Kid-friendly vacation rentals in Hilton Head Island

A decorative bicycle wall art piece in soft mint green is displayed alongside a playful turtle motif. The bicycle features a white woven basket and artistic details, adding a coastal charm to the interior.

4.94 out of 5 average rating, 207 reviews

BIKE ‘n BED Hilton Head- 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.

A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.

4.96 out of 5 average rating, 291 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Superhost

The living room features high ceilings with exposed beams and comfortable furnishings. Two sofas, accented with decorative pillows, are arranged around a wooden coffee table. Art pieces hang on the wall, and natural light fills the space through sliding glass doors leading to the dining area.

Cottage in Hilton Head Island

4.86 out of 5 average rating, 376 reviews

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated stand alone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers a perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a well-equipped kitchen—every detail thoughtfully designed for a seamless, memorable stay.

A tranquil beach scene is captured, featuring soft sand leading toward shimmering ocean waves. A wooden fence guides the pathway, with grasses gently framing the foreground. The sky is illuminated with warm hues of orange and pink as the sun rises above the horizon.

4.98 out of 5 average rating, 258 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach/bar

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

A clear view of the ocean is framed by lush palm trees and greenery, highlighting the vibrant blue water and serene coastal landscape. A bright sky enhances the tranquil atmosphere, providing a picturesque backdrop to the beach scene.

4.97 out of 5 average rating, 286 reviews

OceanView Luxury! KING BED 65"TV Bar Pickleball Gym

2-3 min walk to Beach Beachfront Building Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! KING BED! 2 Big SmartTVs HGTV Decorator Designed Coastal Decor Private Top Floor Balcony Beach Chairs, Boogie Boards, Ice Chest, Noodles Couples Retreat! Well designed 540 square foot condo RESORT: 4 Beach Boardwalks! Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar 2nd Pool FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated 24 Hour Security Trolley Stop

Superhost

A cozy living area is furnished with a neutral-colored sofa adorned with teal accent pillows. Wooden side tables with lamps flank the sofa, while a rectangular coffee table is highlighted with a tray and a decorative item. Nautical-themed decor is displayed on the walls.

4.84 out of 5 average rating, 156 reviews

Charming HHBT vila- pickleball, gym, pools, beach!

Enjoy the rustic charm in this cozy condo with an ocean view located just steps from the beach, restaurants, bars, pools, playground, tennis courts, bike rentals, & fitness center- all available for you to enjoy. Located at Hilton Head Beach & Tennis Resort, you’ll feel safe and comfortable in this gated, lush community. We love Hilton Head Island and all it has to offer, and we truly hope you will too. Our goal is to make you feel as relaxed and as comfortable in our villa as we do.

Guest suite in Hilton Head Island

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.

4.93 out of 5 average rating, 334 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite (256 sq ft) with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

A cozy living area features a navy blue sofa and elegant accent chairs, with large sliding glass doors opening to a private oceanfront balcony. Bright natural light fills the space, highlighting coastal decor and views of the ocean and lush landscape outside.

4.97 out of 5 average rating, 162 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation HGTV Featured Decorator Oceanfront Balcony KING BED ✨Guest Favorite Home✨ 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Umbrella, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

Apartment in Hilton Head Island

The living area features a comfortable gray sofa and an armchair, providing ample seating. A flat-screen TV is mounted on the wall above a wooden console table, accompanied by decorative accents. Soft lighting is provided by a lamp, creating a cozy atmosphere.

4.95 out of 5 average rating, 100 reviews

Gorgeous Hilton Head Beach Condo

Welcome to your dream vacation rental in Hilton Head Island! Nestled in a prime location, this exquisite condo offers the epitome of coastal luxury and relaxation. As you step inside, you're greeted by a newly updated interior adorned with contemporary furnishings, creating a welcoming and comfortable atmosphere for you and your family. The spacious living area is perfect for unwinding after a day at the beach, featuring plush sofas and a flat-screen TV for your entertainment.

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.

4.91 out of 5 average rating, 147 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.

A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.

4.99 out of 5 average rating, 147 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**