Hilton Head Island, South Carolina

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Hilton Head Island Directory

A practical, local-first index of restaurants, beaches, activities, shopping, wellness, and the people who make this place go.

24 places shown of 2678

Arts & Culture

Arts & Culture

Cherry Hill School

North End

Cherry Hill School is a historic landmark on Hilton Head Island representing the educational legacy of the Gullah Geechee community during the transformative post-Civil War era. One of the early schools established for freed African Americans on the island in the years following emancipation, Cherry Hill stands as a testament to the Gullah community's fierce determination to build institutions of learning, self-sufficiency, and cultural continuity in the face of enormous historical challenges. The school is an important stop on the Gullah Heritage Trail and a significant site for anyone seeking to understand the full history of Hilton Head Island — a history that extends far beyond the resort development of the 20th century into the deep roots of the Gullah Geechee people who have called this island home for generations.

100 Beach City Rd, Hilton Head Island, SC 29926

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Activities

Activities

Kayak Hilton Head

Bluffton

Kayak Hilton Head is one of the highest-rated kayak outfitters in the entire Hilton Head area, earning a 4.9-star rating and an impressive 576 reviews from paddlers who have experienced its guided tours and self-guided rentals. The operation specializes in the extraordinary Lowcountry landscape — guided tours through the salt marshes, tidal creeks, and coastal waterways that define the region's natural character, with knowledgeable guides who bring the ecosystem to life through expert interpretation. Self-guided rentals are also available for experienced paddlers who want to explore at their own pace. Opening at 8 AM, Kayak Hilton Head accommodates early-morning paddlers who want to experience the marshes in the golden light before the day heats up. A genuinely exceptional way to connect with the Lowcountry's natural environment.

18 Simmons Rd, Bluffton, SC 29910

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Activities

Activities

Soul SUP Hilton Head

Mid-Island

Soul SUP Hilton Head is a local favorite for stand-up paddleboarding and surf culture on the island, earning a 4.8-star rating from customers who have found in it a genuinely knowledgeable and welcoming resource for water sports. The shop rents stand-up paddleboards for exploring the island's calm waterways and coastal areas, alongside surfboards for those who want to catch waves and skateboards for land-based cruising. The staff brings authentic enthusiasm for the sports they rent, offering guidance on conditions, technique, and the best spots to paddle or surf. Opening at 9 AM, Soul SUP serves both early-morning paddlers and afternoon adventurers. For visitors who want to experience Hilton Head from the water in a more active, self-directed way, Soul SUP is the island's most dedicated paddleboard and surf resource.

1032 William Hilton Pkwy, Hilton Head Island, SC 29928

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Arts & Culture

Arts & Culture

Comedy Magic Cabaret

Mid-Island

Comedy Magic Cabaret is one of Hilton Head Island's most distinctive and highly rated entertainment venues, earning a near-perfect 4.9 Google rating from guests who have experienced its professional comedy and magic performances in an intimate cabaret setting. The shows blend stand-up comedy, sleight of hand, mentalism, and theatrical magic into a seamless, fast-paced performance that works for adults of all ages and backgrounds. The intimate cabaret format puts the audience close to the action, creating a genuinely interactive and immersive experience that feels very different from watching a show on a large stage. Open until 10:30 PM, Comedy Magic Cabaret is a natural choice for an evening of high-quality entertainment on the island — a unique and consistently excellent option that stands apart from the typical resort nightlife.

843 William Hilton Parkway, Suite C, South Island Square, Hilton Head Island, SC 29928

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Activities

Activities

Shelter Cove Harbour & Marina

Mid-Island

Shelter Cove Harbour & Marina is one of Hilton Head Island's most beloved waterfront destinations, offering a scenic marina with boat slips, waterfront dining, boutique shopping, and regular community events. The harbour hosts dolphin watching cruises, sunset sails, and live entertainment throughout the season, making it a hub of island activity for both visitors and locals.

1 Shelter Cove Lane, Hilton Head Island, SC 29928

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Activities

Activities

Sea Monkeys Watersports

Hilton Head Island

Sea Monkeys Watersports is a popular water sports rental service near Hilton Head Island, earning a 4.7-star rating and over 314 reviews from visitors who have made it a go-to for getting out on the water. The rental fleet includes kayaks, stand-up paddleboards, jet skis, and other water sports equipment, giving guests a range of options for exploring the Lowcountry's beautiful coastal waterways. Open until 8 PM, Sea Monkeys accommodates both morning adventurers and afternoon thrill-seekers who want to make the most of the long summer days. The friendly, knowledgeable staff helps guests choose the right equipment for their experience level and the day's conditions. For visitors who want an active, water-based experience beyond the beach, Sea Monkeys is a reliable and well-reviewed choice.

