Family-friendly vacation rentals in Hilton Head

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Top-rated family-friendly rentals in Hilton Head

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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.

Dec 15 – 22

$101 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

Dec 27 – Jan 3

$207 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!

Dec 13 – 20

$160 per night

Superhost

Condo in Hilton Head Island

4.84 out of 5 average rating, 267 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 21 – 28

$149 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.

Sep 13 – 20

$133 per night

Guest favorite

Apartment in Bluffton

4.96 out of 5 average rating, 546 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.

Oct 21 – 28

$140 per night

Guest favorite

Apartment in Fripp Island

4.91 out of 5 average rating, 316 reviews

Fripp Island Dog Friendly Getaway OPEN ALL WINTER

325 sq. ft. studio efficiency offers a central island location just 1 min. from the beach! Bed arrangements: 2 TEMPURPEDIC mattresses, one queen size bed/one full size sleeper sofa. Ideal for 2 but will sleep 4 very snugly. *Our affordable rates are in part because "amenity cards" may not be purchased and are not available by any means with this unit Cards are necessary to use restaurants/bars/pools/tennis & golf. * **Check out our 2nd pet friendly unit at 530 Sunsuite!

Jan 23 – 30

$114 per night

Guest favorite

Condo in Hilton Head Island

4.92 out of 5 average rating, 212 reviews

Grand Views! Beautiful, Renovated, Walk to Beach!

Welcome to your perfect Hilton Head Island getaway! Modern, beautifully renovated two bed/2 bath condo, top floor, walking distance to beach with Panoramic Ocean Views! Ideal for families, couples, girls' weekends and golf enthusiasts! Enjoy amazing sunrises from patio. Located in a gated complex, with access to the most beautiful beach in all of Hilton Head Island via private boardwalk. Easy keyless entry, located in Building 2. Superhost where hospitality is #1!

Jan 30 – Feb 6

$134 per night

Guest favorite

Condo in Hilton Head Island

4.94 out of 5 average rating, 283 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.

Sep 12 – 19

$317 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!

Mar 31 – Apr 7

$124 per night

Superhost

Condo in Hilton Head Island

4.81 out of 5 average rating, 143 reviews

SeaForever-King Bed, Ocean Views w/ Beach Bikes

Enjoy ocean views from the balcony of this first floor villa in the heart of Hilton Head's main beach! The villa features a full kitchen, king bed in the bedroom, and a sleeper sofa in the living room. Flat screen TV's in both the bedroom and living room and WiFi. Just steps to the beach or pool, every thing needed for your beach vacation!

Feb 6 – 13

$99 per night

Guest favorite

Guesthouse in Bluffton

4.98 out of 5 average rating, 355 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/

Nov 4 – 11

$115 per night