Family-friendly holiday rentals in Wadmalaw Island

Kiawah Island Villa Captain’s Quarters

Enjoy this stylish one-bedroom, 2nd-floor villa located 100 yards from the beach on beautiful Kiawah Island. It has an 18-foot vaulted ceiling with a beautiful lagoon view from the screened porch. The bedroom offers a king-size bed, desk, walk-in closet, and a remodeled bath. The fully equipped kitchen includes a dining table for four. The villa also has a new queen-size sleeper sofa, hardwood floors throughout, a washer/dryer, and a dedicated parking space immediately in front of the building.

Hart Estates: 2 bedroom retreat on Wadmalaw Island

Cozy Coastal Escape on Beautiful Wadmalaw Island 🌊 Unplug, unwind, & experience true Lowcountry charm at this peaceful island retreat just outside of Charleston. 🏡 Spacious cozy 2-bedroom home thoughtfully built by the Hart family ✨ Professionally cleaned ☀️ Light-filled spaces perfect for slow mornings & relaxed evenings ⏰ Early check-in when possible (available for an additional fee) 🧳 Complimentary early luggage drop-off 📍Lifelong local host happy to share insider tips & recommendations

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Farm Stay w Gardens, Cute Animals, Firepit + Porch

Welcome to the farm! This cute little farm studio is ready for your enjoyment! With a horse front view and rows of flowers in sight, you will be sure to soak in all the feels of farm life all while being close to West Ashley, 30 minutes from Down Town Charlestion and 35 min from beach access. Tucked in behind the hustle and bustle of city life you can put your feet up and relax, walk the gardens or check out the cute farm animals. Truly this is a unique stay that you don't want to miss!

Beautiful Marsh Front Villa

Beautiful villa & incredible marsh views of Bohicket Creek on Seabrook Island w/ crabbing dock, private pool and picnic bbq area. Open space concept with kitchen & living room including pullout couch and HD tv. The sitting room is the perfect place for watching the sunset or to enjoy your morning coffee. And a spacious bedroom includes a queen bed. With purchase of amenity cards guests enjoy access to the Island's world class facilities including: beach club pools, custom gym and more.

Leisure Lane-Private Apt on 22 acre Horse Farm

Secluded 22 acre horse farm located on Johns Island between Downtown Charleston and Kiawah Island. Private apartment completely renovated as of Jan 2019 with private entrance beneath the main home. Minutes to the beach at Kiawah Island, and about 20 minutes to downtown Charleston. Apartment fully equipped for a comfortable short or longer term stay with amenities such as a King size bed, sofa bed, washer & dryer, full kitchen complete with dishwasher, stove, microwave and refrigerator.

Camper on peaceful tidal creek, Johns Island

We invite you to slow down and enjoy the sights and sounds of nature at this unique waterfront spot on Johns Island. This camper is situated on the hosts' property next to 7 Live Oaks with stunning sunsets and possible wildlife sightings - dolphin, deer, bunnies, and many birds! Only 15mil to downtown Charleston and 12mil to Kiawah - you get the peacefulness of Johns Islands rural community with easy access to all Charleston has to offer. This is the perfect place to unplug and unwind.

Lagoon view villa with office, easy walk to beach!

Enjoy this spacious 2nd floor villa with a large bedroom and a bonus room that can be used as a second bedroom or work space. Expansive dining area windows offer views of the lagoon and live oaks. Kitchen is fully equipped with new stainless appliances; bathroom is tastefully updated. Beach chairs, umbrellas, and towels are provided. WiFi and flat screen smart TVs throughout. Expansive bedroom and living area invite you to relax after a day on the beach, tennis court or golf course.

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

The Best of Kiawah | Walk to Beach | Updated Condo

At Tennis Club Villa you can walk to everything! This airy minimalist condo has been newly remodeled with a fresh neutral palette and striking lighting. Gorgeous new hardwoods, brand-new furniture. Steps away from the Roy Barth Tennis center, and a short walk to the beach, The Sanctuary, Town Center, and Turtle Point Golf Club. Beware: you'll never want to leave! Please note: we personally manage our property and it doesn’t have Kiawah Resort amenities. RBL21-000396

Sailors Rest: Pool & Sauna Johns Island SC Retreat

Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of lush gardens, tropical vibes, & natural beauty, complete with pool, infrared sauna, farm-fresh eggs, 2 Queen beds, fireplace & patio. You would be the only guests on the property. Hosts live on premises. Book Sailors Rest now if you’re looking for friendly southern hospitality and Caribbean inspired living.

Quiet Cottage | Waterfront | Fire Pit

Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.