Family-friendly vacation rentals in Kiawah Island

Guesthouse in Summerville

An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.

4.98 out of 5 average rating, 726 reviews

★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*

4.95 out of 5 average rating, 195 reviews

The spacious kitchen features quartz countertops and high-end stainless steel appliances. A large island with a sink overlooks the dining area, illuminated by pendant lights. White cabinetry provides ample storage, while bright, neutral colors enhance the inviting environment.

Condo in Kiawah Island

**Newly Renovated** Oceanfront Villa

This is an 800 sq ft, ocean front, 1 bedroom/1 bath villa just steps away from the beach for a great escape! It offers ocean views on the deck, off of the open living area and from the bedroom. The kitchen is fully equipped with quartz counter tops and high end stainless steel appliances. The huge spa-like bathroom includes a large walk-in shower with bench, rain shower head, large shower head and a hand shower. This villa can accommodate up to 4 guests with the queen sleeper sofa. RBL19006993

4.98 out of 5 average rating, 110 reviews

A quaint studio space features a warm wood countertop with a sink, complemented by neatly arranged kitchenware. An antique armoire adds character against a textured brick wall. Soft light filters through sheer drapes, illuminating the cozy sleeping area in the background.

Guesthouse in Hollywood

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!

4.94 out of 5 average rating, 158 reviews

A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.

Home in Seabrook Island

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

4.96 out of 5 average rating, 132 reviews

A spacious living area features a wooden coffee table at its center, surrounded by green sofas and a comfortable ottoman. A large area rug with circular patterns adds color to the room, which is complemented by natural light from nearby windows.

Villa in Kiawah Island

Spacious Redone Villa across beach near sanctuary

GREAT LOCATION-NEWLY RENOVATED ACROSS FROM THE BEACH, 40 sec walk to Boardwalk 21! Charming & peaceful Night Heron Lagoon view 2BR/2.5BA VILLA. Very spacious. Free WiFi & Cable. Windswept Lakeside Villa 2 stories is located closer to the beach than all other 2 bedrooms non-oceanfront rentals on Kiawah Island. Walking distance to Sanctuary, NH Park, the Nest Market, near RB Tennis Center, the Turtle Point Golf Course 4min& Ocean course 10min 2 parking spots No pool access RBL21-000164

4.96 out of 5 average rating, 107 reviews

A dining area features a wooden table surrounded by six chairs. Expansive windows provide natural light and views of the outdoors. A cozy rug lies beneath the table, and a wooden cabinet adds storage and decor to the space.

Villa in Kiawah Island

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.

4.98 out of 5 average rating, 168 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances. A dining area with a stylish light fixture is visible, accompanied by a small table and four chairs positioned near large windows that allow natural light to fill the space.

Condo in Kiawah Island

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

4.92 out of 5 average rating, 126 reviews

A screened porch offers a cozy seating arrangement with a light-colored sofa and a woven coffee table. Tropical plants and large windows provide natural light and a view of the surrounding landscape. A ceiling fan enhances airflow in this inviting space.

Villa in Seabrook Island

Beautifully Transformed Upper Level Deluxe Villa

Escape to Seabrook Island, a Private Gated Beach Community! Stay at a Bright, Modern, Renovated Upper Level 1 Bedroom Villa. An exceptional choice with the combination of luxury and ideal location. The urban, beach chic style features everything you need for enjoyment and relaxation. Updated kitchen is equipped with all essentials. Enjoy the screened porch or a drink on the deck overlooking the tennis courts. Owner is a Licensed SC Real Estate Associate. STR25-000073.

4.94 out of 5 average rating, 272 reviews

A modern open-concept living area is highlighted by a sleek kitchen with high-end appliances and quartz countertops. Seating is provided by a small dining table surrounded by transparent stools. Natural light flows through large windows, enhancing the inviting atmosphere.

Villa in Kiawah

Renovated Kiawah Villa Steps to Beach

Welcome to Mimosa Manor, a completely renovated 1 bedroom/ 1 Bath villa just steps to beautiful East Beach on Kiawah Island. Villa sleeps four comfortably with king master suite AND queen size Murphy bed. Mimosa Manor is a first floor villa in the Mariner's Watch Complex (within the gates on Kiawah Island) with a gorgeous wooded view and is just a 35-minute drive from the cobblestone clad streets of downtown Charleston. Business License Number: RBL20-000419

Treehouse in Johns Island

The open living area features large windows that frame views of the surrounding trees and creek. Comfortable seating arrangements are present, with two armchairs positioned across from a sofa. Natural light fills the space, highlighting the wood flooring and inviting atmosphere.

