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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 wooden table is set on a deck under a red umbrella, overlooking lush green foliage leading to the beach. A refreshing drink sits on the table, with the ocean visible in the background under a clear blue sky.
Condo in Hilton Head Island
4.94 out of 5 average rating, 65 reviews

HUGE Ocean View! 65"TV Pickleball BAR GYM & Tennis

Guest favorite
A wooden boardwalk stretches towards the ocean, flanked by sandy dunes and sea grasses. The path leads directly to the shoreline under a clear blue sky, creating an inviting access point to the beach and ocean beyond.
Condo in Hilton Head Island
4.93 out of 5 average rating, 54 reviews

1Min Walk to Beach/Ocean View Balcony/Huge Pool

Guest favorite
Condo in Hilton Head Island
4.95 out of 5 average rating, 128 reviews

Heron Hideaway: lovely updated near-beach 2bd/2ba

Superhost
Condo in Hilton Head Island
4.87 out of 5 average rating, 142 reviews

HHB&T 3 min walk to the sand

Superhost
A wooden boardwalk leads through soft sand to the beach, bordered by tall grasses on either side. The calm ocean stretches out to the horizon under a clear blue sky, creating a serene coastal vista.
Condo in Hilton Head Island
4.7 out of 5 average rating, 227 reviews

Condo on Beachfront Resort

Guest favorite
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.
Condo in Hilton Head Island
4.94 out of 5 average rating, 189 reviews

Coastal Elegance & Tranquil Beach on Hilton Head

Superhost
An outdoor pool features calm blue water, reflecting palm trees and the sunset sky. Lounge chairs are positioned around the pool, while an umbrella provides shaded seating. The tranquil setting invites relaxation and enjoyment as the day transitions to evening.
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

Marriott Sunset Pointe - 2BD

Guest favorite
A tranquil sandy path meanders through lush greenery, bordered by various plants and trees. Sunlight filters through the leaves, creating a peaceful atmosphere. Scattered fallen leaves accent the sandy ground, leading to a scenic destination amidst the natural surroundings.
Condo in Hilton Head Island
4.88 out of 5 average rating, 112 reviews

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

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Pet-friendly condo rentals

Guest favorite
A private balcony offers seating for two, complemented by a small table. Lush greenery surrounds the area, with views of a lagoon and trees draped in Spanish moss, creating a serene outdoor escape.
Condo in Hilton Head Island
4.96 out of 5 average rating, 26 reviews

2319 Racquet Club @ Sea Pines | Steps to Beach

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, 505 reviews

Peach Penthouse (steps to the beach)

Guest favorite
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
5 out of 5 average rating, 10 reviews

Palmetto Dunes/Pet Friendly/Beach Walk/Pool/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, 299 reviews

Mermaid Cove - 2BR Tybee Island Back River Retreat

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, 5 reviews

Steps to Beach-Hilton Head Condo-Pet Friendly

Guest favorite
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.
Condo in Hilton Head Island
4.85 out of 5 average rating, 155 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Top guest favorite
A scenic view of the waterway at sunset, featuring gentle reflections of a pastel sky. Lush marshland and distant trees line the banks, enhancing the natural beauty of the surrounding landscape.
Condo in Hilton Head Island
5 out of 5 average rating, 62 reviews

Pet friendly condo with amazing Broad Creek views

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, 44 reviews

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

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Condo rentals with a pool

Top guest favorite
A spacious outdoor pool is surrounded by tall trees, creating a relaxing atmosphere. Poolside lounge chairs are arranged for comfort. The clear water reflects the blue sky, and a pool building with umbrellas is positioned in the background.
Condo in Hilton Head Island
4.97 out of 5 average rating, 87 reviews

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

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, 88 reviews

5 Star Location! Pool, Walk to Shops/Dining

Top guest favorite
A scenic boardwalk leads to the beach, framed by tall grass under a bright sky. An inviting living area with a soft sofa and dining space is showcased. A cozy bedroom with a neatly made bed is visible, accompanied by a welcoming outdoor pool area surrounded by lounge chairs.
Condo in Hilton Head Island
4.98 out of 5 average rating, 53 reviews

Seaside Resort: 3 Pools+Private 5min Walk to Beach

Top guest favorite
The image showcases the modern kitchen and dining area with a granite countertop and three barstools. A dining table for two sits nearby, complemented by colorful curtains and light streaming in from the balcony. An inviting living space is arranged with a plush couch and a smart TV.
Condo in Hilton Head Island
4.95 out of 5 average rating, 19 reviews

Beachfront Bliss+Poolside Bar+Pickleball/Tennis

Top guest favorite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 93 reviews

Beach Front Resort - Ocean View King Bed

Guest favorite
A cozy living area is presented with a navy blue sofa featuring decorative striped pillows and a whimsical crab-shaped pillow. Flanking the sofa are two beige lamps on side tables, while a round coffee table sits beneath an artistic wall piece depicting marine life.
Condo in Hilton Head Island
4.87 out of 5 average rating, 30 reviews

Dream Paradise Oceanfront Steps to beach & pool

Top guest favorite
Condo in Hilton Head Island
5 out of 5 average rating, 93 reviews

“Sea Clarity” Custom Remodel, Pool, Steps to Beach

Superhost
A private balcony is furnished with two cushioned chairs and a white table, adorned with a vase of flowers, a bottle of champagne, and two glasses. The soft ocean view and pastel sunset create a serene backdrop for relaxation.
Condo in Hilton Head Island
4.78 out of 5 average rating, 9 reviews

Oceanfront Luxe on the Beach! Pool+Tiki Bar+Tennis

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