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Condo vacation rentals in Hilton Head Island

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Vacation rentals for every style

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Popular amenities for Hilton Head Island condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Condo rentals with a pool

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
4.89 out of 5 average rating, 190 reviews

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

Guest favorite
A tranquil pool area is surrounded by palm trees and lush greenery. Lounge chairs are arranged neatly around the pool, offering a relaxing space. An umbrella-covered table is positioned in the center, providing shade. The scene is well-lit, highlighting the inviting atmosphere of the outdoor space.
Condo in Hilton Head Island
4.81 out of 5 average rating, 134 reviews

Ocean view! 2 Min to Beach~Updated~2 Bikes #380

Guest favorite
A sweeping view of the ocean is captured, highlighting the sandy shoreline and lush greenery in the foreground. A serene pond is visible, featuring a fountain that adds a tranquil element to the landscape, enhanced by 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 large beachfront pool is surrounded by lounge chairs, with a clear view of the ocean. Shaded areas and cabanas provide spaces for relaxation. The beach is visible in the background, with umbrellas dotting the coastline, and vibrant red umbrellas provide additional shade near the pool area.
Condo in Hilton Head Island
4.97 out of 5 average rating, 107 reviews

Remodeled KING BED 1BR Oceanview Top Floor Villa

Guest favorite
A light-filled living area is featured, furnished with a comfortable sofa adorned with decorative pillows. A round coffee table sits center stage, accompanied by a dining table set for four. Sliding glass doors lead to a balcony with outdoor seating, inviting ocean views.
Condo in Hilton Head Island
4.93 out of 5 average rating, 127 reviews

Ocean View 1-bdrm. Steps to the Beach and Pool.

Guest favorite
The outdoor pool area features a large swimming pool surrounded by lounge chairs and tropical landscaping. The two-story condominium buildings are visible in the background, contributing to a tranquil atmosphere. Bright blue skies and scattered clouds are seen overhead.
Condo in Hilton Head Island
4.89 out of 5 average rating, 164 reviews

Book Now! 3 blocks beach/pool/pickleball

Superhost
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
5 out of 5 average rating, 5 reviews

Marriott Sunset Pointe - 2BD

Guest favorite
A spacious outdoor pool is surrounded by lounge chairs and umbrellas, with palm trees visible in the background. The clear water reflects the sky, creating a serene environment for relaxation. The area offers direct views of the beach beyond the pool.
Condo in Hilton Head Island
4.91 out of 5 average rating, 124 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

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Condo rentals with a hot tub

Guest favorite
A serene beach scene captured at sunset, displaying a gradient of warm colors in the sky. Gentle waves reflect the hues of orange and purple as they meet the shore, while wispy clouds add texture to the sunset backdrop.
Condo in Hilton Head Island
4.95 out of 5 average rating, 133 reviews

Beach resort, pools, tennis, pickle ball, tiki bar

Guest favorite
The kitchen area features modern appliances, including a refrigerator and microwave, set against light cabinetry. A spacious dining table with eight chairs is positioned beneath a decorative chandelier, and a window provides natural light while offering views of the outdoors.
Condo in Hilton Head Island
4.88 out of 5 average rating, 168 reviews

Renovated - Walk to Beach - 3 Pools - King Bed !

Guest favorite
A tranquil beach scene is captured at sunset, showcasing gentle waves lapping at the shore. Soft hues of pink and orange blend into the evening sky, while smooth stones line the beach, providing a natural contrast to the sand.
Condo in Hilton Head Island
4.85 out of 5 average rating, 122 reviews

Bohomian Beach Villa Beachfront Resort

Top guest favorite
A stunning sunset over the ocean is captured with the sun dipping below the horizon. Waves gently lap at the shore, reflecting warm hues of orange and yellow in the sky, creating a tranquil scene.
Condo in Hilton Head Island
4.86 out of 5 average rating, 243 reviews

Beach Hideaway 3BR 2BA In/Out Pools Full Kitchen

Top guest favorite
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
4.98 out of 5 average rating, 190 reviews

1st floor walk to beach, pools -free pball &tennis

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

Guest favorite
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
4.84 out of 5 average rating, 105 reviews

Stunning Ocean & Coastal Views | Resort Perks!

Guest favorite
An aerial view captures an expansive stretch of sandy beach along the coast, bordered by lush greenery and residential areas. Resort buildings are visible, surrounded by trees, with a winding road and pathways leading towards the beach access.
Condo in Hilton Head Island
4.86 out of 5 average rating, 126 reviews

Ocean view villa south end with resort amenities

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Weekly condo rentals

Top guest favorite
Condo in Hilton Head Island
4.98 out of 5 average rating, 66 reviews

Clean Comfortable Guest Favorite!

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

Top guest favorite
Condo in Hilton Head Island
5 out of 5 average rating, 88 reviews

5 Star Location! Pool, Walk to Shops/Dining

Superhost
A wooden swing hangs under a rustic pergola, set against a backdrop of lush green grass and palm trees. The swing invites relaxation, while distant structures are partially visible, contributing to a serene outdoor setting.
Condo in Hilton Head Island
5 out of 5 average rating, 3 reviews

Coastal Couples Retreat near Coligny+Bikes-#131

Guest favorite
A playground area features a variety of play structures, including slides and climbing frames. Trees provide shade over the sandy ground, creating a safe and inviting space for children. Brightly colored equipment adds a cheerful touch to the outdoor setting.
Condo in Hilton Head Island
4.87 out of 5 average rating, 60 reviews

Admiral's Row 308 - Ocean Front Beauty

Guest favorite
A balcony view showcases two comfortable chairs facing the ocean, with a backdrop of lush greenery and the sandy beach. Large glass doors allow natural light to fill the interior space while providing an unobstructed view of the horizon and distant waves.
Condo in Hilton Head Island
4.94 out of 5 average rating, 32 reviews

Best sunrise on HHI!

Superhost
Aerial view of the Shorewood community showcases a spacious oceanfront pool surrounded by lush tropical landscaping. Poolside lounge chairs and umbrellas provide ample seating, while palm trees add a touch of greenery. Nearby villas blend harmoniously into the landscape, enhancing the inviting atmosphere.
Condo in Hilton Head Island
5 out of 5 average rating, 3 reviews

MyStay at 301 Shorewood - Oceanfront Views in SFB!

Superhost
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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Quick stats about condo rentals in Hilton Head Island

  • Total rentals

    2.8K properties

  • Nightly prices starting at

    € 17 before taxes and fees

  • Total number of reviews

    84K reviews

  • Family-friendly rentals

    2K properties are a good fit for families

  • Pet-friendly rentals

    250 properties allow pets

  • Rentals with a pool

    2.6K properties have a pool

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  3. South Carolina
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