Hilton Head, SC Vacations

HiltonHead-SC.com logo

Find your perfect Hilton Head

Vacation Rental

Featured Vacation Rentals

3 bedroom/3 bathroom 2nd floor Shipyard ...

HILTON HEAD ISLAND. Golfmaster is conveniently located in Shipyard Plantation. Overlooking the golf course these villas have a pool on-site.25 steps lead you to the entrance of this handsomely decorated villa. The modern kitchen comes completely...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Perfect Location for a Family Vacation!

Escape to this charmingly refreshed Hilton Head Island villa, ideally located in the heart of Palmetto Dunes. Ideal for golf getaways, pickleball trips, girls' weekends, and family vacations, this comfortable getaway combines convenience, style, and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Hilton Head Island condo with water-view...

Summary:Seascape Villas 3205The Space:Indulge in a dreamy Hilton Head Island hideaway at this Seascape Villas condo. Perched within walking distance of Coligny Beach Plaza plus great shopping and dining, you will have no trouble finding countless...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Family-Friendly Townhome with Shared Poo...

Summary:Greens 172The Space:Retreat to this comfortable family-friendly townhouse, where you can appreciate a day at the beach or calming by the pool. Golfing and tennis are just a few steps away, and you’ll have your pick of terrific stores and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Dog friendly home with an enclosed yard,...

Summary:Pelican Road 20The Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $69/nighttime. You...

  • Hilton Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
4 bedroom/4.5 bathroom home with private...

This pretty Hilton Head home features roomy rooms, a huge private pool area, and great golf course vistas. The great room opens to the dining area and kitchen. A deck off the living area offers a table for outdoor dining and stairs leading to the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8

Hilton Head Tours & Activities

Day Camp Sessions

Daufuskie Marsh Tacky Society

Book online
$425.00

description: Campers learn practical, natural horsemanship and riding skills! Duration 10 minutes About Youth (ages 7-17) are welcome to participate in one or more week long day camp sessions. Campers learn practical, natural horsemanship and...

Blue Angel Airshow Harbor Cruise

Charleston Water Taxi

Book online
$65.00 - $75.00

duration: 1.5 Hours description: Departure is from Charleston Harbor Resort & Marina, A Dock. Guests are welcome to bring their own drinks (no glass bottles permitted). Please plan to arrive at least 30 minutes early to allow time for parking at the...

Fishing Charter

Reel Native Fishing Charters

Book online
$350.00 - $1,150.00

description: Let's get out on the water and makes some memories that will last a lifetime! Rates & Duration - 2 Hour Charter • $350 - 3 Hour Charter • $475 - 4 Hour Charter • $575 - 5 Hour Charter • $700 - 6 Hour Charter • $875 - 8...

Genesis Compound Rental & Range Time

duration: 1 Hour Range Time description: Curious about archery but don’t own equipment? Our Genesis Compound Tryout Experience includes everything you need — bow, arrows, and range time — with guidance from our knowledgeable staff. It’s the...

Boat, Bite, and Bar at Old Daufuskie Crab Co.
Book online
$10.00 - $49.99

duration: 3 Hr 45 Min cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC description: Boat, Bite, and Bar at Old Daufuskie Crab...

3/4 Day Flats Fishing (6 Hrs)

Green Heron Adventures

Book online
$650.00

meeting_point: Beaufort and Hilton Head/Bluffton, SC description: Duration 6 Hours About Flats fishing trips are perfect for anglers looking to sight fish with both fly rods and/or light tackle. Year round, the majority of these trips target...

Nightly Rental.   Premium 6 Passenger Electric

meeting_point: PICK UP AND DROP OFF AT RENTAL ADDRESS ONLY description: About 48 volt electric golf cart with 2026 Lithium Battery. Equipped with seat belts, extended top, LED headlights (high and low beam), turn signals, horn, and digital...

Saint Helena Sunset Sail

Otter Sailing Adventures LLC

Book online
$375.00

description: There's nothing like experiencing the magic of a sunset under sail in the beauty of the St Helena sound Duration 2 hours About Private Sailing Charter - Price Per Group (up to 6) There's nothing like experiencing the...

Sunset Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$49.00 - $95.00

description: *Paddle the Low Country!* ___________________________________ Rates **Kayak:** $49 **Tandem Kayak:** $95 *All Ages* ___________________________________ Duration 1 hour and 30 minutes ___________________________________ ...

Eight Day Bike Rental

Wheelz of Hilton Head

Book online
$55.00 - $110.00

description: Eight Day Bike Rental Rates Duration 8 days Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect...

Flyboard 30 Minute

Carolina Hydrofly

Book online
$149.00

description: 30 Minute Flyboard Pro Series Experience About Each guest will have 20 minutes of flight time and 10 minutes of instruction time. If you would like to book for more than one person, then please process one booking per person by...

Sunset Celebration Dolphin Cruise

Island Head - Broad Creek

Book online
$10.00 - $499.00

duration: 90 Minutes cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: Broad Creek Marina 18 Simmons Road Hilton Head Island, SC description: Enjoy all of the beauty the low...

Hilton Head, SC

Hilton Head Island is a resort destination on the South Carolina coast known for its pristine beaches, world-class golf courses, and natural Lowcountry beauty.

Located just north of Savannah, Hilton Head combines upscale amenities with a relaxed island atmosphere. The island features 12 miles of wide sandy beaches, extensive bike trails, and a variety of outdoor activities including kayaking, dolphin cruises, and nature tours. Visitors can explore iconic spots like Harbour Town Lighthouse, enjoy local seafood at waterfront restaurants, or spend the day shopping and sightseeing in one of the island's many charming villages.

