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205 rentals found
Oceanfront home with huge windows and a ...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This charming, 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
PET FRIENDLY Sea Pines Home! Private Poo...

This home has everything you need for the ideal vacation. It is located in the heart of the handsome Sea Pines Resort and it is close to everything. This property offers 4 full size bedroom and 3.5 baths. At the heart of this property, you’ll...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Fabulous! Huge 5 Bedrm/5 Bath Moss Creek...
4.7
(102)

Moss Creek House Description This 4,500+ sq. ft. home, consisting of 5 bedrooms and 5 baths, that sleeps 12, is located in the handsome Moss Creek private club community. We have an in-ground, plunge pool with lion head water spouts, with the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Very Large and Completely Updated Villa ...

No expense was spared in the creation of this definitely exceptional 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 elegantly...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Sprawling coastal home with private pool...

Bradley Beach Road EstateOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering a memorable, family-friendly, coastal escape, this handsome home is located...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Updated 4th row beach home, private pool...

Welcome to your dream getaway, where luxury meets leisure in this delightfully designed 4-bedroom, 2-bathroom home. Located in a serene neighborhood, this property features an array of amenities, including a private pool, private beach access, a...

  • Hilton Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Private home in Hilton Head Island with ...

Located within the esteemed Palmetto Dunes Oceanfront Resort on Hilton Head Island, this handsomely upgraded 5-bedroom, 3-bathroom home sits on a charming corner lot and offers the ideal blend of comfort, luxury, and coastal appeal.Step inside to an...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Dog-friendly house with private pool and...
3.7
(15)

Moonshell 31Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The ideal Hilton Head vacation awaits at this enormous, elegantly furnished vacation home, which...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Family Condo In Ideal Location w/Shared ...
4.8
(5)

Devonshire 112Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Devonshire 112 is a ideal island home a close walk to the beach! Boasting updated furnishings...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Perfect four-bedroom getaway vacation ho...
4.5
(8)

This impressive 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
Sea Pines Home w/ Private Pool, Family-F...
4.6
(17)

North Sea Pines Drive 44Our 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...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
2 Oyster Catcher - 4Br Sea Pines Home Ju...
4.3
(3)

2 Oyster Catcher | 2 Minute Walk to the Beach *4 Bedrooms | 4 Bathrooms*Sleeps 10*2 Kings, 2 Twins, 1 Queen, Queen Sleeper Couch*6 SMART TVs | DVD | Alexa | Wi-Fi | Keurig*Guest Has Use of the Garage *Two Master Suites*5th Row Ocean Home*Private...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Stunning Oceanfront Hideaway with Privat...
4.7
(27)

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
2 Collier Beach, Oceanfront, Dogs OK, Po...
3.8
(10)

2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this grand oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own private...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Dog-friendly gem with pool, game room & ...
4.0
(30)

Eagle WatchOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'(This property has a pool and spa that can be heated between Labor Day and Memorial Day for an...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5 Sandy Beach Trail- Beach House w/ Priv...
5.0
(4)

"Sail Away HHI" is a sizable 4500 square foot, 6 bedroom, 6 full bathroom (plus 1 half bath) home located steps away from the beach access. Located in the charming Burkes Beach community of Hilton Head Island, (rated as the best beaches in America...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 19
Wonderful Palmetto Dunes home features g...

HILTON HEAD ISLAND. This 4-bedroom Palmetto Dunes home is a short 10 min. walk to the beach. Off the entry you'll find a cavernous great room and sunroom overlooking the lagoon. Two master bedrooms have a king beds, TVs and private baths. The third...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Family-Friendly Condo near the Beach w/ ...
4.3
(7)

Shipmaster 1805Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shipmaster 1805 is a elegantly decorated, four-bedroom, three-bathroom townhome only half a...

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