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Family-friendly holiday rentals in Hilton Head Island

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Hilton Head Island

  • Total holiday rentals

    Explore 5,640 holiday rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island holiday rentals start at $70 NZD per night before taxes and fees

  • Verified guest reviews

    Over 104,210 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 1,030 rentals that welcome pets

  • Holiday rentals with a pool

    5,010 properties feature pools

  • Rentals with dedicated workspaces

    2,980 properties have a dedicated workspace

  • Wi-Fi availability

    5,620 of Hilton Head Island holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Hilton Head Island rentals

  • 4.8 Average rating

    Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Hilton Head Island

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

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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

FamilyIndoor spacesComfort

4.95 out of 5 average rating, 109 reviews
Top Guest favourite
A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.
Condo in Hilton Head Island

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

Indoor spacesKitchenPool

5.0 out of 5 average rating, 113 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.
Condo 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!

FamilyKitchenGetting around

4.98 out of 5 average rating, 320 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

Our house is located on the southern end of Hilton Head Island in the North Forest Beach neighborhood. The house is an easy 5 minute walk to Hilton Head's beautiful beach. Heron St offers its own private beach walk. It’s also a 10 minute walk to Coligny Plaza, offering local shopping, restaurants, and a grocery store. The house features a delightful outdoor shower, 2 bicycles and a shed loaded with 2 beach chairs, boogie boards, a frisbee and a surf fishing pole and tackle. STR Permit# 073978

KitchenFamilyPets

4.94 out of 5 average rating, 108 reviews
Top Guest favourite
The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.
Home in Hilton Head Island

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

Indoor spacesKitchenHeating

5.0 out of 5 average rating, 123 reviews
Superhost
A spacious screened porch equipped with a dining table and chairs offers a relaxing area for gatherings. Two ceiling fans provide comfort, and a fireplace adds a cozy touch. A large window showcases the private backyard, enhancing the connection to the outdoors.
Home in Shipyard

Private Beach Access-Pet Friendly-Hot Tub!

Welcome to The Beach House-A Family Fun Home! Immerse yourself in the ambiance of your 4-bdrm oasis, featuring a separate Bunk House for added privacy. Luxuriate in your hot tub under the stars in the HUGE backyard with Fire Pit and Covered Grill pole barn. Challenge your friends and family to ping pong or unwind in the screen porch with fireplace and dining area. With a Beach Cart at your disposal, hauling beach gear is a breeze. Get ready for endless fun and memories at your beach getaway!

KitchenFamilyParking

4.84 out of 5 average rating, 269 reviews
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.
Condo in Hilton Head Island

Lovely Beachside Villa w/ Resort Amenities

Relax & Unwind at this 2 BR 2nd Floor villa at The Spa On Port Royal Sound, a private & secluded gated community on Hilton Head's scenic North End. A short stroll through beautifully landscaped gardens & lagoons, past the hammocks and koi pond, reveals Mitchellville Beach, where the Atlantic Ocean turns into the sound. The natural beauty of this unique beach draws avid birders & professional photographers. Offering 3 pools, hot tub, sauna, gym, Pickleballs &Tennis courts & grilling stations.

FamilyKitchenNearby

4.95 out of 5 average rating, 115 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.
Condo 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!

KitchenFamilyWalkability

4.96 out of 5 average rating, 378 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.
Condo 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.

KitchenIndoor spacesNearby

4.99 out of 5 average rating, 452 reviews
Guest favourite
Condo in Palmetto Dunes

Spacious Villa in Hilton Head Resort! STR#024945

Spacious two-bedroom/two-bathroom villa includes its own washer and dryer! This updated villa will not disappoint. It's located in Hilton Head Resort with so many amenities: private access to Singleton Beach, two outdoor pools, seasonal onsite grill/bar/store, heated indoor pool, hot tub, kiddy pool, sauna, exercise room, and track. There are also tennis, pickleball, and badminton courts! Bike paths are plenty with many nearby stores, restaurants, and golf courses!

FamilyKitchenComfort

4.94 out of 5 average rating, 147 reviews
Superhost
Condo in Hilton Head Island

Beach Front Villa Oak Tree Lined Views to Water

3 Min Walk to the Beach - Your personal paradise awaits! Whether you’re visiting for a weekend getaway or a long-term snowbird retreat, this beautiful beachfront villa is sure to please. You’ll stay just steps from the beach and enjoy lagoon views and amenities this quiet gated community offers, including 24-hour security, pools, a sauna, tennis, and more! 3 Min Walk to the Beach 3 Min Drive to Hilton Head Distillery 12 Min Drive to Shelter Cove Harbor

FamilyIndoor spacesBiking

4.81 out of 5 average rating, 187 reviews
Top Guest favourite
A stretch of sandy beach is depicted under a bright sky, featuring three blue umbrellas positioned over wooden lounge chairs. Gentle ocean waves are seen rolling onto the shore, and the sun reflects off the water, creating a serene coastal atmosphere.
Condo in Hilton Head Island

Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa

Welcome to our renovated 2BR 2BA Villa at Hilton Head Beach & Tennis Resort. It is a short walk to the Resort's beautiful Private Access Beach & largest outdoor pool on the Island Recently updated Villa has a fully equipped Kitchen, Coffee Bar with Keurig, 3 Wall Mounted Smart TV's Hi Speed Wifi. Sleeps 5 adults Comfortably contact us for info on add'l guests. Porta Crib supplied but guest must bring own linens for crib. HHI STR Permit #072222

Indoor spacesFamilyComfort

4.97 out of 5 average rating, 237 reviews

Popular amenities for Hilton Head Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Condo in Palmetto Dunes

Boardwalk to Beach, Pools, Hot Tub!