43A Jenkins Island Road, Hilton Head Island, SC 29926

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Activities

Activities

Smith Stearns Tennis Academy

Sea Pines

Smith Stearns Tennis Academy is one of the most prestigious junior tennis academies in the United States, located on Hilton Head Island and offering world-class training programs for aspiring competitive players from around the country and around the world. Founded by legendary tennis coaches Stan Smith — the 1971 Wimbledon champion and 1972 US Open champion — and Bob Stearns, the academy combines elite technical instruction with a comprehensive athletic development program designed to produce not just great tennis players but well-rounded, disciplined, and confident young athletes. The academy's facilities are exceptional — multiple clay and hard courts, state-of-the-art training equipment, and a beautiful campus that provides an ideal environment for focused, intensive training. The coaching staff includes former professional players and nationally recognized instructors who bring genuine expertise and passion to every session. Smith Stearns Tennis Academy has produced numerous nationally ranked junior players and college scholarship recipients, and its reputation for excellence in both tennis development and character building makes it one of the most respected junior tennis programs in the country.

19 Lighthouse Ln, Hilton Head Island, SC 29928

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Accounting & Finance

Accounting & Finance

Carey & Company P.A.

Mid-Island

Carey & Company P.A. is a Hilton Head Island accounting and tax services firm providing individual and business tax preparation, bookkeeping, financial planning, and CPA services to island residents and businesses. The firm brings decades of Lowcountry expertise to personal and corporate financial matters, making it a trusted resource for year-round and seasonal residents alike.

Hilton Head Island, SC 29928

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Arts & Culture

Arts & Culture

Endangered Arts Ltd.

Mid-Island

Endangered Arts Ltd. is one of Hilton Head Island's most respected fine art galleries, earning a near-perfect 4.9-star rating from art lovers who have discovered in it a genuinely exceptional showcase for local and regional artistic talent. Located at South Island Square in the Mid-Island, the gallery presents rotating exhibitions of paintings, sculpture, photography, and mixed media work by artists whose practice is rooted in the Lowcountry landscape and culture. The curation is thoughtful and serious, with a commitment to presenting work that challenges and rewards careful looking rather than simply decorating walls. The gallery staff brings genuine knowledge and enthusiasm to every interaction, making it a welcoming destination for both serious collectors and casual visitors who want to engage with the island's vibrant arts community.

841 William Hilton Pkwy B, Hilton Head Island, SC 29928

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Arts & Culture

Arts & Culture

Arts Center of Coastal Carolina

Shelter Cove

The Arts Center of Coastal Carolina is Hilton Head Island's premier performing arts venue, presenting a diverse and ambitious season of Broadway musicals, plays, concerts, and special events that rival productions found in major metropolitan areas. Located in the heart of the island, the Arts Center features a state-of-the-art main stage theater and a more intimate black box space, hosting both professional touring productions and locally produced shows. The organization is deeply committed to arts education, offering programs for students of all ages through its School of the Arts. From beloved Broadway classics to cutting-edge new works, the Arts Center of Coastal Carolina enriches the cultural life of the Hilton Head community and draws audiences from across the Lowcountry region throughout the year.

14 Shelter Cove Lane, Hilton Head Island, SC 29928

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Activities

Activities

Pickleball Palmetto Dunes

Palmetto Dunes

Pickleball Palmetto Dunes is a premier pickleball facility within the beautiful Palmetto Dunes Oceanfront Resort on Hilton Head Island, offering resort guests and island residents access to well-maintained courts, organized play sessions, and professional instruction in one of the most beautiful resort settings on the South Carolina coast. The facility features multiple courts with quality surfaces and excellent amenities, accommodating both casual recreational play and competitive matches for players of all skill levels. The professional staff offer clinics and private lessons for players at every level — from complete beginners learning the basics to advanced players working to sharpen specific aspects of their game. The welcoming, community-focused atmosphere and the beautiful resort setting make Pickleball Palmetto Dunes a favorite destination for resort guests who want to enjoy America's fastest-growing sport during their Hilton Head Island vacation. Equipment rentals are available, and the organized round-robin and open play sessions make it easy for visitors to find partners and get on the court quickly.

