Hilton Head Homes w/ Pools

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Love the beach but also want to go to the pool?  The homes on this list are perfect for you!  All of these homes have private pools and can be used for your enjoyment.  This is perfect for families that love spending time at the beach, but also want to spend some down time relaxing by a pool surrounded only by your family and friends.  Most of our homes come with the ability to add heat in to the pool at an additional cost (*View Electric Heating Costs), but in the middle of summer, having that pool in your backyard is the best way to cool off. 

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Heritage From $1,889.00 To $4,699.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Golf
    Pets Allowed: No
    • 3Bedrooms:
    • 3.5Baths:
    • 7Sleeps:

    27 people have shown an interest in this property in the last 72 hours!
  • Description:
    Located right on the famous Harbour Town Golf Links course in Sea Pines, the Heritage home is a 3 Bedroom 3.5 Bath home,...Read More

Willow Oak From $1,499.00 To $2,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Landscape
    Pets Allowed: Yes
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:

    35 people have shown an interest in this property in the last 72 hours!
  • Description:
    If you are looking for a quiet retreat in Sea Pines, this three bedroom, three bath single level home may be the answer....Read More

Brown Pelican From $5,495.00 To $12,985.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Oceanfront
    Pets Allowed: No
    • 5Bedrooms:
    • 3.5Baths:
    • 10Sleeps:

    9 people have shown an interest in this property in the last 72 hours!
  • Description:
    The word “luxury” can scarcely describe this lavish two-story private resort, infused with lush natural ligh...Read More

Red Cardinal From $5,499.00 To $17,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Oceanfront
    Pets Allowed: No
    • 6Bedrooms:
    • 7Baths:
    • 16Sleeps:

    27 people have shown an interest in this property in the last 72 hours!
  • Description:
    With spectacular views of the Atlantic Ocean and a spacious, multi-level layout, Red Cardinal is the perfect location fo...Read More

Sea Dream From $3,899.00 To $9,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: N.Forest Beach
    Pets Allowed: No
    • 6Bedrooms:
    • 6Baths:
    • 14Sleeps:

    19 people have shown an interest in this property in the last 72 hours!
  • Description:
    Sea Dream will surely become your dream vacation spot! As you walk through the front gate of this home, you're greeted g...Read More

Mooring Buoy From $2,489.00 To $4,299.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Palmetto Dunes
    View: Landscape
    Pets Allowed: No
    • 5Bedrooms:
    • 4Baths:
    • 12Sleeps:

    34 people have shown an interest in this property in the last 72 hours!
  • Description:
    The Mooring Buoy home is an attractive 5 bedroom, 4 bath home in a quiet area of Palmetto Dunes and just a 5-7 minute st...Read More

Corrine From $2,599.00 To $4,599.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Singleton Beach
    View: Landscape
    Pets Allowed: No
    • 6Bedrooms:
    • 6Baths:
    • 15Sleeps:

    57 people have shown an interest in this property in the last 72 hours!
  • Description:
    This rental home called Corrine, offers this 6 bedrooms, and 6 baths with three master bedroom suites with king beds and...Read More

Hot Tin Roof From $5,899.00 To $16,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: N.Forest Beach
    View: Oceanfront
    Pets Allowed: No
    • 7Bedrooms:
    • 7.5Baths:
    • 16Sleeps:

    38 people have shown an interest in this property in the last 72 hours!
  • Description:
    This professionally decorated home showcases expansive view of the pristine Hilton Head Island beaches and the Atlantic ...Read More

Palmetto Retreat From $2,399.00 To $4,299.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Palmetto Dunes
    View: Landscape
    Pets Allowed: Yes
    • 5Bedrooms:
    • 5Baths:
    • 10Sleeps:

    17 people have shown an interest in this property in the last 72 hours!
  • Description:
    Upon entering Palmetto Retreat home, you will find your troubles melting away. The open floor place off the foyer showca...Read More

Carolina Breeze From $3,199.00 To $5,799.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Golf
    Pets Allowed: No
    • 6Bedrooms:
    • 5Baths:
    • 16Sleeps:

    20 people have shown an interest in this property in the last 72 hours!
  • Description:
    Carolina Breeze's comfortable, yet spacious, interior will have you coming back year after year! This home features two ...Read More