Family-friendly vacation rentals in Fripp Island

A spacious bedroom features a comfortable bed dressed in a patterned coverlet, accompanied by crisp white towels. Soft lighting is provided by bedside lamps. Decorative accents include a branch art piece on the wall and a small shelf displaying coastal-themed items. Natural light filters through a window with sheer curtains.

4.95 out of 5 average rating, 207 reviews

LOW Rates in May ~Sleeps 7~KING Bed~CLEAN~Big Pool

Fully Furnished, Renovated Non-Smoking Villa sleeps 7 - King bed in Master, 2 Single beds in Guest Room, Leather Queen Sofa Bed & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen w/ small appliances. Beach Chairs, toys, games, cards. Flat Screen HDTV w/ hundreds of channels, DVD, Free Wi-Fi. Overhead Lighting & Ceiling fans in bdrms, extra blankets & pillows. Restaurants, Tennis, 2 Pools. Sip cold drinks on the wide sandy beach & watch Amazing Sunrises & Sunsets. Relax, You're in Paradise

Guest favorite

A view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.

4.94 out of 5 average rating, 252 reviews

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!

Cottage in Hilton Head Island

The living room features high ceilings with exposed beams and comfortable furnishings. Two sofas, accented with decorative pillows, are arranged around a wooden coffee table. Art pieces hang on the wall, and natural light fills the space through sliding glass doors leading to the dining area.

4.86 out of 5 average rating, 372 reviews

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated stand alone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a well-equipped kitchen—every detail thoughtfully designed for a seamless, memorable stay.

A living room area is highlighted by a dark blue sofa adorned with decorative pillows. Two lamps provide soft lighting, while a wooden coffee table sits in front, displaying magazines. A light-colored armchair complements the space, with greenery visible through large windows.

4.91 out of 5 average rating, 203 reviews

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.

A scenic view captures the expansive marsh and ocean in the distance. A long wooden boardwalk meanders through the greenery, leading to the beach. Light green grass and shrubs can be seen in the foreground, enhancing the natural landscape.

4.93 out of 5 average rating, 253 reviews

Grand Views! Beautiful, Renovated, Walk to Beach!

Welcome to your perfect Hilton Head Island getaway! Modern, beautifully renovated two-bed bed/2 two-bath condo, top floor, walking distance to the beach with Panoramic Ocean Views! Ideal for families, couples, girls' weekends, and golf enthusiasts! Enjoy amazing sunrises from the patio. Located in a gated complex with access to the most beautiful beach in all of Hilton Head Island via a private boardwalk. Easy keyless entry, located in Building 2. Superhost where hospitality is #1!

A bright bedroom features a spacious bed adorned with a patterned quilt, complemented by decorative pillows. A bedside table holds a lamp, illuminating the cozy space. Soft teal colors bring a calming effect, while a window with sheer curtains allows natural light to fill the room.

4.76 out of 5 average rating, 172 reviews

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 🏐

Guest favorite

A welcoming living area showcases a comfortable seating space with a dark armchair and a light-colored sofa. A flat-screen TV is mounted on the wall. A dining set with wooden chairs is positioned near large windows covered by light curtains, providing views of the greenery outside.

Apartment in Hilton Head Island

4.92 out of 5 average rating, 144 reviews

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.

A sandy beach scene is depicted with gentle dunes and a wooden fence partially buried in the sand. Sparse vegetation and grasses are visible, framed by a clear blue sky with scattered clouds. The ocean can be seen in the distance, meeting the horizon.

4.74 out of 5 average rating, 178 reviews

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.

Guest favorite

Tall palm trees and lush shrubbery frame a tranquil view of the ocean, with the sunlight reflecting off the water. The landscape appears well-maintained, leading to a clear sky above.

4.75 out of 5 average rating, 138 reviews

Salty Sand-Close to the pool, steps to the beach!

Modern and cozy ocean-view villa with the pool view from the front door and ocean views from the patio! Recently renovated with plank flooring and shaker cabinets, this stylish retreat features a fully equipped kitchen, a queen bed in the bedroom, a queen sleeper sofa, and two child-sized bunks. Located in Seaside, an oceanfront complex, you're just a short walk from great shops, restaurants, and attractions—perfect for a relaxing beach getaway!

A modern living area features a comfortable gray sofa paired with colorful accent chairs. A coffee table sits atop a textured area rug, while large windows provide natural light. A dining table with chairs and a small balcony view enhances the inviting space.

4.84 out of 5 average rating, 170 reviews

Mother's Day Month! 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.

Home in Hilton Head Island

An inviting outdoor space features a private pool with gently rippling water. Hanging swing chairs are draped with sheer curtains nearby. A bright connect four game adds a playful touch to the setting, surrounded by lush greenery and sunlight filtering through.

4.89 out of 5 average rating, 102 reviews

(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.