Hilton Head is home to a wide range of lodging options, including vacation rental homes, oceanfront resorts, and golf villas. The island is perfect for families, couples, and anyone looking for a mix of relaxation and recreation. Whether you're teeing off on a championship course, biking beneath moss-draped oaks, or simply soaking up the sun on the beach, Hilton Head offers a polished and peaceful coastal escape with something for everyone.

Hilton Head Island is arguably one of the most popular beach towns along the southern Carolina coast, with world class resorts and vacation rentals, gorgeous beaches, and plenty of entertainment available both on and off the beach. A regular on national "Top Ten Vacation Destination" lists, the island has an elite resort town feel that can easily cater to a wide range of tastes and interests.

Hilton Head SC

Boating, fishing, golfing, tennis, swimming, shopping, dining, and historical touring are all readily available in this somewhat small isle, and is all located within a 15 or 20 minute drive from any point in town. With luxurious amenities and accommodations, plenty of art and historical attractions, and even its own Symphony Orchestra, Hilton Head Island essentially takes the concept of an elite vacation retreat to an entirely elevated level.

Hilton Head SC

Hilton Head Island is one of the southernmost seaside isles along the South Carolina coastline and is located just a few minutes away from the Georgia state border. Separated from the mainland via the Calibogue Sound, the relatively wide island is a unique mixture of varying coastal landscapes, including ocean and sound facing beaches, with miles of rugged maritime forest in between. Because of this, even the most expansive resorts have a feel of relative privacy about them, as virtually every side street is lined with towering oaks, cedars, pines, and other evergreen foliage. The island is a total of 69 square miles, which includes roughly 28 square miles of water, but feels relatively small, as virtually any point can be easily reached via the William Hilton Parkway which circles through the interior of the island.

Hilton Head SC

Hilton Head has always been a popular destination, it seems, as archeologists have found ancient trash heaps that date back 4,000 to 15,000 years to the island's first native residents. Hilton Head did not garner international attention until 1521, when a Spanish New World exploration landed and began making friendly relations with the local inhabitants. The English Captain William made a more lengthy exploration in 1663, essentially re-discovering the area and its alluring proximity to Port Royal Sound, and naming the area "Hilton Head," after himself.

Hilton Head SC

Over the next several centuries, parcels of the island would be granted or purchased by new North American settlers, and the region would flourish as a site for Sea Island Cotton and Indigo plantations. A small chapel was constructed, the Zion Chapel of Ease, for the convenience of the newly wealthy plantation owners, and hundreds of slaves were brought to the area to tend the expansive farms. When the Civil War began, Union forces, recognizing the prime locale of Hilton Head directly in between the main southern ports of Savannah and Charleston, attacked the area with 12,000 troops, successfully overtaking the region on November 7th, 1861, and maintaining control of the territory for the duration of the war.

Hilton Head SC

Shortly after the battle, the Union forces freed the hundreds of slaves who lived and worked on the island, making them the first slaves that were freed during the war, and the first pioneers of a new, solely freed-slave village called Mitchelville. Four forts were constructed on the island, and while these Union strongholds are long gone, visitors can still visit the discreet remnants of Fort Howell and Fort Mitchel while touring the island.

Hilton Head SC

Life was quiet for the next few decades after the war, until 1931 when a Wall Street Tycoon purchased 17,000 acres of the island as a private gaming reserve. This purchase would prove to be prophetic, as in the decades that followed, the town would grow exponentially to accommodate the growing elite group of guests. This growth arguably didn't really begin until 1956, when the two-lane toll swing bridge, the James F. Byrnes Bridge, was built to allow vehicular traffic to the island for the first time, and a local developer, Charles E. Fraser, began the construction of the Sea Pines Resort.

Today, Hilton Head Island is a sprawling, but never overcrowded, collection of elite resorts, vacation rentals, hotels, and all the standard vacation amenities that an elite destination requires. Best of all, with historic attractions like the Zion Cemetery and Baynard Mausoleum, and the Mitchelville Freedom Park, visitors can always revisit Hilton Head's long and storied past.

Day-trippers will find a number of public accesses to pay a visit to Hilton Head's renowned shorelines, including Folly Field Beach Park, Driessen Beach Park, and Coligny Beach Park. While the beaches certainly claim the lion's share of admiration and attention, Hilton Head Island also has a number of attractions off the shore that will appeal to visitors of all ages.

Kids love exploring the Adventure Cove Family Fun Center and The Sandbox Interactive Children's Museum, while visitors of all ages can easily enjoy the Coastal Discovery Museum, the Baynard Plantation Ruins, and the Harbour Town shopping, dining and water sports complex, which is also home to the famed Hilton Head Lighthouse.

When it comes time to eat, vacationers will find hundreds of options that range from exquisite five star eateries to classic cafes and sandwich shops, and everything in between. Hilton Head Island is especially known for its waterfront dining options, and visitors will find gorgeous sunset-front establishments throughout the region.

There are just as many options when it comes to accommodations, as Hilton Head is home to a wide range of hotels, resorts, and weekly vacation rentals. The hotels and resorts are, for the most part, all-inclusive, with expansive private pools, golf courses, spas, and wide private beaches to entice guests, while the vacation rentals can range from small villas and condos to expansive 6 or 7 bedroom beachside estates. Clearly, every party size and expectation can be easily met, and potential vacationers will have a hard time determining where to stay on the island for a relaxing retreat.

Hilton Head Island has arguably been a popular destination for hundreds and even thousands of years, and it won't take new visitors very long to figure out why. With ample white sand beaches, cool shopping options, exceptional restaurants, and a world of attractions around every shaded street corner, it's easy to enjoy an activity-packed but incredibly fun and relaxing vacation. A favorite destination along South Carolina, Hilton Head continues to maintain its longstanding reputation as one of Coastal Carolina's most accommodating and luxurious retreats.

Hilton Head Vacation Guides