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Family-friendly holiday rentals in Hilton Head

Find and book unique family-friendly homes on Airbnb

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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Guest favourite
A view from the balcony showcases lush greenery and a tranquil pond, with a gentle fountain visible. In the distance, the ocean glimmers under a blue sky. A palm tree stands prominently in the foreground, enhancing the coastal scenery.
Apartment in Hilton Head Island

Hilton Head Beach & Tennis Resort Ocean View!

AMAZING OCEAN VIEW FROM THE BALCONY! Newly remodeled! Perfect for a family or a couple looking to enjoy a great oceanfront resort! Enjoy the site and sounds of the ocean right from the balcony!! This condo is on the second floor with an ocean view, only 5 units back from the ocean, this is a PRIME location! The unit is located in a quiet part of the resort, steps away from the ocean, Resort Pool, Beach Bar w/live music. FREE Tennis and Pickleball courts. The resort has 24/7 onsite security.

4.91 out of 5 average rating, 291 reviews
Top guest favourite
A renovated kitchen features modern stainless steel appliances including a microwave, oven, and dishwasher. White cabinetry and granite countertops create a clean aesthetic. Ample storage is provided by drawers and cabinets, while laminate flooring adds a warm touch to the space.
Apartment in Hilton Head Island

1st flr villa few mins walk to beach pools & pball

Amazing vacation memories are waiting for you at our newly renovated 1st floor villa in Fiddlers Cove. STR Permit# 24587. It’s a 6-7 minute walk to Folly Field beach with private beach access and THE best sunrises. World class golf courses plus amazing restaurants are all close by. Enjoy our 2 pools, hot tub, racquetball, pickleball, and tennis courts and there is also a gym. Pools open March 1 - Oct 31, hot tub open year round. Hop on the scenic walking and bike paths and explore the island.

4.98 out of 5 average rating, 233 reviews
Top guest favourite
Home in Hilton Head Island

Steps to Beach, Pool, 5BR, Great Location

Make this brand new (2023) custom built home, Sur La Mer at Burkes Beach, your vacation destination! This 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people and features a heated private pool* and a short walk to the beach. Sur Le Mer is located just steps from beach access and right next to Chaplin Community Park (basketball, playground, tennis, baseball diamond and open field). It's also short drive to local restaurants, bars, grocery store

4.95 out of 5 average rating, 109 reviews
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

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!

4.98 out of 5 average rating, 321 reviews
Top guest favourite
Apartment in Hilton Head Island

Big OceanView 65TV Beach Bar Pickleball Tennis Gym

✨ Top Airbnb Guest Favorite ✨ Big Ocean View from Living Room & Balcony! Oceanfront Building Steps to Beach, Pool, Tiki Bar & Grill FREE: Pickleball, Tennis, Gym, Volleyball Queen Bed | Queen Sofa Bed | 2 Bunks Beach Chairs, Boogie Boards & More! 65" SmartTV WiFi 652 mbs HGTV Decorator Updated Top Floor w/Elevator Couples/Small Families RESORT: Oceanfront Pool, Bar & Grill 4 Beach Boardwalks Sports Bar w/Pool Table Bike Rentals 2nd pool 3 BBQ Areas Gated 24/7 Security Big Shady Playground

4.96 out of 5 average rating, 143 reviews
Top guest favourite
An aerial view captures a large pool shaped like a star, surrounded by lounge chairs. The pool area is complemented by umbrellas and seating, with a sandy beach and the ocean visible in the background under clear blue skies.
Apartment in Hilton Head Island

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March 2026 and completely redesigned from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa. Wake up to sunrise over the Atlantic, grab coffee on your private balcony, and walk to the beach in under two minutes. Spend the afternoon at Hilton Head’s largest oceanfront pool before ending the day with dinner and live music just steps from your condo. Beach chairs, wagon, pickleball, tennis, free parking, & close to the building's only elevator.

4.9 out of 5 average rating, 241 reviews
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

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball

Panoramic 180° Oceanfront views the Moment You Open the Door! Beachfront Balcony Watch Sunrise/Hear the Waves 1 min walk to Beach! Beachfront Pool, Tiki Bar/Grill KING BED FREE Pickleball, Tennis, Gym HGTV Designer Renovation Two 65" SmartTVs Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest RESORT Beach Bar/Sports Bar 3 Restaurants Bike Rentals on Site 4 Beach Boardwalks Gated 24/7 Security Seasonal Island Trolley Stop

4.98 out of 5 average rating, 368 reviews
Top guest favourite
The private balcony features a dining table surrounded by chairs, offering serene lagoon views. Lush greenery frames the area, contrasting with the smooth wooden railing. Light filters through the trees, creating a peaceful outdoor setting, ideal for enjoying meals or morning coffee.
Apartment in Hilton Head Island

