Family-friendly vacation rentals in Hilton Head Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hilton Head Island

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

%{current} / %{total}1 / 1
Top guest favorite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 319 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!

Top guest favorite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 278 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!

Top guest favorite
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.
Condo in Hilton Head Island
4.91 out of 5 average rating, 212 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.

Top guest favorite
A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.
Condo in Hilton Head Island
4.98 out of 5 average rating, 163 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

✨ Airbnb Top 5% Guest Favorite ✨ Oceanfront Building! BIG Ocean Views Steps to Beach & Poo! 100% NEW HGTV Designer Renovation! KING BED Expanded Bedroom Two 65" SmartTVs Coastal Decor Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen & Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Beachfront Bar & Grille (Misc. Hours) Sports Bar FREE Gym, Pickleball, Tennis Basketball, Volleyball & More Bike Rental Gated 24 Hour Security Free Seasonal Trolley 4 Beach Boardwalks

Guest favorite
Large windows frame stunning ocean views, allowing natural light to flood the room. A flat-screen TV is positioned on a glass stand opposite the windows, with a white shelving unit displaying decorative items. The space features maple hardwood flooring and a sliding glass door leading to an outdoor area.
Apartment in Hilton Head Island
4.82 out of 5 average rating, 177 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Guest favorite
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.
Condo in Hilton Head Island
4.85 out of 5 average rating, 165 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.

Superhost
A comfortable living area features a beige sofa and a cozy chair, complemented by a decorative ottoman. Natural light illuminates the space from sliding glass doors leading to a patio, while serene artwork with ocean themes adorns the wall.
Apartment in Hilton Head Island
4.81 out of 5 average rating, 156 reviews

1st Floor Beach-Side Villa Resort

Welcome to our beautiful Hilton Head villa! This is a 2 bedroom, 2 bathroom 1st-floor villa in a quiet gated community located within a 5-minute walk from a beautiful beach with a private entrance. Parking for the villa is steps from the door, with shops & restaurants nearby. Perfect for family vacations, golf, and business trips. The gated community has 10 tennis courts, 2 large outdoor swimming pools, a hot tub, racquetball courts, fitness centers & playground. $100 late checkout fee

Guest favorite
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.
Villa in Hilton Head Island
4.96 out of 5 average rating, 103 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.

Top guest favorite
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.
Apartment in Palmetto Dunes
4.94 out of 5 average rating, 130 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.

Top guest favorite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 189 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 5% 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

Guest favorite
A combined living and sleeping area features a gray couch with decorative pillows, a small coffee table, and a light-colored area rug. A twin bed with a white quilt and pillows is visible in the background, with large windows draped in yellow curtains allowing natural light to enter.
Guesthouse in Hilton Head Island
4.93 out of 5 average rating, 231 reviews

Alli B's Air B and B-Great Country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

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, 402 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.

Popular amenities for Hilton Head Island family-friendly rentals

When is the best time to visit Hilton Head Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,566 GYDG$37,449 GYDG$43,934 GYDG$48,746 GYDG$47,491 GYDG$55,232 GYDG$57,533 GYDG$48,328 GYDG$41,842 GYDG$37,658 GYDG$36,193 GYDG$36,612 GYD
Avg. temp10°C12°C16°C19°C23°C27°C28°C28°C25°C20°C15°C12°C

Quick stats about vacation rentals that are family-friendly in Hilton Head Island

  • Total vacation rentals

    Explore 5,170 vacation rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 104,610 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 920 rentals that welcome pets

  • Vacation rentals with a pool

    4,640 properties feature pools

  • Rentals with dedicated workspaces

    2,800 properties have a dedicated workspace

  • Wi-Fi availability

    5,070 of Hilton Head Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hilton Head Island rentals

  • 4.7 Average rating

    Hilton Head Island stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore