Kid-friendly holiday rentals in Hilton Head Island

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Top-rated family-friendly rentals in Hilton Head Island

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

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Guest favourite

Guest house in Bluffton

4.97 out of 5 average rating, 687 reviews

Bluffton's Tropical Carriage House Getaway

Embrace the inviting atmosphere of this detached garage apartment. The guesthouse features an open-concept living/kitchen/sleeping area, a tropical design, a private entry, a luxury king mattress and blackout window treatments. Spacious carriage house apartment with king size Stearns&Foster mattress. This space offers a living area with sofa, chair, table with barstools and tv with Netflix as well as other apps that you access. *We do not have cable or local channels. The kitchenette has lots of utensils, plates, glasses, toaster, coffee pot, plug-in induction burner with pots and pans, and a panini press. There is also a ceiling fan for temperature control, or if you are like us and want to sleep with the fan on. In addition there is walk-in closet with hangers and luggage rack for you to hang your clothes and keep your luggage. Fresh towels and toiletries are available for your stay. Other amenities include a hair dryer, curling iron, iron and ironing board, beach towels and beach blanket. You have access to the carriage house apartment and all of its amenities. You are welcome to use our backyard as well, and our wonderful bed swing (thanks to Joey's craftmanship) that's on our front porch. We're also willing to run a load of laundry for you if the need should arise. Brittani works from home, so she will normally be able to assist you if you should need anything. We are both available by our cell phone. We are relatively new to the Bluffton/Hilton Head area, but would love to share our finds with you. This southern style hood offers ample sidewalks, ponds for fishing, a playground, and a park. Quaint Old Town Bluffton is a 3 minute drive or 20 minute walk to a number of shops and restaurants. Unfortunately public transportation is not readily available, so if you are not wishing to use your car then you can easily walk to a good bit of amenities or call for an Uber. Our puppy son, Gunner, is a lovable Labradoodle. He is very friendly and will most likely be barking at the door of our home when you arrive, but we promise it's all for show! You might encounter him in the backyard during your visit :)

23–30 Jun

£94 per night

Superhost

Apartment in Hilton Head Island

4.88 out of 5 average rating, 160 reviews

Hilton Head Hidden Gem

Comfy 3rd floor walk up retreat. Peaceful decor. Screened balcony. Furnished kitchen. Free use of WIFI, beach chairs/umbrella, gym, basketball & tennis courts, charcoal grills/picnic tables; pools. Steps from your door: explore our sandy beach, watch fish jump & dolphins swim; observe nature on a private pier. See the sunrise on the water. Grocery/restaurants w/in 1-5 miles. Make a meal or a reservation! Short drive to all island locales. Great island bike paths. (No pets or smoking.)

22–29 Jan

£119 per night

Guest favourite

Apartment in Hilton Head Island

4.93 out of 5 average rating, 165 reviews

Hilton Head BIKE 'n BED - Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

11–18 Mar

£156 per night

Superhost

Apartment in Hilton Head Island

4.81 out of 5 average rating, 112 reviews

HILTON HEAD RESORT CONDO - NEWLY RENOVATED

NEWLY RENOVATED condo near the beach! Ready for a relaxing time away? This newly renovated condo is tucked away in the lovely Hilton Head Resort - a gated community w/ 24 hr security, perfect for families who want to create lasting memories at the beach! The resort has everything you need - indoor/outdoor pools, sauna, spa, fitness room, tennis/pickle ball courts, and a private boardwalk to the beautiful beach. Within just a few miles are grocery stores, restaurants, shopping centers, and more!

3–10 Nov

£126 per night

Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 120 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, 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! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! 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**

16–23 Nov

£234 per night

Guest favourite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 275 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, weekly fireworks during summer, bars, shops, outdoor pool and BBQ. Supermarkets and more restaurants in 10 minutes walking. Free shuttle from April till September, beach only 1.4 miles. Great golfing, biking, tennis, fishing and water sports.

29 Dec – 5 Jan

£102 per night

Guest favourite

Apartment in Hilton Head Island

4.99 out of 5 average rating, 312 reviews

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.

13–20 Jan

£132 per night

Guest favourite

Apartment in Hilton Head Island

4.95 out of 5 average rating, 228 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled - just last year! 🏖️ Adorable beach front condo located in Hilton Head Beach and Tennis Resort. Watch and listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within the resort where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rentals, and a newly renovated gym. It's all here! 😊The 2024 getaway your been waiting for!

8–15 Nov

£153 per night

Guest favourite

Apartment in Hilton Head Island

4.92 out of 5 average rating, 102 reviews

Secluded 1st Floor Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

3–10 Dec

£127 per night

Guest favourite

Apartment in Hilton Head Island

4.88 out of 5 average rating, 182 reviews

Cozy Hilton Head Island Condo

A cozy condo, approximately a five minute walk to the beach! Conveniently situated near shopping, and dining at Coligny Plaza. Accommodates 5 people with two parking spaces. Fully equipped unit with two bedrooms. Two TVs, wireless internet, fully equipped kitchen. Guest have access to pool, picnic area w/ grills and tables near a lagoon. Feel free to reach out with any questions and how we can make your time at the beach the best that it can be!

3–10 Nov

£120 per night

Guest favourite

Apartment in Hilton Head Island

4.96 out of 5 average rating, 113 reviews

Beach&Tennis, Stylish, Modern, Folly Field Beach!

Hilton Head Beach & Tennis, 1-bedroom, fully remodeled! New queen mattress, stainless appliances, Queen Sleeper Sofa. 5 units from the ocean, partial ocean view. Enjoy a glass of wine, and listen to the ocean on the private patio. Free Wi-Fi! Don't stay in a tiny hotel room with no kitchen. Hotels are cold and sterile, our home is warm and welcoming! 100 feet to our beautiful beach and oceanfront pool! 12 Pickleball courts!

27 Oct – 3 Nov

£103 per night

Guest favourite

Apartment in Hilton Head Island

4.95 out of 5 average rating, 201 reviews

Cozy Renovated Unit Great Location

Completely renovated, new everything! Easy access to beach, public restrooms and open bar / food / fire pits at beach access (see photo). High speed internet, 3 TV’s w/ YouTube TV included (70 channels, Golf, Tennis, ESPN family of channels, SportsSouth, Disney family of channels), local Cable through Spectrum included. The perfect location near Coligny Plaza, Sea Pines, the beach, miles of bike trails!

13–20 Nov

£124 per night