Waterfront holiday rentals in Fripp Island

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.

4.94 out of 5 average rating, 234 reviews

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

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

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, 143 reviews

"A" Secluded Quiet Oasis w/ Beach Pass

Detox 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.

Condo 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.

4.98 out of 5 average rating, 219 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!

Guest suite in Shelter Cove

An aerial view captures a cluster of modern buildings with red roofs, surrounded by lush greenery. Sailboats are docked in the marina, with a scenic waterfront area in the background. A glimpse of residential areas and palm trees adds to the inviting atmosphere.

4.93 out of 5 average rating, 363 reviews

Prime Spot: Harbour, Dining, Shops & Beach

Stay in the heart of it all at this upscale, centrally located guest suite (256 sq ft) with independent entrance, total privacy, queen bed and full bath (no kitchen). Step outside to waterfront restaurants, live music, bars, shops, and summer weekly fireworks. Supermarkets and more dining are just a 10-minute walk away. Enjoy a free shuttle to attractions within 2-mile radius (April–September). Golfing, biking, fishing, and water sports all nearby, free access to Palmetto Dunes Beach community.

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, 288 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!

Cottage in Saint Helena Island

A bright living area features large windows that offer views of the surrounding greenery. Natural light fills the space, highlighting a comfortable sofa and accent chairs. A wooden coffee table sits at the center, accompanied by a modern wall-mounted TV and decorative elements.

4.99 out of 5 average rating, 110 reviews

The Hideaway - Luxury Waterfront

Escape to this stunning hidden gem located in the heart of St. Helena Island. The Hideaway is a newly built, modern 2br 2ba waterfront cottage with unique architecture, breathtaking views, and luxury amenities, including an indoor sauna. Quietly tucked away amongst beautiful live oak trees and scenic saltwater marshes, this is the perfect place for you to rest, relax, and recharge. Conveniently located just minutes away from the beach, outdoor activities, shopping and excellent dining options.

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, 129 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!

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, 285 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

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 may 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 serene bedroom space features a spacious bed with a light patterned coverlet. A mirror and a closet are visible, while a smart TV is positioned atop a white cabinet. Soft natural light enters the room through a nearby door leading to an adjacent area.

4.91 out of 5 average rating, 222 reviews

Ocean front condo with amazing ocean view!

Ocean front condo with amazing view of the ocean and beach from balcony. You are just steps to the beach. In addition, you will be within walking distance to Coligny Plaza with many great restaurants and shops. Guests get to enjoy the onsite pool, sun deck, and grilling area. Luggage carts are located by the pool and elevator to easily transport all your luggage to the condo. Fast upgraded wifi for streaming and work needs. No pets allowed. Preapproval required for service animals.

A serene beach scene at sunset displays soft hues of orange and pink reflecting on the water. Two figures stroll along the shoreline, leaving footprints in the sand. Gentle waves lap against the beach, creating a peaceful coastal atmosphere.

4.91 out of 5 average rating, 170 reviews

Cozy in Coligny

Welcome to the Cozy in Coligny condo! Located at The Breakers, a highly desirable beachfront property, you are only steps away from the pool and beach. You will be in the heart of award-winning Coligny Beach – park your car and leave it! You can spend the day playing in the sun and sand then walk across the street to Coligny Plaza – home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants, entertainment, tour information, beach equipment, and bike rentals.

4.81 out of 5 average rating, 160 reviews

Beach Front Villa Oak Tree Lined Views to Water

3 Min Walk to the Beach - Your personal paradise awaits! Whether you’re visiting for a weekend getaway or a long-term snowbird retreat, this beautiful beachfront villa is sure to please. You’ll stay just steps from the beach and enjoy lagoon views and amenities this quiet gated community offers, including 24-hour security, pools, a sauna, tennis, and more! 3 Min Walk to the Beach 3 Min Drive to Hilton Head Distillery 12 Min Drive to Shelter Cove Harbor

Popular amenities for Fripp Island waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

A view from the balcony showcases a lush green landscape leading to the ocean. Tall trees frame the scene, with the ocean visible in the distance, complemented by colorful beach umbrellas along the shoreline.

4.76 out of 5 average rating, 29 reviews

2 Min to Beach-Ocean Front~Views~ 2 Bikes! #169

Apartment in Palmetto Dunes

A spacious living area features comfortable seating arrangements, including a cozy sectional sofa and armchairs. Large glass doors provide access to the balcony, with views of the outdoors. The room is bright, complemented by a flat-screen TV and decorative shelving.

