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Family-friendly holiday rentals in Hilton Head

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Top-rated family-friendly rentals in Hilton Head

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

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Top guest favourite
A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 324 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR!! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Vollyball & More HGTV Decorator Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESSORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal IslandTrolley Stop Bradley Beach

Top guest favourite
A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.
Apartment in Hilton Head Island
4.96 out of 5 average rating, 322 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Top guest favourite
A tranquil beach scene is captured, featuring soft sand leading toward shimmering ocean waves. A wooden fence guides the pathway, with grasses gently framing the foreground. The sky is illuminated with warm hues of orange and pink as the sun rises above the horizon.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 282 reviews

Ocean View! Remodeled! Steps to beach/Pool/Bar

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

Superhost
A spacious kitchen featuring sleek white cabinetry and a large marble island with seating for four. Modern appliances, including a stainless steel refrigerator and oven, are visible, along with a stylish black backsplash that complements the overall design.
Apartment in Hilton Head Island
4.9 out of 5 average rating, 110 reviews

Luxe Hilton Head Beach Villa w/ Pool Views

Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

Guest favourite
A modern kitchen area is showcased with navy blue cabinets and stainless steel appliances. A large island with seating for four is highlighted, and natural light filters in through the window. A cozy living room area is adjacent, featuring a stylish brown leather sofa.
Apartment in Hilton Head Island
4.88 out of 5 average rating, 121 reviews

Oceanfront Villa on Hilton Head Island!

This one bedroom, one bath oceanfront Villa is a third floor end unit that sleeps 5. There’s an adjustable queen bed, a set of bunk beds (Intended for children) and a twin sleeper sofa. It is a three minute walk to the sandy shores of Hilton Head Island. The gated resort has these amenities: two pools (one of which is the largest beach front pool on the island), 10 tennis courts, pickle ball courts, fitness center, bike rental, playground, and three restaurants. Reserve your vacation today!

Top guest favourite
A view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 278 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a

Top guest favourite
A bright kitchen and dining area is featured, showcasing light wooden cabinetry, stainless steel appliances, and a dining table with four chairs. A large flat-screen TV is mounted on the wall, and tasteful decor adds a cozy touch to the space. Natural light fills the room.
Apartment in Hilton Head Island
4.96 out of 5 average rating, 115 reviews

Beach Front Resort - Ocean View King Bed

OCEAN VIEW-Amazing View-Beachfront 3 MINUTE WALK to the ocean Beachfront condo- Hilton Head Island Beach and Tennis Resort. - Hilton Head is the # 1 rated island by Conde Nast. A tropical landscape- miles of beaches, bike trails, restaurants, boating, fishing, and golf galore. Sleeps 4- 1 KING BED w/bunks in the same room Bunks are NOT twin-size; they are kid-size. Beachfront RESORT, private beach, three restaurants, beachfront pool, Tennis/Pickleball, fitness center & bike rental.

Guest favourite
A cozy living area is furnished with a neutral-colored sofa adorned with teal accent pillows. Wooden side tables with lamps flank the sofa, while a rectangular coffee table is highlighted with a tray and a decorative item. Nautical-themed decor is displayed on the walls.
Apartment in Hilton Head Island
4.85 out of 5 average rating, 167 reviews

Charming HHBT vila- pickleball, gym, pools, beach!

Enjoy the rustic charm in this cozy condo with an ocean view located just steps from the beach, restaurants, bars, pools, playground, tennis courts, bike rentals, & fitness center- all available for you to enjoy. Located at Hilton Head Beach & Tennis Resort, you’ll feel safe and comfortable in this gated, lush community. We love Hilton Head Island and all it has to offer, and we truly hope you will too. Our goal is to make you feel as relaxed and as comfortable in our villa as we do.

Guest favourite
A comfortable living area features a beige sofa and a cozy chair, complemented by a decorative ottoman. Natural light illuminates the space from sliding glass doors leading to a patio, while serene artwork with ocean themes adorns the wall.
Flat in Hilton Head Island
4.81 out of 5 average rating, 162 reviews

1st Floor Beach-Side Villa Resort

Welcome to our beautiful Hilton Head villa! This is a 2 bedroom, 2 bathroom 1st-floor villa in a quiet gated community located within a 5-minute walk from a beautiful beach with a private entrance. Parking for the villa is steps from the door, with shops & restaurants nearby. Perfect for family vacations, golf, and business trips. The gated community has 10 tennis courts, 2 large outdoor swimming pools, a hot tub, racquetball courts, fitness centers & playground. $100 late checkout fee

