Holiday houses in Shipyard

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Top-rated holiday rentals in Shipyard

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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.

Apartment 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.

Guest favourite

A covered balcony features a glass-top table surrounded by four metal chairs. Lush greenery and trees create a natural setting, with a view of a pool visible through the greenery, providing a peaceful outdoor space.

Condo in Hilton Head Island

4.88 out of 5 average rating, 84 reviews

Renovated Hilton Head Condo | Colonnade @ Shipyard

This vacation rental condo is the perfect Hilton Head getaway! Nestled in the Colonnade Club at Shipyard, this 2-bedroom, 2-bath villa is a short walk to private beach access via a direct, shaded path. Enjoy beautiful amenities including golf, a stunning pool, and hot tub just steps outside your door. The unit has been fully remodeled including custom tile bathrooms, new furnishings, and an open floor plan. Take advantage of the great restaurants, white sandy beaches, and laid-back island feel.

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, 131 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

5 out of 5 average rating, 24 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

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, 209 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.

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, 144 reviews

Beachfront Resort 2B Golf Beach Pickleball Tennis

✨Top 5% Guest Favorite✨ Gated Beachfront Resort: Golf, Tennis, Pickleball, Pool, Restaurants & Bars! Gorgeous Sunny Villa w/Panoramic Lagoon & Golf View! Beautiful & Lush Scenery: Huge Old Oaks, dripping in Spanish Moss ●Stylish Coastal Décor ●Sunny 1st Floor ●KING BED Master ●3 XL SmartTVs ●FREE WIFI ●Fully Stocked Kitchen ●Walk-in Shower ●Washer/Dryer ●Beach Chairs, Boogie Boards & More! ● BBQ ●Keyless ●Gorgeous Walk & Bike Paths ●Close to Coligny! ●Walk to Shipyard Golf Club & Pub!!

Guest favourite

The exterior of the cottage is depicted, showcasing a two-story design with light-colored siding, surrounded by landscaped shrubs and greenery. A pathway leads to the entrance, flanked by a wooden railing, inviting access to the home.

Cottage in Hilton Head Island

4.92 out of 5 average rating, 125 reviews

Shipyard! - Private Beach & Golf! Pet Friendly!

This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.

Top Guest favourite

The living area features a light, neutral color scheme and plenty of natural light from large sliding glass doors. A comfortable sectional sofa invites relaxation, and a wooden coffee table is positioned in the center. A flat-screen TV is mounted on the wall, and a cozy side table adds functionality.

Condo in Hilton Head Island

4.95 out of 5 average rating, 258 reviews

Condo w/ Pools & Tennis Courts-Walk to Beach

Hilton Head awaits at this 2-bedroom, 2.5-bathroom condo! This 2019 renovated unit for 6 has 1,340 sq. ft., updated paint and appliances, and offers access to the Courtside Villas 2 pools (Open April 1-Oct 31).The ideal location is within a 1/2 mile of the beach and Coligny Plaza featuring shops, galleries, and restaurants. The newly completed Lowcountry Celebration Park is 0.7 miles from the property. An hour per day of free tennis at VanDerMeer Tennis is included (w/ reservations).

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

4.92 out of 5 average rating, 12 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, 49 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 large, colorful turtle sculpture is seen in a natural outdoor setting. The turtle features a intricately designed shell in earthy tones and vibrant blue flippers, perched on a textured rock with white, oval shapes resembling eggs located at its base.

Apartment in Hilton Head Island

4.94 out of 5 average rating, 118 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

Guest favourite

A panoramic view reveals a serene beachfront, with gentle waves lapping at the shore. The space is framed by palm trees and surrounding buildings, while an inviting outdoor pool is visible below, blending seamlessly into the coastal landscape under a clear blue sky.

Condo in Hilton Head Island

4.88 out of 5 average rating, 119 reviews

Coligny Charm

Welcome to our Coligny Charm villa, located in The Breakers, a highly desirable beachfront property in the heart of Coligny Beach. You are only steps away from the BEACH, outdoor pool, shops, dining, and grocery store - park your car and leave it! Spend the day playing in the sun and sand then walk across the street to Coligny Plaza - home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants and entertainment. Bike rentals are also nearby.