Vacation Rentals
403 properties available
Your Southern Oasis Awaits! If you're dreaming of a serene Southern retreat wrapped in lush greenery and thoughtful design, this beautifully appointed single-level home offers the ideal escape. A charming circular driveway leads to a private gated entrance, with fencing surrounding the front yard for peace and seclusion. Just inside the gate, a wel
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 PET FRIENDLY 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 enjoy
Enjoy stunning golf views in this PET FRIENDLY unit. This wonderful 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 hospitality
On the second floor, this light and airy villa is conveniently close to the amenity-rich mecca of Harbour Town. With stone flooring throughout, this updated villa is delightfully furnished in soothing hues, for relaxing surroundings that will immediately transport you into vacation-mode!In creamy tones and soft seaglass blue, the living room is com
Construction notice: Lighthouse Lane and Lighthouse Road paving and road work to begin early September thru end of 2026, weather permitting. Located in the heart of Harbour Town, this lovely "PET FRIENDLY" updated 3 bedroom, 3 bath home is especially bright and airy and has a private pool on a deck overlooking one of Sea Pines numerous lagoons.The
Set along the first fairway at Harbour Town Golf Links, this PET FRIENDLY villa presents the ultimate Sea Pines experience for you and your four-legged friend. Those views out to the course are beautifully framed by dual sets of sliders in the living and dining rooms, each leading out to a sun-dappled patio offering al fresco dining beneath a wide
Located in the heart of Sea Pines Plantation’s exciting South Beach, this second-story property dazzles with extraordinary views of Calibogue Sound.That view takes center stage as soon as you walk in, beautifully framed by an open living space. The spacious foyer with tile flooring sweeps toward the wide wrap-around view through a dining space feat
Set along a quiet side street at the edge of Harbour Town Golf Links’ 5th fairway, this elegantly appointed four-bedroom home sets a new standard for a relaxing sea island getaway. The home’s great room soaks in golf views, the scenery illuminating a vast space beneath vaulted ceiling, with decorative fireplace, flat-screen TV and custom built-ins
Ample natural light, tall windows and a lush view of a sparkling lagoon, walking paths and trellis bridge gives this Inland Harbour property the feeling of bringing the outdoors in.An inviting and architecturally dazzling open floor plan in the main living space takes full advantage of the two-story windows, with hand-scraped hardwood floors runnin
NOTICE: New construction across the street through 2026.Experience the ultimate in luxury beachside living at 17 Green Wing Teal, a PET FRIENDLY - "no water dogs or water loving dogs" stunning example of Sea Pines architecture where elegant craftsmanship and a timeless sense of style create a true sense of magnificent oceanfront grandeur.The main l
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