Hilton Head Island Holiday Homes with Staff

We selected the 86 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Hilton Head Island

Salty Breeze

Salty Breeze

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

In between Harbour Town and South Beach on Hilton Head Island, this home epitomises holiday living with beach vibes abound thanks to the spot's whiteboard walls and maritime-themed furnishings. We particularly love the generous amount of social space; there's a double-volume living room and myriad of areas for guests to gather.

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Time to polish off the ring and get down on one knee because this home has us head over heels. Only two hundred metres from the beach, this Hilton Head Island villa is a luxurious, private hideaway made for lazy summer days.

Oak & Brick

Oak & Brick

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

There's something undeniably cool about exposed brick, and this apartment in Savannah's historic district is a perfect example. We love the mix of old-school charm with contemporary comforts.

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Welcome to small but charming Charleston, once again topping Condé Nast Traveler's Readers' Choice Awards. Whether you’re here to explore its colonial architecture, tuck into excellent Creole and BBQ food or savour the blossoming cocktail scene, you’re going to need somewhere to stay smack bang in the heart of the buzz.


We selected the top 3% holiday homes in Hilton Head Island Holiday Homes with Staff

Explore the 86 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Savannah Style

Savannah Style

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

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

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Summer Duck

Summer Duck

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Double Trouble

Double Trouble

  • 15 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

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Check upcoming rates & availability for Hilton Head Island Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Hilton Head Island, Beaufort County, South Carolina, United States? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Hilton Head Island, Beaufort County, South Carolina, United States as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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