Vacation rentals with a pool in Fripp Island

A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.

4.96 out of 5 average rating, 315 reviews

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!

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, 318 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.

The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.

4.97 out of 5 average rating, 277 reviews

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!

A spacious kitchen featuring sleek white cabinetry and a large marble island with seating for four. Modern appliances, including a stainless steel refrigerator and oven, are visible, along with a stylish black backsplash that complements the overall design.

4.9 out of 5 average rating, 105 reviews

Luxe Hilton Head Beach Villa w/ Pool Views

Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.

4.98 out of 5 average rating, 163 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

✨ Airbnb Top 5% Guest Favorite ✨ Oceanfront Building! BIG Ocean Views Steps to Beach & Poo! 100% NEW HGTV Designer Renovation! KING BED Expanded Bedroom Two 65" SmartTVs Coastal Decor Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen & Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Beachfront Bar & Grille (Misc. Hours) Sports Bar FREE Gym, Pickleball, Tennis Basketball, Volleyball & More Bike Rental Gated 24 Hour Security Free Seasonal Trolley 4 Beach Boardwalks

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

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

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

4.98 out of 5 average rating, 185 reviews

A charming cottage is set amidst lush greenery, featuring a wide, welcoming pathway made of patterned pavers leading to a spacious deck. Large windows reflect natural light, and a few outdoor chairs are positioned under umbrellas, inviting relaxation in the shaded area.

Cottage in Beaufort

Private Island Cottage

Beautiful key west inspired cottage set on a private Island with dock access To the intercoastal water way. Minutes firm downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great restaurantes and attractionss like: Hunting Island state park and3 public golf coures. Swimming, fishing, kayaking or canoeing (equipment provided), or just relax on one of the docks or porches. You can do as much or little as you desire.

A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.

4.97 out of 5 average rating, 186 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s ✨Airbnb top 10% Home ✨ Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.

4.99 out of 5 average rating, 163 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

A large oceanfront pool is seen along the coastline, surrounded by lounge chairs and shaded cabanas. The beach is adjacent, with umbrellas positioned along the shore. A beachside bar and grill are visible, providing a relaxed atmosphere for guests.

4.9 out of 5 average rating, 121 reviews

Oceanfront Resort. Steps to the Beach. Sleeps 6.

Beautiful 1 bedroom condo just steps to the beach. Located in the desirable "B" building with private beach access. Tropical decor throughout the first-floor condo. Sleeps 6 with a queen bed in the bedroom and galley style bunks in the hallway. Each bunk has their own TV for the kids. The fully stocked kitchen has full-sized stainless-steel appliances and icemaker. Enjoy meals inside or on the private deck. Beach chairs, umbrella, wagon, and cooler provided.

Popular amenities for Fripp Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 35 reviews

A spacious living area is furnished with a large brown leather sectional sofa and a wooden coffee table. Natural light floods in through multiple windows, showcasing lush greenery outside. A dining area with wicker chairs is visible, enhancing the open layout of the space.

Home in Pigeon Point

The '56 Retreat

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

4.94 out of 5 average rating, 121 reviews

An inviting living space features a sectional sofa, a wooden coffee table, and a dining area with several chairs. Natural light illuminates the room through multiple windows, highlighting the coastal-inspired decor and airy layout. A chandelier complements the open, relaxed atmosphere.

Home in Palmetto Dunes

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

New place to stay

Tide Watch Oceanfront beach house at Harbor Island

Home in Hilton Head Island

4.75 out of 5 average rating, 4 reviews

Walk to beach - 2BD/2BA retreat

Home in Saint Helena Island

An open living area is highlighted by vaulted ceilings with wooden beams. A comfortable sofa faces a television, with a coffee table resting atop a soft area rug. The kitchen features modern appliances, and a dining table surrounded by chairs provides a cozy eating space.

4.94 out of 5 average rating, 50 reviews

Whispering Palms Cottage

The exterior of a multi-level vacation home features light grey siding and a peaked roof. Balconies are visible on each level, framed by decorative railings. Lush greenery and palm plants are positioned beside the entrance, with a driveway leading to the garage below.

4.86 out of 5 average rating, 14 reviews

Waterview paradise on Fripp with a double kayak!

4.97 out of 5 average rating, 151 reviews

A modern treehouse-like structure is elevated on stilts and surrounded by trees, providing marsh views. A wide wooden deck with railings leads to the entryway, where large glass doors invite natural light into the space.

Home in Sea Pines

Peaceful Harbour Town Treehouse with Marsh Views

Condo rentals with a pool

A decorative bicycle wall art piece in soft mint green is displayed alongside a playful turtle motif. The bicycle features a white woven basket and artistic details, adding a coastal charm to the interior.

