10% Off Your Stay
For a limited time, enjoy 10% off your Hilton Head getaway for stays between 02/25/2026 through 05/03/2026. Whether you are craving beach days, bike rides, golf, or simply time to unwind, this is the perfect time to lock in your spring escape.
This offer ends 03/15/2026, so don't miss your chance to book your spring getaway today.
Promo Code: SPRING10OFF
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.
Valid for new stays only. Can only be combined with our Special Free Pool Heat.
136 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island!
This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quie
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.
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
3 Dune Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
1506 Villamare, Luxury 5th Floor, Closest to the Beach, Views All Around
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!
Nestled i
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Modern comforts meet the classic styling of this traditional beach home. If you are looking for a house that has the look and feel of the beach house from your childhood memories, look no further. The home has gone through a complete renovation to restore it
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!
Indulge in the tranquility of coastal living with this exquisite 3-bedroom, 3-bathr
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This recently updated Palmetto Dunes villa places you only minutes away from the beautiful sandy beaches of Hilton Head. Come in and relax on the comfy sectional. The living room is warm and inviting, with a pullout sofa bed. This villa has an open living roo
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautiful 2-bedroom, 2-bath villa has amazing views of the ocean. The large balcony has a table, chairs, and sun loungers to soak up the view. The balcony can be accessed through the living room sliding doors and one of the bedrooms.
The first bedroom h
5303 Hampton Place
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning, brand-new property was just completed in June 2025 and is ready to welcome its very first guests!
The heart of the home lies upstairs, where the main living room impresses with vaulted ceilings and a wall of windows that flood the space with n
10 Cassina Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
6 Gunnery is a spacious and inviting home ideally located in the heart of Sea Pines. Nestled halfway between Harbour Town and South Beach Marina, this property offers the perfect combination of convenience and tranquility. Enjoy an easy 10-minute walk or 5-mi
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This charming Palmetto Dunes home offers expansive golf course views and features multiple living spaces to host large groups with ease.
On the main level, the living room offers comfortable seating around the flatscreen TV and fireplace, as well as direct v
176 Mooring Buoy
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Tucked away on a quiet street in the heart of Sea Pines, 10 Battery Road is a charming coastal retreat designed for both relaxation and connection. With its bright open design and multiple areas to gather, this single-story home invites guests to unwind and e
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