
Family-friendly holiday rentals in Hilton Head Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hilton Head Island
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Beachfront Resort 2b Golf Lagoon Pickleball Tennis
✨Top Airbnb Guest Favorite Home✨ Gated Beachfront Golf Resort! Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis - across street HGTV Decorator designed Panoramic Golf & Lagoon Views XL Double Porch Lush Scenery - Tons of Wildlife! Coastal Décor Sunny 1st Floor End Unit KING BED + 2 QUEENS 3 XL SmartTVs FAST WIFI & CABLE Chef's Kitchen Washer/Dryer BBQ Beach Cart, Chairs, Boogie Boards, Ice Chest Walk/Bike to Beach Walk to Golf Club & Pub Close to Coligny Summer Beach Shuttle
KitchenFamilySleep quality

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!
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Fully Renovated 2 Bedroom Villa - Walk to Beach
Make yourself at home in this comfortable 2 story, ground floor Condo. Easy walk to the beach. Open concept living, dining and fully equipped kitchen and 1/2 bath on main floor. Chose either the comfy King or Queen bedroom with walk-in shower or bathtub of your choice. Private courtyard with Grill and outside seating. All this, in a setting of azaleas, palms and 20 steps to pool with stores and restaurants just 2 blocks away. Please note there is only 1 parking space available for your stay.
KitchenFamilyOutdoor spaces

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.
KitchenFamilyAccuracy

Oceanfront KING BED 65"TV Beach Bar Pickleball GYM
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis & Gym HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Beach Bar/Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop
Indoor spacesFamilyTV

Governor’s Quarters Pet Friendly, Fenced in Yard
Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!
KitchenFamilyBeach

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! 💕
Indoor spacesFamilyPool

Jim's Chic Direct Oceanfront 2BR Villa
Lovely 4th floor villa with a breathtaking, unobstructed ocean view from the living room and master bedroom. Two bedroom suites, each with separate baths. Fully appointed kitchen - granite countertops, updated cabinets, and stainless steel appliances. Walk to all of the amazing shops & restaurants of Coligny Plaza and the brand-new Celebration Park. Jim Says: “I personally stay in each of my units to ensure they are maintained to my highest level of expectations.”
KitchenIndoor spacesTV

KING BED!Ocean View, Free Bikes Poolside 3rd Floor
Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!
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5 Star Location-Harbourtown-Walkable Area
Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.
KitchenIndoor spacesSleep quality

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
KitchenFamilyCondition

Beach close, heated pool, golf cart avail to rent
Escape to our Hilton Head dream home in the gated Sand Castle By The Sea community! Sleeps 22, perfect for large families. Enjoy a private heated, screened-in pool, and walk just 1/3 mile to the beach. This expansive home features an elevator for step-free access, an EV charger, a game room, and a fully stocked kitchen. Your ultimate family getaway awaits!
FamilyKitchenView
Popular amenities for Hilton Head Island family-friendly rentals
Family-friendly home rentals with a hot tub

Beach condo with pool and stunning nature views
Indoor spacesFamilyCondition

Starfish Beach House with Pool and Bikes
Indoor spacesKitchenAccuracy

Lovely 3BR in Palmetto Dunes w/ new pool & spa
FamilyKitchenCheck-in

Private Beach on Sound | 3 Pools/Spa | Free Tennis
KitchenIndoor spacesAir conditioning

Oceanside Resort - Private Beach Access - 3 Pools
FamilyIndoor spacesAccess

Few mins walk to beach 1st flr pools hot tub pball
KitchenIndoor spacesGetting around

Private Oasis w/ Pool ~ Pet Friendly ~ Fenced Yard
KitchenFamilyLocation

Condo w/ Indoor Pool and Hot Tub!! Beach Access🏝
Indoor spacesFamilyWi-Fi
Family- and pet-friendly home rentals

6 BR, Sleeps 26, Beach Time
Indoor spacesFamilyParking

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis
Indoor spacesBeachHospitality

180º Ocean Views, Treehouse "Siren's Lookout"
Indoor spacesFamilyBathroom

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

MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
LocationCleanlinessBeach

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

Alli B's Air B and B-Great Country access off 278
Indoor spacesKitchenGetting around

HHI South Forest beach/WLK TO BEACH, dining, pool
KitchenFamilyLong stay
Family-friendly home rentals with a pool

SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
FamilyIndoor spacesHospitality

Beach View - 1st Floor - King Bed - Pools -Tennis
FamilyKitchenNearby

Oceanfront Scandi Oasis Amazing View & Heated Pool
Indoor spacesKitchenWi-Fi

1st floor, oceanfront, 65" TV, pickleball, 2 pools
FamilyKitchenNearby

Ocean Views at Villamare, Right on the Beach!
KitchenIndoor spacesAmenities

Spacious Deck, Hot Tub, Second Row To Beach & Bra
FamilyIndoor spacesAmenities

Luxury Home All New, Dogs OK, Near beach, NEW POOL
FamilyIndoor spacesBackyard

44 Heritage, Sea Pines: Retreat on 11th Tee of HT
KitchenIndoor spacesCondition
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 AUD | $285 AUD | $341 AUD | $332 AUD | $324 AUD | $377 AUD | $392 AUD | $330 AUD | $285 AUD | $278 AUD | $281 AUD | $271 AUD |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
Quick stats about holiday rentals that are family-friendly in Hilton Head Island

Total holiday rentals
Explore 5,170 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 97,000 verified reviews to help you choose

Pet-friendly accommodation
Find 930 rentals that welcome pets

Holiday rentals with a pool
4,310 properties feature pools

Rentals with dedicated workspaces
2,540 properties have a dedicated workspace

Wi-Fi availability
5,150 of Hilton Head Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi 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!
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- Family-friendly rentals Beaufort County
- Family-friendly rentals South Carolina
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Edisto Beach State Park
- Bonaventure Cemetery
- Harbour Town Lighthouse
- Wormsloe Historic Site
- Hunting Island State Park
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Shelter Cove Towne Centre
- Jepson Center for the Arts
- Kiawah Beachwalker Park
- Cathedral of Saint John the Baptist
- Seabrook Island Beach
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Things to do Hilton Head Island
- Art and culture Hilton Head Island
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- Nature and outdoors Hilton Head Island
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- Things to do Beaufort County
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- Things to do South Carolina
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- Things to do United States
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