5 out of 5 average rating, 134 reviews

Waterfront Treehouse

Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)

4.84 out of 5 average rating, 198 reviews

A cozy living area features a comfortable blue sofa adorned with decorative pillows. A wooden coffee table holds a decorative tray and magazines. Natural light filters in through sliding glass doors, and soft wall sconces provide gentle illumination. Beige walls and textured ceiling beams contribute to a serene ambiance.

Villa in Kiawah Island

Follow the Sun - Kiawah Beach Villa

Just steps to the Beach & a short walk to the West Beach Conference Center, villa features one bedroom with a king-sized bed and one queen-sized sofa bed. Screened porch for relaxing! Perfect for a couple's getaway or a family vacation. Additional amenities include beach bikes, a pack & play crib, beach chairs, and beach towels. Please note we do not have guest pool options.

Apartment in Kiawah Island

A serene beach landscape is captured at sunrise, with golden light illuminating the scene. Tall grass sways gently in the breeze, framing the sandy shore and the distant ocean. A white mug is placed on a wooden railing, adding a touch of home to the coastal view.

4.97 out of 5 average rating, 133 reviews

Santosha at Seascape Villa Steps from the Beach

Santosha at Seascape is ready for you to Relax & Rejuvenate. Enjoy your stay in a serene, peaceful environment & be just steps away from the beach. This villa is super cozy. Relax in style and take in ocean views or spend your days exploring sandy shores and nearby attractions. With all the comforts of home, this villa will make you feel content on your next beach getaway.

Popular amenities for Kiawah Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 185 reviews

A spacious living area features high ceilings with large windows allowing natural light. A circular yellow sofa surrounds a central coffee table. Unique purple lamps stand in the corners, and vibrant artwork adorns the walls. A modern fireplace adds a cozy touch to the setting.

Home in Isle of Palms

Intracoastal water view luxurious family retreat

4.95 out of 5 average rating, 127 reviews

A modern kitchen features a spacious granite island with seating for four. Sleek stainless steel appliances are complemented by a mosaic backsplash. Adjacent, a dining area is visible, surrounded by natural light and wicker-style seating, merging indoor and outdoor vibes.

Cottage in Isle of Palms

Charming Cottage at Beach with Golf Cart

4.83 out of 5 average rating, 362 reviews

A three-story home is set amidst lush greenery, featuring a front staircase that leads to a spacious porch. The backdrop showcases marshland and a distant view of the downtown skyline under a bright blue sky, creating a serene and inviting atmosphere.

Home in Charleston

Waterfront Home 5 minutes From Downtown Charleston

4.88 out of 5 average rating, 195 reviews

A private deck features a hot tub alongside white wicker seating, offering views of the ocean and sandy shore. The horizon is visible under a clear blue sky, framing the serene seaside setting.

Cottage in Folly Beach

Luxury Beach Front Pet Friendly

4.81 out of 5 average rating, 197 reviews

A spacious elevated house is surrounded by lush greenery. The wraparound deck features patio seating and a grill, while the second level is designed with large windows and a unique rooftop area. Sunlight casts warm tones on the metal roof and outdoor furnishings.

Home in Folly Beach

Amzing views! Hot-tub! Golf Cart! Walk to beach

4.88 out of 5 average rating, 217 reviews

A swimming pool with illuminated green water is framed by a light-colored stone patio. A hot tub is built into one end of the pool. Surrounding palm trees and a residential building are visible in the background, creating a serene outdoor setting.

Island in Isle of Palms

Summer Hayes on IOP with extra special Pool

Guest suite in Mount Pleasant

A serene outdoor space is framed by lush greenery, featuring a new spa tub illuminated by soft lighting. Surrounding paths are lined with smooth stones, and seating areas invite relaxation. The entrance showcases inviting architectural details, creating a harmonious blend of comfort and aesthetics.

5 out of 5 average rating, 341 reviews

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr

4.96 out of 5 average rating, 212 reviews

A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.

Home in Folly Beach

Lux Beach Bungalow Ocean Views Heated Pool

Family- and pet-friendly home rentals

Guesthouse in West Ashley

An outdoor lounge area features a spacious sectional sofa in dark upholstery, surrounding a low wooden coffee table. Potted plants add greenery around the space. A shed with blue siding and double glass doors sits in the background, framed by tall trees and a wooden fence.

4.95 out of 5 average rating, 261 reviews

Quaint Cottage Studio in Ashley Forest (Avondale).

