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Homes with a Private Pool

Stay in style with a private pool on Hilton Head Island. While vacationing on Hilton Head, there’s nothing more relaxing than enjoying the pool with your friends and family. Our Hilton Head vacation rentals with private pools give you a place to dive into a refreshing afternoon. Located in Hilton Head’s best neighborhoods, with great access to beaches, golf courses, and family entertainment, these special vacation homes are perfect for families and groups. Book your Hilton Head poolside vacation today!

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Displaying 1 - 12 of 177 results matching your search criteria
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12 Port Tack

6 Bedrooms
5.5 Baths
10 Guests
House
Near Ocean

Location

Hilton Head Island

Six bedroom house in Palmetto Dunes with the perfect entertainment areas for the entire family!

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30 Deer Run

4 Bedrooms
3.5 Baths
10 Guests
House
Near Ocean

Location

Hilton Head Island

Everything you are looking for is at this 4-Bedroom home in Sea Pines that has the perfect private pool feature you will truly enjoy!...

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22 Sand Dollar

3 Bedrooms
2 Baths
10 Guests
House
Oceanfront

Location

Hilton Head Island

This oceanfront home features 3 bedrooms and 2 bathrooms to sleep up to 10 guests comfortably and is located in the area of Folly Field,...

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4 Hickory Lane

3 Bedrooms
2 Baths
8 Guests
House
Near Ocean

Location

Hilton Head Island

Get A Wave from it All at this 3-bedroom beach cottage... and be just a short walk to the beach!

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27 Mallard

6 Bedrooms
6 Baths
16 Guests
House
Near Ocean

Location

Hilton Head Island

27 Mallard - A 4th Row Sand, Sea, Sun, and Fun all rolled into one 6-bedroom home in North Forest Beach!

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35 Bradley Beach

4 Bedrooms
3.5 Baths
10 Guests
House
Near Ocean

Location

Hilton Head Island

This lovely 4 bedroom, 3 bath home with private pool is located in the popular Bradley Beach area of Hilton Head. Offering 4 bedrooms, 3.5...

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52 Gloucester Rd

4 Bedrooms
3 Baths
11 Guests
House
Near Ocean

Location

Hilton Head Island

Old meets new in this wonderful updated ranch style 4 bedroom home, 3 bath in Shipyard Plantation! Outfitted throughout with refinished antique oak flooring and...

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5 Heron

5 Bedrooms
6.5 Baths
12 Guests
House
Near Ocean

Location

Hilton Head Island

This custom built home in North Forest Beach boasts 5 bedrooms, 5 full baths and 2 half baths AND a Private Pool & Spa.

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