Vacation Rentals
122 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
Stay in complete luxury in this beautiful six bedroom, six and a half bath home. This 5th row ocean-oriented gem has been totally updated by a professional interior decorator in 2024, enhancing both the interior and exterior spaces. The property is just steps from the beach path providing guests easy access to one of the island’s most scenic, prist
FREE PORTRAITBathed in the light of Carolina sunshine and filled with salty sea breezes, this majestic beachside home perfectly tempers timeless elegance with laid-back Hilton Head Island style.Throughout its grand spaces you’ll find that architectural brilliance allows you to bask in views across the dunes from nearly everywhere. The stunning grea
**Construction nearbyYou’ll arrive at this 2nd row house and never want to leave. From the moment you open the front door, you are welcomed in hushed tones of beige, cream and warm tans, with island accents. Travertine flooring leads into the family room with flat screen TV, DVD, wet bar with mini-fridge. The family room, which has an office nook w
When you approach the magnificent reclaimed front door of this fifth-row beach manor, making your way up brick pavers through lush landscaping, you get a feeling you’re in for something truly unique.What waits beyond that door doesn’t disappoint. In fact it inspires, with a majestic open living space and a wonderfully realized sense of style runnin
Enjoying a location just within the main gates of Sea Pines, yet surrounded by the tranquility of unspoiled forest preserve, this three-bedroom vacation paradise represents the ideal place to unwind, explore and enjoy the best that Hilton Head Island has to offer.A delightful atmosphere of open airiness greets you as you enter, with sightlines that
Construction notice: Lighthouse Lane and Lighthouse Road paving and road work to begin early September thru end of 2026, weather permitting. Take a step back in time without giving up modern luxury in this stunning three-story end-unit right on the famed 18th fairway at Harbour Town.The bricked courtyard, antique gas lighting and twisting live oak
*Complete renovation next door to this property*Construction notice: Lighthouse Lane and Lighthouse Road paving and road work to begin early September thru end of 2026, weather permitting. This beautifully furnished tri-level townhome is found in the heart of Harbour Town, just steps from the yacht basin and the Harbour Town Golf Links. An intricat
Close to beach with plenty of room for family and friends, this home offers airy spaciousness that defines this vacation getaway. Inspired custom touches are everywhere you look, from the unique columns and arched doorways to the beadboard running throughout. There is a grand open living space, where windows stretch up two stories to the ceiling, f
Steps from the Beach and Built for Family FunThis spacious Sea Pines retreat is built for beach days and family getaways! Ideally located just steps from the famous Sea Pines Beach Club and across the street from the Plantation Clubhouse, this home checks all the boxes for your next island vacation.If the beach is your goal, the beach path runs rig
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