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Hilton Head Holiday Rentals

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    Travellers to Hilton Head are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    14 Matching Rentals in Hilton HeadView all 1,515 rentals
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    3204 Windsor Court1 / 19
    (9)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    4104 Windsor Court1 / 22
    (12)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    4203 Windsor Court1 / 19
    (6)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    3406 Windsor Court1 / 19
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4305 Windsor Court1 / 21
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    4302 Windsor Court1 / 37
    (12)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2015
    The views of the beach and ocean are a perfect way to wake up. You can see them from the bedroom and living room. The sunrise is amazing. Meals on the terrace are lovely while...
    Reviewed 19 March 2015
    Located perfectly - near beach, near tennis club, walk or short ride to fabulous restaurants.Full kitchen, computer/TV access/availability, well furnished, wonderful view...
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    About this property
    HILTON HEAD ISLAND. The newest addition to the oceanfront complex of Windsor. These villas are professionally decorated for a first class visit. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3305 Windsor Court1 / 23
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    4401 Windsor Court1 / 22
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2016
    This was our first time in Hilton Head and our experience was wonderful. This unit was clean and everything that we expected to be there was there. Grocery stores are just a...
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    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    4502 Windsor Court1 / 24
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2014
    We stayed here with our two girls, 10 years old and 2. We had a great time. It was a very nice condo, and lived the view and washer and dryer!! Would stay again.
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    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3401 Windsor Court1 / 36
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
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    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
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    4103 Windsor Court1 / 34
    (2)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
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    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    4309 Windsor Court1 / 33
    (4)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    4409 Windsor Court1 / 34
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
    View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HILTON HEAD ISLAND. Enjoy the best ocean views from this beautifully decorated, 4th floor end unit with screened porch and wrap around balcony. As you enter the villa you are greeted with panoramic views of the ocean and beach. The sunny living room is furnished with a sofa, three chairs and flat...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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