Beachfront holiday rentals 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, 334 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 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, 199 reviews

Coastal Beach Getaway for Sunsets & Flip Flops HHI

Beautiful, bright and open fully renovated vacation villa, just steps from Port Royal Sound! Enjoy our coastal retreat with designer touches! The Sound features a picturesque location with a sandy beach that’s great for strolls, picnicking, nature-watching or just enjoying the sound of the tide. Our villa is at the north end of the island. Close to popular beaches, shopping, restaurants, and entertainment yet in a peaceful and tranquil setting! We have a similar unit right below this one 😊

A tranquil beach scene is captured, featuring soft sand leading toward shimmering ocean waves. A wooden fence guides the pathway, with grasses gently framing the foreground. The sky is illuminated with warm hues of orange and pink as the sun rises above the horizon.

4.97 out of 5 average rating, 291 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 light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.

4.98 out of 5 average rating, 159 reviews

My Blue Heaven, Direct Ocean Front View

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

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

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, 205 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ Oceanfront Balcony 100% New Luxury Renovation HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/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, 173 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 bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.

4.99 out of 5 average rating, 414 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

Flat in Hilton Head Island

A large, colorful turtle sculpture is seen in a natural outdoor setting. The turtle features a intricately designed shell in earthy tones and vibrant blue flippers, perched on a textured rock with white, oval shapes resembling eggs located at its base.

4.94 out of 5 average rating, 119 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

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.

4.95 out of 5 average rating, 164 reviews

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

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

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

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, 136 reviews

Beach condo with pool and stunning nature views

Your peaceful and stylish condo is on Hilton Head’s hidden gem beach, with nature views, lush landscaping, 3 pools, a hot tub, and tennis. This newly remodeled 2-bed/2-bath unit features lagoon and sea views, a screened-in sunroom, new LG appliances, quartz counters, a stocked kitchen, in-unit laundry, 65" TV in the living room, 58"/55" TVs in bedrooms, beach gear (cart, umbrellas, toys), 400 MB Internet—and no cleaning fee!

Popular amenities for beachfront rentals in Fripp Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Home in Hilton Head Island

5 out of 5 average rating, 4 reviews

Beach Bungalow in Sea Pines’ Night Heron Community

Cottage in Hilton Head Island

An open concept living area features a large flat-screen TV mounted on a white entertainment unit, surrounded by books. Light-colored furniture is arranged comfortably, with a tufted ottoman in the center. The kitchen area is visible in the background, showing modern appliances and island seating.

4.86 out of 5 average rating, 91 reviews

New Cottage: 4th row & fully fenced back yard!

4.57 out of 5 average rating, 7 reviews

A private balcony offers views of the sandy beach and expansive ocean. Sunlight casts shadows from the railing onto the floor. A single white lounge chair is positioned on the balcony, inviting relaxation while taking in the serene coastal landscape.

Home in Fripp Island

5 BEDROOM BEACH FRONT HOME WITH EVERYTHING

Cottage in Hilton Head Island

A new two-story house features a blue exterior with white trim, complemented by a spacious driveway. Lush green grass surrounds the home, with low shrubs and trees providing shade and privacy. The garage doors are visible, adding to the house's functional appeal.

4.93 out of 5 average rating, 102 reviews

Beach City @ Freedom Park

Townhouse in Hilton Head Island

A comfortable living area features light-colored sofas and a patterned armchair, complemented by a coffee table. Large sliding doors open to a patio with greenery visible outside. Decor includes calming art pieces and a ceiling fan, enhancing the relaxed ambiance of the space.

4.8 out of 5 average rating, 163 reviews

Luxury Villa @ Great Price, Walk 2 Beach/Coligny

Home in Hilton Head Island

An aerial view captures a historic home nestled among trees, providing a sense of privacy. The beach is just steps away, with gentle waves lapping at the shore. The lush greenery contrasts with the sandy beach, creating a tranquil coastal atmosphere.

4.7 out of 5 average rating, 60 reviews

Sandpiper by AvantStay | Historic Beach House

A balcony view showcases lush greenery leading to the beach. The ocean is visible in the distance, with beach access paths winding through the area. Picnic tables are positioned on the grassy expanse, providing outdoor seating options under the warm sun.

4.9 out of 5 average rating, 78 reviews

ThisISOceanfront! ESA! PetsAllowed! 2BR/2BA condo

5 out of 5 average rating, 17 reviews

An open-concept living area is shown with stylish wood-style flooring. A comfortable sofa faces a large dining table with light-colored chairs. A well-equipped kitchen is visible in the background, featuring modern appliances. Ample lighting enhances the welcoming ambiance throughout the space.

Home in Palmetto Dunes

Palmetto Dunes Renovated Villa

Beachfront home rentals with a pool

4.95 out of 5 average rating, 110 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

Apartment in Saint Helena Island

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

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 cozy living area features a comfortable blue sofa and a wooden coffee table, complemented by decorative accents. A flat-screen TV is mounted on the wall, and large windows open to the patio. A welcoming ambiance is created by soft lighting from a nearby lamp.

5 out of 5 average rating, 10 reviews

Beach View - 1st Floor - King Bed - Pools -Tennis

A welcoming living area features a light grey sofa adorned with blue and white accent pillows. A modern kitchen with sleek cabinetry and stainless-steel appliances is visible, complemented by two wicker stools at the counter. Art depicting herons hangs on the wall.

4.86 out of 5 average rating, 160 reviews

HHB&T 3 min walk to the sand

Villa in Hilton Head Island

A cozy sleeping area features a spacious bed with a decorative quilt, complemented by a patterned accent pillow. A ceiling fan hangs above, while adjacent wooden sliding doors lead to a closet. Light blue walls and dark wood flooring enhance the inviting atmosphere.

4.93 out of 5 average rating, 101 reviews

Beach Awaits You! Winter Discounts!

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

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.

4.95 out of 5 average rating, 366 reviews

1 Minute walk to the beach *Amazing ocean view*

Private beachfront home rentals

5 out of 5 average rating, 33 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

Flat in Hilton Head Island

A serene sunset is captured from the private balcony, highlighting warm hues blending into the sky. The ocean glimmers in the distance, framed by the condo's structure. A pair of comfortable striped chairs are positioned for optimal viewing.

5 out of 5 average rating, 16 reviews

Sun-Up Seduction

4.89 out of 5 average rating, 57 reviews

Ocean Villa A204 - Newly Updated with Ocean Views

4.87 out of 5 average rating, 23 reviews

Views 4U w/ Comfort Coastal Living - King - C344

The image captures the sun setting over calm ocean waters, reflecting warm golden tones on the surface. Gentle waves lap at the shore, creating a serene atmosphere. The sky features soft clouds, blending hues of orange, yellow, and subtle blues.

4.85 out of 5 average rating, 91 reviews

Sunsets & Smiles feat. on Beachfront Bargain Hunt!

A spacious living room features a comfortable sofa, two blue armchairs, and a coffee table. Natural light fills the area through large windows offering views of the landscaped outdoors. A 60-inch smart TV is mounted on the wall, complementing a coastal-themed wall art piece.

5 out of 5 average rating, 43 reviews

Oceanfront paradise just steps away to the beach.

A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.

5 out of 5 average rating, 81 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

A private balcony offers elevated views of lush greenery and the ocean beyond. Tall pine trees frame the scene, creating a natural border against the clear blue sky. A table and chairs are positioned on the balcony, inviting outdoor relaxation.