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

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Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Interior
Alfresco Dining Terrace with Pool & Ocean Views

Reviews

9.8 out of 10
Exceptional
7 bedrooms8 bathroomsSleeps 1810699.3 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View in a map
Hilton Head Island, SC
  • Place, Atlantic Dunes by Davis Love III
    ‪13 min walk‬
  • Place, South Beach
    ‪13 min walk‬
  • Place, Sea Pines Forest Preserve
    ‪18 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

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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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.
Map
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

  • Hilton Head Island, SC (HHH) - 25 min drive

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

Does MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines have a pool?

Yes, this property has a pool.

How much does it cost to stay at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines?

As of 23 Mar, 2026, prices found for a 1-night stay for 2 adults at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines on 29 Apr, 2026 start from S$1,895, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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, Sea Pines Forest Preserve and Atlantic Dunes by Davis Love III. Lawton Stables and Heron Point by Pete Dye are also within 2 miles (3 km).

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 window
Rating 10 - Excellent. 13 out of 16 reviews
Rating 8 - Good. 3 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

Verified

8/10 Good

richard y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family

We had 17 people.. the house accommodated everyone.. the house is a bit tired and could use some TLC..
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Egidio L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property!

We had a great stay at this property. The location was perfect -- within SeaPines gated community, 2 minutes from a pristine golf course, steps away from the beach, and just a short bike ride to lunch spots and ice cream. The property manager (Janet) was super helpful and responsive. We would love to stay here again!
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

ted k.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beach Paradise

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
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

14 Laughing Gull

Everyone had a fantastic time.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

David F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice house in a fantastic location

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.
Stayed 5 nights in Nov 2024
Verified

10/10 Excellent

Megan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house and location.

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!
Stayed 7 nights in Jun 2023
From a partner site

10/10 Excellent

Marita M.

Great house

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.
Stayed 7 nights in Mar 2023
From a partner site

10/10 Excellent

Justin C.

Awesome place !

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.
Verified

8/10 Good

STEPHEN P R.

Liked: Cleanliness, check-in, communication, location

Beach rental !! Oceanfront home !!

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.
Stayed 7 nights in Aug 2024
From a partner site

10/10 Excellent

Bonika W.

Spacious home great for entertaining

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: This home was perfect for my family. It was right on the beach, spacious and clean. We had every item that we needed! The home is well equipped with dishes, appliances and beach chairs. The house manager was very helpful and that added another level of service. The check in and out time of the hostjng company was different than the air BNB so ensure you are clear on the time you have to be in or out. We loved this home so much that we will make this an annual rental for our Hilton head trips.
From a partner site

10/10 Excellent

David C.

A Grand Home at Hilton Head

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!
Verified

8/10 Good

ida h.

Liked: Cleanliness, check-in, communication, location

Family vacation

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.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Rebecca K.

Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Van Dis S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

JONATHAN S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

Heather E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house and location

Stayed 7 nights in Mar 2024

About the host

Hosted by MyStay Hilton Head Island Rentals

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Premier Host

They consistently provide great experiences for their guests
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