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 66 properties available
No detail is missed in this Sea Pines home. Walk in and be instantly welcomed by the natural light and amazing pool views. This lovely home has multiple living and sitting spaces with brand new flatscreen TVs and offers plenty of space for the whole family to relax and ensure that guests can be together while having ample room to spread out. Light
35 Red Oak
House -
$649.00 - $1,899.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (7)
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
Hot HOT 54
5 Calibogue Cay
House - Pet Friendly
$233.00 - $678.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (2)
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
Hot HOT 78
42 Stoney Creek Fairway Collection Icon
House -
$599.00 - $2,599.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 4.7 (4)
Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern charm, offering a retreat that marries sophistication with the tranquility of golf course v
169 North Sea Pines Drive Icone Collection Icon
House -
$559.00 - $1,857.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (1)
For a group that enjoys golf, a stay at the high-end Stoney Creek house cannot be topped! This single-level home is adjacent to the Heron Point Golf Course, and the expansive back deck offers an impressive view of the 10th fairway. Plus, you\'ll have fun making a splash in the private spa and pool, complete with a basketball hoop. Slip through on
60 Stoney Creek Road Fairway Collection Icon
House -
$299.00 - $1,499.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 (13)
Welcome to The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next Hilton Head Island family getaway. This home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. The living room is well-appointed and spacious, an
Hot HOT 97
9 Guscio Way Icone Collection Icon
House -
$1,137.00 - $3,373.00 / per night
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 5 (11)
This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lunch and a nap on the deck, or sit by the fire pit on a winter evening. Located on the first floor is one of the two living rooms. The first
11 Grey Widgeon Icone Collection Icon
House -
$469.00 - $1,398.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.7 (14)
Nestled in the charming Burke\'s Beach on Hilton Head Island, this remarkable 6-bedroom, 5 1/2-bathroom home is a coastal paradise that offers a luxurious and comfortable lifestyle. As you step inside, you\'ll be greeted by a spacious and well-designed interior that seamlessly blends modern amenities with beachside elegance. The open-concept livi
Hot HOT 131
1 Sandy Beach Trail Icone Collection Icon
House
$429.00 - $1,428.00 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 15 guests
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
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15 Sea Lane Fairway Collection Icon
House -
$275.00 - $736.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (11)
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
Hot HOT 69
11 Junket Icone Collection Icon
House -
$1,149.00 - $3,863.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 18 guests
Rating 4.8 (8)
This charming Palmetto Dunes home offers expansive golf course views and features multiple living spaces to host large groups with ease. On the main level, the living room offers comfortable seating around the flatscreen TV and fireplace, as well as direct views of and access to the private pool and deck. An open floor plan allows an easy flow to
Hot HOT 61
176 Mooring Buoy Fairway Collection Icon
House -
$388.00 - $1,235.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 2 half baths
Guests 12 guests
Rating 4.8 (14)
Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 living rooms sleeps 15 and promises unforgettable family vacations in a spacious and elegant setting. The first floor has a wide open floor pla
Hot HOT 67
1 Man O War Icone Collection Icon
House -
$788.00 - $2,336.00 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 5 (7)

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