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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

Indoor spacesKitchenBiking

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.
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!

FamilyKitchenAccess

4.98 out of 5 average rating, 321 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 spacesFamilyWalkability

5.0 out of 5 average rating, 114 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

Short walk to Singleton beach or Burkes beach. This oversized 4 bedroom 4 ensuite is the perfect retreat close to everything the Island has to offer. The home features a screened in pool with TV and adjacent ping pong table. The open concept living space is perfect for entertaining with access to a large porch and grill. The property is steps away from Chaplin Park that hosts Tennis, Playground, Soccer, Baseball, Basketball, Trails and Fields for the kids to play. Sleeps 12. STR# 034482

Indoor spacesFamilyAccess

4.98 out of 5 average rating, 136 reviews
Top Guest favourite
A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.
Home in Hilton Head Island

6 BR, Sleeps 26, Beach Time

Just a short walk down Folly Field to the beach & locally managed by the Owner. This brand new beach house has 6 bedrooms and 4 full bathrooms. Linens, Bath Towel sets & Pool Towels included. An Amazing bunk room/play room with 6 full size bunk beds, high end furnishings, fully equipped kitchen, dining for the entire crew, 2 huge balconies with lovely lagoon views, large outdoor living area with television and shaded pool. We have thought of everything & we are at your service! PN: 040312

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 118 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

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.

Indoor spacesKitchenAccuracy

4.9 out of 5 average rating, 241 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!

KitchenFamilyParking

4.96 out of 5 average rating, 380 reviews
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

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.

Indoor spacesFamilyDecor

4.97 out of 5 average rating, 135 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.

FamilyIndoor spacesGetting around

4.99 out of 5 average rating, 453 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

KitchenFamilyWalkability

4.97 out of 5 average rating, 237 reviews
Guest favourite
A modern kitchen area is showcased with stainless steel appliances and white cabinetry, complemented by a light wooden countertop. A cozy seating area is indicated by a curved sofa, while a large television sits on a wooden stand, enhancing the welcoming ambiance.
Condo in Hilton Head Island

Top Floor- Ocean Views- Coastal Living

Discover elevated coastal living in your top-floor Hilton Head condo that is a 2 minute walk to the beach. Ocean views and abundant natural light welcome you to this 1-bedroom haven. Enjoy direct beach access all within waling distance of Coligny shops, restaurants, and Celebration Park. Our location promises an unparalleled beachfront experience, creating cherished moments against the backdrop of Hilton Head's mesmerizing seascape.

KitchenFamilyLong stay

4.88 out of 5 average rating, 239 reviews
Top Guest favourite
A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.
Treehouse in Sea Pines

Harbour Town Tree House | Private Office | HT Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

FamilyKitchenLayout

4.98 out of 5 average rating, 103 reviews

Popular amenities for Hilton Head Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Condo in Palmetto Dunes

Spacious Villa in Hilton Head Resort! STR#024945

Indoor spacesKitchenLaundry

4.94 out of 5 average rating, 149 reviews
Top Guest favourite
Condo in Palmetto Dunes

Beachfront Resort Condo w/ Pool & Tiki Bar

Indoor spacesFamilyLayout

4.97 out of 5 average rating, 134 reviews
Guest favourite
Condo in Palmetto Dunes

Boardwalk to Beach, Pools, Hot Tub!

KitchenIndoor spacesCheckout

4.83 out of 5 average rating, 289 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.
Condo in Hilton Head Island

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

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 233 reviews
Guest favourite
Condo in Hilton Head Island

Ground Floor Unit, Steps away from the Beach!

KitchenIndoor spacesAccess

4.82 out of 5 average rating, 222 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

KitchenIndoor spacesAccuracy

4.95 out of 5 average rating, 115 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.
Condo in Hilton Head Island

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

FamilyIndoor spacesGetting around

4.87 out of 5 average rating, 145 reviews
Guest favourite
Condo in Palmetto Dunes

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

FamilyKitchenComfort

4.82 out of 5 average rating, 286 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

Indoor spacesFamilyBiking

4.9 out of 5 average rating, 104 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

FamilyIndoor spacesGetting around

4.94 out of 5 average rating, 108 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

KitchenIndoor spacesCleanliness

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

KitchenFamilyHospitality

4.87 out of 5 average rating, 406 reviews
Superhost
Home in Palmetto Dunes

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

KitchenFamilyLaundry

4.84 out of 5 average rating, 148 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, 110 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!

FamilyIndoor spacesAccess

4.97 out of 5 average rating, 109 reviews
Guest favourite
An outdoor deck features a shapely pool surrounded by lounging chairs. Lush greenery and palm trees are visible in the background, offering a view of the golf course. A purple umbrella stands next to the pool, providing shade.
Home in Palmetto Dunes

Palmetto Dunes Home on 1st Tee Fazio Golf Course

FamilyIndoor spacesCleanliness

4.85 out of 5 average rating, 156 reviews

Family-friendly home rentals with a pool

Guest favourite
A neatly arranged bedroom features a spacious bed with a light-colored knitted blanket. Natural light filters through a nearby window, illuminating the room. Decorative wall art, displaying leaf motifs, complements the neutral color palette, while a circular mirror adds depth and brightness.
Condo in Hilton Head Island

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

KitchenFamilyCondition

4.89 out of 5 average rating, 311 reviews
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.
Condo in Hilton Head Island

Hilton Head Beach & Tennis Resort Ocean View!

Indoor spacesFamilyHospitality

4.91 out of 5 average rating, 291 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.
Condo in Hilton Head Island

Hilton Head Island Condominium

KitchenFamilyHospitality

4.87 out of 5 average rating, 280 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

FamilyIndoor spacesValue

4.76 out of 5 average rating, 156 reviews
Top Guest favourite
A bright and airy living space features a cozy seating area with a light grey sofa and armchair, complemented by a coffee table. The dining area includes a wooden table with white chairs. Large windows provide natural light and views of the greenery outside.
Villa in Hilton Head Island

Chic Coligny walkable beach villa w/Pool

Indoor spacesKitchenNearby

5.0 out of 5 average rating, 101 reviews
Top Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances. A light blue tiled backsplash provides a lively contrast. A round dining table set for four is positioned next to a window that allows natural light to fill the space.
Condo in Hilton Head Island

Heron Hideaway: lovely updated near-beach 2bd/2ba

Indoor spacesKitchenParks

4.96 out of 5 average rating, 159 reviews
Top Guest favourite
A lounge area features a comfortable sofa adorned with decorative cushions. A round coffee table sits in front of it, surrounded by a soft area rug. A large wall-mounted television is complemented by a striking maritime mural, while natural light filters through blue drapes.
Condo in Shipyard

Hilton Head Island VILLA: STEPS 2 Beach & Coligny!

KitchenFamilyParking

4.98 out of 5 average rating, 123 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!

Indoor spacesKitchenAccuracy

4.9 out of 5 average rating, 238 reviews

When is the best time to visit Hilton Head Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$334 NZD$350 NZD$419 NZD$433 NZD$422 NZD$499 NZD$482 NZD$405 NZD$350 NZD$341 NZD$345 NZD$333 NZD
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