Family-friendly holiday rentals in Hilton Head Island

A spacious pool area is visible, bordered by sun loungers and palm trees. The ocean can be seen in the background, with glistening sunlight reflecting off the water. A clear blue sky enhances the inviting atmosphere of the outdoor space.

4.91 out of 5 average rating, 219 reviews

Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR

☀️Time to BOOK YOUR HILTON HEAD ESCAPE. Wake up to sweeping oceanfront views from this top-floor Breakers villa, where sunrise steals the show. Watch dolphins & sip morning coffee on your private balcony, then walk just steps to the beach, pool, restaurants, and shopping at Coligny Plaza—no car required. Perfect for a romantic getaway or small family vacation, with exclusive deals on bikes & dolphin tours. This bright condo offers unbeatable location, privacy, and a stress-free island stay. 🐬🚲

Guest suite in Shelter Cove

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, 363 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.

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, 333 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!

A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.

4.97 out of 5 average rating, 335 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony ✨Top 1% Airbnb Home✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Volleyball & More HGTV Designer Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop Bradley Beach

A modern kitchen and living area feature stainless steel appliances, including a microwave and refrigerator. A spacious dining table is set for four, while a light-colored sofa offers comfortable seating. Soft blue accents complement the coastal decor, creating a relaxed atmosphere.

4.98 out of 5 average rating, 336 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

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.

4.97 out of 5 average rating, 289 reviews

Ocean View! Remodeled! Steps to beach/Pool/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!

Villa in Hilton Head Island

A spacious oceanfront pool area is surrounded by lush green landscaping, featuring lounge chairs and a shallow entry. A winding path leads toward the beach, with the ocean visible in the background, flanked by tall trees creating a serene atmosphere.

4.93 out of 5 average rating, 117 reviews

Modern Oceanfront Villa With Views and Heated Pool

Welcome to Villa Lucia, our oceanfront retreat on S. Forest Beach. Enjoy the ocean views from the balcony and convenient year-round heated pool just outside your door. The villa has been fully renovated with modern amenities and has personal touches throughout. Our location is unbeatable on S. Forest Beach between Coligny Beach and Sea Pines - Away from the crowds, but close enough (.5 mi) to bike or walk to all that’s offered. After a long day enjoy a drink with lush foliage and sea views.

A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.

4.96 out of 5 average rating, 204 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, 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! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! 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**

A serene bedroom space features a spacious bed with a light patterned coverlet. A mirror and a closet are visible, while a smart TV is positioned atop a white cabinet. Soft natural light enters the room through a nearby door leading to an adjacent area.

4.91 out of 5 average rating, 223 reviews

Ocean front condo with amazing ocean view!

Ocean front condo with amazing view of the ocean and beach from balcony. You are just steps to the beach. In addition, you will be within walking distance to Coligny Plaza with many great restaurants and shops. Guests get to enjoy the onsite pool, sun deck, and grilling area. Luggage carts are located by the pool and elevator to easily transport all your luggage to the condo. Fast upgraded wifi for streaming and work needs. No pets allowed. Preapproval required for service animals.

4.94 out of 5 average rating, 148 reviews

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.

Flat in Palmetto Dunes

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, 170 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 sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.

4.98 out of 5 average rating, 205 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, 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

Popular amenities for Hilton Head Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 125 reviews

A spacious living area is accentuated by vaulted ceilings and large windows, allowing natural light to fill the room. Comfortable sofas are arranged around a central coffee table, with decorative cushions adding color. A lamp and a decorative vase create a welcoming ambiance in this inviting space.

Home in Palmetto Dunes

Lovely 3BR in Palmetto Dunes w/ new pool & spa

The kitchen and dining area is equipped with modern appliances, including a microwave and coffee maker. A wooden table with six chairs is set for dining, while white cabinetry and light countertops create a spacious atmosphere. A sliding door provides access to the outdoor area.

4.97 out of 5 average rating, 103 reviews

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

Apartment in Palmetto Dunes

4.88 out of 5 average rating, 176 reviews

Renovated - Walk to Beach - 3 Pools - King Bed!

Two individuals are silhouetted against a vibrant sunset on the beach, with deep orange and purple hues reflecting on the water. The shoreline glistens, capturing the light while gentle waves lap at the sand. A fishing pole is anchored in the foreground.

4.97 out of 5 average rating, 153 reviews

Salty Tides ~ 2 BR/2 Bath ~ Short Walk to Beach!

A renovated kitchen features modern stainless steel appliances including a microwave, oven, and dishwasher. White cabinetry and granite countertops create a clean aesthetic. Ample storage is provided by drawers and cabinets, while laminate flooring adds a warm touch to the space.

4.99 out of 5 average rating, 208 reviews

1st Floor-Beach Access-2 Pools-Hot tub-Pickleball

Superhost

4.81 out of 5 average rating, 160 reviews

Beach Front Villa Oak Tree Lined Views to Water

Apartment in Palmetto Dunes

The living area features a sectional sofa with blue and neutral throw pillows. A textured round coffee table sits in front, surrounded by two accent chairs. Decorative wall art, consisting of various woven circles, adds visual interest. Light from table lamps enhances the inviting space.

