Hilton Head, SC Vacations

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Featured Vacation Rentals

Short walk to beach, Coligny/Celebration...

Welcome to Vitamin Sea! A handsome, refreshed villa in the IDEAL location for couples visiting Hilton Head Island. Park your car for the duration of your trip. Roll out of bed and be on the beach to see the fantastic sunrise in 3 mins! Walk to...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Well Updated with Beach Contemporary Dec...

This refreshed, impressive two bedroom, two bath villa is located directly beside the Robert Trent Jones Driving Range and Clubhouse and is also just steps to the pool! You will feel instantly on vacation as you enter this coastal villa! The warm...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Relaxing Condo with pool near Beach, Sho...

Summary:Xanadu C6The Space:Located in the heart of Hilton Head's Forest Beach area, this striking condo offers the ideal blend of convenience and tranquility. Just a short walk or bicycle ride away from Coligny Plaza, where you can discover a...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Welcome to Your Perfect Hilton Head Geta...

Welcome to Your Ideal Hilton Head Getaway!This cavernous 4-bedroom home is designed for comfort and relaxation, making it the ideal spot for your next vacation. Located in a prime area, the open-concept layout provides plenty of room for everybody...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Three Bedroom Oceanfront Property with V...

This handsome remodeled 3 bedroom oceanfront villa is for those who want to feel like they are always on the beach. As you enter the villa, you will look out toward the beach under a massive oak tree and you will know you have found one of the best...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Serene 5th floor Villa with Two Balconie...

Feel coastal luxury in this refreshed 2 bedroom, 2 bathroom villa, where every detail has been thoughtfully curated for your comfort. Wake up to impressive oceanfront vistas, ideal for appreciating your morning coffee or evening beverages. Inside...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4

Hilton Head Tours & Activities

1-Way to Daufuskie- 10:30am | Sat & Sun
Book online
$8.75 - $17.50

Third Friday Dinner

Victoria Valley Vineyards at Table Rock

Book online
$45.00

duration: 2.5 Hours group_size: Max 30 People description: Join us for an enchanting evening at our Third Friday Dinner from 6 pm to 8:30 pm, as we celebrate friendship and good food in the picturesque setting of Victoria Valley Vineyards. This is...

3 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$21.00 - $140.00

duration: 3 Days 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...

Shark Inshore Charter

Out Of The Blue Fishing Charters

Book online
$420.00 - $650.00

description: Shark fishing is an exhilarating and challenging endeavor that takes anglers on a thrilling journey! Duration 2 to 4 hours About As a captain, I've guided countless shark fishing trips, and each one brings its...

Range Time

Jeffery Archery

Book online
$10.00

duration: 1 Hour Range Time description: Practice your shot in our climate-controlled 12-lane indoor archery range, featuring distances from 5 to 20 yards. Perfect for beginners sharpening their skills or experienced archers dialing in their...

Indigo Tie Dye

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

description: *Hands-on fun!* ___________________________________ Duration 1 Hour ___________________________________ About ____________ Come and learn how indigo dye is made from a plant and use it to create a tie dye t-shirt to take home...

Bike Rental • Five Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

description: Rent Bikes and Gear Accessories for your vacation! Duration 5 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Sunrise Beach Photography

Island Life HH Photography

Book online
$225.00 - $775.00

duration: Up to 60 minutes cancellation_summary: Full refund if we cancel due to weather; no refund or discount for late arrival meeting_point: 55 Starfish Dr, Hilton Head Island, SC 29928 description: Get your photo taken on the beautiful Hilton...

Shark Fishing Aboard the Drifter
Book online
$62.00 - $72.00

duration: 30 minutes (travel time) cancellation_summary: 48 hours meeting_point: 86 Helmsman Way. Please meet at the flag pole at the right side of the marina. group_size: Number of passengers is limited pricing: * Adults: $72 * Children 12 and...

Archery Tag

Jeffery Archery

Book online
$225.00 - $375.00

duration: 1 or 2 Hour Parties description: Experience the thrill of dodgeball combined with archery in our action-packed Archery Tag events. Using lightweight bows, foam-tipped arrows, and inflatable bunkers, players compete in fast-paced team games...

Hilton Head -> Savannah Daily Round Trip Ferry
Book online
$19.99 - $99.00

duration: 2 Hour Ferry Time Each Way cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC description: Hilton Head -> Savannah Daily Round...

Private Sunset Sail and Dolphin Watch on Knot The Office
Book online
$350.00 - $465.00

duration: 2–2.5 hours cancellation_summary: 72 hour free cancellation meeting_point: 1 waterway lane, Hilton Head Island, SC 29926 max_age: 90 group_size: Maximum of 6 people accessibility: Limited Handicap accessibility, Please call us to ensure...

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