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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 141
43 South Beach Lagoon Icone Collection Icon
House -
$1,992.00 - $5,724.00 / per night
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 4.6 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. The grand entrance staircase will transport you to another world through the Italian-style portico, where you are immediately greeted by an expansive ocean view. Walking into the main house, you are greeted by a beautiful, curved staircase leading you up to
Hot HOT 91
7 Junket Icone Collection Icon
House - Pet Friendly
$1,305.00 - $3,402.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Half Bathrooms 2 half baths
Guests 15 guests
Rating 4.8 (8)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Elegance is understated in this Lowcountry home, truly one of a kind. The setting could not get more perfect. This fabulous home offers 4 bedrooms, 2 master suites, 2 queen bedrooms, and a bunk room. The home boasts multiple living areas on the inside, a gour
51 Haul Away Fairway Collection Icon
House -
$442.00 - $1,387.00 / per night
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this i
39 Port Tack Fairway Collection Icon
House -
$373.00 - $999.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 11 guests
Rating 5 (12)
Welcome to The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next Hilton Head Island family getaway. This home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. The living room is well-appointed and spacious, an
Hot HOT 78
9 Guscio Way Icone Collection Icon
House -
$1,141.00 - $3,353.00 / per night
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 5 (17)
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.
Oceanfront Oceanfront
Oceanfront
7 Guscio Way Icone Collection Icon
House -
$1,046.00 - $3,705.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 24 guests
Rating 4.8 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront home is newly updated and offers direct access to the beach as well as an expansive outdoor entertainment area that is sure to be your favorite spot for summer days! Upon entry, you walk into the home\'s sitting room, which has a dining table
Hot HOT 63
11 Junket Icone Collection Icon
House -
$1,007.00 - $4,000.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 18 guests
Rating 4.8 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning 5-bedroom, 5.5-bathroom house is nestled in the heart of North Forest Beach. Ideally situated, it boasts direct access to the pristine sandy shores of the Atlantic Ocean, making it a beach lover\'s dream come true. Step inside, and you\'ll be gr
Hot HOT 62
3 Dune Lane Icone Collection Icon
House -
$649.00 - $2,840.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (21)
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
Hot HOT 51
12 Cassina Lane Icone Collection Icon
House -
$694.00 - $2,729.00 / 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. This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle. The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plent
Hot HOT 66
10 Ketch Icone Collection Icon
House -
$971.00 - $3,222.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning rental home offers a picturesque and convenient location, perfect for creating unforgettable vacation memories. This two-story retreat is designed for groups, with a private pool, a huge outdoor dining table, and five bedrooms with multiple bunk
Hot HOT 60
9 Flamingo Street
House -
$314.00 - $1,322.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.6 (3)
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
Oceanfront Oceanfront
Oceanfront
23 Black Skimmer Icone Collection Icon
House -
$1,488.00 - $4,999.00 / per night
Bedrooms 8 bedrooms
Bathrooms 9 baths
Half Bathrooms 1 half bath
Guests 26 guests
Rating 5 (7)

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