Sea Cloisters Vacation Rentals

When life gets busy and responsibilities build, there’s no reason to let it get you down. Not when you have the option of booking a beautiful and refreshing getaway to a place as pristine and welcoming as Hilton Head Island! Here, the shorelines are ideal for digging your toes into the sand and the water is a welcoming place to indulge and explore. Between the many island restaurants and shops to enjoy paired with the parks and preserves to explore, it’s not hard to see why first-time visitors find themselves hoping to return year after year. No matter when your travel plans bring you this way, booking a vacation rental to match the experience is a must. Whether you’re here solo, as a couple, or with family and friends, reserving Sea Cloisters vacation rentals through Hilton Head Properties is the perfect way to elevate it to a great trip.

Book the Best of Hilton Head Experiences

Guests who book Sea Cloisters rentals through Hilton Head Properties will find a variety of rental options waiting ranging from 2- and 3-bedroom villas to choose from. This makes it simple to customize a stay, but while properties promise to be one-of-a-kind, Hilton Head Properties’ commitment to quality is unchanged. At Hilton Head Properties, we value a customized stay above all and work hard to make sure that all of our guests enjoy a personalized experience in our Sea Cloisters vacation rentals from the moment they arrive. We work closely with solo travelers, couples, small groups, and large groups alike looking to make the very most of a restorative Hilton Head Island adventure year-round. Many of our Sea Cloisters Hilton Head Island villas showcase stunning and spacious open concept floorplans as well as tasteful furnishings and large windows throughout. Open floorplans of this type make it easier than ever for guests to move seamlessly between living, dining, sleeping, and entertainment spaces during their visit. This means that when you aren’t gathered in the kitchen or socializing in a large living room, guests can just as easily make their way to a private oasis of rest or outdoors at a moment’s notice. While large windows in our properties are a wonderful addition to the design layout for those who value a focus on the view, they also promote generous natural light flow during the daytime hours. Properties that pair these windows and floorplans with vaulted ceilings provide guests with an even further enhanced sense of living space to enjoy every day of their stay! Guests will enjoy bright and welcoming rental spaces that wonderfully balance home-inspired comforts with island-inspired design elements that thrill! Within our Sea Cloisters vacation rentals, it’s common for guests to find everything from plush and extended sectional sofas as well as stylish loveseats, eye-catching area rugs and armchairs as well as unique wall art and innovative light fixtures with a modern twist. No matter what combinations of furnishings is found in the property selected, guests can count on finding it simple to settle into the style and luxury they’ve found. When you’re looking for a rental property that features a full kitchen, Wi-Fi access, large bedrooms, and welcoming dining areas, look no further than these Sea Cloisters vacation rentals. It’s no secret that Hilton Head Island is an oasis of flavor filled with amazing restaurants to try out while you’re in the area. However, the full kitchens in many of our Sea Cloisters vacation rentals also provide guests with options to serve up a home-style meal when that’s more what would hit the spot. These comprehensive and inspired culinary spaces frequently feature spacious counters, high-end appliances and cabinetry filled with cookware and bakeware as well. Those who know they’ll be serving up a preferred dish or two during a stay may be interested in asking about our properties with kitchens that also include large center islands and extended breakfast bars as well. When your meal has left you longing to rest, the bedrooms in our properties promise to please. Many include plush mattresses topped with high-quality linens and comforters as well. Guests can also book a stay in a property that includes bedrooms with walk-in closets, large en suite baths, or even private deck or balcony access points.

Expect More When You Book at Sea Cloisters

Those who stay here will love that on a whim, they can step out onto private decks and savor the sight of the sand and Atlantic Ocean at will. Additionally, guests will be privy to wonderful on-site amenities at our Sea Cloisters Hilton Head Island rentals that include access to an oceanfront pool, secure private parking, and eye-catching landscaping that ensure island beauty stays top of mind at all times.

