Home Vacation Condo Rentals By Owner In Hilton Head Island, SC

Showing 1640 Of 2359 Vacation Rentals
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Exceptional(5)

$434.34

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35 Fazio Villa @ Palmetto Dunes | Golf View | Steps to Pool & Beach

Hilton Head Island, South Carolina, United States

Discover your island getaway at 35 Fazio Villas by Host & Home, perfectly situated in the heart of Palmetto Dunes Oceanfront Resort. This pet-friendly, 3-bedroom villa sleeps up to 8 guests and features a spacious covered back porch with picturesque views of the renowned George Fazio Golf Course. Thoughtfully refreshed with new flooring and stylish furnishings, the villa offers a bright, welcoming retreat just steps from the community pool and only 0.5 miles from the beach via scenic resort trails. With golf, tennis, pickleball, and endless amenities nearby, this villa is your ideal Hilton Head escape!brbr☆☆ HIGHLIGHTS ☆☆brbr✹ Premier Palmetto Dunes location overlooking the George Fazio Golf Course and lagoonbr✹ Sleeps 8: 1 King, 1 Queen, 2 Twin Beds, plus a Queen Sleeper Sofabr✹ Fully equipped kitchen designed for easy vacation mealsbr✹ Open living space with tranquil golf views and covered patio dining for 6br✹ Pet-Friendly: Bring your pup(s): 1 dog up to 60 lbs, or 2 dogs with a combined weight under 100 lbs, $300 non-refundable pet fee (up to 2 dogs)br✹ High-speed Wi-Fi and 2 Smart TVsbr✹ Community pool just steps awaybr✹ Easy beach access: 0.5-mile walk or bike ride along shaded leisure pathsbr✹ Resort sports amenities including 3 nine-hole golf courses and the Palmetto Dunes Tennis & Pickleball Center (fees may apply)brbr☆☆ LIVING AREA☆☆ brbrEnter into a light-filled, open-concept living space where large sliding glass doors create a seamless indoor-outdoor flow. Step onto the covered patio to enjoy serene golf course views—ideal for morning coffee, al fresco dining, or evening cocktails. Inside, settle into comfortable seating to watch your favorite shows, catch the game, or simply relax after a day at the beach.brbr✓ Brand-new flooring and contemporary furnishingsbr✓ Open layout with expansive sliding doorsbr✓ Covered patio with fairway views and outdoor dining for 6br✓ Smart TV for entertainmentbr✓ Ceiling fan for added comfortbrbr☆☆ KITCHEN AND DINING ☆☆ brbrJust off the entry, the spacious kitchen is fully stocked and ready for everything from quick breakfasts to home-cooked dinners. With modern finishes and an open layout, the kitchen flows effortlessly into the dining and living areas—keeping everyone connected throughout the day.brbr✓ New stainless-steel appliances and quartz countertopsbr✓ Fully stocked with essential cookware and servewarebr✓ Drip coffee maker and Keurigbr✓ Dining table seating for 6, plus 2 at the breakfast barbr✓ Washer and dryer for added conveniencebrbr☆☆ BEDROOMS & BATHROOMS ☆☆brbrBedroom 1 - Primary with Ensuite, 2d floor: King-Size Bed, private covered patio with golf views, ceiling fan for added ambiance, En-suite bathroom with tub/shower combo.brBedroom 2 - Queen Room, 2d floor: Queen-Size Bed, ceiling fan for added ambiance, shared with Bedroom 3 hallway bathroombrBedroom 3 - Twin Room, 2d floor: 2 Twin Beds, ceiling fan for added ambiance, shared with Bedroom 2 hallway bathroombrHallway Bathroom, 2nd Floor: tub/shower combobrbrLiving Room, 1st Floor: Queen-size Sleeper Sofa brHalf Bathroom, 1st Floor: for guests' conveniencebrbr☆☆ EXCLUSIVE PALMETTO DUNES AMENITIES ☆☆ brbrTake a refreshing dip in the community pool or bask in the sun with friends and family. Choose from 3 world-class golf courses situated within the resort. Explore further to discover the Palmetto Dunes Tennis & Pickleball Center, a mile walk away. A leisure trail just outside your door leads to the beach, where sun-soaked relaxation and surf await. brbrCommunity Amenities (additional fees might apply):brbr✓ Community Pool with lounge chairs and umbrellas (Open April 1st - October 31st, Not Heated)br✓ Children's playgroundbr✓ Picnic area with grillsbr✓ Steps from 3 Golf Coursesbr✓ Palmetto Dunes Tennis & Pickleball Center br✓ Endless shaded bike and walking paths throughout resort and beyondbr✓ Palmetto Dunes beach access through the leisure trail just outside the doorbr✓ 12 miles of sandy white beachbrbr☆☆ NEARBY ATTRACTIONS☆☆ brbrNearby, you'll find a wealth of attractions to explore, from the beach just stone's throw away to charming shops and world-class dining establishments. Here are some of the best activities and attractions. brbrDINING AND SHOPPING: Discover a variety of upscale dining and shopping options to enjoy during your stay.brbr✔ Shelter Cove Towne Centre (1.9 miles)br✔ Coligny Plaza Shopping Center (4.7 miles)br✔ Harbour Town (7.3 miles)brbrFAMILY-FRIENDLY ATTRACTIONS: Explore engaging and premium attractions perfect for all ages nearby.brbr✔ Pirate's Island Adventure Golf (1.3 miles)br✔ The Sandbox Children's Museum (5.5 miles)br✔ Coastal Discovery Museum (6.7 miles)brbrAll these activities and more are within your reach when you book with us!brbr☆ SNOWBIRDS WELCOME ☆brbrLooking for a winter getaway We offer a warm welcome to Snowbirds from October through February, providing a cozy retreat during the cooler months. Please reach out to inquire about a special discounted price for 30+ days stays! brbr☆☆ OTHER THINGS TO KNOW ☆☆ brbr✓ Beach Towels Provided.br✓ This villa has parking for 3 vehicles in the driveway.br✓ This property is in the gated community of Palmetto Dunes Oceanfront Resort, and a car pass is required for every vehicle. br✓ One paid car pass is included with your reservation. Please contact your Host before arrival to purchase additional car passes for $35 per week.br✓ Please park in designated parking areas only. Please do not park off-site on the street, grass, or pine straw.br✓ PET POLICY: 1 dog 60lb or less, or 2 dogs where their combined weight does not exceed 100lbs is allowed. There is an additional non-refundable pet fee of $300 for up to 2 dogs.br✓ The pool does not have safety equipment. All activities are at your own risk.br✓ The minimum age requirement for renting this property is 25. br✓ The Town of Hilton Head Island enforces quiet hours between 10:00 PM and 7:00 AMbrbr☆☆ YOUR STAY - OUR PRIORITY ☆☆brbrAt HOST & HOME we know that you deserve a vacation and we have a perfect place for it. brOur carefully curated vacation homes are immaculate, safe, and meticulously maintained, ensuring comfort and quality throughout your stay. Enjoy peace of mind with our 24/7 support, available for assistance and maintenance anytime you need. brbr☆☆ RESERVE YOUR SLICE OF PARADISE ☆☆brbrBook directly with us to enjoy the best value without additional service fees. Elevate your vacation experience with curated activities, including free and discounted options, to make your stay even more memorablebrbr★☆ Book Today & Let Us Take Care Of You In Hilton Head Island! ☆★brbrEager to Read More brbrHere Are A Few Kind Words From Our Previous Guests:brbr“Our family had a great stay at one of the Host & Home homes. We loved the welcome basket upon our arrival. The kitchen is stocked with everything needed, the space is roomy and modern. We highly recommend it and hope to come back for another visit soon!” – Tanner (Other Location)brbr“We had amazing communication from Host & Home. They were great to deal with & answered our questions very promptly. Everything was organized & very well organized. I would highly recommend them.” –Karen (Other Location)brbr“Really enjoyed our stay!! Condo is clean and well decorated. Love the beach towels available. Love how helpful and friendly Host and Home was from booking to the end. Would book here and with Host and Home again for sure!” –Stephanie (Other Location)
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Bath 2

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Sleep 8

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Exceptional(5)

$704.0

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Marriott's Barony Beach. Beautiful two-bedroom villa! Best rates.

