
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.

$59/nt -Nov 17-21, 24-27 ~CLEAN ~KING Bed~Sleeps 7
Fully Furnished, Renovated Non-Smoking Villa sleeps 7 - King bed in Master, 2 Single beds in Guest Room, Leather Queen Sofa Bed & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen w/ small appliances. Beach Chairs, toys, games, cards. Flat Screen HDTV w/ hundreds of channels, DVD, Free Wi-Fi. Overhead Lighting & Ceiling fans in bdrms, extra blankets & pillows. Restaurants, Tennis, 2 Pools. Sip cold drinks on the wide sandy beach & watch Amazing Sunrises & Sunsets. Relax, You're in Paradise

Ocean View! Steps to beach! Remodeled HHBT Condo!
Newly remodeled just last year! 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!

Ocean Front Resort Villa
Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

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!

"Beach Time" - a cozy HHI Condo, steps from beach
No price increase. Low cleaning, low gate fees! Check out my beach-skybox-hhi. HHI Beach & Tennis is a beachfront resort with many vacation amenities. Our condo is on first floor of Ocean Villas B, close to the pool and beach activities but far away enough from noise of pool and restaurant. Our condo is 2-3 minutes from the beach. For your health and comfort, we have an air system, ozonizer, AC and dehumidifier. Check out our other condo, beach-skybox-HHI. It has a panoramic view of the beach

Luxe Hilton Head Beach Villa w/ Pool Views
Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views
Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a

Ocean front condo with amazing ocean view!
Ocean front condo with amazing view of the ocean and beach from balcony. You are just steps to the beach. In addition, you will be within walking distance to Coligny Plaza with many great restaurants and shops. Guests get to enjoy the onsite pool, sun deck, and grilling area. Luggage carts are located by the pool and elevator to easily transport all your luggage to the condo. Fast upgraded wifi for streaming and work needs. No pets allowed. Preapproval required for service animals.

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.

Ocean Overlook II - The Penthouse Experience
LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Alli B's Air B and B-Great Country access off 278
Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

2-bdrm Oceanside Resort, 3 Pools, Pack N Play etc.
Well-appointed 2-bedroom 2-bath condo at the Hilton Head Resort. Enjoy the indoor pool, hot tub, sauna, and game room in the Atrium. Beautiful walk to the beach on the boardwalk across the marsh. 2 outdoor pools (one heated March thru November), tennis courts, pickleball. Beach bar and pool side restaurant. Fully stocked kitchen for a snack or a family meal. We provide beach chairs, cooler, umbrella, and a wagon. Elevator access available. Great mid-island location.
Popular amenities for Hilton Head Island family-friendly rentals
Family-friendly home rentals with a hot tub

Renovated- Private Beach Access- 3 Pools- King Bed

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

Turtle View Villa

Jim's Stunning Direct Ocean Front 2BR Villa

Coastal 1st Floor Condo walk to beach pools pball

Gorgeous villa, private beach access, HH Resort

Beachside Hilton Head Villa Fully Renovated

Walk to the Beach - Oceanside Resort 2BR Condo
Family- and pet-friendly home rentals

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Luxury Villa @ Great Price, Walk 2 Beach/Coligny

Closest to Beach Path, Screened Porch, 1 dog ok

1 Bedroom Condo, 5 Minute Walk to the Beach

Enjoy time with family and friends

By the Beautiful Sea, 30 Day Discounts available

Peace in Paradise on island-pets welcome!

Walk to the Beach, One Level Villa, COMFY beds
Family-friendly home rentals with a pool

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

Piece of Paradise on Hilton Head Island

Resort-Style Pool, Cute House 88 Steps to Sand

Gorgeous Hilton Head Beach Condo

Beach & Birdie Kid Friendly Close to Beach & Golf

Beautiful Couples Retreat Oceanview w/Bikes&Chairs

⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £129 | £136 | £159 | £177 | £172 | £200 | £209 | £175 | £152 | £137 | £131 | £133 |
| 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 £8 per night before taxes and fees

Verified guest reviews
Over 104,610 verified reviews to help you choose

Pet-friendly holiday rentals
Find 920 rentals that welcome pets

Holiday rentals with a pool
4,640 properties feature pools

Rentals with dedicated workspaces
2,800 properties have a dedicated workspace

Wifi availability
5,070 of Hilton Head Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hilton Head Island rentals

4.7 Average rating
Hilton Head Island stays receive an average rating of 4.7 out of 5 from guests
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- Family-friendly rentals Beaufort County
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Bradley Beach
- Harbor Island Beach
- Mid Beach
- Tybee Beach point
- Secession Golf Club
- Dolphin Head Golf Club
- Wormsloe Historic Site
- Driftwood Beach
- Congaree Golf Club
- Bull Point Beach
- Bonaventure Cemetery
- Long Cove Club
- Seabrook Island Beach
- The Beach Club
- Hunting Island Beach
- Edingsville Beach
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