MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines | House in Hilton Head Island
7 Bedroom House in Oceanside, Hilton Head Island
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
MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines is located in Oceanside. MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines provides accommodation, featuring Balcony/Terrace, Security/Safety, Sports/Activities, among other amenities. This House features Balcony/Terrace, Security/Safety, Sports/Activities, to make your stay a comfortable one.
MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines has 7 Bedrooms , 8 Bathrooms, and max occupancy of 18 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Oceanside has interesting places to visit. If you want to learn more about the House in Oceanside, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
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Heating
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Air conditioning
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Towels provided
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Hair dryer
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Bed sheets provided
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Dining table
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Living room
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Dining room
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Kitchen island
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Cookware/dishes/utensils
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Oven
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Ice maker
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Dishwasher
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Toaster
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Refrigerator
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Microwave
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Stovetop
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Washing machine and dryer
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Near the beach
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Onsite parking
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Car recommended
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Service animals only (pets not allowed)
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Smoke-free property
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Ecotours nearby
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Horse riding nearby
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Wildlife and game walks nearby
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Birdwatching nearby
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Golfing on site
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Power boating nearby
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TV with cable/satellite service
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Games
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Pool or billiards table
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Stereo
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Table tennis
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Books
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Near a hospital
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Near outlet shopping
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Near the ocean
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Desk chair
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Desk
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Office
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Travel crib
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Playground
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Highchair
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Children's games
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Iron/ironing board
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Limited housekeeping
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WiFi available
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Balcony
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Barbecue grill
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Fenced yard
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Firepit
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Garden
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Fire extinguisher
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Private pool
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Hot tub
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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