Entire home

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

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

A spacious upper-level balcony with a view of the ocean, white railings, and a well-maintained lawn below. - MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines (Hilton Head Island)
A two-story house with a large backyard featuring a swimming pool, outdoor seating, and a covered patio area. - MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines (Hilton Head Island)
A covered outdoor seating area with a pool view, wicker furniture, and a table with lanterns. - MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines (Hilton Head Island)
A spacious living room with wicker furniture, a large TV, and a balcony with a view of palm trees. - MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines (Hilton Head Island)
A large house with a swimming pool, multiple decks, and a well-maintained garden. - MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines (Hilton Head Island)
Golfing on-site, a firepit and a garden are just a few of the amenities provided at MyStay at 14 Laughing Gull – Premier Oceanfront Estate in Sea Pines. For some rest and relaxation, visit the hot tub. Stay connected with in-room WiFi, and guests can find other amenities, such as a playground.

Reviews

9.8 out of 10
Exceptional

Entire home

7 bedrooms8 bathrooms10699 sq ft

Popular amenities

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

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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

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Hot tub
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 7 bedrooms
  • Bedsheets provided

Bathroom

  • 8 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Books
  • Games
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

Location highlights

  • Near a hospital
  • Near an outlet shopping centre
  • Near the ocean

Things to do

  • Golf
  • Table tennis
  • Birdwatching nearby
  • Ecotours nearby
  • Horseback riding nearby
  • Motor boating nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Property located in a resort
  • Unit size: 10,699 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

A car is recommended for transport to and from this property

About the area

Located near the beach, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. The area's natural beauty can be seen at Coligny Beach and Tybee Island Beach. Travelling with kids? Consider Lawton Stables, or check out an event or a game at Van Der Meer Tennis Center. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby. Visit our Hilton Head Island travel guide
View more Holiday homes in Hilton Head Island
Map
Hilton Head Island, SC

What's nearby

  • A sandy beach with gentle waves lapping at the shore under a clear blue sky.
    South Beach
    15 min walk - 0.8 miles
  • A sign for Sea Pines with directions for Pass Holders and others.
    Atlantic Dunes by Davis Love III
    15 min walk - 0.8 miles
  • A serene lake surrounded by lush greenery and trees with Spanish moss hanging from the branches.
    Sea Pines Forest Preserve
    2 min drive - 0.9 miles
  • A red and white lighthouse, a marina with boats, and a building with a red awning.
    Harbour Town Lighthouse
    7 min drive - 3.3 miles
  • Heron Point by Pete Dye
    15 min walk - 0.8 miles

Getting around

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

Restaurants

  • Tiki Hut
    5 min drive
  • The Quarterdeck
    6 min drive
  • Harbour Town Bakery & Cafe
    6 min drive
  • The Crazy Crab
    6 min drive
  • Loggerhead Landing
    3 min drive

Frequently asked questions

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

Yes, this property has a pool.

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

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