
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!

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!

Stylish Tennis-Golf- Beach Retreat-Renovated!
Welcome to my home! The condo is located in a lush gated community with tennis, golf, and beach, south end of the island, close to all the tourist attractions. Things you can do without getting in your car: stroll on the beach, have a meal at the Sonesta resort, suntan at the community pool, play golf or tennis, ride bicycles. Pet's MUST be included in reservation dropdown at booking. Approval for 2nd dog prior to booking with additional fee charged. Pets are not allowed on the furniture.

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!

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.

Cozy beach house w/Private Heated Pool near park
Short walk to Singleton beach or Burkes beach. This oversized 4 bedroom 4 ensuite is the perfect retreat close to everything the Island has to offer. The home features a screened in pool with TV and adjacent ping pong table. The open concept living space is perfect for entertaining with access to a large porch and grill. The property is steps away from Chaplin Park that hosts Tennis, Playground, Soccer, Baseball, Basketball, Trails and Fields for the kids to play. Sleeps 12.

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.

Wonderful Island's Retreat (With Private Pool)
Wonderful Island’s Retreat is found in the heart of Hilton Head Island. It is beautifully decorated with upscale decor. The decoration is personally chosen to fit the ambiance of a beach house. The beach is approximately 5 minutes away in car distance, 10 minutes in bike distance, and 15 to 20 minutes walking distance. In addition to that, you have nearby bike trails, shopping centers, and restaurants. This location is exceptional for anyone looking to visit HHI!

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.

Ocean Views at Villamare, Right on the Beach!
Read our reviews! We strive to provide an unforgettable Hilton Head experience in our updated villa with ocean views, comfortable lounging, plush beds, well-appointed kitchen and 500+Mbps WiFi! Our bright, open living space features floor-to-ceiling windows overlooking the pool, beach and the Atlantic Ocean! The living room sectional expands into a massive lounger for all! Have a big group? We also offer the immediately next-door unit, identical to this one!

Easy Walk to the Beach ~ Sleeps 6! TWO bathrooms
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!
Popular amenities for Hilton Head Island family-friendly rentals
Family-friendly home rentals with a hot tub

Turtle Tracks, Hilton Head Island, SC

Renovated - Walk to Beach - 3 Pools - King Bed !

Private comfy condo, steps away from the beach

Coastal Beach Getaway for Sunsets & Flip Flops HHI

Stunning Ocean & Coastal Views | Resort Perks!

Private pool/spa : pool heat available : Kg master

HHI. Easy Direct Beach Access. 3 pools- 1 indoor.

Lovely family Villa Close to Beach
Family- and pet-friendly home rentals

98 Sandcastle Ct

Palmetto Dunes Home on 1st Tee Fazio Golf Course

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

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

Closest to Beach Path, Screened Porch, 1 dog ok

Seas the Day! 2BR/2BA/Walk to Beach/Dogs welcome!

Coastal Charm - Beach, pickleball, golf, pets

Walk to the Beach, One Level Villa, COMFY beds
Family-friendly home rentals with a pool

Governor’s Quarters Pet Friendly, Fenced in Yard

Lux Family Beach Retreat | Pool Slide • Hot Tub

Cozy 3BR/2BA in Sea Pines - Pool, Beach, Golf, Ten

Sea Pines - S. Beach Charmer - Private Pool/Spa

5-Min Walk to Beach/Coligny, Sleeps 8, Pool

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

28 Gunnery Lane – Sea Pines Retreat with Private P

The Lookout - A Modern Beach Retreat (Oceanfront)
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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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Edisto Beach State Park
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Harbour Town Lighthouse
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Hunting Island State Park
- Chippewa Square
- Tybee Island Light Station
- Coastal Discovery Museum
- Kiawah Beachwalker Park
- Tybee Island Marine Science Center
- Jepson Center for the Arts
- Sheldon Church Ruins
- Henry C Chambers Waterfront Park
- Things to do Hilton Head Island
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