Family-friendly vacation rentals in Hilton Head Island

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Top-rated family-friendly rentals in Hilton Head Island

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Guest favorite

Condo in Hilton Head Island

4.85 out of 5 average rating, 229 reviews

End unit w lovely ocean view @ HHBT

*4/22/2021 Brand new bath & kitchen with convection microwave, LVP flooring, lighting, fixtures, furniture, mattress, everything from curtains to bedding & Samsung smartTV. Our end unit offers amazing 360 views of the ocean & resort from our front & rear balconies! We're so proud to share our new space with you. We wanted to keep the vintage vibe of the villa while adding all the luxury and modern comforts you expect while traveling and relaxing in style. *2-3 guest max. No pets. 25 age minimum*

Guest favorite

Condo in Hilton Head Island

4.94 out of 5 average rating, 189 reviews

Super Low Rates - VERY CLEAN -KING Bed -Sleeps 5 -

Fully Furnished, Renovated Non-Smoking Villa sleeps 5 w/ King bed in Master, 2 Single beds in Guest Room & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen with all small appliances. Beach Chairs, beach toys, games, cards. Flat Screen HDTV with hundreds of cable 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 and watch Amazing Sunrises & Sunsets. Relax, You're in Paradise.

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 239 reviews

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 private balcony. Private 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!

Guest favorite

Rental unit in Hilton Head Island

4.96 out of 5 average rating, 141 reviews

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.

Guest favorite

Condo in Hilton Head Island

4.81 out of 5 average rating, 144 reviews

After Dune Delight Beach Condo, Pickleball/Hot Tub

Experience the effortless charm of coastal living at After Dune Delight, where every moment feels like a breeze. Nestled just a short 10 min walk from the sandy shores, our inviting one-bedroom condo offers a retreat that feels just like home, only better. Indulge in the spacious comfort of our accommodations, thoughtfully equipped with all the essentials for a relaxing stay. From cozy furnishings to convenient amenities, we've curated an experience that seamlessly blends comfort and luxury.

Guest favorite

Condo in Hilton Head Island

4.98 out of 5 average rating, 246 reviews

Coastal King Beach Flat Convenient to Everything!

Incredible location right on the beach! Walking distance to Coligny Plaza where there are a multitude of restaurants, cafe's, cute shops, bike rental places everything you need. Quite complex with pool and sundeck. High speed internet WIFI, smart tvs, Roku & Cable. All of the comforts of home including fully stocked kitchen, comfortable King bed, great for remote working, updated. Many extra amenities including beach chairs, umbrellas, water/soft drinks, Coffee K-cups, cooler, & essentials.

Guest favorite

Bungalow in Hilton Head Island

5 out of 5 average rating, 109 reviews

SEA PINES RESORT VILLA , 5 MINUTE WALK TO BEACH!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

Guest favorite

Rental unit in Bluffton

4.96 out of 5 average rating, 594 reviews

Bluffton Villa in the heart of the Promenade

Beautiful villa in the heart of the Promenade in the Historic District of Bluffton. Steps away are a wine bar, coffee shop, French bakery, 5 star and casual dining, & fabulous boutique shopping. Newly built in 2017, we offer our guests a fully equipped kitchen with an electric convection oven, microwave, dishwasher, ice maker in refrigerator. The bathroom offers a large walk in shower with a rain shower head, and the bedroom has a King size bed. You are a 15 minute ride to Hilton Head.

Guest favorite

Villa in Hilton Head Island

4.89 out of 5 average rating, 193 reviews

Relax at the beach: Families-Golf-Tennis

Beach & Golf: 7 min stroll to the beach views of the Golf course. Hickory Cove villa 2 Bedrooms + Loft, 3 Baths, (Sleeps 6-8) Beautiful Villa on the 18th tee of the Robert Trent Jones Golf Course in Palmetto Dunes. This Villa is perfect for golfers, families and short term home office. Everything is less than 10 min walk: The Beach Robert Trent Jones golf course Palmetto Dunes Tennis Center The General Store The Dunes House

Superhost

Condo in South Beach

4.84 out of 5 average rating, 247 reviews

Charming Sea Pines Villa with View on Hilton Head

New Appliances!! Enjoy this lovely condo with gorgeous views overlooking Braddock Cove. Top floor 1 BR villa located in SeaPines at South Beach. A short walknext door to Salty Dog Cafe/South Beach Marina with restaurants and shopping. It's also a barefoot walk across the way from beautiful Calibogue Sound (beach) for incredible dolphin/sunset watching!

Guest favorite

Guesthouse in Bluffton

4.98 out of 5 average rating, 382 reviews

Hickory Trace Carriage House

In the heart of Historic Bluffton, walking distance to restaurants, galleries, shops & the beautiful May River. Built in 2015 featuring an open floor plan, fully equipped kitchen, washer & dryer, queen bed & sofa bed. Full of lovely Southern Charm! http://www.onlyinyourstate.com/maryland/little-known-restaurants-md/

Superhost

Condo in Hilton Head Island

4.78 out of 5 average rating, 243 reviews

Beautiful Beach Condo in Paradise

All the comforts of Home. Redecorated and sleeps 4. King size bed and Queen size sleeper sofa. New appliances in the kitchen and beautiful 42 in high definition tv with hundred of channels. Gas grill on deck that overlooks the pool. Quiet and cozy mand just steps to the beach. Beautiful 7 ft glassed in shower.