Family-friendly vacation rentals in Hilton Head Island

A dining table is set for six with blue plates and clear glasses. The kitchen is visible in the background, featuring white cabinets and major appliances. A light fixture illuminates the space, while a cozy living area is accessible through an open doorway.

4.86 out of 5 average rating, 318 reviews

Gorgeous villa, private beach access, HH Resort

Indulge in our serene & beautiful 2 bedroom beach villa with a comfy king bed. Private terrace off the master bedroom and located on the top floor so no noise above you. Our oceanside gated Resort community awaits you with private beach access-just a short walk over our picturesque boardwalk and all resort amenities are included. Shelter Cove shops, restaurants & supermarket are nearby and we are next door to Palmetto Dunes golf course. Great for families or couples. Perfect mid island location!

4.82 out of 5 average rating, 120 reviews

A sandy pathway bordered by lush palm trees leads toward the beach. Bright blue skies with scattered clouds are visible above, creating a serene coastal atmosphere. The walkway provides easy access from the lush greenery to the sandy shore.

Condo in Palmetto Dunes

Walk to the Beach - Oceanside Resort 2BR Condo

Your Hilton Head Island beach getaway! Our condo, located at Hilton Head Resort, has all the comfort and conveniences of home. Our unit is in building 3 which includes a heated indoor pool, a jacuzzi, and fitness center. The resort also has two outdoor pools, Cocos on the Beach for food and drinks (March-October), a pool bar, island deli, tennis courts, pickleball, and beach volleyball. Seasonal shuttle (March-Sept.) will take you to the beach or take a scenic 10 minute walk from our unit.

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, 315 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 decorative shelving unit displays an assortment of illuminated lighthouses in various colors. The vibrant lighting creates a calming ambiance, highlighting unique designs in each lighthouse. Darker corners contrast with the radiant colors, enhancing the visual appeal of the arrangement.

4.98 out of 5 average rating, 177 reviews

"Beach Time" - a cozy HHI Condo, steps from beach

No price increase. Low cleaning, low gate fees! Check out my beach-skybox-hhi. HHI Beach & Tennis is a beachfront resort with many vacation amenities. Our condo is on first floor of Ocean Villas B, close to the pool and beach activities but far away enough from noise of pool and restaurant. Our condo is 2-3 minutes from the beach. For your health and comfort, we have an air system, ozonizer, AC and dehumidifier. Check out our other condo, beach-skybox-HHI. It has a panoramic view of the beach

A spacious kitchen featuring sleek white cabinetry and a large marble island with seating for four. Modern appliances, including a stainless steel refrigerator and oven, are visible, along with a stylish black backsplash that complements the overall design.

4.9 out of 5 average rating, 105 reviews

Luxe Hilton Head Beach Villa w/ Pool Views

Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

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.

4.9 out of 5 average rating, 208 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 view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.

4.95 out of 5 average rating, 274 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a

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.

4.93 out of 5 average rating, 214 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.

Apartment in Palmetto Dunes

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.

4.94 out of 5 average rating, 127 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 bright living area features a comfortable sofa and additional seating, including a wicker chair. A coffee table sits on a decorative rug, while large sliding glass doors allow natural light and views of the outdoors. Simple decor adds a relaxed beach ambiance.

4.94 out of 5 average rating, 161 reviews

Stay by the Beach ⛱ Eat & Shop at Coligny plaza!

Park your car and walk to everything! This beautiful 2 bedroom/1.5 bath 2-storey beach villa is perfect for your family vacation, couple's getaway, or remote work location! This location can't be beat. Just across the street from a public beach access path, and a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants) & the brand new Low Country Celebration Park! I also provide beach chairs, umbrella, and beach cart for your convenience during your stay

The living area showcases a light blue sofa adorned with decorative pillows, complemented by a brown ottoman. A wooden table sits beside an equipped kitchenette featuring modern appliances. Large glass doors allow natural light and provide access to the outside balcony.

4.78 out of 5 average rating, 206 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.

Guesthouse in Hilton Head Island

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.

4.94 out of 5 average rating, 224 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

Popular amenities for Hilton Head Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

5 out of 5 average rating, 17 reviews

Luxury Oceanfront KING BED 75"TV Pickleball Tennis

Apartment in Hilton Head Island

A cozy living area is highlighted by a round glass table atop a soft rug. Large sliding glass doors allow natural light to fill the space and provide a view of the blue sky and surrounding greenery. A wicker lamp and throw pillows add to the inviting decor.

4.95 out of 5 average rating, 42 reviews

Oceanfront Villa with pool

A comfortable living area features a blue sofa with yellow accent pillows, complemented by a patterned armchair. A textured area rug covers the floor, and a coffee table with a tray is centrally positioned. Natural light filters through sheer curtains, creating a warm ambiance.

4.9 out of 5 average rating, 163 reviews

Coastal Comfort! Condo in beachfront resort.

The kitchen is equipped with white cabinetry and a matching countertop. A stove and microwave are visible, along with a refrigerator. A small window is adorned with a lace curtain, allowing natural light to brighten the space. A water dispenser adds convenience.

