Workspace
Come work or play on Hilton Head Island!
We recognize the growing trend of remote work and the desire to balance productivity with relaxation. The properties below are all equipped with dedicated workspaces that allow you to seamlessly blend work with the pleasures of a tropical getaway on Hilton Head Island—truly allowing you to work in paradise.
Each of these specially curated properties offers high-speed internet and comfortable workstations. Whether it's a desk with a scenic view or a quiet office room, you can maintain productivity while indulging in the serene environment of a premier vacation destination. This unique setup not only enhances your work efficiency but also provides the flexibility to take breaks on the beach, play a round of golf, or enjoy a leisurely walk along the shore, all just moments away from your workspace.
Experience the best of both worlds by staying with us. Transform your work routine into a rejuvenating experience where each day ends with a sunset on the beach. Why settle for the usual when you can work, play, and relax in paradise? Book your perfect work-friendly getaway today!
44 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot.
Vaulted ceilings make this property feel comfortably spacious, which
38 Stoney Creek Road | Carolina Getaway
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect fo
13 Sea Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Beautifully updated 3-bedroom villa in Shelter Cove. Come in, take a seat, and relax in the living room. The living room, kitchen, and dining room have an open layout. The kitchen has granite countertops, new stainless steel appliances, and smooth ceilings.
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning 5-bedroom, 5.5-bathroom house is nestled in the heart of North Forest Beach. Ideally situated, it boasts direct access to the pristine sandy shores of the Atlantic Ocean, making it a beach lover\'s dream come true. Step inside, and you\'ll be gr
3 Dune Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown
A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Indulge in the tranquility of coastal living with this exquisite 3-bedroom, 3-bathroom condominium nestled on the 3rd floor of Windsor Place. Offering stunning oceanfront views, this unit features an open floor plan, tasteful decor, and a fully equipped kitch
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
The grand entrance staircase will transport you to another world through the Italian-style portico, where you are immediately greeted by an expansive ocean view.
Walking into the main house, you are greeted by a beautiful, curved staircase leading you up to
7 Junket
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This exquisite 4-bedroom, 4-bathroom vacation home is a new addition to the market, located in the prestigious Palmetto Dunes, acclaimed for its natural beauty and diverse amenities on Hilton Head Island, South Carolina.
Freshly renovated with meticulous att
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This pet-friendly Sea Pines home has an extremely open floor plan with soaring ceilings to create a charming environment perfect for your next vacation. Three bedrooms and three bathrooms offer enough space to host up to 10 guests comfortably. Multiple living
36 Red Oak
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
6 Indigo Lane is a renovated cozy beach home in a friendly neighborhood in the desirable Lawton Woods section of Sea Pines. A short walk or bike ride to the beach, Sea Pines Forest Preserve, and Lawton Stables. High-speed internet is available to accommodate
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This two-bedroom, two-bath ocean view condo features expansive ocean views from the patio, a variety of shared pools, and nearby beach access for the perfect island vacation.
Walk into your oasis and find the kitchen, dining room, and living room with an ope
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
510 Mainsail is a gorgeous two-bedroom, two-and-a-half-bath, top-floor villa with breathtaking panoramic views of Shelter Cove Harbour. Designer-decorated, this property is perfect for a Hilton Head vacation and comfortably accommodates up to four people. Th
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