
Family-friendly holiday rentals in Hilton Head
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hilton Head
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

*New* Easy Breezy at Hilton Head Beach & Tennis
Newly renovated in March ‘26 and brand new,from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa - with all of the amenities needed to enjoy a relaxing stay at the Hilton Head Beach & Tennis resort. Our villa is located just steps from the only elevator in the building. Our resort offers the largest pool on the island, several restaurants, a large playground & picnic area, on site bike rental, 24 hour gated security, 8 lighted tennis courts, and 6 pickleball courts.

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
✔wlk to beach 500 yrds, bike, boat, tennis, golf ✔pet-ok✔5beds✔gourmet kitchen☼sundeck✔ping pong table &games✔screened outdoor area with grill&table✔Spectrum&AppleTV*Roku&WiFi✔W&D✔Busn traveler ready✔2 garages✔private yard space✔1st-floor kitchen, living room with love seat and cal king sofa✔semi-open sitting room aka bdrm with cal king sofa, adjacent small closet, powder room✔sun porch✔2nd floor 2 bdrms with a queen✔master bdrm with king bed Tempurpedic, wlk-in cl and bath with ♥♥shower, 2Z AC

“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!

Beach Awaits You! Weekly Discounts!
Located at the gated, ocean front Hilton Head Beach & Tennis Resort, this cozy condo is only a 4 minute walk to beach and pool. Enjoy the beach bar, sports bar, tennis/pickle ball courts, fitness room & bike rentals. Equipped with full kitchen, queen bed, futon sofa. Ideally suited for two adults (max occupancy 3). Starter set of toiletries/towels provided. Laundry room on-site. Resort is located close to all the fun the island has in store for you! *Additional cleaning fees for monthly stays.

Private comfy condo, steps away from the beach
Light and spacious beach-side condo centrally located within a gated community. Walk to the beach via one of several private beach accesses or to the community’s pools, grills, courts, gym, and play areas within minutes. Located in a quiet and relaxed area away from the bustle of the island’s southern end makes this perfect for families and retirees alike. Golf courses, stores and entertainment are only a short drive from the property. No-contact check-in using your personal numeric code.

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!

Luxury 3-Bdrm HHI Art Loft Townhome
Located in the private Spanish Wells area of Hilton Head Island, one of the most sought after vacation destinations in the world. Eight minute drive to Hilton Head Island beaches, golf/tennis, restaurants, bars, bike trails, and countless shopping, entertainment, and outdoor exploration activities. Kick back and relax in this calm, stylish townhome with distinct spaces for everyone. Home Owners have appointed the home with original and collected art. Convenient to Savannah & Bluffton.

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 Luxury! KING BED Beach Bar + Pickleball
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis, Gym & More! HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants 2 Bars (1 is Sports Bar!) Gated 24/7 Security Seasonal Island Trolley Stop

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.
Popular amenities for Hilton Head family-friendly rentals
Family-friendly home rentals with a hot tub

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

6-8 mins walk to Folly Field beach great amenities

Beach Front Villa Oak Tree Lined Views to Water

Stunning Ocean & Coastal Views | Resort Perks!

Coastal Beach Getaway for Sunsets & Flip Flops HHI

POOLSIDE PERFECTION "THE RIGHT PLACE"

Lovely family Villa Close to Beach

Cozy Villa 6 Minute Walk From the Beach & Golf
Family- and pet-friendly home rentals

6 BR, Sleeps 26, Beach Time

98 Sandcastle Ct

Governor’s Quarters Pet Friendly, Fenced in Yard

180º Ocean Views, Treehouse "Siren's Lookout"

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

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

Closest to Beach Path, Screened Porch, 1 dog ok

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

Oceanfront Luxury! KING BED Beach Bar + Pickleball

My Blue Heaven, Direct Ocean Front View

Ocean & Marsh View KING BED Beach Bar + Pickleball

Modern Beach Escape | Private Pool~Steps to Beach

Steps to Beach, Water Views, 3 Pools & Hot Tub

Peaceful Harbour Town Treehouse with Marsh Views

Bluewater Resort & Marina - Large 3BR/3BA

Walk2Beach~Pool~Putting Green~Fenced Yard~EV
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Angel Oak Tree
- Enmarket Arena
- Wormsloe Historic Site
- Bonaventure Cemetery
- Edisto Beach State Park
- Harbour Town Lighthouse
- Shelter Cove Towne Centre
- Seabrook Island Beach
- Hunting Island State Park
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Cathedral of Saint John the Baptist
- Tybee Island Light Station
- Coastal Discovery Museum
- Chippewa Square
- Burkes Beach





