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Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
From sunrise walks along the shoreline to sunset cruises on the water, Hilton Head Island offers endless ways to enjoy your stay. Spend the day biking along more than 60 miles of scenic trails, tee off at world-class golf courses like Harbour Town Golf Links, or take the family for a fun round of putt-putt.
Hilton Head Island, South Carolina, United StatesWhole Foods Market offers a curated selection of organic, artisanal, and specialty foods, from creamy aged cheeses and fresh local produce to exclusive treats like Berry Chantilly Cake and unique pickled vegetables. It’s a destination for quality ingredients, sustainable choices, and gourmet discoveries.
Skull Creek Boathouse offers award-winning Lowcountry cuisine and fresh seafood in a stunning waterfront setting with breathtaking views of Skull Creek, perfect for enjoying sushi, craft cocktails, and colorful sunsets indoors or on the patio. It’s a top Hilton Head dining destination for any occasion.
One Hot Mama’s BBQ serves award-winning Southern barbecue in a lively, family-friendly setting on Hilton Head Island and Bluffton, featuring mouthwatering baby-back ribs, “the world’s best” wings, and hearty Meat & 3 platters crafted by Food Network Star Chef Orchid Paulmeier.
Skull Creek Dockside offers a unique blend of fresh seafood, award-winning Lowcountry barbecue, and steakhouse-quality steaks, all served with sweeping waterfront views and a warm, nautical-inspired ambiance. It’s a perfect spot for enjoying sunsets, live music, and family-friendly dining on Hilton Head Island.
The Fresh Market offers a curated selection of hand-cut premium meats, fresh seafood like wild-caught tuna and crab cakes, and seasonal, locally sourced produce, alongside artisanal breads, specialty cheeses, and gourmet ready-to-eat meals for a truly fresh and flavorful shopping experience.
Benny's Coastal Kitchen offers fresh, innovative seafood and diverse dishes in a casually sophisticated setting with stunning waterfront views of Skull Creek and a rooftop bar perfect for sunset dining. Its blend of coastal charm and modern elegance creates a memorable dining experience.
The Sandbar offers a relaxed beachside vibe with fresh New England seafood, hand-tossed pizzas, and refreshing cocktails, all enjoyed on a spacious outdoor patio overlooking scenic marshes or water. It’s a perfect spot for casual dining, live music, and sunset views.
Kroger offers a wide selection of quality private label products like Private Selection gourmet snacks and Rao’s slow-simmered soups, alongside fresh bakery delights and convenient frozen meals, making it easy to find both everyday essentials and specialty treats in one place.
Fishcamp on Broad Creek offers a relaxed Lowcountry dining experience with fresh seafood and Southern-inspired dishes, all set in a charming waterfront location featuring rustic, cozy ambiance and scenic marsh views. It’s perfect for family meals or a lively night out by the water.
Walmart Supercenter offers a wide selection of specialty items including fresh rotisserie chicken, artisanal cheeses, deli meats, and ready-to-eat meals, alongside bulk snacks and global flavors—all at everyday low prices. It’s your one-stop shop for convenient, affordable, and diverse grocery options.
Palmetto Dunes General Store offers a unique blend of local flavors and essentials, featuring famous fried chicken, craft beer, Sun Bum beach products, and a wide selection of Hilton Head souvenirs and gifts. It's the perfect stop for vacationers seeking southern comfort and island charm.
CVS offers a convenient blend of full-service pharmacy care alongside a curated selection of health-focused groceries, including plant-based meals, nutritious snacks, and the new Well Market brand with bold flavors and wholesome options. It’s designed to make health and wellness shopping quick and easy.
The Old Oyster Factory offers a charming waterfront dining experience on Hilton Head Island, serving fresh local seafood and hand-cut steaks with stunning views of Broad Creek. Its rich history as an original oyster cannery adds a unique heritage to every meal.
Poseidon offers fresh coastal cuisine featuring local seafood, steaks, and a renowned raw bar, all served in a relaxed waterfront setting with stunning creek and sunset views on Hilton Head. Its vibrant atmosphere includes an outdoor nautibar and rooftop lounge for a complete dining experience.
Dollar General offers a convenient selection of affordable frozen meals, fresh produce, snacks, and baking essentials, making it easy to find everyday groceries and quick meal solutions all in one place. Enjoy popular brands and a variety of tasty options for any occasion.
