Hilton Head, SC Vacations

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Find your perfect Hilton Head

Vacation Rental

Featured Vacation Rentals

Hilton Head Vacation Rental on the pract...

This villa is located beside the Robert Trent Jones driving range and one of its practice greens! As you enter the villa entry you are greeted by the Kitchen, Dining and Living Areas. The Kitchen comes completely equipped to meet all your family's...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Beachfront/Oceanfront Hilton Head Island...

This Breakers beach/oceanfront condo is a great location for families; steps away from the complex pool with the beach and ocean just beyond. The unit is located adjacent to the elevator. Conveniently located across from Coligny Plaza with...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
New to the Rental Market!

This well maintained three bedroom, one level home in the heart of Palmetto Dunes has it all! It is located just a short walk to both the beach and the George Fazio Golf Course!Upon entering the home, there is an open office space with a murphy bed...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Dreamy condo on the beach w/ balcony vie...

Hampton Place 6407Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Put your feet up and relax under an umbrella on the pristine sand of Hilton Head Island when...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lovely One Bedroom Condo with Atlantic O...

Treat yourself with this gorgeously appointed one bedroom two bathroom condominium in esteemed Windsor Court! The kitchen will provide everything you need to prepare for your family. Looking beyond the kitchen pass-through you'll find bar seating...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 2
2 bedroom/3 bathroom townhouse style vil...

Fantastic location with the best of both worlds! Beach villa overlooking the 18th fairway and green of the Robert Trent Jones Golf Course. Just a fast five min. walk or two min. bicycle ride to the beach. This villa is just a short walk to the...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6

Hilton Head Tours & Activities

New Exhibition: Opening Reception

Coastal Discovery Museum Hilton Head

duration: 5:00PM - 7:00PM description: The Coastal Discovery Museum, a Smithsonian Affiliate, opens a retrospective exhibition, “It's Thursday! Artists of the Round Table,” on November 12, celebrating 15 prominent local artists who gathered...

Flyboard 40 Minute

Carolina Hydrofly

Book online
$139.00

40 Minute Flyboard Pro Series Experience About Each guest will have 30 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 selecting the...

PB Private Kayak Tours & Instruction

meeting_point: Palmetto Bluff description: *Get on the water with one of our custom kayak tours & classes* About If you can dream it, we can do it! Outside Palmetto Bluff private kayak tours and instruction programs are designed around your...

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...

4 Hour Fishing Charter

Awesome Adventure Charters

Book online
$615.00

Our Most Popular Charter, Allowing Ample Time to Pursue Game Fish! Duration 4 Hours About Whether going for that trophy fish, pursuing world-class tarpon in the ocean, or enjoying the scenery while fishing the salt marsh, you’re sure to...

Luxury Pontoon Rental

Shelter Cove Marina Boat Rentals

Book online
$315.00 - $1,000.00

meeting_point: Shelter Cove Marina description: Duration 2 to 8 Hours About Rent a Luxury Pontoon, our most popular rental with all the advanced features you could want in a boat! Pontoon Boat Rental includes: ● 150 horsepower Yamaha...

Tubing and Dolphin - 16 max

meeting_point: Hilton Head Island description: This 3 hour excursion starts with our most popular Eco trip on pristine Broad Creek. From here We will cross the Calibogue sound into one of our beautiful tidal rivers. Once here we will inflate the...

Nearshore Fishing Charter

Gone Fishing HHI

Book online
$575.00 - $675.00

description: Fish like a local! Duration 4-5 Hours About Our four hour trip, weather permitting, allows us to fish our inshore creeks, or nearshore wrecks and jetties. Common targets are Red Drum, Black Drum, Trout, Flounder, Sheepshead, and...

Betty

Slow Rides LLC

Book online
$300.00 - $5,000.00

description: Cruise around Hilton Head Island in Style! Location Moke rentals are specifically for secondary streets (35 mph or less). Zones marked with an (*) please call 843-895-2063 to confirm utility trailer delivery before booking. ...

22' Pontoon Rental

H2O Sports

Book online
$325.00 - $750.00

duration: 2-6 hour rentals cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Boat holds 11...

Adopt-a-Nest

Coastal Discovery Museum

Book online
$25.00 - $75.00

About Adopting a Loggerhead Sea Turtle nest will provide the Coastal Discovery Museum’s Sea Turtle Protection Project with important funds to help support the educational portion of the project and the sea turtle exhibit at the museum...

1 Week Rental (Walk Up)

Island Life Rentals and Tours

Book online
$33.00 - $235.00

duration: 1 Week cancellation_summary: 24 Hours in advance description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours...

Find your perfect Hilton Head

Fishing Charter

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