Vacation rentals in Shipyard

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Top-rated vacation rentals in Shipyard

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A wooden boardwalk leads to a sandy beach, where beach umbrellas dot the shoreline. Soft waves lap at the shore beneath a clear blue sky with fluffy clouds, creating a serene coastal scene.

Townhouse in Hilton Head Island

4.97 out of 5 average rating, 149 reviews

Beach Resort 2b Luxury Golf/Lagoon View Pickleball

Gated Beach & Golf Resort! ✨ Top 10% Airbnb Guest Favorite ✨ Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis – across the street HGTV Decorator designed Panoramic Golf & Lagoon Views! Big Porch Huge Old Oak trees! Coastal Décor Sunny 1st Floor End Unit KING BED + 2 QUEENS 3 XL SmartTVs FREE: FAST WIFI & CABLE Marble 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

Top guest favorite

The spacious living room is appointed with comfortable seating for six, featuring a sleeper sofa and a coffee table at the center. A flat-screen TV is mounted on the wall. Large glass doors provide access to a private patio area with views of the surrounding greenery.

Townhouse in Hilton Head Island

4.95 out of 5 average rating, 21 reviews

Gorgeous Townhouse - Pool, Beach, Golf and Tennis

You found it! Your beautifully renovated, newly furnished, and spacious vacation villa has everything you need & want. This 2-story townhouse has 2 master bedrooms w/ private ensuite, 2.5 bath, minutes away from pool, golf, tennis, pickleball, endless bike paths and a 5-minute drive to 12 miles of white sandy beaches. Easily sleeps 4 adults, 2-3 kids & has all the amenities you need. Your home away from home is in the breathtaking surroundings of Shipyard, a centrally located, gated community.

Top guest favorite

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, 126 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 favorite

Aerial view captures the lush greenery surrounding the property, with tree canopies creating a natural border. A highlighted path directs toward the beach, while the serene lagoon is visible nearby, surrounded by the abundant foliage and manicured landscape.

Townhouse in Hilton Head Island

4.96 out of 5 average rating, 138 reviews

Beachfront Resort 2B Golf Beach Pickleball Tennis!

✨Top 10% Guest Favorite✨ Gated Beachfront Resort: Golf, Tennis, Pickleball, Pool, Restaurants & Bars! Gorgeous Sunny Villa w/Panoramic Lagoon & Golf View! Beautiful & Lush Scenery: Huge Old Oaks, dripping in Spanish Moss ●Stylish Coastal Décor ●Sunny 1st Floor ●KING BED Master ●3 XL SmartTVs ●FREE WIFI ●Fully Stocked Kitchen ●Walk-in Shower ●Washer/Dryer ●Beach Chairs, Boogie Boards & More! ● BBQ ●Keyless ●Gorgeous Walk & Bike Paths ●Close to Coligny! ●Walk to Shipyard Golf Club & Pub!!

Guest favorite

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, 207 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 favorite

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

4.82 out of 5 average rating, 177 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 favorite

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, 118 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 favorite

The kitchen features white cabinetry with glass accents and a spacious granite countertop. A stainless steel sink is positioned near the window, while a variety of wine bottles and a tray of cookies are arranged on the countertop, adding functionality and a touch of comfort.

Townhouse in Hilton Head Island

4.97 out of 5 average rating, 276 reviews

Hilton Head Villa With Golf View, Stroll to beach

Proudly selected by HGTV as one of nine “Wow Worthy Vacation Homes and Design on HHI”, alongside the 2020 HGTV Dream Home. This upscale home offers seamless in/outdoor living and a generous granite kitchen. During your stay, enjoy the comforts of home - from the plush sectional sofa and Smart TV's, to the hotel-like King bed and en suite bathroom in the master suite. Enjoy the indoor/ outdoor living of your own private villa in the exclusive Greens community of Shipyard Plantation.

Superhost

Home in Hilton Head Island

4.75 out of 5 average rating, 4 reviews

Walk to beach - 2BD/2BA retreat

Relaxing getaway for family and friends. Brigantine Quarters, located in Shipyard Plantation is one of the most picturesque properties on Hilton Head. With golf, shopping, dining, biking, and the beautiful beach nearby, BQ is your ideal vacation resort destination. 7 min walk to beach Pickleball/Tennis courts Grilling stations 2 outdoor pools 24 hr security guard Call Palmetto Bikes to reserve bikes in advance and your bikes will be in front of your condo when you arrive.

Top guest favorite

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, 45 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!

Superhost

A spacious living room is presented, featuring a large screen TV and two comfortable couches. Natural light floods through the sliding glass doors, which lead to a patio overlooking the greenery. A potted plant adds a touch of freshness to the inviting space.

Condo in Hilton Head Island

4.76 out of 5 average rating, 21 reviews

Beautiful Condo Overlooking Golf Course

Welcome! New to the Rental Market in 2023, this Lovely, Updated 2 BR, 2 1/2 BA Condo in Harbourmaster within the Shipyard Plantation of Hilton Head Island. Enjoy cooking in our full kitchen or even head over to one of the fabulous local restaurants nearby. Our condo features a two level living space and a large deck to sit and watch the golfers in our backyard. See below for details on the condo and location BEFORE you book!

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

4.96 out of 5 average rating, 107 reviews

Walk to Beach 2BR Condo with Pool & Tennis

Looking for the perfect Hilton Head getaway steps from the beach and top attractions? The Oceanside is a stylish 2BR/2.5BA Shipyard condo with ensuite baths, double closets, and private balconies. Ideal for families, couples, and outdoor lovers. 📍 Prime Location ✔ 5-minute walk to the beach on a shaded path ✔ Steps to Shipyard Golf Club & Van Der Meer Tennis *fees apply ✔ Walk to Sonesta Resort, dining & bike trails