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
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 31
9 Singleton Beach Place
9 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.7 (11)
8 Terra Bella Trace, Hilton Head Island. Indulge in the ultimate oceanfront experience at 8 Terra Bella Trace. This luxurious six-bedroom, eight-bathroom home, completed in late summer 2022, spares no expense. The chef's kitchen boasts top-of-the-line appliances and a spacious island with seating for all. The open-concept kitchen, living, and d
Hot HOT 59
8 Terra Bella Trace
8 Terra Bella Trace
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 18 guests
Rating 5 (6)
4 Collier Beach Road, Hilton Head Island, is an oceanfront house boasting 6 bedrooms and 6.5 bathrooms, comfortably accommodating up to 18 guests. Its spacious layout is perfect for large groups, with two living areas for added convenience. Enjoy the private pool and unbeatable oceanfront views from the back deck. With a private boardwalk leading d
Hot HOT 22
4 Collier Beach Road
4 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (28)
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 47
10 Collier Beach Road
10 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.9 (33)
6 Terra Bella Trace, Hilton Head Island is nestled between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's paradise. This outstanding property features 6 bedrooms and 8 bathrooms. The chef's kitchen boasts top-of-the-line Wolf and Sub-Zero appliances and an oversized island with wrap-around seating. The open-co
Hot HOT 66
6 Terra Bella Trace
6 Terra Bella Trace
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 4.8 (45)
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 k
Hot HOT 51
31 Singleton Beach Place
31 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.9 (42)
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 53
21 Horvaths Peninsula
21 Horvaths Peninsula
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 22 guests
Rating 4.7 (50)
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 26
2 Collier Beach Road
2 Collier Beach Road
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (36)
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)
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 48
133 Dune Lane
133 Dune Lane
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (13)
29 Singleton Beach, Hilton Head Island is a modern home ideal for large groups, families with kids, or couples seeking a retreat! Its open-concept floor plan includes a sleek gourmet kitchen flowing into the dining room, perfect for meal preparation and socializing. After a day of adventures, unwind in the master suite with its oversized ensuite ba
Hot HOT 46
29 Singleton Beach Place
29 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.7 (59)
12 Collier Beach Rd in Hilton Head is indeed a wonderful oceanfront home, perfect for a vacation getaway. With its convenient location near Shelter Cove Towne Centre, vacationers can easily explore local shops, restaurants, and attractions. The six spacious bedrooms, private beach access, and stunning ocean views from all levels of the home offer a
Hot HOT 25
12 Collier Beach Road
12 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.7 (32)

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