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Hilton Head Vacation Rental Search

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1225 rentals found
Designer Updates and Upscale Finishes
5.0
(1)

Come savor this elegantly refreshed Hilton Head Island rental property! The kitchen features bespoke cabinetry, quartz countertops, and bar seating for three while coming entirely-equipped to meet your family's cooking needs. The living room is...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Beautiful Cndo at Port Royal Sound with ...

Spa On Port Royal Sound 3211Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this striking condo located in The Spa on Port Royal Sound, offering a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Updated Island Escape w/ Dual Suites - G...
4.0
(4)

The Cottages 39Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'An updated island hideaway awaits at this striking 2BR/2.5BA condo, located in the exclusive...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beachside House and Golfer’s Dream in ...

Beachside HomeOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your ideal Hilton Head Island hideaway in this handsome four-bedroom home located in...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Beach Blossom - PET FRIENDLY PRIVATE HOM...
5.0
(21)

Stunning 3 Bedroom 2 Bathroom home located off Folly Field Rd. Beach Blossom has just been completely remodeled and designer decorated. Upon entry you will be greeted by a completely furnished living room with vinyl floor throughout, and a mounted...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Coastal condo with outdoor pool, walk to...

Treetops 5503Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to 5503 Treetops, a attractively updated first-floor villa in Hilton Head, SC, just mins...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Amazing pools, hot tub, and oceanfront v...
5.0
(10)

Villamare 3425Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate your breakfast and coffee from your shaded balcony while taking in the vibrant...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Pool, Spa & Dining: Beach Condo in Hilto...
3.5
(8)

Book an memorable trip to this 1-bedroom, 1-bathroom vacation rental condo on Hilton Head Island and soak up some southern sunshine. With access to a community pool, on-site restaurant, tennis courts, and more, this Hilton Head Beach & Tennis Resort...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Ranch Style Hilton Head Island Vacation ...
3.5
(2)

Welcome to this exceptional ranch-style home that blends Southern appeal with a exhilarating coastal interior. Located in the heart of Palmetto Dunes, this unique four bedroom and three bath home features an open floor plan, soaring high ceilings...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Golf Course-Adjacent Villa w/ Fast WiFi,...
3.5
(2)

Waterford B1Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find your way to the fairway at this classy and sunlit vacation rental on Hilton Head Island...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
A Quiet Beach Getaway with Pools, Hot Tu...
4.9
(12)

Island Club 3106Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With walk-out beach access, two patios, and nine tennis courts, this Island Club villa is just...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Large Three Bedroom Villa Directly on Ge...

This elegantly maintained three bedroom villa offers the ideal getaway for families looking for comfort and convenience. Located on the spectacular George Fazio Golf Course, there’s plenty of space for everybody to relax and relax.Step inside to a...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Terrific island escape with pool, furnis...

Forest Gardens 75Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The island lifestyle is calling your name, so get ready for dreamy days of playing rounds of...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
18 Sand Dollar, Oceanfront, Pool, Hot Tu...
4.8
(32)

18 Sand Dollar, Hilton Head Island. Your search for the ideal vacation rental ends here! With 7 bedrooms, 7 bathrooms, and an open-concept floor plan, this property is sure to impress. The upsized chef's kitchen is ideal for cooking up delicious...

  • Hilton Head
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Brigantine Quarters, Shipyard Plantation...
4.6
(11)

If you have never experienced the Brigantine Quarters then we encourage you to do so. It is a handsome gated community. Our condo is located in a secluded part of Shipyard Plantation called Brigantine Quarters. We offer a 2 bedroom, 2 full bath...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
2 Bedrooms with a Loft

Located along the serene 11-mile lagoon system in Palmetto Dunes Oceanfront Resort, this appealing 2-bedroom plus sleeping loft, 3-bath villa with a roomy loft offers the ideal blend of comfort, convenience, and coastal appeal.Step inside to find a...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Oceanview condo at Port Royal with pools...
4.6
(7)

Spa on Port Royal Sound 1221Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in The Spa on Port Royal Sound, this updated condo features a secluded...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Waterfront condo w/ private balcony, W/D...

Port II Villas 1613Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Port II Villas 1613, a gorgeous condo located on the beautiful Hilton Head...

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