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Family-friendly vacation rentals in Hilton Head

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Top-rated family-friendly rentals in Hilton Head

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

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Top guest favorite
A cozy living area features a spacious gray sofa with decorative pillows. Soft lighting from two side lamps illuminates the room. Large sliding glass doors open to a deck, providing a view of the surrounding trees. Wall art depicting a turtle adds a touch of character.
Condo in Hilton Head Island
4.96 out of 5 average rating, 122 reviews

Cozy Villa 6 Minute Walk From the Beach & Golf

Recently updated villa only a 6 min. walk to the beach with private & public beach access and a 7 min. drive to Port Royal Plantation GC. Villa has 1 queen and 2 twin beds, full size sleeper sofa, 55" tv in the living room and tvs in both bedrooms. Many family amenities, Washer/Dryer in the unit, and a deck overlooking the Port Royal golf course. Fiddler's Cove is a gated community with 10 Har-Tru tennis courts, 2 indoor racquet ball courts, 2 pools, hot tub, work out facility and Tot lots.

Top guest favorite
A sandy path leads to the beach, flanked by dunes and coastal vegetation. The blue ocean stretches into the distance under a partly cloudy sky. A wooden railing guides the way down to the shore, where gentle waves meet the sand.
Condo in Hilton Head Island
4.93 out of 5 average rating, 123 reviews

Sea Gem - Unwind by Sea in Style

Relax with the whole family at this peaceful place to stay. Updated 2 bedroom/2 bathroom villa. This unit is located in Building 3 where the heated indoor pool, kiddie pool, hot tub, sauna room, and fitness room are located. The property has 2 outdoor pools, a poolside deli, and a beach restaurant/bar that are open peak season. No driving required, a 10 minute walk along the scenic boardwalk takes you to the beach. There are lighted tennis courts and pickle ball equipment available in the unit.

Top guest favorite
An aerial view captures a cluster of modern buildings with red roofs, surrounded by lush greenery. Sailboats are docked in the marina, with a scenic waterfront area in the background. A glimpse of residential areas and palm trees adds to the inviting atmosphere.
Guest suite in Hilton Head Island
4.93 out of 5 average rating, 365 reviews

Prime Spot: Harbour, Dining, Shops & Beach

Stay in the heart of it all at this upscale, centrally located guest suite (256 sq ft) with independent entrance, total privacy, queen bed and full bath (no kitchen). Step outside to waterfront restaurants, live music, bars, shops, and summer weekly fireworks. Supermarkets and more dining are just a 10-minute walk away. Enjoy a free shuttle to attractions within 2-mile radius (April–September). Golfing, biking, fishing, and water sports all nearby, free access to Palmetto Dunes Beach community.

Guest favorite
The kitchen features modern white cabinetry and stainless steel appliances, including a dishwasher and oven. A sleek black countertop is complemented by a decorative backsplash, enhancing the contemporary design. An adjoining pantry area is visible, providing additional storage options.
Condo in Hilton Head Island
4.89 out of 5 average rating, 233 reviews

Our Villa by the Sea

Enjoy our villa by the sea with a short board walk to one of the longest beaches in the US. Some Complementary beach accessories waiting for you. Relax on the balcony with the fresh ocean breeze and a peak of the ocean. Located on Hilton Head Beach & Tennis Resort, enjoy all of the amenities as our guest ... bar & grill on the beach, pool with ocean view, tennis courts, bike rentals, restaurant, and fitness center. Or just venture out and discover Hilton Head Island's beautiful attractions.

Superhost
A wooden boardwalk extends across sandy terrain, leading towards a serene coastal view. Lush green grass is visible on both sides, with a calm ocean horizon meeting a partly cloudy sky above.
Apartment in Hilton Head Island
4.83 out of 5 average rating, 122 reviews

Quiet Life by the Beach

This beautiful poolside unit in a quiet gated community, completely renovated in June 2019, is located just steps from the beautiful beach of Port Royal Sound. This first floor condo has a fully equipped kitchen with quartz counter tops, vinyl plank floors, all new appliances and is just a very short walk to the beach. The bathroom has quartz countertop and a tub & shower combo. You'll find two TVs (one with streaming options), washer/dryer, dishwasher and free WiFi in condo and on the resort.

