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Family-friendly vacation 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.
Condo in Hilton Head Island
4.82 out of 5 average rating, 119 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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 314 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
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.
Condo 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.
Condo 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.
Condo in Hilton Head Island
4.98 out of 5 average rating, 160 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

✨ Airbnb Top 5% Guest Favorite ✨ 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.
Condo 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.

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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 183 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 ✨Airbnb top 10% Home ✨ 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

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.
Condo 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.
Guesthouse 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

Top guest favourite
A bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.
Condo in Hilton Head Island
4.99 out of 5 average rating, 399 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 313 reviews

Oceanfront Luxury KING BED 65"TV Pickleball Tennis

PANORAMIC OCEANFRONT VIEWS! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More HGTV Decorator Renovation KING BED (2) 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More 4 Boardwalks 3 Restaurants Sports Bar Bike Rentals on Site Gated 24/7 Security Island Seasonal Trolley Stop Bradley Beach

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

Top guest favourite
A spacious bedroom features a wooden king-sized bed with a light blue and white seashell-patterned quilt. Two bedside lamps provide illumination, and a sliding barn door leading to a bathroom adds rustic charm. Light wood accents and a cool-toned wall create a calming atmosphere.
Condo in Hilton Head Island
4.92 out of 5 average rating, 184 reviews

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

Top guest favourite
An indoor courtyard is visible, featuring a heated pool surrounded by lounge chairs. Balconies line the upper levels, offering views of the pool area. A few umbrellas and a vending machine add to the accessible outdoor space, while grassy areas flank the pool.
Condo in Hilton Head Island
4.92 out of 5 average rating, 117 reviews

Sea Gem - A Cozy Hilton Head Retreat

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

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.
Condo in Hilton Head Island
4.94 out of 5 average rating, 195 reviews

Coastal Chic & Tranquil Beach on Hilton Head!

Guest favourite
A living area is depicted with two dark sofas and a wooden coffee table in the center. A television is positioned on a black cabinet. Natural light enters through sliding glass doors that provide access to the balcony, featuring a small dining set. Light blue walls contribute to a relaxed atmosphere.
Condo in Hilton Head Island
4.9 out of 5 average rating, 118 reviews

Upgraded peaceful villa ! 7 min walk to the beach

Top guest favourite
A comfortable bedroom features a spacious bed adorned with white and blue striped bedding. Two bedside lamps provide gentle lighting beside the bed, while a large mirror reflects the room’s arrangement. Windows allow natural light to illuminate the space, highlighting the soft gray carpeting.
Condo in Hilton Head Island
4.91 out of 5 average rating, 165 reviews

Beach condo in gated resort w/ tons of amenities!

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, 103 reviews

Casula Solis

Top guest favourite
A sun-filled sitting area features a light-colored sofa and accent chairs arranged around a rectangular table. Two round mirrors are mounted on the wall, enhancing the space. Sheer white curtains frame the windows, allowing natural light to illuminate the room.
Condo in Hilton Head Island
4.94 out of 5 average rating, 160 reviews

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway

Family- and pet-friendly home rentals

Top guest favourite
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.
Cottage in Saint Helena Island
5 out of 5 average rating, 249 reviews

Harbor River Cottage

Top guest favourite
Home in Hilton Head Island
4.95 out of 5 average rating, 166 reviews

Enjoy time with Family and Friends

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
4.95 out of 5 average rating, 111 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.
Condo 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.
Condo 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

Superhost
A sandy beach is depicted under a clear blue sky, with a few scattered clouds. Colorful umbrellas and beach chairs are positioned throughout the area, while individuals are seen enjoying the shoreline. The tranquil ocean extends into the distance, inviting relaxation.
Condo in Hilton Head Island
4.89 out of 5 average rating, 114 reviews

Bright & Beautiful - Steps from the Beach & Pool!

Superhost
A welcoming living area features a light grey sofa adorned with blue and white accent pillows. A modern kitchen with sleek cabinetry and stainless-steel appliances is visible, complemented by two wicker stools at the counter. Art depicting herons hangs on the wall.
Condo in Hilton Head Island
4.86 out of 5 average rating, 158 reviews

HHB&T 3 min walk to the sand

Guest favourite
The kitchen is equipped with white cabinetry and a matching countertop. A stove and microwave are visible, along with a refrigerator. A small window is adorned with a lace curtain, allowing natural light to brighten the space. A water dispenser adds convenience.
Condo in Hilton Head Island
4.86 out of 5 average rating, 259 reviews

Hilton Head Island Condominium

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.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 127 reviews

Gorgeous Hilton Head Beach Condo

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, 37 reviews

54 Folly Field Rd - Amazing Beach Home with Pool

Guest favourite
A comfortable living area is featured, furnished with a sectional sofa and accent chair. Natural light pours in from the sliding glass door, which leads to a private balcony. A mounted television and a decorative mirror enhance the space, creating a cozy setting.
Condo in Hilton Head Island
4.95 out of 5 average rating, 199 reviews

Hilton Head Beach & Tennis Getaway!

Top guest favourite
A spacious bedroom features a comfortable bed dressed in a patterned coverlet, accompanied by crisp white towels. Soft lighting is provided by bedside lamps. Decorative accents include a branch art piece on the wall and a small shelf displaying coastal-themed items. Natural light filters through a window with sheer curtains.
Condo in Hilton Head Island
4.95 out of 5 average rating, 220 reviews

$79/nt-Oct 29-31 ~KING Bed~Sleeps 7~CLEAN~Big Pool

Guest favourite
A bright living area features a comfortable sofa and additional seating, including a wicker chair. A coffee table sits on a decorative rug, while large sliding glass doors allow natural light and views of the outdoors. Simple decor adds a relaxed beach ambiance.
Condo in Hilton Head Island
4.95 out of 5 average rating, 159 reviews

Stay by the Beach ⛱ Eat & Shop at Coligny plaza!

Destinations to explore