4 Queens Folly Rd, Hilton Head Island, SC 29928

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Arts & Culture

Arts & Culture

Coastal Discovery Museum

North End

The Coastal Discovery Museum at Honey Horn is one of Hilton Head Island's most treasured cultural and natural history institutions, set on a stunning 68-acre historic plantation property overlooking Broad Creek. The museum's mission is to preserve and share the natural and cultural heritage of the Lowcountry, with exhibits and programs covering Gullah Geechee history, Native American culture, the Civil War era, and the island's remarkable natural ecosystems. The grounds feature a butterfly enclosure, native plant gardens, a working farm, and miles of walking trails through maritime forest and salt marsh. Guided tours, kayak excursions, and educational programs are offered year-round for visitors of all ages. The Coastal Discovery Museum is a must-visit for anyone seeking a deeper understanding of what makes Hilton Head Island so extraordinary.

70 Honey Horn Dr, Hilton Head Island, SC 29926

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Arts & Culture

Arts & Culture

Barnwell Tabby

North End

Barnwell Tabby is a historic tabby structure on Hilton Head Island, built from the distinctive oyster-shell-and-lime concrete that was widely used throughout the Lowcountry during the antebellum era. Tabby construction is itself a legacy of West African building traditions brought to the Americas by enslaved people, making these ruins a tangible connection to both the architectural history and the human history of the island. The Barnwell Tabby ruins stand as a reminder of the enslaved and Gullah Geechee people who built and inhabited these lands, and of the layers of history that lie beneath the surface of a resort island that many visitors experience only in its modern form. A significant stop on the Gullah Heritage Trail, Barnwell Tabby offers visitors a window into the architectural and human history of Hilton Head that few other sites can provide.

Beach City Rd, Hilton Head Island, SC 29926

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Activities

Activities

Pinckney Island National Wildlife Refuge

Hilton Head Island

Pinckney Island National Wildlife Refuge is one of the most extraordinary natural treasures in the South Carolina Lowcountry — a 4,053-acre protected barrier island complex located just off the US 278 causeway at the entrance to Hilton Head Island, offering visitors an unparalleled opportunity to experience the pristine salt marshes, tidal creeks, maritime forests, and wildlife habitats of the Lowcountry coast in their most undisturbed and spectacular form. The refuge encompasses Pinckney Island and several smaller islands, all accessible only by foot or bicycle along a network of well-maintained trails that wind through diverse habitats teeming with wildlife. Birders come from around the world to observe the refuge's extraordinary avian diversity — great blue herons, roseate spoonbills, painted buntings, ospreys, bald eagles, and dozens of migratory species that use the Lowcountry as a critical stopover on the Atlantic Flyway. White-tailed deer, alligators, river otters, and loggerhead sea turtles are among the other wildlife regularly observed. Pinckney Island National Wildlife Refuge is a must-visit for nature lovers, photographers, and anyone who wants to experience the extraordinary beauty of the Lowcountry in its most pristine and unspoiled state.

US-278, Hilton Head Island, SC 29926

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Activities

Activities

Hilton Head Helicopter Tours

Hilton Head Island

Hilton Head Helicopter Tours offers the most spectacular and unforgettable way to experience the extraordinary natural beauty of Hilton Head Island and the surrounding Lowcountry — a breathtaking aerial perspective that reveals the full grandeur of the barrier island landscape, the intricate network of tidal creeks and salt marshes, the pristine beaches, and the sparkling waters of the Atlantic Ocean and Calibogue Sound. The tours are operated by experienced, FAA-certified pilots who are passionate about sharing the beauty of the Lowcountry from the air, and the comfortable, well-maintained helicopters provide large windows and excellent visibility for every passenger. Tour options range from short introductory flights over the island's most iconic landmarks to extended tours that cover the full sweep of the Lowcountry coast. Hilton Head Helicopter Tours is a perfect choice for a special occasion, a romantic adventure, or simply the most memorable way to see one of America's most beautiful barrier islands from a perspective that very few visitors ever experience.

