Charleston is home to five unique beach towns—each one serving up captivating backdrops for your next island escape. Our collection of Charleston rentals includes Isle of Palms condominiums, Seabrook Island rentals with pool access, Kiawah Island luxury rentals, Sullivan's Island oceanfront rentals, Wild Dunes rentals and rentals at Vanderhorst Plantation... just to name a few. When you want to get away but still stay connected, Seabrook Island rentals with internet and Isle of Palms rentals with wi-fi keep the world wide web as close as your fingertips. You can keep a beloved pet close as well, with our Kiawah Island pet-friendly rentals or Seabrook Island lodging that allows pets.
On Charleston’s Islands, the sunrise is just as sweet as your tea. The culture is just as rich as your grits. And the beaches of Charleston's Islands never stop sparkling. Local favorite destinations of Charleston’s Islands include:
Picture your next family vacation relaxing on miles of pristine beaches, indulge in mouth-watering Southern cuisine, and come face to face with America’s most charming historic district. Travel to Charleston and start making new memories or treasure old traditions.
Charleston, South Carolina was voted the Best City in the World—and it’s time you discover why. A Charleston vacation is more than a memory—it’s an experience turned tradition. The Holy City is home to a hearty culinary scene. With hundreds of restaurants to choose from, Charleston is a foodie’s dream. Stay busy exploring the rich American history Charleston has to offer. Stroll through Drayton Hall, one of America’s oldest preserved plantation houses still open to the public, or spend your afternoon at the Middleton Place House Museum, built in 1755.
Combine LowCountry charm, rich American history and delectable dining with beautiful beaches, and your next Charleston vacation is bound to be remarkable. Explore our website, and let us help you plan your Charleston Islands vacation.Read More
Arts & Culture
Charleston is overflowing with art galleries, museums, music venues and theatres. A colorful melting pot of diverse cultures, the city will both inspire and excite your creative spirit. Charleston is considered one of the top five arts destinations in the United States!
Stroll Charleston's Historic District
Charleston’s beauty can best be enjoyed by getting lost in its cobblestone streets. Take a fascinating walking tour and experience the one-of-a-kind Southern charm and hospitality.
Visit an Historical Monument
History buffs will find inspiration around every corner in Charleston. Go back in time by visiting Fort Sumter, Charles Towne Landing, Fort Moultrie or Patriots Point. You can even step foot on the USS Yorktown at The Patriots Point Naval & Maritime Museum.
Eat & Drink through the Holy City
Be sure to sample some LowCountry cuisine during your time in Charleston. Charleston’s culinary scene is an award-winning destination fit for a foodie. Take a culinary tour, do a tasting at Firefly distillery, or listen to a local band at one of the various microbreweries!
Tours & Attractions
Charleston is a perfect destination for those eager to learn. Attractions, museums and history are plentiful in this sightseer's paradise. The Spanish moss-lined trees and cobblestone streets create an enchanting beauty throughout the city.
Take a Walking Tour
Get a tour of the historic downtown region of Charleston by foot or horse-drawn carriage. Go back in time by touring the city’s historic houses, waterfront park, battery and Rainbow Row! The City of Charleston is a living museum, waiting to be explored.
Visit South Carolina Plantations
Magnolia, Middleton Place, and Boone Hall are home to some of the most exceptional landscapes and architecture in the Southeast. These pristine properties are full of rich history and indescribable beauty.
Chill at the South Carolina Aquarium
Need a break from the heat or trying to stay dry? The South Carolina Aquarium, located on the historic Charleston Harbor, is home to more than 10,000 species of aquatic life! Be sure to check out the brand-new loggerhead sea turtle exhibit!
Sports & Recreation
Get active in the LowCountry, and experience something out of your comfort zone. Take advantage of Charleston’s beautiful weather and enjoy all nature has to offer!
Take a Swing at Golf & Tennis in Charleston's Islands
Charleston is known for having some of the most renowned golf courses in the Southeast. From beginners to golf pros, there are a number of championship courses across the Low Country.
