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 256 properties available
When you think of Hilton Head Island, you think of stunning scenery, Lowcountry charm, and the inviting atmosphere of Harbour Town — the perfect blend of relaxation and coastal living!You should also think about this adorable 4th floor 1 bedroom, 1 bathroom villa located in the heart of Sea Pines and the Harbour Town Yacht Basin. 1046 Caravel Cour
Hot HOT 72
1046 Caravel Court
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (52)
Welcome to 14 Cedar Waxwing, a terrific second-row beach home tucked along a quiet street in the prestigious Sea Pines Resort on Hilton Head Island. Located just one house back from the ocean, this spacious coastal retreat offers the rare combination of privacy, comfort, and incredibly easy beach access. From the moment you arrive, the relaxed Lowc
Hot HOT 83
14 Cedar Waxwing
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.9 (13)
Wake up just steps from the Calibogue Sound in a bright, stylish second floor villa nestled in the heart of South Beach Marina. Natural light fills the space, creating a relaxed coastal atmosphere from the moment you arrive. The setting places you at the center of one of Hilton Head’s most beloved waterfront areas. Here, coastal charm and effortles
Hot HOT 188
1686 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (42)
Welcome to 38 Off Shore, a beautifully refreshed coastal retreat that blends modern comfort with the laid back charm of Hilton Head Island! This beautifully appointed home immediately captures your attention with its bright spaces, unique décor, and thoughtful upgrades. Set on a quiet street within the renowned Palmetto Dunes community, this reside
Hot HOT 68
38 Off Shore
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (98)
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 84
503 Plantation Club
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 4.9 (35)
Imagine arriving at Hilton Head Island, where golden sunlight filters through live oaks and the rhythm of the sea hums softly in the distance. Welcome to 46 Willow Oak West, an elegant Sea Pines retreat overlooking the 15th hole of the Heron Point Golf Course. This pet-friendly haven blends coastal charm with refined comfort, creating an irresistib
Hot HOT 110
46 Willow Oak West
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (28)
Welcome to a charming 1st-floor villa that offers the perfect blend of comfort, convenience, and coastal living. Nestled in a serene community, this home provides the ultimate sanctuary for those seeking a peaceful escape, while being just moments away from the vibrant energy of Hilton Head Island. This beautifully furnished villa sleeps 6, making
Hot HOT 152
37 Forest Gardens
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
How many properties on Hilton Head Island have a HUGE, Private Rooftop? Very few! So book this right away!This beautifully renovated villa with 3 bedrooms and 3 bathrooms located in the sought after area of South Forest Beach overlooks the courtyard and swimming pool and is just a 1-minute walk to the beach! A large living room with flat screen
Hot HOT 69
8 Ocean Club
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (97)
Imagine waking up every day to breathtaking views of serene lagoons, lush marshlands, and the vast ocean stretching out before you. This stunning 2-bedroom, 2-bathroom villa offers you the chance to experience true coastal living like never before.Step outside and indulge in a lifestyle that blends relaxation with activity. Picture yourself soaking
Hot HOT 72
1204 Hilton Head Resort
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (3)
292 Evian is just what you're looking for if you want a great HHI vacation in a fantastic location with world-class amenities nearby - and it's been beautifully renovated, too!The layout is very open to family activities or just relaxing with a good book. Comfortably accommodating a family or group of 7, this lovely villa features a cheery and ful
Hot HOT 61
292 Evian
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (57)
Welcome to 89 Baynard Cove, a stunning three-bedroom, three-bath vacation home tucked away in the prestigious Sea Pines Resort on Hilton Head Island and just steps away from the iconic Harbour Town Golf Links. Surrounded by towering live oaks and Spanish moss, this charming ranch-style retreat blends relaxed Lowcountry character with modern comfort
Hot HOT 79
89 Baynard Cove
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (74)
Escape to your dream family or golf getaway in this stunning 3BR/2BA home overlooking the 8th Green of the Galleon Golf Course, affectionately dubbed "The Atlantic Hideaway." Recently renovated, this home features a fully equipped kitchen and open-concept living area perfect for a midday snack or a quick retreat from the Summer heat. Just off the
Hot HOT 80
33 Kingston Cove
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (5)

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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.