Family-friendly vacation rentals in Hollywood

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hollywood

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern kitchen features stainless steel appliances and a spacious island with a sink. Light streams through large windows dressed in sheer curtains. A dining table with several chairs is positioned nearby, enhancing the functional layout of the space.
Home in Wadmalaw Island

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

FamilyKitchenGetting around

4.98 out of 5 average rating, 105 reviews
Top guest favorite
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.
Guesthouse in Summerville

★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*

FamilyKitchenHot tub

4.98 out of 5 average rating, 774 reviews
Top guest favorite
A vibrant sunset paints the sky in hues of orange and purple, reflecting beautifully on the calm waters of the Stono River. Silhouetted trees frame the horizon, while the serene landscape offers a peaceful atmosphere.
Cottage in Johns Island

Stono River Retreat - Waterfront.

New cozy wood cabin tastefully decorated, situated among the live oak trees on the Stono River (ICW). Cabin is convenient to downtown Charleston, the white sand beaches of Kiawah Island and Folly Beach. Enjoy nearby sights and fabulous local food. End your day relaxing on the screened porch and deck overlooking the serene Stono River & the sunsets! Enjoy the water by launching your kayak or boat on the Stono River at the Limehouse boat landing, just 2 miles away. Abundant wildlife viewing!

Indoor spacesKitchenOutdoor spaces

4.93 out of 5 average rating, 213 reviews
Guest favorite
A serene pathway leads from the grassy area towards a wooden dock extending into the calm waters of the Stono River. Lush greenery is visible on either side, framed by a tall palm tree and dotted with low shrubs, under a clear blue sky.
Home in Johns Island

Waterfront home w/ Deepwater dock on Stono River!

3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

KitchenIndoor spacesCheck-in

4.94 out of 5 average rating, 139 reviews
Top guest favorite
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 Downtown Charleston, 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!

Indoor spacesFamilyLocation

4.97 out of 5 average rating, 161 reviews
Guest favorite
A charming blue house with white shutters is presented in a landscaped yard. Solar panels top the roof, and a bold red front door welcomes visitors. The driveway leads to a single-car garage, framing the home's inviting exterior.
Home in West Ashley

Pet friendly 4BR home Near Magnolia and Middleton

Kick back and relax in this calm, stylish home just minutes from some of Charleston's most popular attractions. This home is a perfect central location as you explore all Charleston has to offer. The home is situated on a quiet street with plenty of privacy and convenience. 3-6 mi to 3 of the historic plantations and gardens 8 mi to the N Charleston Coliseum 9 mi to downtown 9 mi to the airport 11 mi to historic Angel Oak tree 12 mi to Park Circle in North Charleston 17 mi to the beach

Indoor spacesKitchenBathroom

4.91 out of 5 average rating, 107 reviews
Guest favorite
The exterior of a single-story house is displayed, featuring a light grey facade and a welcoming entrance. A gravel driveway leads to the parking area. Surrounded by lush greenery, the yard offers ample space for outdoor activities.
Home in Johns Island

Full Fence/King Suite/Open floor plan

Bring the whole family to this great place with lots of room for fun. Yard is fully fenced. Located in the heart of Johns Island, nearby many restaurants, breweries and the famous angel oak tree. Guests love the location since it is away from the hustle and bustle of downtown, but still with 30 minutes of Kiawah, Folly Beach, and downtown Charleston One of few licensed operators on Johns Island. Book with us and rest assured we won’t get shut down before your arrival. ZSTR-12-24-01051

KitchenIndoor spacesValue

4.96 out of 5 average rating, 120 reviews
Guest favorite
The exterior of a brick ranch house is visible, showcasing a well-maintained front yard with greenery and a large tree. A driveway leads up to a single-car garage with a white door. The entrance features a covered porch highlighted by light blue shutters.
Home in James Island

Make Yourself at Home

Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

FamilyIndoor spacesLaundry

4.89 out of 5 average rating, 215 reviews
Guest favorite
A comfortable living area features a light-colored couch and a cozy armchair, paired with a side table. A large television is mounted above a fireplace, while windows allow natural light to brighten the space. Decor includes wall art and a decorative clock.
Home in North Charleston

Charming 3 bedroom home in North Charleston

This home is perfect for a getaway with the family, or time away with friends! Cozy up on the comfy couch as you entertain yourself with a good book or watch something on the 65in smart tv. Entertaining your family and friends is easy with arcade room classics like Ms. Pacman, Marvel vs. Capcom, and Mortal Kombat amongst many others. 20 minutes from downtown and 30 minutes from the beautiful beaches! City of North Charleston Short-Term Rental Permit 2026-0488

Indoor spacesFamilyBeach

4.97 out of 5 average rating, 150 reviews
Guest favorite
A serene waterway is flanked by lush greenery and reflected clouds, creating a peaceful natural landscape. The calm waters mirror the sky, with a boat visible in the distance, indicating opportunities for exploration and relaxation.
Home in Johns Island

The River Girl, Private Dock, Great Outdoor Spaces

The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

KitchenIndoor spacesCondition

4.94 out of 5 average rating, 126 reviews
Top guest favorite
An inviting living area features a comfortable sofa with decorative pillows, paired with a coffee table displaying tasteful decor. A dining area with a large table and colorful chairs is visible. Natural light fills the space through multiple windows, enhancing the warm ambiance.
Home in Charleston

Charleston Charm ~ Sleeps 10!

