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Welcome to Your Fall 2025 Virtual Tour of Homes!

At The Cypress of Hilton Head, everything starts with a fantastic home. That’s why we’re so excited to share an inside look at several of our most outstanding residences. After taking this tour, we hope it’s easier to envision yourself here at The Cypress, living the active, carefree, and invigorating retirement lifestyle you’re looking for.

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OUR BEAUTIFUL HOMES

Discover What’s Possible

Before you begin your tour, please note that most of these homes are not currently for sale. We look forward to having more availabilities in the coming months. Please feel free to contact us with any questions about our homes and community. Enjoy your tour!

The Apartments

The Biltmore

The Biltmore apartment features two-bedrooms with en suite 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.

The Birch

Perched on the third floor, this Birch apartment blends comfort and charm with two bedroomstwo bathrooms, a sunny Carolina Room, and a cozy breakfast nook. Situated within easy reach of The Clubhouse, it is framed by lush landscaping — creating a serene retreat for everyday living.

The Delano

On the first floor, this Delano apartment features two bedrooms, two bathrooms, and a relaxing 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. Conveniently positioned near The Clubhouse, each residence offers beautiful views of the surrounding grounds for a peaceful, inviting living experience.

The Archer

The Archer apartment features a one-bedroom, one-bath layout designed to be your ideal home base at The Cypress, where comfort meets a carefree, active lifestyle. Located near The Clubhouse and embraced by natural beauty, it’s a peaceful haven to enjoy every day.

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The Villas

The Gallery

The Gallery villa offers spacious, light-filled living with a generous primary suite, soaring ceilings, and expansive living and dining areas. Only a stone’s throw from The Clubhouse and nestled along The Cypress Golf Course, it’s surrounded by lush landscaping and serene views — the perfect blend of comfort, convenience, and relaxation.

The Islander

At The Cypress, your ideal living space is yours to create. This third-floor Islander villa offers one bedroom, one bathroom, and a private patio or balcony surrounded by lush natural beauty.  Just steps from The Clubhouse and near the golf course, the villa combines comfort and convenience, with white cabinetry and elegant furnishings for a serene, stylish retreat.

The Osprey

This fourth-floor Osprey villa features two bedrooms, two bathrooms, and a den. The bright, open living and dining areas flow into a private balcony with peaceful treetop views. Positioned near the golf course and The Clubhouse, it offers a beautiful blend of comfort, style, and tranquility.

The Park

The Park, a first-floor villa with two bedrooms, two bathrooms, and an open floor plan. Step outside to your private patio or balcony and enjoy peaceful views of The Clubhouse, croquet lawn, or golf course — all in a central, convenient location within the community.

The Azalea

The Azalea, a bright and airy second-floor villa featuring two bedrooms, two bathrooms, an office, and a balcony. Situated along the golf course, this villa offers peaceful views and a short stroll to The Clubhouse along charming, tree-canopied trails.

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The Golf Cottages

The Devonshire

Located along The Cypress Golf Course, the Devonshire cottages range from 2,000 to 2,400 square feet and include two bedrooms, two bathrooms, and a patio or Carolina Room. Each home features a traditional yard and garage for private, comfortable living.

The Bay Club

The Warwick

The Warwick, a spacious Bay Club cottage with over 3,000 square feet, featuring a primary suite with dual walk-in closets, two additional bedrooms, and three bathrooms. Multiple patios and an attached garage provide relaxed, comfortable living with wooded, lagoon, or Intracoastal Waterway views.

The Southampton

Located in the waterfront Bay Club community, the Southampton offers stunning views of the Intracoastal Waterway or nearby lagoons. These homes feature two bedrooms with en suite bathrooms, spacious living areas, a private study or guest room, and a garage — perfect for relaxed waterfront living on Hilton Head Island.

Ready to See the Cypress Firsthand?

We hope you’ve enjoyed your virtual look at several of our beautiful homes. If you’d like to experience The Cypress in person, then we invite you to schedule a tour, and while you’re here, to stay for a meal. It’s a great way to discover what makes living at The Cypress so special.

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