Cottage in Saint Helena Island

The living area features a comfortable sectional sofa, accented by decorative pillows. A wooden dining table is set nearby, surrounded by tasteful artwork on the walls. Exposed wooden beams enhance the ceiling, and natural light filters through multiple windows.

5 out of 5 average rating, 250 reviews

Harbor River Cottage

Vacation home in Seabrook Island

A bright living space features a blue sofa and a television, with large glass windows showcasing the lush greenery outside. A dining area with table and chairs is visible, alongside a spiral staircase leading to an upper level, emphasizing the treehouse's unique architecture.

4.92 out of 5 average rating, 141 reviews

Peaceful, Pet-Friendly Treehouse w/Bikes included

4.97 out of 5 average rating, 160 reviews

The contemporary exterior of a luxury apartment is showcased, perched above a lush landscape featuring grasses and shrubbery. Scenic views of the marsh and distant coastline can be seen, emphasizing the tranquil setting and natural beauty surrounding the property.

Apartment in Charleston

The Folly River Flat at Folly Beach NOW WITH DOCK!

Guest suite in Charleston

A midcentury suite features a spacious bed with a textured white coverlet, positioned in front of an accent wall with artwork. A cozy seating area is present with a blue chair. Soft lighting from a bedside lamp and wall sconces adds warmth to the room.

4.89 out of 5 average rating, 194 reviews

Convenience Galore!

4.86 out of 5 average rating, 249 reviews

A screened-in porch features a comfortable seating area with a stylish black wicker sofa and chairs adorned with blue cushions. A glass coffee table sits in the center, with a vibrant blue rug beneath. Lush greenery is visible through the porch railing, promoting a serene outdoor ambiance.

Home in Folly Beach

Three Little Birds! Porch + walk to the beach!

Home in Harleston Village

The exterior of a charming carriage house is framed by lush hedges and gravel pathways. Arched black windows and a handsome brick facade enhance the building's historical character, while neighboring architecture showcases the elegance of the area.

4.98 out of 5 average rating, 103 reviews

Casa Zoë | Historic Garden Carriage House CHS

Townhouse in Seabrook Island

A spacious outdoor pool area is surrounded by comfortable lounge chairs, offering views of the beach and ocean. Palm trees provide shade, while a large clubhouse stands in the background, complementing the coastal setting.

4.94 out of 5 average rating, 178 reviews

Seabrook Island Golf Course Condo! Amenity card!

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 105 reviews

A serene sunset casts warm orange and yellow hues over the horizon, illuminating the sky. Silhouettes of tall grasses and shrubbery line the foreground, while a boardwalk leads towards the water, enhancing the tranquil coastal atmosphere.

Condo in Seabrook Island

Dolphins & Sunsets From This Beachfront Villa!

5 out of 5 average rating, 7 reviews

A spacious outdoor area frames a private saltwater pool surrounded by a wooden deck. Lounge chairs are placed for relaxation under an umbrella, while large glass doors provide access to the interior living spaces. The serene setting is enhanced by lush greenery in the background.

Home in Kiawah Island

Stunning Kiawah 4BD: Saltwater Pool Close to Beach

4.93 out of 5 average rating, 262 reviews

A sandy beach landscape features gentle dunes adorned with tall grasses. The shoreline meets the calm ocean waters under a bright blue sky dotted with soft white clouds. The scene captures a serene coastal environment, inviting a relaxed atmosphere.

Condo in Wild Dunes

Beachside, Wild Dunes * Port O'Call Deals

4.97 out of 5 average rating, 31 reviews

A serene view reveals a tranquil marsh scene, featuring gently rippling water reflecting vibrant hues of pink and orange at sunset. Lush greenery borders the water, with silhouettes of trees creating a peaceful backdrop against the colorful sky.

Home in Seabrook Island

Great "Newly" Listed Villa with Stunning Kitchen

5 out of 5 average rating, 3 reviews

Home in Johns Island

Luxury Marshfront Retreat, pool, 4 king suites

5 out of 5 average rating, 4 reviews

A spacious living area features a high ceiling and natural light. Cozy seating, including a sectional and an accent chair, is arranged around a wooden coffee table. Built-in shelves display beach-themed decor and books, while a decorative fireplace adds interest to the room.

Home in Kiawah Island

Shell Seeker, Love Kiawah? Love your Accommodati

4.96 out of 5 average rating, 27 reviews

A light-filled living area features a cozy sofa and a patterned ottoman, complemented by a wooden entertainment unit displaying decorative items. Large windows provide views of the outdoors, while a ceiling fan enhances the room's airy feel.

Condo in Seabrook Island

Bay Pointe Hideaway | Community Pool!