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Family-friendly holiday rentals in Hilton Head

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Top-rated family-friendly rentals in Hilton Head

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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
4.82 out of 5 average rating, 120 reviews

Walk to the Beach - Oceanside Resort 2BR Condo

Your Hilton Head Island beach getaway! Our condo, located at Hilton Head Resort, has all the comfort and conveniences of home. Our unit is in building 3 which includes a heated indoor pool, a jacuzzi, and fitness center. The resort also has two outdoor pools, Cocos on the Beach for food and drinks (March-October), a pool bar, island deli, tennis courts, pickleball, and beach volleyball. Seasonal shuttle (March-Sept.) will take you to the beach or take a scenic 10 minute walk from our unit.

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, 315 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!

Guest favourite
A bright living area features a light grey sofa and a wooden coffee table atop a decorative rug. A dining table with blue chairs is visible in the background, along with sliding glass doors leading to a balcony overlooking greenery.
Apartment in Hilton Head Island
4.87 out of 5 average rating, 153 reviews

Mid-Island 2-bdrm. Private beach access. 3 pools.

Family friendly 2-bedroom 2-bath oceanside condo in Hilton Head Resort. Located in the desirable atrium building with the indoor pool, hot tub, game room, and baby pool. You're just a 10-minute walk down the private scenic boardwalk to the beach. The gated resort offers 2 outdoor pools (one heated March - Nov.), tennis courts, pickleball, pool side restaurant and bar, and beachside bar. Beach shuttle is available in season. Great mid- island location close to restaurants, shopping, and grocery.

Top guest favourite
The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 277 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!

Guest favourite
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, 105 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

Top guest favourite
A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 161 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

āœØ Airbnb Top 5% Guest Favorite āœØ Oceanfront Building! BIG Ocean Views Steps to Beach & Poo! 100% NEW HGTV Designer Renovation! KING BED Expanded Bedroom Two 65" SmartTVs Coastal Decor Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen & Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Beachfront Bar & Grille (Misc. Hours) Sports Bar FREE Gym, Pickleball, Tennis Basketball, Volleyball & More Bike Rental Gated 24 Hour Security Free Seasonal Trolley 4 Beach Boardwalks

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, 112 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.

Top guest favourite
An aerial view captures a cluster of modern buildings with red roofs, surrounded by lush greenery. Sailboats are docked in the marina, with a scenic waterfront area in the background. A glimpse of residential areas and palm trees adds to the inviting atmosphere.
Guest suite in Hilton Head Island
4.93 out of 5 average rating, 359 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite (256 sq ft) with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

Guest favourite
The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.
Villa in Hilton Head Island
4.96 out of 5 average rating, 101 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

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, 184 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s āœØAirbnb top 10% Home āœØ Expanded Bedroom MARBLE BATHROOM Coastal DĆ©cor 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

Top guest favourite
A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.
Apartment in Hilton Head Island
4.99 out of 5 average rating, 163 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, 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! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! 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 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
4.94 out of 5 average rating, 223 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

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A modern kitchen and dining area features white cabinetry and stainless steel appliances. A spacious dining table with six gray chairs is positioned near a window with blinds. A decorative chandelier hangs above the table, complementing the light green walls.
Apartment in Hilton Head Island
4.88 out of 5 average rating, 174 reviews

Renovated - Walk to Beach - 3 Pools - King Bed !

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, 107 reviews

Ocean Views at Villamare, Right on the Beach!

Guest favourite
A modern kitchen is illustrated with granite countertops and sleek cabinetry. Stainless steel appliances, including a microwave and oven, are visible. A large island with seating for three complements the space, which transitions into a cozy dining area beyond, illuminated by overhead lighting.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 195 reviews

Coastal Chic & Tranquil Beach on Hilton Head!

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, 102 reviews

Private pool/spa : pool heat available : Kg master

Top guest favourite
A serene landscape is presented, featuring a tranquil pond surrounded by lush greenery and palm trees. The view extends toward the beach, with well-maintained walkways leading through the gardens. A clear sky with scattered clouds adds to the peaceful ambiance.
Apartment in Hilton Head Island
4.92 out of 5 average rating, 140 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

Guest favourite
A scenic view of the ocean is displayed from a top-floor balcony. The tranquil water reflects the clear blue sky, while marshland and vegetation frame the landscape. A boardwalk is visible, leading toward the beach, enhancing access to the natural surroundings.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 135 reviews

Gorgeous OCEAN View, Resort Amenities & Beach!

