Family-friendly holiday rentals in Hilton Head Island

Prime Spot: Harbour, Dining, Shops & Beach

Stay in the heart of it all at this upscale, centrally located guest suite (256 sq ft) with independent entrance, total privacy, queen bed and full bath (no kitchen). Step outside to waterfront restaurants, live music, bars, shops, and summer weekly fireworks. Supermarkets and more dining are just a 10-minute walk away. Enjoy a free shuttle to attractions within 2-mile radius (April–September). Golfing, biking, fishing, and water sports all nearby, free access to Palmetto Dunes Beach community.

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! 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!

“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!

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

✨ Top 1% Airbnb Guest Favorite ✨ Big Ocean View - Living Room & Balcony! Oceanfront Building Steps to Beach & Pool Hear the Waves Updated by HGTV Decorator FREE: Pickleball, Tennis, Gym, Volleyball Top Floor w/Elevator 2 XL SmartTVs Fast WiFi 652 mbps Beach Chairs, Ice Chest & More Couples Retreat / Small Families RESORT: Oceanfront Pool w/Tiki Bar & Grille Sports Bar w/Pool Table 3 Restaurants Bike Rentals 2nd Pool Huge ShadyPlayground 3 BBQ Areas Gated 24/7 Security 4 Beach Boardwalks

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.

Ocean View! 2 Min to Beach~Updated~2 Bikes #132

AWESOME OCEAN VIEWS! 1 bedroom, 1 bath condo in a gated resort with Pool! Air vent in bedroom, updated fully equipped kitchen, new paint, new ceiling fans, newer bedding with new mattress and newer couch, beach chairs, so many upgrades and it comes with 2 bikes! Close to Coligny shopping and restaurants and minutes to the beach! You just can't go wrong with this condo. Super clean and maintained! 2 TV's, DVD, Radio and awesome views! New patio furniture! The pool is not heated.

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Enjoy stunning ocean views from your private balcony in this beautifully decorated beach retreat just steps from the sand and a short walk to Coligny Plaza’s shops, dining, and entertainment. Perfect for couples or small families, this cozy villa features a Queen bed, Queen sleeper sofa, and two small bunks for kids. A fully equipped kitchen makes meals easy, and Smart TVs in both rooms provide entertainment after a day at the beach. Includes 2 bikes & 2 beach chairs!

5 Star Location-Pool, Walk to Dining/Shops/Marina

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.

Heron Hideaway: lovely updated near-beach 2bd/2ba

Beautiful, newly remodeled 2bd/2ba vacation home that's steps from the beach. Unwind on our private patio watching the birds frolic around the fountain in the pond below, relax in one of two pools, or kick it with a frozen beachy cocktail near the sea-grass with the ocean breeze tousling your hair while you watch the waves dance on the sand and the sun warmly kisses your skin. If this sounds great, our villa is the perfect choice for you.

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.