Family-friendly vacation rentals in Kiawah Island

Lovely Cottage in Beaufort w/ State Park Beach Pas

This adorable but well-appointed farmhouse cottage is located just a few streets from the heart of DT Beaufort, in the desired neighborhood of Pigeon Point, with easy access to the boat launch. Just a few blocks from Bay Street and the Marina, where great shopping and outdoor dining with breathtaking views of the harbor await. A relaxed and inviting space, style, and beauty combine to make this special cottage a much sought-after resting space for a memorable vacation with your loved one(s).

★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*

Cara May Cottage

We love the laidback neighborhood, charming historic architecture, and the 5-block walk to the breezy waterfront along Bay Street. The cozy cottage is one bedroom, one bath, and a lovely living space on a postage stamp lot. The built-in breakfast nook is our favorite spot. Other features are the chic furnishings, 11’ ceilings, tall casement windows, and little front porch. Off-street private parking for one car and smart tv/wifi. The 400 SF cottage is named after the architect's daughter.

Turtle Cove 2BR villa with full resort amenities

Our place is close to the Turtle Point clubhouse, the Sanctuary, and East Beach. We are about a 10 minute walk to the beach (or 3 minutes by bike). Our 2 bedroom villa is spacious, and is rated top-tier by the Kiawah Island Resort. Our patio is finished and is now part of the interior, offering a separate seating area, a game/work table and an office area. Because we are managed by the Kiawah Island Resort, our guests enjoy full resort amenities, including use of the 2 resort pool areas.

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

Kiawah Island Home w/ 20x40 Salt H20 Pool 4 Br/3 Ba. Business Lic RBL20-000420 The limit on this property is 10 total house guests including children, 4 parking spaces, NO PARTIES/EVENTS ARE ALLOWED. The property is down a long private driveway with a very large private pool. Guest requests are required to match your guest request. This can always be altered to match your guest actual guest count. The apt is never rented separately. Exceeded guest limits will ensure guest removal.

Pelican's Porch on Folly Beach-Oceanview

Located directly across from beach with a path to our front yard. Comfortable beach house, tastefully decorated on the West end of the island with large deck overlooking the ocean. The short sandy beach path is right out the front door. The home has ocean views and peaks of the river to the rear. View both sunrises and sunsets on this end of island. 9 blocks from the vibrant , eclectic center of town is where you'll find locally owned cafes, restaurants, stores, bars and the pier.

Fourth Block Private Beach Paradise

Welcome to your Folly paradise! This rustic 1940's beach bungalow was updated with modern appliances, furniture, art, surfboards, 60" 4K smart TV ready for your subscriptions, stereo with bluetooth, and a huge outdoor shower. Guests love the privacy of having a secluded, full-sized property with great outdoor spaces, parking, and a short walk to the beach, bars and restaurants- for the same rate as a noisy condo. A retreat for guests that want a true old school folly vibe.

Fairway Oaks Villa, 100 yards from the beach

Welcome to Kiawah! This two bedroom, two bath villa offers lots of room for your family. Enjoy the porch, listen to the sounds of the ocean. Twisted Oaks is less than 100 yards from the beach. A short walk to the stunning new clubhouse on the newly renovated Cougar Point Golf Course. Kiawah Island offers 10 miles of beach to walk or cycle for hours without interruption. The beach is complemented by the river, lagoons, and marshlands, it is beautiful to visit all year round.

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 (typically heated April - Oct.), 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.