Hilton Head Island, South Carolina, United States

Concierge Realty is proud to present luxury villas at Marriott's Barony Beach Club!brbr**Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.brbr**All bookings are time sensitive and availability can change at any time. Send us a message to confirm exact availability prior to making a booking request. brbrMarriott's Barony Beach Club is perfectly located on the beautiful oceanfront of Hilton Head Island, South Carolina, our vacation ownership beach resort offers an incredible backdrop for creating a lifetime of memories. brbrRelax with ease in South Carolina! The tastefully designed two-bedroom villa boasts a full kitchen, complimentary Wi-Fi access, a washer and dryer, a private balcony and separate areas for living, sleeping and dining. Pamper yourself at this beachfront resort's full-service spa, tantalize your taste buds at the signature restaurant or keep in shape in the well-equipped fitness center. There are also four separate swimming pools; an ideal destination for a family vacation to Hilton Head Island, South Carolina. brAlong with placing you moments from the beach, this villa is close to Hilton Head Island's world-class golf courses, excellent shopping, and more. Plan your beachfront getaway to Marriott's Barony Beach Club today! brbrThe Vrbo calendar helps provide availability and estimated price quote. Always inquire with the agent and do not reserve airfare until your confirmation has been received.brbrAny issues with resort service, accommodations, physical plant, amenities, etc. are the direct responsibility of the developer and must be handled through the resort, not Concierge Realty.  Photos are thought to be truly representative of the resort and accommodations.  Any variation from the photo and actual property are unintentional, so guests are encouraged to do their own due diligence prior to reserving. Any variance or disruption including but not limited to renovation, unavailable amenity, change in decor, etc. during the stay, whether announced prior to reservation, occurring during the stay or announced after confirmation, is a matter strictly between the guest and resort, are not deceptive advertising, breach of contract or the responsibility of Concierge Realty.brbrNote that the images are representative of this villa and that a specific view type is not implied nor promised by virtue of the images. A specific view category must be addressed with rental agent. Concierge Realty reserved the right to reserve any view category unless one has been agreed upon in writing.  The resort confirmation will show the view designation and the villa will be placed within that view category unless, in a rare instance the view will be noted as not guaranteed in which case the resort reserves the right to place the guest anywhere within the property.  Issues regarding view within the guaranteed view category are to be addressed with the resort management as Concierge Realty is not responsible for villa placement.brbrPlease be advised that if a non-domestic credit card is used to reserve a vacation rental, additional fees may be incurred.brbrAll details are accurate to the best of our knowledge.  Any questions with regard to view, amenities, bedding configuration, decor or other details should be addressed with Concierge Realty, Winter Garden, FL.brbrGuests are encouraged to do their own due diligence to assure that the resort and villa will meet their expectations.
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Bath 2

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Exceptional(11)

$185.58

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Beautiful updated 1 Bedroom Condo secluded Complex with Pool walk to the Beach!

Hilton Head Island, South Carolina, United States

Welcome to this cozy getaway spot in beautiful Hilton Head Island - just a short walk to beach and so close to great restaurants and shopping.brbrEverything in this villa is brand new and ready for you to relax and worry about nothing!brbrWe know what we enjoy when we rent a place for vacation so we have tried to supply our villa with the same comforts and amenities. brbrEntry/ExitbrFree parking.brKeyless entry via code – no worries about key exchanges or forgetting/losing keys. brCondo is on the 2nd level up 1 flight stepsbrbrLiving Room:brBeautifully decorated with a coastal theme, and equipped with a comfy leather couch, easy chair, and a 65” Roku TV. brbrLocal networks and your favorite cable channels (ESPN, CNN, Bravo, The Golf Channel, etc.) streaming apps available. brPull-out bed in the couch. brbrKitchen fully equipped:brIsland dining set with 4 barstool chairs.brAll new appliances – range, microwave, dishwasher, and fridge – complete the picture. brDouble sink with hose and garbage disposal. brProgrammable Coffee machine which can brew both the “traditional” way with a filter and pot, or can brew the single-serve K-Cups brCrockPot, blender, waffle maker, electric griddle, toaster, electric can opener, etc.brBrand new dishes, cutlery, mugs, and glasses, and plenty of cookware and utensils! brBaking dishes, measuring cups, ice cream scoop, pizza cutter, bottle openers, can opener, corkscrew, and a lemon/lime squeezer which is important for margarita-making! brIf you’re not sure, ask – we probably have it!brbrBedroom:brThe beautiful bedroom comes with a queen size bed, equipped with a pillowtop mattress! br50 Roku TV with all the same great channels and apps as the one in the living room. brLarge dresser and full closet give you plenty of storage space, and there’s a full-length mirror as well.brbrBathroombrThe bathroom is also beautifully remodeled with a full-size walk in shower, and washer/dryer. brbrExtrasbrOn the outside landing is a large deck box which contains some beach gear - chairs, wagon, etc. brbrPlease note that for your convenience we provide starter packs that include: paper towels, toilet paper, shampoo, soap, and dishwasher detergent, we don't restock these items during your visit.brbrTake advantage of our 10% weekly discounts year round and 30 % monthly discounts off our already low winter rates Oct thru Feb.brbr Ideal for retired couple who want to escape the cold, across the street from the beach with easy access in and out of the complex.brbrDetailed check in instructions will be sent out the day prior to arrival. brProperty manager on call to answer questions or address any issues during your stay.brbrCome enjoy your Home away from Home.
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Bath 1

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Sleep 4

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Exceptional(26)

$219.25

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Coastal Retreat Vibe w. Views - Beachfront Resort - Tennis & Pickleball OV B219

