Kiawah Island Real Estate: 88 Surfsong Road, Plantation Woods South

Kiawah Island Real Estate

A Piece of the Atlantic: Inside 88 Surfsong Road 

Oceanfront ownership on Kiawah Island is a rare privilege, and 88 Surfsong Road is its newest expression. Of the many homes that make up the Island’s residential fabric, only a select few sit directly on the Atlantic, and fewer still command more than an acre of shoreline to call their own. 

Set in the mid-Island neighborhood of Plantation Woods South, this six-bedroom residence claims a private stretch of the sea, designed for the kind of family that values discretion as much as beauty. For those searching for Kiawah Island real estate at the very top of the market, Kiawah Island offers a unique convergence: a coveted oceanfront address, thoughtful design, and craftsmanship intended to endure for generations.

Property Details at a Glance 

  • Neighborhood: Plantation Woods South 
  • Price: $25,000,000
  • Bedrooms: 6
  • Bathrooms: 7 full, 1 half
  • Interior: 8,851 square feet
  • Lot: 1.24 acres, two combined oceanfront homesites
  • Views: Oceanfront
  • Features: Elevator, pool, screened porch
  • Club Membership: A Kiawah Island Club Golf Membership is available

 

Kiawah Island Real Estate

More Than a Home: The Kiawah Oceanfront

For more than fifty years, Kiawah Island has been shaped by a single guiding principle called Designing with Nature, the belief that a residence should belong to its landscape rather than impose upon it. Nowhere is that philosophy more fully realized than along the oceanfront, where ten miles of wide, accreting beach meet ancient maritime forest. 

Here, the deep blues of the Atlantic give way to the honey tones of the marsh and the emerald of the fairways, a composition that shifts with the hour and the season. To own a home on this shoreline is to live inside that landscape, with the rhythm of the tide as a daily companion and the horizon as an ever-changing view.

Kiawah Island Real Estate

A Private Mid-Island Address 

Plantation Woods South lies just beyond the private second gate of the Vanderhorst community, a mid-Island location that puts owners within easy reach of the Island’s finest amenities while preserving a deep sense of seclusion. To the north, walking trails lead toward The Ocean Course, the championship layout that has hosted some of golf’s most storied competitions. To the south lie the shops and restaurants of Freshfields Village and the fairways of Turtle Point Golf Course. The Sanctuary, Kiawah’s five-star resort hotel, and the recreation of East Beach Village sit only minutes away, while the neighborhood’s own beach boardwalks open directly onto the sand. 

For an oceanfront buyer, the appeal is practical as much as poetic: the beach is a short walk from the door, and the rest of the Island is never far behind.

Kiawah Island Real Estate

A Residence Built Around the View 

The story of 88 Surfsong Road begins with a decision rooted in restraint. Rather than build to the edges of a single homesite, the current owner combined two oceanfront parcels and set a gracious residence in the center, ensuring privacy on every side and unobstructed views of the Atlantic. The approach reinforces that sense of arrival. A long drive winds through a forest of live oaks and pines, the architecture staying hidden until the entry doors come into view, a quiet prelude to the openness that waits beyond. 

Designed by a Harvard-educated architect and realized by an accomplished master builder, the 8,851-square-foot residence rises across three floors, each oriented to capture the sea from a different vantage point. An elevator serves the upper level, where generously scaled suites offer abundant closet space, thoughtful storage, and the quiet comfort that makes a large home feel intimate for family and guests alike.

Kiawah Island Real Estate

Outdoor Living on the Atlantic 

If the interior is built for comfort, the oceanfront elevation is built for living. A 110-foot pool stretches along the rear of the home, paired with a separate infinity pool whose still surface mirrors the sky and the dunes beyond. Wide decks invite gathering in every season, and a roofed cabana with a fireplace extends the day well past sunset, setting the scene for al fresco dinners as the evening stars appear. Just beyond, a boardwalk threads through native shrubs and palmettos to the beach, where the surrounding waters draw redfish and trout, and the firm, accreting sand invites morning bike rides and long shoreline walks. It is a property designed equally for lively company and for solitude, with the rhythm of the tide always close at hand.

Kiawah Island Real Estate

A Kiawah Island Club Membership Available 

Ownership at 88 Surfsong Road carries the opportunity for a Kiawah Island Club Golf Membership, the distinction that opens the door to the Island’s most exclusive experiences. Membership grants access to private golf, racquet sports, beachfront clubhouses, and the refined dining for which the Club is known, along with the concierge services and Members-only events that shape daily life within the community. For many owners, it is the Club that completes the picture, transforming a remarkable home into a fuller way of life, one defined by community, recreation, and an effortless standard of service.

The Kiawah Island Real Estate Difference 

Homes of this caliber rarely come to market, and when they do, presentation matters as much as price. As the Island’s founding developer and its definitive real estate authority, Kiawah Island Real Estate brings unmatched insight to every property it represents, pairing a deep knowledge of the Island with the marketing and storytelling that the finest homes deserve. 88 Surfsong Road reflects that standard at its highest. 

To experience this oceanfront residence in full and to explore the broader collection of Kiawah Island real estate for sale, search our properties.
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Learn more about life on Kiawah. To speak directly with a Kiawah Island Real Estate agent, please call 843.768.3400.

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