Island Club Condo: Beach, Pool, Gym, Pickleball

Welcome to our 1-bedroom, 1.5-bathroom condo with lagoon views and an easy beach-day setup. • Private balcony and outdoor dining with water views • King bedroom plus twin beds and a fold-out couch • Resort access, beach gear, cruiser bikes, pool, sauna, courts, gym • About a 3 min walk to the beach; dining and groceries are a short drive away Relax, swim, and settle in with the comforts that make Hilton Head feel easy. Reserve your stay and enjoy the balcony, bikes, and resort perks.

4.92 out of 5 average rating, 103 reviews
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

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! 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!

4.96 out of 5 average rating, 380 reviews
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.
Apartment in Hilton Head Island

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.

4.99 out of 5 average rating, 453 reviews
Guest favourite
Apartment in Hilton Head Island

Ground Floor Unit, Steps away from the Beach!

Fully updated villa located in Fiddlers Cove. This first floor, 2 bedroom/2 bath condo is just a short walk away to Folly Field beach. The fully furnished villa is just steps away to full access of 2 pools, hot tub, tennis courts, pickle ball and playgrounds. The HH bike trail is only a few feet away granting access to all the Island has to offer. The condo also includes a private back deck. Amenities include TV, WiFi, beach chairs, towels, outdoor grill and much more.

4.83 out of 5 average rating, 223 reviews
Guest favourite
Apartment in Hilton Head Island

Oceanfront Resort. Steps to the Beach. Sleeps 6.

Beautiful 1 bedroom condo just steps to the beach. Located in the desirable "B" building with private beach access. Tropical decor throughout the first-floor condo. Sleeps 6 with a queen bed in the bedroom and galley style bunks in the hallway. Each bunk has their own TV for the kids. The fully stocked kitchen has full-sized stainless-steel appliances and icemaker. Enjoy meals inside or on the private deck. Beach chairs, umbrella, wagon, and cooler provided.

4.88 out of 5 average rating, 160 reviews

Popular amenities for Hilton Head family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A welcoming living area is furnished with a dark sofa and a light-colored armchair. A wooden coffee table sits in the center, complemented by decorative elements. A wall-mounted Smart TV is positioned across from the seating, and large windows allow natural light to brighten the space.
Apartment in Hilton Head Island

Lovely Beachside Villa w/ Resort Amenities

4.95 out of 5 average rating, 115 reviews
Top guest favourite
A bright entryway is presented, featuring turquoise walls and a matching front door. A white chair is adorned with a soft coral pillow, while a decorative wreath made of seashells hangs beside the door. A welcoming sign and a beach-themed tote bag add to the coastal decor.
Home in Hilton Head Island

Charming 3BR / 2 bath beach bungalow with hot tub!

4.97 out of 5 average rating, 109 reviews
Top guest favourite
A pair of flip-flops and a set of brown sandals are placed on the soft, sandy beach. Sparse green grass and plants are visible in the background, complementing the tranquil beach setting.
Apartment in Hilton Head Island

Hilton Head Hidden Gem

4.9 out of 5 average rating, 217 reviews
Guest favourite
Apartment in Palmetto Dunes

Condo w/ Indoor Pool and Hot Tub!! Beach Access🏝

4.82 out of 5 average rating, 286 reviews
Top 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

Beachside Hilton Head Villa Fully Renovated

4.95 out of 5 average rating, 148 reviews
Guest favourite
A bright living area features light blue walls and two comfortable sofas, complemented by decorative pillows. A wooden coffee table sits in the center, while lamps provide soft lighting. The open layout leads to a fully equipped kitchen, enhancing the relaxed atmosphere.
Apartment in Hilton Head Island

The Barefoot Bungalow: only 2 blocks to the beach!

4.91 out of 5 average rating, 142 reviews
Top guest favourite
A serene beach scene at sunset, where the sky is filled with hues of orange and gold. The calm water reflects the vibrant sky, and footprints are visible in the fine sand leading along the shoreline.
Apartment in Hilton Head Island

Lovely family Villa Close to Beach

4.96 out of 5 average rating, 157 reviews
Guest favourite
A serene beach scene showcases a wide expanse of sandy shore bordered by gentle waves under a clear blue sky. The shoreline leads toward distant buildings, creating a tranquil atmosphere at the water's edge.
Apartment in Hilton Head Island

