Charleston Islands

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:

• Kiawah Island
• Seabrook Island
• Folly Beach
• Isle of Palms
• Sullivan’s Island
• Wild Dunes

 

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.

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!

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.

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!

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!

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!

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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.

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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.

Browse Winter Rentals Available on Charleston’s Islands  >
 

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.

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A Perfect Partnership

We have the demand, do you have the property? Wyndham Vacation Rentals is taking on new inventory on Charleston’s Islands, which includes Kiawah Island, Seabrook Island, Isle of Palms, Folly Beach and Sullivan's Islands. With our local team and head of Business Development, Dee Bruggeman, we know Wyndham Vacation Rentals is the right resource to help enhance and maximize your rental property.

As part of the Wyndham Destinations family of brands, thousands of 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.

On Charleston’s Islands, we pride ourselves on having a local team, backed by global support that is dedicated to helping homeowners get the most value possible from their rentals through:

• Revenue Management, Marketing and Distribution Strategies to get your property in front of the right guests at the right time, and at an optimal price
• National Social Media Reach through targeted social media campaigns created by our local Marketing Team
• 24/7/365 Call Center to book reservations and answer guest questions any time of the day
• Experienced Housekeeping & Maintenance Teams to ensure your property is cared for
• Unique Owner Benefits such as an owner online dashboard, entry into our Wyndham Home Exchange© program and more

We've all heard the saying, "You get what you pay for," but with Wyndham Vacation Rentals, you get more. Much more. 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. We proudly and successfully partner with several other distribution channels and maintain your property there as well—putting more money in your pocket.

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