MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines

Top rated by guests
Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Chef’s Kitchen Featuring a Grand Island & Oceanview Breakfast Nooks
Chef’s Kitchen Featuring a Grand Island & Oceanview Breakfast Nooks
Dual Laundry Rooms for Seamless Vacation Living
Expansive Coastal Views in Every Direction
review stars
9.8Outstanding
(16 Ratings)
"Stayed for the Thanksgiving holiday with my extended family of 15. Communication with the host was easy, the house was in excellent condition and the location right on the beautiful beach was a huge ..."
David F.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(16 Ratings)

House in Hilton Head Island, SC

18 guests · 7 bedrooms · 8 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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

Amenities at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines

Non-smoking
Family friendly

Map of Hilton Head Island, SC


Ratings and reviews

9.8 / 10
Outstanding(16 Ratings)
8 / 10Excellent·Jun 2025
We had 17 people.. the house accommodated everyone.. the house is a bit tired and could use some TLC..
10 / 10Outstanding·Dec 2024
Stayed for the Thanksgiving holiday with my extended family of 15. Communication with the host was easy, the house was in excellent condition and the location right on the beautiful beach was a huge bonus. The house is huge but a funky layout. Only 6 of the bedrooms have bathrooms, because the master suite has 2 full Bathrooms. Would definitely suggest this house. Loved our stay.
8 / 10Excellent·Aug 2024
This beach house was a beautiful home. All beds were comfortable bathrooms all worked well. The only issue was the beach access was a very difficult way for anyone to get to the beach because their access was closed and we had to go to the side, which was never stated in the Description it says ocean front beach home !! very difficult to carry things to the beach for the family when you’re paying a price for oceanfront Beach Home !!!you want it to be an oceanfront beach home? That’s why I had to give it a four but all in all we had the hurricane and everyone ran home to New Jersey.
10 / 10Outstanding·Aug 2024
Stunning property! Beautiful setting. Decorated very nice. Easy Beach access. Owner provided many beach chairs and umbrellas. We had our family together in luxury for the week. Would recommend this property

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines?

We found 2 amenities for this rental. This includes non-smoking, and family friendly.


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