Hilton Head Rentals with Private Pool

ENJOY A DREAM BEACH HOUSE WITH A POOL

Relaxing by the pool is a special part of visiting Hilton Head Island. Afternoons are hot, and when the sun is high in the sky, jumping into a refreshing pool feels like entering paradise. During your Hilton Head Vacation, there’s no better place to hang out than your own private pool. Below you’ll find Hilton Head Rentals with private pools. Our vacation rentals with private, heated pools place you in Hilton Head’s best communities. Hilton Head Vacation Homes with pools are perfect for families and groups. Plunge into an amazing vacation on Hilton Head Island.

Browse our Hilton Head Rentals with Pools!


Properties Available 59 properties available
Wow! This 2020 remodeled 3BR/2.5BA home is ready for your enjoyment! In one of the quietest & private areas of Palmetto Dunes, offering easy walking/biking access to Shelter Cove dining, fishing, shopping, boating, etc., this home is also only 1 mile from door to sand. It has the desired open, updated, natural light concept with separation of bedro
Hot HOT 40
47 Off Shore Dr
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (15)
This beautiful 4,450 square foot home is located just steps to Burke\'s Beach. The open concept floor plan gives a nice flowing effect to the kitchen, living, and dining area which is great for entertaining! Turn in for the evening in the media room on the 2nd floor with a large flat screen TV and recliners perfect for any family movie night! There
Hot HOT 51
3 Surf Watch Way
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 17 guests
Rating 4.7 (67)
This home is luxury at its finest! With over 5,500 sq. ft. of living space, this 6-bedroom 9-bathroom home features an open concept floor plan with a gourmet chef\'s kitchen and the finest décor and appliances, perfect for large groups or families. The expansive living room opens up to a spacious front patio with your own private pool and beach acc
Hot HOT 78
31 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 4.8 (35)
***EV Car charging outlet (receptacle) in Garage (guest to bring their own charging station)*** This beautifully decorated 6 bedroom, 6 bath open concept home has three master bedroom suites with king beds and flat screen TVs. The master bathrooms are simply exquisite, with spa tubs, dual sinks, and separate frameless showers with lavish stone flo
32 Corine Lane
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 15 guests
Rating 4.7 (24)
When it comes to this oceanfront property, all we can say is wow. 19 Singleton Beach Place was built with the luxury vacation renter in mind. With stunning ocean views, upscale finishes and beautiful décor, this property is definitely the cherry on top of any Hilton Head vacation! This house has 6 bedrooms, 6.5 bathrooms, an oceanfront private pool
19 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.8 (33)
Brand New Elevator, New Carpets and Flooring throughout property. This beautiful oceanfront dream is located mid-island in the Singleton Beach community. It is conveniently located near the Shelter Cove Towne Centre, which offers tons of local shops, restaurants, and attractions. This home features six spacious bedrooms, private beach access, and
Hot HOT 57
12 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 17 guests
Rating 4.6 (22)
This is a beautiful brand new 5 bedroom home in Burkes Beach. 3-5 minute walk to the beach, right next to Chaplin Park (tennis, basketball, playground, and beautiful field), easy drive to local restaurants, bars and grocery stores. Do not miss the chance to stay in this beautiful new beach home! Free Activities Included! Play a round of golf, expl
1 Shore Crest Lane
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.5 (2)
Look no further than this NEW oceanfront oasis, 8 Terra Bella Trace, sure to wow your entire group. This six-bedroom, eight-bathroom home was finished in late-summer 2022 and leaves nothing spared. The chef\'s kitchen offers top of the line appliances and oversized island with seating has room for everyone to enjoy meals together. The open concept
Hot HOT 30
8 Terra Bella Trace
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 18 guests
Rating 5 (4)
This 6-bedroom, 7.5-bathroom extravagant home is newly constructed (just built in 2016) with amazing oceanfront views, open concept floor plan, and top of the line décor and appliances. This home is perfect for families with children or groups, as it features a third-floor media room with games and private TV\'s for each bed and is sure to keep eve
Hot HOT 51
21 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (66)
Panoramic Views! 16 Singleton Shores Manor offers marsh and ocean views from every level of the house. As you walk in, you will be greeted with an open and bright living area with wet bar, pool table and access to your very own private pool deck. On the second floor, you will find an updated kitchen, second living area, and dining room with plenty
16 Singleton Shores Manor
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.7 (20)
*NEWLY RENOVATED!!! New paint throughout, all new furniture throughout, refinished kitchen cabinets, new lighting and hardware. This property is a 10/10 with views to gush over! This spectacular, six-bedroom, five-and-a-half-bathroom, oceanfront home is the perfect choice for the ultimate vacation for multiple families. This three-story, elevator h
Hot HOT 56
9 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 5 (4)
40 Bradley Beach, freshly painted, 4 bedroom, 3 and a half bath home with private pool, offers not only a great mid-island location, but is among our most value attractive properties for families and groups. This property is located next to Driessen Beach Town Park with playground equipment for the kids, comfort stations, and is just a four-minute
40 Bradley Beach Road
House
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (6)

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