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Condo vacation rentals in Hilton Head

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Top-rated condo rentals in Hilton Head

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Top guest favourite
A cozy living area features a spacious gray sofa with decorative pillows. Soft lighting from two side lamps illuminates the room. Large sliding glass doors open to a deck, providing a view of the surrounding trees. Wall art depicting a turtle adds a touch of character.
Condo in Hilton Head Island
4.96 out of 5 average rating, 127 reviews

Cozy Villa 6 Minute Walk From the Beach & Golf

Recently updated villa only a 6 min. walk to the beach with private & public beach access and a 7 min. drive to Port Royal Plantation GC. Villa has 1 queen and 2 twin beds, full size sleeper sofa, 55" tv in the living room and tvs in both bedrooms. Many family amenities, Washer/Dryer in the unit, and a deck overlooking the Port Royal golf course. Fiddler's Cove is a gated community with 10 Har-Tru tennis courts, 2 indoor racquet ball courts, 2 pools, hot tub, work out facility and Tot lots.

Top guest favourite
Condo in Hilton Head Island
4.89 out of 5 average rating, 223 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March ‘26 and brand new,from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa - with all of the amenities needed to enjoy a relaxing stay at the Hilton Head Beach & Tennis resort. Our villa is located just steps from the only elevator in the building. Our resort offers the largest pool on the island, several restaurants, a large playground & picnic area, on site bike rental, 24 hour gated security, 8 lighted tennis courts, and 6 pickleball courts.

Top guest favourite
A candle is displayed on a table, surrounded by seashells, with a sunset view of the ocean in the background. The warm colors of the sky reflect off the water, while a cup is placed nearby, adding to the serene atmosphere of the balcony.
Condo in Hilton Head Island
4.99 out of 5 average rating, 117 reviews

Luxury OceanView KING BED 75"TV Gym BAR Pickleball

✨Top 5% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! FREE Pickleball, Tennis, Gym & More HGTV Featured Decorator 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop

Top guest favourite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 301 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!

Top guest favourite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 217 reviews

Oceanfront Luxury! KING BED Pickleball + Beach Bar

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨See the Ocean Sunrise & Hear the Waves! ✨ Oceanfront Balcony FREE Tennis, Gym, Pickleball, Basketball, Volleyball HGTV Decorator Renovation KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT No Resort Fees! Beachfront Pool w/Bar & Grille Sports Bar 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Island Trolley Stop (April-Sept)

Top guest favourite
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.
Condo in Hilton Head Island
4.98 out of 5 average rating, 165 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.

Top guest favourite
The living area showcases comfortable seating arrangements with two plush sofas and an accent chair. A light area rug features a subtle pattern. Large glass doors invite natural light and connect the space to an outdoor balcony. Art adorns the walls.
Condo in Hilton Head Island
4.96 out of 5 average rating, 112 reviews

Private comfy condo, steps away from the beach

Light and spacious beach-side condo centrally located within a gated community. Walk to the beach via one of several private beach accesses or to the community’s pools, grills, courts, gym, and play areas within minutes. Located in a quiet and relaxed area away from the bustle of the island’s southern end makes this perfect for families and retirees alike. Golf courses, stores and entertainment are only a short drive from the property. No-contact check-in using your personal numeric code.

Top guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 335 reviews

Ocean & Marsh View KING BED Beach Bar + Pickleball

✨Top 5% Airbnb Home✨ Steps to Beach & Pool Beachfront Building Quiet Top Floor: Marsh & Ocean Views KING BED + 2 Big SmartTVs FAST WiFi (574 mbps) FREE Pickleball, Tennis, Gym + More HGTV Decorator Renovation Couples Retreat Beach Chairs, Boogie Boards, Ice Chest & More 🏝️RESORT🏝️ 4 Private Beach Boardwalks Huge Oceanfront Pool Beachfront Tiki Bar & Grille Sports Bar & Grille 2nd Pool Bike Rentals in Resort Gated 24 HR Security HUGE shady Playground FREE Island Trolly Stop (April-Sept)