Shelter Cove Towne Centre offers a unique shopping experience with Hilton Head’s largest 24-hour Kroger featuring fresh floral arrangements, gourmet chocolates, and seasonal outdoor décor, alongside upscale shops and scenic waterfront dining. It’s a convenient hub for locals and visitors alike.
The Crazy Crab Jarvis Creek offers award-winning Lowcountry seafood with stunning waterfront views, a lively outdoor deck, and family-friendly fun including live music, crab races, and the largest saltwater fish tank on Hilton Head Island. It's pet friendly and perfect for casual dining or private events.
Harris Teeter offers a fresh foods market featuring artisan breads, specialty cheeses, and customizable cakes, alongside made-to-order subs and chef-prepared meals for convenient, quality dining. Their Private Selection and HT Traders brands provide unique gourmet and everyday essentials.
Publix Super Market at Festival Centre at Indigo Park offers fresh, scratch-made bakery items, a wide selection of quality deli meats and specialty cheeses, and peak-season local produce for inspired meals. Enjoy convenient grocery delivery or curbside pickup with friendly service.
Hudson's Seafood House on the Docks offers a classic Lowcountry dining experience with the freshest local seafood served right on Hilton Head’s waterfront, where every seat boasts stunning views of Port Royal Sound and daily catches arriving dockside.
Legendary Golf offers a unique 18-hole experience blending Scottish links-style front nine with a wooded, elevation-rich back nine, perfect for golfers seeking a challenging yet scenic round with friendly service and multiple tee options for all skill levels. Ideal for both serious players and casual enthusiasts.
Lowcountry Celebration Park is a vibrant family destination featuring a giant pirate ship playground, interactive nature trails, and cultural events, perfect for kids and parents seeking outdoor fun and Lowcountry charm in Hilton Head.
Historic Mitchelville Freedom Park offers a unique chance to walk the grounds of the first self-governed freedmen’s town in the U.S., blending powerful history with peaceful trails and educational exhibits. It’s perfect for history enthusiasts and those seeking inspiration from a story of resilience and freedom.
The Coastal Discovery Museum offers an immersive journey through Hilton Head Island’s natural beauty, history, and culture with interactive exhibits, scenic nature trails, and engaging guided tours perfect for families, nature lovers, and history enthusiasts.
Coligny Beach Park offers a vibrant, family-friendly beach experience with pristine shores, volleyball courts, a splash pad for kids, and convenient amenities like showers and free Wi-Fi, perfect for relaxation and fun for all ages. Its central location near shops and restaurants makes it ideal for a full day of seaside enjoyment.
Fish Haul Beach Park offers a peaceful, nature-focused escape with tidepool exploring, abundant wildlife, and scenic boardwalks—perfect for families, bird watchers, and anyone seeking quiet beach walks away from the crowds. It’s ideal for those who enjoy discovering marine life and coastal landscapes.
Folly Field Beach Park offers a peaceful, less crowded shoreline perfect for relaxing, beachcombing, and long strolls, with convenient amenities like showers and restrooms. It’s ideal for families, locals, and visitors seeking a laid-back day by the Atlantic on Hilton Head Island.
Sea Pines Forest Preserve offers a peaceful escape with scenic hiking trails, abundant wildlife, historic sites like the ancient Indian Shell Ring, and excellent fishing spots. It’s perfect for nature lovers, families, and anyone seeking outdoor adventure and tranquility.
Driessen Beach Park offers a peaceful, family-friendly beach experience with a scenic boardwalk, playground, picnic areas, and accessible beach matting, perfect for relaxing, water activities, and quality time with loved ones on Hilton Head Island. Nature lovers and families will especially enjoy its welcoming atmosphere.
Islanders Beach Park offers a perfect blend of sandy shores, a large shaded playground, and picnic areas with grills, making it ideal for families and groups seeking a relaxed day by the sea with plenty of outdoor fun. Nature lovers and beachgoers alike will enjoy its peaceful, scenic setting.
