Repeat Guest | 5% OFF on your next stay
NEW ! Get a 5% discount on your next stay when you are a repeat guest.
Plus! $50 in EXTRA BEACH GEAR CREDIT*
We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your next booking.
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.
Call our office: 843-785-3456.
*Will apply for repeat guests who used their beach gear credit in the past.
122 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Experience coastal elegance at its finest in this beautifully remodeled 2-bedroom, 2-bathroom oceanfront villa, perfectly situated on the 3rd floor for sweeping views of the Atlantic Ocean. Wake up to the tranquil sound of waves and breathtaking ocean vistas
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this i
39 Port Tack
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This 2 Bedroom 2 Bathroom villa is located in Palmetto Dunes in the tranquil Queens Grant neighborhood. This open plan, pet friendly villa is the perfect place for a peaceful Island escape. With it\'s open plan, and coastal blues interior, you\'ll find every
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Located on a quiet street, with Harbour Town Golf Course just steps away, 35 Battery has a light, bright feel and an open, single-level floor plan. Upon entering the front door, a foyer leads guests directly into the living/dining room, which has cathedral ce
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Direct Oceanfront 3 bedrooms Villa with gorgeous renovations
This 3-bedroom, 3-bath villa offers a comfortable vacation for friends or family groups. Enjoy ocean views with access to your private balcony through the living room or master bedroom. The living
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 The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next Hilton Head Island family getaway.
This home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. The living room is well-appointed and spacious, an
9 Guscio Way
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends\' getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days
43 South Beach Lagoon
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle.
The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plent
10 Ketch
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Enjoy endless coastline views from this corner villa on the fifth-floor face of the Windsor Court South building in Palmetto Dunes. Take in breathtaking panoramic views from the screened porch or one of the many balconies that can be found off the living room
3507 Windsor Court South
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
From the moment you arrive, the home welcomes you with its inviting façade featuring two balconies, a cozy front porch, and a secluded swing-bench nook tucked to the side, perfect for morning coffee or a quiet evening moment.
Stepping inside, you\'re greeted
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This property has recently undergone thoughtful updates, including a full kitchen renovation with new appliances, a fresh paint job, brand new bedding, brand new flooring, updated primary bathroom and more! Brand new photos have been uploaded as of March 2026
Tell us what you're looking for and someone will contact you with available options.