Hilton Head Island, South Carolina, United States

Hilton Head Island Beach and Tennis Resort located along Folly Field Beach.brResort has direct Beach Access. No need to get in a car or ride a bike to the beach!!brbrOcean Villas #B219 - This wonderful 2nd Floor Unit is located in Building B in HHI Beach and Tennis Resort. Sleeps 5 people with Queen Bed, Sleeper Sofa and 1 Bunk.br100 Yards to Beach and Islands Largest Pool. Ocean views from Patio.brbrOffers all of the amenities that you can expect.brbrFull Bathroom with Shower and Tub.brKitchenette with all utensils, pots & pans for cooking, variety of cups and glasses, Toaster, Blender, Hand Mixer, Coffee Pot & Keurig, hot tea Kettle…and morebr50 Samsung TV in Living Room & 32 in Bedroom, Ceiling Fans in Living & Bedroom brbrBeach Gear: 2 Beach Chairs and small amount of ToysbrbrLinens: brAll SuppliedbrbrTowels: brAre provided for your stay. There are 2 sets in the Bedroom, 1 set for Bunk Bed, and 1 set in a plastic bag by the Couch Sleeper Sofa. Each set consists of 2 Bath Towels, 1 Hand Towel and 1 Wash Cloth. The Sleeper Sofa Set consists of 1 set of sheets w/ 2 pillow cases, 2 Bath Towels, 1 Hand Towel & 1 Wash Cloth. There is no towel or linen service being delivered each day. This is your amount for your stay. brbrAlso supplied: brDish, Laundry & Dishwasher Soaps (2 pods each), Kitchen Towels, Paper Towels, 2 Rolls of Toilet Paper, 2-3 Garbage Bags, Pot Holders, Bath Tissues, Shampoo and Conditioner. This is your amount for your stay. brbrFees: br$135.00 for Cleaningbr$35.00 is per each car (paid at booking)brIf more than 1 pass is needed, please Identify that upfront so that this fee can be collected through the VRBO account. I will need to know the last name of driver of other vehicle. This money goes toward keeping the resort beautiful as well as helping to pay our 24/7 Security staffbrbrWasher and Dryers are down the hall. 2 pods are provided for you upon arrival. You will have to go to the Convention Center past the Front Desk to purchase a money card and add credit to it. Each load is $3.00br___________________________________________________________________________brThe Hilton Head Beach and Tennis Resort offers onsite Tennis Courts & Pro-Shop, along with Jamaica Joe'z Poolside Bar & Grill, Gators Pizza & Wings, CocoNutz Sports Bar with fantastic Large Screens to catch all the action, Playground, Catch-and-Release pond, Bike Rentals onsite. Just down the road from the resort (about 1/4 mile) you will find Adventure Cove Miniature Golf & Arcade!br___________________________________________________________________________brbrRESORT & CONDO INFORMATIONbr-Check in time is 4:00pm and Check out time is 10:00am.br-Daily maid service is not included.br-Washer and Dry are located down the hallway where you can purchase a money card to use for service. (They are not coin operated)br-My unit is personally owned and you will be held liable for any damage to the villa & contents.br-NO PETS ARE ALLOWED. (FULL RESORT POLICY)br-NO SMOKING in Condo or on Patio. Please leave unit and smoke in common open area if needed.br-NO E-BIKES allowed past the Security Gate. Bike Rack is available outside to lock them to that.br-No motorcycles. No vehicles with logos, company or business names, construction debris, refuse, or equipment will be allowed within the gated community between 7pm-8am. (Resort Rule)br-Local telephone service is complimentary and free for Domestic Calls.br-Rental guests must be 21 years of age or older, or have an adult present in the villa for the duration of the rental period.br-Security Gate and onsite presence 24/7.br-Resort Front Desk is open 8AM - 10:00pm for special needs or emergencies.brbr* “Please note that even with monthly pest control, small insects may occasionally be present on or around the property due to the natural setting.brbrGuests are encouraged to report any sightings immediately so we can address them promptly. This is common in the area and does not indicate an infestation” *
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Sleep 5

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Exceptional(52)

$514.52

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Beachfront condo with indoor and outdoor pools!

Hilton Head Island, South Carolina, United States

Sleeps 6 | 2 Bedrooms | 2 BathroomsbrBeachfront Condo | Elevator | Ocean ViewsbrHeated Outdoor & Indoor Pools | Kiddie Pool | Health ClubbrbrYou will never want to leave paradise when you stay at 2419 Villamare! Located in the highly sought after oceanfront community of Palmetto Dunes, this 2-bedroom, 2-bathroom condo is located right on the beach with an abundance of amenities for all ages! This condo is on the 4th floor with covered parking and elevator access, making going to and from the beach a breeze. The beachfront complex features indoor and outdoor pools making this complex perfect for every season! Outside, guests will enjoy access to an oceanfront pool deck with lounge chairs and umbrellas, a spacious adult only pool, heated community pool, kiddie pool and boardwalk beach access with showers! Inside, you will find a health club with state-of-the-art fitness equipment, plus and indoor pool and jacuzzi! brbrNot only are you steps away from the pool and beach, but you are a 5-minute walk to Palmetto Dunes favorites like the Tennis & Pickleball court, the Palmetto Dunes General Store, Alexander's Restaurant & Bar, and Hilton Head Outfitters where you can even rent kayaks and explore the 11-mile lagoon! Palmetto Dunes is also home to 3 world-class golf courses!brbrIt's no secret that you have access to so many great activities when you stay at 2419 Villamare! After a long day of golfing, relaxing at the pool or exploring the Island, you can relax in luxury. This condo features an open floor plan kitchen, dining and living area which separates the bedrooms for additional privacy. The kitchen is fully stocked, and the laundry room features a full-size washer and dryer. The living room offers an inviting space to watch a movie or even play a board game at the dining room table! Bedroom 1 features a king-sized bed, smart TV, ensuite with a walk-in shower and jet tub, as well as a private balcony with seating! Bedroom 2 features 2 queen-sized beds, a smart TV, private balcony overlooking the pool and ocean, and an ensuite with a shower/tub combo. This condo also features beach and pool gear, a highchair, board games and spectacular sunrises! Book your next stay at 2419 Villamare today!brbrSave even more when you book 2419 Villamare and receive $300 in complimentary daily activities! Your amenities include 2 backpack beach chairs, an umbrella, 2 adult bikes, and admission to dolphin tours. When you're not soaking up the sun at the beach, enjoy daily rounds of golf at 6 local courses with a golf cart included and mini golf for family fun! brbr*Total number of vehicles allowed is 2.br*This property is in the gated community of Palmetto Dunes and a car pass is required for every vehicle. 2 car passes are included with your reservation.br*Pets are not allowed.br*3-night minimum stay required. br*Free daily activities are not available to monthly renters, long-term renters, or stays beyond 27 nights. br​​​​​​​*Short Term Rental Permit #351832
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Exceptional(7)

$276.84

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Luxury 2 BR Golf Condo New Kitchen & New Baths Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Your Hilton Head getaway starts here! Perfectly situated between the gorgeous island beach and The Greens community pool, this fully renovated townhouse villa features a modern kitchen, granite countertops, and a bright living room with stunning golf course views. Enjoy 3 large smart TVs, free Wi-Fi, and a sleeper sofa for extra guests. The primary suite offers a king bed and spa-style walk-in shower, while the guest bedroom includes a queen bed and access to a second updated full bath. Laundry room conveniently located upstairs. With bike rentals and beach gear included, exploring Shipyard is a breeze — beach, golf, dining, and scenic trails are all moments away. 116 The Greens is professionally managed by Hilton Head Vacations, Inc. Book today and enjoy the ultimate island escape!brbrShipyard has easy beach access with a short walk to the beach on a shaded path, quick bike ride too. The Greens has a community pool for you to cool off. Tennis is just a few steps away at Van Der Meer world class tennis facilities. Top tennis players train all year long so you can also play where they play. Shipyard has 27 holes of golf right in your back yard and miles of bike paths to enjoy. Wonderful amenities in Shipyard. brbrHilton Head Island offers over 30 golf courses, 400 tennis and pickle ball courts, 117 miles of bike paths, over 200 restaurants, 250 shops and over 17 miles of beautiful sandy beaches. Go fishing, golfing, dining, para sailing, jet skiing, boating or just relax on the beach and get a great tan. Hilton Head Island has been named the number one island in the United States by Conde Neste Travel. Come stay for a week or longer and enjoy all Hilton Head Island has to offer. Come relax in Shipyard after all your activities, so book online today and prepare for a great golf or family vacation. See you soon, thank you, Hilton Head Vacations, Inc. brbrYour Hilton Head Island vacation just got even better with our brand-new VayKLife Bike Rentals and Beach Gear Included program! For all new bookings made on or after 4/15/25 of 3–21 nights, you’ll receive complimentary bike rentals and beach gear credit, ensuring your coastal getaway is as effortless as it is unforgettable. With your VayKLife credit, you can select from a premium collection of beach essentials, all delivered straight to your door—no hassle, just fun. Keep an eye out for an email from VayKLife to customize your gear selection and get ready to experience Hilton Head like never before!
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Exceptional(1)