Enjoy a Stay That Fits Your One-of-a-Kind Travel Style

Booking a trip to Hilton Head Island any time of year is always a good idea. At Hilton Head Properties, we believe that including a luxurious Sea Cloisters vacation rental into the equation is a way to elevate the experience even further! Our team is thrilled to be able to help guests enjoy a one-of-a-kind adventure when their plans bring them in this direction. Every trip to Hilton Head Island is unique and we’re proud to be able to provide our guests with a portfolio of Sea Cloisters vacation rental options designed to meet the moment! While it’s always wonderful when our guests have the opportunity to book a stay where the focus is exclusively on vacation fun, we also work closely with travelers needing to balance work and vacation activities alike. These days, more professionals than ever before are given the opportunity to take their work on the road. Remote work options open up a new world of vacation opportunities as well, especially when a Sea Cloisters vacation rental is involved. Our properties are designed with everything a remote-working guest might need to make it a successful stay on Hilton Head Island. Our Sea Cloisters rentals with seamless access to wi-fi and high-speed internet provide guests with options to send and share digital files to remote teams at the touch of a button. They can also link up with colleagues on virtual platforms for meetings and conferences when they’re required. In our properties that include smart televisions, guests can also cast those same meetings to wider screens when it’s more productive. Our remote-working guests looking for more in the way of comfort and convenience won’t have to search far to find it. Simply inquire about our Sea Cloisters vacation rentals that also come with dedicated office spaces and workspaces on-site. This is particularly helpful for those who are traveling here with family and friends at their side. Just knowing you have that added privacy available can make it that much easier to meet deadlines with the peace of mind you deserve. Of course, for all of the great work one can get done in our rentals, the reward lies beyond. Guests will be thrilled just knowing that when the last item is checked off the to-do list, a world of scenic beauty, adventure, and well-earned fun waits just outside the front door.

Book Your Adventure Today at Sea Cloisters

Taking time to relax and enjoy vacation to the fullest is easy to do when you partner with Hilton Head Properties. Whether you’re looking at our Sea Cloisters rentals or one of our other property options across Hilton Head, we’re happy to help. Reach out today to learn more and to start planning your next trip!


Properties Available 28 properties available
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeOceanfront third floor villaEnjoy breathtaking views of the ocean from private balconyEasily access the mesmerizing ocean from complex groundsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your spacious vacation home in Hilton Head Island, s
Villa - Sea Cloisters 308, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeElegant oceanfront villa with high ceilingsCoastal decor and relaxing atmospherePrivate balcony with breathtaking views of the oceanUnwind and soak in the mesmerizing coastal sceneryXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our el
Villa - Sea Cloisters 510, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to change**Renovated Kitchen Fall of 2024**Luxurious beach vacation villaCozy and inviting living spacePrivate balcony with breathtaking ocean viewXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation home in Hilton Head Island,
Villa - Sea Cloisters 506, 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 changeFirst floor villa perfect for an ultimate tropical getawayOpen living space with a light and airy ambiancePrivate oceanfront balcony, where you can enjoy breathtaking viewsXplorie - 2 Free Adult Bikes (Valid for stays in 3 - 21 days) Indulge in the ultimate tr
Villa - Sea Cloisters 104, 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 changeFirst floor unit in gated complexTastefully decorated living spacePerfect spot for a relaxing and comfortable family vacationWide sandy beaches, gently breaking surf, and beautiful oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nightsWelcome to our
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 changeExperience the ultimate oceanfront escapePrivate balcony offering stunning views of the beach and poolWith the beach just steps awayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect vacation home in Hilton Head Island! This stunnin
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 changeFirst floor villa perfect for a dream vacationOpen living space perfect for relaxing and unwindingEnjoy breathtaking ocean views from private balconyMake memories that will last a lifetime Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to
Villa - Sea Cloisters 110, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeEscape to your oceanfront paradisePrivate balcony offering breathtaking ocean viewsThe beach and pool just steps away Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to your own oceanfront paradise in this stunning vacation home located in H
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 changeBeautifully remodeled first floor villaOpen living space providing stunning ocean viewsUnwind on the private oceanfront balconyConvenient access to the beach and gated poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautifully r
Villa - Sea Cloisters 108, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS,  3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to change**Renovated Kitchen Spring of 2024**Fifth floor unit perfect for a beach getawayLuxurious and serene beachfront getawaySpacious and beautifully decorated live spaceModern amenities like the fully equipped kitchen, washer and dryer unitsXplorie - 2 Free Adult Bikes
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 changeExperience the ultimate beachfront getaway in this stunning villaSpacious living room is designed for relaxationOpen kitchen and dining area perfect for entertainingPrivate balcony with stunning ocean views by day and starry skies by nightXplorie - 2 Free Adult Bik
Villa - Sea Cloisters 102, 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 changePerfect villa for your next beach getawaySpacious layout with an open floor planEnjoy morning coffee on the private balcony while savoring the ocean breezeXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head
Villa - Sea Cloisters 312, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests

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