4.95 out of 5 average rating, 222 reviews

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway

A living area is characterized by a comfortable seating arrangement, featuring a light-colored sofa and a patterned armchair. A wooden coffee table is placed centrally, and a television is mounted above a decorative fireplace. Large windows provide views of the outdoor deck and surrounding greenery.

4.98 out of 5 average rating, 125 reviews

1BR/2BA condo w/private beach access in Shipyard

4.94 out of 5 average rating, 107 reviews

The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.

Condo in Palmetto Dunes

Ocean Views at Villamare, Steps to the Beach!

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, 315 reviews

Oceanfront Luxury KING BED 65"TV Pickleball Tennis

Condo in Saint Helena Island

A serene bedroom is presented with a spacious bed dressed in white linens and accented with decorative pillows. Two lamps with textured bases flank the bed. A round mirror is mounted above the headboard, and a window offers views of the surrounding marsh.

5 out of 5 average rating, 61 reviews

The Pink Pelican

A comfortable bedroom features a spacious bed adorned with white and blue striped bedding. Two bedside lamps provide gentle lighting beside the bed, while a large mirror reflects the room’s arrangement. Windows allow natural light to illuminate the space, highlighting the soft gray carpeting.

4.91 out of 5 average rating, 167 reviews

Beach condo in gated resort w/ tons of amenities!

A serene beach scene features gentle waves lapping at the shore under a soft pastel sky. The moon hovers above the horizon, casting a warm glow over the water. A distant figure is seen walking along the wet sand, contributing to the tranquil atmosphere.

4.9 out of 5 average rating, 223 reviews

Oceanside Beach Retreat

Condo in Saint Helena Island

A light blue Adirondack chair is positioned on a balcony, offering views of a green lawn and the ocean in the distance. Palm trees frame the scene against a backdrop of clouds and an expansive sky.

5 out of 5 average rating, 27 reviews

Tidewater Shoals, Walk to beach! Amenity Cards!

Other vacation rentals with a pool

Lush vegetation lines the foreground, featuring tall palm trees and dense greenery. The expansive marsh area extends in the background, showcasing vibrant shades of green under a clear sky with scattered clouds, offering a serene natural view.

4.82 out of 5 average rating, 22 reviews

Fripp Island Marsh Views Amenity Cards 3 King Beds

A spacious two-story home features a welcoming entrance, adorned with white railings and blue siding. The driveway leads to two brown garage doors, while lush green landscaping adds a touch of nature near the front. Sunlight highlights the architectural details of the house.

4.93 out of 5 average rating, 30 reviews

Fabulous 4 Bedroom 3 bath Home on Fripp Island, SC

5 out of 5 average rating, 16 reviews

The open living area features a spacious sofa surrounded by two armchairs and a glass coffee table. A large artwork decorated with soothing colors hangs on the wall, and a ceiling fan is visible above, enhancing the relaxed ambiance.

Villa in Fripp Island

Tidal Treasure - Fripp

Villa in Hilton Head Island

The Ocean Palms sign stands prominently among lush greenery and flowering plants. Palm trees surround the area, enhancing the tropical ambiance. A pathway and adjacent building are visible in the background, suggesting proximity to the accommodations.

4.86 out of 5 average rating, 29 reviews

3 BR/3 B Ocean Palms Villa with Westin Amenities

5 out of 5 average rating, 5 reviews

Home in Harbor Island

King Suite | Golf Cart | No Gate Fees | Park Pass

Cottage in Saint Helena Island

A charming two-story cottage is framed by vibrant palm trees and lush landscaping. A welcoming entryway is highlighted by a blue front door, leading up a set of wooden stairs. Sunshine illuminates the exterior, enhancing the coastal appeal of the home.

4.86 out of 5 average rating, 84 reviews

Saltwater Zen - A Fripp Island Oceanfront Retreat

Apartment in Hilton Head Island

A light-filled living area features a gray sofa with decorative pillows, accompanied by two small side tables topped with lamps. A round coffee table sits in front, and a painting of a coastal scene adorns the wall. Natural light enters through a nearby window and sliding door.

4.72 out of 5 average rating, 58 reviews

Dreamy HHI Retreat w/ Pool, Gym

A cozy living area is presented with a navy blue sofa featuring decorative striped pillows and a whimsical crab-shaped pillow. Flanking the sofa are two beige lamps on side tables, while a round coffee table sits beneath an artistic wall piece depicting marine life.