$283.8

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Bluewater Resort and Marina. Key West Style One Bedroom! Reserve now!

Hilton Head Island, South Carolina, United States

Concierge Realty is proud to present luxury villas at Bluewater Resort and Marina!brbr**Reservations are available in weekly (7 night) increments with arrivals and departures on Saturdays only.brbr**All bookings are time sensitive and availability can change at any time. Send us a message to confirm exact availability prior to making a booking request. brbrThe interiors of this unit will make you feel like you're in Key West instead of being located on Hilton Head's beautiful Intracoastal Waterway. You will be amazed at the stunning 'Low Country' sunsets. Nearby nature preserves ensure plenty of outdoor adventures. Our helpful staff (seasonal) at the Activity Center can help you plan golf as well as the many other things offered on Hilton Head Island.brbrThis one bedroom Key West style unit is complete with a fully equipped kitchen with granite countertops, in unit washer and dryer, spacious dining and living area with entertainment center and walkout balcony.brbrBluewater Resort & Marina is the only timeshare resort on Hilton Head Island with a private dock on the Intracoastal Waterway. From here you can fish, kayak, and take in sunset views with Pinckney Island Wildlife Nature Reserve just across the water. Bluewater also has the largest pool on the island with a lazy river and kids’ splash pad.brbrBluewater Resort & Marina is a smoke-free and pet-free resort.brbrbrThe Vrbo calendar helps provide availability and estimated price quote. Always inquire with the agent and do not reserve airfare until your confirmation has been received.brbrAny issues with resort service, accommodations, physical plant, amenities, etc. are the direct responsibility of the developer and must be handled through the resort, not Concierge Realty.  Photos are thought to be truly representative of the resort and accommodations.  Any variation from the photo and actual property are unintentional, so guests are encouraged to do their own due diligence prior to reserving. Any variance or disruption including but not limited to renovation, unavailable amenity, change in decor, etc. during the stay, whether announced prior to reservation, occurring during the stay or announced after confirmation, is a matter strictly between the guest and resort, are not deceptive advertising, breach of contract or the responsibility of Concierge Realty.brbrNote that the images are representative of this villa and that a specific view type is not implied nor promised by virtue of the images. A specific view category must be addressed with rental agent. Concierge Realty reserved the right to reserve any view category unless one has been agreed upon in writing.  The resort confirmation will show the view designation and the villa will be placed within that view category unless, in a rare instance the view will be noted as not guaranteed in which case the resort reserves the right to place the guest anywhere within the property.  Issues regarding view within the guaranteed view category are to be addressed with the resort management as Concierge Realty is not responsible for villa placement.brbrPlease be advised that if a non-domestic credit card is used to reserve a vacation rental, additional fees may be incurred.brbrAll details are accurate to the best of our knowledge.  Any questions with regard to view, amenities, bedding configuration, decor or other details should be addressed with Concierge Realty, Winter Garden, FL.brbrGuests are encouraged to do their own due diligence to assure that the resort and villa will meet their expectations.
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Sleep 4

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$418.0

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Quiet Deer Island Retreat/Walk to Harbour Town

Hilton Head Island, South Carolina, United States

Summary:brbrTucked into a quiet cul-de-sac within the sought-after Deer Island community in Sea Pines, this inviting 2-bedroom, 2-bath coastal retreat offers comfort, convenience, and easy access to Harbour Town and the best of Hilton Head Island. With refreshed interiors, multiple outdoor decks, and proximity to shops, golf, and beaches, this home is designed for relaxed family vacations or small group escapes.brbrbrbrThe Space:brbrPrivate Coastal Escape Near Harbour TownbrbrbrbrWhy Guests Love This Homebrbr• Walkable Location — Just minutes on foot to Harbour Town’s shops, dining, and tennisbrbr• Outdoor Living Spaces — Three decks with a fire pit, partial marsh and water viewsbrbr• Updated Interior Finishes — Renovated kitchen, refreshed bathrooms, and new flooringbrbr• Family-Friendly Layout — Comfortable common areas and downstairs space for kidsbrbr• Bike-Friendly Access — Lighted paths and rentals nearby for exploring Sea Pinesbrbr• Beach Convenience — Easy 10 min free trolley ride (get on at Harbour Town) or bike access to the Sea Pines Beach Clubbrbr• Option to add on Travel Insurance and optional 2017 Denali Yukon XL Rental (depending on availability).brbrbrbrComfortable Coastal InteriorsbrbrDesigned for both relaxation and connection, the home features spacious common areas perfect for gathering after a day outdoors. The updated kitchen includes new appliances, cabinetry, and glass backsplash, while bathrooms showcase custom tile and stylish finishes. Luxury vinyl plank flooring throughout adds both comfort and durability.brbrbrbrThree outdoor decks extend the living experience, offering scenic spaces for morning coffee, evening conversation, making smore's by the fire, or simply enjoying the surrounding natural beauty.brbrbrbrSleeping Arrangementsbrbr• Bedroom 1 — Queen Bedbrbr• Bedroom 2 — Two Twin Bedsbrbr• Living Room — Queen Sleeper SofabrbrbrbrGuest Conveniences & Amenitiesbrbr• Access to Sea Pines trolley transportationbrbr• Seasonal access to Sea Pines Beach Club (Labor Day–Memorial Day)brbr• Beach towels providedbrbr• Coffee makerbrbr• Keyless entrybrbr• Starter supplies of toiletries and essentialsbrbr• Bike rental access nearbybrbr• No pets allowedbrbr• Pool (Memorial Day to Labor Day): The newly renovated South Beach community pool is available for an additional fee, with rates of $50 per daily pass for up to 5 guests and $15 for each additional guest, or $125 per weekly pass for up to 5 guests and $25 for each additional guest. Payment can be made on-sitebrbrbrbrGuest Access:brbrGuests have access to the entire home and outdoor decks. Entry instructions will be provided prior to arrival for smooth, contactless check-in.brbrbrbrThe Neighborhood:brbrDeer Island offers a peaceful setting while remaining close to Hilton Head’s most popular attractions. Harbour Town is just a short walk away, providing shopping, dining, and waterfront views. Guests can easily explore nearby beaches, golf courses, bike trails, and nature preserves for a balanced mix of relaxation and adventure.brbrbrbrAbout the Sea Pines NeighborhoodbrbrLocated on the southern tip of Hilton Head Island, Sea Pines Resort is one of the island’s most beautiful and sought-after gated communities. Guests love the miles of bike paths, stunning beaches, and easy access to iconic spots like Harbour Town Lighthouse and the lively South Beach Marina Village. With world-class golf, scenic nature preserves, and waterfront dining all nearby, Sea Pines offers the perfect blend of relaxation and coastal adventure. brbrbrbrGetting Around:brbrExploring the island and in particular Sea Pines is easy by bike, trolley, or car. Scenic pathways connect guests to Harbour Town, beaches, and nearby attractions, making transportation both simple and enjoyable.brbrbrbrOther Things to Note:brbrTown of HHI STR PERMIT NO. 075584brbrbrbrWe know that plans change and emergencies arise. Please consider purchasing a travel protection plan either with us as an add on or separately to assure a refund in case of an unexpected disruption to your travel. We are happy to send you a quote on the Travel Protection Plan Add-on.brbrbrbrNo smoking in our home or on the upper or lower decks and please do not throw anything into the marsh. Deer Island is a forest preserve and we hope we can count on you to do your part to protect the beauty and wildlife. brbrbrbr2030 Deer Island Cancellation Policy: Should you decide to cancel your villa reservation more than 30 days before your planned arrival, a 5% forfeiture will apply of the payment made to date when booking through VRBO or Direct. Cancellations made between 30 and 14 days prior to your arrival will result in a 50% refund. Cancellations within 14 days or less of your scheduled arrival date will result in the forfeiture of the entire rental amount.brbrFor cancellation policies through AIRBNB, please check the AIRBNB policies.brbrbrbrA damage protection plan is included in your cleaning fee as part of your reservation.brbrbrbrRefunds will not be provided for early checkouts, no-shows, or instances of inclement weather. It is advisable to consider purchasing travel insurance which can be purchased through your booking as an ADD-ON.brbrbrbr**There will be a car pass fee when you enter Sea Pines ($9/day, $30/week-subject to change). Cash Only. Please stay in the right lane when entering the main entrance to purchase your pass. Trailers/Boats/Motorcycles/Electric Bikes/Golf Carts are prohibited with in the gates of Sea PinesbrbrbrbrInteraction with Guests:brbrBe Our Guest Property Services is available during your stay should you need assistance, recommendations, or local insight. Otherwise, you’re free to enjoy a private and uninterrupted retreat.
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$340.81

