Family-friendly holiday rentals in Fripp Island

A modern kitchen and living area feature stainless steel appliances, including a microwave and refrigerator. A spacious dining table is set for four, while a light-colored sofa offers comfortable seating. Soft blue accents complement the coastal decor, creating a relaxed atmosphere.

4.98 out of 5 average rating, 319 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

4.96 out of 5 average rating, 313 reviews

Ocean & Marsh View KING BED 65"TV Bar Pickleball!

✨Top 10% Guest Favorite✨ 2-3 min walk to Beach Beachfront Building Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! KING BED + Big SmartTVs HGTV Decorator Designed Coastal Decor Private Top Floor Balcony Beach Chairs + Ice Chest Provided Couples Retreat! Well designed 540 square foot condo RESORT: 4 Beach Boardwalks! Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar 2nd Pool FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated w/24 Hour Security!!

Treehouse in Saint Helena Island

A charming A-frame structure is elevated on a wooden deck, surrounded by lush foliage. The entrance features a white door framed by large windows, allowing natural light to illuminate the space. A small staircase leads to the inviting porch with bright yellow chairs.

4.99 out of 5 average rating, 138 reviews

"A" Secluded Quiet Oasis w/ Beach Pass

You'll love this unique and romantic escape. Architectual design allows you to fully take in the view of the lowcountry marsh. The backdrop of the bed allows you to fall asleep to the majestic starry filled night sky! Soak your cares away with a bath that will surely relax and unwind you. The background is breathtaking! The outside shower allows you to take in the scenery while enjoying a hot shower. This is an "unplug" listing, no tv or internet access. Hunting Island Beach Pass included.

Cottage in Saint Helena Island

The living area features a comfortable sectional sofa, accented by decorative pillows. A wooden dining table is set nearby, surrounded by tasteful artwork on the walls. Exposed wooden beams enhance the ceiling, and natural light filters through multiple windows.

5 out of 5 average rating, 250 reviews

Harbor River Cottage

Romantic cottage on three-acres surrounded by gorgeous South Carolina waterways with endless views on all sides! Cottage is dog-friendly, has a fully-fenced front yard and screened-in porch. Full kitchen, private parking, washer & dryer, 55" TV with DirecTV. A short 10 minute drive from Hunting Island State Park, and 20 minutes to Downtown Beaufort and all the major attractions. Cottage is beautifully furnished with custom pieces to make this your ultimate low country luxury getaway!

Guesthouse in Saint Helena Island

The screened-in porch features a hanging bed adorned with colorful pillows and a soft blanket. Surrounding seating areas include patterned chairs and a decorative rug. Large windows provide views of the greenery outside, allowing natural light to illuminate the space.

4.99 out of 5 average rating, 233 reviews

Charming Waterfront Cottage with Beautiful Views.

This is a very comfortable guest cottage with one bedroom, bathroom with large shower, kitchenette, and living room. Guests will occasionally share the dock, screened-in porch, and swimming pool. A beach pass is provided for Hunting Island State Park as well as beach chairs and towels. "MarshSong" is an inspirational place for anyone who just wants to relax, or explore; a good central point for visiting Charleston and Savannah. Rest, relax, recharge - nap on a hanging bed; sleep well.

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.

4.95 out of 5 average rating, 275 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 balcony. Natural 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!a

5 out of 5 average rating, 155 reviews

A cozy cottage stands illuminated at night, featuring a welcoming entrance. A fire pit with glowing flames creates a warm ambiance in the foreground, surrounded by natural landscaping. The surrounding trees add to the serene atmosphere, enhancing the sense of privacy.

Cottage in Beaufort

Private cottage in the pines

This cottage has a unique combination of being close to everything, while still maintaining a very private feel. The cottage is accessible by its private, dedicated drive. This new guest cottage has a King sized bed, as well as a pullout xl twin. The home boasts a large screen tv viewable from every angle, a full sized bath, full kitchen, exquisite outdoor shower, fire pit, full laundry, and all the amenities of home. 10 minutes to Beaufort/Parris isl. Boat parking available on site.

Apartment in Hilton Head Island

A comfortable living area features a beige sofa and a cozy chair, complemented by a decorative ottoman. Natural light illuminates the space from sliding glass doors leading to a patio, while serene artwork with ocean themes adorns the wall.

4.81 out of 5 average rating, 154 reviews

1st Floor Beach-Side Villa Resort

Welcome to our beautiful Hilton Head villa! This is a 2 bedroom, 2 bathroom 1st-floor villa in a quiet gated community located within a 5-minute walk from a beautiful beach with a private entrance. Parking for the villa is steps from the door, with shops & restaurants nearby. Perfect for family vacations, golf, and business trips. The gated community has 10 tennis courts, 2 large outdoor swimming pools, a hot tub, racquetball courts, fitness centers & playground. $100 late checkout fee

4.98 out of 5 average rating, 339 reviews

The exterior of a charming guest cottage is visible, flanked by tall trees. A gravel path leads to steps with a railing, guiding to the entrance. Two chairs are positioned on the porch, inviting relaxation in a quiet outdoor setting surrounded by greenery.

