Stay 2 Nights in Paradise
Escape to paradise with our exclusive 2-night minimum stay special in our luxurious 1 - 2 bedroom villas! Travelling here is effortless with easy access through Hilton Head Island Airport or the Savannah Airport. With beautiful weather year-round, stunning beaches, and breathtaking scenery, even a short getaway feels like a dream. Hilton Head is always worth the trip, even for just a couple of nights! Book now and make your Island escape unforgettable.
Valid for stays between 02/11/2025 - 05/16/2025. This offer starts on 02/11/2025 and expires on 05/16/2025. Any arrival and departure date.
We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.
41 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
466 Captains Walk is a beautiful oceanfront villa is just steps away from the beach. This spacious 2nd floor villa has been completely renovated and offers full-length sliding glass doors opening to the private balcony in both the living room and master bedro
466 Captains Walk
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This Sea Pines villa is outfitted with elegance in every detail, offering guests complete coastal luxury. An alluring yet spacious layout offers guests plenty of room to spread out, all while being together.
Upon entry, to the left, you will find the fully
1838 Beachside Tennis
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
103 Seacrest is beautifully decorated and fully renovated for your comfort and convenience. Here, you will experience only the best. This charming property features two bedrooms, creating a cozy and inviting atmosphere for your stay. Allow me to paint a pictu
103 Seacrest
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
510 Mainsail is a gorgeous two-bedroom, two-and-a-half-bath, top-floor villa with breathtaking panoramic views of Shelter Cove Harbour. Designer-decorated, this property is perfect for a Hilton Head vacation and comfortably accommodates up to four people. Th
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This 2 bedroom, 2-bath Beachside Tennis villa has panoramic views of Calibogue Sound. Located in the South Beach area of Sea Pines on the first floor of a five-story building, just steps to the pool and beach,
When entering the villa, you will find the mast
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This completely renovated Palmetto Dunes villa is sure to make you feel right at home! Welcome to 89 The Moorings, featuring 2 bedrooms and 3 bathrooms with enough room to host up to 8 guests very comfortably. Guests can enjoy the feel of brand new flooring,
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
From the moment you walk through the front door, natural light comes flooding in from the windows. The living room is the perfect place to relax with its comfortable furnishings, large screen TV, and access to the balcony through a glass sliding door located
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
401 Windsor Place is a beautifully appointed villa in Palmetto Dunes with ocean views! Start your vacation memories today!
As you walk through the front door to be greeted with the ocean view, the light shines across the open-plan layout. An attractive livin
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
245 Captains Quarters is the ideal villa for a small family getaway, offering picturesque views of the Intracoastal Waterway from your own private balcony, allowing you to fully immerse yourself in the tranquil atmosphere of Hilton Head.
The fully stocked k
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This villa has plenty of space to move around. Walk into the first floor, where you have the kitchen, dining room, and living room leading out to a small patio. The living room has a small desk space, perfect for any last-minute work that needs to get done. T
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