Family-friendly vacation rentals in Hilton Head Island

4.98 out of 5 average rating, 121 reviews

A lounge area features a comfortable sofa adorned with decorative cushions. A round coffee table sits in front of it, surrounded by a soft area rug. A large wall-mounted television is complemented by a striking maritime mural, while natural light filters through blue drapes.

Condo in Shipyard

Hilton Head Island VILLA: STEPS 2 Beach & Coligny!

Welcome to The Hilton Head Islander! A cozy retreat meticulously maintained for up to 6 guests. Situated in North Forest Beach, it's near Hilton Head's treasures beaches, bars, shops, and eateries. Enjoy a 6-min walk to the beach and the beautiful Celebration Park and 2-min walk to Coligny Plaza! Essentials like toiletries, Kcups, beach gear, & more are provided. While cozy with one bathroom, your comfort is guaranteed. Relax by the onsite pool and enjoy the spectacular beaches. Enjoy your stay!

FamilyIndoor spacesPool

4.95 out of 5 average rating, 109 reviews

Steps to Beach, Pool, 5BR, Great Location

Make this brand new (2023) custom built home, Sur La Mer at Burkes Beach, your vacation destination! This 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people and features a heated private pool* and a short walk to the beach. Sur Le Mer is located just steps from beach access and right next to Chaplin Community Park (basketball, playground, tennis, baseball diamond and open field). It's also short drive to local restaurants, bars, grocery store

Indoor spacesKitchenHospitality

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, 319 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!

KitchenFamilyLocation

A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.

5.0 out of 5 average rating, 113 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

Indoor spacesKitchenAccuracy

A bright living area is presented with a cozy arrangement of a spacious sofa and a gray loveseat. Natural light filters through window treatments, highlighting a round coffee table and decorative accessories. A console table with a mirror and a soft lamp complete the inviting space.

4.94 out of 5 average rating, 108 reviews

Hilton Head Island Beach Cottage/House

Our house is located on the southern end of Hilton Head Island in the North Forest Beach neighborhood. The house is an easy 5 minute walk to Hilton Head's beautiful beach. Heron St offers its own private beach walk. It’s also a 10 minute walk to Coligny Plaza, offering local shopping, restaurants, and a grocery store. The house features a delightful outdoor shower, 2 bicycles and a shed loaded with 2 beach chairs, boogie boards, a frisbee and a surf fishing pole and tackle. STR Permit# 073978

FamilyKitchenDecor

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.

5.0 out of 5 average rating, 123 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

FamilyIndoor spacesLaundry

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, 117 reviews

6 BR, Sleeps 26, Beach Time

Just a short walk down Folly Field to the beach & locally managed by the Owner. This brand new beach house has 6 bedrooms and 4 full bathrooms. Linens, Bath Towel sets & Pool Towels included. An Amazing bunk room/play room with 6 full size bunk beds, high end furnishings, fully equipped kitchen, dining for the entire crew, 2 huge balconies with lovely lagoon views, large outdoor living area with television and shaded pool. We have thought of everything & we are at your service! PN: 040312

Indoor spacesFamilyLayout

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, 310 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! #072058

FamilyKitchenLayout

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, 378 reviews

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! 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!

FamilyKitchenHospitality

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.

4.97 out of 5 average rating, 134 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.

KitchenIndoor spacesAccuracy

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.

4.99 out of 5 average rating, 452 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.

Indoor spacesKitchenGetting around

A light-filled living area features a cozy seating arrangement with a white sofa and a coffee table. The kitchen can be seen in the background, highlighting modern cabinetry and a casual dining setup. Natural textures are present through the woven rug and wood accents.

4.83 out of 5 average rating, 193 reviews

Close to BEACH bar&grill! Sleeps 6, 2 bed 2 bath!

5 minute walk to closest beach(with beach bar). 19 minute walk to Coligny beach! COME STAY at this charming beach-walk community! The pool is at the bottom of the stairs, 3/4 of a mile to Coligny circle with grocery store, shops, and restaurants. “COPPERTONE DAYS” features: 4 twin beds(memory foam), a master bedroom/master bath, laundry room, and a stocked kitchen+ highchair and a crib! We can usually accommodate early arrivals! Short term rental permit#: 029154

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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

Superhost

A serene beach scene features gentle waves lapping at the shore under a soft pastel sky. The moon hovers above the horizon, casting a warm glow over the water. A distant figure is seen walking along the wet sand, contributing to the tranquil atmosphere.

4.89 out of 5 average rating, 251 reviews

Oceanside Beach Retreat

FamilyIndoor spacesValue

4.98 out of 5 average rating, 103 reviews

A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.

Treehouse in Sea Pines

Harbour Town Tree House | Private Office | HT Pool

Indoor spacesFamilySleep quality

A clear view of the ocean is visible from the balcony, showcasing a sandy beach lined with colorful umbrellas. Gentle waves roll onto the shore, and distant figures can be seen enjoying the beach. Lush greenery frames the foreground, enhancing the coastal scene.

4.91 out of 5 average rating, 132 reviews

Oceanfront, 3rd floor, King Bed

Indoor spacesKitchenQuiet

A thatched-roof pavilion offers shaded seating, featuring white patio furniture arranged around circular tables. The sun rises in the background, casting a warm glow, while a sandy beach and volleyball court are visible nearby, creating a welcoming space for relaxation and social gatherings.

4.9 out of 5 average rating, 238 reviews

Across from the beach and Coligny Plaza!

