Holiday houses in Shipyard

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Top-rated holiday rentals in Shipyard

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Guest favourite
A spacious living area is presented with light-colored walls and tiled flooring. Comfortable seating is arranged around a central coffee table. A wall-mounted television and decorative console are visible, along with large sliding glass doors that open to a private balcony, allowing natural light into the space.
Condo in Hilton Head Island
4.96 out of 5 average rating, 27 reviews

Relax in Paradise

Forget your worries in this spacious and serene space. Find yourself enjoying the morning breeze, while sipping your cup of coffee on balcony, overlooking the greens of our manicured golf course. This condo has it all. Open floor, fully stocked kitchen with breakfast counter top. High ceilings with skylights give a sense of fresh air. Two oversized bedrooms. This condo was completely renovated and it meets the highest standards. Short walk to the beach. Look no further. You found your paradise.

Top Guest favourite
Townhouse in Hilton Head Island
4.97 out of 5 average rating, 159 reviews

Beach Resort 2B Luxury Golf Lagoon View Pickleball

Gated Beach & Golf Resort! ✨Top 5% Airbnb Guest Favorite✨ Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis – across the street HGTV Decorator designed Panoramic Golf & Lagoon Views! Big Porch Lush Landscape Tons of Wildlife Coastal Décor Sunny 1st Floor End Unit KING BED + 2 QUEENS 3 XL SmartTVs FAST WIFI & CABLE Chef's Kitchen Washer/Dryer Beach Cart, Chairs, Boogie Boards, Ice Chest BBQ Walk/Bike Path to Beach Walk to Golf Club & Pub Close to Coligny Summer Beach Shuttle

Guest favourite
An outdoor pool area is surrounded by lush greenery, with sun loungers placed along the edge. A shallow area is indicated, and a shaded pavilion is visible in the background, offering additional seating and shade for relaxation.
Condo in Hilton Head Island
4.88 out of 5 average rating, 84 reviews

Renovated Hilton Head Condo | Colonnade @ Shipyard

This vacation rental condo is the perfect Hilton Head getaway! Nestled in the Colonnade Club at Shipyard, this 2-bedroom, 2-bath villa is a short walk to private beach access via a direct, shaded path. Enjoy beautiful amenities including golf, a stunning pool, and hot tub just steps outside your door. The unit has been fully remodeled including custom tile bathrooms, new furnishings, and an open floor plan. Take advantage of the great restaurants, white sandy beaches, and laid-back island feel.

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, 131 reviews

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

This large, tastefully decorated 1BR / 2BA condo, located in Shipyard, has everything you need to kick back with family or friends. Enjoy a morning coffee or evening cocktail on the large wrap around deck. Spacious and comfortable master bedroom with king bed, walk-in closet, en-suite bath, and seating area. Fully equipped kitchen with an adjacent seating area for six. Queen sleeper sofa in the living room and second full bath with shower. In unit washer/dryer. Clean fee includes 1 car pass.

Top Guest favourite
An outdoor patio area is furnished with four cushioned chairs featuring blue seat cushions. A small table sits nearby, and a string of lights is visible overhead. Lush greenery and trees provide a natural backdrop, contributing to a relaxing atmosphere.
Home in Hilton Head Island
5 out of 5 average rating, 24 reviews

HHI Escape - Beach Access, Golf Course, Pickleball

Escape to our cozy 2BR/2.5BA condo in Shipyard Plantation, the heart of Hilton Head's south end. Enjoy golf course views, a spacious living area perfect for family gatherings, and a fully equipped kitchen. Relax on the patio, stroll through the picturesque lagoon, or challenge friends to tennis or pickleball. Just minutes from pristine beach access and vibrant Coligny Plaza, our home offers easy access to island adventures. Create unforgettable memories with your family on Hilton Head Island!

