landscaping, it’s the ultimate serene retreat you’ll love coming home to every day.
The Delano
Our largest apartment, The Delano features two bedrooms, two bathrooms, and a versatile Carolina Room. This sun‑filled, deluxe home overlooks tranquil courtyards and shimmering lagoons, just a short stroll from The Clubhouse.
The Carlton
With two bedrooms, two bathrooms, and a Carolina room, The Carlton is one of our larger apartments at The Cypress. Wake up to scenic greenery and enjoy effortless access to The Clubhouse in your new, peaceful retreat.
The Archer
The Archer apartment is a sleek one-bedroom, one bathroom design, where comfort meets a carefree, active lifestyle. Located near The Clubhouse and embraced by natural beauty, it’s the ultimate space to recharge.
The Villas
The Gallery
The Gallery offers over 2,000 SF, featuring a generous primary suite, soaring ceilings, and light-filled living and dining areas. Tucked along The Cypress Golf Course, this home boasts a private balcony. Just a stone’s throw from The Clubhouse, it’s the ultimate blend of comfort, space, and relaxation.
The Islander
Craft your sanctuary at The Cypress. The Islander floor plan offers a cozy one-bedroom retreat with a private patio or balcony and stunning views. Enjoy effortless living with The Clubhouse and golf course right at your doorstep.
The Osprey
As one of our larger villas, this fourth-floor Osprey offers an expansive layout with two bedrooms, two bathrooms, den, and private balcony. Perfectly situated near the golf course and The Clubhouse, it provides a spacious blend of comfort and tranquility.
The Azalea
The Azalea is a bright and airy villa featuring two bedrooms, two bathrooms, and over 1,700 SF of living space. Experience tranquil vistas from your private balcony, followed by a leisurely walk to The Clubhouse through enchanting, canopy-shaded trails.
The Golf Cottages
The Devonshire I
Nestled against the greens of The Cypress Golf Course, Devonshire cottages offer 2,000–2,400 SF of refined lifestyle. These two-bedroom, two-bathroom retreats feature private patios or sun-drenched Carolina Rooms. Complete with traditional yards and personal garages, they provide the perfect balance of luxury and seclusion.
The Devonshire II
Enjoy golf-side living at its best in a Devonshire cottage. Ranging from 2,000 to 2,400 SF, these charming homes include two bedrooms, two bathrooms, and either a patio or a cozy Carolina Room. With a private garage and a traditional backyard, you’ll have all the space you need to relax in style.
The Bay Club
Bay Club Home
Located in our waterfront Bay Club community, the Southampton offers stunning views of the Intracoastal Waterway or nearby lagoons. These residences feature two bedrooms, two bathrooms, spacious living areas, a private study or guest room, and a garage — perfect for relaxed waterfront living on Hilton Head Island.