Indoor spacesKitchenCleanliness

A welcoming living area is furnished with a dark sofa and a light-colored armchair. A wooden coffee table sits in the center, complemented by decorative elements. A wall-mounted Smart TV is positioned across from the seating, and large windows allow natural light to brighten the space.

4.95 out of 5 average rating, 115 reviews

Lovely Beachside Villa w/ Resort Amenities

FamilyKitchenCheckout

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.

4.76 out of 5 average rating, 156 reviews

Relax and Unwind at this Ocean Front Resort

FamilyIndoor spacesValue

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.

4.98 out of 5 average rating, 232 reviews

1st flr villa few mins walk to beach pools & pball

Indoor spacesKitchenDecor

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.

4.97 out of 5 average rating, 238 reviews

Oceanfront Luxury! KING BED Beach Bar & Pickleball

Indoor spacesFamilySleep quality

Family-friendly home rentals with air conditioning

Superhost

A welcoming living area features a light grey sofa adorned with blue and white accent pillows. A modern kitchen with sleek cabinetry and stainless-steel appliances is visible, complemented by two wicker stools at the counter. Art depicting herons hangs on the wall.

4.85 out of 5 average rating, 186 reviews

HHB&T 3 min walk to the sand

FamilyIndoor spacesAir conditioning

The private balcony features a dining table surrounded by chairs, offering serene lagoon views. Lush greenery frames the area, contrasting with the smooth wooden railing. Light filters through the trees, creating a peaceful outdoor setting, ideal for enjoying meals or morning coffee.

4.92 out of 5 average rating, 103 reviews

Island Club Condo: Beach, Pool, Gym, Pickleball

KitchenIndoor spacesPool

A modern kitchen area is showcased with stainless steel appliances and white cabinetry, complemented by a light wooden countertop. A cozy seating area is indicated by a curved sofa, while a large television sits on a wooden stand, enhancing the welcoming ambiance.

4.88 out of 5 average rating, 239 reviews

Top Floor- Ocean Views- Coastal Living

FamilyKitchenPool

4.97 out of 5 average rating, 108 reviews

A bright living area is filled with soft furnishings in soothing tones. Two comfortable couches are positioned around a central coffee table, while light streams in through sliding glass doors that open to a private patio. Decorative beach-themed artwork adds a touch of coastal charm.

Villa in Sea Pines

HHI South Forest beach/WLK TO BEACH, dining, pool

FamilyKitchenSleep quality

4.86 out of 5 average rating, 121 reviews

The private heated pool area features a calming blue water surface surrounded by a stone patio. Five lounge chairs are positioned for relaxation, and a grill is located nearby, with lush greenery providing a natural backdrop and a view of the golf course beyond.

Home in Palmetto Dunes

Palmetto Dunes House: Private Pool, PDBeach, Golf

FamilyIndoor spacesLayout

A newly constructed beach house is shown from the front, featuring a light blue exterior and a welcoming porch. Palm trees frame the scene, complemented by manicured landscaping. A driveway leads to a two-car garage beneath the home, creating a spacious entryway.

4.98 out of 5 average rating, 87 reviews

Beach House, Elevator, Sleeps 12

Indoor spacesFamilyLaundry

Apartment in Palmetto Dunes

4.93 out of 5 average rating, 14 reviews

Incredible Hilton Head condo - private beach!

FamilyBeachCondition

5.0 out of 5 average rating, 15 reviews

Home in Sea Pines

Luxury Pool Home in Sea Pines | Sleeps 15

FamilyIndoor spacesSleep quality

Family-friendly home rentals with a kitchen

5.0 out of 5 average rating, 15 reviews

Family Retreat | 1 Min to Beach | Pool Spa Theater

KitchenFamilyHospitality

4.95 out of 5 average rating, 44 reviews

Brand New Lux Condo - Ocean View! Steps to Beach!

Indoor spacesFamilyLocation

Superhost

An aerial view captures a row of elegantly designed homes nestled along a sandy beach. Lush greenery and palm trees frame the properties, enhancing the coastal landscape. The azure sky complements the serene beachfront, creating a harmonious blend of nature and architecture.

Home in Shipyard

4.87 out of 5 average rating, 45 reviews

Luxury home/tiki bar/pool/private beach boardwalk

KitchenIndoor spacesHospitality

4.88 out of 5 average rating, 73 reviews

A spacious living area is highlighted by vaulted ceilings and natural light streaming through plantation shutters. Comfortable seating arrangements are created with light-colored sofas adorned with decorative pillows. A prominent fireplace is complemented by built-in shelves displaying books and decorative items.

Home in Sea Pines

SeaPines - Private Beach Path, Private Pool, Bikes

Indoor spacesKitchenWalkability

4.93 out of 5 average rating, 45 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

Indoor spacesKitchenCondition

Luxe

Villa in Sea Pines

5.0 out of 5 average rating, 7 reviews

1832 Beachside Tennis, Sea Pines: Beachfront Villa

Indoor spacesFamilyComfort

4.91 out of 5 average rating, 79 reviews

Treehouse in Sea Pines

CoCo's Island Treehouse

Indoor spacesFamilyNearby

The exterior of the home is illuminated at night, highlighting a modern pool with vibrant blue lighting. The landscaped yard features well-maintained grass, a golf hole, and inviting lounge chairs near the pool. The cozy façade shows architectural details, adding charm to the scene.