Hilton Head Oceanfront Rentals with Pool

Discover the ultimate vacation experience with our Hilton Head oceanfront rentals, each featuring luxurious pools and breathtaking ocean views. Located along the pristine shores of Hilton Head Island, our Hilton Head oceanfront rentals provide a serene escape from the everyday chaos of life. Enjoy your morning coffee by the pool or spend your days on vacation basking in the sun on the beach. 

 Our Hilton Head oceanfront rentals with pools cater to all your needs, ensuring a comfortable and memorable stay. Each of our luxurious rentals are equipped with modern amenities, spacious living areas, and private pools that invite you to unwind and enjoy the beautiful surroundings. With easy access to the beach, you can spend your days swimming in the Atlantic, building sandcastles, or simply soaking up the sun. In the evenings, return to your rental to relax by the pool, dine al fresco, or take a leisurely stroll along the shoreline.

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About Hilton Head

Hilton Head Island is a paradise for beach lovers, known for its wide, sandy beaches and gentle waves. Popular beach access points include Coligny Beach Park, Driessen Beach Park, and Folly Field Beach Park, all offering amenities such as restrooms, showers, and picnic areas. Beyond the beach, Hilton Head boasts a vibrant community with excellent dining, shopping, and entertainment options. Explore the island’s numerous bike trails, visit the iconic Harbour Town Lighthouse, or enjoy a round of golf at one of the many world-class courses. With its natural beauty and endless activities, Hilton Head Island promises an unforgettable vacation. 

Book with Vacation Homes of Hilton Head today and start planning your unforgettable Hilton Head Island vacation!

Properties Available 20 properties available
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 77
19 Singleton Beach Place
19 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.8 (34)
20 Horvath, Hilton Head Island is a renovated oceanfront retreat, nestled in the desirable Burkes Beach Area, offers breathtaking views from every floor. With 6 bedrooms and 5 bathrooms, including five king bedrooms and a custom-built bunk area for the kids, it's perfect for families. The open-concept kitchen adds to the seamless flow of the ho
Hot HOT 175
20 Horvaths Peninsula
20 Horvaths Peninsula
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.8 (8)
21 Horvath, Hilton Head Island. This stunning oceanfront home offers 5000 square feet of luxury living space, featuring 6 bedrooms and 6 bathrooms. The open-concept living area and chef’s kitchen provide the perfect space for gatherings, while the oversized oceanfront pool deck and propane grill are ideal for outdoor entertaining. Enjoy direc
Hot HOT 83
21 Horvaths Peninsula
21 Horvaths Peninsula
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 22 guests
Rating 4.7 (50)
9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, five-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated, it boasts breathtaking panoramic views from most rooms. Four oceanfront bedrooms feature private balco
Hot HOT 140
9 Singleton Beach Place
9 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.7 (11)
18 Sand Dollar, Hilton Head Island. Your search for the perfect vacation rental ends here! With 7 bedrooms, 7 bathrooms, and an open-concept floor plan, this property is sure to impress. The oversized chef’s kitchen is perfect for cooking up delicious meals for the whole group. Upstairs, enjoy family fun with the pool table, ping pong, and Fo
Hot HOT 68
18 Sand Dollar Road
18 Sand Dollar Road
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.7 (81)
Prepare to have your dreams come true at 7 Singleton Beach Place! This breathtaking oceanfront property has undergone a complete renovation, ensuring that every aspect of your stay is nothing short of extraordinary. With direct, private beach access just steps away from your door, you'll have the pristine sands and sparkling waters of Hilton He
Hot HOT 132
7 Singleton Beach Place
7 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (8)
This beautiful oceanfront 6-bedroom/ 6.75-bathroom home is everything you have been looking for! With 2 living areas there is plenty of room for your group to have fun, spread out, and relax. Play pool in the top floor media room or practice your swing on the ground floor putting green. Vacationers will enjoy their own private pool (with access to
Hot HOT 105
6 Collier Beach Road
6 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 23 guests
Rating 4.7 (50)
14 Collier Beach, Hilton Head Island is a stunning oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grill. The home features a luxurious master suite with breathtaking views of the Atlantic Ocean, a marble bathroom, and a free-form tub. With a privat
Hot HOT 70
14 Collier Beach Road
14 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.8 (44)
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 49
2 Collier Beach Road
2 Collier Beach Road
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (36)
31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its finest. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication.Upon entering, guests are greeted by a seamless open floor plan that effortlessly blends the chef's ki
Hot HOT 74
31 Singleton Beach Place
31 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.9 (42)
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 76
27 Singleton Beach Place
27 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (51)
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, offering breathtaking ocean views and the ultimate in privacy. Relax by the private pool, enjoy direct access to the beach, and indulge in the luxury of a chef's kitchen. Entertain friends and family in the game room, or let tee
Hot HOT 50
10 Collier Beach Road
10 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.9 (33)

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