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Relax & Unwind|2BR Sea Pines Getaway

Hilton Head Island, South Carolina, United States

Summary:brbrThis beautifully updated coastal villa offers relaxed Sea Pines living just moments from beaches, biking trails, and world-class amenities. Blending modern upgrades with tranquil lagoon and wooded views, the villa provides a comfortable and refined retreat designed for effortless vacation living. With inviting indoor spaces and peaceful outdoor areas, it’s an ideal escape for couples, small families, or guests seeking a convenient island getaway.Primary bedroom is king + walk-in shower, guest bedroom 2 queens + bathtub showerbrbrbrbrThe Space:brbrCoastal Comfort in a Prime Sea Pines LocationbrbrbrbrWhy Guests Love This Villabrbr• Exceptional Location — 7 min. walk to the beach, Easy access to the Sea Pines Beach Club, Harbour Town, golf, dining, and scenic walking or biking pathsbrbr• Stylish Interior Updates — Renovated kitchen and baths with granite countertops and stainless appliancesbrbr• Open, Relaxing Layout — Seamless living and dining areas designed for comfort and connectionbrbr• Tranquil Outdoor Setting — Carolina Room and private deck overlooking lagoon and wooded scenerybrbr• Move-In Ease for Guests — Thoughtfully equipped for a stress-free staybrbr• Adventure at Your Doorstep — Bike, golf, pickleball, beach days, and waterfront dining nearbybrbrbrbrSleeping Arrangements + Bathroomsbrbr• Bedroom 1 — King Bedbrbr• Bedroom 2 — 2 Double Bedsbrbr• Living Room — Plenty of room for gathering + sleeper couchbrbrbrbrGuest Conveniences & Amenitiesbrbr• Access to Sea Pines trolley transportationbrbr• Seasonal access to Sea Pines Beach Club (Labor Day–Memorial Day)brbr• Beach towels providedbrbr• Regular drip coffee makerbrbr• Keyless entrybrbr• Starter supplies of toiletries and essentialsbrbr• Bike rental access nearbybrbr• Pool (Memorial Day to Labor Day): The newly renovated South Beach community pool is available for an additional fee, with rates of $50 per daily pass for up to 5 guests and $15 for each additional guest, or $125 per weekly pass for up to 5 guests and $25 for each additional guest. Payment can be made on-sitebrbr• No pets allowedbrbr• Optional Travel Protection Plan and a 2017 Yukon XL Denali Rental (depending on availability).brbrbrbrElevated Island LivingbrbrStep inside to find a bright, open interior designed with comfort and simplicity in mind. The modern kitchen features granite countertops and stainless-steel appliances, making casual meals or snacks between outings easy and enjoyable. Modern updates complemented by refreshed bathrooms and comfortable gathering spaces.brbrbrbrThe Carolina Room invites quiet mornings or afternoon reading, while the private deck offers a peaceful backdrop for unwinding after a day exploring Hilton Head.brbrbrbrGuest Access:brbrGuests will enjoy full access to the villa and surrounding community amenities available within Sea Pines. Entry details and arrival instructions will be provided prior to check-in.brbrbrbrThe Neighborhood:brbrLocated within the renowned Sea Pines community, this villa places guests near some of Hilton Head Island’s most celebrated attractions. Explore Harbour Town’s marina, lighthouse, and shopping, spend the day golfing or biking scenic paths, or relax along the shoreline at the Sea Pines Beach Club — all just minutes away.brbrbrbrGetting Around:brbrSea Pines is best experienced by bike, car, or on foot via its extensive network of walking/biking paths. Guests can easily reach beaches, dining, golf courses, and attractions within minutes. The closest beach access is a 6-7 minute walk away at Beach Walkway #45. You would walk down Lawton to Sea Pines Drive and then #45 is just to the left about 50-100 yards. The Beach Club is about a mile when you turn right down area Pines Drive.brbrbrbrOther Things to Note:brbrWe know that plans change and emergencies arise. Please consider purchasing a travel protection plan either with us as an add on or separately to assure a refund in case of an unexpected disruption to your travel.brbrbrbr159 Fairwood Villas Cancellation Policy: Should you decide to cancel your villa reservation more than 30 days before your planned arrival, a 5% forfeiture will apply of the payment made to date when booking through VRBO or direct. Cancellations made between 30 and 14 days prior to your arrival will result in a 50% refund. Cancellations within 14 days or less of your scheduled arrival date will result in the forfeiture of the entire rental amount. AIRBNB cancellation policy is listed on the listing through AIRBNB.brbrbrbrThe cleaning fee of $275 includes a damage protection plan.brbrbrbr *There will be a car pass fee when you enter Sea Pines ($9/day, $30/week-subject to change). Cash Only. Please stay in the right lane when entering the main entrance to purchase your pass. Trailers/Boats/Motorcycles/Electric Bikes/Golf Carts are prohibited with in the gates of Sea PinesbrbrbrbrSTR Permit: In Process by the Town of Hilton HeadbrbrbrbrInteraction with Guests:brbrBe Our Guest Property Services is available to assist throughout your stay while ensuring you enjoy complete privacy. We’re happy to provide local recommendations or support if needed.
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Exceptional(3)