Guesthouse in Beaufort

Buddy's Cottage near everything in Beaufort, SC

Who is Buddy? He was our black Labrador of 12 years. You'll see his photo as you enter. This well kept tiny home has a private bedroom, 1 full bathroom, a sleeper sofa , 2 TV's, a full kitchen and all the amenities of home. Downtown Beaufort is 2 miles away, Parris Island is less than 5 miles away. In a quiet neighborhood. Are coming for a fishing trip and bringing your boat? Come stay with us , we have room for your boat. You can flush your engine and rinse your boat down.

Apartment in Fripp Island

A cozy sleeping area features a queen bed dressed in soft linens, accompanied by decorative pillows. A framed mirror reflects natural light, while wall decor includes a crab-themed artwork and marine accents. A small nightstand with a lamp completes the serene ambiance.

4.91 out of 5 average rating, 364 reviews

Fripp Island Dog Friendly Getaway OPEN ALL WINTER

325 sq. ft. studio efficiency offers a central island location just 1 min. from the beach! Bed arrangements: 2 TEMPURPEDIC mattresses, one queen size bed/one full size sleeper sofa. Ideal for 2 but will sleep 4 very snugly. *Our affordable rates are in part because "amenity cards" may not be purchased and are not available by any means with this unit Cards are necessary to use restaurants/bars/pools/tennis & golf. * **Check out our 2nd pet friendly unit at 530 Sunsuite!

A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.

4.97 out of 5 average rating, 317 reviews

Oceanfront Luxury KING BED 65"TV Pickleball Tennis

PANORAMIC OCEANFRONT VIEWS! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More HGTV Decorator Renovation KING BED (2) 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More 4 Boardwalks 3 Restaurants Sports Bar Bike Rentals on Site Gated 24/7 Security Island Seasonal Trolley Stop Bradley Beach

4.97 out of 5 average rating, 792 reviews

A welcoming living area features a light-colored sofa adorned with decorative pillows. A round coffee table sits on a textured area rug. A large mirror and a potted plant enhance the space, while natural light enters through the door opposite the seating.

Guesthouse in Bluffton

Bluffton's Tropical Carriage House Getaway

Embrace the inviting atmosphere of this detached garage apartment. The guesthouse features an open-concept living/*kitchenette/sleeping area, a tropical design, a private entry, a luxury king mattress and blackout window treatments. This southern style hood offers ample sidewalks, ponds for fishing, a playground, and a park. Quaint Old Town Bluffton is a 3 minute drive or 20 minute walk to a number of shops and restaurants. Permit # STR21-00119

Popular amenities for Fripp Island family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 125 reviews

A spacious living area is accentuated by vaulted ceilings and large windows, allowing natural light to fill the room. Comfortable sofas are arranged around a central coffee table, with decorative cushions adding color. A lamp and a decorative vase create a welcoming ambiance in this inviting space.

Home in Palmetto Dunes

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Apartment in Hilton Head Island

Large windows frame stunning ocean views, allowing natural light to flood the room. A flat-screen TV is positioned on a glass stand opposite the windows, with a white shelving unit displaying decorative items. The space features maple hardwood flooring and a sliding glass door leading to an outdoor area.

4.82 out of 5 average rating, 177 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

A modern kitchen is illustrated with granite countertops and sleek cabinetry. Stainless steel appliances, including a microwave and oven, are visible. A large island with seating for three complements the space, which transitions into a cozy dining area beyond, illuminated by overhead lighting.

4.94 out of 5 average rating, 195 reviews

Coastal Chic & Tranquil Beach on Hilton Head!

Apartment in Hilton Head Island

A wooden boardwalk extends across sandy terrain, leading towards a serene coastal view. Lush green grass is visible on both sides, with a calm ocean horizon meeting a partly cloudy sky above.

4.86 out of 5 average rating, 113 reviews

Quiet Life by the Beach

4.85 out of 5 average rating, 147 reviews

Pool + Beach Views | Sauna | Indoor Pool

4.81 out of 5 average rating, 121 reviews

A sandy pathway bordered by lush palm trees leads toward the beach. Bright blue skies with scattered clouds are visible above, creating a serene coastal atmosphere. The walkway provides easy access from the lush greenery to the sandy shore.

Condo in Palmetto Dunes

Walk to the Beach - Oceanside Resort 2BR Condo

A pair of flip-flops and a set of brown sandals are placed on the soft, sandy beach. Sparse green grass and plants are visible in the background, complementing the tranquil beach setting.

