Hilton Head Vacation Rentals

Hilton Head Island is known for its beautiful beaches, bike-friendly paths, and laid-back coastal charm, and there’s no better way to experience it than with a stay in a vacation rental that feels like home. 

At host2coast, you’ll find a wide range of Hilton Head vacation rentals to suit your travel style. Whether you’re planning a romantic weekend, a family beach week, or a group getaway, we’ve got properties with the features you care about most, from private pools and dog-friendly homes to spacious villas and waterfront escapes. 

Each rental is thoughtfully maintained and locally managed, giving you peace of mind and personalized service from the moment you book. 


🏖️Why Book Your Hilton Head Vacation Rental with host2coast? 


Whether you're watching the sunrise with your morning coffee or coming home after a bike ride on the beach, our rentals offer the perfect home base for your Hilton Head adventure. 

Start planning your Lowcountry getaway today. Explore our Hilton Head vacation rentals and find your perfect place to stay.

hilton head rentals

Properties Available 271 properties available
Welcome to 27 Ocean Club — Be on the beach in less than a minute! Now newly refreshed and more inviting than ever! Whether you're planning a short getaway or a long-term stay to work or study remotely, this villa offers the perfect blend of comfort, coastal charm, and convenience. This beautiful villa is set in a premier oceanfront community with d
Hot HOT 147
27 Ocean Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (57)
Beware! This spectacular 5th floor penthouse will make you never want to leave the Island! Also, strong Wi-Fi easily accommodates working/schooling remotely, so stay awhile and enjoy the beach and other amenities when you wish. Comfortable furnishings and panoramic ocean views like no other appeal to the senses. Can't you just smell the salty air
Hot HOT 167
3503 Seacrest
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (100)
Nestled among moss-draped oaks and the serene greens of Sea Pines, 77 Governors Road invites you into a world where coastal charm and southern grace meet. This beautifully positioned four-bedroom, three-bath retreat captures the very essence of Hilton Head Island living - a peaceful sanctuary for families and friends who crave both comfort and conn
Hot HOT 95
77 Governors Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.8 (7)
The soft white sands and warm waves of South Carolina's coastline are among the best in the world, and you deserve the best! You deserve an Island vacation home away from home at 307 Shorewood. This lovely, direct oeanfront 3-bedroom, 3 bath corner villa sleeps 8 and is designed for your comfort and convenience. Stunning views will amaze and delig
Hot HOT 143
307 Shorewood
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (134)
Important Community Notice – Active Construction at Admirals Row Please be advised that Admirals Row Buildings A and B will begin an 18 month active sprinkler system repair project on February 2. The work will take place inside the villas, progressing one floor at a time, and will begin in Admirals Row – Building B, 4th floor. The community is work
335 Hilton Head Beach and Tennis
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to 260 Turnberry Village - your luxurious escape in the heart of Hilton Head Island’s prestigious Palmetto Dunes Resort. Perfectly blending modern upgrades with serene golf course views, this beautifully renovated villa offers everything you need for an unforgettable island getaway. Start your mornings on the spacious deck overlooking the
Hot HOT 72
260 Turnberry Village
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (8)
Welcome to 15 St. George, a beach contemporary retreat tucked beneath the swaying palms of Hilton Head Island, South Carolina. Here, the rhythm of the tides sets the pace for your days and the golden sunlight filters gently through coastal breezes. Located in the heart of Palmetto Dunes, this inviting home blends relaxed island charm with modern co
Hot HOT 102
15 St. George
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (1)
Welcome to your Hilton Head Island retreat at 503 Plantation Club, a luxurious villa designed to provide the perfect blend of comfort and elegance. This stunning two-story villa features three spacious bedrooms, accommodating up to six guests with ease. The master suite boasts a king-sized bed, while the two guest rooms offer a queen bed and two do
Hot HOT 71
503 Plantation Club
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 4.8 (25)
Enjoy a memorable vacation in a luxurious private home with ocean views, a private pool and spa, breathtaking ocean views, and room for everyone! 6 Wanderer Lane offers all this and so much more! The owners have just renovated this already amazing 2,646 sq. ft. house to include more amenities for their guests, including the addition of a game room
Hot HOT 117
6 Wanderer Lane
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 5 (23)
Discover coastal living at its finest in this beautifully updated 2-bedroom, 2-bath top-floor condo, just a five-minute walk from the beach on Hilton Head Island. Located within the gated community of Fiddler’s Cove Beach and Racquet Club, this retreat combines privacy, comfort, and resort-style amenities. With no upstairs neighbors, you’ll enjoy a
Hot HOT 115
14K Fiddler's Cove
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (18)
Enjoy stunning views of the Atlantic Ocean from your 1st floor private balcony overlooking the oceanfront pool. 431 Captains Walk is located on the 1st floor, where a few steps down from the balcony will bring you to the beautifully landscaped grounds and pool or the endless beaches just beyond! You will also love the children's pool, the multiple
Hot HOT 104
431 Captains Walk
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (33)
BRAND NEW PRIVATE HEATED POOL — just completed April 2026! Dive into your own backyard oasis steps from the beach in Sea Pines. Our brand-new private heated pool means you can swim morning to night, no matter the season. Photos coming soon — but don't wait to book! This is a rare find: a Sea Pines beach home with a private pool at this price point.
Hot HOT 75
14 East Garrison Place
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (1)

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At host2coast, we manage a wide selection of quality Hilton Head Condo Rentals and Hilton Head Island House Rentals across the island’s most popular resort communities, including Sea Pines, North Forest Beach, Palmetto Dunes, and beyond.

Vacation Perks

From private pools and fully equipped kitchens to our collection of Hilton Head oceanfront rentals, host2coast offers vacation homes and villas that fit every style and budget. Each of our Hilton Head rentals is designed with comfort and convenience in mind, so you can focus on making memories that last.

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What amenities do host2coast rentals include?

Our Hilton Head vacation rentals feature fully equipped kitchens, Wi-Fi, private pools, outdoor spaces, and more. You can filter by bedrooms, location, and features to find your perfect fit.

Do you offer two-bedroom rentals?

Yes! host2coast offers a variety of two-bedroom rentals, from beachfront villas to condos, perfect for couples, small families, or friends traveling together.

Why choose Hilton Head for a vacation?

Hilton Head Island combines natural beauty with endless activities. Enjoy miles of beaches, bike trails, golf, and water sports, along with a vibrant dining scene and a strong focus on preserving local nature and wildlife.

Does Hilton Head have condos on the beach?

Absolutely. host2coast offers many beachfront condos and villas, giving you easy access to the sand, ocean views, and resort-style amenities.

When is the best time to visit Hilton Head?

Spring and fall are favorites thanks to mild weather and fewer crowds, but Hilton Head is a year-round destination. Summer is lively and family friendly, while winter offers a quieter retreat.

What’s the best area of Hilton Head to stay?

Each area has something special. Sea Pines offers Harbour Town and golf; Palmetto Dunes has beaches and lagoons; North Forest Beach is great for families; and Shipyard blends golf and coastal living. Explore them all to find your fit.

How can I get more help with booking?

Our team at host2coast is happy to help answer any questions. Visit our FAQ page for more details, or reach out directly for personalized assistance.