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Condo vacation rentals in Hilton Head

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Vacation rentals for every style

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Popular amenities for Hilton Head condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
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.
Condo in Hilton Head Island
4.9 out of 5 average rating, 197 reviews

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

Superhost
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.
Condo in Hilton Head Island
4.85 out of 5 average rating, 123 reviews

Modern villa for vacation or remote work getaway!

Top guest favorite
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.
Condo in Hilton Head Island
4.94 out of 5 average rating, 218 reviews

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

Guest favorite
The kitchen is equipped with white cabinetry and a matching countertop. A stove and microwave are visible, along with a refrigerator. A small window is adorned with a lace curtain, allowing natural light to brighten the space. A water dispenser adds convenience.
Condo in Hilton Head Island
4.87 out of 5 average rating, 254 reviews

Hilton Head Island Condominium

Guest favorite
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.
Condo in Hilton Head Island
4.89 out of 5 average rating, 116 reviews

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

Top guest favorite
A serene landscape is presented, featuring a tranquil pond surrounded by lush greenery and palm trees. The view extends toward the beach, with well-maintained walkways leading through the gardens. A clear sky with scattered clouds adds to the peaceful ambiance.
Condo in Hilton Head Island
4.92 out of 5 average rating, 134 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

Guest favorite
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, 154 reviews

Beautiful Oceanfront Villa with Amazing Sunrises

Top guest favorite
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.
Condo in Hilton Head Island
4.94 out of 5 average rating, 149 reviews

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

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Pet-friendly condo rentals

Guest favorite
A dining area is illuminated by a chandelier, featuring a table surrounded by six white chairs. A large mirror reflects natural light from the nearby windows, while a decorative map artwork decorates the wall. A lamp on a side table adds a soft glow.
Condo in Hilton Head Island
4.98 out of 5 average rating, 83 reviews

Steps away from South Beach & Salty Dog!

Top guest favorite
A serene beach scene captures the setting sun casting warm hues across the sky. The shoreline is marked by gentle waves, and a few silhouettes of beachgoers can be seen in the distance. Lounge chairs rest on the sand, offering a tranquil spot for relaxation.
Condo in Hilton Head Island
4.97 out of 5 average rating, 99 reviews

Walk to Beach| 2BR Shipyard Condo w/ Pool & Tennis

Top guest favorite
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, 516 reviews

Peach Penthouse (steps to the beach)

Top guest favorite
An inviting open-concept living area features a dining table set for four, complemented by a soft rug beneath. A modern kitchen is visible in the background, with sleek cabinetry and appliances, while a comfortable seating area showcases a leather sofa and glass coffee table, illuminated by ceiling fans.
Condo in Hilton Head Island
5 out of 5 average rating, 21 reviews

Luxurious, Dog Friendly Ground Fl Villa Fazio Golf

Guest favorite
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, 308 reviews

Mermaid Cove - 2BR Tybee Island Back River Retreat

Superhost
A bright and airy living room features a spacious, L-shaped sectional sofa adorned with decorative pillows. A coffee table centers the area, while a woven light fixture hangs overhead. Large windows provide natural light and a view of the lush outdoor surroundings.
Condo in Hilton Head Island
5 out of 5 average rating, 4 reviews

Beachside Bliss, Newly Renovated, Pet Friendly

Top guest favorite
The living room features a comfortable seating arrangement with a light-colored sofa and armchairs, accented by colorful throw pillows. A natural wood coffee table sits in the center, while a modern ceiling fan provides airflow. A sliding door opens to an outdoor patio, enhancing the space.
Condo in Hilton Head Island
5 out of 5 average rating, 13 reviews

Steps to Beach-Hilton Head Condo-Pet Friendly

Top guest favorite
The living area is furnished with a comfortable sofa and armchairs, complemented by decorative pillows. A light wood coffee table is situated in the center, while a dining space with white chairs and a wooden table is visible in the background. Soft lighting enhances the relaxed atmosphere.
Condo in Hilton Head Island
5 out of 5 average rating, 51 reviews

Seas the Day! Dogs Welc. ~ 2BR/2BA ~ Walk to Beach

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Condo rentals with a pool

Superhost
An outdoor pool area is visible, framed by palm trees and lush landscaping. The pool features unique shapes and is surrounded by lounge chairs. The beach can be seen in the background, with waves gently rolling onto the shore under a partly cloudy sky.
Condo in Hilton Head Island
4.81 out of 5 average rating, 77 reviews

Palmetto Dunes - Captains Walk, Penthouse View

Superhost
A spacious living area features comfortable blue armchairs and a light grey sofa, with decorative pillows adding subtle texture. Large windows allow natural light to fill the room while offering views of the ocean and surrounding greenery. A round coffee table occupies the center, enhancing the inviting setup.
Condo in Hilton Head Island
5 out of 5 average rating, 4 reviews

MyStay at 2519 Villamare: Penthouse w Ocean Views!

Guest favorite
An aerial view captures a spacious pool surrounded by lounge chairs, set against a backdrop of palm trees and a clear ocean. The pool features a unique octagonal design, and the beach can be seen in the distance, enhancing the recreational atmosphere.
Condo in Hilton Head Island
5 out of 5 average rating, 43 reviews

212 Barrington Court - Ocean Front Palmetto Dunes

Top guest favorite
A private pool area is nestled among lush greenery and towering trees. Sun loungers are arranged around the pool, providing a tranquil setting. A secure fence surrounds the pool, enhancing privacy and safety in this serene outdoor environment.
Condo in Hilton Head Island
5 out of 5 average rating, 99 reviews

5 Star Location! Pool, Walk to Shops/Dining

Guest favorite
Condo in Hilton Head Island
4.98 out of 5 average rating, 52 reviews

Direct Oceanview-Balcony-2MIN Walk Beach, 2 Pools

Guest favorite
Condo in Hilton Head Island
5 out of 5 average rating, 73 reviews

THE SANDPIPER’s NEST Luxury direct Oceanfront

Superhost
A serene beach scene at sunset features silhouettes of individuals fishing along the shoreline. Warm hues of orange and yellow fill the sky, reflecting on the gentle waves of the Atlantic Ocean as the sun sets on the horizon.
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

Southern Serenity, an HHI Beachfront Resort

Guest favorite
Condo in Hilton Head Island
4.94 out of 5 average rating, 215 reviews

$95/nt ~ KING Bed ~ Sleeps 7 ~ CLEAN ~ Big Pool

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