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, 57 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
Townhouse in Hilton Head Island
4.98 out of 5 average rating, 160 reviews

Beach Resort 2B Luxury Golf Lagoon View Pickleball

Gated Beach & Golf Resort! ✨Top 5% Airbnb Guest Favorite✨ Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis – across the street HGTV Decorator designed Panoramic Golf & Lagoon Views! Big Porch Lush Landscape 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/Drive 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
4.84 out of 5 average rating, 19 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
Home in Hilton Head Island
4.99 out of 5 average rating, 143 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

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 Hilton Head Island
4.96 out of 5 average rating, 24 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.

Top guest favourite
A spacious living area is highlighted by large sliding doors opening to a serene outdoor view with palm trees. A modern sectional couch occupies the room, complemented by a coffee table and natural light filtering through soft gray curtains. A television is positioned against the wall.
Townhouse in Hilton Head Island
4.92 out of 5 average rating, 123 reviews

3 king master suites - stunning lagoon view

Located on the Shipyards golf course with picturesque views of palm trees, overlooking the lake and fairways, the villa is adjacent to tennis, pool and a short walk or 5 min bike ride to the private Beach Club and the stunning sandy beach. With 3 spacious master suites, king beds, private ensuite and balconies, your family (6 adults/2 children) will feel right at home in this newly renovated, beautifully furnished villa. Enjoy your vacation with all the amenities at this centrally located home.

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, 136 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
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, 213 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 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 Hilton Head Island
4.95 out of 5 average rating, 74 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 where you can relax, relate, and release - restaurants and shopping all nearby.

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, 151 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.
Apartment in Hilton Head Island
4.92 out of 5 average rating, 13 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
A spacious living area features a large sectional sofa with throw pillows and a cozy blanket. Natural light enters through large windows, illuminating the room. A coffee table sits in the center, complemented by a small side table, while soft lighting is provided by floor and table lamps.
Apartment in Hilton Head Island
4.99 out of 5 average rating, 142 reviews

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.

Popular amenities for Shipyard holiday rentals