4.89 out of 5 average rating, 199 reviews

Hilton Head Hidden Gem

The modern kitchen features a spacious island with a marble countertop and three wooden stools. White cabinetry and a stylish backsplash enhance the functional design. High-quality appliances, including a stainless steel refrigerator and microwave, are integrated into the layout, providing a welcoming cooking space.

5 out of 5 average rating, 104 reviews

“Sea Clarity” Custom Remodel, Pool, Steps to Beach

Family- and pet-friendly home rentals

Home in Saint Helena Island

A spacious property is shaded by large oak trees draped with moss. A well-maintained home is visible in the background, surrounded by lush greenery. The ground is covered with fallen leaves, creating a natural landscape that invites relaxation and exploration.

4.77 out of 5 average rating, 104 reviews

Relaxing Low Country Living

4.91 out of 5 average rating, 121 reviews

An inviting two-story residence is showcased, featuring a large grassy area with well-maintained landscaping. The upper unit is highlighted by a wide front porch adorned with railings and two American flags. A staircase leads to the upper level, providing access to the entrance.

Home in Beaufort

UPPER UNIT/Sleeps 6/Pets/MCAS Beaufort/Parris Isl

4.96 out of 5 average rating, 169 reviews

A spacious screened patio is shown, featuring a comfortable seating area with wooden furniture and a swing bed. A ceiling fan hangs above, and soft lights enhance the ambiance, while views of a green lawn can be seen through the surrounding screens.

Home in Beaufort

PetFriendly|Close2Downtown&MCRD|ScreenedPorch

4.99 out of 5 average rating, 187 reviews

A welcoming living area is presented, featuring a gray couch and a turquoise accent chair. Natural light enters through multiple windows, illuminating a wooden coffee table adorned with a decorative book. A TV is positioned near a subtle console, with a cozy throw draped on the armrest.

Home in Beaufort

Live Oak Retreat

4.82 out of 5 average rating, 168 reviews

An open living space features a light-colored wood floor, complemented by a mix of seating options including a large chair. A simple dining table sits beside a bookshelf lined with decorative items and books. The kitchen area is visible, enhancing a spacious layout.

Home in Port Royal

Marley's Marshview Mecca

Guesthouse in Hilton Head Island

A combined living and sleeping area features a gray couch with decorative pillows, a small coffee table, and a light-colored area rug. A twin bed with a white quilt and pillows is visible in the background, with large windows draped in yellow curtains allowing natural light to enter.

4.93 out of 5 average rating, 227 reviews

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

4.96 out of 5 average rating, 112 reviews

The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.

Bungalow in Sea Pines

Closest to Beach Path, Screened Porch, 1 dog ok

A serene pool area is surrounded by lush greenery, with a paved walkway leading to the water. Several lounge chairs are positioned near the pool, which is framed by a low fence. Mature trees provide ample shade, enhancing the tranquil atmosphere.

4.85 out of 5 average rating, 174 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Family-friendly home rentals with a pool

4.78 out of 5 average rating, 206 reviews

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Condo in Saint Helena Island

A spacious bed is adorned with soft, fluffy pillows and a quilted blanket in calming hues. Natural light enters through a large window, highlighting the delicate leaf-patterned wallpaper. A bedside lamp provides additional illumination while a reflection can be seen in an elegant, framed mirror.

4.69 out of 5 average rating, 94 reviews

Fripp Island, Coastal Elegance, steps to beach

A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.

4.95 out of 5 average rating, 196 reviews

Ocean Overlook - The Ultimate Vacation Experience

Cottage in Palmetto Dunes

4.87 out of 5 average rating, 398 reviews

Gypsy Sea Cottage - A Beachside Retreat

Apartment in Fripp Island

An expansive view of the ocean at sunset captures vibrant hues of orange, pink, and purple reflecting off the water's surface. The sky is filled with dynamic clouds, creating a tranquil setting where the horizon meets the gently rippling sea.

4.74 out of 5 average rating, 126 reviews

Pristine Oceanfront Condo on Private Fripp Island

A bright kitchen and dining area is featured, showcasing light wooden cabinetry, stainless steel appliances, and a dining table with four chairs. A large flat-screen TV is mounted on the wall, and tasteful decor adds a cozy touch to the space. Natural light fills the room.

4.96 out of 5 average rating, 114 reviews

Beach Front Resort - Ocean View King Bed

A decorative shelving unit displays an assortment of illuminated lighthouses in various colors. The vibrant lighting creates a calming ambiance, highlighting unique designs in each lighthouse. Darker corners contrast with the radiant colors, enhancing the visual appeal of the arrangement.

4.98 out of 5 average rating, 178 reviews

"Beach Time" - a cozy HHI Condo, steps from beach

A sunset view is captured from the balcony, showcasing the golden sun descending over the ocean horizon. Silhouettes of palm trees and a grassy area are visible, creating a serene coastal atmosphere. The sky displays soft hues of orange, pink, and gray.