Charleston, SC Vacations

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Featured Vacation Rentals

Modern Grand Pavillon Home: Steps to Bea...

This idyllic island home is located in the fashionable Grandiose Pavilion neighborhood in the heart of the gated community of Wild Dunes Resort. With access to the boardwalk & oceanfront pools and just steps from the pristine sandy beaches of the...

  • Isle of Palms
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
The Mary Scott and Daniel Legare House

Permit Number: 06948The Space: Welcome to your Charleston getaway at 11 George Street!This gorgeous and roomy home features 5 handsomely appointed bedrooms and 3 full bathrooms, making it an ideal getaway for families, friends, or bigger groups...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Charming 2-bedroom condo, Folly Beach

Welcome to our striking two-bedroom condo located in the heart of Folly Beach. This inviting vacation rental offers a ideal blend of coastal appeal, modern comfort, and convenience. With its prime location just steps away from the beach and...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Lodge Alley Inn - 1 Bedroom Loft

Take a step back in time with a stay at The Lodge Alley Inn in the heart of old Charleston, the cultural capital of the South, where layers of history await your discovery. The resort is actually a collection of 18th century warehouses that have...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Historic 3BR w/ Back Patio & 10 Min to K...

This completely modernized second-floor apartment in a historic two-story home combines modern comfort with original appeal, featuring exposed ceiling beams and classic woodwork. Just steps away from top eateries and bars, and a 5-min. walk to the...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Bright Boho Historic Home Downtown Charl...

* This unit is on the lower level of a duplex * • Delightfully remodeled historic home in downtown Charleston, attractively appointed with personal touches and the amenities of home including organic/nontoxic products!• 20-min. walk to...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Open Water Dives

Whole Other World Scuba LLC

Book online
$180.00

description: Let's Adventure! Duration All Day About 2 Tank Dives at our nearshore sites with a depth of 60 ft. Open Water sites include the Charleston 60, the Robison, the Page, the YDT-16, or a reef.

Pirate Adventure Cruise

Pirates of Charleston

Book online
$15.00 - $43.00

meeting_point: Charleston, SC

Daily Rentals Downtown Charleston Location

description: About One day rentals. Return same day before close.

2017 Bennington TriToon Premium Boat Rental
Book online
$350.00 - $500.00

description: Enjoy a day on the water on the Bennington - one of the world’s premier luxury pontoon boats Duration: Full Day (8 Hours) - 7 Day Rentals *Half Day available upon request* About: Enjoy a full day on your private boat...

Upper King Street Cocktail Tour

duration: 2 hours meeting_point: 360 Meeting Street, Charleston, SC 29403 min_age: 21 group_size: 12 maximum pricing: $108 per person 21+ description: Charleston’s Upper King Street is a vibrant blend of historic charm and modern nightlife—and...

Three Day Rental

Charleston SUP Safaris

Book online
$120.00

description: Three Day Rental Duration 72 hours About - Rent your own private SUP for three days! - Have you ever paddle boarded before? If not, we highly recommend you book a tour with one of our lifeguard certified guides to show you...

Anna Kate Heller Private Pickleball Group: 3/6/26 @ 11 am

meeting_point: Wild Dunes Tennis & Pickleball Center description: Private Wild Dunes pickleball group organized for Anna Kate Heller family and friends! 3/6/26, 11-1 pm. The group will be organized by Josh and the Wild Dunes pros. Food, drinks...

Ford Raptor Bronco

Holy City Exotics

Book online
$350.00 - $9,500.00

description: Embark on a journey like no other with our latest addition to Charleston's premier exotic rental fleet – introducing the all-new Ford Bronco Raptor. This iconic SUV embodies the perfect blend of raw power and refined sophistication...

USS Yorktown Admiral's Tour
Book online
$68.00 - $70.00

duration: 2 hours meeting_point: 40 Patriots Point Rd Mt. Pleasant, SC 29464 min_age: 12 max_age: 99 group_size: 10 accessibility: Not handicapped accessible pricing: $70 per person, which includes admission to the Yorktown for the duration of the...

