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.
Step into coastal luxury with this beautiful second-row ocean home, where traditional Carolina charm meets modern elegance for an unforgettable beach getaway. Just steps from a serene semi-private beach, this spacious property is designed to maximize both com
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.
This 2 Bedroom 2 Bathroom villa is located in Palmetto Dunes in the tranquil Queens Grant neighborhood. This open plan, pet friendly villa is the perfect place for a peaceful Island escape. With it\'s open plan, and coastal blues interior, you\'ll find every
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
1401 Villamare is going under a complete renovation and will be rental ready in Summer 2025! This is a 4th floor villa with breathtaking oceanfront views. When entering this villa the main living area, kitchen, dining and master bedroom are to your right. The
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. This property
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.
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.
A charming first-floor villa with a walkout balcony offering breathtaking views of the golf course. Nestled in the heart of Sea Pines, this delightful retreat combines comfort and convenience, making it the perfect getaway for golfers and vacationers alike.
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
6 Gunnery is a spacious and inviting home ideally located in the heart of Sea Pines. Nestled halfway between Harbour Town and South Beach Marina, this property offers the perfect combination of convenience and tranquility. Enjoy an easy 10-minute walk or 5-mi
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.
Indulge in the tranquil charm of a beach vacation at 25 Singleton Beach, a grand and luxurious 7-bedroom retreat designed for unforgettable seaside getaways. This stunning brand-new home boasts large glass doors and windows that flood the interior with natura
25 Singleton Beach
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.
Tell us what you're looking for and someone will contact you with available options.