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
137 properties available
Welcome to 30 Ruddy Turnstone! With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room. There are lots of books to read; there is lots of seating on the sofas; a kitchen bar that seats 4 overlooks the kitchen
2538 Gleneagle Green is a pet-friendly Harbour Town villa with stunning views of Harbour Town Golf Course and is located just a short 5-minute walk to the shops and dining at Sea Pines Center, as well as the famed Harbour Town Marina!
The open-concept floor plan features a spacious living area with a flat-screen TV and pullout sofa bed. Guests can
2538 Gleneagle Green
6 Indigo Lane is a cozy and newly renovated beach home in a friendly neighborhood in the desirable Lawton Woods section of Sea Pines. A short walk or bike ride to the beach, Sea Pines Forest Preserve, and Lawton Stables. High-speed internet is available to accommodate remote working and video streaming, truly making this your home away from home!
5 Rice Lane is a renovated Sea Pines home with a private pool. This coastal home is perfect for vacationing. Be welcomed in by the living room, where you can relax and watch television or unwind with a great book. Heading through the home, the kitchen has ample space to cook a great meal for the family. It has an open layout to the dining room, whi
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, dining room, main bedroom, and the second guest bedroom!
Entering this lovely villa the
3507 Windsor Court South
Nestled in the charming Burke\'s Beach on Hilton Head Island, this remarkable 6-bedroom, 5 1/2-bathroom home is a coastal paradise that offers a luxurious and comfortable lifestyle. As you step inside, you\'ll be greeted by a spacious and well-designed interior that seamlessly blends modern amenities with beachside elegance.
The open-concept livi
1 Sandy Beach Trail
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 views of and access to the private pool and deck. An open floor plan allows an easy flow to
176 Mooring Buoy
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 is the perfect vacation home.
The open living areas allow you to see the lagoon and the po
39 Port Tack
Looking for the perfect vacation retreat? You’ve come to the right spot!
This home is completely renovated! The inside of the home has new floors, new light fixtures, a new stairway, a newly updated kitchen with stainless appliances, a new laundry room, and new bathrooms with updated tile and fixtures. It is bright and contemporary, with professi
57 North Sea Pines
Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown
A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view of Harbour Town, perfect for relaxing and enjoying the salt air.
Those harbor views also
Welcome to 466 Captain’s Walk! This 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 bedrooms, so you can sit back, relax, and enjoy the fabulous oceanfront views. Wit
466 Captains Walk
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 located new specialty shops and restaurants. This spacious 4th-floor villa has fabulous oceanfron
450 Captains Walk
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