Two Meeting Street Inn: An Exclusive Member-Only Valentine’s Escape 

Love stories deserve a setting as distinctive as the moments they create. This Valentine’s Day, Kiawah Island Club Members have access to something truly rare: an intimate Charleston escape that pairs the elegance of a historic mansion with the thoughtful service that defines Club Membership. Two Meeting Street Inn offers an overnight experience where the romance of the Holy City meets the exclusivity Members have come to love. 

A Member-Exclusive Charleston Sanctuary 

Two Meeting Street Inn is not your typical Charleston bed-and-breakfast. This meticulously restored 1890s Queen Anne Victorian mansion serves as an exclusive amenity of Kiawah Island Club. It’s located at one of Charleston’s most prestigious addresses, occupying a corner at the tip of the peninsula, south of Broad Street. Members can arrange their stay by contacting Member Services.

This level of exclusivity ensures your Valentine’s escape unfolds in privacy, surrounded by those who share your appreciation for refined coastal living. 

An Architectural Romance 

Step through the doors of Two Meeting Street Inn and into 6,000 square feet of thoughtfully preserved history. The restoration, led by e.e. Fava Architects, preserved every original detail while incorporating modern infrastructure to make luxury effortless. Interior designer Tammy Connor wove antiques with contemporary craftsmanship, creating spaces that feel both timeless and inviting. Each of the eight bedrooms features its own en suite bathroom, while shared spaces—a formal dining area, chef’s kitchen, and living room—flow together with the kind of grace that only comes from architecture this thoughtful. 

The second-floor den opens onto a balcony that frames views of White Point Garden and the Charleston Harbor beyond. Picture a Valentine’s evening here: harbor lights reflecting on the water, the distant sound of church bells, a quiet moment before dinner reservations downtown. Landscape architect Elizabeth Pope designed the gardens to complement the mansion’s grandeur, preserving majestic live oaks and historic hardscape elements that make the outdoor spaces feel like an extension of Charleston’s storied landscape. 

Island Beginnings 

What makes Two Meeting Street Inn particularly compelling for Valentine’s Day is its ability to connect two distinct romantic experiences. Begin your day on Kiawah Island with a couples tennis or pickleball match; nothing sparks butterflies more than some friendly competition on the courts. Or start slowly with a treatment at Sasanqua Spa, the Club’s sanctuary set alongside shimmering saltwater marshes with views of the Kiawah River—because indulging in a restorative couple’s massage is its own declaration of love.

Before you make your way to Charleston for the rest of the afternoon, enjoy lunch at the River Course overlooking the marsh, Voysey’s at Cassique for prime cuts and Lowcountry views, or B-Liner at The Beach Club for fresh seafood with Atlantic Ocean vistas. 

Browse Freshfields Village before heading downtown. Peyton William Jewelry offers handmade pieces that make Valentine’s gifts feel personal, while Bluemercury’s expert associates can help you select luxury skincare or that signature fragrance your partner loves. Kiawah Spirits stocks rare bottles for perfect celebrations, including special-order bourbons and whiskeys.  

Charleston’s Culinary Scene

For a romantic dinner, Charleston’s celebrated dining scene awaits just minutes away. Reserve a table at Circa 1886 in the Wentworth Mansion’s historic carriage house, where Executive Chef Marc Collins presents contemporary tasting menus that celebrate seasonal Lowcountry ingredients. Or choose Sorelle on Broad Street, where Chef Nick Dugan’s modern Southern Italian cuisine unfolds across three beautifully restored townhouses. For rooftop views of the city, The Watch offers locally sourced American fare with specialty cocktails seven stories above Charleston’s historic streets.

The Best of Both Worlds

The beauty of Two Meeting Street Inn lies in its flexibility. Spend your morning on Kiawah, followed by an evening in Charleston; however you want to spend your Valentine’s Day, there is no rush. 

After dinner, return to a beautifully appointed bedroom in a mansion that belongs to Charleston’s most storied address. No drive, no curfew; just the quiet luxury of settling in for the evening, knowing tomorrow brings another day of possibilities.

Planning Your Valentine’s Escape 

Two Meeting Street Inn requires advance booking. Reserve through the Club website or app, and Member Services can assist with availability, Charleston dining reservations, and coordinating any additional Club amenities for your getaway. 

This Valentine’s Day, consider what makes a romantic escape truly memorable. The Inn represents the kind of thoughtful amenity that distinguishes Club Membership: a private historic mansion in America’s most romantic city, reserved exclusively for property owners. 

Ready to unlock this level of access? Membership begins with property ownership on Kiawah Island. Explore our current listings to find your getaway to this Charleston retreat and the full lifestyle that comes with it.