Relax & Ride Horseback on the Beach
Take the ride of your life! Charleston’s horseback riding trails let you explore the beaches, woods, marshes and creeks.
Things to Do on the Water in Charleston's Islands
Cool off with an excursion on the water! Whether it’s surfing, fishing, kayaking or paddleboarding, Charleston has it all. There’s no short list of water-based activities you can enjoy on your vacation!
Where to Shop in Charleston's Islands
Shop 'til you drop on Charleston's Islands! From Freshfields Village and Tanger Outlets to King Street boutiques and barrier island bait shops, Charleston is full of top-notch shopping for everyone. Be sure to take advantage of our Guest Privileges Program and soak up special savings and discounts just for you!
Explore the Historic City Market
The Historic City Market is one of the most popular tourist attractions near Charleston's Islands. Get a glimpse of what life was like in the Old South by walking through this open-air market. Browse local artisans' work, buy LowCountry goods, and see the famous sweetgrass basket weavers in action!
Discover Hidden Gems on King Street
Stroll down one of the most historic shopping blocks in the United States. From top brands to one-of-a-kind boutiques, King Street has it all!
Catch a Deal at the Tanger Outlets
The Tanger Outlets have more than 90 name-brand and designer outlet stores. Catch the hottest deals in Charleston!Read More
There is no time like the present to save on your next getaway! Grab a great Charleston's Islands vacation deal with money-saving offers on accommodations. Check the Vacation Deals page for our best lodging deals in South Carolina. Book your stay today, and be on vacation in no time!
Did you know you can always get the best deal available by Booking Direct? Let us show you how we can make your booking experience great! Booking Direct will give you access to our local team of experts, lowest rates, and no additional 3rd party fees. Book direct and save, every time.
There is nothing like a Lowcountry winter — fly south this winter and live like a local. We offer a variety of rental types to choose from on Kiawah Island, Seabrook Island or Isle of Palms. Take advantage of the cooler weather, uncrowded beaches and holiday events, the Southern way.Read More
Let the Wyndham Vacation Rentals Privileges Program be your Digital Concierge to all that the LowCountry has to offer. With discounts for everything from boating excursions to private chef dinners, the Privileges Program is your guide to our team of local experts' favorite things in the Charleston area. This program offers our guests benefits at a number of local restaurants, tours and attractions throughout the islands and beyond.
Wyndham Vacation Rentals Privileges is your passport to even more fun and excitement on Charleston's Islands. Simply stop by one of the Wyndham Vacation Rentals check-in offices to pick up your Privileges Card during your stay, and present it at any of the participating local businesses.Read More
Local Events in Charleston's Islands
Boone Hall Pumpkin Patch
October 1-31, 2018
Boone Hall, Mt. Pleasant
Preservation Society Fall Tours of Homes+Gardens
October 4-28, 2018
Various Historic Homes + Gardens Throughout Downtown Charleston
October 20, 2018
Cener Street, Folly Beach
James Island Holiday Festival of Lights
November 10, 2018 - January 1, 2018
James Island County Park
Bohicket Marina 5K+Half Marathon
November 17, 2018
Bohicket Marina, Johns Island
Kiawah Island Marathon
December 8, 2018
East Beach Village, Kiawah Island
Taste of Folly
January 20-27, 2019
Center Street, Folly Beach
Southeastern Wildlife Exposition (SEWE)
February 15-17, 2019
Various Sites Throughout Downtown Charleston
Charleston Wine + Food
March 6-10, 2019
Various Sites Throughout Downtown Charleston
Charleston Fashion Week
March 12-16, 2019
Marion Square Fashion Tents, Downtown Charleston
Historic Charleston Foundation Spring Tour Of Houses + Gardens
March 13 - April 18, 2019
Various Private Homes Throughout Downtown Charleston
Volvo Car Open
March 30 - April 7, 2019
Family Circle Tennis Center, Daniel Island
Cooper River Bridge Run
April 6, 2019
Start Line - Mt. Pleasant SC Finish Line - Marion Square, Downtown Charleston
High Water Festival
April 13-14, 2019
North Charleston Riverfront Park
Blues By The Sea
April 14, 2019
Blessing of the Fleet
April 29, 2019
Waterfront Park, Mt. Pleasant
Billfish Tournament- Bohicket Marina
Bohicket Marina, Johns Island
May 24 - June 9, 2019
Multiple Sites Throughout Downtown Charleston
May 24 - June 9, 2019
Multiple Sites Throughout Downtown Charleston
Sweetgrass Arts Festival
June Dates TBD
Waterfront Park, Mt. Pleasant
4th of July Blast at Patriots Point
July 4, 2019
Patriots Point, Mt. Pleasant
IOP Beach Run
July 21, 2019
Starting Line- The Windjammer, Isle of PalmsRead More
A Perfect Partnership
We've all heard the saying, "You get what you pay for," but with Wyndham Vacation Rentals, you get more. Much more.
