Hilton Head Island Guest Houses

We selected the 94 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Hilton Head Island

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Part of Sea Pines Plantation, where it all started for holiday rentals on beautiful Hilton Head Island, this fully renovated home is the perfect place to switch off and relax. Just a short walk from the beach, and with all the gated community's excellent amenities on hand, it's a peaceful and private getaway surrounded by pretty gardens and mature trees.

Square Dance

Square Dance

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Located just outside of Charleston's historic downtown area and close to the shops, restaurants and bars of King Street, this home is in an enviable position within the city. And just like its surroundings, the building itself is steeped in history.

Suburban Haven

Suburban Haven

  • 5 guests

  • 2 bedrooms

North Charleston, Charleston County

Bright and artistic interiors incorporate thoughtful graphic pops of colour and create a stylish home to enjoy North Charleston. Calm yet bold, this apartment is filled with quintessential Charleston charm and a perfect suburban retreat with easy access to Charleston city centre, only thirty minutes away.

Historical Hideout

Historical Hideout

  • 8 guests

  • 4 bedrooms

North Historic District, Savannah

Come and experience the true essence of Southern charm at the luxurious and enchanting, The Palm House. Nestled in the picturesque North Historic District of Savannah, this delightful retreat is ideal for families or groups seeking a memorable getaway.


We selected the top 3% holiday homes in Hilton Head Island Guest Houses

Explore the 94 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Riverfront Retreat

Riverfront Retreat

  • 6 guests

  • 2 bedrooms

North Historic District, Savannah

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Among The Dunes

Among The Dunes

  • 15 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

Ain't She Sweet

Ain't She Sweet

  • 16 guests

  • 8 bedrooms

Cannonborough Elliotborough, Charleston

Southern Charm

Southern Charm

  • 10 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Oglethorpe Oasis

Oglethorpe Oasis

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Savannah Serenade

Savannah Serenade

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Grand Designs

Grand Designs

  • 14 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

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Frequently asked questions

Looking for guesthouse style accommodation in Hilton Head Island, Beaufort County, South Carolina, United States? You've come to the right place: Our homes come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. Book today and enjoy a short or extended stay in the best guesthouse style 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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