1 Spanish Moss Road - Hilton Head Island

Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
The 19th Hole Loft – An Entertainment Escape with Games, Music & More! - 1 Spanish Moss Road - Hilton Head Island
The Heart of the Retreat: Spacious, Sunlit, and Designed for Connection - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
Twilight In Your Backyard Oasis! - 1 Spanish Moss Road - Hilton Head Island
Twilight In Your Backyard Oasis! - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
MyStay HHI Vacations- Extra Touches for a Perfect Stay! - 1 Spanish Moss Road - Hilton Head Island
Sea Pines Trolley - 1 Spanish Moss Road - Hilton Head Island
Nearby Attractions - 1 Spanish Moss Road - Hilton Head Island
Drive To Attractions - 1 Spanish Moss Road - Hilton Head Island
Welcome to MyStay at 1 Spanish Moss Road - 1 Spanish Moss Road - Hilton Head Island
Welcome to MyStay at 1 Spanish Moss Road - 1 Spanish Moss Road - Hilton Head Island
The Heart of the Retreat: Spacious, Sunlit, and Designed for Connection - 1 Spanish Moss Road - Hilton Head Island
The Heart of the Retreat: Spacious, Sunlit, and Designed for Connection - 1 Spanish Moss Road - Hilton Head Island
The Heart of the Retreat: Spacious, Sunlit, and Designed for Connection - 1 Spanish Moss Road - Hilton Head Island
Gather & Savor: Where Every Meal Becomes a Memory - 1 Spanish Moss Road - Hilton Head Island
Gather & Savor: Where Every Meal Becomes a Memory - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
Backyard Bliss: Poolside Fun & Fireside Nights - 1 Spanish Moss Road - Hilton Head Island
1 Spanish Moss Road - Hilton Head Island
Twilight In Your Backyard Oasis! - 1 Spanish Moss Road - Hilton Head Island
Twilight In Your Backyard Oasis! - 1 Spanish Moss Road - Hilton Head Island
The Gourmet Hub: Cook, Create & Entertain with Ease - 1 Spanish Moss Road - Hilton Head Island
The Gourmet Hub: Cook, Create & Entertain with Ease - 1 Spanish Moss Road - Hilton Head Island
The Gourmet Hub: Cook, Create & Entertain with Ease - 1 Spanish Moss Road - Hilton Head Island
The 19th Hole Loft – An Entertainment Escape with Games, Music & More! - 1 Spanish Moss Road - Hilton Head Island
The 19th Hole Loft – An Entertainment Escape with Games, Music & More! - 1 Spanish Moss Road - Hilton Head Island
The 19th Hole Loft – An Entertainment Escape with Games, Music & More! - 1 Spanish Moss Road - Hilton Head Island
The 19th Hole Loft – An Entertainment Escape with Games, Music & More! - 1 Spanish Moss Road - Hilton Head Island
The 19th Hole Loft – An Entertainment Escape with Games, Music & More! - 1 Spanish Moss Road - Hilton Head Island
The 19th Hole Loft – An Entertainment Escape with Games, Music & More! - 1 Spanish Moss Road - Hilton Head Island
Convert Your Pool Table into a Ping-Pong Showdown! - 1 Spanish Moss Road - Hilton Head Island
Convert Your Pool Table into a Ping-Pong Showdown! - 1 Spanish Moss Road - Hilton Head Island
Loft Bathroom - 1 Spanish Moss Road - Hilton Head Island
Loft Bathroom - 1 Spanish Moss Road - Hilton Head Island
Laundry Room Leading Toward Game Room - 1 Spanish Moss Road - Hilton Head Island
2nd Entrance and Look into The Bunk Suite - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
The Ultimate Bunk Suite: Sleep, Play & Unwind - 1 Spanish Moss Road - Hilton Head Island
Bunk Suite Bathroom - 1 Spanish Moss Road - Hilton Head Island
Bunk Suite Bathroom - 1 Spanish Moss Road - Hilton Head Island
The Luxe Retreat: A Private Haven for Rest & Relaxation - 1 Spanish Moss Road - Hilton Head Island
The Luxe Retreat: A Private Haven for Rest & Relaxation - 1 Spanish Moss Road - Hilton Head Island
The Luxe Retreat: A Private Haven for Rest & Relaxation - 1 Spanish Moss Road - Hilton Head Island
Spa-Inspired Sanctuary: Refresh & Recharge in Style - 1 Spanish Moss Road - Hilton Head Island
Spa-Inspired Sanctuary: Refresh & Recharge in Style - 1 Spanish Moss Road - Hilton Head Island
Spa-Inspired Sanctuary: Refresh & Recharge in Style - 1 Spanish Moss Road - Hilton Head Island
Spa-Inspired Sanctuary: Refresh & Recharge in Style - 1 Spanish Moss Road - Hilton Head Island
The Family Hideaway: A Cozy King Retreat with Bonus Twin - 1 Spanish Moss Road - Hilton Head Island
The Family Hideaway: A Cozy King Retreat with Bonus Twin - 1 Spanish Moss Road - Hilton Head Island
The Family Hideaway: A Cozy King Retreat with Bonus Twin - 1 Spanish Moss Road - Hilton Head Island
Twin Room Off of King Room - 1 Spanish Moss Road - Hilton Head Island
Twin Room Off of King Room - 1 Spanish Moss Road - Hilton Head Island
King with Attached Twin Room Bathroom - 1 Spanish Moss Road - Hilton Head Island
King with Attached Twin Room Bathroom - 1 Spanish Moss Road - Hilton Head Island
King with Attached Twin Room Bathroom - 1 Spanish Moss Road - Hilton Head Island
Serene & Stylish: A King-Sized Escape - 1 Spanish Moss Road - Hilton Head Island
Serene & Stylish: A King-Sized Escape - 1 Spanish Moss Road - Hilton Head Island
Guest Bathroom in Hallway - 1 Spanish Moss Road - Hilton Head Island
Guest Bathroom in Hallway - 1 Spanish Moss Road - Hilton Head Island
Chic & Cozy: The Perfect Twin Retreat - 1 Spanish Moss Road - Hilton Head Island
Chic & Cozy: The Perfect Twin Retreat - 1 Spanish Moss Road - Hilton Head Island
Chic & Cozy: The Perfect Twin Retreat - 1 Spanish Moss Road - Hilton Head Island
MyStay Welcome Gifts! (Sea Pines Harbour Town and Lighthouse) - 1 Spanish Moss Road - Hilton Head Island
MyStay Welcome Gifts! (Sea Pines Harbour Town and Lighthouse) - 1 Spanish Moss Road - Hilton Head Island
MyStay Welcome Gifts! (Sea Pines Harbour Town and Lighthouse) - 1 Spanish Moss Road - Hilton Head Island
MyStay Welcome Gifts! (Sea Pines South Beach Marina) - 1 Spanish Moss Road - Hilton Head Island
MyStay Welcome Gifts! (Coligny Plaza & Beach Park) - 1 Spanish Moss Road - Hilton Head Island
MyStay Welcome Gifts! (Coligny Plaza & Beach Park) - 1 Spanish Moss Road - Hilton Head Island
MyStay HHI Vacations- Extra Touches for a Perfect Stay! - 1 Spanish Moss Road - Hilton Head Island
MyStay Welcome Gifts! - 1 Spanish Moss Road - Hilton Head Island