Wyndham Vacation Rentals is the world's largest professionally managed vacation rentals business. As part of the Wyndham Destinations family of brands, more property owners trust Wyndham Vacation Rentals to market, manage, and maintain their rental properties in the U.S. than any other professional vacation rental management company. Our commitment is to help our homeowners maximize their property's income potential and provide an overall relaxing experience for you and future rental guests.
Wyndham Vacation Rentals in Charleston's Islands continually strives to make your homeowner experience one of individual attention and professionalism and to help your property realize its full investment potential. We pride ourselves on having a local team with global support, making us the best of both worlds and the perfect partner to manage your vacation rental. The high standards to which we hold our people and our properties form the basis of our Vacation Rental Bill of Rights® — a list of six key commitments that every traveler can expect when booking a vacation rental stay with us.
Our goal is to drive your revenue further by creating a strategic marketing plan. Through this plan we will enhance your bookings and generate the results you expect by optimizing distribution channels. In other words, our marketing doesn't start and stop here. We proudly and successfully partner with several other distribution channels and maintain your property there as well—putting more money in your pocket.
- ...And More!
Our success as a property management company begins with the trust our owners place with us. We work hard to help our owners get the most value possible from their rentals. Our fantastic team of detail-driven staff takes personal pride in inspecting, managing, and maintaining each property.
If you've got a property in Charleston's Islands and you're looking for personal service, powerful marketing, and exceptional property management, we welcome the opportunity to speak with you.
Contact our local Business Development Manager, Dee Bruggeman, to join our program or for any additional information or questions you may have.
Top Vacation Rental Destinations in Charleston's Islands include:
- Seabrook Island
- Kiawah Island
- Folly Beach
- Isle of Palms
- Sullivan's Island
- Wild Dunes
When is the best time to visit Charleston’s Islands?
There is no wrong time of year for a beach vacation! Each season brings us a new thing to explore and new way to enjoy the low country. You can bask in the summer sunshine, enjoy the sweet serenity of the uncrowded beaches in the winter, or take a swing at golf or tennis for your spring and fall travel. The famous delicious dining of the Charleston area is available all year long!
Season 1: Visiting Charleston’s Islands In Summer (May-August)
Is there a more perfect pair than summer time + beach vacations? You can soak up the sun, ride the waves or simply stroll along the shoreline – there is no wrong way to spend your week at the beach. For the outdoorsy traveler, summer is a great time to kayak, paddleboard, or charter a boat to explore Charleston’s waterways and natural beauty and wildlife.
Events & Festivals
- Spoleto (May-June): The Spoleto Festival kicks off the summer season with a celebration of art, jazz, theater, dance, and more throughout the downtown Charleston area.
- Salute From the Shore (July 4): Celebrate America while honoring our Armed Forces! You can enjoy a day at the beach with a Military Flyover and stick around for the seaside fireworks in the evening.
Season 2: Visiting Charleston’s Islands Spring in Spring (March-April)
With the weather warming up quickly, it’s the perfect time to relax on the uncrowded beaches before the busy season or take a swing on the tennis courts! The Charleston area is home to multiple championship golf courses, so now is the time to hit the links. Spring is also home to some great events like the Wine+Food Festival and the Cooper River Bridge Run.
