Hilton Head Vacation Rentals

Escape to the beauty of Hilton Head Island with our exclusive collection of Hilton Head vacation Rentals. Pristine beaches, world-class golf courses, and Southern charm await you. Whether you're looking for a cozy oceanfront villa, or a family friendly vacation home, we'd love to host your stay!

Book your 2026 spring or summer vacation home or villa soon while availability lasts. 

LOCAL COMPANY, NO EXTRA FEES

With a wide selection of Hilton Head Rentals, we are sure you will find the perfect place for your next family vacation!

Whether you're a beach lover, a golf enthusiast, or a nature explorer, our Hilton Head Island rentals are your gateway to the best Hilton Head experience.

Browse our wide selection of Hilton Head vacation rentals below and take advantage of our great rates for 2026 Hilton Head vacation rentals for your next beach escape! 

Whether you're looking for an oceanfront home for the whole family, or a cozy villa for a couples retreat, we have the perfect rental to come enjoy the island.

One of the best Hilton Head Vacation Homes with beach view and private pool

Properties Available 390 properties available
Located in the desirable Shipyard Plantation, 102 Beachwalk offers the perfect combination of comfort, style, and location. Just a short 5-minute walk to Hilton Head\'s beautiful beaches, this charming 1-bedroom, 2-bath villa is the ideal choice for a relaxing island escape. This villa features an open, airy layout with a bright and inviting livin
102 Beachwalk Rating 5 (46)
Shipyard
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
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. Town of HHI STR Permit #45896 HIGHLIGHTS - Golf course Community - L
114 Beachwalk Rating 5 (147)
Shipyard Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
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 Rating 5 (95)
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
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 Rating 5 (67)
Palmetto Dunes
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
**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 Rating 4.9 (79)
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
-Elevator 3 is being modernized and will be out of service until further notice. There is a stairwell next to this elevator for guest\'s use or guests can use the elevators located at building 1 to access buildings 2 and 3. Escape to a stunning, newly updated 1-bedroom, 2-bath villa at the renowned SeaCrest Oceanfront Resort, located in the heart
2301 SeaCrest Rating 5 (49)
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
**Maintenance Project** Updated on 3/4/26 -Elevator 3 is being modernized and will be out of service until further notice. There is a stairwell next to this elevator for guest\'s use or guests can use the elevators located at building 1 to access buildings 2 and 3. **Luxurious 1-Bedroom, 1.5-Bath Villa at SeaCrest Resort – North Forest Beach, Hil
2303 Seacrest Rating 5 (58)
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
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 Rating 5 (56)
Palmetto Dunes
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests
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 Rating 4.9 (51)
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
**Maintenance Project** Updated on 3/4/26 -Elevator 3 is being modernized and will be out of service until further notice. There is a stairwell next to this elevator for guest\'s use or guests can use the elevators located at building 1 to access buildings 2 and 3. **1-Bedroom, 1.5-Bath Oceanfront Villa at SeaCrest Resort – Hilton Head Island** Es
2403 SeaCrest Rating 5 (52)
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
**Maintenance Project** Updated on 3/4/26 -Elevator 3 is being modernized and will be out of service until further notice. There is a stairwell next to this elevator for guest\'s use or guests can use the elevators located at building 1 to access buildings 2 and 3. **Charming 1-Bedroom, 1.5-Bath Oceanfront Villa at Sea Crest Resort** Discover the
2407 SeaCrest Rating 5 (73)
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 4 guests
Tucked within the prestigious oceanfront Windsor Place complex in Palmetto Dunes, 305 Windsor Place is a beautifully 1-bedroom, 2-bath villa that\'s perfect for a romantic escape or a peaceful solo retreat. Step onto your private balcony and take in serene views of lush landscaping and peeks of the Atlantic just beyond. Inside, you\'ll find an open
305 Windsor Place Rating 5 (50)
Palmetto Dunes
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 4 guests

More Results Based On Your Search


Tell us what you're looking for and someone will contact you with available options.

I agree

Founded in 1988 by long-time local residents, The Vacation Company manages nearly 400 quality  Condo Rentals  and  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 properties are designed to exceed your every expectation. 


Most Popular Searches


Oceanfront Rentals

Browse all Hilton Head Oceanfront Rentals. Top-rated properties including Houses & Villas at amazing rates!


Villas & Condos

Resort amenities and the best location. Browse all available Hilton Head condo rentals!


Luxury Rentals

Hand-picked selection of Hilton Head luxury vacation rentals. Our highest praised and accommodating vacation homes.


Pet Friendly

Browse all Hilton Head Pet Friendly Rentals. Bring your friend to your next family vacation!


Private Pools

Hilton Head home rentals with private pool. Located in the best neighborhoods.


Hilton Head Vacation Specials

The best vacation homes and villas at the best rates!



What amenities do your vacation rentals offer?

Our 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. Browse all Hilton Head Condos here , there are numerous options to choose from. Our 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. Our vacation rentals provide 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, the 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 our rentals, but never hesitate to call us, we're happy to help.