120 Beach City Rd, Hilton Head Island, SC 29926

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Arts & Culture

Arts & Culture

Daufuskie Island Guided History Tour

Hilton Head Island

The Daufuskie Island Guided History Tour offers one of the most extraordinary and memorable cultural experiences available in the South Carolina Lowcountry — a guided exploration of Daufuskie Island, a remote, largely undeveloped barrier island accessible only by ferry that preserves one of the most authentic and compelling examples of Gullah Geechee culture and Lowcountry history anywhere on the East Coast. The tour takes visitors deep into the island's remarkable past — from its Native American heritage and its role in the Civil War to the extraordinary Gullah Geechee community that has called Daufuskie home for generations, preserving the language, traditions, crafts, and spiritual practices of their West African ancestors in a form found nowhere else in America. Knowledgeable, passionate guides bring the island's history to life through stories, visits to historic sites, and encounters with the living culture that makes Daufuskie Island so extraordinary. The Daufuskie Island Guided History Tour is a profound, moving, and genuinely educational experience that provides a perspective on the Lowcountry's history and culture that no other tour can match.

18 Simmons Rd, Hilton Head Island, SC 29928

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Activities

Activities

Sea Pines Forest Preserve

Sea Pines

Sea Pines Forest Preserve is a breathtaking 605-acre nature sanctuary at the heart of Sea Pines Resort on Hilton Head Island — a protected maritime forest and wetland complex that provides a stunning natural counterpoint to the resort's golf courses, beaches, and marina. The preserve encompasses ancient live oak forests draped in Spanish moss, freshwater lakes and ponds, tidal marshes, and a remarkable archaeological site featuring a Native American shell ring estimated to be more than 4,000 years old — one of the oldest and best-preserved examples of this type of site on the East Coast. A network of well-maintained walking and cycling trails winds through the preserve, offering visitors the opportunity to observe the extraordinary diversity of Lowcountry wildlife — alligators sunning on the banks of the lakes, great blue herons stalking the shallows, white-tailed deer moving through the forest, and a remarkable variety of bird species that inhabit the preserve year-round. Sea Pines Forest Preserve is a beloved natural resource for resort guests and island residents alike, offering a profound sense of connection to the ancient, wild landscape that underlies the modern resort community.

175 Greenwood Dr, Hilton Head Island, SC 29928

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Arts & Culture

Arts & Culture

Cultural Heritage Center Bluffton

Bluffton

[UNVERIFIED] The Cultural Heritage Center in Bluffton is a community institution dedicated to preserving and celebrating the Gullah Geechee culture of the South Carolina Lowcountry through exhibits, programming, and community engagement. The center serves as a living repository of Gullah history, language, art, and traditions — offering visitors and residents a deeper understanding of the cultural legacy that defines this region and the people who have called it home for generations. Educational programs, cultural events, and community partnerships make the center an active participant in the ongoing preservation of Gullah heritage rather than simply a museum of the past. For visitors to the Hilton Head and Bluffton area who want to understand the cultural foundations of the Lowcountry, the Cultural Heritage Center is an essential and deeply rewarding destination.

5 Lawrence St, Bluffton, SC 29910

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Activities

Activities

Segway Eco Discovery Tour at Honey Horn

Mid-Island

The Segway Eco Discovery Tour at Honey Horn is one of Hilton Head Island's most unique and memorable outdoor experiences — a guided Segway tour through the beautiful Honey Horn plantation property that combines the fun of riding a Segway with an immersive, educational exploration of the Lowcountry's extraordinary natural and cultural heritage. Honey Horn is a historic plantation property on the northern end of Hilton Head Island that encompasses diverse habitats — maritime forest, salt marsh, freshwater ponds, and open meadows — all teeming with the wildlife and plant life that define the Lowcountry landscape. The knowledgeable, enthusiastic guides lead small groups through the property on Segways, sharing fascinating stories about the island's natural history, its Native American heritage, its role in the Civil War, and the remarkable ecosystem that makes this corner of the South Carolina coast so extraordinary. The Segway Eco Discovery Tour is suitable for most ages and fitness levels, and the fun, accessible format makes it a perfect activity for families, couples, and groups looking for a memorable, educational outdoor adventure on Hilton Head Island.