Events & Festivals
- Charleston Wine+Food Festival (March): Guests of the festival have a variety of food inspired events to choose from Chef hosted dinners to the main tasting tents in Marion Square!
- Cooper River Bridge Run (April): Join 40,000 runners as you cross the Cooper River Bridge and run past historic Charleston sites!
Season 3: Visiting Charleston’s Islands In the Fall (September-October)
You’ll still be able to enjoy wonderful warm days, but cooler nights as Summer fades into Fall. It is still warm enough to enjoy a day at the uncrowded beaches or take in a round of golf. Best of all, oysters are now in season, which are a low country must!
Events & Festivals
- Restaurant Week (September): Charleston is well known for its wonderful cuisine- now is the time to some of Charleston's finest restaurants.
- Preservation Society Fall Tour of Homes And Gardens (October): Step inside the private homes and gardens of Charleston's Historic District to celebrate local history, culture, and architecture.
Season 4: Visiting Charleston’s Islands in Winter (November-February)
Escape to the beach this winter and enjoy the lowest rates of the season, from our biggest selection of private homes and villas across the islands. Slip away for a two night stay; take a break with a month or longer winter rental or anywhere in between. Keep an eye out for local pop up oyster roasts and chili cook-offs that happen all winter long and be sure to turn your eyes to the skies to enjoy our famous Carolina skies during sunset.
Events & Festivals
- James Island Holiday Festival of Lights (November+December): Enjoy a 3-mile loop around James Island County Park to see the array of holiday lights and be sure to stop in Santa's Village + Winter Wonderland to meet Santa, try sweet treats and pick up the annual ornament.
- Southeastern Wildlife Exposition (SEWE) (February): • Southeastern Wildlife Exposition (SEWE) (February): SEWE is a three-day celebration of wildlife and nature through fine art, conservation education, sporting demonstrations, food, drink and the people who honor them all.
Charleston’s Islands Climate Guide: Average Temperatures & Precipitation
Relax, rewind and live like a local. Visit the Morris Island lighthouse, catch a wave at The Washout, or visit the shops and restaurants on Center Street. With its nostalgic atmosphere, a vacation in Folly Beach, SC is a veritable beach lover's dream. Folly Beach has a tropical vibe, with overgrown jungle vegetation. Everyone lives on island time on this laid-back beach town. Folly offers six miles of beachfront, perfect for catching some rays and ocean waves. The Fishing Pier, located on the "Edge of America" hosts monthly fishing tournaments in spring and summer. Colorful storefronts and surf shops lend a retro feel to this authentic beach town. Center Street is a vibrant restaurant and retail corridor with locally owned, one-of-a-kind establishments. Restaurants and bars in town feature live entertainment year round, and warmer weather brings a variety of festivals out into the streets. Wyndham Vacation Rentals offers Folly Beach lodging and accommodations, including oceanfront villa rentals. Nearly all properties are beachfront or just a few short blocks from the beach. Search now for a Folly Beach vacation rental with just the right location, size and amenities for your South Carolina vacation.more info
Isle of Palms
Located between the Atlantic Ocean and Intracoastal Waterway, Isle of Palms is truly one of a kind. On this island, palm trees are plentiful and beach views are breathtaking. The secluded beaches stretch on forever, and the streets are lined with luxurious seaside homes and Isle of Palms vacation ideas. Family-friendly Isle of Palms is perfect for anyone that wants a quiet beach retreat where you’re never far from an oceanfront restaurant, shop or bar. Peaceful and picturesque, Isle of Palms is a vacation destination where you can have as much activity or relaxation as you desire. The beach is always dog friendly, and many of our rental properties allow your furry friend to tag along! Our Isle of Palms beach house rentals boast oceanfront views and proximity to the beach, and many have pools or pool access in the community. Isle of Palms villa rentals are available in gated communities like Wild Dunes, and have golf course views or are just steps from the beach. Isle of Palms luxury rentals are exceptional properties designed to please the most elegant of tastes.more info
