
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 5,170 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at £30 per night before taxes and fees

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

Pet-friendly holiday rentals
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

Wifi availability
5,150 of Hilton Head Island holiday rentals include wifi 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!
Top-rated family-friendly rentals in Hilton Head Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
Enjoy all the comforts of home in our 2 bed + 2 bath condo, while relaxing just steps away from the beach. Hilton Head Resort has direct access to the beach and is conveniently located near several golf courses, shops, restaurants and grocery stores. Enjoy onsite amenities like indoor and outdoor swimming pools, hot tubs, tennis courts, grills and deli. Take in the scenery as you cross the marsh via our private boardwalk to the beach and stop by the tiki-hut for a refreshing beverage and snack.

Ocean View KING BED 75"TV Beach Bar Pickleball GYM
✨Top 5% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! FREE Pickleball, Tennis, Gym & More HGTV Featured Decorator 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop

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!

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.

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball
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

Few mins walk to beach 1st flr pools hot tub pball
Ready for a beach vacation with a side of golf, pickleball and biking? Welcome to our newly renovated 1st floor villa in Fiddler's Cove. STR Permit# 24587. Our villa is a 6-7 minute walk to Folly Field beach with private beach access. THE best sunrises, just a few minutes away. Surrounded by world class golf courses and fantastic restaurants. Onsite amenities include 2 pools, a hot tub, racquetball, pickleball, tennis and gym. Pools open from March 1 - October 31 and hot tub open year round.

Palmetto Dunes House: Private Pool, PDBeach, Golf
Magnolia & Maple is your upgraded resort destination. Sat to Sat rentals. Home includes a desk with hi-speed internet, surround sound in the living room and updated décor. This 3 BR, 2 BA home sits on a quite street and offers the opportunity to relax by the private heated pool, walk/bike the 3/4 of a mile to PD's famous beaches, or get some exercise with tennis, golf, or pickleball. Close to Shelter Cove shopping and dining. HHI is a pedestrian and bike friendly area with plenty to do.

Oceanfront Luxury! KING BED Beach Bar & Pickleball
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨See the Ocean Sunrise & Hear the Waves! ✨ Oceanfront Balcony FREE Tennis, Gym, Pickleball, Basketball, Volleyball HGTV Decorator Renovation KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT No Resort Fees! Beachfront Pool w/Bar & Grille Sports Bar 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Island Trolley Stop (April-Sept)

Burkes Beach House - 2nd Row to Beach #023021
Our home is second row at Burkes Beach. Close to Palmetto Dunes Plantation Golf and Tennis , Port Royal Plantation Golf and Tennis. Convenient mid Island location. It is great for couples, solo adventurists, and families (not set up for toddlers and younger). Steps to the beach path and Chaplin Park, which has lit tennis courts, park and picnic areas. Walk or bike on beach to Coco's Beach Bar or Marriott Beach Bar. Open floor plan and under house parking. OWNER IS A LICENSED REALTOR.

Oceanfront Hilton Head Villa | Salt & Sunrise
Welcome to Salt & Sunrise, where breathtaking ocean sunrises and salty air set the tone for your stay. This private villa inside a resort offers the best of both worlds: secluded retreat with easy access to pools, restaurants, and more. Perfect for couples, friends, or small families, it comfortably sleeps 4 and blends elevated style with calming ease. King Purple mattress, sleeper sofa, full kitchen, spa bath, Smart TVs, WiFi, and a private balcony overlooking the dunes and sea.

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.

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.
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

Private Beach on Sound | 3 Pools/Spa | Free Tennis

Oceanside Resort - Private Beach Access - 3 Pools

Beach Front Villa Oak Tree Lined Views to Water

Stunning Ocean & Coastal Views | Resort Perks!

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

Quiet Life by the Beach

Hilton Head Hidden Gem
Family- and pet-friendly home rentals

Governor’s Quarters Pet Friendly, Fenced in Yard

6 BR, Sleeps 26, Beach Time

Palmetto Dunes Home on 1st Tee Fazio Golf Course

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

Steps to Lighthouse & Marina + 2BR + Pool Access

Shipyard! - Private Beach & Golf! Pet Friendly!

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

1 Bedroom Condo, 5 Minute Walk to the Beach
Family-friendly home rentals with a pool

Starfish Beach House with Pool and Bikes

SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest

5BR Private Pool+Hot Tub+Sauna, 400 Steps to Beach

Coastal Fairways

Private Oasis w/ Pool ~ Pet Friendly ~ Fenced Yard

Near Beach|Pool| Pickleball| WaterView|Island Club

⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐

The Lookout - A Modern Beach Retreat (Oceanfront)
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £143 | £150 | £179 | £175 | £170 | £198 | £206 | £173 | £150 | £146 | £148 | £142 |
| 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 |
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- Family-friendly rentals Beaufort County
- Family-friendly rentals South Carolina
- Family-friendly rentals United States
- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- Harbour Town Golf Links
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Harbour Town Lighthouse
- Bonaventure Cemetery
- Edisto Beach State Park
- Wormsloe Historic Site
- Oatland Island Wildlife Center
- Shelter Cove Towne Centre
- Jepson Center for the Arts
- Skidaway Island State Park
- Hunting Island State Park
- Kiawah Beachwalker Park
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Seabrook Island Beach
- Savannah College of Art and Design
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Things to do Hilton Head Island
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- Art and culture Hilton Head Island
- Nature and outdoors Hilton Head Island
- Things to do Beaufort County
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- Things to do South Carolina
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