Come to Hilton Head for the Holiday Season
Santa's been spotted at the beach
This holiday season, unwrap the gift of togetherness on the shores of Hilton Head Island. Create unforgettable memories with loved ones surrounded by sun, sand, and southern charm.
Your home away from home awaits in our cozy vacation rentals, perfect for large family gatherings.
We are now offering a 3-night minimum over the holidays
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
136 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
The beach is calling at 62 Mooring Buoy! This sun-filled home is located in beautiful Palmetto Dunes, just a one-minute walk to the beach for toes in the sand. No crossing of streets, located on the beach path!
Featuring 4 bedrooms and 4 baths, there is ple
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
No details were missed in this amazing 3-bedroom Palmetto Dunes home. Amazing golf course views greet you as soon as you walk in the door. The large living room\'s main sitting area has a sleeper sofa, a loveseat, and a desk.
Heading further through this ho
10 Troon
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay!
Find tranquility in this cozy two-bedroom, two-and-a-half-bath Palmetto Dunes villa
8103 Wendover Dunes
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Indulge in the tranquil charm of a beach vacation at 25 Singleton Beach, a grand and luxurious 7-bedroom retreat designed for unforgettable seaside getaways. This stunning brand-new home boasts large glass doors and windows that flood the interior with natura
25 Singleton Beach
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
23 Black Skimmer
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lunch and a nap on the deck, or sit by the fire pit
11 Grey Widgeon
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This magnificently remodeled North Shore Place villa features two bedrooms. Walking into an open-concept floor plan.
The master bedroom has a beautiful king bed and private ensuite bath. The ensuite bathroom features a walk-in shower. The guest bedroom has
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
7 Sea Front is a recently updated, elegant 2nd row ocean home with a golf simulator. Located in Burkes Beach, this home has 7 bedrooms with great porches, a private pool, and a game room featuring a brand new golf simulator and ping pong table. This home is
7 Sea Front
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Welcome to this inviting four-bedroom, three-bathroom home that combines bright open spaces with thoughtful design.
As you enter, you are welcomed into a light-filled interior. To the left of the entryway is the dining room, a warm and inviting space for mea
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2 bedroom, 3 bathroom Moorings villa close to the beach (650 feet from beach access; less than a two-minute walk) and the pool (located right outside the villa) in the sought-after Palmetto Dunes Oceanfront Resort on Hilton Head Island This Palmetto Dunes vil
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This completely renovated (2024) 2 bedroom, 2 bathroom property is perfectly located within steps of South Beach Marina, a short five minute walk to South Beach, and a three minute walk to tennis, pickleball, The Salty Dog Café, restaurants, and shopping.
T
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot.
Vaulted ceilings make this property feel comfortably spacious, which
38 Stoney Creek Road | Carolina Getaway
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