Guest favourite
A spacious living area is presented with large windows offering views of the surrounding greenery. Two armchairs and a sectional sofa provide comfortable seating, while a circular coffee table sits on a patterned rug. Soft lighting is provided by floor lamps, enhancing the inviting atmosphere.
Townhouse in Hilton Head Island
4.91 out of 5 average rating, 209 reviews

Stylish Tennis-Golf- Beach Retreat-Renovated!

Welcome to my home! The condo is located in a lush gated community with tennis, golf, and beach, south end of the island, close to all the tourist attractions. Things you can do without getting in your car: stroll on the beach, have a meal at the Sonesta resort, suntan at the community pool, play golf or tennis, ride bicycles. Pet's MUST be included in reservation dropdown at booking. Approval for 2nd dog prior to booking with additional fee charged. Pets are not allowed on the furniture.

Guest favourite
Large windows frame stunning ocean views, allowing natural light to flood the room. A flat-screen TV is positioned on a glass stand opposite the windows, with a white shelving unit displaying decorative items. The space features maple hardwood flooring and a sliding glass door leading to an outdoor area.
Apartment in Hilton Head Island
4.83 out of 5 average rating, 187 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Guest favourite
A round glass-top table with four wicker chairs is placed on a covered deck. The surrounding area features lush greenery and a serene lagoon view, providing a private space for relaxation and enjoyment of nature.
Villa in Hilton Head Island
4.9 out of 5 average rating, 59 reviews

First Floor Hilton Head Villa on lagoon near beach

Remodeled bathrooms and new flooring throughout make this a one of a kind villa!! Our villa is spacious, bright and breezy. Enjoy the nature while sitting on our covered deck overlooking the lagoon and golf course. We have the best view in Colonnade. Our first level Villa with parking right out the front door is very convenient. You'll appreciate how easy and quick it is to bring in luggage or groceries. The pool and Jacuzzi are just around the corner and it's a short walk to the beach.

Guest favourite
The exterior of the cottage is depicted, showcasing a two-story design with light-colored siding, surrounded by landscaped shrubs and greenery. A pathway leads to the entrance, flanked by a wooden railing, inviting access to the home.
Cottage in Hilton Head Island
4.92 out of 5 average rating, 125 reviews

Shipyard! - Private Beach & Golf! Pet Friendly!

This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.

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
4.98 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

Guest favourite
A dining area features a round wooden table set with light blue plates and a vase of white flowers. Beige upholstered chairs surround the table, and a kitchen island with a wooden top offers additional seating and workspace. Modern appliances are visible in the background.
Condo in Hilton Head Island
4.92 out of 5 average rating, 12 reviews

Elegant Lagoon Villa Near Ocean

Peaceful lagoon retreat. Elegant condo nestled in a serene plantation just a 5-minute drive to the private beach. Modern decor and amenities ensure a comfortable stay. Enjoy bike paths throughout the plantation with an array of wildlife. Private tennis court, pickleball court and short walk to the pool. Great location next to Coligny Circle. Free Wi-Fi and parking. Perfect for a romantic getaway, golf or tennis vacation. King bed in the master and queen bed in the guest room.

Top Guest favourite
The exterior of a two-story villa features a light-colored facade and a welcoming entrance with steps leading to the front door. Lush greenery lines the path, with manicured shrubs and palm trees enhancing the natural setting. Large windows are present throughout the structure.
Home in Hilton Head Island
5 out of 5 average rating, 50 reviews

The Caddyshack - Perfect Location!

Welcome to The Caddyshack! Centrally located in Shipyard, this fully renovated 2 bedroom 2.5 bath villa overlooks the tee box on the 3rd hole of the Brigatine golf course. Watch the day's last golfers go by while the sun's final rays set from the back porch. Enjoy the many miles of walking/biking trails, the nearby Shipyard Beach Club, Coligny Plaza shops & restaurants, golf and more. The Caddyshack has been recently renovated and is ready for you. Join us soon!

Popular amenities for Shipyard holiday rentals