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
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 - $670.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 (13)
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 - $1,494.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.9 (11)
This amazing island getaway is nestled among the pines beside a lagoon on 1.9 acres in the heart of Sea Pines. This beach home offers beautiful high-end finishes in the huge eat-in kitchen and throughout, including the spacious dining room, living room, and first-floor master suite. The media room, bedrooms, and bathrooms are luxurious and comfort
5 Calibogue Cay
House - Pet Friendly
$199.00 - $671.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (3)
This magnificent home provides stunning furnishings and exceptional ocean views from almost every room. A grand stairwell takes you to the entry, where you will find an open floor plan with wall-to-wall arched windows and sweeping ocean views. The living room has sophisticated yet comfortable furnishings and access to the wonderful pool area. Off t
9 Galleon Icone Collection Icon
House -
$513.00 - $2,777.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 5 (5)
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 (6)
The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house get a peek at the lagoon across the way. This luxury home is near the southern tip of the isl
Oceanfront Oceanfront
Oceanfront
25 South Beach Lagoon
House -
$823.00 - $3,249.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Guests 21 guests
Rating 5 (5)
Welcome to 10 Ketch! This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle. The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plenty of space for all. The huge living room boasts stunning views of the
Hot HOT 126
10 Ketch Icone Collection Icon
House -
$837.00 - $3,030.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (9)
Welcome to 15 Sea Lane! This Palmetto Dunes beach home features 4 bedrooms and is only a short walk to the beach—that is, if you ever want to leave this gem! 15 Sea Lane features a spacious open floor plan and plenty of natural sunlight! Unwind in the living room as you watch TV on the flatscreen or read one of your favorite novels. Plenty of seat
Hot HOT 87
15 Sea Lane Fairway Collection Icon
House -
$265.00 - $780.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (16)
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
2 Royal Tern Icone Collection Icon
House -
$311.00 - $1,599.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (11)
9 Armada is a gorgeous second row home directly on the beach path in Palmetto Dunes Resort. This spacious 6,800 square foot home is perfect for entertaining, dining, reading, or relaxing! The kitchen features granite counters, two sinks, two dishwashers, a warming drawer, a wine cooler, and bar seating. The kitchen opens to the dining area and gre
9 Armada Icone Collection Icon
House -
$402.00 - $2,435.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half bath
Guests 19 guests
Rating 5 (3)
Welcome to 2 Tupelo Drive! This 4-bedroom, 4.5-bathroom home is in the heart of Sea Pines Plantation. This cozy home features multiple living spaces throughout the home, making it perfect for large groups of friends and families. Relax and unwind by the pool and newly renovated deck or on the covered outside patio that has great views of the 3rd ho
2 Tupelo Drive Fairway Collection Icon
House -
$212.00 - $744.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (11)
This beautiful, nine-bedroom, newly renovated Beachcomber house sports a private pool and spa and provides expansive living spaces, as well as fabulous views of the beach and the Atlantic Ocean from the sweeping picture windows. Situated on the most prestigious street in Sea Pines community, this oceanfront home exudes elegance and sophistication.
Oceanfront Oceanfront
Oceanfront
27 South Beach Lagoon
House -
$873.00 - $4,017.00 / per night
Bedrooms 9 bedrooms
Bathrooms 10 baths
Half Bathrooms 1 half bath
Guests 28 guests
Rating 5 (3)

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