$212.52

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Fresh On The Market Fully Renovated, Ocean Views, Top Floor, Direct Beach Access

Hilton Head Island, South Carolina, United States

Stop Dreaming And Start Packing…Beach Mode Is On!brbrExperience your perfect island escape at this newly renovated top floor condo at Hilton Head Beach & Tennis Resort. Nestled mid-island, you’re perfectly located just minutes from Shelter Cove, Colingy Beach Park, Sea Pines, Harbour Town, world-class golf courses, biking trails, exceptional dining options, unlimited shopping and all the best that Hilton Head has to offer.brbrThis charming one-bedroom retreat (with a comfortable king size bed and a queen sleeper sofa for extra guests with quick and easy access to the elevator) blends coastal style and modern comfort ideal for a couple’s getaway, family trip or friends retreat. Step out onto your private balcony to soak in sweeping views of the Atlantic and feel the ocean breeze as you sip your morning coffee or an evening cocktail. brbrExclusive Resort Amenities brAs a guest, you'll have complete access to all the resort's fantastic amenities, ensuring a stay filled with fun and relaxation.br• The island’s largest oceanfront pool (with splash pool for kids)br• Direct beach accessbr• Tennis & pickleball courts br• Beachfront Tiki Bar & 3 on-site dining optionsbr• Bike rentals, fitness center, grills, Playgrounds and 24-hour securitybr• Take a morning beach walk and watch for dolphins surfing the morning waves or enjoy a stunning Lowcountry sunset right from the shore.brbrStay & Playbr•Calling all golfers: you’re just minutes away from Hilton Head’s premier fairways and don’t forget to plan on booking your stay during the RBC Heritage, there’s nothing like catching the PGA action live.br•Explore the island: Rent bikes, kayaks, or paddleboards to discover the island from a new perspectivebr•Taste of the island life: Hilton Head is a culinary tour in itself, offering everything from fresh dockside favorites to an exceptional 5 star dining experience.brbrDesigned for both adventure and relaxation, this ocean view gem serves as the perfect base to recharge and soak up Hilton Head Island's coastal beauty and lowcountry charm.brbrFully renovated ocean view condo on Hilton Head Island located in the highly sought-after Hilton Head Beach & Tennis Resort on Folly Field Beach. Just steps to the sand, this third-floor villa offers direct beach access, resort amenities, and easy walkability… no car needed.brbrWhy Guests Book Isle Vidabr* Ocean view balconybr* Located at Hilton Head Beach & Tennis Resortbr* Less than a 2-minute walk to Folly Field Beachbr* King bed + queen sleeper sofabr* Fully renovated coastal interiorbr* Easy elevator access nearbybr* Walk to pool, restaurants, and activitiesbr* Perfect for couples, weekend getaways, and small family beach vacations on Hilton Head Island.brbrThe SpacebrThis thoughtfully updated ~550 sq ft Hilton Head beach condo is designed for comfort and convenience, with a light coastal feel and open layout.brbrPrivate bedroom with king bedbrLiving room with queen sleeper sofabrOcean view balcony for morning coffee or evening relaxationbr75” Smart TVs in living room and 55” TV in bedroombrHigh-speed WiFi and central airbrCeiling fans throughoutbrWalk-in shower with updated finishes throughout brLocated on the top floor with close easy elevator access, making arrival and daily access simple.brKitchen & Dining brFully equipped kitchen includes:br* Stove, microwave, dishwasherbr* Ninja coffee maker with single-serve optionbr* Cookware, dishes, and flatwarebr* Refrigerator with ice makerbr* Great for light meals, breakfast before the beach, or a relaxed night in.brbrWalk to the BeachbrOne of the best features of this Hilton Head ocean view rental is how close you are to everything.brbrDirect beach access to Folly Field BeachbrAbout a 2-minute walk from the villabrNo need to drive or bikebrbrIncluded for your stay:br2 beach chairsbrBeach towelsbrBeach bag with coolerbrbrHilton Head Beach & Tennis Resort AmenitiesbrGuests enjoy access to:brOceanfront poolbrTennis/Pickleball courts and pro shopbrJamaica Joe’z Beach Bar (Pool/Beachside food and drinks)brGators Pizza & WingsbrCocoNutz Sports BarbrPlayground and fishing lagoonbrBike rentals onsitebrEverything is within walking distance, making this one of the most convenient and accessible Hilton Head beachfront resorts.brbrWhat’s IncludedbrTowels and linens for your staybrStarter toiletries and paper productsbrStarter supply of dish and laundry detergentbrPlease note: No daily housekeeping or replenishment.brbrAdditional DetailsbrCheck-in: 4:00 PMbrCheck-out: 10:00 AMbr1 parking pass included ($35 resort fee)brAdditional parking passes: $35 per vehiclebrCleaning Fee: For your convenience, the nightly rate shown includes a $130 cleaning fee, so there are no additional cleaning charges at checkout.brLaundry facilities on-site on the 1st and 2nd floors (approx. $3 per load)brbrbrPolicies:brMinimum age to rent: 21brNo pets (resort policy)brNon-smoking condo and balconybrQuiet hours: 10:00 PM – 8:00 AMbrbrBest Fit For:brCouples looking for a Hilton Head beach getawaybrGuests wanting a walk-to-beach condo on Hilton Head IslandbrSmall familiesbrTravelers who value convenience, location, and comfortbrbrExperience Isle VidabrIf you’re looking for a Hilton Head ocean view condo near Folly Field Beach with everything just steps away… this is the one.brbrFrom morning walks on the beach to evenings on the balcony, Isle Vida offers a relaxed, easygoing stay in one of Hilton Head’s most loved beachfront communities.brbrLong term rental discounts available brbrbrSTR Permit # 077524
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Exceptional(74)

$237.1

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Cozy, comfortable, pet-friendly,1st floor condo in private,wooded Palmetto Dunes

Hilton Head Island, South Carolina, United States

This unit offers privacy and safety in a community surrounded by trees and Spanish moss, with a lovely enclosed courtyard where you can sit and enjoy the tranquility and lovely nature views. This is one of the few units in which the courtyard can be completely closed for privacy and convenience of pets, with gates having been added to the wall surrounding the patio.br br You are less than a mile from the oceanfront, which can be accessed with a parking pass acquired at check-in or by walking or biking the shady trails. A free shuttle service runs from April-Sept. to take you to the beach or across the road to the shops, restaurants, and nightlife of Shelter Cove. Bike rentals are available at a facility within Palmetto Dunes. brbrEverything you need is provided, from beach towels to wi-fi. The condo offers upgraded bathrooms, complete kitchen, cable tv/Roku, and a spacious living room. St. Andrew's offers a wonderful outdoor swimming pool and deck, turtles in the pond nearby, and lovely walking trails. brbrThis unit is pet-friendly with a $ 120 non-refundable pet fee and an agreement that no pets are allowed on the furniture. The beaches of Hilton Head are dog friendly, with dogs allowed on the beach any time of day between Labor Day and Memorial day, while during peak season they are allowed on the beach before 10 a.m. & after 5 p.m. brbrThis condo is truly a gem that provides guests with a relaxing vacation that combines peace and quiet within the environment of St. Andrew's Commons with the convenience of nearby beaches and all that Hilton Head has to offer in the way of shopping, dining, art galleries, movie theaters, and cultural events at the Arts Center of Coastal Carolina just across the road at Shelter Cove. brbrFeel free to contact the owner with any questions about special needs or reservation issues. We try to work with you if you need to re-schedule a reservation, and we try to accommodate specific check-in and departure times if possible. In low season, reservations are accepted for periods of less than a week.brbrPlease note: There is a $35 one-week parking pass fee that is paid to Palmetto Dunes upon check-in at the Pass Office. This allows you access to oceanfront parking and other amenities in Palmetto Dunes & Shelter Cove. The parking pass is $50 if needed for 8-14 nights, or $75-100 for longer stays. brbrPlease note: This is a no smoking rental, including the patio area.
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Exceptional(36)