Get away from it all on this blissful seaside retreat. This exclusive island is the perfect place to refresh and rejuvenate. Kiawah Island vacation rentals are best known for their view of beautifully landscaped paths, natural wildlife, high-end spa and five championship golf courses. Take the trip of a lifetime on this secluded private retreat that boasts 10 miles of pristine beaches, 123 acres of natural wildlife preserves, and 30 miles of scenic biking trails! Offering more space, greater privacy and better amenities than standard Kiawah Island hotels, privately owned Kiawah Island home rentals, villas and cottages artfully blend with the island's natural landscape. A number of our Kiawah Island home rentals include community pool access or private pools, and our luxury rentals are located in Kiawah Island's East Beach, West Beach and Turtle Beach communities, as well as the prestigious Vanderhorst Plantation. Whether you are looking for a Kiawah Island vacation rental with oceanfront access, or wanting to bring along your furry family members, Wyndham Vacation Rentals has a property that is just right for your island getaway. Just a short drive to historic Charleston, the location provides an incomparable vacation experience. Staying active outdoors is easy here with two tennis centers, numerous nature and biking trails, and wildlife tours.more info
Step onto Seabrook Island for a sub-tropical getaway that’s one of Charleston’s best-kept secrets. Enjoy all the beautiful amenities this community has to offer that can only be accessed by those staying on the 2,200-acre island. This private island is an escape where you can find horses roaming the field, nature in its truest form, two award-winning golf courses, and various pools, restaurants and tennis courts. The Seabrook Island resort has everything you could possibly dream of from an exclusive island escape! Seabrook Island rentals with wi-fi internet keep you connected to work or friends back home, while our pet-friendly Seabrook Island rentals let you bring a canine companion along on your coastal vacation. Here you will find homes with private pools and condos with access to the beach just outside your front door. Select rentals include the Seabrook Club Amenity Card, which allows guest access to amenities at the Club at Seabrook, such as championship golf courses, tennis at the Racquet Club, an Equestrian Center, an oceanfront pool complex and dining options. Seabrook Island rentals with pool access or access to other Club amenities will be noted in the unit description, and guests should inquire about level of access at time of booking. Club Amenity Cards may also be available directly from the Club Amenity Office for a daily or weekly fee. Escape to the serenity you deserve on a Seabrook Island vacation. A true private island experience, only guests staying on the island can enjoy.more info
Sullivan's Island lies just off the South Carolina coast, where Charleston Harbor meets the Atlantic Ocean. It's the closest beach island to historic downtown Charleston. Thanks to careful preservation and limited development, Sullivan's Island beaches are serene and pristine—perfect for collecting seashells and sand dollars. For places to eat on Sullivan's Island, a handful of eclectic eateries comprise the charming "Restaurant District," with menus ranging from Low Country classics and Southern BBQ to café fare and pub grub. A tour of Sullivan's Island reveals several sites of historical interest, such as the Charleston Light and Fort Moultrie, where a young Edgar Allen Poe was stationed in the early 1800s. Poe later used Sullivan's Island as the setting for at least three of his tales. Wyndham Vacation Rentals offers a collection of Sullivan's Island rentals, including private home rentals on Sullivan's Island. Our spacious Sullivan's Island vacation rentals near the beach offer numerous amenities and plenty of privacy for a family vacation or beach getaway with friends.more info
On the northeastern tip of the Isle of Palms is the gated community of Wild Dunes. Wild Dunes rentals offer privacy and endless opportunities for fun for vacationers along South Carolina’s most beautiful beaches. This picturesque location nestled between the Atlantic Ocean and the Intracoastal Waterway provides the perfect backdrop for a peaceful getaway. Wild Dunes attractions share space with nearby Historic Charleston and Mount Pleasant, ensuring that guests experience a wealth of both recreation and relaxation. The Wild Dunes area has activities for everyone: Two champion golf courses, 17 tennis courts (five lighted for night play), a gym, volleyball, soccer, a picnic area, nature trails accessible by foot or bike, wildlife tours, kayaking, canoeing and a local marina for boating and fishing. A variety of Wild Dunes vacation rentals are available through Wyndham Vacation Rentals villas featuring stunning views and a plethora of amenities to keep guests comfortable and entertained.more info