Holiday rentals with a pool in Fripp Island

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, 323 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR!! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Vollyball & More HGTV Decorator Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESSORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal IslandTrolley Stop Bradley Beach

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, 223 reviews

CLEAN ~ KING Bed ~ Restaurant on-site ~ Sleeps 7

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

Apartment in Saint Helena Island

The open-concept kitchen and dining area are visible, featuring dark cabinetry and a granite countertop. A dining table for four is positioned nearby, and stairs lead to the upper level. Soft blue walls complement the space, creating a calm atmosphere.

4.99 out of 5 average rating, 212 reviews

Turtle Villa|Ocean Front/New DECK; B Building

Take in the lush, coastal beauty of the Carolina Lowcountry from our 2BR/2.5BA Cedar Reef Villas condo! Watch the glow of sunrise on the marsh & ocean without leaving your plush king bed. Play a game of tennis, then take a cool dip in one of the resort's pools within walking distance. Stroll to the beach via the Cedar Reef boardwalk access, or drive 3 miles to pristine Hunting Island State Park. Close out the day in nearby Beaufort with a date night dinner and a stunning sunset on the marina!

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, 321 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!

Flat 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, 116 reviews

Quiet Life by the Beach

This beautiful poolside unit in a quiet gated community, completely renovated in June 2019, is located just steps from the beautiful beach of Port Royal Sound. This first floor condo has a fully equipped kitchen with quartz counter tops, vinyl plank floors, all new appliances and is just a very short walk to the beach. The bathroom has quartz countertop and a tub & shower combo. You'll find two TVs (one with streaming options), washer/dryer, dishwasher and free WiFi in condo and on the resort.

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, 109 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

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

Looking for a place to relax and enjoy a stress free holiday, consider this Beautiful cottage set on a private Island with dock access to the intercoastal water way. Minutes from downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great resturants and attractions like: Hunting Island state park and public golf coures. Fishing, kayaking or paddel boarding (equipment provided), or just relax on one of the docks or porches.

4.98 out of 5 average rating, 101 reviews

A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.

Chalet in Sea Pines

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

Guest house 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, 234 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, 277 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

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, 169 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**

Home in Saint Helena Island

A custom beachfront home with light purple siding features a spacious balcony and off-street parking beneath. The lush green lawn is bordered by palm trees, and expansive blue skies create a serene backdrop, enhancing the home's inviting curb appeal.

4.99 out of 5 average rating, 132 reviews

The Hampton House

CUSTOM BEACHFRONT HOME ON GORGEOUS LOW COUNTRY BEACH. Custom beachfront home with unparalleled views! Beautifully but comfortably decorated in low country beach style. All the comforts of home. Feels like your own private paradise. 4 bed 3 1/2 bath,Sleeps 12 with TWO King master en suites. Stainless Steel Kitchen, private boardwalk to the beach, Golf Cart, Kayaks, beach towels, chairs, umbrellas, 2 car passes... all included. Make memories that will last forever.

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, 37 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

A spacious family house is shown from an angled view, elevated on stilts with a light exterior. Large windows and a covered porch are visible, surrounded by a grassy lawn and landscaping. A private pool is situated in the backyard, framed by trees and blue sky.

5 out of 5 average rating, 10 reviews

The Second Star - 1 Block to Sand and Ocean!

The exterior of a split-level beach house is visible, featuring a light-colored facade with a spacious deck and stairs leading to the upper level. Lush greenery surrounds the property, and palm trees are positioned in the yard, adding to the coastal setting.

4.84 out of 5 average rating, 49 reviews

Private Pool-Fripp Island-Steps From The Beach

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

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

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.

4.87 out of 5 average rating, 15 reviews

Waterview paradise on Fripp with a double kayak!

Home in Hilton Head Island

A private heated saltwater pool is shown, featuring a shallow entry. Surrounding seating includes a table and chairs, positioned on a colorful rug. Lush greenery frames the space, creating a serene environment, while a grill is visible in the background.

4.89 out of 5 average rating, 107 reviews

Sleep 20, Walk to Beach, Free Heated Pool, Elev

Apartment rentals with a pool

A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.

4.99 out of 5 average rating, 134 reviews

Beach condo with pool and stunning nature views

A welcoming living area features a large gray sectional sofa accompanied by two blue accent chairs. A round black coffee table is centered on a light gray area rug, while a wall-mounted image of boats adds a coastal touch. The kitchen is visible in the background.

4.84 out of 5 average rating, 126 reviews

Modern villa for vacation or remote work getaway!

Apartment in Palmetto Dunes

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.

4.94 out of 5 average rating, 108 reviews

Ocean Views at Villamare, Right on the Beach!

4.82 out of 5 average rating, 157 reviews

Beach Front Villa Oak Tree Lined Views to Water

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, 224 reviews

Oceanside Beach Retreat

A cozy living area features a green sofa adorned with patterned cushions, accompanied by two stylish armchairs. A wooden coffee table sits at the center, with decorative elements including a bowl. Artistic nature-themed prints are displayed on the walls, and natural light fills the space through sliding glass doors.

4.89 out of 5 average rating, 123 reviews

Sunny Treetop Getaway w/ tennis and pickleball

A sun-filled sitting area features a light-colored sofa and accent chairs arranged around a rectangular table. Two round mirrors are mounted on the wall, enhancing the space. Sheer white curtains frame the windows, allowing natural light to illuminate the room.

4.94 out of 5 average rating, 162 reviews

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway

Apartment in Palmetto Dunes

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.

4.81 out of 5 average rating, 124 reviews

Walk to the Beach - Oceanside Resort 2BR Condo

Other holiday rentals with a pool

4.97 out of 5 average rating, 72 reviews

A private balcony features blue Adirondack chairs arranged around a metal table, overlooking a natural lagoon surrounded by lush green foliage. Sunlight filters through the trees, enhancing the peaceful ambiance of the outdoor space.

Home in Sea Pines

Sea Pines Home! Walk to Beach | Lagoon View & Pool

5 out of 5 average rating, 18 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

Apartment 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

Apartment in Shelter Cove

A view of the resort's building complex is presented, featuring multiple balconies and terracotta roofs. The outdoor pool is visible, surrounded by greenery and lounge chairs. A tranquil waterway lies in the background, with natural landscapes of grass and trees framing the scene.

5 out of 5 average rating, 8 reviews

Marriott Sunset Pointe - 2BD

4.9 out of 5 average rating, 30 reviews

An open living area showcases a blue sofa and two light chairs positioned around a low coffee table. A large flat-screen TV is mounted on a light-colored wall, complemented by a wooden bookshelf filled with various items. A dining area with white chairs is visible in the background.

Villa in Fripp Island

Pool + Ocean View + Walk to Beach | Captain Villa

Apartment 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, 28 reviews

Tidewater Shoals, Walk to beach! Amenity Cards!

4.96 out of 5 average rating, 72 reviews

A spacious living area is highlighted by a modern sectional sofa and a wooden coffee table. Industrial-style decor is present, including a large wall art piece resembling a vintage wheel. A dining table is visible alongside a well-equipped kitchen, all set beneath exposed wooden beams.

Flat in Habersham

Near Pool Shops Restaurants~Prestigious Habersham

An expansive deck features multiple seating areas, including picnic tables and lounge chairs. A red storage chest is visible alongside a grill. Green marshland and a flagpole, with an American flag, stand in the background, framing a peaceful water view.