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!


Properties Available 44 properties available
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
Oceanfront Oceanfront
Oceanfront
4303 Island Club
Villa -
$168.00 - $392.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (18)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this i
39 Port Tack Fairway Collection Icon
House -
$358.00 - $830.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 11 guests
Rating 5 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 9 Armada is a gorgeous second row home directly on the beach path in Palmetto Dunes Resort. This spacious 6,800 square foot home is perfect for entertaining, dining, reading, or relaxing! The kitchen features granite counters, two sinks, two dishwashers, a w
9 Armada Icone Collection Icon
House -
$899.00 - $1,842.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half bath
Guests 19 guests
Rating 5 (3)
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 Fairway Collection Icon
House -
$266.00 - $786.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 466 Captains Walk is a beautiful oceanfront villa is just steps away from the beach. This spacious 2nd floor villa has been completely renovated and offers full-length sliding glass doors opening to the private balcony in both the living room and master bedro
Hot HOT 156
466 Captains Walk Icone Collection Icon
Villa -
$310.00 - $682.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (25)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. You will love this charming three-bedroom, 2.5-bath, two-story home. Total renovations were finished in May 2021. This home offers a wonderful layout that allows everyone to gather together and spread out. The first floor has a living room with a study area
2 Azalea
House - Pet Friendly
$144.00 - $519.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (4)
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
Hot HOT 63
23 Black Skimmer Icone Collection Icon
House -
$1,289.00 - $3,908.00 / per night
Bedrooms 8 bedrooms
Bathrooms 9 baths
Half Bathrooms 1 half bath
Guests 26 guests
Rating 5 (7)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This completely renovated (2024) 2 bedroom, 2 bathroom property is perfectly located within steps of South Beach Marina, a short five minute walk to South Beach, and a three minute walk to tennis, pickleball, The Salty Dog Café, restaurants, and shopping. T
New Property New Property
New Property
1584 Lagoon Villas
Villa -
$154.00 - $399.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
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
New Pictures New Pictures
New Pictures
13 Sea Lane Fairway Collection Icon
House -
$466.00 - $1,115.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Brand New Construction 3rd row home in Palmetto Dunes! 130 Mooring Buoy is a beautiful 5-bedroom, 4.5-bath luxury home nestled in the beautiful Palmetto Dunes Oceanfront Resort. Just three rows from the beach, this home is meticulously designed for your perf
130 Mooring Buoy Icone Collection Icon
House -
$646.00 - $1,662.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (9)
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
Oceanfront Oceanfront
Oceanfront
1013 Seacrest Icone Collection Icon
Villa -
$698.00 - $1,575.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (7)
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
Oceanfront Oceanfront
Oceanfront
2211 Seacrest
Villa -
$176.00 - $379.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (20)

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