4.86 out of 5 average rating, 259 reviews

Hilton Head Island Condominium

Villa in Hilton Head Island

The Ocean Palms sign stands prominently among lush greenery and flowering plants. Palm trees surround the area, enhancing the tropical ambiance. A pathway and adjacent building are visible in the background, suggesting proximity to the accommodations.

4.86 out of 5 average rating, 29 reviews

3 BR/3 B Ocean Palms Villa with Westin Amenities

5 out of 5 average rating, 3 reviews

Walk to beach - 2BD/2BA retreat

5 out of 5 average rating, 62 reviews

A bright kitchen area features modern appliances, including a stainless-steel refrigerator and a spacious island with seating. Soft lighting illuminates the open space, which flows seamlessly into a dining area with a window offering natural light.

Villa in Palmetto Dunes

Beach & Birdie Kid Friendly Close to Beach & Golf

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.

4.93 out of 5 average rating, 144 reviews

Modern, Stylish Hilton Head Condo on Serene Beach

Family-friendly home rentals with air conditioning

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

4.99 out of 5 average rating, 93 reviews

6 BR, Sleeps 26, Beach Time

A charming beach cottage is framed by mature trees and lush landscaping. A pathway of gravel leads to the entrance, featuring a well-maintained lawn. An American flag is displayed prominently, enhancing the welcoming atmosphere of the exterior.

5 out of 5 average rating, 49 reviews

Curlew Cottage steps to sand & shops. NFL Ticket!

Cottage in Daufuskie Island

A shaded porch area features a swing bed draped with a blue patterned blanket and accented by decorative pillows. Surrounding plants hang from the ceiling, and a coffee table is set with candles and natural decor. Comfortable seating is provided by white wicker chairs.

4.95 out of 5 average rating, 118 reviews

Only 200 Yards From The Beach ! Ocean View !

The image displays a large swimming pool surrounded by lounge chairs, with a view of the sandy beach and ocean beyond. The shoreline features umbrellas for shade, while the landscape includes greenery and distant beachgoers enjoying the sun.

4.72 out of 5 average rating, 133 reviews

Relax and Unwind at this Ocean Front Resort

4.96 out of 5 average rating, 27 reviews

Direct oceanfront, first floor, 65" TV, elite golf

4.98 out of 5 average rating, 47 reviews

An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.

Home in Sea Pines

Sea Pines Villa - Walk to Beach, Golf and Tennis

A shaded outdoor dining area showcases a spacious wooden table surrounded by black chairs. An umbrella provides protection from the sun, while palm trees and ocean views create a serene backdrop. Nearby, a gas grill is situated for outdoor cooking.

5 out of 5 average rating, 28 reviews

Oceanfront Villa Pool & Beach Access Hilton Head

5 out of 5 average rating, 73 reviews

A scenic view of the waterway at sunset, featuring gentle reflections of a pastel sky. Lush marshland and distant trees line the banks, enhancing the natural beauty of the surrounding landscape.

Condo in Shelter Cove

Pet friendly condo with amazing Broad Creek views

Family-friendly home rentals with Wifi

4.99 out of 5 average rating, 97 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"

5 out of 5 average rating, 27 reviews

A private residence is set among tall trees, featuring a spacious patio area with a circular pool at its center. A barbecue grill and poolside loungers are visible, surrounded by natural landscaping, creating a serene outdoor retreat.

Home in Sea Pines

Starfish Beach House with Pool and Bikes

4.91 out of 5 average rating, 54 reviews

A modern living area features a spacious sectional sofa with a wooden coffee table in front. Stainless steel appliances and white cabinetry are visible in the kitchen area. A dining table with light-colored chairs is situated in the background, illuminated by pendant lighting.

Apartment in Sea Pines

Newly updated in Forest Gardens

5 out of 5 average rating, 7 reviews

A view of the resort's building complex is presented, featuring multiple balconies and terracotta roofs. The outdoor pool is visible, surrounded by greenery and lounge chairs. A tranquil waterway lies in the background, with natural landscapes of grass and trees framing the scene.

Condo in Shelter Cove

Marriott Sunset Pointe - 2BD

Apartment in Hilton Head Island

A vibrant sunrise is captured over the Atlantic Ocean, with the sun rising above the horizon. Silhouetted palm trees in the foreground create a contrast against the warm hues of orange and red in the sky, reflecting the tranquility of the scene.

4.84 out of 5 average rating, 25 reviews

Oceanfront Villa Morning Sunrises!

4.93 out of 5 average rating, 15 reviews

Home in Sea Pines

FREE Pool Heat - Luxury Home - Pet Friendly

Aerial view of a private backyard featuring a kidney-shaped pool surrounded by a natural stone patio. Comfortable lounge chairs are positioned by the pool, and a covered area with overhead beams houses an outdoor kitchen. A fenced perimeter ensures privacy.

5 out of 5 average rating, 38 reviews

54 Folly Field Rd - Amazing Beach Home with Pool

A seating area features a brown leather sofa and a wooden coffee table, positioned on an area rug with blue and beige patterns. Sunlight enters through large sliding glass doors, illuminating the space. A unique artwork and decorative elements enhance the room's character.