Family-friendly vacation rentals in Kiawah Island

Townhouse in Seabrook Island

A bright living area features a teal couch and a wall-mounted TV. Natural light floods the space through sliding doors, which open to a view of greenery. A round dining table with four chairs is situated near the kitchen area, complemented by woven light fixtures overhead.

4.83 out of 5 average rating, 138 reviews

Stunning Completely Renovated Golf Course Villa

Stunning villa w/ beautiful view of 7th hole & 15 min walk to beach. Completely renovated with open kitchen and living space that leads out onto private deck. Deck includes lounge chaise and table to enjoy your morning coffee or dinner. Living space includes a pull out couch and a Samsung HD tv. Upstairs enjoy a bright and spacious bedroom with lofted ceilings. With purchase of amenity cards guests enjoy access to Islands world class facilities including: beach club pools, custom gym and more.

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*

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.

4.95 out of 5 average rating, 195 reviews

**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.

A bright and airy bedroom is showcased, featuring a spacious bed with a soft grey comforter and a white skirt. Large windows provide an ocean view, while light streams in through sheer curtains. A small dining table with clear chairs is situated nearby.

4.86 out of 5 average rating, 113 reviews

Beach Front Ocean View 3 Bdrm Condominium

Truly one of the most magnificent locations on Kiawah Island - Shipwatch Villas' Penthouse & only 3-bdrm unit. Our condo resides on the top two floors and is directly on the beach. Every room has a spectacular unobstructed Ocean View with a wraparound deck on both floors. Every bdrm has a full bath. The condo is tastefully decorated with the vacationers comfort in mind. The bright kitchen is fully equipped with an adjacent dining area that seats 10 with a the beautiful view of the beach.

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.

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.

4.98 out of 5 average rating, 170 reviews

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

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.

4.92 out of 5 average rating, 126 reviews

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

Guesthouse in Mount Pleasant

A newly-built guest cottage is depicted, elevated on pilings and surrounded by lush greenery. Light-colored siding is complemented by green shutters. Steps lead up to a welcoming porch with a railing, providing access to the spacious entry and large windows that invite natural light.

4.99 out of 5 average rating, 206 reviews

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

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.)

Popular amenities for Kiawah Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

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

A comfortable living area features a blue couch accented with patterned pillows, paired with a rustic coffee table. Two chairs are positioned around the table. Bright windows allow natural light to fill the space, and a small bar area is visible in the background.

4.91 out of 5 average rating, 115 reviews

Great Rates! Screen Porch! Pool!

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

A scenic view of the 17th fairway and green is captured from a deck. A glass table with green chairs is visible in the foreground, surrounded by lush trees and open green spaces. The early morning light enhances the tranquil atmosphere of the setting.

4.91 out of 5 average rating, 108 reviews

Resort Privileges!Pristine!Great location!

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!

Apartment in Johns Island

A spacious pool area is surrounded by lush greenery, featuring vibrant tropical plants. Poolside seating includes lounge chairs, shaded by colorful umbrellas. A patio area is visible, designed for outdoor gatherings, with a backdrop of natural beauty enhancing the serene atmosphere.

4.93 out of 5 average rating, 240 reviews

Sailors Rest: Pool & Sauna Johns Island SC Retreat

4.89 out of 5 average rating, 230 reviews

The open living area features a comfortable sofa and two patterned armchairs, positioned near large windows that allow natural light to fill the space. A wooden coffee table is centrally located, creating an inviting spot for relaxation and gathering.

Home in Seabrook Island

Beach House- 0.4 Miles from the Ocean STR25-000614

Family-friendly home rentals with air conditioning

Superhost

New place to stay

Ocean Vista - an iTrip Charleston Beaches Home

4.96 out of 5 average rating, 47 reviews

The spacious living area features a high wooden ceiling and is furnished with a large blue sofa, two patterned armchairs, and an elegant coffee table. Large windows allow natural light to illuminate the room, highlighting the tasteful decor and cozy fireplace.

Home in Kiawah Island

Kiawah House w/ bikes 4 Bedroom (7 bed/ 2.5 Bath)

5 out of 5 average rating, 33 reviews

A round dining table with crab-themed decor is surrounded by four woven chairs. A striking light fixture hangs above, complementing the earthy tones of the space. A large artwork featuring a serene landscape is displayed on the wall, adding character to the bright and inviting kitchen area.