5 out of 5 average rating, 38 reviews

#4203 Renovated/1BR/2BA/Direct Ocean Views/Sofa Bd

A balcony table is set with two clear wine glasses and a single pink rose in a vase. Green foliage and palm trees frame a view of the ocean and beachfront, creating a serene atmosphere against a clear blue sky.

4.85 out of 5 average rating, 241 reviews

Priceless Ocean View, King Bed, Heated Pool

Apartment in Shelter Cove

The image displays a serene waterfront view featuring a marina filled with various boats. Lush greenery lines the foreground, adding a natural touch. The sky is clear with soft clouds, and the calm water reflects the surrounding scenery, enhancing the tranquil atmosphere.

5 out of 5 average rating, 17 reviews

Harbourside Haven

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

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.

4.83 out of 5 average rating, 185 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

5 out of 5 average rating, 5 reviews

A spacious living area is featured, showcasing a large sectional sofa, light-colored walls, and wood-beamed ceilings. A coffee table rests on a patterned rug, surrounded by armchairs. Large windows offer views of lush greenery, enhancing the openness of the space. A ceiling fan provides airflow.

Apartment in Sea Pines

Sea Pines-Fairway Lane, Stunning View, Pets OK

A spacious living area features a comfortable sofa in neutral tones, accented by decorative pillows. A blue ottoman sits in front, while light pours in through large windows, offering a view of the outside. Walls are adorned with coastal-themed artwork, enhancing the room's serene ambiance.

4.8 out of 5 average rating, 45 reviews

Port Royal beach heaven| Superfast Wifi

Waterfront house rentals

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, 103 reviews

98 Sandcastle Ct

4.94 out of 5 average rating, 89 reviews

The dining area features a large, rectangular table set for six, complemented by light-colored chairs. A soft blue rug lies beneath the table, enhancing the space. A green sideboard and a wall art piece depicting a tree add simple decor elements, while a ceiling fan provides airflow.

Home in Fripp Island

Perfect Vacation on Fripp

4.99 out of 5 average rating, 133 reviews

The Hampton House

A dining area features a round glass table surrounded by four blue chairs. A ceiling fan is visible above, and large windows provide natural light alongside a sliding glass door leading to a waterfront deck. Scenic views of the outdoors are framed by the walls.

4.96 out of 5 average rating, 85 reviews

St. Helena Waterfront Retreat

A spacious deck features two Adirondack chairs positioned for relaxation. The warm wooden surface contrasts with the lush greenery surrounding the tree house. In the background, views of marshland and distant trees create a serene outdoor space, inviting guests to enjoy nature.

4.98 out of 5 average rating, 52 reviews

Tranquil Treehouse on Fripp Island Marsh

A wooden dock extends into a peaceful marsh landscape, bordered by tall grasses and surrounded by trees. Soft morning light illuminates the scene, reflecting off the calm water. The tranquil atmosphere invites relaxation and appreciation of nature's beauty.

4.92 out of 5 average rating, 59 reviews

Private Waterfront Home w/Dock -10 min to Beaufort

A spacious deck overlooks a sandy beach and calm waters under a clear blue sky. The white railing frames the expansive view, inviting relaxation and connection with the serene coastal environment.

4.87 out of 5 average rating, 55 reviews

Beachfront | Pets Welcome | Open Airy & Spacious

4.85 out of 5 average rating, 27 reviews

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.

Home in Fripp Island

Elevator, 3 Kings, ADA, Game Rm, 2 Lge Golf Carts!

Waterfront condo accommodation

4.94 out of 5 average rating, 109 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

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!

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

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.

4.98 out of 5 average rating, 204 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

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, 116 reviews

Beach Front Resort - Ocean View King Bed

4.97 out of 5 average rating, 172 reviews

A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.

Condo in Sea Pines

Harbour Town Paradise! Amazing Sunset Views

A three-story building is depicted with multiple balconies overlooking a paved driveway. Lush palm trees line the area, providing a tropical feel. The sky is partly cloudy, suggesting a bright atmosphere. Parking spaces are visible, adding convenience for guests.

4.98 out of 5 average rating, 271 reviews

Coastal King Beach Flat Convenient to Everything!

A large, inviting pool area is surrounded by palm trees and lounge chairs. The pool's curvy shape is highlighted by soft lighting, creating a relaxing atmosphere. Adjacent to the pool, a spacious building features expansive windows, enhancing the connection to the outdoor space.