This home features 4 well appointed bedrooms, including 2 King and 3 Queen beds. Centrally located to big businesses like Boeing and Bosch, just 10 minutes from the Charleston International Airport, 25 minutes to downtown and 30-40 minutes to local beaches. Enjoy sipping coffee on the private back patio, make breakfast in the cozy kitchen and sit around the table for a big family meal. Why stay in a hotel, when you can relax in the comfort of home!

FamilyIndoor spacesSleep quality

4.93 out of 5 average rating, 107 reviews
Top guest favorite
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.
Apartment in Johns Island

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.

FamilyKitchenLayout

4.94 out of 5 average rating, 265 reviews

Popular amenities for Hollywood family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A spacious deck features comfortable seating arrangements, including lounging sofas and wooden chairs. A coffee table rests between them, inviting relaxed gatherings. The expansive view reveals lush marshland, with the Intracoastal Waterway visible in the distance under a softly lit sky.
Home in Folly Beach

Heated Pool • Hot Tub • Marsh Views •Walk to Beach

Indoor spacesFamilyParking

4.83 out of 5 average rating, 221 reviews
Guest favorite
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 James Island

Waterfront Home 5 minutes From Downtown Charleston

KitchenIndoor spacesLocation

4.82 out of 5 average rating, 406 reviews
Guest favorite
Home in North Charleston

The Endless Summer-Hot Tub-7 beds

FamilyKitchenAmenities

4.93 out of 5 average rating, 244 reviews
Guest favorite
Home in Mount Pleasant

Pleasant Place New Build + Pool Great for Families

FamilyKitchenBeach

4.89 out of 5 average rating, 174 reviews
Top guest favorite
Home in North Charleston

Private HotTub•Comfy Beds•Fenced•Central Location

FamilyKitchenCheckout

4.9 out of 5 average rating, 250 reviews
Guest favorite
Guesthouse in Johns Island

Gated Farmhouse Loft with Pool & Hot Tub

KitchenFamilyAmenities

4.95 out of 5 average rating, 286 reviews
Guest favorite
A bright living area features a light-colored sofa and two patterned chairs, arranged around a glass coffee table. Natural light filters through the window treatments, and decorative wall hangings complement the greenery of a potted plant positioned in the corner.
Home in Folly Beach

Luxe Beach Bungalow Ocean Views Heated Pool

KitchenIndoor spacesNearby

4.96 out of 5 average rating, 220 reviews
Top guest favorite
A sunlit kitchen and dining area feature wooden beams and large windows allowing natural light. A central island with two bar stools is highlighted, alongside a wooden dining table. A floral arrangement and decorative items blend with the warm tones of the cabinetry.
Home in Folly Beach

Spectacular Oceanview Home with Hot Tub - Private!

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 151 reviews

Family-friendly home rentals with a pool

Guest favorite
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

KitchenIndoor spacesLayout

4.95 out of 5 average rating, 181 reviews
Top guest favorite
The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.
Home in North Charleston

Crushing on Charleston *Pool *Game Room *Fire Pit

Indoor spacesKitchenGetting around

4.99 out of 5 average rating, 131 reviews
Top guest favorite
The dining area features a natural wooden table set with bowls and elegant table settings. Surrounding the table are comfortable, light blue chairs. Soft lighting is provided by a modern fixture overhead. A view of the sunroom is visible through the archway, enhancing the space.
Home in Summerville

Share-in Dipity Refined 4 bedrooms pool not heated

FamilyIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 144 reviews
Top guest favorite
Villa in James Island

Villa overlooking Charleston close to Folly Beach

KitchenFamilyHospitality

5.0 out of 5 average rating, 174 reviews
Top guest favorite
A charming coastal cottage is surrounded by lush greenery and mature coastal foliage. The home features a spacious front porch with a bright blue front door, set against a backdrop of soft landscaping and a clear sky.
Home in Edisto Island

Sandpiper Dream-Walk To Beach/Pool Pass Included!

KitchenFamilyComfort

4.96 out of 5 average rating, 142 reviews
Top guest favorite
A dining area features a wooden table with six white chairs, complemented by a light fixture overhead. Natural light floods the space through large windows, while a kitchen counter with bar stools is visible in the background, showcasing a bright and functional layout.
Home in Johns Island

Sunset Villa- Across From Beach & Close to Pool!

FamilyKitchenBeach

4.91 out of 5 average rating, 119 reviews
Top guest favorite
A charming corner home is surrounded by a white picket fence and shaded by large trees. The wraparound porch is visible, enhancing the welcoming design. Two vehicles can be seen parked in the driveway. A well-maintained street and colorful landscaping add to the inviting neighborhood atmosphere.
Home in Johns Island

Turtle Beach | Live Oak House, Kiawah Island

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 118 reviews
Top guest favorite
A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.
Townhouse in Charleston

The Oasis (Charming, Close, Sleeps 5)

FamilyKitchenAir conditioning

4.99 out of 5 average rating, 254 reviews