Hilton Head Island Romantic Accommodation

We selected the 94 homes worth renting in this location

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Home spotlights in Hilton Head Island

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Spend just a few minutes of lounging on the deck, looking out on the sprawling greens of the Fazio Golf Course, and you'll understand why this Hilton Head home is a must-visit. It's situated in the gated Palmetto Dunes, an oceanfront resort bursting with outdoor activities, including tennis, surf lessons and kayaking in the saltwater lagoon.

Patriot Games

Patriot Games

  • 9 guests

  • 3 bedrooms

Fernandina Beach, Nassau County

Escape to Amelia Island and this pretty home, bursting with Southern charm. Traditional in style (think white clapboarding and shuttered windows) it's a slice of country living just steps away from the local marina – you'll even find rocking chairs on the covered veranda.

Grand Designs

Grand Designs

  • 14 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

With enough room for families, friends and cartwheels, this large house has an abundance of space. Found on Harbour Town golf course, the home has so many rooms you may get lost – from the games room and downstairs conservatory to the reading nook, living room, and TV space.

Wicker

Wicker

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Surrounded by lagoons on all sides, this low-country home is tucked into the flora and fauna of Hilton Head Island. The gracious nature of the home makes it ideal for both a short summer weekend and long stay alike.


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

Cotillion

Cotillion

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Smoke on the Water

Smoke on the Water

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Rocking Chair Residence

Rocking Chair Residence

  • 20 guests

  • 10 bedrooms

Cannonborough Elliotborough, Charleston

Island Pines

Island Pines

  • 8 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Savannah Serenity

Savannah Serenity

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

Square Dance

Square Dance

  • 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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