14 Laughing Gull - Hilton Head Island

If the idea of an unforgettable oceanfront escape has ever stirred your imagination, this extraordinary Sea Pines estate turns that dream into your new reality. Set along one of Hilton Head’s most spectacular stretches of coastline, 14 Laughing Gull invites you into a world where every detail is intentional, every space is indulgent, and every moment feels effortlessly elevated.

Morning begins with soft sea breezes drifting through your private primary wing, a serene sanctuary tucked away for the ultimate retreat. Here, a beautifully appointed bedroom suite opens onto a secluded porch where sunrise feels close enough to touch. His-and-her baths frame the space with refined luxury, accompanied by an expansive walk-in closet with custom built-ins. Just beyond, a quiet courtyard creates a hidden haven—the perfect pause before the day unfolds.

A few steps above the main level, you’ll find a charming bunk room made for the younger dreamers in your group, offering two twin-over-twin bunks in a cozy, whimsical retreat all their own. Nearby, a warm and inviting paneled office provides an inspiring place to stay connected if needed, and just beyond it, a queen guest room offers comfort and privacy for those seeking a peaceful corner to unwind.

The heart of the home is designed for gathering, celebrating, and savoring every moment together. Sunlight pours into an expansive living room by day, while evenings transform the space into an elegant backdrop for entertainment. The state-of-the-art chef’s kitchen looks out over the oceanfront pool, inspiring everything from leisurely brunches to unforgettable dinners that bring everyone to the table. A formal living room, formal dining room, screened lounge, and a fully equipped outdoor kitchen ensure that your group can spread out, come together, and experience beachfront living exactly as you imagine it.

Across the second floor, three beautifully designed suites are connected by an airy walkway that floats above the formal living room. Walls of glass draw your eyes to the horizon, inviting you to settle in with a favorite book or simply let your mind wander with the tide. Each bedroom offers a private oceanfront balcony—quiet, breezy, and endlessly captivating.

For those desiring a bit more independence, a full private apartment completes the estate. With its own living room, kitchen, bedroom, and bath, it’s a luxurious extension of the main home and a perfect escape for teens, grandparents, in-laws, or new parents seeking restful privacy.

Step outside and the true magic of oceanfront living comes alive. A heated pool and spa shimmer just above the shoreline, blending seamlessly into the blue beyond. The wide lawn rolls gently toward your private path through the dunes, delivering you directly to Hilton Head’s iconic white-sand beach. Whether you spend your days swimming, exploring, dreaming on the screened sleeping porch, or unwinding to the rhythm of the waves, the feeling is the same—you’ve arrived somewhere extraordinary.

This is where luxury lives effortlessly. This is oceanfront reimagined. Welcome to a MyStay experience at 14 Laughing Gull, where every sunrise, every gathering, and every quiet moment is crafted for those who expect nothing less than the exceptional.

Please Note:
- - Books Friday to Friday during the Summer only!
- Two weekly Sea Pines gate passes are included in the rental. These will be mailed one month before arrival. Additional passes must be requested and purchased in advance.
- The primary guest must be 25 years of age or older.
- The private pool is heated complimentary for your stay.
- A pack-n-play and high chair are available upon advanced request prior to arrival.

Bedroom & Bathroom Configuration (18 Guests Max):
Bedroom 1: 1 King Downstairs Primary with 2 en-suite bathrooms
Bedroom 2: 1 King with en-suite bathroom with walk-in shower (Blue Room)
Bedroom 3: 1 King with en-suite bathroom with walk-in shower (Peach Room)
Bedroom 4: 2 Queen beds with en-suite bathroom with tub and walk-in shower
Bedroom 5: 1 Queen bed with bathroom (Office Queen)
Bedroom 6: 2 Twin-over-Twin Bunk Beds with hall bathroom
Bedroom 7: Private full apartment with King bed, kitchen and full bathroom with walk-in shower.