Homes With a Private Pool On Hilton Head


If you're dreaming of a luxurious retreat on Hilton Head Island, homes with a private pool offer the ultimate in relaxation and indulgence. Imagine spending your days basking in the warm sunshine, taking refreshing dips in your own secluded oasis, and enjoying the tranquility of your surroundings. With a wide range of stunning properties to choose from, finding the perfect Hilton Head home with a private pool is easier than ever.

Renting a home with a private pool on Hilton Head Island offers a host of benefits beyond just cooling off on hot summer days. It provides a sense of exclusivity and privacy, allowing you to fully unwind and escape the stresses of everyday life. Plus, it's the perfect setting for hosting unforgettable gatherings and creating lasting memories with your loved ones.

All of the homes with private pools managed by Island Time feature the most requested amenities, can be found in great locations on Hilton Head Island, and include access to our Luxury Concierge services.  Whether you choose to stay in Sea Pines, Palmetto Dunes, North Forest beach, South Forest Beach or mid-island, you can find the perfect hoes for your next family vacation, or friends getaway. Give us a call at (843) 785-3456 if you need assitance in find a home with a private pool.




Properties Available 63 properties available
Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer’s tee shot? Is the contact between the driver and the golf ball making the sweetest sound? Can you imagine relaxing by the inviting pool while hearing the sizzle of your steak co
42 Stoney Creek Fairway Collection Icon
House -
$557.00 - $2,599.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 4.8 (7)
Welcome to 2 Royal Tern! This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living spaces, kitchen and wet bar, and dining room. Guests can enjoy pl
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2 Royal Tern Icone Collection Icon
House -
$311.00 - $1,631.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (11)
10 Cassina Lane is a completely renovated, beautiful Cape Cod-style oceanfront home located right in South Forest Beach, just minutes away from the very popular Coligny Plaza. Featuring 5 bedrooms and 4.5 bathrooms, it is perfect for your next family getaway. Also featuring a private pool, a screened-in porch, and an outside deck, this home is sure
Oceanfront Oceanfront
Oceanfront
10 Cassina Lane
House
$499.00 - $911.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Welcome to 13 Sea Lane! This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect for unwinding and soaking up the Hilton Head Island sunshine. Step i
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New Pictures
13 Sea Lane Fairway Collection Icon
House -
$309.00 - $1,221.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (9)
With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot. Vaulted ceilings make this property feel comfortably spacious, which becomes even more immense when you open the sliding doors to the large deck with views of
38 Stoney Creek Road | Carolina Getaway Fairway Collection Icon
House -
$251.00 - $1,249.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (10)
This completely remodeled Sea Pines home sits on the 11th fairway and 15th green of the Harbour Town Golf Course! With 5 bedrooms and 6 bathrooms, this sunlight-filled home can host up to 14 guests comfortably. As you enter the home, you are met with an extremely open floor plan that is designed with sophistication and tastefully decorated. The li
100 Baynard Cove Fairway Collection Icon
House -
$511.00 - $1,599.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (7)
Welcome to 6 Grey Widgeon! This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and huge windows allow plenty of natural sunlight to shine through
6 Grey Widgeon Icone Collection Icon
House -
$409.00 - $1,609.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.5 (12)
32 Bradley Beach Road is a gorgeous beach house located a short walk to the beach, sleeping 9 guests in 3 bedrooms, 3 bathrooms, and a bonus room. This lovely home is exceptionally well maintained and has ample room to spread out in the living room, which has a sofa that converts into a queen bed. The kitchen is equipped with stainless steel applia
32 Bradley Beach Road
House - Pet Friendly
$180.00 - $470.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (10)
Welcome to Fairway Breeze! A beautifully renovated four-bedroom, three-bath golf course home in the gated oceanfront resort of Palmetto Dunes. Upon entry, be invited into the living room with a view of the pristine fairway of the George Fazio Golf Course. Separating the living room and dining room is a double-sided fireplace. Get a little work do
7 Ginger Beer | Fairway Breeze Fairway Collection Icon
House - Pet Friendly
$242.00 - $704.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 (13)
Welcome to 11 Junket! This oceanfront home is newly updated and offers direct access to the beach as well as an expansive outdoor entertainment area that is sure to be your favorite spot for summer days! Upon entry, you walk into the home\'s sitting room, which has a dining table for 4 and comfortable seating that is perfect to unwind on over your
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11 Junket Icone Collection Icon
House -
$939.00 - $3,919.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 18 guests
Rating 4.8 (9)
Welcome to 11 East Wind! This stunning oceanfront home sits in the heart of Palmetto Dunes and features top-notch amenities for the best overall beach vacation experience. With 4 bedrooms, 4 1/2 bathrooms, and 3,450+ square feet for guests to enjoy, this home can host up to 12 guests very comfortably. The living room is spacious and outlined with
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11 East Wind Icone Collection Icon
House -
$692.00 - $2,820.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (12)
This stunning 5-bedroom, 5.5-bathroom house is nestled in the heart of North Forest Beach. Ideally situated, it boasts direct access to the pristine sandy shores of the Atlantic Ocean, making it a beach lover\'s dream come true. Step inside, and you\'ll be greeted by an open-concept living area that seamlessly combines the living room, dining area,
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3 Dune Lane Icone Collection Icon
House -
$517.00 - $2,527.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (20)

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