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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Sand Dollar From $2,499.00 To $4,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Folly Field
    View: Oceanfront
    Pets Allowed: Yes
    • 4Bedrooms:
    • 2Baths:
    • 12Sleeps:

    83 people have shown an interest in this property in the last 72 hours!
  • Description:
    Sand Dollar is a lovely 4 bedroom oceanfront home located in the Folly Field area. This home features ocean views f...Read More

Carolina Breeze From $3,499.00 To $5,999.00 per week
(Excluding Taxes & Fees)

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

    37 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

Beachcomber From $5,999.00 To $22,999.00 per week
(Excluding Taxes & Fees)

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

    23 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

Southern Charm From $1,789.00 To $3,399.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Landscape
    Pets Allowed: No
    • 3Bedrooms:
    • 2.5Baths:
    • 7Sleeps:

    13 people have shown an interest in this property in the last 72 hours!
  • Description:
    The Southern Charm is a beautifully renovated single story home just a short bike ride to the beach. Entering the home t...Read More

Coastal Retreat From $1,899.00 To $3,699.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Landscape
    Pets Allowed: No
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:

    11 people have shown an interest in this property in the last 72 hours!
  • Description:
    Coastal Retreat is a home that is nestled just inside the ocean gate of Sea Pines. Located on the beach side of the...Read More

Palmetto Retreat From $1,999.00 To $4,599.00 per week
(Excluding Taxes & Fees)

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

    26 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

Port Au Prince From $1,689.00 To $2,899.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Shipyard
    View: Golf
    Pets Allowed: Yes
    • 3Bedrooms:
    • 2.5Baths:
    • 9Sleeps:

    19 people have shown an interest in this property in the last 72 hours!
  • Description:
    Welcome to Port Au Prince- the perfect home for quiet, rest and relaxation. This recently renovated 3 bedroom, 2 1/2 bat...Read More

Dinghy Beach Cottage From $3,999.00 To $8,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Palmetto Dunes
    View: Oceanfront
    Pets Allowed: No
    • 4Bedrooms:
    • 3Baths:
    • 10Sleeps:

    17 people have shown an interest in this property in the last 72 hours!
  • Description:
    Allow yourself to be mesmerized by the sights and sounds of the gentle lapping waves of the Atlantic Ocean just over the...Read More

Island Retreat From $1,689.00 To $3,399.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Lagoon
    Pets Allowed: No
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:

    6 people have shown an interest in this property in the last 72 hours!
  • Description:
    Island Retreat is a spacious 3 bedroom, 3.5 bathroom home nestled in the center of Sea Pines. Two living areas, a den an...Read More

Black Duck From $2,499.00 To $5,999.00 per week
(Excluding Taxes & Fees)

  • Quick Facts
    Type: Home
    Area: Sea Pines
    View: Landscape
    Pets Allowed: No
    • 4Bedrooms:
    • 4Baths:
    • 10Sleeps:

    18 people have shown an interest in this property in the last 72 hours!
  • Description:
    Black Duck is beautifully updated 4 bedroom, 4 bathroom home located just 2 rows from the ocean in Sea Pines Plantation....Read More