Hilton Head Private Pool Vacation Rentals

Imagine spending your Hilton Head Island vacation relaxing beside your own private pool, just steps from your vacation home. Whether you're cooling off after a day at the beach, watching the kids splash in the water, or enjoying a peaceful evening swim under the stars, a private pool adds comfort, convenience, and a touch of luxury to any getaway. 

At Hilton Head Rentals, you'll find a wide selection of licensed vacation homes with private pools located throughout the island's most sought-after communities. From oceanfront estates and golf course homes to quiet neighborhood retreats, there's a perfect property waiting for your next vacation.

A private pool offers flexibility that simply can't be matched by a crowded public pool. Start your morning with a refreshing swim, relax poolside with your favorite book, or spend the afternoon enjoying family games without worrying about sharing the space with other guests. 

Private pools are especially popular with families traveling with children, multi-generational groups, and couples looking for a relaxing retreat. Many homes also feature spacious patios, outdoor dining areas, grills, and comfortable lounge seating, creating the perfect setting for entertaining or unwinding after a day of exploring Hilton Head Island.


Properties Available 14 properties available
This charming two-story home with 4 bedrooms and 4 baths is located just one house away from the beach in the Sea Pines Resort. The main floor features an updated kitchen with a center island and breakfast bar, a dining room, a spacious living room with a large flat-screen TV and vaulted ceiling, and a screened-in porch. The first bedroom include
2nd Row Near Ocean 2nd Row Near Ocean
2nd Row Near Ocean
Professionally Managed By Hilton Head Rentals - Town of Hilton Head Island Vacation Rental Permit #029928
Gadwall 3
Sea Pines
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 (8)
70 FULL SWEEP This unique home offers an open floor plan on one floor. Plenty of privacy, directly on a lagoon, with only one neighboring house. Exterior features include a Private Pool with a Spacious Deck to sit back and enjoy all of the wildlife in the area. Easy bike ride to the beach or a 10 minute leisurely walk. Free Wi-Fi. Limit 10. Gue
Private Pool Private Pool
Private Pool
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #029669
Full Sweep 70
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (11)
16 COLLIER BEACH ROAD This exquisite 3 story Oceanfront Home offers the ultimate Vacation Retreat with Panoramic Oceanfront Views and 5 bedrooms & 5 1/2 baths. This exceptional, one of a kind home has been Professionally Decorated. Guests of 16 Collier Beach can look forward to enjoying the Multiple Living Areas, 7 Flat Screen TVs, an Oceanfront S
Oceanfront Oceanfront
Oceanfront
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #029509
Collier Beach 16
Singleton Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.8 (35)
78 KINGSTON DUNES New to the rental market in 2024, this charming little home offers families a private pool and golf course views. Spend time in either the vaulted living room or the den, enjoy the screened in porch, or soak up the sun on the back deck, or in the private pool! If you\'d like to get out of the house, there are miles of bike path
Pet Friendly Pet Friendly
Pet Friendly
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #058680
Kingston Dunes 78
Shipyard Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
This home has a private pool and is located in the gated community of Palmetto Dunes where amenities abound. Golfing, tennis, biking, swimming in the ocean, kayaking, restaurants, and shopping are all within minutes. Scenic, ten-minute walk to the beach. Fully furnished open living space with 65 inch TV and access to the dining area and open kitc
Private Pool Private Pool
Private Pool
Professionally Managed By Hilton Head Rentals - Town of Hilton Head Island Vacation Rental Permit #050052
Cartgate Drive 17
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (10)
12 SURF SCOTER This charming 4th Row Ocean Home appeals to Sea Pines Beach Lovers of all ages. The Great Room features hardwood flooring and cozy, comfortable furnishings and the large Screened Porch offers relaxing evening breezes and overlooks your Private Pool & Spa. With King, King, 2 Bunks and Queen + Twin bed. This home is ideal for couple
Private Pool Private Pool
Private Pool
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #077592
Surf Scoter 12
Sea Pines Resort
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.7 (30)
15 BITTERN STREET This comfortable Beach Home with Cottage is casually decorated & offers the perfect setting for a relaxed beach vacation. Just 4 houses from the beach, the home features a private pool & poolside deck area. Guests of 15 Bittern can walk easily to Coligny Plaza with more than 60 shops and restaurants and the beach is literally jus
4th Row Near Ocean 4th Row Near Ocean
4th Row Near Ocean
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Rental Permit #028425
Bittern 15
Forest Beach
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.4 (32)
19 PORT TACK This beautiful 4 bedroom, 3.5 bath home features exquisite lagoon and golf views. Ideal for a family or two families to share with two master suites both with king beds and their private bathrooms. Enjoy a short stroll to the beach for daytime activities and/or gather around the pool/spa (can be heated for a fee) in the evenings. Po
Private Pool Private Pool
Private Pool
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #025887
Port Tack 19
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (12)
This impressive 2nd Row Ocean Home, located just one house away from the beach, has been specially designed and built for vacation rentals. With seven bedrooms and seven bathrooms, this spacious property can accommodate up to 20 people, making it perfect for large gatherings. Inside, the home features a Great Room that includes a fully equipped ki
2nd Row Oceanview 2nd Row Oceanview
2nd Row Oceanview
Professionally Managed By Hilton Head Rentals - Town of Hilton Head Island Vacation Rental Permit #070678
Kingfisher 8
Forest Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.7 (15)
5 HIGH RIGGER This highly rated recently updated 2nd Row Ocean Home is just steps from the beach and features 4 bedrooms & 4 1/2 baths. This home includes two renovated Master Suites, its own Private Pool & Spa with new deck, adjacent Beach Walk and grilling area. Free expanded Wi-Fi to support online work/school. Updates include New Flooring |
2nd Row Private Pool 2nd Row Private Pool
2nd Row Private Pool
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #026359
Highrigger 5
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.6 (26)
21 SANDPIPER Located just 175 yards from the Beach, this beautiful 6 Bedroom home features comfortable furnishings with exceptional Outdoor Living space for family entertaining. Highlights include: 2 Master Suites, 6.5 Private Baths & a Large Private Pool with attached Spa. The layout of this house makes it ideal for large families. Free Wi-Fi
Private Pool Private Pool
Private Pool
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #025738
Sandpiper 21
Forest Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 4.9 (71)
Situated within the Sea Pines Resort & in the Private Neighborhood of Club Course; this lovely home offers 3 Bedrooms plus a Bunk Bed Room, 2 Full Baths, a Private Pool, Poolside Spa, Poolside Fire Pit, Outdoor Grill & Multiple Living Areas. Features of this Ground Level Home include an open floor plan consisting of a Main Living Room with 55" fla
Private Pool Private Pool
Private Pool
Professionally Managed By Hilton Head Rentals - Town of Hilton Head Island Vacation Rental Permit #029155
Club Course Lane 2
Sea Pines
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 (21)

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