Hilton Head, SC Vacations

HiltonHead-SC.com logo

Find your perfect Hilton Head

Vacation Rental

Featured Vacation Rentals

Palmetto Dunes Condo with Golf Course Vi...

Summary:Fazio 23The Space:Golf Course Vistas & Updated Comfort in the Heart of Palmetto DunesOverlooking the spectacular Fazio Golf Course, this roomy, newly refreshed townhouse is the ideal home base for your Hilton Head Island hideaway. Designed...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Ground Floor Villa, Short Walk to Shared...

Summary:Beachwalk 190The Space:Are you ready for a calming, memorable vacation? This marvelous condo located in Shipyard has everything you need to kick back with family and friends. Featuring a roomy kitchen with stainless steel appliances, an open...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Hilton Head Golf Getaway, Pools & Beach ...

Near Island Golf Courses | Heated Pool | Beach Boardwalk On-SiteTrade chilly weather for Lowcountry sunshine at this Hilton Head Island vacation rental condo! Tee off at acclaimed island golf courses, walk the boardwalk to the beach, or savor Hilton...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Updated coastal villa with pools, athlet...

Summary:Hilton Head Resort 3413The Space:NOTICE: The hot water tub is down until further notice. Thank you for understanding.Coastal South Carolina is waiting to be explored at Hilton Head Resort! Surrounded by palm, this beautiful hideaway features...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 9
Ocean view condo with 2 balconies, new p...

Villamare 3430Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Villamare 3430 is a elegantly updated condo, scenically located on the fourth floor of Villamare...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Cozy dog-friendly home with free WiFi & ...

Summary:Flagg Grove 4The 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 from March 1st to May 30th, and then from September 1st to November 31st. for an...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 10

Hilton Head Tours & Activities

Baby Gear Rental Package • Two Weeks

Lowsea Bike, Beach and Baby Rental

Book online
$460.00 - $610.00

duration: 14 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...

Three Hour Dolphin Strand Feeding Excursion

duration: 3 Hours cancellation_summary: 24 Hours in advance group_size: 12 to 14 description: See dolphins up close! About Dolphin strand feeding is a unique activity of dolphins in the Lowcountry in which a small group of 3 to 5 male dolphins...

Junior Clinics

Palmetto Dunes Golf Academy

Book online
$50.00

duration: 50 minutes min_age: 8 max_age: 17 description: Duration & Rates - 50 minutes - $50 per student - Sundays at 11AM and Tuesdays at 1:00PM June1st-August 31st Junior Clinics - "Fun, Friends and Fresh Air" (offered seasonally) Enjoy...

PB PVT Bluffton Beach Kayak Adventure

About Paddle to one of the Lowcountry's most celebrated hidden gems on this private, unique May River adventure. Departing from Wilson Landing, you'll enjoy a leisurely guided kayak journey through the scenic salt marshes of Palmetto Bluff en...

Hack, Snack and Roadie Ride

Daufuskie Marsh Tacky Society

Book online
$450.00

meeting_point: Varies description: Duration 3.5 Hours Please Note This is experience is designed for novice or better riders who are comfortable with longer hours in the saddle and are able to independently mount/dismount their horses easily...

Discovery Night at the Museum

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $75.00

duration: Varies cancellation_summary: We will happily refund your payment (minus a $5 per person admin fee) if you cancel more at 72 hours prior to the event. No refunds within 72 hours. meeting_point: Coastal Discovery Museum description: ...

Backwater Adventure Day

May River Excursions

Book online
$525.00 - $825.00

description: About - Take a private custom excursion through the backwater ways and marshes around the barrier islands of the Lowcountry with a local captain. Choose from inshore fishing, hand lining for crabs, shrimping, shelling or shark tooth...

Blue Granite Express

The South Carolina Railroad Museum

Book online
$25.00 - $250.00

duration: 1.5 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: Guests enjoy a narrated 90-minute trip through Fairfield County countryside. Seating on the train is on board an open-air car, allowing easy viewing as...

Romantic Sunset Cruise

Island Time Charters

Book online
$399.00

The most spectacular views and vivid colors! Duration 2 Hours About Come aboard for an enchanted, romantic cruise! Bring your favorite bottle of bubbly and we will provide the rest. This charter includes a sweet treat, fresh flowers, and...

Baby Gear Rental • Six Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $175.00

description: Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 6 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and...

Flatout Crazy - Inshore/Nearshore Trip
Book online
$350.00 - $1,095.00

description: Best Fishing Guides in Murrells Inlet and Myrtle Beach Area Rates - **Half Day Trips:** Pricing includes 2 passengers - $50 per additional person - **Full Day Trips:** Pricing includes 4 passengers - $75 per additional...

Bonjour Private Charter (up to 35 passengers)
Book online
$799.00 - $7,990.00

duration: 1-10 Hours meeting_point: Broad Creek Marina 18 Simmons Rd. Hilton Head, SC 29928 description: Bonjour – Hilton Head’s Premier Charter Boat Step aboard Bonjour, Hilton Head’s newest and most luxurious charter boat, built for...

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