1 Spanish Moss Road - Hilton Head Island

15 guests · 5 bedrooms · 5 bathrooms · Vacation Home · Entire place · 353 Sqmt
Brian
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Pets are allowed
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Book Direct and Save

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Escape to a private retreat where island charm meets modern luxury—your Hilton Head getaway starts here. Tucked away in the heart of Sea Pines, this stunning home offers the perfect blend of relaxation and adventure. Whether you’re unwinding by your own heated pool (can be heated for an additional fee), hosting a lively game night in the entertainment room, or exploring Harbour Town just minutes away, this home is designed for unforgettable moments.

From the moment you arrive, you’ll feel it—this is where vacation mode officially begins. Step inside to soaring ceilings, sunlit spaces, and an inviting open layout that brings everyone together. The spacious living area is built for connection, whether that’s swapping stories from the day’s golf round, cheering on your favorite team on the massive Smart TV, or sinking into the plush sofa with a cocktail in hand. The gourmet kitchen is stocked with everything you need to whip up breakfast before a beach day or prepare a feast for the whole crew.

With 5.5 bedrooms and 5 bathrooms, everyone in your group has space to spread out and settle into comfort. The primary suite is a private haven, featuring a luxurious king bed, a cozy seating area, a writing desk, and private access to the pool patio. Its spa-inspired ensuite boasts a double vanity and a spacious walk-in shower—perfect for unwinding after a long day of island adventures. The second bedroom also offers a king bed and includes an attached bonus room with an additional twin bed, making it a great setup for families. This suite comes with its own private bathroom, complete with a walk-in shower. The third bedroom, another king retreat, shares a full bathroom with the fourth bedroom, which is equipped with two twin XL beds—ideal for kids or friends traveling together.

NOW LIVE: Exciting New Upgrades!

This home has been completely reimagined for even more fun and relaxation! The loft-style fifth bedroom is now The 19th Hole Loft—a sleek entertainment space with a pool table, interactive games, music, and streaming options, perfect for unwinding or hosting game night.

The downstairs garage has been transformed into a stunning bunk suite, featuring two full-over-queen bunk beds, stylish new decor, endless games, and ultra-comfy mattresses—the ultimate sleepover setup for kids and adults alike. Book now and be among the first to experience these incredible updates!

Every bedroom is equipped with a 55" Smart TV, high-speed Wi-Fi, and access to a premium Sonos sound system, so entertainment is never far away. The home’s fenced-in backyard backs up to the scenic Heron Point Golf Course, providing a serene setting for poolside lounging, sunset grilling, and late-night laughter around the fire pit. Guests can also enjoy a variety of outdoor games, including cornhole and card games, with even more additions coming soon.

