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Hilton Head Vacation Rental Search

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1185 rentals found
4 BR Home, Private Pool, and Spa on Tran...

Savor striking lagoon vistas from your own private pool and spa or walk to the ocean in less than ten mins.. Located among live oak trees draped with Spanish moss, and overlooking a lush landscape, this private getaway is the ideal place for your...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Fabulous island home with private pool, ...

Acorn Lane 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself living your best life in the heart of Hilton Head Island when you make this striking...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Comfortable condo with shared pool, tenn...

Greens 202Our 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 escape in Hilton Head, SC! This beautiful and thoughtfully updated condo in...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Fiddler's Cove Villa - 2 Bedroom / Walk ...

You'll never want to leave the Salty Mermaid. This 1st floor (no stairs!) villa has everything. Just steps from the pool and a short 5-min. walk to the beach. Totally refreshed and fresh with all the amenities of home including in-unit laundry. ...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Wonderfully Decorated Two Bedroom Water ...

This two bedroom Water Oak villa is the embodiment of the beach experience. The attention to detail throughout this exceptional villa is seen in every space from the beach modern decor and paint to the elegant bathrooms. The kitchen is wonderfully...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Sunset Rentals | Kingston Dunes 58 | Dog...

The ideal Hilton Head vacation starts with finding the ideal Hilton Head vacation rental! Consider it done when you book this 4 bedroom, 4 bath bright and sunny home, located in Hilton Head Island’s Shipyard less than a mile from the beach.To the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Ocean walk Villas: 2blocks 2beach

Beach life is the best life at Heritage Home Hilton Head. 2 Separate Living Areas - Ideal for 2 couples or ideal for parents calming on one side of the condo, kids on the other. This completely modernized villa is a short walk to South Forest...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Walk to Beach: Nautical Hilton Head Reso...

Savor a memorable hideaway when you stay at ‘The Turtle Nest’ in the Hilton Head Resort! This refreshed 2-bed, 2-bath condo offers your family the complete package with multiple pools, a hottub, private beach access, and more! Find essentials...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Villa with a 2 outdoor pools, bike paths...

Seascape Villas 3229 - Turtle CoveOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your serene hideaway in Hilton Head, SC! This appealing condo...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Dog & Snowbird-Friendly Gem - AC, WiFi &...

Moonshell 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a fantastic locale just a short walk from Folly Field Beach, the Original Old School Beach...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Two-Story Villa with WiFi, Pool, & Tenni...

Fazio 10Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the whole family to Hilton Head with this appealing two-story villa steps away from the beach...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Direct Ocean View Condo with balcony, po...

Shorewood 211Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your oceanfront heaven in Hilton Head, SC! This gorgeous condo offers striking direct...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Expansive Views of the Pool, Lagoon and ...

Located on the 3rd floor, this attractively refreshed two-bedroom, two-bath villa offers impressive vistas of the community pool and the Atlantic Ocean. Ideal for a calming hideaway, it’s appealingly located within the Barrington community. It...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Breezy resort home located in Sea Pines ...

Sea Pines Resort 26Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The breezy beaches, lush golf courses, and outdoor adventures of Hilton Head Island are at...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Total renovation June 2024, views, pool,...

Anchorage 7473Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo is located harborside in the fashionable Anchorage Villas. Spend blue-sky days at the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Spacious Home - Private Pool & Big Deck ...

Mooring BuoyOur 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 12
Stylish Island Gem – Just steps from p...

Seascape 3227: Stylish Tri-Level Townhome – Just a 5-Minute Stroll to the Beach!Book Direct for the Finest Prices & Feel!Professionally managed by Vacation Time of Hilton Head, Seascape 3227 promises a seamless booking experience and a stay...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Hilton Head Island condo with water-view...

Seascape Villas 3205Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a dreamy Hilton Head Island hideaway at this Seascape Villas condo. Perched...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6