Vacation Rentals


Properties Available 411 properties available
Welcome to your one-of-a-kind coastal retreat! This newly built, beautifully designed beach house blends modern coastal elegance with the peaceful rhythm of the ocean. Situated second row from the ocean, this stunning home offers the perfect balance of serene seclusion with seaside fun, all close to fantastic dining spots. A short 5-minute walk bri
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Flythrough Video!
The video offers a seamless tour through spacious living areas, a gourmet kitchen, serene bedrooms, and beautifully landscaped outdoor spaces.
10 Whistling Swan
Area: Oceanside
Property Type: House
Proximity to Beach: Walk to Beach
Bedrooms 5 Bed
Bathrooms 4 Bath
Bathrooms 1 Half Bath
Guests 14 Sleeps
Nestled among the treetops, this wonderfully updated two-story villa puts you at the heart of the shopping, dining, golf and excitement of Harbour Town for a truly elevated experience.The grand open living space exults in a sense of airy spaciousness from soaring ceilings that stretch toward skylights, illuminating a space that exudes coastal charm
926 Cutter Court
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Guests 8 Sleeps
Situated on the third floor of the harbourfront Cutter Court, is this unique two-bedroom vacation villa.With hardwood floors, the living room is light and airy in tones of sage, yellow and slate, featuring a truly breathtaking vista of Harbour Town and the waters of Calibogue Sound beyond. A granite-topped entertainment console features a high-defi
Hot HOT 37
949 Cutter Court
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 2 Bed
Bathrooms 2 Bath
Guests 4 Sleeps
Infused with the sort of airy architecture that made Sea Pines famous, with a twist of modernity for lavish Lowcountry appeal, this gorgeous PET FRIENDLY getaway puts a premium on relaxation and privacy. The great room at the heart of the home sees vaulted ceilings soaring above a decorative brick fireplace, with a love seat and sofa facing a flats
Hot HOT 28
67 Forest Drive
Area: Plantation
Property Type: House
Proximity to Beach: Ride to Beach
Bedrooms 4 Bed
Bathrooms 4 Bath
Guests 12 Sleeps
Pet Friendly Dog Friendly
Viewing the on-site resort-sized swimming pool, this first-floor one-bedroom villa is completely charming. Its living room features plush seating including a sofa, with well-placed splashes of color. The room also includes a flat screen TV and DVD, and sliding glass doors access the deck which enjoys outdoor seating and the sparkling pool vista.The
Hot HOT 34
2410 Lighthouse Tennis
Area: Harbour Town Perimeter
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 1 Bed
Bathrooms 1 Bath
Guests 3 Sleeps
At the edge of the Calibogue Sound’s majestic sparkling waters, and just steps away from the iconic Harbour Town Lighthouse, this beautifully sun-kissed vacation villa promises to take your breath away. At the heart of the villa, the open living spaces exult in views out to the water. Soak in the scenery from the relaxing plush comfort of the extra
744 Schooner Court
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 2 Bed
Bathrooms 2 Bath
Bathrooms 1 Half Bath
Guests 6 Sleeps
Sunlight floods the space, illuminating the gleaming hardwood floors throughout. Unwind on the plush sofa and cushioned chair while enjoying entertainment on the large flat screen TV. Slide open the glass door and relax on the spacious outdoor patio. Surrounded by Spanish moss-draped Carolina pines, it’s a moment of pure serenity.The adjacent dini
Hot HOT 24
905 Cutter Court
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 1 Bed
Bathrooms 1 Bath
Guests 2 Sleeps
Rating 5 (1)
Artistic touches await around every corner in this lush waterside retreat with positively stunning views of the Calibogue Sound.Even before you step foot inside, you’ll be indulged by the quiet streets and private drives of the Land’s End neighborhood, and as soon as you pull up and see the private boardwalk stretching from the driveway right to th
Hot HOT 45
33 Lands End
Area: South Beach
Property Type: House
Proximity to Beach: On The Beach
Bedrooms 4 Bed
Bathrooms 3 Bath
Guests 10 Sleeps
Of the many icons of Hilton Head Island’s beauty and charm, perhaps nothing is as enduringly breathtaking as the 18th fairway at Harbour Town. And during your next getaway in this exquisite villa, that iconic view could greet you every morning just beyond your first cup of coffee. That dramatic view of the fairway and Calibogue Sound beyond floods
Hot HOT 23
37 Lighthouse Lane
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Bathrooms 1 Half Bath
Guests 10 Sleeps
Infused with architectural intrigue and boasting unique spaces throughout, this exquisitely spacious vacation getaway offers a truly unique getaway for thoughtful reflection, basking in the natural beauty of Hilton Head Island. This home has a private dock on a stunningly beautiful Tidal Creek with marsh views.Your first introduction to this vacati
Hot HOT 15
9 Baynard Cove
Area: South Beach
Property Type: House
Proximity to Beach: Walk to Beach
Bedrooms 4 Bed
Bathrooms 4 Bath
Guests 12 Sleeps
Enjoying majestic views of the first hole at Heron Point by Pete Dye, this pet-friendly villa delights with tall ceilings, a beautifully updated interior, and furnishings that put a premium on sophisticated comfort.Framing that view as you enter, the open living space exults in lush natural light from soaring windows above. At one side, formal dini
Hot HOT 25
6954 Fairway One
Area: Plantation Club
Property Type: Villa
Proximity to Beach: Walk to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Guests 6 Sleeps
Pet Friendly Dog Friendly
Informed by a beautiful sense of beachside refinement and enjoying a prime spot between the Ocean Gate and the Sea Pines Beach Club, this vacation villa marries comfort and style in creating vacation perfection.The open floor plan, marked by wood-paneled walls to evoke a beach cottage feel, traverses a space that guides you past dining for four tow
Hot HOT 29
62 Fairway Lane
Area: Plantation Club
Property Type: Villa
Proximity to Beach: Walk to Beach
Bedrooms 2 Bed
Bathrooms 2 Bath
Guests 6 Sleeps

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