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206 rentals found
Waterfront dream home with pool, lagoon ...
4.8
(14)

Shell Ring Road 63Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Peace and peaceful await you at this serene hideaway on Hilton Head Island. This home has a...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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
6995 Muirfield: 4 Bedroom Sea Pines Vill...

Welcome to your ideal hideaway in the heart of Sea Pines—a cavernous two-story villa offering gorgeous golf course and lagoon vistas. With four handsomely appointed bedrooms and three full bathrooms, there's plenty of space for families or groups...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Gorgeous oceanfront beach home with priv...

Amazing oceanfront home…..your ideal vacation hideaway! This home is ideal for entertaining with eight bedrooms, eight full baths, 1 half bath and sizable living areas with huge flat screen TV's and calming sitting areas to savor the beachfront...

  • Hilton Head
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 21
Beautiful ocean view house w/ private po...

Hidden in HiltonOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel beach living luxury at its best in this striking home located just 2 rows from the beach...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
31 Singleton  Oceanfront, Views, Luxury ...
4.8
(18)

31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its best. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
Second row high-end luxury home is mere ...

Located in the beautiful South Forest Beach area, this newly constructed (2025) second row high-end luxury home is mere steps from the beach and conveniently located between Coligny Plaza and Sea Pines. The home features six (6) bedrooms, two of...

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 23
Secluded Sea Pines retreat with private ...
4.2
(13)

Royal RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this luxury estate boasting two separate poolside structures and generous seating areas...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Perfect four-bedroom getaway vacation ho...
4.5
(8)

This striking Hilton Head home comes equipped with an refreshed kitchen and baths and new flat screen TVs in all bedrooms. The bright and open living room looks out over the private pool to the lagoon view. Imagine spending fun family time here...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Oceanfront home with huge windows and a ...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This handsome, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as astounding vistas of the beach and the...

  • Hilton Head
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
Stunning Hilton Head Island Vacation Ren...
4.3
(4)

Welcome to your ideal beach getaway! Located less than a mile from the South Gate of Palmetto Dunes Oceanfront Resort and just a short walk to the ocean, this attractively refreshed 4-bedroom, 3-bathroom ranch-style home offers the ideal blend of...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Beautifully Updated Home Just a Few Minu...

This completely refreshed and customized home will be ideal for your next family hideaway! Conveniences abound and all the amenities of home can be found in this opulent beach modern vacation rental! The kitchen is enormous and chef-inspired with...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Gorgeous 5 ?? custom home! 5 king suites...
5.0
(77)

Vacation in luxury in this striking home! This 4500 square foot home is designed ideally for multiple families. Just a 3-5 min. walk to the beach, this home has everything you could ask for! With 7 bedrooms, 7 and 2 1/2 baths, 3 living rooms and...

  • Hilton Head
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
North Forest Beach home with a private p...

Luna Sea EstateOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This freshly constructed, North Forest Beach ocean home is ready to host all of your favorite...

  • Hilton Head
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Sandcastle by the Sea - brand-new, priva...
4.6
(16)

Sandcastle 97Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a gated beachside community, Sandcastle by the Sea is a family-friendly 6BR/4BA...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 18
Dreamy island oasis with private pool, g...
3.0
(1)

Gunnery 10 Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step into your island getaway and make the best memories with friends and family in no time here at...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Bright, newly-remodeled, dog-friendly be...
4.6
(15)

Lookout 1Our 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
Very Large and Completely Updated Villa ...

No expense was spared in the creation of this definitely fantastic four bedroom and three bathroom villa located on Palmetto Dunes' 11 Mile Lagoon system! This villa has been entirely refreshed from the walls in!The kitchen has been delightfully...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8