Family-friendly holiday rentals in Hilton Head Island

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, 328 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 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, 332 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.

The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.

4.97 out of 5 average rating, 285 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!

The living area features a light-colored sofa and a glass coffee table, with a view of the resort through sliding glass doors. Soft-hued walls complement the decor, while mirrored panels reflect natural light, enhancing the spacious feel. A dining table with seating for four is visible in the background.

4.94 out of 5 average rating, 125 reviews

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

Charming villa with everything you need for the perfect beach getaway- just steps from the sand! Elevated 1st floor, END UNIT offers lots of natural light and ramp for easy access. Situated in desirable C building, closest to beach, pool and Jamaica Joe'z restaurant/ tiki bar. 2 FREE bikes, chairs & beach towels! HHBT Resort provides gated security and countless amenities, including the island's largest oceanfront pool, multiple restaurants/ bars, tennis courts, playgrounds & fitness center.

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, 218 reviews

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

ASK ABOUT OFF SEASON SPECIALS. Stunning ocean views from 325 Breakers. Perched on the top floor, your private balcony is ideal for dolphin-watching & sipping morning coffee. Steps to the beach, the villa offers relaxation & play. Guests explore dining & shopping options across the street at Coligny. Island golf, tennis, bike paths etc. ensure there’s something for everyone. Ideal for a romantic getaway or small family vacation, with discounts on bikes & dolphin tours for your island escape.

A modern kitchen area is showcased with navy blue cabinets and stainless steel appliances. A large island with seating for four is highlighted, and natural light filters in through the window. A cozy living room area is adjacent, featuring a stylish brown leather sofa.

4.87 out of 5 average rating, 126 reviews

Oceanfront Villa on Hilton Head Island!

This one bedroom, one bath oceanfront Villa is a third floor end unit that sleeps 5. There’s an adjustable queen bed, a set of bunk beds (Intended for children) and a twin sleeper sofa. It is a three minute walk to the sandy shores of Hilton Head Island. The gated resort has these amenities: two pools (one of which is the largest beach front pool on the island), 10 tennis courts, pickle ball courts, fitness center, bike rental, playground, and three restaurants. Reserve your vacation today!

Cottage in Hilton Head Island

The exterior of the cottage is depicted, showcasing a two-story design with light-colored siding, surrounded by landscaped shrubs and greenery. A pathway leads to the entrance, flanked by a wooden railing, inviting access to the home.

4.92 out of 5 average rating, 121 reviews

Shipyard! - Private Beach & Golf! Pet Friendly!

This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.

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, 115 reviews

Beach Front Resort - Ocean View King Bed

OCEAN VIEW-Amazing View-Beachfront 3 MINUTE WALK to the ocean Beachfront condo- Hilton Head Island Beach and Tennis Resort. - Hilton Head is the # 1 rated island by Conde Nast. A tropical landscape- miles of beaches, bike trails, restaurants, boating, fishing, and golf galore. Sleeps 4- 1 KING BED w/bunks in the same room Bunks are NOT twin-size; they are kid-size. Beachfront RESORT, private beach, three restaurants, beachfront pool, Tennis/Pickleball, fitness center & bike rental.

Villa in Hilton Head Island

The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.

4.96 out of 5 average rating, 106 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

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, 200 reviews

Luxury Oceanfront! 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

4.77 out of 5 average rating, 212 reviews

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Freshly decorated in coastal decor, this beachfront condo sleeps up to 4 and is located right by Coligny, Hilton Head's chicest neighborhood. Freshly furnished unit includes a spacious king bed and queen sofa sleeper, both fitted with luxurious memory foam mattresses. Just a three minute walk to sandy beaches, and you can catch a glimpse of gentle tides from your own private balcony! The villa is full of amenities including beach chairs, beach umbrella, games and much more.

A neatly arranged bedroom features a spacious bed with a light-colored knitted blanket. Natural light filters through a nearby window, illuminating the room. Decorative wall art, displaying leaf motifs, complements the neutral color palette, while a circular mirror adds depth and brightness.

4.89 out of 5 average rating, 268 reviews

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

Oceanfront building with a side view of the ocean from the balcony. Park your car and walk to everything. This beautiful 2 bed/2 bath beach condo is perfect for your family vacation or romantic getaway. No streets to cross to get to the beach! Location, location, location. Gated entry, private, and just a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants). I also provide beach chairs, umbrella, and beach cart for your convenience during your stay!

