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Nestled in South Carolina’s charming Lowcountry, Hilton Head island is a hub of family-friendly recreation. Here, Inspirato’s homes come with private pools and access to Palmetto Dunes’ championship golf courses, tennis, beach club, and more. Stately Breakwater is a rare first-row home and the largest in our Hilton Head portfolio, with room for up to 24 guests. Hightide also boasts a beachfront location with expansive ocean views, infinity-edge pool, and a private path offering direct access to the beach.
Seven-bedroom Golfshore, one block from the beach, backs up to the signature hole of the Palmetto Dunes Oceanfront Resort golf course. Six-bedroom Sandpiper is also just a few steps from the beach, with incredible outdoor living space, including a pool, cabana, and gazebo with a fireplace. Nearby, Water Lily offers a beautiful backyard with a private pool, hot tub, and covered dining area, as well as a screened-in porch with a fireplace. Our partner hotel, Inn & Club at Harbour Town, sits on the southwestern side of the island overlooking the scenic harbor.
A large barrier island between Savannah and Charleston, Hilton Head Island is a family-friendly Lowcountry destination with miles of sandy beaches, picturesque marshes, elegant harbors, and quaint shopping plazas. Rent bikes or kayaks and set out to explore the South Carolina scenery for yourself. The best in resort amenities reside here: more than 20 championship golf courses, designed by the likes of Pete Dye and Robert Trent Jones; an abundance of rejuvenating spa treatments; stylish boutiques; and local restaurants specializing in Southern-style cuisine. Hilton Head is also one of the top tennis destinations in the country.
Skip the drive and sail to Savannah instead. Vagabond Cruises sails to Savannah three times a week in a luxury yacht, docking in the middle of River Street for easy access to Savannah's best shopping and restaurants.
This quaint antebellum town has been the backdrop for numerous films, but it's better known for its artsy vibe, local eateries, and galleries. Wander the historic district, shop boutiques, and see charming homes and churches.
The Harbour Town district within the Sea Pines community is great for shopping, dining, and ocean views. Climb to the top of the lighthouse to admire the Atlantic and sound. Then, enjoy fresh seafood and live music at sunset.
Hilton Head Island experiences pleasant, mild weather year-round. Summer months are the warmest, with average highs in the upper 80s, while winter temperatures tend to hover in the upper 50s and low 60s. July and August are the rainiest months, although summer showers tend to move through and dissipate quickly. Hilton Head's oceanfront location makes it a fairly humid destination.