$593.74

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Oceanfront Villa | Direct Beach Access, Private Pool & Ocean Views

Hilton Head Island, South Carolina, United States

-Private Balcony w/ Ocean + Pool Viewsbr-Complex Poolbr-2 Free Adult Bikes (Valid for stays 3-21 days)brbrWelcome to Sea Cloisters 112,a stunning, 1st floor villa with expansive ocean and pool views. Immerse yourself in the natural splendor of wide sandy beaches and gently breaking surf. Indulge in the luxurious amenities of the private oceanfront pool, exclusive to owners and guests at Sea Cloisters.brbrAccommodations:brThe master bedroom boasts a plush king-size bed, creating a serene retreat for restful nights. The guest bedroom offers a cozy queen and double bed, comfortably accommodating multiple guests. brbrLiving Spaces:brGather around the flat-screen TV for movie nights or your favorite shows. The fully equipped kitchen has everything you need for home-cooked meals, whether it's a family breakfast or a dinner party. Its open layout seamlessly connects the kitchen, dining area, and living room for effortless socializing.brbrOutdoor:brOur villa boasts stairs off the private deck that lead directly to the beach and pool, making it the perfect spot for a relaxing and comfortable family vacation. Both the master bedroom and living room open onto the deck, where you can soak in stunning ocean views and enjoy the refreshing sea breeze. Take advantage of the expansive and private oceanfront pool, exclusively accessible to owners and guests at Sea Cloisters.brbrArea:brSea Cloisters offers an oceanfront escape with wide sandy beaches, gentle surf, and exclusive access to a private oceanfront pool for owners and guests. Enjoy the privacy and tranquility of this prime location, with endless island experiences waiting for you. Our goal is to make this your best vacation yet!brbrWhen you book with Hilton Head Properties R & R, your vacation comes with added perks:br-Complimentary Activities & Equipment: Enjoy two free adult bikes (Valid for stays 3-21 days), two beach chairs (Memorial Day–Labor Day), and daily activities like golf, mini-golf, and a dolphin tour, with coverage for one person for stays of 3–21 nights. Complex Pool & Kids Pool (Not Heated)br-Luxurious Touches: Relax with plush beach towels and first-morning Starbucks coffee to start your day in style. Elevator. Luxury concierge services.br-Prompt Maintenance Support: Our full-time maintenance team ensures a hassle-free stay.br-Thoughtful Amenities: We provide high-quality bedding, bath towels, beach towels, and a starter kit with toiletries, detergents, and paper products to make packing easier. Entry is keyless.brChoose us for a worry-free vacation filled with comfort, convenience, and unforgettable memories. Let us help make your dream getaway a reality!
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Exceptional(14)

$1167.19

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Oceanfront Sea Cloisters Family 3BR Villa • Private Stairs to Beach, Pool & Boardwalk

Hilton Head Island, South Carolina, United States

3 BEDS, 2.5 BATHSbrFirst-floor location for easy accessbrHigh-speed wireless internetbrSteps away from the pool and private beachbrXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)brbrWelcome 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 direct views of the Atlantic Ocean, a large private balcony with stairs to the boardwalk, pool, and easy access to Hilton Head Island's incredible beach.brbrStep inside and discover a freshly upgraded interior featuring new tile flooring, updated cabinets, and comfortable new furnishings designed to make you feel right at home. The spacious living area opens to your private balcony, where you can sip coffee while watching the waves or head right down to the pool and beach—a rare luxury with private stairs leading directly to the sand and sun.brbrThe spacious primary suite is a tranquil escape with a king bed, en-suite bath, flat-screen TV, and its own sliding doors to the balcony and ocean breeze. The second bedroom offers a queen bed, and the third has two double beds—perfect for kids or additional guests. These rooms share a full bathroom, and all are equipped with flat-screen TVs for wind-down evenings. Rainy day Enjoy the collection of DVDs, board games, or a PlayStation 2 with games. High-speed Wi-Fi keeps everyone connected throughout your stay. brbrOutside, enjoy the quiet luxury of Sea Cloisters' private oceanfront pool and kiddie pool, framed by tropical landscaping and sundecks just steps away from your villa. Secure, gated parking and private beach boardwalks make it easy to come and go at your own pace. With a prime mid-island location close to bike trails, golf courses, shopping, and dining, 113 Sea Cloisters offers the perfect blend of convenience, privacy, and coastal charm. Whether you're here for a family beach week, a golf getaway, or just a change of pace, this villa is your front-row seat to Hilton Head Island's magic. Here is some additional information that for you to know about the home:brbrSleeping Arrangements:br​​​​​​​Bedroom 1: 1x King BedbrBedroom 2: 1x Queen BedbrBedroom 3: 1x Double Bed, 1x Bunk BedbrbrFirst FloorbrComplex Pool & Kids Pool (Not Heated)brBig Comfy Beach Towels for Guest UsebrFirst Morning Starbucks CoffeebrKeyless EntrybrbrWhen you choose to stay with Hilton Head Properties R & R, you're not just booking a vacation rental; you're investing in peace of mind and a truly relaxing getaway. Here's what you can expect:br br- Complimentary Rental Equipment & Activities: Take advantage of our complimentary activities, including two free bikes, two beach chairs(Memorial Day - Labor Day), 1 daily round of golf, 1 daily mini-golf round, and 1 daily memorable dolphin tour, adding excitement and value to your stay. Each activity covers the cost for 1 person. (Valid for stays between 3-21 nights).br- Luxurious Touches: Enjoy our big, comfy beach towels and wake up to a fresh brew with our first-morning Starbucks coffee, adding a touch of luxury to your mornings by the sea.br- Prompt Maintenance Support: With a dedicated full-time maintenance team on standby, any unexpected issues can be swiftly addressed, ensuring a hassle-free experience during your vacation.br- Thoughtful Amenities: We provide all properties with essential amenities like bedding, bath towels, and beach towels, so you can pack lighter and enjoy your time without worrying about the small details.br- Starter Supplies: To kickstart your stay, we offer a Starter Supply of toiletries, detergents, and paper products, ensuring you have everything you need for the first few days.brbrChoosing Hilton Head Properties R & R means choosing a worry-free vacation experience filled with comfort, convenience, and unforgettable moments. Book now through our Availability Tab directly online! Reserve your dates today while they are still open and the rates are set. Only 50% DUE at time of reservation! Remaining balance will be due (30) days prior to check. Always feel free to call one of our specialized vacation planners with any questions or to book over the phone. We are here to make your dream vacation a reality!
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Exceptional(19)

