Escape to Sea Cloisters, a hidden gem in Hilton Head’s Folly Field Beach. With direct oceanfront access, a private pool complex, and a gated community, this peaceful retreat is perfect for families, multi-generational vacations, and travelers looking for the ultimate beachside getaway.
Book Your Sea Cloisters Vacation Rental Below!
Unparalleled Oceanfront Access
Step outside and stroll across the private boardwalk over the dunes, leading directly to Hilton Head’s pristine shoreline. Wake up to breathtaking Atlantic Ocean views, enjoy morning beach walks, and unwind with the sound of crashing waves just steps from your door.
Resort-Style Amenities for Ultimate Relaxation
At Sea Cloisters, guests enjoy more than just a great location. Our rentals offer:
Gated, private oceanfront pool with a sundeck and lounge chairs
Spacious villas with private balconies or patios to take in coastal views
Secure private parking for a worry-free stay
Lush, beautifully landscaped grounds enhancing the island’s natural beauty
Perfect for Multi-Generational Gatherings
Planning a family reunion? Sea Cloisters makes it easy for each family to have their own space while staying close together. Spacious accommodations, ocean views, and shared resort amenities create the perfect setting for quality time and lasting memories.
Convenient Mid-Island Location
Nestled in the heart of Hilton Head, Sea Cloisters offers easy access to the island’s best attractions:
Minutes from dining and shopping at Shelter Cove Towne Centre
Nearby golf courses and tennis facilities for sports enthusiasts
Scenic bike trails connecting you to parks, marinas, and island landmarks
Why Choose Sea Cloisters?
With stunning oceanfront views, resort-style amenities, and a prime location, Sea Cloisters offers an unforgettable Hilton Head Island vacation experience. Whether you’re looking for relaxation, adventure, or quality time with loved ones, you’ll find it all at Sea Cloisters.
Start planning your Hilton Head getaway—book your Sea Cloisters vacation rental today!
***Please note that this community does not allow pets***
27 properties available
Oceanfront First Floor Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontWelcome to 113 Sea Cloisters—an oceanfront villa where comfort, convenience, and coastal beauty come together seamlessly.Perched on an elevated first floor (second level from ground), this beautifully updated three-bedroom, two-bathroom retreat offers
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Exquisite Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsWelcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bedroom, two-bathroom condominium is the ideal destination for your next family vacation. Step inside and be greeted by fresh, coastal decorations that create a relaxin
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Coastal Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Panoramic Ocean ViewsIndulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. Located on the fourth floor, this condo offers a luxurious and inviting atmosphere.As you step inside, you'll be captivate
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Villa with Panoramic Ocean Views at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to Sea Cloisters Unit 206, a newly renovated vacation villa with stunning panoramic views of the ocean and the beach. The unit has a prime location on the second floor, with breathtaking views of the wide sandy beach and the ocean, and is so clo
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Oceanfront Paradise Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsEscape to your own oceanfront paradise in this stunning vacation home located in Hilton Head Island. With its breathtaking views and convenient amenities, this two-bedroom, two-bathroom villa is the perfect destination for your beach getaway.As you enter the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Spacious Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your spacious vacation home in Hilton Head Island, situated right on the oceanfront! This villa offers a prime location just steps away from the beach, allowing you to easily access the mesmerizing ocean. Whether you're whipping up a quick
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Stylishly Furnished Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Island that exceeds expectations. This third-floor villa has undergone a complete transformation and now showcases quality craftsmanship throughout, fro
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Elegant Oceanfront Penthouse Villa at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Stunning Ocean ViewsWelcome to our elegant penthouse villa located in Hilton Head Island's renowned Sea Cloisters. This tastefully decorated vacation home offers breathtaking views of both the ocean and the Sea Cloisters pool. As you step inside, you&#
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to our beautifully remodeled villa, located just steps away from the sand on Hilton Head Island. This tastefully designed home provides convenient access to the beach, gated pool, and all the amenities you need to feel right at home. The coastal ambiance of the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Newly Remodeled Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to your dream vacation home at Sea Cloisters on Hilton Head Island! This newly-remodeled first floor villa offers convenient and easy access to the beach, pool, and all of the wonderful amenities that Sea Cloisters has to offer. With its tastefu
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Beach-Themed Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your perfect beach getaway in Hilton Head Island! This tastefully decorated oceanfront villa offers stunning views of the ocean and provides a delightful ambiance. With two bedrooms and two bathrooms, this villa is the ideal vacatio
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your dream beach getaway at 304 Sea Cloisters! Perched on the 3rd floor with sweeping views of the Atlantic, this fully remodeled 2-bedroom, 2-bath villa offers direct oceanfront bliss and modern coastal luxury—no expense spared. Step onto
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
