Golfing on-site, a firepit and a garden are just a few of the amenities provided at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines. For some rest and relaxation, visit the hot tub. Stay connected with in-room WiFi, and guests can find other amenities, such as a playground.
Reviews
9.89.8 out of 10
Exceptional
Entire home
7 bedrooms8 bathrooms10699 sq ft
Popular amenities
Ocean view
Pool
Hot tub
Kitchen
Washing machine
Dryer
Add dates for prices
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
Property amenities
Beach
Beach nearby
Pool/Spa
Hot tub
Private pool
Internet
Available in the house: WiFi
Parking and transport
Car recommended
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
7 bedrooms
Bedsheets provided
Bathroom
8 bathrooms
Hair dryer
Towels provided
Living spaces
Dining table
Separate dining area
Entertainment
Books
Games
Stereo
TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Firepit
Garden
Laundry
Washing machine
Work spaces
Desk
Desk chair
Office
Comfort
Air conditioning
Heating
Pets
Service animals only (pets not allowed)
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Limited housekeeping
Location highlights
Near a hospital
Near an outlet shopping centre
Near the ocean
Things to do
Golf
Table tennis
Birdwatching nearby
Ecotours nearby
Horseback riding nearby
Motor boating nearby
Wildlife walks nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed (service animals are welcome, and are exempt from fees)
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
We should mention
A car is recommended for transport to and from this property
About the area
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. Visit our Hilton Head Island travel guide
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 and Lawton Stables are also within 2 miles (3 km).
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MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines Reviews