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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1155 rentals found
Ideal Island Gem W/ Shared Pool, Beach A...

Beachwood Place 1HOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'When it comes to Hilton Head Island, there are few places as ideally located as Beachwood...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Double Master Suite Luxury 4 BR Sea Pine...

Wonderful luxury Sea Pines four bedroom home with private pool and spectacular vistas of the live oaks wrapping around the golf vistas. Elegant high ceilings with humongous kitchen and tons of living space outdoors. Oversize kitchen and dining area...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Updated condo in beachfront complex with...

Carolina Beach Club 427 / PineappleOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Soak up the sun and appreciate a ideal Hilton Head vacation from this...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Charming Hilton Head Island Vacation Ret...

Welcome to your ideal hideaway! This elegantly appointed 1-bedroom, 1.5-bath Hilton Head Island vacation rental offers a serene escape with modern amenities and inviting outdoor spaces.Step into a bright and airy living area featuring classy...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Bright Condo with Full Kitchen, Shared P...

Island Club 6202Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the break you've been waiting for in this delightful Island Club villa that features an...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful & Spacious House Near Beach w/...

Cartgate 21Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Freshly updated, cavernous home with six bedrooms and five baths that accommodates up to 16 people...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Ocean view condo at beachfront resort wi...

Island Club 4403Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Elegantly furnished and delightfully located within sight of the Atlantic Ocean, this Island...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Marriotts Barony Beach Club - 2 Bedroom

*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
2 bedroom/2 bathroom 4th Floor Oceanfron...

**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE UP DURING THIS TIME. Due to the nature and scope of the work there is a possibility that your accommodations may be...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
2-story condo with on-site pool, golf, t...

Harbour Master 503Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make the most of Carolina coastal living at this pretty Harbour Master condo at Shipyard...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Stunning Oceanfront Hideaway with Privat...

HeavenOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation possible!*This...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Renovated Dog-Friendly Villa w/ Patio & ...

Evian 139Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC! This cavernous townhouse is thoughtfully designed...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Large Three Bedroom Villa Steps from the...

Come savor this enchanting three bedroom three bathroom villa located very close to the pool in Fazio Villas within Palmetto Dunes Oceanfront Resort! Fazio Villas is centrally located, making it very painless to get to the beach, George Fazio and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Updated, ground-floor island condo with ...

Fiddlers Cove 21BOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Island bliss awaits at this ground-floor villa at Fiddler's Cove Beach & Racquet Club...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Large Home with Spectacular Panoramic Vi...

You're going to adore this huge home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the front...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Spacious Condo with WiFi, Wet Bar, & Wat...

Sound Villas 1458Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's hard to top this charming and enormous island condo, offering beautiful vistas of the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Beautiful Golf Course Views From Your Pr...

This roomy Hilton Head villa has been attractively modernized with excellent vistas of the George Fazio golf course. There is refreshed furnishings and coastal vibes throughout. You are just a short bicycle ride to the beach! The community amenities...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Walk to the beach Top-floor penthouse wi...

Village House 403Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll be within walking distance of the Westin Resort at this three-bedroom, four-bathroom...

  • Hilton Head
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 10