Luxury House Rentals - Hilton Head Island

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HHI Luxury HomeLooking for the best of the best?  Our luxury Hilton Head home rentals are top-of-the-line and offer the best way to vacation.  All the homes in this list have private pools and offer an upscale feel to your stay.  These homes consist of 5-9 bedrooms and have plenty of space for your family and friends to stay while on vacation.  These homes are laid out so that everyone has the ability to have their own space but still enjoy being together.  These homes are perfect for large families, groups of friends, or small family reunions.  There is no way to go wrong when choosing one of these luxury homes. 


 

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Island Oasis From $2,599.00 To $5,799.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Landscape
    Pets Allowed: No
    • 5Bedrooms:
    • 5Baths:
    • 15Sleeps:

    17 people have shown an interest in this property in the last 72 hours!
  • Description:
    This incredible Kermit Huggins designed vacation rental home is a wonderfully decorated, spacious Hilton Head resort hou...Read More

Painted Bunting, 7 $3,605.00 - $8,750.00 per week

Managed by the Sea Pines Resort
  • Quick Facts
    Type: Vacation Home
    Area: Sea Pines
    Pets Allowed: No
    • 4Bedrooms:
    • 5.5Baths:
    • 10Sleeps:
  • Description:
    This magnificent third row ocean home merges opulence and comfort, taking the “luxury vacation” to a whole new level. Th...Read More

Beach House From $4,899.00 To $16,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Oceanfront
    Pets Allowed: No
    • 7Bedrooms:
    • 7Baths:
    • 18Sleeps:

    31 people have shown an interest in this property in the last 72 hours!
  • Description:
    Beach House is the perfect getaway spot for a multi-family vacation. This home features a screened porch spanning the le...Read More

Beachcomber From $5,999.00 To $19,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Oceanfront
    Pets Allowed: No
    • 9Bedrooms:
    • 9.5Baths:
    • 24Sleeps:

    22 people have shown an interest in this property in the last 72 hours!
  • Description:
    Tranquility and privacy are what you'll find upon arriving at this spectacular Beachcomber home. At the entrance, you ar...Read More

Surf Scoter, 10 $2,310.00 - $6,055.00 per week

Managed by the Sea Pines Resort
  • Quick Facts
    Type: Vacation Home
    Area: Sea Pines
    Pets Allowed: No
    • 4Bedrooms:
    • 5Baths:
    • 8Sleeps:
  • Description:
    Fabulously remodeled and completely updated, this fifth-row ocean home is nothing short of stunning, and ready for your ...Read More

Black Duck, 5 $5,565.00 - $11,375.00 per week

Managed by the Sea Pines Resort
  • Quick Facts
    Type: Vacation Home
    Area: Sea Pines
    Pets Allowed: No
    • 5Bedrooms:
    • 6Baths:
    • 14Sleeps:
  • Description:
    Even before the sweeping oceanfront views are revealed from the back of this special South Beach home, it is love at fir...Read More

Sand Castle From $3,699.00 To $9,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Burkes/Bradley Beach
    View: Oceanfront
    Pets Allowed: No
    • 5Bedrooms:
    • 5Baths:
    • 12Sleeps:

    30 people have shown an interest in this property in the last 72 hours!
  • Description:
    Sand Castle is a fabulous 5 bedroom, 5 bathroom, ocean front home is one of our most popular direct ocean front pro...Read More

Atlantic Breeze From $3,299.00 To $12,599.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: N.Forest Beach
    View: 2nd Row/ Ocean Peek
    Pets Allowed: No
    • 7Bedrooms:
    • 7Baths:
    • 18Sleeps:

    21 people have shown an interest in this property in the last 72 hours!
  • Description:
    This Atlantic Breeze home provides your vacationing party the chance to experience the finest in luxury coastal vacation...Read More

The Sandy Pelican From $3,299.00 To $8,599.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: N.Forest Beach
    View: Landscape
    Pets Allowed: No
    • 6Bedrooms:
    • 6.5Baths:
    • 16Sleeps:

    20 people have shown an interest in this property in the last 72 hours!
  • Description:
    Located roughly one hundred steps away from the beach, 17 Jacana (aka Sandy Pelican) is perfect for a family retreat.The...Read More

Genoa Court, 10 $2,030.00 - $3,360.00 per week

Managed by the Sea Pines Resort
  • Quick Facts
    Type: Vacation Home
    Area: Sea Pines
    Pets Allowed: No
    • 4Bedrooms:
    • 5Baths:
    • 8Sleeps:
  • Description:
    This is what a vacation home should be: light and warm, comfortable yet luxurious. The first floor has oversized, dark-h...Read More