Family-friendly vacation rentals in Hilton Head Island

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your private balcony. Private beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!

2Bd/2.5 bth/Near Coligny Park/Few Blocks To Beach

Located within a short walking distance to the white beaches of Hilton Head, this beautiful vacation rental which sleeps up to 6 guests is ready to become your home away from home while you explore everything that the island has to offer. A relaxing beach getaway in this spacious second level townhome that boasts a fully equipped kitchen and two master suites and is within an easy walk/bike ride to the famous Coligny Circle shops and restaurants. Free hour at the Van der Meer Tennis Center.

Old town Bluffton Charm, BEST LOCATION Calhoun St.

This charming cottage is in the heart of it all. Close to family-friendly activities and nightlife, located on the main street of Bluffton SC. Park and walk to restaurants, shops, bars and galleries. Located in the heart of Bluffton, 2 blocks to the town dock and the famous Church of the Cross. You’ll love my place because of the light, the comfy beds and coziness. We are pet-friendly, accommodate all types of guests and always professionally cleaned. Telsa charging station available

Walk to Beach - 3 Pools - Central Location!

Recently updated 2 bedrooms, 2 baths, and a full kitchen! Located in the center of Hilton Head Island close to all the wonderful bike trails, restaurants, shopping, and famous golf! In a gated community full of amenities: - Boardwalk to the beach 🏖️ 🌊☀️🐚 - 2 outdoor pools (1 heated) 🤿 - Indoor pool (heated) ☔️ - Hot tub - 6 tennis & 2 pickleball courts 🎾 🏓 - Beachfront bar & grill 🍻 - Poolside bar & grill ⛱️ - Small fitness center 💪🏋️ - Sand Volleyball 🏐

Relaxing Hilton Head Beach Getaway. 2 B/2 B

Great Vacation spot. Five minute walk to the Beach. Large 2 Bedroom and two new bathrooms & floors. Largest ocean front pool on the Island. 10 lit tennis courts with 12 pickle ball courts and a pro shop. Bar/Grill on the beach. Sports Bar/Restaurant & Pizza shop. On site Bike rental. Playground, grill stations, full gym. Laundry facilities. Convention Ctr. Chair and umbrella rentals, lifeguard on beach. Bike trails parallel roads on Island. Gated secure resort.

Hilton Head Resort, 3 Bed Room, 2 Bath

Welcome to Hilton Head Resort. You get total privacy in this 3-bedroom, 2 bath unit and free access to all the amenities in this beach front resort. Open kitchen / living room with large dining table for eating and game time. Full Kitchen with granite counter tops, pots, pans, blender, and spices. Bedrooms and living room have a flat screen TV with cable and Free Internet. We provide linens and towels for your stay plus there is an in-unit Washer/Dryer.

Gypsy Sea Cottage - A Seaside Retreat

Our place is located in prestigious Palmetto Dunes in a stand alone unit inside the Queens Grant Villas with easy access to beautiful beaches, world class golf, and great food. Newly remodeled The Gypsy Sea Cottage boasts high end furnishings, quality linens, high tech amenities, a fully stocked kitchen, and the attention to detail that makes for an unforgettable vacation.

Spring Break! Retro-Mod Family Beach Fun

Welcome to a Dwell-inspired midcentury decor. A minimalist condo designed to host your family in a bright and comfortable style. We have items for your travels with small children - High Chair, Pack-N-Play, Toys, books, and more so you can travel to the beach with less. Designed with care to host your small family. Sea, I Told You a trip to the beach is always a good idea.

(27) Boutique, Saltwater Pool, Baby Gear, Elevator

5 bedrooms PLUS Huge Kids Bedroom/Playroom, 3 Blocks to the Beach, Elevator, Heated Pool with waterfall and outdoor Shower. Outdoor grill area with marble counters. Modern Decor. Huge porches with large dining sectional, swing bed and rocking hammock for 2! This home boasts a gourmet Kitchen with double oven. The luxurious master has an enormous rain head shower.