Hilton Head, SC Vacations

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Vacation Rental

Featured Vacation Rentals

6995 Muirfield: Pet Friendly 4 Bedroom S...

Proudly hosted by Island Units of Hilton Head, welcome to your pet-friendly Sea Pines getaway—an inviting two-story villa ideally positioned with serene golf course and lagoon vistas. Thoughtfully designed with space and comfort in mind, this home...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Bright condo with a private patio, walk ...

Summary:Queens Grant 601The Space:Ideal for a family vacation to Hilton Head Island, Queens Grant 601 is located near the entrance to Palmetto Dunes. This colorful, open, and airy hideaway features a great room with vaulted ceilings, comfortable...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lagoon views, shared pool and easy acces...

Summary:Blue Oasis Anchorage 7444The Space:Located in the heart of Hilton Head Island, this impressive condo offers an abundance of natural light and gorgeous vistas of the lagoon, creating a serene and inviting ambiance for your vacation getaway...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Corner condo with panoramic view & wrapa...

Summary:Hampton Place 6209The Space:Get access to one of the best vistas Palmetto Dunes has to offer in this inviting condo on the sand! The wrap-around deck overlooks the vast beach and blue waters of the Atlantic, so you will never want to leave...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Beach Themed Condo with Free WiFi, Centr...

Summary:Hilton Head Resort 2120The Space:NOTICE: Step inside this single-level condo and find yourself in a bright, inviting hideaway peppered with enchanting oceanside decor. Meals will be a snap in the well-equipped, full kitchen with stainless...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Delightful getaway with golf course view...

Summary:Mizzenmast Court 5The Space:Perched on the 16th hole of Harbour Town Golf Links, this island home will be just the place to kick back and watch the golfers pass by each morning with a cup of coffee on the private deck! The beach is just a...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 9

Hilton Head Tours & Activities

Primate Date GOOD FOR AGES 10 AND UP!

description: Duration This 15-minute encounter does not include admission and requires an admission ticket for each guest with a maximum limit of 5 guests. About Choose 1 Ambassador of your choice: Ringtail Lemur Spider Monkey Capuchin Brown...

July 4th Fireworks Cruise
Book online
$65.00 - $95.00

description: *Get the best seat in the house for the Independence Day fireworks!* --- > Prices >- **Adults:** $145 >- ** All Children:** $95 (12 and under) --- Description Book this cruise early, it is extremely popular! Incorporates a 2...

Two Month Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$250.99 - $431.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

PB Private Outback Excursion - 12 passenger

description: The Perfect Combination of Adventure and Fun! ___ Description This trip combines two of our most popular trips, The Dolphin Eco Tour and The Guided Kayak Tour, in an over the top remote location. A favorite of locals and visitors...

PB Private Outback Excursion - 6 passenger

meeting_point: Palmetto Bluff, Bluffton description: The Perfect Combination of Adventure and Fun! ___ Description This trip combines two of our most popular trips, The Dolphin Eco Tour and The Guided Kayak Tour, in an over the top remote...

Horse Whispering (Montage Guests)

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...

Archery Party

Jeffery Archery

Book online
$229.00

duration: 2 Hours description: Make your next birthday, corporate event, or private gathering unforgettable with an interactive archery party experience. We provide equipment, instructor supervision, range time, tables, and chairs—you simply bring...

Table Reservations

Victoria Valley Vineyards at Table Rock

duration: 1.5 hour cancellation_summary: 24 hour notice group_size: 20 accessibility: Fully accessible description: Reservation for a table during service hours

Bike Rental • Six Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

description: Rent Bikes and Gear Accessories for your vacation! Duration 6 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Short Game Clinic

Palmetto Dunes Golf Academy

Book online
$50.00

meeting_point: Arthur Hills golf course description: Duration & Rates - 50 minutes - $50 per student About Learn the sand fundamentals. This is the easiest shot in golf when executed correctly. Learn why the pros would rather be in the sand...

Old Town Bluffton Inn May River Discovery Cruise

duration: 90 Minutes meeting_point: 110 Calhoun Street, Calhoun Street Dock group_size: Maximum 6 people pricing: . description: Take a cruise on the May River in an authentic South Carolina skiff boat. Your guide is a master captain and an expert...

Deck the Porch

Brice Herndon Draft Horse and Carriage Company

Book online
$15.00

description: Group Carriage Rides Climb aboard and stroll through our beautiful town as we harness in some of our Christmas magic. Travel along historic Hampton Street in Walterboro, known as the Front Porch of the Lowcountry and enjoy the twinkle...

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