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

4.93 out of 5 average rating, 166 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.

Oct 13 – 20

$110 per night

Guest favorite

Townhouse in Hilton Head Island

4.98 out of 5 average rating, 107 reviews

Beachfront Resort! Designer 2/2 Lagoon + Golf View

Gated Beachfront Golf Resort!! HGTV Featured Decorator designed Luxe Villa Panoramic Lagoon & Golf View from huge Patio! Beach, Golf, Tennis, Pickleball, Pool, Spa, Restaurants & Bars Huge Old Oaks dripping in Spanish Moss & Coastal Lagoons! Stylish Coastal Décor Sunny 1st Floor KING BED + 2 QUEENs 3 SmartTVs FREE: WIFI, CABLE, NETFLIX & PRIME Gourmet Kitchen Washer/Dryer Beach Cart, Chairs, Umbrella, Boogie Boards, Ice Chest Gas BBQ Walk to Golf Club & Pub Walk/Bike to Beach Close to Coligny

Feb 13 – 20

$249 per night

Superhost

Condo in Hilton Head Island

4.84 out of 5 average rating, 268 reviews

Gorgeous villa, private beach access, HH Resort

Top floor, beautiful 2 bedrm beach villa with stainless appliances, and a private terrace in an Oceanside gated Resort community awaits you. Our beautiful beach condo with private beach access is just a short walk over our picturesque boardwalk. Shelter Cove shops & restaurants are nearby, and Krogers Supermarket & Whole Foods are 5 min away. We are next door to Palmetto Dunes & Robert Trent Championship Golf Course. Perfect mid island location. Great for couples, families & solo adventurers!

Nov 26 – Dec 3

$149 per night

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 211 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!

Apr 20 – 27

$191 per night

Guest favorite

Condo in Hilton Head Island

4.91 out of 5 average rating, 169 reviews

2Bd/2.5 bth/Near Coligny Park/Few Blocks To Beach

Located within a short walking distance to the white beaches of Hilton Head, this beautiful vacation rental which sleeps up to 6 guests is ready to become your home away from home while you explore everything that the island has to offer. A relaxing beach getaway in this spacious second level townhome that boasts a fully equipped kitchen and two master suites and is within an easy walk/bike ride to the famous Coligny Circle shops and restaurants. Free hour at the Van der Meer Tennis Center.

Mar 12 – 19

$151 per night

Guest favorite

Apartment in Bluffton

4.96 out of 5 average rating, 548 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.

Sep 16 – 23

$139 per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 222 reviews

Clean/Updated King on the Beach Walk to Everything

Great location 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. FREE high speed internet WIFI, smart tvs, Roku. All of the comforts of home including fully stocked kitchen, comfortable King bed, great layout for remote working. Many extra amenities including beach chairs, umbrellas, water/soft drinks, 6 Coffee K-cups, cooler, first aid kit, Iron, luggage rack, and more.

Jan 3 – 10

$177 per night

Guest favorite

Condo in Hilton Head Island

4.94 out of 5 average rating, 285 reviews

*Amazing ocean view villa* Bikes included.

Enjoy Amazing ocean and beach views from your balcony. This is the 3rd unit from the ocean on the 3rd floor and honestly the view beats the direct oceanfront views because of the panoramic effect. Sea Side Villas is minutes away from the very popular Coligny Beach Park area where you can enjoy the many restaurants and shops. Also very close to the new Lowcountry Celebration Park where they have festivals and events.

Oct 14 – 21

$305 per night

Guest favorite

Condo in Hilton Head Island

4.93 out of 5 average rating, 116 reviews

Hip Nautic Couples Beach Condo, Pickleball/Hot Tub

Embrace the relaxed coastal lifestyle at Hip Nautic, a short stroll from the beach. Our cozy one-bedroom condo provides the essential comforts for travelers seeking a convenient retreat. Located just three blocks away from shopping, dining, and year-round live music, our prime spot offers the perfect gateway to explore Hilton Head Island, renowned as the 2017 “Top Island in the U.S." by Conde Nast Traveler.

Nov 3 – 10

$119 per night

Guest favorite

Condo in Hilton Head Island

4.85 out of 5 average rating, 234 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!

Sep 7 – 14

$125 per night

Guest favorite

Guesthouse in Bluffton

4.98 out of 5 average rating, 356 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/

Jan 18 – 25

$115 per night

Guest favorite

Condo in Tybee Island

4.93 out of 5 average rating, 523 reviews

Adorable Beachfront Condo

This bright and cheerful little beachfront condo is a perfect get-away for a couple or families of four (2 adults max & 2 children). This first floor condo features a queen bed, 2 bunk beds, full bath, full kitchen and a private balcony. Just steps to the beach and private pool. Short walk to restaurants & pubs!

Dec 1 – 8

$99 per night