Top guest favourite
A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 199 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Top guest favourite
A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 196 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 5% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

Guest favourite
A combined living and sleeping area features a gray couch with decorative pillows, a small coffee table, and a light-colored area rug. A twin bed with a white quilt and pillows is visible in the background, with large windows draped in yellow curtains allowing natural light to enter.
Guest house in Hilton Head Island
4.92 out of 5 average rating, 239 reviews

Alli B's Air B and B-Great Country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

Popular amenities for Hilton Head family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
A spacious outdoor pool reflects sunlight against a backdrop of a resort complex. Lounge chairs are arranged around the pool, with shaded umbrellas positioned throughout. The building's balconies are visible, adding to the inviting atmosphere of the area.
Apartment in Hilton Head Island
4.91 out of 5 average rating, 307 reviews

Turtle Tracks, Hilton Head Island, SC

Guest favourite
A spacious living area is accentuated by vaulted ceilings and large windows, allowing natural light to fill the room. Comfortable sofas are arranged around a central coffee table, with decorative cushions adding color. A lamp and a decorative vase create a welcoming ambiance in this inviting space.
Home in Hilton Head Island
4.95 out of 5 average rating, 125 reviews

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Guest favourite
The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 109 reviews

Ocean Views at Villamare, Right on the Beach!

Top guest favourite
A pristine pool area is surrounded by lush greenery, featuring a spacious pool and a relaxing spa. Poolside seating includes turquoise chairs and an umbrella. A dining table with outdoor chairs is situated nearby, all on a textured stone patio.
Home in Hilton Head Island
4.98 out of 5 average rating, 103 reviews

Private pool/spa : pool heat available : Kg master

Top guest favourite
A calm bedroom features a spacious bed with a pink patterned quilt, complemented by a decorative beach-themed sign above. Two white closet doors are visible along one wall, while a bedside table holds a lamp. Coastal decor accents enhance the serene atmosphere.
Apartment in Hilton Head Island
4.9 out of 5 average rating, 250 reviews

HHI. 3 Pools- 1 Indoor. Tennis. Easy Beach Access.

Superhost
A sandy pathway bordered by lush palm trees leads toward the beach. Bright blue skies with scattered clouds are visible above, creating a serene coastal atmosphere. The walkway provides easy access from the lush greenery to the sandy shore.
Apartment in Hilton Head Island
4.81 out of 5 average rating, 124 reviews

Walk to the Beach - Oceanside Resort 2BR Condo

Top guest favourite
A cozy living area features a spacious gray sofa with decorative pillows. Soft lighting from two side lamps illuminates the room. Large sliding glass doors open to a deck, providing a view of the surrounding trees. Wall art depicting a turtle adds a touch of character.
Apartment in Hilton Head Island
4.96 out of 5 average rating, 122 reviews

Cozy Villa 6 Minute Walk From the Beach & Golf

Guest favourite
A modern kitchen features a spacious island with seating for two and stainless steel appliances. White cabinetry is complemented by blue and white patterned backsplash tiles. Natural light floods in through large windows, enhancing the inviting atmosphere of the open-plan living area.
Apartment in Hilton Head Island
4.93 out of 5 average rating, 144 reviews

Modern, Stylish Hilton Head Condo on Serene Beach

Family- and pet-friendly home rentals

Top guest favourite
A wooden deck overlooks a tranquil waterway, featuring a hammock strung between two posts. Lush green grass and tropical palm trees surround the space, while a gazebo provides shade nearby. Some chairs are positioned along the railing, inviting relaxation and enjoyment of the serene view.
Apartment in Tybee Island
4.91 out of 5 average rating, 325 reviews

Mermaid Cove - 2BR Tybee Island Back River Retreat

Top guest favourite
A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.
Home in Hilton Head Island
4.86 out of 5 average rating, 377 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

Guest favourite
A charming cottage exterior features a light yellow façade with white trim. Two windows adorned with striped awnings frame the entry doors. Lush green plants and colorful flowers enhance the front yard, complemented by a sandy landscape and shaded trees in the background.
Cottage in Tybee Island
4.93 out of 5 average rating, 467 reviews

Dreamsicle Cottage (1.5 blocks to the beach)