Indoor spacesFamilyWi-Fi

4.83 out of 5 average rating, 289 reviews
Top Guest favourite
A sandy path leads to the beach, flanked by dunes and coastal vegetation. The blue ocean stretches into the distance under a partly cloudy sky. A wooden railing guides the way down to the shore, where gentle waves meet the sand.
Condo in Palmetto Dunes

Sea Gem - Winter Sunshine by the Sea

FamilyKitchenHot tub

4.94 out of 5 average rating, 146 reviews
Guest favourite
Condo in Palmetto Dunes

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

Indoor spacesKitchenTV

4.82 out of 5 average rating, 285 reviews
Guest favourite
Condo in Hilton Head Island

Ground Floor Unit, Steps away from the Beach!

KitchenIndoor spacesLaundry

4.82 out of 5 average rating, 222 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.
Condo in Hilton Head Island

Lovely family Villa Close to Beach

Indoor spacesKitchenCleanliness

4.96 out of 5 average rating, 157 reviews
Top Guest favourite
The kitchen and dining area is equipped with modern appliances, including a microwave and coffee maker. A wooden table with six chairs is set for dining, while white cabinetry and light countertops create a spacious atmosphere. A sliding door provides access to the outdoor area.
Condo in Hilton Head Island

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

FamilyKitchenCleanliness

4.98 out of 5 average rating, 133 reviews
Top 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.
Condo in Palmetto Dunes

Gorgeous OCEAN Views! Resort Amenities & Beach!

Indoor spacesKitchenTV

4.94 out of 5 average rating, 160 reviews
Top Guest favourite
Condo in Palmetto Dunes

Hilton Head Resort, Direct Beach Access, 3 Pools

KitchenFamilyLaundry

4.96 out of 5 average rating, 107 reviews

Family- and pet-friendly home rentals

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

KitchenIndoor spacesCheck-in

4.9 out of 5 average rating, 104 reviews
Top Guest favourite
Home in Hilton Head Island

Large home, beach close, pool

FamilyKitchenAccuracy

4.94 out of 5 average rating, 238 reviews
Top Guest favourite
The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.
Home in Sea Pines

Stately Governors Quarters-Pet Friendly, Fenced In

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 110 reviews
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

Indoor spacesKitchenHospitality

4.87 out of 5 average rating, 405 reviews
Top Guest favourite
The open living area features new reclining furniture arranged around a coffee table. A flat-screen TV is positioned on a media console against the wall. Light-colored tiles and a patterned area rug enhance the spaciousness, complemented by a ceiling fan and decorative shelving.
Villa in Palmetto Dunes

Walk to the Beach, One Level Villa, COMFY beds

KitchenFamilySleep quality

4.91 out of 5 average rating, 141 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!

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 109 reviews
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 Sea Pines

Closest to Beach Path, Screened Porch, 1 dog ok

Indoor spacesKitchenHospitality

4.95 out of 5 average rating, 129 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

Indoor spacesFamilyCheckout

4.97 out of 5 average rating, 108 reviews

Family-friendly home rentals with a pool

Top 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

Oceanfront Scandi Oasis Amazing View & Heated Pool

FamilyKitchenNearby

4.97 out of 5 average rating, 134 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.
Condo in Hilton Head Island

*New* Easy Breezy at Hilton Head Beach & Tennis

KitchenFamilyParks

4.9 out of 5 average rating, 240 reviews
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

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

FamilyIndoor spacesParks

4.92 out of 5 average rating, 202 reviews
Top Guest favourite
Condo in Hilton Head Island

Big OceanView 65TV Beach Bar Pickleball Tennis Gym

Indoor spacesFamilyNearby

4.96 out of 5 average rating, 143 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.
Condo in Hilton Head Island

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

FamilyIndoor spacesHospitality

4.95 out of 5 average rating, 149 reviews
Guest favourite
The image displays a large swimming pool surrounded by lounge chairs, with a view of the sandy beach and ocean beyond. The shoreline features umbrellas for shade, while the landscape includes greenery and distant beachgoers enjoying the sun.
Condo in Hilton Head Island

Relax and Unwind at this Ocean Front Resort

KitchenFamilyBiking

4.76 out of 5 average rating, 156 reviews
Guest favourite
A light-filled living area features a cozy seating arrangement with a white sofa and a coffee table. The kitchen can be seen in the background, highlighting modern cabinetry and a casual dining setup. Natural textures are present through the woven rug and wood accents.
Condo in Hilton Head Island

Close to BEACH bar&grill! Sleeps 6, 2 bed 2 bath!

KitchenFamilyValue

4.83 out of 5 average rating, 193 reviews
Guest favourite
A thatched-roof pavilion offers shaded seating, featuring white patio furniture arranged around circular tables. The sun rises in the background, casting a warm glow, while a sandy beach and volleyball court are visible nearby, creating a welcoming space for relaxation and social gatherings.
Condo in Hilton Head Island

Across from the beach and Coligny Plaza!

FamilyIndoor spacesDecor

4.9 out of 5 average rating, 238 reviews

When is the best time to visit Hilton Head Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$334 NZD$349 NZD$417 NZD$431 NZD$421 NZD$498 NZD$480 NZD$403 NZD$349 NZD$340 NZD$344 NZD$332 NZD
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