​​Hilton Head House Rentals with Pool

Discover true relaxation and luxury with our Hilton Head house rentals with pool. Surrounded by the beautiful shores of Hilton Head Island, our Hilton Head house rentals offer an unparalleled vacation experience. Each house rental is rigorously maintained and equipped with the best modern amenities to ensure your stay is comfortable and stress-free. Our selection of Hilton Head house rentals with pool caters to every need and preference. From cozy beachside cottages to expansive oceanfront estates, we have the perfect home for you. Enjoy the convenience of a private pool where you can swim, sunbathe, and relax in complete privacy. Many of our Hilton Head rentals are also within walking distance to the beach, allowing you to easily explore the pristine shores and indulge in water activities.

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About Hilton Head

Hilton Head Island is renowned for its stunning beaches and vibrant local culture. With over 12 miles of pristine coastline, the island offers numerous beach access points, including popular spots like Coligny Beach Park and Folly Field Beach Park. The beaches are perfect for sunbathing, swimming, and enjoying various water sports. Beyond the beaches, Hilton Head boasts world-class golf courses, scenic bike trails, and a rich culinary scene. The island's charming atmosphere and natural beauty make it a top destination for travelers seeking both relaxation and adventure. Explore the island's unique blend of serene landscapes and exciting activities, and make your next vacation one to remember. 

 Book your dream vacation today with Vacation Homes of Hilton Head and experience the best that Hilton Head has to offer.

Properties Available 46 properties available
133 Dune Lane, Hilton Head Island is a 4-bedroom, 4-bath oceanfront home epitomizes casual beach living at its finest. Wake up to breathtaking views of the ocean from every room, including the kitchen, living room, dining room, and all four bedrooms. The spacious and comfortable bathrooms ensure a relaxing stay. Recent renovations have revitalized
Hot HOT 38
133 Dune Lane
133 Dune Lane
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (13)
45 Crabline Court is an incredible retreat for all types of groups, offering both comfort and convenience in a near ocean gated community setting. The covered pool, private backyard and balcony provide ample opportunities for relaxation and enjoyment, whether lounging poolside on a warm summer day or gathering for outdoor activities with friends an
Hot HOT 19
45 Crabline Court
45 Crabline Court
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (35)
2 Collier Beach, Hilton Head Island. Experience luxury living at its finest in this magnificent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool. Each bedroom comes with its own private bath, ensuring maximum comfort and convenience for all guests. The beautiful kitchen is perfect for culinary delights, while numerous balconies o
Hot HOT 46
2 Collier Beach Road
2 Collier Beach Road
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (36)
27 Singleton Beach, Hilton Head Island is a  direct oceanfront home that accommodates up to 18 guests and boasts an open-concept floor plan with breathtaking 360-degree views of the ocean and marsh. Enjoy a chef’s kitchen, 4 luxurious master suites with deep soaking tubs and oversized walk-in showers, dedicated work desks, and additional
Hot HOT 22
27 Singleton Beach Place
27 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (51)
16 Singleton Shores Manor, Hilton Head Island.Enjoy marsh and ocean views from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an updated kitchen, second living area, and spacious dining room await, perfect for family gatherings. Retreat to the
Hot HOT 36
16 Singleton Shores Manor
16 Singleton Shores Manor
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (26)
Prepare to indulge in the ultimate luxury living experience at 7 Abalone Lane in premier Bradley Beach. This exquisite home offers everything you could ever desire for a truly unforgettable getaway. Outside, you'll be greeted by the serene sight of swaying palms surrounding your private pool and jacuzzi. Whether you're taking a refreshing s
Hot HOT 18
7 Abalone Lane
7 Abalone Lane
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.8 (6)
4 Brigantine, Hilton Head Island is your perfect family vacation at this second-row home! With 6 bedrooms, each with a full bath, and ocean views from the second-floor living area, this home offers comfort and relaxation. Enjoy convenience with an elevator, oversized pool, and beach access just across the street. The large pool area boasts a table
Hot HOT 17
4 Brigantine
4 Brigantine
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.9 (20)
19 Singleton Beach Place, Hilton Head Island, is a 6 bedroom, 6.5 bathroom oceanfront home with a private pool and boardwalk, elevator, and chef's kitchen. This property offers a luxurious retreat for vacationers and includes up to $1000 in FREE activities with every reservation. The breathtaking ocean views, upscale finishes, and elegant d&eac
Hot HOT 32
19 Singleton Beach Place
19 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.8 (34)
35 Full Sweep, Hilton Head Island is a recently renovated 5-bedroom/5-bathroom home, located inside Palmetto Dunes Plantation, features a large private pool and new furniture throughout. With 3 King Primary bedrooms, each with private en-suite bathrooms, and a fourth bedroom with a pullout sofa and work space, it accommodates various needs. The lar
Hot HOT 43
35 Full Sweep
35 Full Sweep
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.7 (17)
4 Collier Court, Hilton Head Island is a property that is boasting fresh paint  and décor enhancements updates, this home is a true gem. Just 50 feet from the beach path, it offers breathtaking views of the ocean and marsh. With 6 bedrooms, 6.5 bathrooms, a heated private pool, and 3 ocean-view porches, each bedroom with its private bat
Hot HOT 17
4 Collier Court
4 Collier Court
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.6 (13)
3 Sutherland, Hilton Head Island. This updated 6-bedroom house, nestled within the prestigious private community of Palmetto Dunes, presents the perfect coastal retreat just moments from the beach! Boasting an open layout, it's ideally suited for accommodating large groups, ensuring everyone can gather comfortably. The spacious bedrooms offer a
Hot HOT 14
3 Sutherland Court
3 Sutherland Court
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (23)
7 Periwinkle Lane, Hilton Head Island. Come experience beachside bliss at this charming 5-bedroom, 4.5-bathroom home, just a short 5-minute walk from the sandy shores. Completely remodeled, it boasts a gorgeous private pool for relaxation. Inside, a top-floor loft and all-new appliances await. Conveniently situated near a local park, restaurants, a
Hot HOT 40
7 Periwinkle Lane
7 Periwinkle Lane
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.6 (19)

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