Holiday rentals in Shipyard

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Top-rated holiday rentals in Shipyard

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Guest favourite

A sandy beach path leads towards the shoreline, with gentle waves visible in the distance under a clear blue sky. Sun umbrellas are set up along the beach, while grass and beach foliage line the pathway, enhancing the serene coastal atmosphere.

Apartment in Palmetto Dunes

4.94 out of 5 average rating, 84 reviews

Cozy Condo in Shipyard

Escape to this charming 2 bedroom/2 bath Villa in Shipyard’s Colonnade Club. Take a short walk to the pool or stroll along a shaded path 10 minutes to the beach. Enjoy the peaceful ambiance and get rejuvenated. Bike ride in the early mornings or do your morning yoga on the beach. Work remotely if you must, but then go for a swim, play golf, or tennis, or be a beach bum. This is your home away from home, with restaurants, shopping, and everything you need just minutes away. STRPermit#067238

Top guest favourite

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 Shipyard

4.97 out of 5 average rating, 38 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 beach. Sleeps 6 (mix of adults & kids) and we have all the amenities you need. We’re in SHIPMASTER, a small enclave in the breathtaking surroundings of Shipyard, a centrally located, gated community.

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 Shipyard

4.75 out of 5 average rating, 63 reviews

Golf View, Pool/Pickleball/Gym in Shipyard

🌴 Southern Elegance Charm Freshly renovated in 2026, this Shipyard retreat blends Southern elegance with natural beauty of Hilton Head Island. Golf lovers will love being walkable to the 27-hole Shipyard Golf Club, while tennis enthusiasts are a stroll from Van Der Meer Tennis Club. ⛳ Step onto your private deck and soak in beautiful Shipyard Golf Course views surrounded by majestic Carolina pines and moss-draped oaks. Fire up the grill, dine alfresco & enjoy the peaceful Lowcountry setting.

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 Shipyard

4.98 out of 5 average rating, 41 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

The living room showcases a spacious layout with two gray sofas adorned with decorative pillows. A round coffee table is centered on a coastal-themed area rug. A ceiling fan is installed above, and framed art pieces are displayed on the walls, adding a touch of sophistication.

Home in Shipyard

4.97 out of 5 average rating, 35 reviews

Private Gated Beach Retreat in Hilton Head, SC

Pricing Note: Airbnb’s 15.5% fee is now included in the nightly rate rather than separately. The price you see reflects fee-inclusive pricing. Welcome to 1201 Shipmaster! Located in the beautiful gated community of Shipyard Plantation, with tennis, pickleball, golf, pool, and of course the beach. Under 1 mile to the famous Coligny area - this location is close to all of the action! 1 pet under 30 lbs allowed. Pet must be included in the reservation at booking or additional fees may apply.

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 Shipyard

4.96 out of 5 average rating, 169 reviews

Beachfront Resort 2B Golf Beach Pool Pickleball

✨Gated Beachfront Golf Resort✨ Beach Access via 2 Private Boardwalks Golf, Tennis, Pickleball, Pool Gorgeous Modern Coastal Villa Panoramic Golf & Lagoon Views! Walk or Bike to Beach Enjoy Sonesta Restaurants & Bars Walk to Golf Club & Pub! Beautiful Lush & Wooded location! Enjoy watching Wildlife! Sunny 1st Floor KING BED Master 3 XL SmartTVs WIFI 287 mps Fully Stocked Kitchen 2 Renovated Bathrooms Washer/Dryer Beach Chairs, Boogie Boards & More! BBQ Bike & Walk Paths Close to Coligny!

Top guest favourite

A clear, inviting pool is surrounded by a spacious patio, featuring tropical landscaping and comfortable seating. The home's large glass windows provide a view of the wooded area beyond, while a deck with shaded seating is visible in the background.

Home in Shipyard

4.89 out of 5 average rating, 76 reviews

Private [Heated] Pool on Golf Course Mins to Ocean

HEATED pool available* Casual, light, open living space to relax. Your own pool, deck and screened porch. Our home is on Shipyard's Brigantine course. Minutes from the beach with access to special owner parking. Our home sleeps 6 comfortably. Perfect for a family get together. The pool will keep the kids busy while the adults enjoy the deck & screened porch. *Heated pool at an additional cost depending on season. Note: Please inquire for reservation over 12 months from today's date.

Top 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.

Apartment in Shipyard

4.96 out of 5 average rating, 23 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 Shipyard

4.99 out of 5 average rating, 72 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!

Top guest favourite

Home in Shipyard

5.0 out of 5 average rating, 12 reviews

Coastal Fairways

Welcome to Coastal Fairways with private beach access on Hilton Head Island, a 2BR/2BA condo in Shipyard with beautiful golf course views from the unit. Enjoy a bright living space, full kitchen, in-unit laundry, and a dedicated workstation. The community pool is steps away with a covered hot tub and playground. Bike paths, golf, and paved beach access with restrooms and outdoor showers via Shipyard Beach Club are all conveniently located just minutes away.

Guest favourite

Home in Shipyard

5.0 out of 5 average rating, 9 reviews

Shipyard Golf: Where Family Memories Shine!

Escape to paradise at 83 Kingston Dunes Road in Hilton Head's prestigious Shipyard Plantation! This charming 3BR/3BA family home sits directly on hole #6 of the scenic Galleon Golf Course, offering stunning fairway views from spacious decks. Perfect for memorable vacations, enjoy golfing, biking trails, lagoons, and just 0.7 miles to pristine beaches and Coligny Plaza. Relax, unwind, and create family memories in this peaceful, pet-friendly retreat!

Superhost

A cozy living room features a leather sectional sofa, a love seat, and a coffee table set upon a patterned rug. Natural light flows through large sliding glass doors, leading to an outdoor patio. Two blue lamps provide a soft glow, complemented by a framed artwork.

Apartment in Shipyard

4.87 out of 5 average rating, 23 reviews

Shipyard Condo | Next to Pool & Minutes to Beach

✨ Welcome to your relaxing Hilton Head getaway in the heart of Shipyard Plantation. This beautifully remodeled 2-bedroom, 2.5-bath townhome in The Greens sits directly on the golf course and offers the perfect blend of comfort, convenience, and coastal charm. Whether you’re here for the beach, golf, biking, or simply to unwind under the oaks, this home makes it easy to enjoy the best of Hilton Head. Beach chairs and beach towels included!