Hilton Head, SC Vacations

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Featured Vacation Rentals

Top-Floor Corner Villa with Pools, Tenni...

Summary:Hilton Head Resort 4401The Space:NOTICE: The hot water tub is down until further notice. Thank you for understanding.Just a spectacular boardwalk walk from the beach, this 3BR/2BA corner villa presents a picture-ideal coastal hideaway...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Relaxing Evian villa with patio, pool, t...

Summary:Evian 172The Space:You'll have it all with a stay at Evian 172—a impressive villa in the Shipyard community that is the closest home to the shared pool. When you step through the front door, you'll immediately notice how cavernous this...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Spacious Villa waterview haven with deck...

Summary:Sound Villas 1452The Space:A roomy haven in the Sound Villas community, this family friendly home is a sure bet for a vacation no matter the time of year! The sprawling three story floor plan features ample room to relax and entertain both...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 15
Newly renovated villa near the beach wit...

Forest Beach Villas 100Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relaxation comes naturally at this tropical hideaway with seamless indoor/outdoor...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Relaxing ocean-view condo with on-site p...

Summary:Beachwood Place 3EThe Space:Have you ever wanted to visit the sandy shores of South Carolina? Look no further than this exceptional vacation rental in Hilton Head! You'll be able to make the most out of your trip with a private dolphin tour...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Palmetto Dunes house with private pool, ...

Summary:Hunt Club 6The Space:Welcome to your ideal hideaway in Hilton Head, SC, located within the exclusive Palmetto Dunes gated community. This striking home offers a blend of relaxation and adventure, located less than a mile from the beach and...

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

Hilton Head Tours & Activities

Family Shark Fishing

Dolphin Discoveries Hilton Head

Book online
$415.00 - $555.00

duration: 2 - 4 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, above kayaks. group_size: Max of 6 (Check Out Our Rentals w/ Captain for Larger...

Exclusive Encounter

Bee City Zoo

Book online
$250.00

description: Duration Best for ages 5 and up!! This 20 min encounter does not include admission and requires an admission ticket for each guest with a maximum limit of 5 guests. About Choose one of the ambassadors below: - Sloth - Capybara ...

Solaris - Palmetto Bluff Charter

duration: 2 Hours meeting_point: Palmetto Bluff group_size: Private Charter for up to 10 passengers description: Book the ultimate luxurious charter departing Harbour Town aboard the all new Solaris! **This private charter option accommodates 1-6...

Two Week Chair or Umbrella Rental

Hilton Head Outfitters - Bike Rental

Book online
$59.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** Umbrellas include a sand spike for easy set up at the beach. The durable and comfortable reclining Hilton Head Outfitters beach chair...

Little Swingers

Palmetto Dunes Golf Academy

Book online
$50.00

meeting_point: Robert Trent Jones golf course min_age: 3 max_age: 7 description: Duration & Rates - 50 minutes - $50 per student Little Swingers (offered seasonally) Sundays 10AM - 10:50AM Tuesdays 2:00PM - 2:50PM June1st-August 31st Learn...

Dolphins, Sharks & Shells!

Dolphin Discoveries Hilton Head

Book online
$475.00 - $845.00

duration: 3 to 6 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked. If rain or weather does not allow us to get out, we reschedule or refund(up to you). meeting_point: Broad Creek Marina - End of wooden pier, at sign, above...

Jet Ski Rental

Timberlake Marina

Book online
$250.00 - $700.00

duration: 4.5 or 8.5 Hours min_age: 23 group_size: Maximum capacity is 2 people description: There’s nothing quite like a day on Lake Murray—wide open water, sunshine reflecting off the surface, and miles of shoreline waiting to be explored. At...

Weekend 9:30 am-3:30 pm Golf Cart Rental
Book online
$70.00 - $90.00

description: Weekend 9:30 am -3:30 pm - Golf Cart Rental *Must have valid Driver's License to rent a cart.*

Private Lesson with Edward Sires

Palmetto Dunes Golf Academy

Book online
$110.00

meeting_point: Arthur Hills Course description: About Edward Sires A Charleston, S.C., native, Edward Sires caddied for Ryder Cup Captain Tom Lehman in 1982 and 1983. He earned a Class A certificate from the PGA in 1997 and has taught the James...

Hilton Head Seafood Festival: Lowcountry Boil Dinner Cruise

duration: 2 Hours meeting_point: 1 Shelter Cove Lane, Hilton Head pricing: Adults: $145 Children 10yr-2yr: $99 Under 2: $20 description: Lowcountry Boil Dinner Cruise aboard The Ohana Step aboard The Ohana, Outside Hilton Head’s stunning luxury...

Yamaha AR195 Jet Boat

Timberlake Marina

Book online
$300.00 - $1,500.00

duration: 8.5 Hours min_age: 23 group_size: Maximum capacity is 8 people or 1,280 lbs. description: Sporty, Supercharged Jet Boat for cruising Lake Murray, Tubing, watersports and family fun! No Propeller, Excellent Swim Platform, 250 HP There’s...

Horse Whispering (Palmetto Bluff Members)

duration: 45min group_size: 4 description: Most people are taught to make horses respond to them. In this experience, you'll learn something fundamentally different: how to speak the horse's own language. Led by Longfield's Equestrian Director, a...

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