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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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, 63 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!

ValueFamilyComfort

Guest favorite

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

4.94 out of 5 average rating, 34 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.

LocationFamilySleep quality

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

4.98 out of 5 average rating, 169 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 Panoramic Golf & Lagoon Views XL Double Porch HGTV Decorator designed 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

LocationFamilyWalkability

Guest favorite

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 Hilton Head Island

4.97 out of 5 average rating, 34 reviews

Private Gated Beach Retreat in Hilton Head, SC

Welcome to 1201 Shipmaster! Located in the beautiful gated community of Shipyard Plantation on the south end of the island, with tennis, pickleball, golf, and of course the beach. Enjoy the shared pool for the complex as well. Under 1 mile to the famous Coligny area - this location is close to all of the action! 1 pet under 30lbs allowed. Pet's MUST be included in reservation at booking. Pets are not allowed on the furniture. Violation of this policy will incur a $250 fee on top of pet fee.

FamilyValueGetting around

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

4.97 out of 5 average rating, 35 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.

LocationFamilyCondition

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, 149 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.

ValueLocationWalkability

Top guest favorite

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

4.98 out of 5 average rating, 40 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!

FamilyLocationGetting around

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, 220 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.

LocationFamilyGrill

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, 168 reviews

Beachfront Resort 2B Golf Beach Pickleball Tennis

✨Top 5% 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!

FamilyValueParking

Top guest favorite

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

4.95 out of 5 average rating, 21 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.

LocationFamilySleep quality

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

4.99 out of 5 average rating, 71 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!

LocationFamilyParking

Guest favorite

Home in Hilton Head Island

5 out of 5 average rating, 10 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.

LocationFamilyCleanliness