Hilton Head Rentals

LUXURY VACATION RENTALS
hilton head vacation rentals

EXPERIENCE HILTON HEAD

Escape to the beauty of South Carolina with our exclusive collection of Hilton Head vacation Rentals. Explore where pristine beaches, world-class golf courses, and Southern charm await you. Discover the ultimate South Carolina vacation experience with our unique Hilton Head Luxury Vacation Rentals.

With a wide selection of Hilton Head Rentals, we are sure you will find the perfect place for your next family vacation! Our luxury Hilton Head vacation homes and villas are strategically located to give you easy access to the island's most coveted attractions. Whether you're a beach lover, a golf enthusiast, or a nature explorer, our Hilton Head rentals are your gateway to the best of South Carolina.

Want to bring your dog along for the experience? Browse our Hilton Head Pet Friendly Rentals.

LOCAL COMPANY, NO EXTRA FEES
Founded in 1988 by long-time Hilton Head Island residents, we manage nearly 400 quality Hilton Head Condo Rentals and Hilton Head Island House Rentals located in the resort areas of Hilton Head Island including Sea Pines, Forest Beach, Palmetto Dunes, and Harbour Town.

Endless Amenities

From private pools and fully-equipped kitchens to our luxury collection of Hilton Head oceanfront rentals, Vacation Company offers the best for every taste and budget!
Our Hilton Head Island rentals are designed to exceed your every expectation. 

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Hilton Head Rentals

BROWSE ALL HILTON HEAD island RENTALS

Ready to immerse yourself in the beauty of Hilton Head Island? Browse all our Hilton Head Rentals below and let The Vacation Company be your guide to a vacation filled with relaxation, adventure, and unforgettable memories. Browse our selection of premium Hilton Head house rentals and Hilton Head condo rentals today and take the first step towards your dream getaway.

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Hilton Head Oceanfront Rentals

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Hand-picked selection of Hilton Head Luxury Rentals. We are sure you'll find the perfect place for your vacation!

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Luxury Home Rentals with private pool. Located in Hilton Head’s best neighborhoods.

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Properties Available 384 properties available
102 Beachwalk is a perfect island getaway within the gated community of Shipyard, a private residential and resort community. This villa is a short 5 minute walk to Hilton Head\'s famous beach & shoreline, the Van der Meer Tennis Center and the Sonesta Resort. This villa is ideal for a beach vacation! HIGHLIGHTS - Golf course Community - Land
102 Beachwalk
Shipyard
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (22)
Within earshot of the rolling surf, this 1-bed, 2-bath is a lovely villa across from the Sonesta Resort. This 2nd-floor villa is a hop, skip, and jump to the beach! Shipyard’s location is optimum for filling your time with all the best things Hilton Head Island offers nearby. HIGHLIGHTS - Golf course Community - Landscape View - Free Wireless In
114 Beachwalk
Shipyard Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (65)
This charming oceanfront 1-bedroom villa offers the perfect retreat for couples or small family getaways. Recently renovated and upgraded, this villa combines modern comforts with coastal charm. The fully updated kitchen provides all the essentials for preparing delicious meals, while the bathroom features a sleek walk-in shower, offering a spa-lik
116 Breakers
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (47)
This cozy and beautiful 1-bedroom, 1-bath villa offers the perfect island escape. Nestled just steps from Hilton Head’s pristine beaches, this charming retreat is ideal for a honeymoon or a small family vacation. The bright, well-stocked kitchen includes a Keurig coffee maker, making it easy to start your day with a fresh cup of coffee. The open-co
120 Breakers
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 6 guests
Rating 5 (28)
Enjoy a fabulous vacation in this luxuriously appointed Barrington Villa. This 1-bedroom, 1.5-bath offers phenomenal ocean views and is the perfect spot to enjoy coffee or a cocktail. Enjoy a large community heated* pool, spa, and a beachside pavilion surrounded by landscaped grounds with meandering lagoons. A boardwalk leads from the pool deck to
206 Barrington Arms
Palmetto Dunes
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
Rating 5 (29)
**Beachfront Bliss Awaits at This Charming 1-Bedroom Villa** Park the car, kick back, and forget about life for a while! This fully renovated beautiful 1-bedroom, 1-bath oceanfront villa offers the best location on Hilton Head Island—just steps from the beach and the vibrant Coligny Plaza. Whether you’re seeking a relaxing getaway or an adventure-
217 Breakers
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (40)
***Major exterior construction starting October 7th, 2024 through May 1st, 2025. See details below. *** **1-Bedroom, 2-Bath Villa at SeaCrest Oceanfront Resort – Perfect for a Relaxing Getaway** Escape to a stunning, newly updated 1-bedroom, 2-bath villa at the renowned SeaCrest Oceanfront Resort, located in the heart of Hilton Head Island’s Coli
2301 SeaCrest
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (25)
***Major exterior construction starting October 7th, 2024 through May 1st, 2025. See details below. *** **Luxurious 1-Bedroom, 1.5-Bath Villa at SeaCrest Resort – North Forest Beach, Hilton Head Island** Escape to the ultimate beachfront retreat in this stunning 1-bedroom, 1.5-bath villa located at SeaCrest Resort, just steps from the soft sands
2303 Seacrest
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
Rating 5 (28)
One of the finest oceanfront accommodations. It is located in the heart of Palmetto Dunes Resort. This 3rd-floor 1-bedroom, 2-bath oceanfront villa offers some of the best views of the Atlantic Ocean. Windsor Place offers two large oceanfront pools and a hot tub as well as a large sundeck, poolside restrooms, showers, and a covered pavilion with a
2315 Windsor II
Palmetto Dunes
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (27)
This beautiful oceanfront 1-bedroom, 1-bath villa is the perfect vacation getaway, offering a serene retreat right on the beach. Located in the highly sought-after Coligny area, you\'ll have the convenience of shopping, dining, and entertainment just steps away from your door. The open-concept kitchen and living area are thoughtfully designed and w
234 Breakers
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 4.9 (24)
***Major exterior construction starting October 7th, 2024 through May 1st, 2025. See details below. *** **1-Bedroom, 1.5-Bath Oceanfront Villa at SeaCrest Resort – Hilton Head Island** Escape to this beautiful 1-bedroom, 1.5-bath villa at the SeaCrest Oceanfront Resort, perfectly situated on the fourth floor of building two. This villa offers a b
2403 SeaCrest
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
Rating 5 (26)
***Major exterior construction starting October 7th, 2024 through May 1st, 2025. See details below. *** **Charming 1-Bedroom, 1.5-Bath Oceanfront Villa at Sea Crest Resort** Discover the perfect beach retreat at this delightful 1-bedroom, 1.5-bath villa located on the fourth floor of building two at the prestigious Sea Crest Resort. Designed with
2407 SeaCrest
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
Rating 5 (34)

