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Properties Available 134 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Take in the ocean views at this wonderful 1-bedroom villa. The open kitchen and living area are well-appointed to accommodate all your needs. The kitchen has been recently renovated. The dining table seats 2. The living room has a queen sleeper sofa. The prim
212 Breakers
Villa -
$115.00 - $326.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
Rating 5 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunningly decorated 2-bedroom villa is just steps away from Harbourtown. The open-concept living space offers breathtaking views of the Calibogue Sound. Walking in on the first level, you are met with a spacious living room with comfy couches. Open to t
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Water View
729 Schooner Court
Villa - Pet Friendly
$154.00 - $853.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 4 guests
Rating 4.8 (14)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to
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New Pictures
2390 Lighthouse Tennis
Villa - Pet Friendly
$115.00 - $337.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.7 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 253 Captain\'s Quarters, where amazing sunrises greet you in this contemporary one-bedroom villa. Coming this fall the kitchen will be renovated with new cabinets, counter tops and fixtures. The villa is designed to offer a perfect blend of modern ameniti
253 Captains Quarters
Villa -
$115.00 - $358.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.9 (10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Lots of natural light shines throughout this 2-bedroom, 2-bathroom villa, just steps away from the Salty Dog. You’ll love the recently renovated kitchen, which is located just off the foyer. All overlooking the open-concept living and dining room and out to
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Water View
1809 Bluff Villas
Villa -
$135.00 - $355.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (14)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1765 Bluff Villas is a stunning 3rd-floor villa in the South Beach area of Sea Pines. This completely renovated 2022 villa features comfortable furnishings in the living and dining areas. Come in to relax and take in the views. The private balcony is furnishe
Water View Water View
Water View
1765 Bluff Villas
Villa -
$115.00 - $299.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 5 (10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A charming first-floor villa with a walkout balcony offering breathtaking views of the golf course. Nestled in the heart of Sea Pines, this delightful retreat combines comfort and convenience, making it the perfect getaway for golfers and vacationers alike.
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New Property
426 Plantation Club
Villa
$135.00 - $254.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 3rd-floor villa is recently updated and places you just minutes outside of the world-famous Harbour Town. With 2 bedrooms and 2 bathrooms, this Sea Pines villa can sleep up to 4 people comfortably. The living room is illuminated with natural light and ha
2380 Lighthouse Tennis
Villa -
$135.00 - $501.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (4)
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
517 Barrington Court
Villa -
$115.00 - $390.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Bathrooms 1 half bath
Guests 4 guests
Rating 5 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful villa is perfect for relaxing and unwinding. The spacious great room features vaulted ceilings and unbelievable nature and water views. Walk into this beautifully decorated villa and be greeted by lagoon views. The kitchen was recently update
3322 Lake Forest
Villa -
$135.00 - $309.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. You\'re going to love this Barrington Arms villa, completely renovated in 2021. This pristine 3rd floor (end unit) villa is wonderfully furnished and overlooks the landscaped gardens and pool out to the Atlantic Ocean! The well-appointed kitchen is fully eq
Oceanfront Oceanfront
Oceanfront
301 Barrington Arms Icone Collection Icon
Villa -
$181.00 - $862.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (24)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This cozy villa has two spacious bedrooms and large closets and is minutes from Harbour Town. When you first walk in, the kitchen is open to the dining area and living room. The living room offers plenty of seating to relax after a day out in the sun. Heading
2334 Racquet Club
Villa -
$135.00 - $1,411.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 5 guests
Rating 5 (11)

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