Charleston Pirate Tour

Charleston Pirate Tours

Book online
$15.00 - $28.00

meeting_point: Bakehouse at 160 East Bay St. description: Award-winning guides and their parrot companions lead you on a walk through Charleston’s Golden Age of Piracy – stories about Blackbeard, Ann Bonny, Stede Bonnet, and more. ...

Hospitality Appreciation Sunset Cruise

Charleston Yacht Charters

Book online
$25.00

duration: 2 Hours meeting_point: Safe Harbor City Marina Downtown Charleston | 17 Lockwood Dr, Charleston, SC 29401 group_size: Min 6 to run - Max 23 people pricing: RSVP $25 per person Dockside @ departure $35 per person description: This is for...

Wild Dunes Spring Pod Play - Men's/Women's DUPR 3.0, 3.5, 4.0+

duration: 3 Hours cancellation_summary: To ensure that we run a smooth event, all sales are final. A full refund (less booking fee) will be given for all weather-related cancellations. meeting_point: 5757 Palm Blvd, Isle of Palms, SC 29451 @ Tennis...

Charleston, SC

Charleston is a historic port city on the South Carolina coast, known for its cobblestone streets, antebellum architecture, and vibrant culinary scene.

Founded in 1670, Charleston offers a rich blend of Southern charm and coastal beauty. Visitors can explore the city's well-preserved historic district, take a carriage ride past colorful homes, or tour landmarks like Fort Sumter, where the first shots of the Civil War were fired. The city also boasts a thriving food scene, waterfront parks, art galleries, and easy access to nearby barrier islands like Sullivan's Island, Folly Beach, and Isle of Palms.

Charleston offers a wide range of lodging, including historic inns, boutique hotels, and vacation rental homes in both the city and on surrounding beaches. Whether you're dining on Lowcountry cuisine, relaxing on the sand, or walking beneath the oaks at a plantation garden, Charleston combines history, hospitality, and coastal charm to create a uniquely Southern vacation experience.

South Carolina's oldest city is arguably also one of its most charming, inviting, and altogether purely fun. A collection of historic structures that pre-date the birth of America, opulent gardens and mansions open to the public, and some of the best shopping, dining, and lodging options in the southeast, it's easy to see why this ancient southern town is one of the most popular tourism destinations in the state.

Charleston SC

In return, Charleston welcomes visitors with arms wide open. The term "southern hospitality" was seemingly designed for this area, as the city has earned the reputation of being one of the most hospitable destinations in the country - a reputation that was cemented by recent accolades in Travel + Leisure magazine, naming it "America's Most Friendly [City],"and Southern Living magazine, which honored Charleston as "the most polite and hospitable city in America."

Charleston SC

Certainly, visitors are welcome to come and experience the city for its friendly nature, slightly-coastal vibe, and blocks upon blocks of world renowned restaurants and boutiques, but the big attraction in this city is the abundant history that can be found, quite literally, around every street corner. Hundreds of buildings in the historic downtown and Lowcountry outskirts have been deemed a national historical landmark, and with quiet streets that are flanked with towering Palmettos - (the city and the state's signature tree) - and centuries-old live oaks, an impromptu stroll can easily turn into a detailed tour of some of the East Coast's most historic, and altogether beautiful, famed national and regional sites.

Charleston SC

In Charleston, a rich history, phenomenal collection of architecture, and a unique southern style all combine to make this major city one of the premier tourist destinations in the south. Easily enjoyed by visitors of all interests and from all regions, Charleston should rank at the top on any travelers list of beautiful places to see in the southern United States.

Charleston SC

The city of Charleston began in 1670, as the English Colony of "Charles Town," named after and founded by King Charles II of Great Britain. The colony was an end result of English expeditions to this region of the New World that began in 1663, and cumulated in 1670 with the establishment of a new settlement.

Charleston SC

As the southernmost colony in the country at the time, this newly established community was subject to a number of potential attacks. Spain, France, and the suddenly displaced Native Americans were all threats to Charles Town, and forts and arsenals, (some of which are still standing), were quickly constructed to protect the small new population.