Top guest favourite
A bright kitchen and dining area features white cabinetry and modern appliances. A round table is set for four, accompanied by light-colored chairs. Natural light fills the space, highlighting the clean countertops and tasteful decor.
Condo in Hilton Head Island
4.95 out of 5 average rating, 227 reviews

Heron's Haven on Port Royal Sound, 2BR/2BA

Do you love nature? Walking on the beach? Birding? Photography? Tennis? Golf? Shopping? Wonderful restaurants? This is our beautiful Villa that is located in Port Royal Sound directly on the most unique and natural beach on the island. On both sides are public parklands and nature preserves to walk and view the wildlife. A perfect location to enjoy all that Hilton Head has to offer, yet it is quiet, serene and away from all the crowds. It's why we love it, and we're sure you will too.

Top guest favourite
A renovated kitchen features modern stainless steel appliances including a microwave, oven, and dishwasher. White cabinetry and granite countertops create a clean aesthetic. Ample storage is provided by drawers and cabinets, while laminate flooring adds a warm touch to the space.
Condo in Hilton Head Island
4.99 out of 5 average rating, 216 reviews

1st Floor-Beach Access-2 Pools-Hot tub-Pickleball

Welcome to our newly renovated 1st floor unit in Fiddler's Cove. STR Permit# 24587. Perfect for a tennis, pickleball, golf, biking or beach holiday! A 5-7 min walk to Folly Field beach via a private beach access available to our guests. Use our beach gear. Great secure wifi. Surrounded by world class golf courses. Enjoy 5 star amenities including 2 pools, hot tub, racquetball, pickle ball courts and gym. Pools are open from march 1st-October 31st and hot tub remains open year round.

Top guest favourite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 348 reviews

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! 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! 💕

Top guest favourite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 348 reviews

Oceanfront Luxury! KING BED Beach Bar + Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis, Gym & More! HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants 2 Bars (1 is Sports Bar!) Gated 24/7 Security Seasonal Island Trolley Stop

Popular amenities for Hilton Head condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 47 reviews

Oceanfront Luxury! KING BED Beach Bar + Pickleball

Top guest favourite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 116 reviews

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

Top guest favourite
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.
Condo in Hilton Head Island
4.98 out of 5 average rating, 136 reviews

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

Guest favourite
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 Hilton Head Island
4.94 out of 5 average rating, 119 reviews

Ocean Views at Villamare, Right on the Beach!

Guest favourite
A private balcony features comfortable seating with decorative cushions and a small round table. The view showcases a serene landscape of marshland and trees under a colorful sky at sunrise, providing an opportunity for tranquil outdoor relaxation.
Condo in Hilton Head Island
4.85 out of 5 average rating, 117 reviews

Stunning Ocean & Coastal Views | Resort Perks!

Guest favourite
A modern kitchen features stainless steel appliances, complemented by white cabinetry and granite countertops. An open dining area is visible, with a wooden table surrounded by chairs, and a cozy living space includes a comfortable sofa facing a wall-mounted TV. Large windows offer ocean views.
Condo in Hilton Head Island
4.95 out of 5 average rating, 119 reviews

Ocean View with Beach Access

Guest favourite
A newly renovated kitchen features sleek white cabinetry and luxurious quartz countertops. Modern appliances, including a black dishwasher and refrigerator, complement the design. A spacious open layout extends into the living area, with natural light illuminating the tiled floor and inviting textures throughout.
Condo in Hilton Head Island
4.97 out of 5 average rating, 63 reviews

our "Escape from New York"

Top guest favourite
The living area features a navy blue sofa with decorative pillows, positioned next to a light wooden coffee table. A modern kitchen is visible in the background, showcasing stainless steel appliances and white cabinetry. Natural light enhances the open layout, highlighting the coastal theme throughout.
Condo in Hilton Head Island
4.92 out of 5 average rating, 216 reviews

Sea La Vie-Oceanview Villa-Queen & Queen Sleeper

Pet-friendly condo rentals

Superhost
A spacious living room is furnished with comfortable black leather seating surrounding a wooden coffee table. Soft lighting is provided by stylish light fixtures. A decorative area rug adds texture beneath the seating arrangement, and the open layout connects to the dining area and kitchen.
Condo in Hilton Head Island
4.84 out of 5 average rating, 101 reviews

