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$6,500,000
5 Beds 5 Baths 4,000 SqFt. HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$4,800,000
5 Beds 6 Baths 3,913 SqFt. HILTONHEAD-447703 MLS
Experience coastal living at it's finest at 12 Cassina Lane, an extraordinary oceanfront home on Hilton Head Island where luxury, comfort, and panoramic views converge. This 5-bedroom, 5.5-bath beachfront estate offers breathtaking Atlantic Ocean views from nearly every room, creating a truly unforgettable coastal living experience.Thoughtfully designed for indoor-outdoor living, the home features two open-concept great rooms, two dining areas, and a spacious eat-in kitchen, perfect for entertaining family and guests. Three inviting fireplaces add warmth and charm, while expansive windows flood the home with natural light and ocean vistas.Step outside to enjoy multiple outdoor living spaces, including a large screened-in porch and a covered poolside lanai, ideal for al fresco dining and relaxing in the coastal breeze. The resort-style pool and spa are complemented by a grilling station, outdoor dining area, and a generously sized yard. It's your own private Hilton Head Island oasis.The home features two luxurious oceanfront primary suites, each offering serene sunrise views and the calming rhythm of the sea. Every additional bedroom includes a private en suite bathroom, ensuring comfort and privacy for all. A private elevator services every level of the home, providing effortless access throughout. Additional highlights include an all-new private beach boardwalk, a three-car garage, guest parking and ample storage. Ideally located just minutes from Sea Pines Resort and Coligny Plaza, this property offers convenient access to world-class dining, boutique shopping, golf courses, and Hilton Head Island attractions.Whether you're searching for a luxury beachfront residence, a family vacation retreat, or a high-end investment property, 12 Cassina Lane represents the very best of Hilton Head Island oceanfront real estate.

12 Cassina Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Harbour & Home Real Estate.

$3,220,000
6 Beds 7 Baths 3,812 SqFt. HILTONHEAD-441179 MLS
One of a kind ocean-oriented home, just 3 rows from the beach, accessed by a short, private path bordering the property. Completely updated w/ stylish design, luxurious materials, & furniture included. This home lives larger than its square footage, accommodating sizable groups, family gatherings, & maximizing rental income. 6 Bedrooms w/ comfortable separation, multiple primary suites, sleeping 23, w/en-suites, balconies, pool + deck access. Chefs kitchen in the heart of the home w/ gas cooktop, high end appliances, large stone counters, custom cabinetry, w/ pool & tropical views. Equi-distant from the Sea Pines Beach Club & Coligny Plaza!

6 Laurel Lane, Hilton Head Island

Listing courtesy of Weichert Realtors Coastal Properties. Selling Office: Daniel Ravenel Sotheby's International Realty.

$2,700,000
6 Beds 5 Baths 3,308 SqFt. HILTONHEAD-504649 MLS
Hilton Head Island's ultimate second-row beach retreat-fully furnished and move-in ready! 7 Cassina Lane is a stunning 6BR/5BA coastal compound with a private pool, guest house, multiple balconies, ocean glimpses, and direct beach access just steps away. Thoughtfully renovated with coastal designer finishes, updated composite siding, roof, windows, new heated pool, doors, and lush landscaping. The main house and casita offer flexible living and rental potential. Proven rental machine with strong summer bookings-perfect for investors or buyers ready to live the beach life now. The perfect family retreat. Walk to Coligny Plaza, restaurants, and miles of shoreline. This is the Hilton Head home everyone's waiting for. Carpe Diem!

7 Cassina Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty. Selling Office: Coldwell Banker Access Realty.

$2,585,000
5 Beds 6 Baths 2,972 SqFt. HILTONHEAD-506993 MLS
Lowcountry perfection meets effortless coastal living in this beautifully updated home designed for both relaxation and entertaining. Thoughtfully enhanced throughout, the stunning kitchen serves as the heart of the home, featuring brand-new cabinetry, a sleek glass tile backsplash, upgraded appliances, and an expansive island perfect for gathering with family and friends.Step outside and embrace the island lifestyle-just moments from the beach, making daily walks along the shore as easy as stepping out your front door. The home's exceptional outdoor living spaces invite you to unwind, with a private pool, expansive sun-drenched decks, covered porches, and a charming screened-in porch just off the great room-ideal for enjoying coastal breezes year-round.Inside, the home lives beautifully with a bright, open layout and five spacious bedrooms, each with its own bath, plus a convenient powder room for guests. Recent upgrades include new flooring, fresh interior paint, stylish fixtures, and elegant stone vanities, creating a clean, modern aesthetic while maintaining timeless Lowcountry charm.Whether you're seeking a full-time residence, a luxurious vacation retreat, or a high-performing rental property, this home offers the perfect blend of comfort, style, and an unbeatable beachside location.

1 Sea Oak Lane, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc. Selling Office: EXP Realty LLC.

$2,405,000
5 Beds 5 Baths 3,533 SqFt. HILTONHEAD-500806 MLS
ESCAPE TO YOUR PRIVATE HILTON HEAD SANCTUARY ~ WHERE LUXURY MEETS LEGACY This exceptional 5-bedroom, 4.5-bath retreat in coveted South Forest Beach delivers the ultimate island lifestyle steps from pristine shores. Imagine hosting three generations under one roof ~ space for 18 guests to create memories that last lifetimes. GOURMET KITCHEN flows seamlessly to expansive living areas ~ spilling onto sun-drenched decks where morning coffee tastes better and evening cocktails feel earned. YOUR PRIVATE POOL becomes the family gathering place ~ kids splashing while adults relax nearby ~ everyone within easy conversation. COLIGNY PLAZA shopping, dining, and entertainment nearby ~ then return to your peaceful haven where beach access feels like your personal gateway to paradise. This isn't just a vacation home ~ IT'S YOUR FAMILY'S NEW TRADITION waiting to begin. SMART INVESTORS recognize the dual opportunity ~ create priceless family memories while generating SUBSTANTIAL RENTAL INCOME during available weeks. The numbers work beautifully ~ but the emotions sell themselves. Picture your family's faces when they first see this place. Feel the satisfaction of knowing you've secured not just a property ~ but A LEGACY. Your Hilton Head story starts here ~ where every sunrise promises new adventures and every sunset delivers pure contentment. MORE THAN REAL ESTATE ~ this is your family's future happiness ~ perfectly positioned in one of America's most desirable destinations.

5 Bayberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head. Selling Office: ERA Evergreen Real Estate Company.

$2,100,000
4 Beds 5 Baths 2,256 SqFt. HILTONHEAD-512797 MLS
This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort. It is perfectly suited for vacation getaways, a second home, or investment rental. With 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. You enter the home into a separate first floor living space with a sitting room, TV, a wet bar and refrigerator. This provides a unique area for the guests to separate from the main kitchen, dining and living room, making it easy for all to enjoy their own space. You then enter into the open concept main living area. You have a modern kitchen, counter barstools, a large dining room table, and a big living room with TV plus a small game table. The laundry room and half bath are also located on the main level. All four bedrooms are on the second level, offering access to wide porches-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard featuring a pool, spa, and spacious patio area, ideal for afternoon swims and cookouts. This Forest Beach gem captures the best of the Hilton Head Island lifestyle with exceptional flexibility and appeal.

6 Cassina Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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