Hilton Head Island Romantic Accommodation

We selected the 94 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Home spotlights in Hilton Head Island

Among The Dunes

Among The Dunes

  • 15 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

We’ve got to hand it to this gorgeous home — or should we say mansion — on Hilton Head Island. As far as luxurious hideaways go, this one exudes class.

Charming Broughton Loft

Charming Broughton Loft

  • 3 guests

  • 1 bedrooms

North Historic District, Savannah

This Historic Broughton Street 1 BR/1 BA Loft is a charming escape in the heart of the North Historic District of Savannah. With hardwood floors and exposed brick, this cozy loft offers a tranquil retreat for guests looking to immerse themselves in the city's storied atmosphere.

Island Pines

Island Pines

  • 8 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

There is a certain kind of charm only found in the South, and this house has it in spades. Beautifully situated on the grounds of a vast private estate, surrounded by golf courses, and resting in the shadow of a stunning forest, this is an ideal spot for a restful and luxurious retreat for a family or a group of friends.

Oystercatcher

Oystercatcher

  • 6 guests

  • 2 bedrooms

Hilton Head Island, Beaufort County

There’s a real sense of calm about this newly remodelled beach house. Whether it’s the neutral shades, or the copious amounts of natural light, you’ll find any tension melting away the minute you step through the door.


We selected the top 3% holiday homes in Hilton Head Island Romantic Accommodation

Explore the 94 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Southern Charm

Southern Charm

  • 10 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Singing Sweet Carolina

Singing Sweet Carolina

  • 12 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

Smoke on the Water

Smoke on the Water

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Damn Fine Coffee

Damn Fine Coffee

  • 11 guests

  • 5 bedrooms

North Charleston, Charleston County

Grand Designs

Grand Designs

  • 14 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

In the Heart of Savannah

In the Heart of Savannah

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

Carolina Wren

Carolina Wren

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

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Frequently asked questions

Discover the most romantic accommodation in Hilton Head Island, Beaufort County, South Carolina, United States. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Hilton Head Island, Beaufort County, South Carolina, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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