Guest favorite
The kitchen area features a modern open layout with sleek countertops and bar seating for four. Above, distinctive pendant lights provide illumination. Large windows allow natural light to fill the space, while a cozy seating area is visible in the background next to the enclosed balcony.
Condo in Hilton Head Island
4.88 out of 5 average rating, 102 reviews

Beach-front complex, ocean view 2 bedroom villa

The Spa Resort is oceanfront & family-friendly. The villa is 2BR, 2Ba, sleeps 6. Fully renovated condo with enclosed balcony to enjoy the views and sounds of the lagoon and ocean. WiFi, flat-screen TV in the LR and BRs. Heated indoor pool/hot tub, two outdoor pools, tennis courts and fitness center, 24Hr security. MBR features a king bed and BR #2 has queen. Sofa converts to queen bed. The beach is natural and tranquil. Nearby is the historic Mitchelville Freedom Park and the HHI bike trail.

Top guest favorite
A light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.
Condo in Hilton Head Island
4.98 out of 5 average rating, 160 reviews

My Blue Heaven, Direct Ocean Front View

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Top guest favorite
A sandcastle stands on the beach, featuring two towers with decorative elements and the text 'The Admiral's Roost' carved into the sand. The backdrop includes a clear blue sky and calm ocean waves in the distance, emphasizing the proximity to the beach.
Condo in Hilton Head Island
4.96 out of 5 average rating, 104 reviews

The Admiral's Roost~ Remodeled with King Bed Now!

🏖Folly Field Beach just 300 ft. away 🌅Second floor "Sunrise over the ocean" view 💑Perfect for couples ⭐⭐⭐⭐⭐Coveted Admiral's Row A 🐬🦅🦈🐊🐢Wildlife spotter's paradise ✨🌌Light pollution laws for super stargazing 🚴‍♀️Bike paths for days 🏌️‍♀️24 champion golf courses 🙋‍♂️🙋‍♀️👨‍👧‍👧Friendly locals Extra amenities provided: 🎾Tennis gear 🏓Pickle Ball gear 🏄‍♂️Stand up paddle board 💺Beach chairs ⛱Various beach gear 🍖BBQ gear 🧺Picnic gear 🏀🏐🥏Sports gear

Guest favorite
A serene beach scene features gentle waves lapping at the shore under a soft pastel sky. The moon hovers above the horizon, casting a warm glow over the water. A distant figure is seen walking along the wet sand, contributing to the tranquil atmosphere.
Condo in Hilton Head Island
4.9 out of 5 average rating, 230 reviews

Oceanside Beach Retreat

Modern Beach Condo with Ocean View Located in Hilton Head Beach and Tennis Resort Short walking distance to beach, pool side bar (Jamaica Joe's), and the beachfront pool Family friendly resort (playground, bike rentals, weekly activities) First Floor Condo Recently renovated One bedroom and one full bath Sleeps 6 people (2 bunk beds and pull out couch) Full kitchen (dishwasher, microwave, stove, coffee maker, dishes) Balcony with table and 2 chairs 2 public pools located on pr

Guest favorite
A serene beach scene at sunset displays soft hues of orange and pink reflecting on the water. Two figures stroll along the shoreline, leaving footprints in the sand. Gentle waves lap against the beach, creating a peaceful coastal atmosphere.
Condo in Hilton Head Island
4.91 out of 5 average rating, 172 reviews

Cozy in Coligny

Welcome to the Cozy in Coligny condo! Located at The Breakers, a highly desirable beachfront property, you are only steps away from the pool and beach. You will be in the heart of award-winning Coligny Beach – park your car and leave it! You can spend the day playing in the sun and sand then walk across the street to Coligny Plaza – home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants, entertainment, tour information, beach equipment, and bike rentals.

Top guest favorite
A bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.
Condo in Hilton Head Island
4.99 out of 5 average rating, 419 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.

Top guest favorite
A view from the balcony showcases lush greenery and a tranquil pond, with a gentle fountain visible. In the distance, the ocean glimmers under a blue sky. A palm tree stands prominently in the foreground, enhancing the coastal scenery.
Condo in Hilton Head Island
4.91 out of 5 average rating, 274 reviews

Hilton Head Beach & Tennis Resort Ocean View!

AMAZING OCEAN VIEW FROM THE BALCONY! Newly remodeled! Perfect for a family or a couple looking to enjoy a great oceanfront resort! Enjoy the site and sounds of the ocean right from the balcony!! This condo is on the second floor with an ocean view, only 5 units back from the ocean, this is a PRIME location! The unit is located in a quiet part of the resort and steps away from the ocean, resort pool, tennis and pickle ball courts. The resort has 24/7 onsite security

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