70 Honey Horn Dr, Hilton Head Island, SC 29926

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Activities

Activities

Forest Beach Surf & Cycle

Forest Beach

Forest Beach Surf & Cycle is a beloved Hilton Head Island outdoor recreation shop that has been equipping island visitors and residents for beach and coastal adventures for years. The shop offers a comprehensive selection of surfboards, paddleboards, bicycles, and beach gear for rent and purchase, making it the perfect one-stop resource for anyone who wants to explore the island's extraordinary natural environment by water or by land. The bicycle rental program is particularly popular — a wide selection of well-maintained bikes perfectly suited to Hilton Head Island's extensive network of paved trails, from comfortable cruisers for leisurely rides to performance bikes for more ambitious cyclists. The surf and paddleboard program caters to everyone from first-time beginners to experienced wave riders, with quality equipment and knowledgeable staff who can offer guidance on the best spots and conditions. Forest Beach Surf & Cycle is a beloved resource for the island's outdoor recreation community and a must-visit for anyone who wants to experience Hilton Head Island the way it was meant to be experienced — from the water and the trail.

7 N Forest Beach Dr, Hilton Head Island, SC 29928

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Activities

Activities

Dill Dinkers Pickleball

Mid-Island

Dill Dinkers Pickleball is Hilton Head Island's premier dedicated pickleball facility, offering a welcoming, well-organized venue for players of all skill levels to enjoy America's fastest-growing sport in a beautiful Lowcountry setting. The facility features multiple well-maintained courts with quality surfaces and proper lighting, accommodating both casual recreational play and competitive league matches. The staff are knowledgeable and passionate about pickleball, offering clinics, lessons, and organized play sessions for beginners looking to learn the game and experienced players looking to sharpen their skills. Equipment rentals are available for visitors who want to try the sport without bringing their own gear, and the welcoming, community-focused atmosphere makes Dill Dinkers a favorite gathering place for the island's growing pickleball community. Whether you're a seasoned player looking for competitive matches or a curious newcomer wanting to discover why pickleball has become the most popular recreational sport in America, Dill Dinkers Pickleball is the perfect place to play on Hilton Head Island.

93 Mathews Drive, Unit 150, Hilton Head Island, SC 29926

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Arts & Culture

Arts & Culture

EyeMazy Iris Photography

Coligny Beach

EyeMazy Iris Photography at Coligny Plaza offers a unique and personalized keepsake experience — high-resolution macro photography of your iris, transformed into stunning fine art prints and gifts. A one-of-a-kind Hilton Head souvenir unlike anything else on the island.

1 N Forest Beach Dr, Hilton Head Island, SC 29928

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Activities

Activities

Harbour Town Lighthouse and Museum

Sea Pines

The Harbour Town Lighthouse and Museum is one of Hilton Head Island's most iconic landmarks and beloved attractions — the candy-striped red-and-white lighthouse that has stood at the tip of Harbour Town Marina in Sea Pines Resort since 1970 and become the most recognizable symbol of the island. Visitors can climb the 114 steps to the observation deck at the top of the 90-foot lighthouse for a breathtaking 360-degree view of Calibogue Sound, Daufuskie Island, the surrounding salt marshes, and the beautiful Harbour Town Marina below. The museum inside the lighthouse tells the story of Hilton Head Island's fascinating history — from its Native American origins and Civil War significance to its transformation into one of America's premier resort destinations. The gift shop at the base of the lighthouse offers a curated selection of Hilton Head Island souvenirs, books, and keepsakes. The Harbour Town Lighthouse is a must-visit landmark for every Hilton Head Island visitor — a beautiful, historic structure that offers both a stunning view and a meaningful connection to the island's rich past.

149 Lighthouse Rd, Hilton Head Island, SC 29928

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Activities

Activities

Island Head

Bluffton

Island Head is one of the Hilton Head area's most celebrated outdoor adventure companies, earning a 4.8-star rating and an extraordinary 1,026 reviews from nature lovers who have experienced its guided eco-tours through the Lowcountry's remarkable coastal landscape. The operation specializes in kayak and canoe tours through the salt marshes, tidal creeks, and waterways surrounding Hilton Head and Bluffton — guided by naturalists who bring deep knowledge of the local ecosystem, wildlife, and Lowcountry culture to every trip. Dolphin sightings, bird encounters, and the otherworldly beauty of the marsh at different tides make each tour a genuinely memorable experience. Open until 9 PM, Island Head accommodates evening tours that offer a completely different perspective on the landscape as the light shifts and the marsh comes alive.

43 Jenkins Rd, Bluffton, SC 29910

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Directory last verified October 2026. Details change — always confirm hours and availability directly with the business.

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