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

Hilton Head Island, South Carolina
$2394 avg/night Minimum Stay 4 Nights
Bed 7

Bed

Bath 8

Bath

Home Private Vacation Home

Property Type

Sleep 18

Max Sleeps

Night 4 nights

Min Stay

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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    Bed Sheets Provided
  • GENERAL

    Unit Size: 10699 Sq Ft (994 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Firepit Garden
  • POOL/SPA

    Hot Tub Private Pool
  • BATHROOMS

    Hair Dryer Towels Provided
  • WORKSPACES

    Desk Desk Chair Office
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Golfing On Site Horse Riding Nearby Power Boating Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books Games Stereo Table Tennis TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games Highchair Playground Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Hospital Near Outlet Shopping Near The Ocean
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Limited Housekeeping
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 18

Map Map

School District Rates & Availability

Review Review

  • richard y.

    Submitted Jun 27, 2025

    Stayed Jun 20, 2025

    We had 17 people.. the house accommodated everyone.. the house is a bit tired and could use some TLC..

  • David F.

    Submitted Dec 5, 2024

    Stayed Nov 26, 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.

  • STEPHEN P R.

    Submitted Aug 20, 2024

    Stayed Aug 2, 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.

  • ted k.

    Submitted Aug 16, 2024

    Stayed Aug 9, 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

  • ida h.

    Submitted Jul 27, 2024

    Stayed Jul 19, 2024

    The house manager, Jackson, was excellent. He addressed issues immediately! The house had an intense incense odor especially upstairs in the blue, orange and office/bedroom. We bought plug ins to eliminate the odor. It never disappeared in the office/back bedroom. The nanny had to sleep in the bunk bed room and the kids slept in their parents room. The house does have 7 bathrooms and 1 half bath but two of them are in the master suite. So the bedroom behind the office would have to share a bathroom. If you want in suite bathrooms then the house has sleeping for 12 people which includes 4 kids in the bunk bed room. In the mother in law suite can sleep another 3. There is a pull out sofa. So a total of 15 people. If you don’t care about sharing a full bathroom, then the house can sleep 17 people. The bedroom behind the office is a queen size bed. With all of the above being said, we had a fantastic time. The house was wonderful with the screen in porch. Plenty of pool and beach toys. The pool was lovely with enough seating for everyone. Make sure to rent bikes for your stay.

  • Megan M.

    Submitted Jul 11, 2023

    Stayed Jun 30, 2023

    The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!

  • Justin C.

    Submitted Jun 28, 2023

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The place was amazing. We had a crew of 18 and had plenty of room. Location was perfect, its like we had our own private beach. The kids bounced around from the pool to the beach all day long. Property management was outstanding and answered any questions we had.... Just an all around fantastic experience.

  • John K.

    Submitted Jun 20, 2023

    Stayed Jun 9, 2023

    Everyone had a fantastic time.

  • Marita M.

    Submitted Mar 31, 2023

    Stayed Mar 21, 2023

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful home and lot. The only thing I would change is the bunk room mattresses were very uncomfortable for most of guests unless you are a small child. Also having more board games available would be nice. The house was beautiful and location was great.

  • David C.

    Submitted Aug 22, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had an excellent time at 14 Laughing Gull. The home is beautiful and very well appointed. There is plenty of room to spread out, but also get together in the dining room and family room. Having the screen porch as you point of entry significantly reduced the sand we brought back into the house. The kitchen had everything you need, beach towels and chairs were included and having 2 washer and dryers, 2 ice makers and several refrigerators (including the private suite) was great. The one area of disappointment was the ease of using the televisions, with each one seemingly needing a different manner to get it going. I suggest you simplify this setup. We appreciated the opportunity to stay at such a beautiful home, thank you!

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Total

Includes taxes and fees
$2,394+
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