
Family-friendly holiday 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.

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Beachfront Resort 2B Golf Beach Pickleball Tennis
✨Top 10% Guest Favorite✨ - Gated Beachfront Resort: Golf, Tennis, Pickleball, Pool, Restaurants & Bars! - Gorgeous Sunny Villa w/Panoramic Lagoon & Golf View! - Beautiful & Lush Scenery: Huge Old Oaks dripping in Spanish Moss! - Walk/Bike to Beach ●Walk to Shipyard Golf Club & Pub! ●Modern Coastal ●Sunny 1st Floor ●KING BED Master ●3 XL SmartTVs ●WIFI 287 mps ●Fully Stocked Kitchen ●Walk-in Shower ●Washer/Dryer ●Beach Chairs, Boogie Boards & More! ● BBQ ● Bike & Walk Paths ●Close to Coligny!

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.

Palmetto Dunes House: Private Pool, PDBeach, Golf
Magnolia & Maple is your upgraded resort destination. Sat to Sat rentals. Home includes a desk with hi-speed internet, surround sound in the living room and updated décor. This 3 BR, 2 BA home sits on a quite street and offers the opportunity to relax by the private heated pool, walk/bike the 3/4 of a mile to PD's famous beaches, or get some exercise with tennis, golf, or pickleball. Close to Shelter Cove shopping and dining. HHI is a pedestrian and bike friendly area with plenty to do.

Beach condo with pool and stunning nature views
Warm, modern, and designed with character—this newly remodeled 2-bed/2-bath is the closest condo to Hilton Head's hidden gem beach, with lagoon and sound views. King bed in the primary, twin beds in the kids' room: screened-in sunroom, 3 pools, hot tub, tennis. Fully stocked kitchen with a guest-favorite coffee bar, restocked fresh each stay. In-unit laundry, big-screen TVs in every room, all the beach gear you need (cart, chairs, boards, toys, and more), 400 MB Internet—no cleaning fee!

Heron's Haven on Port Royal Sound, 2BR/2BA
Do you love nature? Walking on the beach? Birding? Photography? Tennis? Golf? Shopping? Wonderful restaurants? This is our beautiful Villa that is located in Port Royal Sound directly on the most unique and natural beach on the island. On both sides are public parklands and nature preserves to walk and view the wildlife. A perfect location to enjoy all that Hilton Head has to offer, yet it is quiet, serene and away from all the crowds. It's why we love it, and we're sure you will too.

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! 💕

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.

5 Star Location-Harbourtown-Walkable Area
Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.

POOLSIDE PERFECTION "THE RIGHT PLACE"
Wonderfully appointed 2 BR 2 bath condominium located on the bottom floor of the Spa on Port Royal Sound in beautiful Hilton Head Island. The corner unit is next to the pool and a stone's throw from the beach. The complex is across the street from two of the oldest historic parks in Hilton Head. With the exception of the occasional person walking or jogging automobile traffic is almost nonexistent since the Spa is located on a side street.

Private pool/spa : pool heat available : Kg master
Private pool and 4 person spa! Enjoy breakfast by the pool with the birds chirping and end your day relaxing in the spa under the stars! ‣1800 ft² , One level ‣Parking for 4 cars ‣Fully equipped kitchen ‣Washer/Dryer ‣2 Living/Seating areas ‣Dining table for 8/Island seats 4 ‣Bunk room with 2 triple bunkbeds ‣King master w/ desk space ‣Smart TVs ‣Pool Heating available for extra fee ➼Folly Field Beach: 0.5 mi/5 min bike/12 min walk
Popular amenities for Hilton Head Island family-friendly rentals
Family-friendly home rentals with a hot tub

Turtle Tracks, Hilton Head Island, SC

After Dune Delight | Spacious Condo, Full Kitchen

Private comfy condo, steps away from the beach

Ocean Views at Villamare, Right on the Beach!

Beach Resort, pools, tennis, pickle ball Tiki bar!

Beach Front Villa Oak Tree Lined Views to Water

Coastal Beach Getaway for Sunsets & Flip Flops HHI

HHI. Easy Direct Beach Access. 3 pools- 1 indoor.
Family- and pet-friendly home rentals

6 BR, Sleeps 26, Beach Time

Palmetto Dunes Home on 1st Tee Fazio Golf Course

Sea Pines Serenity!

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

Private Oasis w/ Pool ~ Pet Friendly ~ Fenced Yard

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

Charming Pet-Friendly Beach Home

1 Bedroom Condo, 5 Minute Walk to the Beach
Family-friendly home rentals with a pool

Steps to Pool + Private Beach | Baby Gear!

Sun, Sand, Fun, Upgraded - Great Location to Beach

South end newly renovated first floor 2 bd condo

Sea Pines Villa – Walk to Beach, Pool, & Salty Dog

Beachy & Beautiful Renovated Villa Just Steps from

Sweet Carolina~Pool~Fenced Yard~FirePit

Beach Front Condo!

Steps to the Surf! Top-Floor w/Stunning Ocean View
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £126 | £132 | £155 | £172 | £168 | £195 | £203 | £171 | £148 | £144 | £146 | £140 |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
Quick stats about holiday rentals that are family-friendly in Hilton Head Island

Total holiday rentals
Explore 5,170 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 97,000 verified reviews to help you choose

Pet-friendly holiday rentals
Find 930 rentals that welcome pets

Holiday rentals with a pool
4,310 properties feature pools

Rentals with dedicated workspaces
2,540 properties have a dedicated workspace

Wifi availability
5,150 of Hilton Head Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hilton Head Island rentals

4.8 Average rating
Hilton Head Island stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Beaufort County
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Edisto Beach State Park
- Skidaway Island State Park
- Fort Pulaski National Monument
- Cathedral of Saint John the Baptist
- Savannah College of Art and Design
- Old Fort Jackson
- Chippewa Square
- Oatland Island Wildlife Center
- Hunting Island State Park
- Harbour Town Lighthouse
- Coastal Discovery Museum
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Kiawah Beachwalker Park
- Henry C Chambers Waterfront Park
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