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Our curated Collection of Hilton Head vacation rentals includes carefully selected homes and villas that are among the finest properties on the island. We offer luxury rentals in Hilton Head Island's most popular locations including Sea Pines, Palmetto Dunes, North Forest Beach, South Forest Beach, and Shelter Cove. Choose from an impressive selection of oceanfront rentals, private homes, and pet friendly rentals. We offer rentals with private pools as well as properties with access to heated pools in addition to many other sought-after amenities including keyless entry, wifi internet, updated furnishings, expansive porches, fireplaces, garage access, and more. Our vacation rentals are handpicked to help create a memorable experience during your Hilton Head vacation.


Properties Available 146 properties available
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
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New Property
6 Genoa Court
Villa
$208.00 - $3,570.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
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
Hot HOT 50
1013 Seacrest Icone Collection Icon
Villa -
$446.00 - $1,750.00 / 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. Single-level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, baths, furniture, and more ensure a comfortable and r
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Monthly Stay
6 East Garrison
House -
$226.00 - $698.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (17)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Views, views, and more views! What better way to start your day than listening to the surf, enjoying the beautiful scenery of the marsh with active wildlife, and the ocean just beyond while sipping your coffee on the deck? An expansive, gorgeous beach is just
26 Bradley Circle
House - Pet Friendly
$360.00 - $1,527.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1206 Sea Crest is a spacious 2nd-floor corner villa in the Sea Crest complex where you can enjoy direct oceanfront views. As you enter the front door into a small foyer, you will notice the very nice plank-style flooring. To the left is a guest bedroom with
Oceanfront Oceanfront
Oceanfront
1206 Seacrest
Villa -
$199.00 - $968.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (8)
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
Hot HOT 53
19 Sand Dollar
House -
$550.00 - $1,262.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 18 guests
Rating 5 (1)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Direct Oceanfront 3 bedrooms Villa with gorgeous renovations This 3-bedroom, 3-bath villa offers a comfortable vacation for friends or family groups. Enjoy ocean views with access to your private balcony through the living room or master bedroom. The living
Oceanfront Oceanfront
Oceanfront
404 Barrington Arms
Villa -
$227.00 - $1,060.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (25)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 32 Bradley Beach Road is a gorgeous beach house located a short walk to the beach, sleeping 9 guests in 3 bedrooms, 3 bathrooms, and a bonus room. This lovely home is exceptionally well maintained and has ample room to spread out in the living room, which has
32 Bradley Beach Road
House - Pet Friendly
$180.00 - $557.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (10)
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
Hot HOT 81
109 Island Club
Villa -
$135.00 - $316.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
Rating 5 (1)
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 -
$546.00 - $2,145.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (13)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Experience the perfect beach getaway at this newly renovated, top-floor villa in the heart of South Forest Beach. Just one block from the shore, dining, bars, Coligny Plaza, and Lowcountry Celebration Park, this chic 3-bedroom, 2-bath retreat comfortably slee
428 Forest Beach Villas
Villa -
$154.00 - $1,046.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (5)
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
57 Fazio Villas Fairway Collection Icon
Villa - Pet Friendly
$133.00 - $480.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (10)

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