Holiday houses in Shipyard

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Top-rated holiday rentals in Shipyard

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

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Superhost

A two-story coastal condo is nestled among tall trees, featuring large windows and a front porch. The exterior is clad in a warm brown hue, complemented by manicured shrubs and a pathway leading to the entrance.

Townhouse in Hilton Head Island

4.75 out of 5 average rating, 60 reviews

Golf View, Pool/Pickleball/Gym in Shipyard

Southern elegance and natural beauty await you in this 2026 Renovation walkable to the 27 hole Clipper/Galleon Shipyard Golf Club! Van Der Meer Tennis Club is a 15 minute walk. Waterford Village offers a community pool, small gym & pickleball. Grill out and dine el fresco under the majestic Carolina pines and moss draped oaks while over looking the Shipyard Golf Course on your private deck. Stroll over to the community pool to cool off. Shipyard Beach Club is an easy bike ride on paved paths!

Superhost

Apartment in Hilton Head Island

4.85 out of 5 average rating, 20 reviews

Paradise Found, look no further

Relax with the whole family at this peaceful place to stay. Find yourself enjoying the morning breeze, while sipping your cup of coffee on the patio, overlooking the greens of our manicured golf course. This condo has it all. Open floor, stocked kitchen with breakfast counter top. High dealings give a sense of greasy air. Two oversized bedrooms. This condo was completely renovated to the highest standard. Short walk to the beach. Plus your favorite pet is welcome. Look no further. You found it.

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, 142 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.

Guest favourite

Townhouse in Hilton Head Island

5 out of 5 average rating, 5 reviews

Fairway Hideaway • Beach, Bikes & Smiles

Welcome to this unique and tranquil 2 story coastal retreat big enough for the whole family. This getaway sits directly on the fairway, offering peaceful views from any of the three private balcony’s. From the porch swing, enjoy relaxed mornings as birds and golfers pass by. Minutes from the private access beach, you’ll have the best of both worlds—lush greens in your backyard and sand, sun, and ocean breezes nearby. Grab your bikes and explore scenic bike trails, and cruise to the shoreline.

Top Guest favourite

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

4.98 out of 5 average rating, 162 reviews

Beach Resort! Luxury Golf & Lagoon View Pickleball

Gated Beach & Golf Resort! ✨Top 5% Airbnb Guest Favorite✨ Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis - across street HGTV Decorator designed Panoramic Golf & Lagoon Views Double Porch Lush Scenery - 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 BBQ Beach Cart, Chairs, Boogie Boards, Ice Chest Walk/Bike to Beach Walk to Golf Club & Pub Close to Coligny Summer Beach Shuttle

Top Guest favourite

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, 156 reviews

Beachfront Resort 2B Golf Beach Pickleball Tennis

✨Top 10% Guest Favorite✨ Gated Beachfront Resort Golf, Tennis, Pickleball, Pool, Restaurants & Bars Gorgeous Sunny Villa Panoramic Lagoon & Golf Views! Beautiful & Lush Scenery Huge Old Oaks dripping in Spanish Moss! Walk/Bike to Beach Abundant Wildlife! Walk to Shipyard Golf Club & Pub! Modern Coastal Sunny 1st Floor KING BED Master 3 XL SmartTVs WIFI 287 mps Fully Stocked Kitchen Walk-in Shower Washer/Dryer Beach Chairs, Boogie Boards & More! BBQ Bike & Walk Paths Close to Coligny!

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

4.94 out of 5 average rating, 16 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, 62 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!

Guest favourite

A private pool area is surrounded by lush greenery and tall trees, providing privacy and a natural setting. The pool features a built-in spa and is bordered by a spacious stone patio. Four lounge chairs are positioned nearby for relaxation.

Home in Hilton Head Island

4.94 out of 5 average rating, 32 reviews

Private Pool/Spa | Golf | Exq. Coffee | Seascape

Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool and spa can be heated for an additional fee.

Guest favourite

Condo in Hilton Head Island

5 out of 5 average rating, 5 reviews

Pet-Friendly Shipyard Villa | Tennis+Resort Living

Unwind in a peaceful Shipyard retreat surrounded by lush Lowcountry greenery. This ground-level, pet-friendly villa comfortably hosts up to 7 guests and offers a private covered porch perfect for slow mornings and evening relaxation. Spend your days enjoying tennis, golf, and the community pool, or take a short stroll to scenic trails and nearby beaches. Designed for both relaxation and adventure, this is your ideal Hilton Head escape.

Guest favourite

A spacious living area is highlighted by comfortable seating, including two accent chairs and a cozy sofa. A light wood coffee table sits in front, while a decorative area rug adds warmth. The open layout connects to the dining area and kitchen, creating a welcoming atmosphere.

Condo in Hilton Head Island

4.92 out of 5 average rating, 25 reviews

Breathtaking golf views, Pet Friendly, spacious 3B

You will love this 3 Bedroom spacious condo in Shipyard at the Golfmaster Villas in Hilton Head. You will enjoy the view of the golf course and the short drive or bike ride to the beach. There are 2 different beach locations you can go to which are Shipyard Beach Club and Coligny Beach Park. They are both about 1.5 miles and parking is at each. Enjoy also riding bikes around Shipyard and enjoying all the Lowcountry has to offer.

Top Guest favourite

A sunlit Carolina Room features large windows offering views of a tranquil lagoon and lush greenery. Comfortable rattan furniture is arranged around a glass coffee table, complemented by a ceiling fan overhead. A television is positioned for an enjoyable viewing experience.

Home in Hilton Head Island

5 out of 5 average rating, 9 reviews

Walk to Beach | Golf | Pool | Private | Shipyard

One of our newest homes, see our over 1000 *5*star reviews. Sunset Lagoon offers the ultimate peaceful getaway, nestled on a cul-de-sac in the serene Shipyard community. Overlooking a picturesque lagoon, this spacious home features two levels of entertainment space, including a cozy outdoor firepit—perfect for unwinding after a day of exploring.