
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!

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!

Walk to the Beach, One Level Villa, COMFY beds
5-10 minute walk to the pristine Hilton Head beach, retreat to your spacious villa in Queen's Grant of Palmetto Dunes. With nearly 1500sq ft and lofted ceilings, you can spread out comfortably. New living room furniture that all reclines, amazing king green tea memory foam mattress in both bedrooms, and a fully stocked kitchen (blender, toaster oven, crock pot+.) The master and living room open up to a private back patio equipped with a grill, dining room table and beach accessories.

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.

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.

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.

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

Resort-Style Pool, Cute House 88 Steps to Sand
Escape to a beautifully renovated house on Hilton Head Island, perfect for families and friends. Enjoy a prime location near the beach, a private pool, and a screened-in porch. This home features a well-equipped kitchen, three comfortable bedrooms, and outdoor spaces with a cabana, grill, and dining area for unforgettable moments.
Popular amenities for Hilton Head Island family-friendly rentals
Family-friendly home rentals with a hot tub

Turtle Tracks, Hilton Head Island, SC

Beach resort, pools, tennis, pickle ball, tiki bar

3 Pools/Amazing Beach Access! Book for summer!

Private comfy condo, steps away from the beach

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

Coastal Beach Getaway for Sunsets & Flip Flops HHI

POOLSIDE PERFECTION "THE RIGHT PLACE"

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

100 Fairway Lane, Sea Pines: A Luxury Villa Stay

6 BR, Sleeps 26, Beach Time

98 Sandcastle Ct

80 Steps to Private Beach Access • Walk to Coligny

Palmetto Dunes Home on 1st Tee Fazio Golf Course

Modern Beach Escape | Private Pool~Steps to Beach

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

Alli B's Air B and B-Great Country access off 278
Family-friendly home rentals with a pool

Steps to Pool + Private Beach | Baby Gear!

My Blue Heaven, Direct Ocean Front View

Beach Awaits You! Weekly Discounts!

Steps to the Beach - Perfect All-Season Getaway

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

Private [Heated] Pool on Golf Course Mins to Ocean

Beach & Birdie Kid Friendly Close to Beach & Golf

Cozy beach house w/Private Heated Pool near park
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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