Vacation Rentals
405 properties available
*Construction nearbyWonderfully updated to reflect a clean modern aesthetic that pairs well with lush sunlight through tall windows, this spacious vacation home lets you experience the height of Sea Pines sophistication. With four bedrooms and 2,333 square feet, there’s room for the whole family to come together with smaller areas for quiet reflect
Perched at the edge of rich maritime forest where soaring live oaks dangle Spanish moss in the breeze, this magnificently open and airy four-bedroom vacation home balances rustic relaxation with refined sophistication. Setting the tone of spaciousness immediately upon entry, the open living and dining room stretches out before you beneath a soarin
Construction notice: Lighthouse Lane and Lighthouse Road paving and road work to begin early September thru end of 2026, weather permitting. Newly Refreshed Harbour Town RetreatThis beautifully updated four-bedroom home in Harbour Town is ideal for vacations, family gatherings, or golf getaways. Perfectly situated, it’s just a five-minute walk to H
Enjoy stunning views of the first fairway of Harbour Town Golf Links from this beautifully updated loft-style villa, ideally located in one of the most desirable areas of Sea Pines. Whether you’re enjoying coffee on the private patio or relaxing after a day on the course or at the beach, the picturesque golf course setting can be enjoyed throughout
Imagine yourself amid lush tropical surroundings, soaking in the Hilton Head Island sun with your family. Picture a vacation where blissful days around the pool, nights gathered around dining table and the majesty of the island’s famed white sandy beaches are just steps away. Just a mere 5-minute walk to the beach. At this magnificent island getaw
Charming, PET-FRIENDLY 2-Bedroom, 2.5-Bath Townhome in Sea Pines – A Perfect Vacation Getaway!This beautifully updated and fully renovated townhome is ready to host your next vacation. Located in the sought-after Heritage Villas, it offers the perfect blend of comfort and convenience for families and friends looking to unwind in style. The home has
In this stunning beachfront home, fresh renovations and inspired updates have created a dazzling sense of Lowcountry sophistication and sun-kissed splendor for the ideal Sea Pines vacation.Exult in the sightlines that stretch across grassy dunes toward the sea from every point in the massive great room, an expansive setting blessed with updated bui
With stunning harbor views from the moment you enter, this villa puts you in the heart of the Harbour Town experience. Enjoy strolling the Harbour Town Yacht Basin- your backyard of restaurants, shops, and the brand-new children’s playground- or relax and watch the boats glide to and from the waters of Calibogue Sound.Spectacularly renovated, this
This exquisitely renovated four-bedroom hideaway offers the best of Sea Pines, as it enjoys peaceful tranquility at the end of a quiet cul-de-sac, yet is just a quick walk or bike ride to the energy and excitement of Harbour Town.Before you even enter, you’ll catch a glimpse of what makes this property special – the newly constructed sparkling cour
A vacation experience unlike any other awaits within the soaring walls of this magnificent resort-sized property you and your family can have all to yourself.The grandeur of this private resort reveals itself the moment you step in and spy the glittering waters of Calibogue Sound just beyond a dramatic spiral staircase. Bathed in natural light from
Beautifully upgraded 3 bedroom, 3 bath villa located within walking distance to Harbour Town. Sequestered behind your own gated courtyard, this vacation rental boasts private luxury with a relaxed feel.The first floor is designed with a fresh coastal kitchen, featuring oyster-flecked granite countertops, a large pantry and all major appliances. Com
Marvelously updated to evoke a refreshing maritime theme, this three-story end-unit provides vacation bliss amid the beautiful scenery of world-famous Harbour Town.The large great room with its high ceilings includes a 70" flat screen TV, decorative fireplace, three armchairs and a sofa set amid nautical décor with stunning panoramic views of the C
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