Hilton Head, SC Vacations

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Featured Vacation Rentals

Ocean View Condo, Tennis, 3 Pools, Beach...

Summary:Hilton Head Resort 1403The Space:NOTICE: The hot water tub is down until further notice. Thank you for understanding.Boasting prime ocean and marsh vistas from the private top-floor balcony, a choice island hideaway awaits at this classy...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Condo 1 block from Coligny Plaza with on...

Sands Village B3AOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo puts you in the best spot for laid-back Lowcountry living, with the fashionable...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Intimate, Yet Spacious Villa with Shared...

Evian 275Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to a calming beach vacation with this two-bedroom Evian townhouse villa, which...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Sunset Rentals | Beachwalk 110

Step back into the appeal of carefree summer days with all the amenities of modern living at this 3-bedroom, 3.5-bath Beachwalk townhouse in Shipyard on Hilton Head Island. Styled with a cheerful beach bungalow motif, this roomy villa offers...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Renovated home with private screened poo...

Summary:Carolina CottageThe Space:Spend balmy days outside swimming in the screened backyard pool, barbecuing at the lagoon's edge, or gathering around the outdoor firepit at this amazing, two-story home. Make your Hilton Head escape one to...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Snowbird Discounts, Steps to beach, 2 an...

Summary:Hilton Head Cabanas 75The Space:Welcome to your ideal coastal getaway in Hilton Head, SC! This cavernous 2 bedroom villa is charmingly located just a short walk from the beach and the vibrant Coligny Plaza, where you can indulge in a variety...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 9

Hilton Head Tours & Activities

Beaufort Lands End Paddling

Book online
$40.00 - $60.00

duration: 1.5-2 hours meeting_point: Russ Point Boat Landing, Sea Island Pkwy & Fripp Island Bridge (across from Nature Center) description: Join us for a one-of-a-kind kayak adventure, perfectly timed with the high-tide, offering exclusive access...

Same Day E-Bike Rental • 9AM-4PM(up to 7 hours)
Book online
$30.00 - $55.00

description: Same Day: Electric Bike Rental Duration up to 7 Hours must be returned by 4:00pm same day About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Standard...

Brunch Under Sail

BC2 - Island Head

Book online
$19.99 - $89.00

duration: 2 Hours meeting_point: Broad Creek Marina 18 Simmons Rd. description: A Luxury Brunch Sailing Experience Step aboard our luxury catamaran for a truly elevated morning on the water. Brunch Under Sail is a two-hour sailing experience...

Lake Keowee - Jet Ski Rental

Captain Cams Watersports

Book online
$300.00 - $2,275.00

duration: 4-7 Hours meeting_point: 757 Keowee Baptist Church Road Six Mile, SC 29682 min_age: 21 group_size: Up to 6 People description: We run Yamaha VX models. These are very comfortable jet skis that will go about 45 mph depending on the weight...

General Admission

Bee City Zoo

Book online
$17.00 - $19.00

description: Come explore our honeybee farm, interactive zoo, gift shop, cafe, nature trail, & nature center! Duration General Admission tickets are good for an *entire* day at the zoo! Please note you can always purchase tickets the day of...

Bachelor/Bachelorette

Flip Flop Charters

Book online
$895.00

description: Explore Calhoun Street! Duration 4 hours About If you’re looking for a picturesque location to raise a glass and toast the happy couple, we’d love to help you celebrate! Waterfront bars are an excellent choice. With a...

WAHHI Intro to Standup Paddleboarding

meeting_point: Hilton Head Island, SC description: *Stand-Up Paddleboarding is easy to learn, a fantastic workout, and lots of fun!* --- Description Launch your Stand-Up Paddle Boarding career with this intro to SUP lesson in Hilton Head...

All Other T-Shirts

Historic Mitchelville Freedom Park

Book online
$10.00

pricing: $10 description: All Other T-Shirts

PB Outside Foundation Cruise

meeting_point: Palmetto Bluff description: The Outside Foundation and Palmetto Bluff are partnering to preserve the South Wilson Bluff, utilizing oyster shells recycled from Palmetto Bluff Club restaurants. To learn more about this program and other...

Harbour Town Happy Hour Cruise
Book online
$29.95 - $64.95

duration: 1.5 meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 max_age: 99 accessibility: No, their is a step up onto the boat. description: Join us for the Harbour Town Happy Hour Cruise, a casual, fun, and family-friendly 90-minute...

Pontoon Boat Rental

Lowcountry Watersports

Book online
$270.00 - $625.00

duration: 2 Hour, 3 Hour, 4 Hour or 6 Hour cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: **Maximum of 10...

Memberships

The South Carolina Railroad Museum

Book online
$20.00 - $400.00

pricing: - **Family (4 People) Membership:** $50.00 - **Individual Membership:** $30.00 - **Senior (62+) Membership:** $25.00 description: When you join as a member of the South Carolina Railroad Museum, you’re ensuring our museum and railway are...

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