Sea Cloisters Vacation Rentals

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!


Properties Available 28 properties available
3 BEDS,  3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious and open floor plan with a comfortable and welcoming atmospherePrivate deck with breathtaking ocean viewsDirect beach access, an oceanfront pool, and easy access to Hilton Head Island's attractionsXplorie - 2 Free Adult Bikes (Valid for 3 - 21 days)We
Villa - Sea Cloisters 505, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully designed with a coastal ambianceMaster suite with king bed, private bath, and balcony accessAccess to expansive and private oceanfront poolWide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beauti
Villa - Sea Cloisters 108, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully decorated first floor villaKing-sized bed in master suite with ocean viewsConvenient access to beach, pool, and all amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home at Sea Cloisters on Hilton Head I
Villa - Sea Cloisters 110, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeVilla w/ tasteful coastal decorSpacious living and dining areasPerfect for a relaxing and peaceful getawayShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own piece of paradise at Sea Cloisters! This th
Villa - Sea Cloisters 101, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeLocated in the picturesque Folly Field areaSpacious and inviting interiorPrivate deck with ocean viewsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area,
Villa - Sea Cloisters 312, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeBreathtaking ocean views from the villa.Fully equipped kitchen with brand new appliancesDirect access to miles of pristine beaches.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to your own oceanfront paradise in this stunning vacation home loca
Villa - Sea Cloisters 411, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSituated directly on the beach with easy access to the oceanSpacious, airy living roomAccess to the expansive oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your spacious vacation home in Hilton Head Island, situated right on
Villa - Sea Cloisters 308, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFully furnished for a hassle-free stayPrivate deck overlooking the oceanProvides a relaxing and peaceful getawayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect vacation home in Hilton Head Island! This stunning villa offers
Villa - Sea Cloisters 410, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully decorated villa with a coastal themeOpen floor plan for a spacious feelWide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head Island! Located in the beautiful Sea C
Villa - Sea Cloisters 303, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeProfessionally decorated with a luxurious and inviting atmospherePanoramic ocean views from the living room and balconyExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Indulge in the ultimate tropical getaway at
Villa - Sea Cloisters 403, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to change1st floor villa with convenient beach and pool accessMaster suite with king-size bed and ocean viewsHigh-speed wireless internetXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nightsWelcome to our lovely 1st floor villa in the exclusive gated complex of Sea Cl
Villa - Sea Cloisters 112, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious living areas providing a peaceful and relaxing environmentBreathtaking ocean views from bedroomsEnjoy the private deck with soothing sounds of the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to your tastefully d
Villa - Sea Cloisters 412, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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