Hilton Head Island Guest Houses

We selected the 20 homes worth renting in this location

Home spotlights in Hilton Head Island

Double Trouble

Double Trouble

  • 15 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Just short walk away from the beach on Hilton Head Island, this villa is offers true coastal chic. Part of a community development, the home has access to basketball and tennis courts, but there are plenty of tournaments to be had in the house too, with a foosball table and swimming pool.

Smoke on the Water

Smoke on the Water

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Amid sandy strands and a network of lagoons, this villa is in one of the most picturesque areas of South Carolina. In just ten minutes, you can move from the water basin's grassy banks to the ocean through the scenic woodland between the two.

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.

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

This beautiful home has a prime location overlooking the Palmetto Dunes lagoon. Just ten minutes’ walk from Hilton Head’s dazzling sands, it’s an ideal base for a beach holiday.


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

Explore the 20 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Singing Sweet Carolina

Singing Sweet Carolina

  • 12 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

Summer Heat

Summer Heat

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Neptune's Den

Neptune's Den

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Woodpecker's Island

Woodpecker's Island

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Sands & Shimmer

Sands & Shimmer

  • 6 guests

  • 2 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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