Here are some things which you should know before booking Wander Hilton Head Sky
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Oct 19, 2025 | $972 | Not Available |
| Oct 20, 2025 | $972 | Not Available |
| Oct 21, 2025 | $972 | Not Available |
| Oct 22, 2025 | $972 | Not Available |
| Oct 23, 2025 | $972 | Not Available |
| Oct 24, 2025 | $972 | Not Available |
| Oct 25, 2025 | $972 | Not Available |
| Oct 26, 2025 | $972 | Not Available |
| Oct 27, 2025 | $972 | Not Available |
| Oct 28, 2025 | $972 | Not Available |
| Oct 29, 2025 | $972 | Not Available |
| Oct 30, 2025 | $972 | Not Available |
| Oct 31, 2025 | $972 | Not Available |
| Nov 1, 2025 | $972 | Not Available |
| Nov 2, 2025 | $972 | Not Available |
| Nov 3, 2025 | $972 | Not Available |
| Nov 4, 2025 | $972 | Not Available |
| Nov 5, 2025 | $972 | Not Available |
| Nov 6, 2025 | $972 | Not Available |
| Nov 7, 2025 | $972 | Not Available |
| Nov 8, 2025 | $972 | Not Available |
| Nov 9, 2025 | $972 | Not Available |
| Nov 10, 2025 | $972 | Not Available |
| Nov 11, 2025 | $972 | Not Available |
| Nov 12, 2025 | $972 | Not Available |
| Nov 13, 2025 | $972 | Not Available |
| Nov 14, 2025 | $972 | Not Available |
| Nov 15, 2025 | $972 | Not Available |
| Nov 16, 2025 | $972 | Not Available |
| Nov 17, 2025 | $972 | Not Available |
| Nov 18, 2025 | $972 | Not Available |
| Nov 19, 2025 | $972 | Not Available |
| Nov 20, 2025 | $972 | Not Available |
| Nov 21, 2025 | $972 | Not Available |
| Nov 22, 2025 | $972 | Not Available |
| Nov 23, 2025 | $972 | Not Available |
| Nov 24, 2025 | $984 | Not Available |
| Nov 25, 2025 | $1126 | Not Available |
| Nov 26, 2025 | $1198 | Not Available |
| Nov 27, 2025 | $1321 | Not Available |
| Nov 28, 2025 | $1259 | Not Available |
| Nov 29, 2025 | $973 | Not Available |
| Nov 30, 2025 | $972 | Not Available |
| Dec 1, 2025 | $972 | Not Available |
| Dec 2, 2025 | $972 | Not Available |
| Dec 3, 2025 | $972 | Not Available |
| Dec 4, 2025 | $972 | Not Available |
| Dec 5, 2025 | $972 | Not Available |
| Dec 6, 2025 | $972 | Not Available |
| Dec 7, 2025 | $972 | Not Available |
| Dec 8, 2025 | $972 | Not Available |
| Dec 9, 2025 | $972 | Not Available |
| Dec 10, 2025 | $972 | Not Available |
| Dec 11, 2025 | $972 | Not Available |
| Dec 12, 2025 | $972 | Not Available |
| Dec 13, 2025 | $972 | Not Available |
| Dec 14, 2025 | $972 | Not Available |
| Dec 15, 2025 | $972 | Not Available |
| Dec 16, 2025 | $972 | Not Available |
| Dec 17, 2025 | $972 | Not Available |
| Dec 18, 2025 | $972 | Not Available |
| Dec 19, 2025 | $972 | Not Available |
| Dec 20, 2025 | $972 | Not Available |
| Dec 21, 2025 | $972 | Not Available |
| Dec 22, 2025 | $972 | Not Available |
| Dec 23, 2025 | $972 | Not Available |
| Dec 24, 2025 | $1123 | Not Available |
| Dec 25, 2025 | $1160 | Not Available |
| Dec 26, 2025 | $1137 | Not Available |
| Dec 27, 2025 | $1245 | Not Available |
| Dec 28, 2025 | $1240 | Not Available |
| Dec 29, 2025 | $1232 | Not Available |
| Dec 30, 2025 | $1196 | Not Available |
| Dec 31, 2025 | $1289 | Not Available |
| Jan 1, 2026 | $1274 | Not Available |
| Jan 2, 2026 | $1022 | Not Available |
| Jan 3, 2026 | $1008 | Not Available |
| Jan 4, 2026 | $1110 | Not Available |
| Jan 5, 2026 | $972 | Not Available |
| Jan 6, 2026 | $972 | Not Available |
| Jan 7, 2026 | $972 | Not Available |
| Jan 8, 2026 | $972 | Not Available |
| Jan 9, 2026 | $972 | Not Available |
| Jan 10, 2026 | $972 | Not Available |
| Jan 11, 2026 | $972 | Not Available |
| Jan 12, 2026 | $972 | Not Available |
| Jan 13, 2026 | $972 | Not Available |
| Jan 14, 2026 | $972 | Not Available |
| Jan 15, 2026 | $972 | Not Available |
| Jan 16, 2026 | $972 | Not Available |
| Jan 17, 2026 | $972 | Not Available |