Family-friendly vacation rentals in Hilton Head Island

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

Amazing vacation memories are waiting for you at our newly renovated 1st floor villa in Fiddlers Cove. STR Permit# 24587. It’s a 6-7 minute walk to Folly Field beach with private beach access and THE best sunrises. World class golf courses plus amazing restaurants are all close by. Enjoy our 2 pools, hot tub, racquetball, pickleball, and tennis courts and there is also a gym. Pools open March 1 - Oct 31, hot tub open year round. Hop on the scenic walking and bike paths and explore the island.

FamilyIndoor spacesValue

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!

FamilyKitchenCheckout

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

KitchenFamilyAccess

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!

KitchenFamilyNearby

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, 318 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!

Indoor spacesFamilyCheck-in

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.

KitchenFamilyAccuracy

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.

4.95 out of 5 average rating, 146 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.

Indoor spacesKitchenWalkability

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, 116 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

KitchenFamilyQuiet

An aerial view captures a large pool shaped like a star, surrounded by lounge chairs. The pool area is complemented by umbrellas and seating, with a sandy beach and the ocean visible in the background under clear blue skies.

4.9 out of 5 average rating, 239 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March 2026 and completely redesigned from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa. Wake up to sunrise over the Atlantic, grab coffee on your private balcony, and walk to the beach in under two minutes. Spend the afternoon at Hilton Head’s largest oceanfront pool before ending the day with dinner and live music just steps from your condo. Beach chairs, wagon, pickleball, tennis, free parking, & close to the building's only elevator.

Indoor spacesFamilyLayout

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!

FamilyIndoor spacesQuiet

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, 451 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 spacesKitchenAir conditioning

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.

4.92 out of 5 average rating, 201 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. The 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) and Celebration Park! I also provide beach chairs, umbrella, and beach cart for your convenience during your stay. #021800

Indoor spacesKitchenValue

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

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!

Indoor spacesKitchenComfort

4.94 out of 5 average rating, 146 reviews

Condo in Palmetto Dunes

Spacious Villa in Hilton Head Resort! STR#024945

Indoor spacesFamilyQuiet

A private pool area is featured, showcasing a clear blue pool surrounded by paved decking. Several lounge chairs are positioned nearby, accompanied by a shaded cabana area with seating. Bright pink inflatable flamingos float in the water, enhancing the relaxing ambiance.

4.97 out of 5 average rating, 135 reviews

Resort-Style Pool, Cute House 88 Steps to Sand

Indoor spacesKitchenAccuracy

4.9 out of 5 average rating, 104 reviews

A calm beach scene is captured at dusk, featuring gentle waves lapping at the shore. The horizon showcases a soft gradient of colors, transitioning from deep blue to warm peach and pink tones. The tranquil sea reflects the fading light of dusk.

Villa in Palmetto Dunes

Spacious dog-friendly villa, walk to the beach

FamilyKitchenAmenities

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

KitchenFamilyDecor

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, 241 reviews

Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR

Indoor spacesFamilyParks

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, 155 reviews

Relax and Unwind at this Ocean Front Resort

Indoor spacesFamilyPool

The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.

4.98 out of 5 average rating, 108 reviews

Stately Governors Quarters-Pet Friendly, Fenced In

Indoor spacesKitchenOutdoor spaces

Family-friendly home rentals with air conditioning

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

FamilyIndoor spacesComfort

4.99 out of 5 average rating, 158 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Indoor spacesFamilySleep quality

4.98 out of 5 average rating, 106 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

FamilyKitchenCondition

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 spacesKitchenHospitality

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 spacesKitchenTV

4.96 out of 5 average rating, 24 reviews

4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove

KitchenFamilyPool

5.0 out of 5 average rating, 15 reviews

Luxury Pool Home in Sea Pines | Sleeps 15

FamilyIndoor spacesBiking

Apartment in Palmetto Dunes

4.92 out of 5 average rating, 13 reviews

Incredible Hilton Head condo - private beach!

FamilyCleanlinessAmenities

Family-friendly home rentals with a kitchen

Apartment in Hilton Head Island

4.96 out of 5 average rating, 26 reviews

Steps to the Surf! Top-Floor Condo w/Ocean View!

FamilyKitchenCleanliness

Apartment in Hilton Head Island

5.0 out of 5 average rating, 8 reviews

Luxury 2026 Renovation+Oceanfront Views!

FamilyIndoor spacesCheckout

5.0 out of 5 average rating, 90 reviews

4BR with Private Pool, Pets Welcome, Steps to Sand

FamilyIndoor spacesPool

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.

4.88 out of 5 average rating, 73 reviews

SeaPines - Private Beach Path, Private Pool, Bikes

KitchenIndoor spacesCleanliness

Superhost

5.0 out of 5 average rating, 4 reviews

Family Memories Are Made Better at Deer Run

Indoor spacesFamilyHospitality

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.

4.93 out of 5 average rating, 44 reviews

Starfish Beach House with Pool and Bikes

FamilyIndoor spacesComfort

5.0 out of 5 average rating, 14 reviews

Home in Shipyard

Coastal Fairways

KitchenFamilyCleanliness

The living room features a comfortable sofa paired with two armchairs, creating a relaxed seating area. A coffee table sits in the center, complemented by a light-colored area rug. Large windows frame the beautiful view of the ocean and surrounding landscape.