Nightly Spring Special - Villas

Save on Select Nights This Spring

From February 22 - May 23, 2025, enjoy 10% off your nightly stay when you book a villa or 15% off when you book a home this spring and enjoy the beauty of Hilton Head Island during one of the best times of year. For more details, Click here.


Properties Available 254 properties available
Elegantly updated to reflect modern coastal style and defined by exquisite views of Harbour Town Yacht Basin, this second-story vacation villa is a must-see.Framing that postcard-perfect view of the lighthouse are tall windows that bathe the main living space in sunlight. Set to enjoy both the scenery and a massive flat-screen TV is a plush sofa an
Hot HOT 26
837 Ketch Court
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 2 Bed
Bathrooms 2 Bath
Bathrooms 0 Half Bath
Guests 4 Sleeps
Soaring ceilings and plentiful natural light bathe this three-bedroom vacation getaway in natural light, inviting the outdoors in and creating a sense of spaciousness. You’ll feel this right as you enter, with the foyer ceiling soaring above you to tall windows.It’s the same airy openness you’ll find in the main living space, which sees a comfortab
2301 Heritage Villas
Area: Harbour Town Perimeter
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Bathrooms 0 Half Bath
Guests 8 Sleeps
Ideally located between Sea Pines Beach Club and Plantation Golf Club, this pet-friendly end unit benefits from recent renovations and its blissful proximity to a gently trickling stream. Entering through glass doors from a private courtyard, you find your eyes drawn to golf and lagoon views at the far end. Before you get there, you pass a wide oak
Hot HOT 49
6966 Fairway One
Area: Plantation Club
Property Type: Villa
Proximity to Beach: Walk to Beach
Bedrooms 2 Bed
Bathrooms 2 Bath
Bathrooms 0 Half Bath
Guests 4 Sleeps
Pet Friendly Dog Friendly
Enjoy postcard-perfect views amid inspired coastal surroundings in this Ketch Court villa offering a truly elevated experience. The scenery takes center stage in the great room, with a wide set of sliders perfectly framing sightlines out to the world-famous Harbour Town Lighthouse over a cozy two-person balcony. This view informs a comfortably eleg
Hot HOT 27
854 Ketch Court
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 1 Bed
Bathrooms 1 Bath
Bathrooms 0 Half Bath
Guests 2 Sleeps
Recent renovations have infused this two-story Cutter Court villa with an inspired maritime motif with vintage appeal.The hardwood flooring running through the first floor’s open living space introduces this sense of style beautifully, drawing the eye toward a wide dining table with seating for eight around reclaimed wood. Above, a dazzlingly moder
Hot HOT 25
965 Cutter 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
This recently updated villa offers an abundance of modern elegance, which is a perfect complement to the property’s outstanding location and a layout that breathes wonderful natural light throughout.Upgrades are offered throughout the villa starting in the villa’s main living spaces, where stone flooring stretches throughout the open floor plan. In
Hot HOT 19
2302 Heritage Villas
Area: Harbour Town Perimeter
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Bathrooms 0 Half Bath
Guests 8 Sleeps
Set in a lushly wooded private corner of the desirable Plantation Club area of Sea Pines, this unit provides stunning golf views, tranquility and a location in the heart of the fun and attractions of Sea Pines.As soon as you walk in, you’re greeted by a jaw-dropping view of the 9th fairway at Ocean Course courtesy of a wall of sliding glass doors t
Hot HOT 18
498 Plantation Club Villas
Area: Plantation Club
Property Type: Villa
Proximity to Beach: Walk to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Bathrooms 1 Half Bath
Guests 8 Sleeps
Informed by a blissful sense of space and infused with contemporary coastal style, this three-bedroom PET FRIENDLY vacation paradise indulges with sophistication and tranquility. The open living space at the heart of the home exults in soaring ceilings and natural light, lending an airiness to a welcoming spot to unwind on the plush sectional sofa.
Hot HOT 44
2622 Calibogue Club
Area: Harbour Town Perimeter
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Bathrooms 1 Half Bath
Guests 8 Sleeps
Pet Friendly Dog Friendly
An open, airy feeling, impeccable upgrades and a highly desirable location just steps from the Harbour Town Clubhouse combine in perfect harmony in this tri-level vacation villa brimming with comfort and style.The sweepingly spacious main living space has been beautifully renovated to open the entire space up to the natural light pouring in from a
1266 Harbour Town Club
Area: Harbour Town Basin
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 4 Bed
Bathrooms 4 Bath
Bathrooms 0 Half Bath
Guests 10 Sleeps
Enjoying stunning golf views across a tranquil lagoon, this exquisitely updated end unit embodies the tranquility and beauty of a Sea Pines vacation. The unique placement of this villa allows for your own private parking spot as you arrive at your Hilton Head Island getaway. Inside, updated flooring fixtures and colors evoke sophisticated Southern
Hot HOT 19
2230 Heritage Villas
Area: Harbour Town Perimeter
Property Type: Villa
Proximity to Beach: Ride to Beach
Bedrooms 2 Bed
Bathrooms 2 Bath
Bathrooms 1 Half Bath
Guests 6 Sleeps
Enjoy the tranquility of gated luxury living in a fabulous location just steps from the beach in this wonderfully updated vacation home filled with natural light and coastal chic décor.The details dazzle throughout the home, from the rich exposed paneling of the formal dining room t the updated fixtures in each guest suite. In the great room, they
Hot HOT 15
5 Turtle Lane
Area: Plantation Club
Property Type: Villa
Proximity to Beach: Walk to Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Bathrooms 0 Half Bath
Guests 7 Sleeps
Through the exclusive gates of Turtle Lane, you’ll enter a key-access elevator to reach this uniquely exquisite third floor villa. Try to remember to exhale as you enter this home, as both the luxurious furnishings and the dramatic bird’s eye ocean view, seen immediately through the front door, steal your breath away.Hardwood floors are found in th
Hot HOT 37
303 Turtle Lane
Area: Plantation Club
Property Type: Villa
Proximity to Beach: On The Beach
Bedrooms 3 Bed
Bathrooms 3 Bath
Bathrooms 0 Half Bath
Guests 10 Sleeps

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