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

Family-friendly holiday home in Hilton Head Island with a hot tub

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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
7 bedrooms8 bathroomsSleeps 18

Popular amenities

  • Ocean view
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View 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

🌊 Oceanfront Luxury Estate in Sea Pines — 7 Bedrooms, Private Pool, Steps to the Beach | Sleeps 18

Welcome to 14 Laughing Gull, an extraordinary oceanfront luxury estate in Sea Pines, offering one of the most exclusive and unforgettable beachfront experiences on Hilton Head Island. Perfect for large families and groups, this seven-bedroom coastal retreat blends high-end design with resort-style amenities, private beach access, and panoramic Atlantic Ocean views from nearly every room.

✨ Why Guests Love 14 Laughing Gull

Direct oceanfront access on one of Hilton Head’s most sought-after beaches

Private heated pool + spa, oceanfront lawn, and dune walkway

7 bedrooms + private apartment | Sleeps 18

Luxury interiors, chef’s kitchen, multiple living spaces, and screened porches

Premier location inside the world-famous Sea Pines Resort

🏡 The Space — A Hilton Head Oceanfront Retreat Designed for Luxury & Comfort
Private Primary Wing (First Floor)

Your day begins with soft sea breezes in the private primary wing, a quiet sanctuary offering:

King suite

His-and-her en-suite bathrooms

Large walk-in closet with custom built-ins

Private porch with sunrise views

Peaceful courtyard just beyond the bedroom

The perfect escape for guests seeking privacy, serenity, and indulgent oceanfront comfort.

Main Level Highlights

Designed for gathering and entertaining, the main level offers:

Expansive ocean-view living room with floor-to-ceiling windows

Chef’s kitchen with premium appliances and pool/ocean views

Formal dining room + formal living room

Screened lounge overlooking the Atlantic

Fully equipped outdoor kitchen for grilling and gatherings

This thoughtful layout seamlessly blends indoor and outdoor living—ideal for multi-generational families and groups.

Second Floor Suites — Ocean Views Everywhere

A light-filled walkway floats above the formal living room, leading to three king and queen guest suites, each featuring:

Private oceanfront balcony

En-suite bathroom

Serene coastal design

Stunning sunrise and shoreline views

These elevated suites offer the ultimate Hilton Head oceanfront experience.

Private Apartment (Ideal for Teens, In-Laws, or Grandparents)

Enjoy true independence with a fully equipped, self-contained apartment featuring:

King bedroom

Private living room

Full kitchen

En-suite bathroom

An exceptional option for guests seeking personal space within your Sea Pines estate.

Additional Sleeping Spaces

Bunk Room: Two twin-over-twin bunks—perfect for kids

Queen Guest Room / Office: A cozy retreat with plenty of privacy

🌴 Outdoor Living — Where Sea Pines Meets the Sea

Step outside and experience breathtaking oceanfront living:

Heated pool + spa overlooking the Atlantic

Spacious lawn rolling toward the dunes

Private beach path to Hilton Head’s iconic shoreline

Screened sleeping porch for dreamy coastal nights

Whether you’re swimming, sunbathing, reading, or simply listening to the waves—every moment feels effortless.

📍 Unbeatable Sea Pines Location

Located on Laughing Gull, you’re minutes from:

Sea Pines Beach Club

Harbour Town Lighthouse

South Beach Marina + Salty Dog

Miles of bike trails

Golf, tennis, restaurants, and family experiences

This is one of the most coveted stretches of oceanfront in all of Hilton Head Island.

🛏 Bedroom & Bathroom Configuration (Sleeps 18)

Bedroom 1: King | Downstairs Primary | 2 en-suite bathrooms
Bedroom 2: King | En-suite walk-in shower (Blue Room)
Bedroom 3: King | En-suite walk-in shower (Peach Room)
Bedroom 4: 2 Queens | En-suite bathroom with tub + walk-in shower
Bedroom 5: Queen | Adjacent bathroom (Office Queen)
Bedroom 6: 2 Twin-over-Twin Bunks | Hall bathroom
Bedroom 7: Private Apartment | King + kitchen + living room + en-suite walk-in shower

📝 Important Notes

Summer bookings are Friday–Friday only

Two Sea Pines gate passes included (mailed 1 month prior)

Additional passes must be purchased in advance

Primary renter must be 25+

Private pool heated complimentary

Pack-n-play & high chair available upon request

🌅 Experience Oceanfront Luxury with MyStay

This exceptional Sea Pines estate is where luxury, comfort, and oceanfront living meet effortlessly. From sunrise coffee on private balconies to evenings by the pool beneath the stars, every detail at 14 Laughing Gull is crafted for guests who expect the extraordinary.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
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
Property # 4982599vb

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. 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 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

  • ‪Beach Club at The Sea Pines Resort - ‬10 min walk
  • ‪The Crazy Crab - ‬6 min drive
  • ‪Harbour Town Bakery & Cafe - ‬6 min drive
  • ‪Loggerhead Landing - ‬3 min drive
  • ‪Hinchey's Chicago Bar & Grill - ‬5 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, 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).

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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