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.
2211 Seacrest has new LVT floors with walk-in showers, a garden tub, double vanities, and more!
This is a wonderful 2-bedroom, 2-bathroom villa located on the second floor of Building 2. Walk-in to the open-concept living space, perfect to spread out and rel
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.
This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone to spread out and relax.
This amazing villa featu
1013 Seacrest
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This 7,500-square-foot beachfront home features a private, in-ground pool with a spa and a patio overlooking the Atlantic Ocean. With private beach access, this home is perfect for those long beach days! The kitchen is equipped with stainless steel appliances
23 Black Skimmer
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.
This amazing island getaway is nestled among the pines beside a lagoon on 1.9 acres in the heart of Sea Pines.
This beach home offers beautiful high-end finishes in the huge eat-in kitchen and throughout, including the spacious dining room, living room, and
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island!
This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quie
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Single-level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, baths, furniture, and more ensure a comfortable and r
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.
Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern
169 North Sea Pines Drive
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends\' getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days
43 South Beach Lagoon
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
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