Top guest favourite
A circular window seat is framed by a decorative arch and surrounded by bookshelves filled with various books and decorative items. Plush cushions invite relaxation, while natural light filters through the stained glass window, offering a view of the outdoor greenery.
Home in Savannah
5 out of 5 average rating, 105 reviews

Casula Solis

Guest favourite
A large, inviting pool area is surrounded by palm trees and lounge chairs. The pool's curvy shape is highlighted by soft lighting, creating a relaxing atmosphere. Adjacent to the pool, a spacious building features expansive windows, enhancing the connection to the outdoor space.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 118 reviews

Beachside Hilton Head Villa Fully Renovated

Family- and pet-friendly home rentals

Superhost
A charming two-story building is showcased with a pink exterior, featuring white trim and a green entryway. A white picket fence surrounds the front yard, enhancing the welcoming appearance. An umbrella provides shade at the entrance, while palm trees add a tropical touch.
Flat in Tybee Island
4.85 out of 5 average rating, 591 reviews

Condo Banana (steps to the beach, no pet fee)

Guest favourite
A cozy living area is presented with a plush green sofa adorned with colorful pillows. A light-toned coffee table rests on a vibrant area rug. Natural light filters through sheer curtains, illuminating the space, which features a potted plant and sliding glass doors leading to an outdoor area.
Apartment in Hilton Head Island
4.79 out of 5 average rating, 101 reviews

Family/Couples Condo Retreat - Walk to Beach/Shops

Guest favourite
A sunlit outdoor pool area features clear water surrounded by lounge chairs. Lush palm trees and manicured hedges frame the pool, while multi-story buildings provide a backdrop. Umbrellas offer shaded seating options, creating a relaxing environment for guests to enjoy.
Townhouse in Hilton Head Island
4.86 out of 5 average rating, 239 reviews

Coastal 2Bdrm Stay | Pool Access, Walk to Beach

Top guest favourite
The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.
Bungalow in Hilton Head Island
4.96 out of 5 average rating, 112 reviews

Closest to Beach Path, Screened Porch, 1 dog ok

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, 173 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

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, 229 reviews

Great reviews! Stylish Port Royal cottage!

Guest favourite
Home in Hilton Head Island
4.87 out of 5 average rating, 133 reviews

Blue Sky Villa: Beach/pets/golf/tennis/pickleball

Superhost
An open-concept living area is visible, featuring a comfortable sofa with a red throw blanket. A wooden dining table with pastel chairs is set for four, while a large screen TV is mounted on the wall. Natural light enters through a sheer curtain-covered window.
Apartment in Hilton Head Island
4.81 out of 5 average rating, 195 reviews

Peace in Paradise on island-pets welcome!

Family-friendly home rentals with a pool

Top guest favourite
A private pool area is framed by lush greenery and palm trees, featuring a turquoise swimming pool with a pink float. Two sun loungers are positioned beside the pool, with a shaded cabana offering seating and a dining area.
Home in Hilton Head Island
4.98 out of 5 average rating, 121 reviews

Resort-Style Pool, Cute House 88 Steps to Sand

Top guest favourite
The living area features a comfortable gray sofa and an armchair, providing ample seating. A flat-screen TV is mounted on the wall above a wooden console table, accompanied by decorative accents. Soft lighting is provided by a lamp, creating a cozy atmosphere.
Flat in Hilton Head Island
4.94 out of 5 average rating, 127 reviews

Gorgeous Hilton Head Beach Condo

Top guest favourite
A wooden boardwalk leads to a sandy beach, where beach umbrellas dot the shoreline. Soft waves lap at the shore beneath a clear blue sky with fluffy clouds, creating a serene coastal scene.
Townhouse in Hilton Head Island
4.97 out of 5 average rating, 148 reviews

Beach Resort 2b Luxury Golf/Lagoon View Pickleball

Top guest favourite
A decorative shelving unit displays an assortment of illuminated lighthouses in various colors. The vibrant lighting creates a calming ambiance, highlighting unique designs in each lighthouse. Darker corners contrast with the radiant colors, enhancing the visual appeal of the arrangement.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 176 reviews

"Beach Time" - a cozy HHI Condo, steps from beach

Guest favourite
Aerial view of a private backyard featuring a kidney-shaped pool surrounded by a natural stone patio. Comfortable lounge chairs are positioned by the pool, and a covered area with overhead beams houses an outdoor kitchen. A fenced perimeter ensures privacy.
Home in Hilton Head Island
5 out of 5 average rating, 38 reviews

54 Folly Field Rd - Amazing Beach Home with Pool

Guest favourite
An aerial view captures the layout of the Hilton Head Beach & Tennis Resort. The image showcases the buildings set amidst green landscaping, with a central pool area visible, surrounded by lounge chairs. A sandy path leads directly to the beach, framed by low wooden fencing.
Apartment in Hilton Head Island
4.83 out of 5 average rating, 142 reviews

Hilton Head 2br/2ba Condo -Newly Updated

Guest favourite
The backyard features a newly built pool surrounded by loungers on artificial turf. A large green space hosts a putting green with four holes. The exterior of the home displays a two-story structure, with a staircase leading to a second-level porch.
Flat in Hilton Head Island
4.95 out of 5 average rating, 64 reviews

Coastal Oasis - 200 yards to Beach! (Lower Unit)

Top guest favourite
A serene backyard oasis is illuminated by soft lighting, showcasing a modern pool and hot tub. A pergola offers shaded seating, surrounded by lush landscaping and palm trees, creating a tranquil atmosphere perfect for relaxation and evening gatherings.
Home in Hilton Head Island
5 out of 5 average rating, 39 reviews

Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub

Destinations to explore

  1. Airbnb
  2. United States
  3. South Carolina
  4. Beaufort County
  5. Hilton Head Island
  6. Hilton Head
  7. Family-friendly rentals