Charleston SC

However, despite this veritable range of threats from the get go, the new settlement was quickly and perpetually a resounding success. The site of Charleston or "Charles Town," bordering the Ashley and Cooper Rivers and located just several miles away from the barrier islands along the Atlantic Ocean, made it a prime locale for a shipping industry to thrive. In addition, the humid Lowcountry terrain that surrounded the area proved to be very fruitful for agricultural ventures, and within a few decades of its initial establishment, Charleston was churning out tons of Indigo and rice to export to ports all over the world. In fact, by the mid-18th century, it's estimated that nearly half the nation's rice was grown and shipped from the now major city of Charleston.

Charleston SC

During its early establishment and expansion, the city also became well known for its diverse group of residents - a distinction which would lead to some of the oldest churches, chapels and synagogues in the country. In Charleston, French Huguenots, Jews, Catholics, and other denominations could all escape religious persecution and live in peace, and as a result, a number of some of the oldest structures and congregations related to each religion in America can be found within the historic downtown city blocks.

Charleston SC

Of course, despite this relative prosperity and religious freedom, Charleston was not without its flaws. Slavery was at the backbone of this thriving industry, and the city had some of the largest plantations in the states, (with some of the highest numbers of slaves per property.) The majority of current sites and attractions like the Rice Museum or the Magnolia Plantation have special exhibits on this dark but clearly accurate chapter of Charleston's history, and a number of testaments to this forced lifestyle - like some of the oldest slave cabins in the south - can still be found in and around the city.

Charleston SC

Also, while Charleston was a hero during the American Revolution, and a wealthy and beautiful landmark during the antebellum period, it would became a shamed and occupied city during the Civil War, with Union troops marching in and overtaking the Southern stronghold in its entirety in 1865. A great fire and massive hurricanes would follow, destroying a number of the original landmarks, but thankfully not all of them, and today visitors can stroll through the small streets and find literally dozens of buildings that pre-date this tumultuous period.

Charleston SC

Today, Charleston is a friendly and diverse town that is chock-full of restaurants, antiques, historical attractions, golf courses, art galleries, farmer's markets, expansive gardens, and virtually anything a traveler would need to stay entertained.

Charleston SC

The dining scene alone in the city is staggering, with over 700 restaurants in the city and surrounding regions to explore. Ranging from French bistros to easy-going BBQ joints and delis, virtually every palette and appetite can be accommodated in this southern city. Fresh seafood is almost always on the menu, as the water-locked region, that's close to both the Atlantic Ocean and the Intracoastal Waterway, is well-known for having some of the freshest SC shrimp, crabs, and fish available.

Charleston SC

Boutiques, galleries, and shopping centers are always in season, as are the wide range of golf courses that inspire visitors to play at their best among some of the most gorgeous landscapes along the coastline. History buffs will want to look into the large number of tours available via a number of mediums, like narrated bus rides or romantic horse and buggy strolls through the historic downtown, and everyone will enjoy the fantastic seasonal celebrations that have become a hallmark of the city, like the yearly Seafood Festival or Charleston's own Oktoberfest.

Charleston SC

For accommodations, the city has a sprawling range of nationally-recognized chain hotels, however, most folks find the best places to stay are the intimate inns, bed and breakfasts, and individually rented condos or homes that can be found scattered throughout the downtown area. Appropriately priced, luxurious, and close to all the action, visiting groups of all sizes - from couples to large families - can easily find plenty of inviting room in this southern city during any time of year.

Charleston SC

Perhaps best of all, there is no "off-season" in Charleston - the city is always wide open and accommodating for guests throughout the year, with a warm climate that will shake off the winter blues or infuse a summer vacation with an added dose of fun and southern style.

Charleston SC

Easily one of the most historically grand cities in the south, Charleston is a stunning destination that is sure to leave visitors smiling. Warm, hospitable, history-rich, and simply beautiful, this southern city is always worthy of exploration, and is always ready to wow newcomers with its deep-seated legacy, incredible modern amenities, and world renowned southern hospitality and downhome charm.

Charleston Vacation Guides