Limited Offer
Enjoy 5% off all Island Time Hilton Head properties for stays between 09/07/2026 and 12/31/2027 when you book between 04/16/2026 and 04/26/2026.
Promo code: GOLF
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.
This offer cannot be combined with other offers. Valid for new stays only.
136 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light and offer serene views of the golf course. Comfortab
6 High Water
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
8110 Wendover Dunes is a stunning beach themed oceanside villa with an open plan for the kitchen a living room. The perfect place for a family getaway with three bedrooms and bathrooms, making plenty of space for a comfortable stay and a short walk to the be
8110 Wendover Dunes
THIS HOME IS A SMOKE-FREE HOME AND IS RESERVED FOR NON-SMOKERS ONLY (THIS INCLUDES RENTERS AND ANY GUESTS).
SMOKING IS STRICTLY PROHIBITED ANYWHERE IN OR ON THIS OCEANFRONT PROPERTY, BOTH INDOOR AND OUTDOORS. SMOKING, VAPING, OR THE USE OF ANY TOBACCO PRODUCTS IS PROHIBITED ANYWHERE IN OR ON THE PROPERTY.
NO PETS / ANIMALS ALLOWED (THIS INCLUDE
19 Armada
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house ge
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning brand new build is currently under construction and set to welcome guests in late April 2026!
Located in the heart of Palmetto Dunes, 49 Sea Lane is a newly constructed custom home featuring 7 bedrooms, 5 full bathrooms, one half bathroom, and
49 Sea Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This renovated 3-bedroom, 3-bath townhome features quartz countertops, soft-close cabinets, glass tile backsplash, LVP flooring, smooth ceilings, stunning tile showers, all new lighting, and new stainless steel appliances in the fully stocked gourmet kitchen.
283 Turnberry Villas
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2519 Windsor Place is a beautifully appointed three-bedroom, three-bathroom oceanfront villa offering elevated coastal living from its top-floor location. With sweeping views of the Atlantic and the calming rhythm of the waves just beyond, this villa creates
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning coastal home welcomes you with a beautiful blue exterior and an expansive front porch featuring rocking chairs and a hanging bench, creating the perfect spot to relax and enjoy the island breeze.
Inside, the home feels grand and open with an ab
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2517 Windsor Place is a beautifully appointed three-bedroom, three-bathroom oceanfront villa that blends spacious design with effortless coastal elegance. Ideal for golf getaways, family vacations, or couples traveling together, this villa offers a thoughtful
2517 Windsor II
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
You\'re going to love this Captain\'s Walk villa for one of the best panoramic ocean views on Hilton Head Island, for being centrally located within mid-island on new paved pathways, for having a golf course on the property, and for having conveniently locate
450 Captains Walk
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 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
Tell us what you're looking for and someone will contact you with available options.