High-End Décor, Steps 2 Pool, Walk 2 Beach/Coligny

Top guest favourite
The balcony features a wooden floor with several potted plants visible in the background. Two comfortable chairs adorned with tropical print cushions are positioned beside a small table. A ceiling fan is mounted above, enhancing the outdoor seating area.
Condo in Tybee Island
4.9 out of 5 average rating, 576 reviews

Peach Penthouse (steps to the beach)

Top guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 113 reviews

Walk-to-Beach Condo with 3 Patios & Pool

Guest favourite
A spacious living area is visible, featuring two comfortable sofas and a coffee table. Large glass doors provide a view of the serene wooded surroundings, which enhances the natural light in the room. A wall-mounted television is positioned near a mirrored wall, adding depth to the space.
Condo in Hilton Head Island
4.78 out of 5 average rating, 55 reviews

SeaPines - Amazing Total Remodel, Pet Friendly

Guest favourite
Condo in Hilton Head Island
4.88 out of 5 average rating, 17 reviews

Modern Pet Friendly Beach House in Palmetto Dunes

Guest favourite
A dining area features a spacious white table surrounded by six chairs, positioned atop a textured rug. A modern light fixture hangs above the table, and a circular mirror adorns the wall. Adjacent bar seating can be seen, offering additional dining options.
Condo in Hilton Head Island
4.95 out of 5 average rating, 22 reviews

Palmetto Dunes/Pet Friendly/Beach Walk/Pool/Golf

Guest favourite
A wooden deck overlooks a tranquil waterway, featuring a hammock strung between two posts. Lush green grass and tropical palm trees surround the space, while a gazebo provides shade nearby. Some chairs are positioned along the railing, inviting relaxation and enjoyment of the serene view.
Condo in Tybee Island
4.91 out of 5 average rating, 345 reviews

Mermaid Cove - 2BR Tybee Island Back River Retreat

Guest favourite
Condo in Hilton Head Island
4.86 out of 5 average rating, 69 reviews

Pet friendly 2 bedroom condo, no pet fee, sleeps 5

Condo rentals with a pool

Top guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 70 reviews

Sea la Vie @Fiddler's Cove - Fitness Room

Guest favourite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 29 reviews

Marriott Sunset Pointe - 2BD

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 15 reviews

Steps to Beach, Water Views, 3 Pools & Hot Tub

Top guest favourite
A serene beach scene captures the sun setting over the horizon, with soft waves gently lapping at the sandy shore. The sky is painted in warm hues of orange and pink, reflecting on the water's surface, creating a peaceful ambiance.
Condo in Hilton Head Island
4.98 out of 5 average rating, 278 reviews

Steps to Beach Coastal King | Walk to Everything!

Top guest favourite
A private balcony overlooks a pool surrounded by lounge chairs and lush greenery. The ocean is visible in the distance, framed by tall trees under a clear blue sky. The space includes a small round table with two chairs.
Condo in Hilton Head Island
4.9 out of 5 average rating, 166 reviews

⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐

Guest favourite
A cozy living area features a light-colored sofa with decorative cushions and a coffee table. Sunlight filters through the large sliding door, which opens to a balcony with views of greenery. Engaging artwork and soft furnishings create an inviting space.
Condo in Hilton Head Island
4.84 out of 5 average rating, 160 reviews

Beautiful Oceanfront Villa with Amazing Sunrises

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 18 reviews

Coastal Calm: Lagoon View, Beach, Family Friendly

Guest favourite
The living area features a sectional sofa paired with a lighted ceiling fan, offering ocean views through large windows. A neutral color palette is complemented by natural light streaming in, creating a comfortable and open atmosphere, ideal for relaxation.
Condo in Hilton Head Island
4.93 out of 5 average rating, 73 reviews

#504 1BR/2BA/Ocean/Beach Views/Sofa Bd/Jaccuzzi

Destinations to explore