Guest favourite
A serene pool area is surrounded by lush greenery, with a paved walkway leading to the water. Several lounge chairs are positioned near the pool, which is framed by a low fence. Mature trees provide ample shade, enhancing the tranquil atmosphere.
Apartment in Hilton Head Island
4.85 out of 5 average rating, 176 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Superhost
A covered patio area features a heated swimming pool with clear water. A dining table with several chairs sits nearby, complemented by comfortable seating. The backdrop includes a tranquil body of water and charming buildings, creating a serene outdoor ambiance.
Home in Hilton Head Island
4.83 out of 5 average rating, 161 reviews

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Top guest favourite
A cozy bedroom features a spacious bed with soft linens, accented by decorative pillows. A stylish wash basin is shown with toiletries on a wooden vanity. A living area showcases comfortable seating, decorative plants, and a coffee table, enhancing the welcoming environment.
Home in Port Royal
4.99 out of 5 average rating, 236 reviews

Great reviews! Stylish Port Royal cottage!

Top guest favourite
A two-story house features a light blue exterior with white trim and black shutters, showcasing a spacious driveway. A six-person black golf cart is parked in front, contrasting against the landscaped area with tropical plants and a nearby streetlamp.
Home in Hilton Head Island
4.93 out of 5 average rating, 216 reviews

Great family gathering spot, golf cart included

Top guest favourite
A spacious bedroom features a large bed adorned with a colorful floral quilt and accented by several plush pillows. A bedside lamp provides soft lighting, while a window offers a view of the outside greenery, contributing to a calm atmosphere.
Apartment in Hilton Head Island
4.92 out of 5 average rating, 170 reviews

By the Beautiful Sea, no pet fee

Family-friendly home rentals with a pool

Top guest favourite
A wide and sandy beach stretches along the shoreline, reflecting the sky above. Gentle waves roll toward the shore, while a few distant boats are visible on the horizon. Fluffy clouds drift across a blue sky, creating a serene coastal scene.
Apartment in Hilton Head Island
5 out of 5 average rating, 103 reviews

"After Dune Delight"-Admirals Row 220- HHBT 2B/2B

Guest favourite
A scenic view is presented from the balcony, showcasing a coastal landscape with sprawling greenery and a sandy beach in the distance. The sky is clear with soft clouds, enhancing the tranquil atmosphere of the surroundings.
Apartment in Hilton Head Island
4.92 out of 5 average rating, 196 reviews

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

Guest favourite
A boardwalk leads towards the ocean, framed by grassy dunes on either side. The sky displays a blend of warm orange and soft purple hues during sunset. A boat is seen cruising on the water, while gentle waves lap against the shore.
Apartment in Hilton Head Island
4.81 out of 5 average rating, 105 reviews

Lovely 1-Bedroom Condo with Beach Front Pool

Top guest favourite
A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.
Apartment in Hilton Head Island
5 out of 5 average rating, 107 reviews

5 Star Location! Pool, Walk to Shops/Dining

Top guest favourite
A cozy sleeping area features a spacious bed with a decorative quilt, complemented by a patterned accent pillow. A ceiling fan hangs above, while adjacent wooden sliding doors lead to a closet. Light blue walls and dark wood flooring enhance the inviting atmosphere.
Villa in Hilton Head Island
4.93 out of 5 average rating, 100 reviews

Beach Awaits You! Snowbird & weekly discounts!

Superhost
A view of the resort's building complex is presented, featuring multiple balconies and terracotta roofs. The outdoor pool is visible, surrounded by greenery and lounge chairs. A tranquil waterway lies in the background, with natural landscapes of grass and trees framing the scene.
Apartment in Hilton Head Island
5 out of 5 average rating, 8 reviews

Marriott Sunset Pointe - 2BD

Top guest favourite
A cozy living area is presented with a navy blue sofa featuring decorative striped pillows and a whimsical crab-shaped pillow. Flanking the sofa are two beige lamps on side tables, while a round coffee table sits beneath an artistic wall piece depicting marine life.
Apartment in Hilton Head Island
4.87 out of 5 average rating, 55 reviews

Dream Paradise Oceanfront Beach/Pool Steps Away

Top guest favourite
A sunset view is captured from the balcony, showcasing the golden sun descending over the ocean horizon. Silhouettes of palm trees and a grassy area are visible, creating a serene coastal atmosphere. The sky displays soft hues of orange, pink, and gray.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 356 reviews

1 Minute walk to the beach *Amazing ocean view*

Destinations to explore