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.


Properties Available 147 properties available
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, new
Pet-Friendly Pet-Friendly
Pet-Friendly
57 Fazio Villas Fairway Collection Icon
Villa - Pet Friendly
$139.00 - $406.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Your perfect retreat for relaxation and adventure! Whether you\'re here to unwind with family, explore the surrounding area, or simply enjoy time together, this spacious and beautifully designed home is the ideal place to create unforgettable memories. Get re
32 Full Sweep Fairway Collection Icon
House -
$322.00 - $1,116.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 5 (1)
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 -
$269.00 - $1,249.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront stunner is located in South Forest Beach to offer panoramic ocean views and places you only minutes away from fun at Coligny Plaza. Upon entry, you walk into the first-floor great room of the home, which consists of a living room, kitchenette
Oceanfront Oceanfront
Oceanfront
12 Cassina Lane Icone Collection Icon
House -
$796.00 - $1,815.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.8 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Indulge in the epitome of coastal living at this meticulously maintained 1-bedroom, 1.5-bath renovated villa in the prestigious Barrington Villas. Every aspect of this retreat has been thoughtfully curated to offer a blend of elegance and comfort, promising a
Hot HOT 50
517 Barrington Court
Villa -
$115.00 - $339.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Bathrooms 1 half bath
Guests 4 guests
Rating 5 (8)
Experience serene ocean views & the soothing sounds of the waves from every room in this exquisite coastal retreat. 3rd-FL villa boasts a beautifully remodeled interior with sleek LVP flooring, upgraded kitchen, luxurious new owner\'s bath, smooth ceilings and more! Enjoy the convenience of a full laundry room, covered parking, and a private stora
3302 Windsor Court South
Villa
$221.00 - $488.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
**THIS OCEANFRONT HOME IS A NON-SMOKING PROPERTY (INCLUDING OUTDOOR SPACES) AND DOES NOT ALLOW ANY PETS OR ANIMALS IN OR ON PROPERTY.** Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning oceanfront oasis sits in the heart of Palmetto Dunes. As soon as you step through the front doors, the luxu
Hot HOT 75
19 Armada Icone Collection Icon
House -
$2,199.00 - $4,199.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 15 guests
Rating 5 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living
2 Royal Tern Icone Collection Icon
House -
$811.00 - $1,942.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (11)
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 Fairway Collection Icon
Villa -
$227.00 - $699.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
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
Hot HOT 65
43 South Beach Lagoon Icone Collection Icon
House -
$1,494.00 - $5,000.00 / per night
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 4.7 (7)
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
Pet-Friendly Pet-Friendly
Pet-Friendly
9 Saint George
House - Pet Friendly
$369.00 - $986.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (3)
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
Pet-Friendly Pet-Friendly
Pet-Friendly
5 Calibogue Cay
House - Pet Friendly
$286.00 - $845.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (3)

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