Holiday rentals 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

4.74 out of 5 average rating, 61 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!

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, 164 reviews

Beachfront Resort 2b Golf Lagoon Pickleball Tennis

✨Top Airbnb Guest Favorite Home✨ Gated Beachfront Golf Resort! Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis - across street HGTV Decorator designed Panoramic Golf & Lagoon Views XL 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

Superhost

A spacious living area is shown, featuring a large sectional sofa with a blanket draped over it. A wall-mounted television is present above a decorative fireplace. Nearby, a dining table and chairs are visible, and natural light enters through the multiple glass doors framed by curtains.

Flat 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.

Apartment in Hilton Head Island

4.98 out of 5 average rating, 144 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

4.97 out of 5 average rating, 33 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!

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, 158 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!

Top guest favourite

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

4.98 out of 5 average rating, 288 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.

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 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, 64 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

Home in Hilton Head Island

5 out of 5 average rating, 4 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!

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

4.91 out of 5 average rating, 34 reviews

Private Pool | 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 can be heated for an additional fee.

Guest favourite

A spacious living area features a light gray sofa paired with two blue accent chairs, arranged around a central wooden coffee table. A flat-screen TV is mounted above a subtle fireplace, while large windows allow natural light to illuminate the room, creating a welcoming environment.

Townhouse in Hilton Head Island

5 out of 5 average rating, 12 reviews

Single story villa with a golf course view!

🏆We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. 🏝️ Golf Course Views | Community Pool | Community Tennis Courts ⛳️ Save even more when you book 276 Evian and receive $300 in complimentary daily activities! *Short Term Rental Permit #36924