Entire home
MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines
Family-friendly holiday home in Hilton Head Island with a hot tub
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7 bedrooms8 bathroomsSleeps 18
Popular amenities
Explore the area

Hilton Head Island, SC
- Place, Atlantic Dunes by Davis Love III13 min walk
- Place, South Beach13 min walk
- Place, Sea Pines Forest Preserve18 min walk
- Airport, Savannah, GA (SAV-Savannah - Hilton Head Intl.)59 min drive
Rooms & beds
7 bedrooms (sleeps 18)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
2 Queen Beds
Bedroom 5
1 Queen Bed
Bedroom 6
4 Single Beds
Bedroom 7
1 King Bed
8 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
Bathroom 8
Spaces
Deck or patio
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines
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.
Town of Hilton Head Island STR Permit #071134
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.
Town of Hilton Head Island STR Permit #071134
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed, service animals permitted
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
A car is recommended for transport to and from this property
About the area
Hilton Head Island
Located near the beach, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. While the natural beauty of Coligny Beach and Tybee Island Beach can be enjoyed by anyone, those looking for an activity can explore Palmetto Dunes Club.
Travelling with kids? Consider Lawton Stables, or check out an event or a game at Stan Smith Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Hilton Head Island, SC
What's nearby
- Atlantic Dunes by Davis Love III - 13 min walk - 1.2 km
- Heron Point by Pete Dye - 13 min walk - 1.2 km
- South Beach - 13 min walk - 1.2 km
- Sea Pines Forest Preserve - 18 min walk - 1.5 km
- Lawton Stables - 3 min drive - 1.7 km
Getting around
Restaurants
- Tiki Hut - 5 min drive
- Harbour Town Bakery & Cafe - 6 min drive
- The Crazy Crab - 6 min drive
- The Quarterdeck - 6 min drive
- Beach Club at The Sea Pines Resort - 10 min walk
Frequently asked questions
About the host
Hosted by MyStay Hilton Head Island Rentals
Premier Host
They consistently provide great experiences for their guests
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