Relaxing 2Br/2ba condo on HHI, minutes from beach

4.87 out of 5 average rating, 145 reviews

Family- and pet-friendly home rentals

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

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

4.87 out of 5 average rating, 406 reviews
Top guest favourite
A spacious front porch features white rocking chairs with multicolored cushions, set against a backdrop of tall pine trees. Natural light filters through the porch railings, creating a serene atmosphere. The view overlooks a landscaped courtyard, enhancing the inviting outdoor space.
Townhouse in Hilton Head Island

Luxury Villa-Steps from the beach and pet friendly

4.95 out of 5 average rating, 114 reviews
Top guest favourite
A calm beach scene is captured at dusk, featuring gentle waves lapping at the shore. The horizon showcases a soft gradient of colors, transitioning from deep blue to warm peach and pink tones. The tranquil sea reflects the fading light of dusk.
Villa in Palmetto Dunes

Spacious dog-friendly villa, walk to the beach

4.9 out of 5 average rating, 104 reviews
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

1 Bedroom Condo, 5 Minute Walk to the Beach

4.85 out of 5 average rating, 199 reviews
Top guest favourite
A bright living area is filled with soft furnishings in soothing tones. Two comfortable couches are positioned around a central coffee table, while light streams in through sliding glass doors that open to a private patio. Decorative beach-themed artwork adds a touch of coastal charm.
Villa in Sea Pines

HHI South Forest beach/WLK TO BEACH, dining, pool

4.97 out of 5 average rating, 110 reviews
Top guest favourite
A bright living area is presented with a cozy arrangement of a spacious sofa and a gray loveseat. Natural light filters through window treatments, highlighting a round coffee table and decorative accessories. A console table with a mirror and a soft lamp complete the inviting space.
Home in Hilton Head Island

Hilton Head Island Beach Cottage/House

4.94 out of 5 average rating, 108 reviews
Guest favourite
An open concept living area features a large flat-screen TV mounted on a white entertainment unit, surrounded by books. Light-colored furniture is arranged comfortably, with a tufted ottoman in the center. The kitchen area is visible in the background, showing modern appliances and island seating.
Cottage in Hilton Head Island

New Cottage: 4th row & fully fenced back yard!

4.85 out of 5 average rating, 111 reviews
Top guest favourite
A spacious living area features a large sectional sofa with throw pillows and a cozy blanket. Natural light enters through large windows, illuminating the room. A coffee table sits in the center, complemented by a small side table, while soft lighting is provided by floor and table lamps.
Apartment in Palmetto Dunes

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

4.99 out of 5 average rating, 153 reviews

Family-friendly home rentals with a pool

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

Oceanfront Luxury! KING BED Beach Bar & Pickleball

4.97 out of 5 average rating, 238 reviews
Top guest favourite
The living area features a light-colored sofa and a glass coffee table, with a view of the resort through sliding glass doors. Soft-hued walls complement the decor, while mirrored panels reflect natural light, enhancing the spacious feel. A dining table with seating for four is visible in the background.
Apartment in Hilton Head Island

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

4.95 out of 5 average rating, 149 reviews
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.
Apartment in Hilton Head Island

HHB&T 3 min walk to the sand

4.85 out of 5 average rating, 186 reviews
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.
Apartment in Hilton Head Island

Hilton Head Island Condominium

4.87 out of 5 average rating, 280 reviews
Top guest favourite
A shaded balcony is furnished with two woven chairs and a small table, complemented by a decorative area rug. Lush greenery is visible beyond the railing, providing a natural backdrop, while large windows allow for ample light to fill the space.
Home in Hilton Head Island

Cozy beach house w/Private Heated Pool near park

4.98 out of 5 average rating, 136 reviews
Superhost
A serene beach scene features gentle waves lapping at the shore under a soft pastel sky. The moon hovers above the horizon, casting a warm glow over the water. A distant figure is seen walking along the wet sand, contributing to the tranquil atmosphere.
Apartment in Hilton Head Island

Oceanside Beach Retreat

4.89 out of 5 average rating, 251 reviews
Top guest favourite
A candle is displayed on a table, surrounded by seashells, with a sunset view of the ocean in the background. The warm colors of the sky reflect off the water, while a cup is placed nearby, adding to the serene atmosphere of the balcony.
Apartment in Hilton Head Island

Oceanview Luxury! King Bed 75"TV Pickleball & Bar

4.99 out of 5 average rating, 145 reviews
Guest favourite
A single-story home is highlighted by a charming front porch and a well-maintained landscaped entrance. The American flag is displayed prominently above the entryway, while cobblestone pathways guide visitors to the entrance amid surrounding greenery.
Home in Hilton Head Island

Wonderful Island's Retreat (With Private Pool)

4.92 out of 5 average rating, 276 reviews

Destinations to explore