Family-friendly vacation rentals in Hilton Head Island

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Top-rated family-friendly rentals in Hilton Head Island

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

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Guest favourite

Condo in Hilton Head Island

4.94 out of 5 average rating, 197 reviews

Snowbirds - $59/nt January 21-30 - KING - CLEAN

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 favourite

Condo in Hilton Head Island

4.95 out of 5 average rating, 246 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 favourite

Townhouse in Tybee Island

4.9 out of 5 average rating, 174 reviews

Sunshine E Day low nightly winter rate $99/night.

3 bedroom 2 bathroom townhouse. One of 2 units provides privacy and a quiet stay. 5 minute walk to a quiet north beach walk across in The Sanctuary area. Very short walk to shops, and restaurants. No busy streets to cross. Parking in garage and driveway. Large garage for storing beach gear. Convenient exterior shower. Spacious living room open to fully equipped kitchen. Huge covered porch with seating for 7. Dogs allowed with approval and $100 pet cleaning fee. No state or city taxes charged.

Guest favourite

Condo in Hilton Head Island

4.91 out of 5 average rating, 196 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.

Superhost

Apartment in Tybee Island

4.75 out of 5 average rating, 470 reviews

Winter rates as low as $89 on Tybee Island

Come check out the new updates to our pool!! Plus lots of new stuff just added! Brand new bed, sheets and comfy pillows in the bedroom. Brand new bathtub and shower. Kitchen is equipped with everything you need. Basics like plates and utensils as well as a toaster, blender, a George Foreman grill and more!. New 43 inch TV in the living area and another one in the bedroom. The condo is steps away from the pool & beach for a family of 4 or 2 couples. HIGH SPEED WIRELESS INTERNET and more!!

Guest favourite

Condo in Hilton Head Island

4.93 out of 5 average rating, 239 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 the patio. Located in a gated complex, with access to the most beautiful beach in all of Hilton Head Island via a private boardwalk. Easy keyless entry, located in Building 2. Superhost where hospitality is #1!

Superhost

Condo in Hilton Head Island

4.75 out of 5 average rating, 161 reviews

Walk to Beach - Indoor Pool - Central Location!

Recently updated 2 bedrooms, 2 baths, and a full kitchen! Located in the center of Hilton Head Island close to all the wonderful bike trails, restaurants, shopping, and famous golf! In a gated community full of amenities: - Boardwalk to the beach 🏖️ 🌊☀️🐚 - 2 outdoor pools (1 heated) 🤿 - Indoor pool (heated) ☔️ - Hot tub - 6 tennis & 2 pickleball courts 🎾 🏓 - Beachfront bar & grill 🍻 - Poolside bar & grill ⛱️ - Small fitness center 💪🏋️ - Sand Volleyball 🏐

Guest favourite

Apartment in Hilton Head Island

4.92 out of 5 average rating, 142 reviews

Relaxing Hilton Head Beach Getaway.

Great Vacation spot. Five minute walk to the Beach. Large 2 Bedroom and two new bathrooms & floors. Largest ocean front pool on the Island. 10 lit tennis courts with 12 pickle ball courts and a pro shop. Bar/Grill on the beach. Sports Bar/Restaurant & Pizza shop. On site Bike rental. Playground, grill stations, full gym. Laundry facilities. Convention Ctr. Chair and umbrella rentals, lifeguard on beach. Bike trails parallel roads on Island. Gated secure resort.

Superhost

Condo in Hilton Head Island

4.73 out of 5 average rating, 177 reviews

Hilton Head Resort, 3 Bed Room

Welcome to Hilton Head Resort. You get total privacy in this 3-bedroom, 2 bath unit and free access to all the amenities in this beach front resort. Open kitchen / living room with large dining table for eating and game time. Full Kitchen with granite counter tops, pots, pans, blender, and spices. Bedrooms and living room have a flat screen TV with cable and Free Internet. We provide linens and towels for your stay plus there is an in-unit Washer/Dryer.

Superhost

Condo in Hilton Head Island

4.85 out of 5 average rating, 165 reviews

Snow Birds Welcome! / Hilton Head

*Contact us for special 2024 Snowbird Pricing!* Bring the kids, bring the babies, bring yourselves! Enjoy our condo at the beach on beautiful Hilton Head Island, it sleeps 6! Stylishly decorated with the modern family in mind, while also well equipped to make traveling with children and babies a breeze. Come relax, unwind, take an adventure, cruise the island, or play a round at one of the best Golf Courses on the East coast! We'd love to have you!

Guest favourite

Condo in Hilton Head Island

4.74 out of 5 average rating, 134 reviews

Salty Sand-Close to the pool, steps to the beach!

Modern, cozy, ocean-view villa overlooking the pool from the front door and the ocean from the patio. Recently renovated with plank floors and shaker cabinets, the villa features a fully equipped kitchen, queen bed in the bedroom, queen sleeper sofa and two child sized bunks. Located in Seaside, an oceanfront complex, walking distance to many shops, restaurants and attractions.

Guest favourite

Cottage in Hilton Head Island

4.88 out of 5 average rating, 361 reviews

Gypsy Sea Cottage - A Seaside Retreat

Our place is located in prestigious Palmetto Dunes in a stand alone unit inside the Queens Grant Villas with easy access to beautiful beaches, world class golf, and great food. Newly remodeled The Gypsy Sea Cottage boasts high end furnishings, quality linens, high tech amenities, a fully stocked kitchen, and the attention to detail that makes for an unforgettable vacation.