Hilton Head Vacation Rentals
Welcome to Hilton Head Island, where relaxation meets luxury, and unforgettable memories are waiting to be made. As your premier vacation rental company on this breathtaking island paradise, we invite you to experience the ultimate getaway in one of our exquisite properties.
Nestled amidst pristine beaches, lush greenery, and world-class amenities, our hand selected collection of vacation homes promises an unparalleled escape from the ordinary. From intimate beachfront villas to spacious oceanfront homes, each of our properties is meticulously designed to cater to your every need and desire.
Beyond the confines of your vacation home, Hilton Head Island beckons with a plethora of activities and attractions to delight every traveler. Tee off at world-renowned golf courses, embark on a thrilling dolphin cruise, or simply lounge by the pool and soak up the sun. With miles of pristine beaches, scenic nature trails, and vibrant cultural experiences awaiting you, there's never a dull moment on Hilton Head Island.
We are committed to providing unparalleled service and unforgettable experiences for our guests. From seamless booking processes to our signature Luxury Concierge services, we strive to exceed your expectations at every turn. So why wait? Book your stay with us today and discover the magic of Hilton Head Island in style. Your perfect getaway awaits.
137 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View. Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story, open, and airy space. This open-concept living, dining, and kitchen ar
2371 Racquet Club
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 inviting lagoon front villa is ideally located in the heart of Palmetto Dunes, where peaceful water views and effortless beach access come together for a truly relaxing stay.
As you enter, you are welcomed into a bright and comfortable living space desi
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning, brand-new property was just completed in June 2025 and is ready to welcome its very first guests!
The heart of the home lies upstairs, where the main living room impresses with vaulted ceilings and a wall of windows that flood the space with n
10 Cassina Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
435 Captain\'s Walk overlooks the pool out to the ocean! Lots of recent updates!
435 Captain\'s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that overlooks the pool and out to the ocean. A beautiful, updated villa with great views—you couldn\'t ask
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.
This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and h
6 Grey Widgeon
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 property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay!
Find tranquility in this cozy two-bedroom, two-and-a-half-bath Palmetto Dunes villa
8103 Wendover Dunes
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home offers unforgettable views and a private pool, spa, a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together.
7 Guscio Way
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Beautiful 3-bedroom villa with 3 full baths So close to the truly spectacular beaches of Palmetto Dunes Remodeled kitchen and baths Oversized covered deck overlooking the community pool.
Overlooking the Fazio Golf Course in Palmetto Dunes, this spacious town
57 Fazio Villas
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This villa has plenty of space to move around. Walk into the first floor, where you have the kitchen, dining room, and living room leading out to a small patio equipped with a new gas grill. The living room has a small desk space, perfect for any last-minute
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