Location is everything in Hilton Head, and this home places you in the heart of it all. Nestled in Sea Pines, you're just a short walk or bike ride from Harbour Town, where you can explore the iconic lighthouse, waterfront dining, live music, and charming shops. The marina offers endless adventures, from fishing charters and sightseeing cruises to pontoon boats, jet skis, and kayak rentals. Golfers will love being surrounded by legendary courses, while tennis enthusiasts can take advantage of the Stan Smith Tennis Academy.

For a relaxing day by the ocean, the Sea Pines Beach Club is just a 10-minute bike ride away, offering pristine beaches, oceanfront dining, and seasonal live music. Need a little retail therapy or a spa day? The Shops at Sea Pines Center are also within walking distance, with boutique stores, restaurants, and wellness services. And for effortless island exploration, hop on the seasonal trolley for a scenic ride to Harbour Town, the beach club, or the Salty Dog Café. Whether you're here for golf, adventure, or simply to unwind, this unbeatable location ensures you're always close to the best of Hilton Head.

This home is already booking quickly, with five reservations in just the last week. With new features on the way, demand will only grow. Secure your dates now before peak season sells out.

Please Note:
Two weekly Sea Pines gate passes are included in the rental. These will be mailed one month before arrival. Additional passes must be requested and purchased in advance.
The primary guest must be 25 years of age or older.
The private pool can be heated for an additional fee. We recommend heating the pool between October and May. A minimum three-day notice is required for heating requests, and the pool must be heated for the entirety of your stay if requested.
This home is pet-friendly. A maximum of two pets is allowed, and they must be disclosed in advance. The pet fee must be paid prior to arrival.
A pack-n-play is included for added convenience.

Bedroom & Bathroom Configuration (15 Guests Max):
Bedroom 1: 1 King with en-suite bathroom and walk-in shower
Bedroom 2: 1 King with attached bonus Twin Room and private bathroom
Bedroom 3: 1 King with shared bathroom with shower/tub combo
Bedroom 4: 2 Twin XL beds with shared bathroom with shower/tub combo
Bedroom 5: Bunk Suite: Two Full-over-Queen bunk beds with new decor, lighting, seating area, and plush mattresses with en-suite bathroom with walk-in shower
Loft Space: The 19th Hole Loft with entertainment space, pool table, music, and streaming options with en-suite bathroom with walk-in shower

This home is designed for unforgettable stays, and with all of the new enhancements ready to enjoy, there’s never been a better time to book.

Sleeping Configuration

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Room 1
1 king bed
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Room 2
1 king bed
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Room 3
1 king bed
Room 4
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Room 5
1 queen bed, 1 sofa bed

What this place offers

IconWashing Machine
IconIron & Board
IconHair Dryer
IconLinens Provided
IconOven
IconFridge
IconPrivate Pool
IconPrivate Garden
IconHigh Speed Internet
IconLaptop friendly workspace
IconDesk chair
IconSmart TV

Nearby activities

IconHorseback riding
IconBird Watching
IconPing Pong Table

Suitability

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Child friendly
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No events allowed
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No smoking allowed
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No Parking

Meet the Host

Brian
Brian
Owner
Hi! We’re Brian and Kristen, the founders of MyStay. With over 20 years of combined experience in the hospitality industry, we’ve had the privilege of helping businesses thrive across diverse markets. Our journey began in Key West, where we managed four boutique hotels, and later took us to the Bahamas, where we revitalized a historic 35-room hotel and restaurant. During our time there, we expanded the operation to include a beach club with five eco-friendly off-grid cottages and a luxury 12-room resort with a restaurant. After relocating to Hilton Head, we helped a startup rental company grow its inventory by more than 600% within four years.

Inspired by the dream of building something truly our own, we brainstormed countless names for our own company—until one hit home. And that’s how MyStay was born! We blended our experiences with our love for travel, creating something unmatched. We even chose pink for our brand, a nod to the hotels we previously worked at, where it played a key role in their design. You could say pink has been our lucky color! There were sleepless nights and thoughtful critiques along the way, but it was all worth it to bring our vision to life.

At MyStay, we pour our hearts and expertise into crafting unforgettable guest experiences. We believe every detail matters and take pride in preparing each home with love and care. When you stay with MyStay, you’re becoming part of a story filled with passion and dedication. Brian focuses on business operations, revenue management and owner onboarding, while Kristen's forte is marketing and curating exceptional stays.

With MyStay, you're not just renting a property. Our goal is to have your entire stay at MyStay become a memorable part of your vacation.
Read more
IconMember since: February 2025
IconSpeaks: English
IconResponse rate: 100%
IconResponse time: within a few hours

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Scenic views

IconGolf Course view
IconResort view

Location

Beachside
Village

Directions

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These directions are for planning purposes only. You may find that construction projects, traffic, weather, or other events may cause conditions to differ from the map results, and you should plan your route accordingly. You must obey all signs or notices regarding your route.

Policies and Rules

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Check In: 4PM -
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Check Out: 10AM
Maximum occupancy: 15

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