Villa in Kiawah Island

Cozy Tennis Club Villa 2 Bed 2 Bath! 1st Floor!

Superhost

A charming beach house is nestled among soft sand and natural greenery. A palm tree stands in the foreground, enhancing the coastal atmosphere. The house features a porch with railing, offering glimpses of the nearby beach and tranquil surroundings.

Home in Edisto Island

4.84 out of 5 average rating, 64 reviews

Little Boho Beach House ( Oceanfront Rental)

Superhost

Home in Johns Island

5 out of 5 average rating, 3 reviews

Luxury Marshfront Retreat, pool, 4 king suites

Apartment in Johns Island

A group of alpacas stands in a grassy area, with several animals showing various shades of brown and cream. A young, orange-brown alpaca is positioned in the foreground, while larger alpacas are visible in the background, under an overcast sky.

5 out of 5 average rating, 75 reviews

Alpaca My Bag Farm Stay

A comfortable living area features a sectional sofa adorned with decorative pillows. Large windows offer expansive views of the ocean and beach, allowing natural light to fill the space. A round coffee table sits in the center, complemented by a textured area rug.

4.91 out of 5 average rating, 11 reviews

3 Bed Oceanfront Windswept Unit w/ Views!

A comfortable, sectional sofa is arranged in a cozy living space, enhanced by two framed wall art pieces depicting coral. A wooden coffee table sits at the center, topped with a decorative pineapple and a stack of books. A ceiling fan adds a touch of air circulation.

5 out of 5 average rating, 13 reviews

Loggerhead Oasis: 3BR Villa, Walk or Bike to Beach

Family-friendly home rentals with Wifi

5 out of 5 average rating, 40 reviews

The modern black house sits gracefully along the edge of a tranquil pond, surrounded by lush greenery. Large windows reflect the natural beauty of the landscape, and the sloping terrain adds depth to the scenic view.

Home in Johns Island

Charleston Waterfront Retreat w/ Deep Water Dock

Apartment in Kiawah Island

A covered balcony is depicted, featuring a small table and two chairs. The view overlooks the ocean and lush greenery, with gentle waves visible on the horizon, creating a connection to the natural surroundings.

5 out of 5 average rating, 9 reviews

Kiawah Exclusives | 4426 Windswept Villa

5 out of 5 average rating, 23 reviews

An aerial view displays the lush landscape of Seabrook Island, including the golf course and beach. The villa's interior is presented, highlighting an inviting living area with large windows, comfortable seating, and coastal accents. A tranquil bedroom features a spacious bed, while the patio showcases a dining table with expansive views of nature.

Villa in Johns Island

Amenity Cards+Views+Dogs OK

4.94 out of 5 average rating, 18 reviews

A spacious screened porch includes a white dining table surrounded by four blue-accented chairs. A ceiling fan is installed above, and large windows provide unobstructed views of the beach and ocean beyond, letting in natural light and ocean breezes.

Condo in Wild Dunes

The Sandcastle-Oceanfront-Walkout to the Beach-New

5 out of 5 average rating, 34 reviews

An aerial view captures the layout of the Kiawah River community, featuring The Kingfisher bungalow among other buildings. The Spring House and Dunlin Hotel are visible alongside a serene waterway, with lush greenery surrounding the area.

Bungalow in Johns Island

“Kingfisher” 2 Person Riverfront Bungalow

A wooden walkway extends across sand dunes towards the water, with the sunset casting warm hues on the horizon. Silhouettes of grass and distant trees are visible against the tranquil water, creating a serene and inviting atmosphere.

4.98 out of 5 average rating, 51 reviews

Close to beach, pool, tennis, golf+Amenity card+

4.94 out of 5 average rating, 31 reviews

A covered deck offers a round table with four blue chairs, complemented by a blue umbrella. Scenic views of the surrounding coastline are visible, enhancing the outdoor dining experience. Two beach chairs and a pair of paddleboards are stored nearby, ready for use.

Condo in Seabrook Island

1316 Pelican Watch Villas Seabrook Island SC

A cozy living area features a light-colored sofa and two armchairs, complemented by a glass coffee table. Decorative artwork adorns the walls, and a mirror adds depth. Natural light streams in through a large window leading to the sunroom, enhancing the inviting space.