One of the few properties with a dedicated outdoor firepit.
Discover nearby landmarks
Walk to South Beach
7 bedrooms8 bathroomsSleeps 18
Popular amenities
Private pool
Hot tub on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Hilton Head Island, SC
South Beach
Place, South Beach
15 min walk
Atlantic Dunes by Davis Love III
Place, Atlantic Dunes by Davis Love III
15 min walk
Sea Pines Forest Preserve
Place, Sea Pines Forest Preserve
2 min drive
Savannah, GA (SAV-Savannah - Hilton Head Intl.)
Airport, Savannah, GA (SAV-Savannah - Hilton Head Intl.)
64 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
Set along one of the most breathtaking stretches of coastline in Sea Pines, 14 Laughing Gull is a private oceanfront estate designed for elevated gatherings, multi-generational stays, and effortless luxury. With expansive living spaces, seven bedrooms including a private apartment, and direct beach access, this home delivers a true Hilton Head retreat at scale.
WHY YOU’LL LOVE THIS HOME:
- Prime oceanfront location in Sea Pines
- Heated pool + spa (complimentary heat)
- Private beach path through the dunes
- Sleeps up to 18 guests
- Seven bedrooms including private apartment
- Multiple living and dining areas
- Chef’s kitchen overlooking pool and ocean
- Outdoor kitchen + screened lounge
- Private primary wing retreat
OCEANFRONT LIVING: The main living spaces are designed for gathering and celebration. An expansive living room filled with natural light flows into formal and casual dining areas, creating space for both large dinners and relaxed evenings. The chef’s kitchen features high-end appliances and generous prep space, all overlooking the oceanfront pool and lawn. A screened lounge and outdoor kitchen extend the living space seamlessly outdoors.
PRIMARY WING RETREAT: The downstairs primary wing offers privacy and refinement, complete with a king suite that opens to a secluded porch. Dual en-suite bathrooms, an expansive walk-in closet with custom built-ins, and a peaceful courtyard create a true sanctuary within the home.
SECOND LEVEL SUITES: Upstairs, three oceanfront suites are connected by an open walkway overlooking the formal living room. Each bedroom features its own private balcony with sweeping views of the Atlantic, offering quiet spaces to begin and end each day.
BUNK ROOM AND OFFICE KING: A few steps up from the main level you will find the bunk room with 1 twin bunk bed and 2 additional twin beds. Kid-Friendly games are also available in this room. Also, tucked behind the large office is an additional sleeping space with a queen bed for the `workaholic` of the group!
ADDITIONAL PRIVATE APARTMENT: A full private apartment includes its own living room, kitchen, king bedroom, and full bath — ideal for grandparents, in-laws, teens, or guests desiring additional independence.
OUTDOOR EXPERIENCE: The heated pool and spa sit just above the shoreline, blending into panoramic ocean views. A wide lawn leads to your private beach path, providing effortless access to Hilton Head’s iconic white-sand beach. Whether poolside, oceanside, or relaxing on the screened sleeping porch, every space is designed to embrace the coastal setting.
SLEEPING ARRANGEMENTS (Sleeps 18): Bedroom 1 – King primary suite (downstairs) with dual en-suite bathrooms Bedroom 2 – King with en-suite bath (Blue Room) Bedroom 3 – King with en-suite bath (Peach Room) Bedroom 4 – Two Queen beds with en-suite bath (tub + walk-in shower) Bedroom 5 – Queen bed with bathroom (Office Queen) Bedroom 6 – Two Twin-over-Twin bunk beds with hall bathroom Bedroom 7 – Private apartment with King bed, kitchen, and full bath with walk-in shower
THE MYSTAY DIFFERENCE: MyStay redefines the vacation rental experience through effortless stays and genuinely personal hospitality. We believe service should feel welcoming, not corporate — rooted in trust, care, and real connection. Our hands-on local team combines thoughtful touches, professional standards, and responsive support to ensure every stay feels seamless from arrival to departure. With MyStay, you’re not just booking a property — you’re experiencing hospitality done the right way.
IMPORTANT NOTES:
- This home does not allow Saturday check-ins or check-outs. Please inquire for additional information.
- Two weekly Sea Pines gate passes included. Additional passes must be purchased in advance.
- Primary renter must be 25+
- Private pool heat is complimentary
- Pack ’n Play and high chair available upon advance request
Town of Hilton Head Island STR Permit #071134
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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
Safety features at this property include a fire extinguisher
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
About the area
Hilton Head Island
Located near the beach, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. The area's natural beauty can be seen at Coligny Beach and Tybee Island Beach. Travelling with kids? Consider Lawton Stables, or check out an event or a game at Van Der Meer Tennis Center. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby.
Atlantic Dunes by Davis Love III - 15 min walk - 1.3 km
Heron Point by Pete Dye - 15 min walk - 1.3 km
Sea Pines Forest Preserve - 2 min drive - 1.4 km
Harbour Town Lighthouse - 7 min drive - 5.3 km
Getting around
Hilton Head Island, SC (HHH) - 25 min drive
Restaurants
Tiki Hut - 5 min drive
Beach Club at The Sea Pines Resort - 10 min walk
The Quarterdeck - 6 min drive
Circle K - 5 min drive
The Bank - 5 min drive
Frequently asked questions
Does MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines have a pool?
Yes, this property has a pool.
Is MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines pet-friendly?
No, only service animals are welcome at the property.
How much is parking at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines?
On-site parking is available at the property.
What time is check-in at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines?
Check-in begins at 4:00 PM.
What time is check-out at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines?
Checkout is at 10:00 AM.
Where is MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines located?
This family-friendly Hilton Head Island holiday home is located by the ocean, within a 15-minute walk of South Beach, Atlantic Dunes by Davis Love III and Heron Point by Pete Dye. Coligny Beach is 1.6 mi (2.5 km) away.
About the host
Hosted by MyStay Hilton Head Island Rentals
Premier Host
They consistently provide great experiences for their guests