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

A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.

4.99 out of 5 average rating, 136 reviews

Beach condo with pool and stunning nature views

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 serene beach scene showcases a wide expanse of sandy shore bordered by gentle waves under a clear blue sky. The shoreline leads toward distant buildings, creating a tranquil atmosphere at the water's edge.

4.88 out of 5 average rating, 128 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

4.86 out of 5 average rating, 319 reviews

Gorgeous villa, private beach access, HH Resort

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, 249 reviews

Pool side condo just steps from beach boardwalk!

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

A wooden boardwalk stretches over a marsh, leading towards a scenic view. Lush greenery flanks either side, while a detailed sign provides information about the area. Soft clouds float in a bright blue sky, enhancing the natural beauty of the surroundings.

4.89 out of 5 average rating, 119 reviews

Stylish 2BD/2BA beach villa at Hilton Head Resort

Superhost

A light and airy living space is captured, featuring a comfortable sofa and a wooden coffee table on a colorful area rug. Natural light enters through large windows with vertical blinds, illuminating shelves that display decor. A dining area with wooden chairs is visible in the background.

4.83 out of 5 average rating, 142 reviews

Salt Sand and Serenity! The great escape to HHI

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, 100 reviews

98 Sandcastle Ct

4.99 out of 5 average rating, 177 reviews

The bedroom features a spacious bed with a white quilted coverlet, flanked by two bedside tables with blue lamps. Framed by floral-patterned curtains, the room is illuminated with natural light, creating a serene environment.

Flat in Bluffton

Gorgeous one bedroom carriage house

4.94 out of 5 average rating, 122 reviews

An inviting living space features a sectional sofa, a wooden coffee table, and a dining area with several chairs. Natural light illuminates the room through multiple windows, highlighting the coastal-inspired decor and airy layout. A chandelier complements the open, relaxed atmosphere.

Home in Palmetto Dunes

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

4.99 out of 5 average rating, 236 reviews

A serene bedroom is presented with a light color palette. A spacious bed adorned with soft blue pillows is positioned in front of a large window with white blinds. A wooden bench sits at the foot of the bed, featuring neatly arranged towels. A side table with lamps and a decorative piece enhances the inviting space.

Home in Bluffton

Old Town Bluffton Home + Golf Cart No Cleaning Fee

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, 380 reviews

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

4.8 out of 5 average rating, 103 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, 177 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

4.91 out of 5 average rating, 120 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

Superhost

A sweeping view of the beach is captured from a balcony, showcasing a sandy shore lined with umbrellas and beach chairs. Lush green vegetation leads to the water, where gentle waves meet the coastline under a clear blue sky.

4.8 out of 5 average rating, 82 reviews

Palmetto Dunes - Captains Walk, Penthouse View

An open living area features plush seating, including a blue chair, a light sofa, and a coffee table. Natural light filters through sliding glass doors that lead to a patio. A wall-mounted flat-screen TV is visible, and a dining area with a round table is nearby.

4.95 out of 5 average rating, 130 reviews

Island Song 2:Updated; 2B/2B; 7 min walk to Beach!

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, 330 reviews

Luxury Oceanfront! KING BED 65"TV Pickleball & BAR

A stretch of sandy beach is depicted under a bright sky, featuring three blue umbrellas positioned over wooden lounge chairs. Gentle ocean waves are seen rolling onto the shore, and the sun reflects off the water, creating a serene coastal atmosphere.

4.97 out of 5 average rating, 210 reviews

Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa

4.98 out of 5 average rating, 124 reviews

The exterior of the villa features a modern design with natural wood siding. A spacious deck is adorned with a railing and small plants, providing a welcoming entrance. Large windows allow natural light into the home, surrounded by lush greenery.

Bungalow in Sea Pines

Sea Pines Resort , 5 Minute Walk to the Beach!

A sandy path leads through lush greenery to the beach, framed by tall grasses. The ocean can be seen in the distance under a sky filled with soft clouds. Beachgoers are visible enjoying the shoreline.

4.84 out of 5 average rating, 264 reviews

#BEACHES ARE OPEN-VILLA W/ POOL, BEACHFRONT RESORT

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, 270 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.