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 262 properties available
Welcome to your coastal retreat at this beautifully updated villa in Fiddler’s Cove Beach and Racquet Club, located just a short walk from the beach on Hilton Head Island. Perfectly positioned within this gated community, you’ll enjoy easy access to the shoreline while surrounded by resort-style amenities. The top-floor location offers added privac
Hot HOT 78
6i Fiddler's Cove
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
The review says it all, "Perfect location, very quiet and clean, very relaxing. Easy walk to the beach. It was updated and very comfortable. We would definitely rent this unit again. Loved the outdoor shower after a day at the beach and the deck overlooking the lagoon." Indulge yourself here! Be dazzled by the tranquility of this lagoon-side loca
Hot HOT 71
1591 Lagoon Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (36)
"Perfect!!" "Will for sure stay again!" "This property is way better than the photos! The location was perfect. We were a walk away from Salty Dog Cafe and the beach cove to watch the sunset. We rented bikes and rode them to beach marker 15 to enjoy a beautiful day at the beach. The cleanliness of the property was amazing. I was amazed how great
Hot HOT 94
1709 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 (95)
"Immaculate and modern. Comfortable beds, beautiful baths, wonderfully relaxing furniture in front of the living room TV (plus a TV in each bedroom). Steady wi-fi. A Keurig, a blender, and all the gadgets needed in the kitchen. The minute I walked in the door I could feel the stress of everything start to lift. I felt so welcome. I walked under tal
Hot HOT 76
1657 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (67)
Prepare for the ultimate Hilton Head vacation at Hilton Head Beach Villa 8! This lovely split-level three-story condo has a spacious floorplan and is located in the oceanfront complex of Hilton Head Beach Villa right in the heart of South Forest Beach and near Coligny Beach and Plaza! With three bedrooms, three full bathrooms and many upgrades s
Hot HOT 58
8 Hilton Head Beach Villa
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (53)
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 63
14K Fiddler's Cove
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (18)
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 142
46 Willow Oak West
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (28)
NEW LISTING! ​Escape to the serene beauty of Hilton Head Island with a stay at 403 Golfmaster, a newly renovated 1,500 sq ft condo nestled within the tranquil Shipyard Plantation. This exquisite retreat offers a harmonious blend of modern comfort and natural splendor, making it the ideal destination for your next vacation!Imagine waking up to the g
Hot HOT 54
403 Golfmaster
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.8 (11)
What more can we say about this very special villa that our guests haven't already said for us?"Perfectly located, well-appointed and the best terrace in Bluff Villas! My 25-year-old son and I met in HH for a much-needed break and were lucky enough to stay at 1651. The villa was fantastic -- great wifi and perfect spaces for doing a bit of work wh
Hot HOT 72
1651 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (62)
Discover your next dream vacation in the heart of Palmetto Dunes! This stunning Queen’s Grant condo offers a slice of paradise with a private deck, grill, and exclusive access to resort-style amenities, including pools, tennis, golf, and an 11-mile lagoon.Imagine strolling just ten minutes to the sandy beaches. Nestled alongside the renowned Robert
Hot HOT 70
644 Queen's Grant
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (36)
Welcome to 1003 Harbour Master Villas, a refined coastal retreat tucked inside the private gates of Shipyard Plantation on beautiful Hilton Head Island. Here, moss draped oaks frame winding bike paths and sea breezes carry the scent of salt air through the trees. Just minutes from the Atlantic shoreline, this villa places you in the heart of one of
Hot HOT 42
1003 Harbour Master Villas
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Welcome to your ultimate island getaway at 14C Xanadu! This recently renovated 4th-floor (w/ elevator), 1-bedroom condo in the heart of Hilton Head Island promises endless fun and relaxation. Dive into the community pool, perfect your serve on the tennis courts, and soak up the vibrant local atmosphere.Situated in one of the island's most beloved n
Hot HOT 73
14C Xanadu Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (6)

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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.