New on the Collection
Be one of the first to stay to stay in one of these hand selected vacation properties on Hilton Head Island!
Escape to paradise and experience the epitome of luxury in one of our newest additions to our vacation rental program on Hilton Head Island. Nestled along the pristine shores of the Atlantic Ocean, our newest properties promises an unforgettable retreat for discerning travelers seeking the perfect blend of comfort and sophistication.
Step inside and be greeted by expansive living spaces bathed in natural light, thoughtfully appointed with designer furnishings and modern conveniences. From gourmet kitchens equipped with top-of-the-line appliances to spacious bedrooms adorned with plush bedding and luxurious linens, every detail has been carefully selected to ensure a truly indulgent experience.
Hilton Head Island is truly an oasis away from everyday life. You can walkour 12 miles of premier beaches, golf on one of over 30 golf course, play tennis or pickleball at one of our racquet clubs or public courts, or just idle away the day by the private pool at your vacation home. However you choose to spend your holiday on Hilton Head, our accommodations are the perfect "home" base.
21 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Discover the ultimate lagoon-front escape at this beautifully renovated home, complete with a private fishing dock and just a 5- to 10-minute walk from the beach, the Dunes House, and the Tennis and Pickleball Center.
Step into the first level, where new vi
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Discover your serene escape in the oceanfront complex of South Forest Beach! With direct beach access and a large on-site pool (heated in March & April and October & November), this villa combines relaxation and convenience, just steps from the ocean and a s
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Discover the ultimate island retreat in this newly built three-story home, perfectly designed for a relaxing getaway. With its elegant interiors and thoughtfully curated outdoor spaces, this stunning property is an oasis of comfort and style.
The first floo
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
8110 Wendover Dunes is a stunning beach themed oceanside villa with an open plan for the kitchen a living room. The perfect place for a family getaway with three bedrooms and bathrooms, making plenty of space for a comfortable stay and a short walk to the be
8110 Wendover Dunes
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This charming two-bedroom, two-story townhouse is located in the highrise building at the oceanfront Island Club, featuring a lagoon view from the private deck. Walk right out to the grounds from the deck or spend your evening cooking dinner with the family i
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Nestled in the heart of Sea Pines, this coastal retreat offers the perfect blend of comfort and convenience for your next vacation.
As you step into the villa, you’ll find a welcoming dining area to your right, perfect for family meals or casual gatherings.
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautifully upgraded vacation home combines sophisticated design, high-end finishes, and abundant natural light, creating a truly remarkable getaway. Located just a short walk from Harbour Town, its convenient location makes it unforgettable.
The main
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light and offer serene views of the golf course. Comfortab
6 High Water
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Nestled in the heart of North Forest Beach, 5 Mallard Road is a charming two-story, four-bedroom home designed for the ultimate coastal retreat. Just a short stroll from the shoreline, this beautifully appointed getaway blends comfort, style, and convenience
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
245 Captains Quarters is the ideal villa for a small family getaway, offering picturesque views of the Intracoastal Waterway from your own private balcony, allowing you to fully immerse yourself in the tranquil atmosphere of Hilton Head.
The fully stocked k
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This home has been beautifully remodeled in the heart of Sea Pines, where coastal charm meets modern comfort. Thoughtfully designed with relaxation in mind, this stunning property offers ample space, brand-new kitchen appliances, and inviting interiors perfec
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This home is a stunning haven nestled in the heart of Sea Pines, where luxury meets comfort in a beautiful retreat. Exciting updates are coming to the house, including the addition of a brand-new bunk room! Keep an eye on the website—updated photos will be av
18 Willow Oak
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