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What amenities do your vacation rentals offer?

Our Hilton Head Vacation Rentals come with a range of amenities such as fully equipped kitchens, Wi-Fi, air conditioning, private pools, hot tubs, and more. Check individual listings for specific details. You can filter by bedrooms, hilton head house rentals, hilton head condo rentals & more!

Can I find two-bedroom vacation rentals in Hilton Head Island?

Certainly! Hilton Head Island offers a diverse selection of two-bedroom vacation rentals to cater to different preferences and group sizes. From spacious condos to beachfront Hilton Head Condos , there are numerous options to choose from. Hilton Head Island's two-bedroom vacation rentals offer flexibility and comfort, whether you're looking for a family-friendly environment or a relaxing retreat with friends. Explore the options available to ensure a memorable and enjoyable stay on the island.

What's so special about Hilton Head?

Hilton Head Island stands out as a distinctive destination with a blend of natural wonders and upscale amenities. Hilton Head provides an idyllic backdrop for relaxation and an array of water activities. It's a great destination for outdoor enthusiasts, with 60 miles of bike paths, championship golf courses designed by renowned architects, and opportunities for kayaking, paddleboarding, and exploring nature preserves. Hilton Head's commitment to preserving its unique environment is reflected in the abundance of wildlife, including dolphins, sea turtles, and diverse bird species. Visitors can immerse themselves in the island's ecosystem through educational experiences at the Coastal Discovery Museum and other nature centers. In addition to its natural allure, Hilton Head Island offers a refined experience with upscale resorts and accommodations. The island's culinary scene is diverse and vibrant, featuring restaurants that showcase fresh seafood, Lowcountry cuisine, and international flavors, making Hilton Head a destination that caters to a wide range of interests and ages, ensuring a memorable and fulfilling stay for all who visit.

Does Hilton Head have condos on the beach?

We have a great selection of Condo Rentals to choose from. With hundreds of Hilton Head Villas, we're sure you'll find the perfect villa and create a memorable vacation!

What is the best time of year to visit Hilton Head?

The best time to visit Hilton Head largely depends on personal preferences and desired experiences. Many find the spring (March to May) and fall (September to November) to be optimal, offering mild temperatures, lush landscapes, and fewer crowds. Spring brings blooming flora and comfortable weather, while fall showcases vibrant foliage and a quieter ambiance. Summer (June to August) is popular for warm temperatures, lively energy, and water activities. Winter (December to February) offers a quieter experience with milder temperatures, making it an appealing option for those seeking a more relaxed stay. Overall, Hilton Head provides a year-round destination with diverse offerings, allowing visitors to choose the season that aligns best with their preferences.

Where is the best area of Hilton Head?

Determining the best area of Hilton Head depends on individual preferences and the type of experience you're seeking. If you enjoy a vibrant atmosphere with a plethora of shops, restaurants, and entertainment options, Harbour Town in Sea Pines is a popular choice. Here, you can explore the iconic Harbour Town Lighthouse, dine by the marina, and enjoy waterfront activities. For those seeking a more secluded and nature-centric experience, the South Forest Beach area provides a serene environment with easy access to the beach and nearby nature preserves. Additionally, the Palmetto Dunes area is renowned for its upscale resorts, golf courses, and a network of lagoons for kayaking and canoeing. If you're a fan of golf, the Shipyard area boasts world-class golf courses, and it's also near Coligny Beach Park, offering a mix of recreation and relaxation. Families often find the Shelter Cove area appealing, with its marina, shopping, and family-friendly activities.

What if I have more questions about renting a Hilton Head Vacation Rental?

If you're considering a trip up to Hilton Head Island, but haven't before and have questions we're here to help. We encourage you to book local because we can better serve you and provide a more personable experience. Check out our FAQ page for more commonly asked questions about Hilton Head Rentals, but never hesitate to call us, we're happy to help.