Vacation rentals with a pool in Fripp 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.

4.98 out of 5 average rating, 218 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 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, 333 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.

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.

4.83 out of 5 average rating, 120 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.

The living area features a light-colored sofa and a glass coffee table, with a view of the resort through sliding glass doors. Soft-hued walls complement the decor, while mirrored panels reflect natural light, enhancing the spacious feel. A dining table with seating for four is visible in the background.

4.94 out of 5 average rating, 125 reviews

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

Charming villa with everything you need for the perfect beach getaway- just steps from the sand! Elevated 1st floor, END UNIT offers lots of natural light and ramp for easy access. Situated in desirable C building, closest to beach, pool and Jamaica Joe'z restaurant/ tiki bar. 2 FREE bikes, chairs & beach towels! HHBT Resort provides gated security and countless amenities, including the island's largest oceanfront pool, multiple restaurants/ bars, tennis courts, playgrounds & fitness center.

The kitchen and dining area is equipped with modern appliances, including a microwave and coffee maker. A wooden table with six chairs is set for dining, while white cabinetry and light countertops create a spacious atmosphere. A sliding door provides access to the outdoor area.

4.97 out of 5 average rating, 103 reviews

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

Welcome to "Tygers on the Beach" at Fiddler's Cove. This 1st floor fully equipped villa is 300 yards to the private beach access. The pristine beach is one of the least crowded on the island, making it ideal for families. Lounge in the heated pools, relax in the hot tub or play tennis/pickleball on site. Enjoy golf course views from the patio, king-size master bed and easy access to the bike trails, restaurants, and shops that make Hilton Head Island the perfect place to relax & unwind.

A modern kitchen area is showcased with navy blue cabinets and stainless steel appliances. A large island with seating for four is highlighted, and natural light filters in through the window. A cozy living room area is adjacent, featuring a stylish brown leather sofa.

4.87 out of 5 average rating, 127 reviews

Oceanfront Villa on Hilton Head Island!

This one bedroom, one bath oceanfront Villa is a third floor end unit that sleeps 5. There’s an adjustable queen bed, a set of bunk beds (Intended for children) and a twin sleeper sofa. It is a three minute walk to the sandy shores of Hilton Head Island. The gated resort has these amenities: two pools (one of which is the largest beach front pool on the island), 10 tennis courts, pickle ball courts, fitness center, bike rental, playground, and three restaurants. Reserve your vacation today!

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, 235 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.

4.94 out of 5 average rating, 284 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, 171 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**

5 out of 5 average rating, 107 reviews

A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.

Condo in Sea Pines

5 Star Location! Pool, Walk to Shops/Dining

This luxury villa is in the heart of Hilton Head Island: Harbour Town in the world famous Sea Pines Resort- home of the PGA Heritage golf tournament! Walk to shopping, lighthouse, dining, water sports, golf, tennis, entertainment, and boat charters! The complimentary, seasonal beach shuttle picks up at the villa and drops off at the Sea Pines Beach Club. Impeccably appointed and sparkling clean with lagoon views. The complex has a private pool and clay tennis courts.

Apartment in Fripp Island

A well-appointed room features a queen bed with a light grey quilt. A kitchenette is visible in the background, equipped with modern appliances. Two stools are arranged at a small dining table. Soft lighting is provided by pendant lights and bedside lamps.

4.87 out of 5 average rating, 347 reviews

Cozy Sunsuite Fripp Island Resort- Steps to Beach!

Experience the perfect beach getaway on Fripp Island! This cozy 1st floor sunsuite is ideal for couples and families with young children, offering unparalleled convenience just steps away from the beach boardwalk. Enjoy easy close access to resort amenities like an Olympic pool, Arcade, Adults-Only pool with pool bar, tennis courts, and Beach Club restaurant for a memorable stay. Book now to receive up to Two Fripp Resort amenity cards included, a $110 value!

4.87 out of 5 average rating, 126 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

4.98 out of 5 average rating, 42 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

Home in Hilton Head Island

The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.