4.94 out of 5 average rating, 135 reviews

Oceanfront Breathtaking Views

Superhost

A dining area features a wooden table set for six, accompanied by white chairs. Natural light flows through the window, illuminating the adjacent modern kitchen with stainless steel appliances and light cabinetry. A comfortable seating area is visible in the background.

4.8 out of 5 average rating, 250 reviews

Pool side condo just steps from beach boardwalk!

Family- and pet-friendly home rentals

Home in Hilton Head Island

The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.

5 out of 5 average rating, 103 reviews

98 Sandcastle Ct

4.98 out of 5 average rating, 108 reviews

A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.

Chalet in Sea Pines

180º Ocean Views, Treehouse "Siren's Lookout"

Superhost

A comfortable living area features light-colored sofas and a patterned armchair, complemented by a coffee table. Large sliding doors open to a patio with greenery visible outside. Decor includes calming art pieces and a ceiling fan, enhancing the relaxed ambiance of the space.

Townhouse in Hilton Head Island

4.8 out of 5 average rating, 162 reviews

Luxury Villa @ Great Price, Walk 2 Beach/Coligny

Home in Hilton Head Island

A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.

4.87 out of 5 average rating, 382 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms

4.8 out of 5 average rating, 104 reviews

A cozy living area is presented with a plush green sofa adorned with colorful pillows. A light-toned coffee table rests on a vibrant area rug. Natural light filters through sheer curtains, illuminating the space, which features a potted plant and sliding glass doors leading to an outdoor area.

Apartment in Sea Pines

Family/Couples Condo Retreat - Walk to Beach/Shops

A serene pool area is surrounded by lush greenery, with a paved walkway leading to the water. Several lounge chairs are positioned near the pool, which is framed by a low fence. Mature trees provide ample shade, enhancing the tranquil atmosphere.

4.85 out of 5 average rating, 178 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

4.95 out of 5 average rating, 118 reviews

The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.

Bungalow in Sea Pines

Closest to Beach Path, Screened Porch, 1 dog ok

4.91 out of 5 average rating, 123 reviews

The open living area features new reclining furniture arranged around a coffee table. A flat-screen TV is positioned on a media console against the wall. Light-colored tiles and a patterned area rug enhance the spaciousness, complemented by a ceiling fan and decorative shelving.

Villa in Palmetto Dunes

Walk to the Beach, One Level Villa, COMFY beds

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 214 reviews

Easy Breezy at Hilton Head Beach & Tennis

A living area is characterized by a comfortable seating arrangement, featuring a light-colored sofa and a patterned armchair. A wooden coffee table is placed centrally, and a television is mounted above a decorative fireplace. Large windows provide views of the outdoor deck and surrounding greenery.

4.98 out of 5 average rating, 131 reviews

1BR/2BA condo w/private beach access in Shipyard

A bright kitchen and dining area is featured, showcasing light wooden cabinetry, stainless steel appliances, and a dining table with four chairs. A large flat-screen TV is mounted on the wall, and tasteful decor adds a cozy touch to the space. Natural light fills the room.

4.96 out of 5 average rating, 116 reviews

Beach Front Resort - Ocean View King Bed

Villa in Hilton Head Island

A serene view of a sunset over the ocean is framed by a railing, with silhouettes of trees in the foreground. The horizon displays vibrant orange and yellow hues against a deepening blue sky, providing a tranquil backdrop to the surrounding landscape.

4.92 out of 5 average rating, 377 reviews

Direct Ocean Front S. Forest Beach

A three-story building is depicted with multiple balconies overlooking a paved driveway. Lush palm trees line the area, providing a tropical feel. The sky is partly cloudy, suggesting a bright atmosphere. Parking spaces are visible, adding convenience for guests.

4.98 out of 5 average rating, 271 reviews

Coastal King Beach Flat Convenient to Everything!

The living area is furnished with a large sectional sofa and a single armchair, oriented around a flat screen TV mounted on the wall. A wooden coffee table is centered in the space, and natural light enters through the window adorned with sheer white curtains. Decorative wall art and a shelf with various items are present.

4.96 out of 5 average rating, 136 reviews

Newly Renovated: Island Hideaway on Hilton Head

An aerial view captures the layout of the Hilton Head Beach & Tennis Resort. The image showcases the buildings set amidst green landscaping, with a central pool area visible, surrounded by lounge chairs. A sandy path leads directly to the beach, framed by low wooden fencing.

4.83 out of 5 average rating, 142 reviews

Hilton Head 2br/2ba Condo -Newly Updated

A modern kitchen features a spacious island with seating for two and stainless steel appliances. White cabinetry is complemented by blue and white patterned backsplash tiles. Natural light floods in through large windows, enhancing the inviting atmosphere of the open-plan living area.