Entire home
MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines
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Reviews
9.8 out of 10
Exceptional
7 bedrooms8 bathroomsSleeps 18994 sq m
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
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
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
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning
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10.0 out of 10, Exceptional, (108 reviews)
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
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
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
- Harbour Town Bakery & Cafe - 6 min drive
- The Crazy Crab - 6 min drive
- Tiki Hut - 5 min drive
- The Quarterdeck - 6 min drive
- Beach Club at The Sea Pines Resort - 10 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.0/10
Listing accuracy
Reviews
Verified
27 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Egidio L.
15 Aug 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property!
Egidio L.
Stayed 7 nights in Aug 2022
Verified
10/10 Excellent
ted k.
16 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beach Paradise
ted k.
Stayed 7 nights in Aug 2024
Verified
10/10 Excellent
John K.
20 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
14 Laughing Gull
John K.
Stayed 7 nights in Jun 2023
Verified
10/10 Excellent
David F.
5 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice house in a fantastic location
David F.
Stayed 5 nights in Nov 2024
Verified
10/10 Excellent
Megan M.
11 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and location.
Megan M.
Stayed 7 nights in Jun 2023
From a partner site
10/10 Excellent
Marita M.
31 Mar 2023
Great house
Marita M.
Stayed 7 nights in Mar 2023
From a partner site
10/10 Excellent
Justin C.
28 June 2023
Awesome place !
Justin C.
Verified
8/10 Good
STEPHEN P R.
20 Aug 2024
Liked: Cleanliness, check-in, communication, location
Beach rental !! Oceanfront home !!
STEPHEN P R.
Stayed 7 nights in Aug 2024
From a partner site
10/10 Excellent
Bonika W.
1 Aug 2022
Spacious home great for entertaining
Bonika W.
From a partner site
10/10 Excellent
David C.
22 Aug 2022
A Grand Home at Hilton Head
David C.
Verified
8/10 Good
ida h.
27 July 2024
Liked: Cleanliness, check-in, communication, location
Family vacation
ida h.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
Rebecca K.
19 Nov 2025
Rebecca K.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Van Dis S.
25 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Van Dis S.
Stayed 7 nights in Mar 2025
Verified
10/10 Excellent
JONATHAN S.
10 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
JONATHAN S.
Stayed 5 nights in Apr 2024
Verified
10/10 Excellent
Heather E.
31 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and location
Heather E.
Stayed 7 nights in Mar 2024
About the host
Hosted by MyStay Hilton Head Island Rentals
Premier Host
They consistently provide great experiences for their guests
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