5 out of 5 average rating, 100 reviews

98 Sandcastle Ct

4.8 out of 5 average rating, 25 reviews

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.

Home in Fripp Island

Fripp Island Marsh Views Amenity Cards 3 King Beds

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

4.84 out of 5 average rating, 49 reviews

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.

Home in Fripp Island

Private Pool-Fripp Island-Steps From The Beach

4.94 out of 5 average rating, 122 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

Home in Hilton Head Island

A private pool area is featured, showcasing a clear blue pool surrounded by paved decking. Several lounge chairs are positioned nearby, accompanied by a shaded cabana area with seating. Bright pink inflatable flamingos float in the water, enhancing the relaxing ambiance.

4.98 out of 5 average rating, 121 reviews

Resort-Style Pool, Cute House 88 Steps to Sand

Home in Hilton Head Island

A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.

4.87 out of 5 average rating, 381 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms

Condo rentals with a pool

A spacious pool area is visible, bordered by sun loungers and palm trees. The ocean can be seen in the background, with glistening sunlight reflecting off the water. A clear blue sky enhances the inviting atmosphere of the outdoor space.

4.91 out of 5 average rating, 218 reviews

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

A boardwalk leads towards the ocean, framed by grassy dunes on either side. The sky displays a blend of warm orange and soft purple hues during sunset. A boat is seen cruising on the water, while gentle waves lap against the shore.

4.79 out of 5 average rating, 107 reviews

Lovely 1-Bedroom Condo with Beach Front Pool

4.82 out of 5 average rating, 158 reviews

Beach Front Villa Oak Tree Lined Views to Water

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, 115 reviews

Beach Front Resort - Ocean View King Bed

A serene beach scene showcases a wide expanse of sandy shore bordered by gentle waves under a clear blue sky. The shoreline leads toward distant buildings, creating a tranquil atmosphere at the water's edge.

4.88 out of 5 average rating, 129 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

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, 172 reviews

Beach condo in gated resort w/ tons of amenities!

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, 177 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

4.94 out of 5 average rating, 135 reviews

The living area features a sectional sofa with blue and neutral throw pillows. A textured round coffee table sits in front, surrounded by two accent chairs. Decorative wall art, consisting of various woven circles, adds visual interest. Light from table lamps enhances the inviting space.

Condo in Palmetto Dunes

Oceanfront Breathtaking Views

Other vacation rentals with a pool

A serene view features palm trees framing a well-kept pool area, with bright blue lounge chairs arranged nearby. The scene is complemented by a sandy path leading to the ocean, under a soft pastel sky during dusk.

5 out of 5 average rating, 6 reviews

Island Retreat-Gorgeous Condo w/ Pool/Ocean Views!

An open living area is presented, featuring a light-toned sofa with decorative pillows and a natural fiber rug. A dining table with high-backed chairs is visible, alongside a console table and large windows allowing ample natural light. The space is designed for comfort and relaxation.

5 out of 5 average rating, 50 reviews

Palmetto Corner — Ocean Views & Coastal Comfort

4.95 out of 5 average rating, 19 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 Hilton Head Island

A cozy living area is highlighted by a round glass table atop a soft rug. Large sliding glass doors allow natural light to fill the space and provide a view of the blue sky and surrounding greenery. A wicker lamp and throw pillows add to the inviting decor.

4.92 out of 5 average rating, 51 reviews

Oceanfront Villa with pool

The living room features a comfortable sofa paired with two armchairs, creating a relaxed seating area. A coffee table sits in the center, complemented by a light-colored area rug. Large windows frame the beautiful view of the ocean and surrounding landscape.

4.89 out of 5 average rating, 93 reviews

Jim's Direct Oceanfront 3BR Penthouse Villa

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.

4.98 out of 5 average rating, 63 reviews

The Pink Pelican

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, 85 reviews

Saltwater Zen - A Fripp Island Oceanfront Retreat

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.