$640.0

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Oceanfront 2BR Villa | Pool, Deck & Sweeping Ocean Views

Hilton Head Island, South Carolina, United States

-Private Balcony w/ Ocean + Pool Viewsbr-Complex Poolbr-2 Free Adult Bikes (Valid for stays 3-21 days)brbrWelcome to Sea Cloisters 410, a stunning, 4th floor villa with expansive panoramic ocean and pool views. Immerse yourself in the natural splendor of wide sandy beaches and gently breaking surf. Indulge in the luxurious amenities of the private oceanfront pool, exclusive to owners and guests at Sea Cloisters.brbrAccommodations:brThe master bedroom boasts a plush king-size bed, creating a serene retreat for restful nights. The guest bedroom offers two cozy queen beds, comfortably accommodating multiple guests. brbrLiving Spaces:brThe spacious living room features a plush recliner, perfect for relaxing after a day of island adventures. Gather around the flat-screen TV for movie nights or your favorite shows. The fully equipped kitchen has everything you need for home-cooked meals, whether it's a family breakfast or a dinner party. Its open layout seamlessly connects the kitchen, dining area, and living room for effortless socializing.brbrOutdoor:brBoth the master bedroom and living room open onto a private deck, where you can soak in stunning ocean views and enjoy the refreshing sea breeze. Take advantage of the expansive and private oceanfront pool, exclusively accessible to owners and guests at Sea Cloisters.brbrArea:brSea Cloisters offers an oceanfront escape with wide sandy beaches, gentle surf, and exclusive access to a private oceanfront pool for owners and guests. Enjoy the privacy and tranquility of this prime location, with endless island experiences waiting for you. Our goal is to make this your best vacation yet!brbrWhen you book with Hilton Head Properties R & R, your vacation comes with added perks:br-Complimentary Activities & Equipment: Enjoy two free adult bikes (Valid for stays 3-21 days), two beach chairs (Memorial Day–Labor Day), and daily activities like golf, mini-golf, and a dolphin tour, with coverage for one person for stays of 3–21 nights. Complex Pool & Kids Pool (Not Heated)br-Luxurious Touches: Relax with plush beach towels and first-morning Starbucks coffee to start your day in style. Elevator. Luxury concierge services.br-Prompt Maintenance Support: Our full-time maintenance team ensures a hassle-free stay.br-Thoughtful Amenities: We provide high-quality bedding, bath towels, beach towels, and a starter kit with toiletries, detergents, and paper products to make packing easier. Entry is keyless.brChoose us for a worry-free vacation filled with comfort, convenience, and unforgettable memories. Let us help make your dream getaway a reality!
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Exceptional(12)

$1023.47

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Beachfront Sea Cloisters 3BR w Ocean Views & Private Oceanfront Pool

Hilton Head Island, South Carolina, United States

Sea Cloisters 101br3 BEDS, 2 BATHSbrbrVilla with tasteful coastal decorbrSpacious living and dining areasbrPerfect for a relaxing and peaceful getawaybrShort walk to a beautiful beachbrXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)brbrWelcome to your own piece of paradise at Sea Cloisters! This three-bedroom villa has been designed with your comfort and convenience in mind. All three bedrooms are on the same level, making it easy to access and perfect for families or groups of friends.brBedroom 1 offers a comfortable king bed, while bedroom 2 boasts two double beds - ideal for kids or adults who like their space. Bedroom 3 has a king bed, so there's plenty of room for everyone to get a good night's sleep. Each villa is tastefully decorated with a coastal vibe, so you'll feel right at home.brbrThe villa's spacious, open living and dining areas are perfect for spending time together as a group. You'll find everything you need in the fully equipped kitchen to prepare meals and snacks for your stay. Every living room and master bedroom opens out to a private deck, overlooking the ocean - some even offer views of the ocean and the Sea Cloister pool. All villas have washer and dryers, cable TV, and are completely furnished, so you'll have everything you need for a comfortable stay. And when you're ready to explore the area, the Sea Cloisters location is perfect - just steps from wide sandy beaches, gently breaking surf, and of course, the ocean. Enjoy the expansive and private ocean front pool, exclusively for owners and guests at Sea Cloisters, with its sundecks and lush semi-tropical landscaping. You'll love the privacy this location affords, making it the perfect place to unwind and relax.brbrDuring your visit, if you need restaurant recommendations, tee times, bike rentals, court time, fishing charters, historic tours, beach yoga, a private chef, or anything else, just contact one of our vacation planners at the check-in desk. We're here to help make your stay as memorable and enjoyable as possible. In short, this villa has everything you need for a perfect beach vacation - comfortable accommodations, stunning ocean views, and all the amenities you need for a relaxing stay. Book now and experience the beauty of Sea Cloisters for yourself! Here is some additional information that for you to know about the home:brbrSleeping Arrangements:brBedroom 1: 1x King BedbrBedroom 2: 2x Double BedsbrBedroom 3: 1x King BedbrbrComplex Pool & Kids Pool(Not Heated)brBig Comfy Beach Towels for Guest UsebrFirst Morning Starbucks CoffeebrKeyless Entrybr​​​​​​​No Pets AllowedbrPermit # 053906brbrWhen you choose to stay with Hilton Head Properties R & R, you're not just booking a vacation rental; you're investing in peace of mind and a truly relaxing getaway. Here's what you can expect:br br- Complimentary Rental Equipment & Activities: Take advantage of our complimentary activities, including two free bikes, two beach chairs(Memorial Day - Labor Day), 1 daily round of golf, 1 daily adventures ropes course, 1 daily mini-golf round, and 1 daily memorable dolphin tour, adding excitement and value to your stay. Each activity covers the cost for 1 person. (Valid for stays between 3-21 nights).br- Luxurious Touches: Enjoy our big, comfy beach towels and wake up to a fresh brew with our first-morning Starbucks coffee, adding a touch of luxury to your mornings by the sea.br- Prompt Maintenance Support: With a dedicated full-time maintenance team on standby, any unexpected issues can be swiftly addressed, ensuring a hassle-free experience during your vacation.br- Thoughtful Amenities: We provide all properties with essential amenities like bedding, bath towels, and beach towels, so you can pack lighter and enjoy your time without worrying about the small details.br- Starter Supplies: To kickstart your stay, we offer a Starter Supply of toiletries, detergents, and paper products, ensuring you have everything you need for the first few days.brbrChoosing us means choosing a worry-free vacation experience filled with comfort, convenience, and unforgettable moments. We are here to make your dream vacation a reality!
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$708.91

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Oceanfront Sea Cloisters Villa • Balcony, Pool & Direct Beach Access, Bikes

Hilton Head Island, South Carolina, United States

-Ocean Viewsbr-Remodeledbr-Private Deckbr-Pool AccessbrbrWelcome to Sea Cloisters 108, in Hilton Head's Folly Field area! The villa's coastal charm shines through with neutral floors, renovated bathrooms and kitchen, elegant built-ins, crown molding, and modern appliances. Sea Cloisters is located right on the oceanfront, offering immediate access to the wide sandy beaches, the gentle breaking surf, and the vast expanse of the ocean.brbrAccommodations:brThe master suite features a king bed, TV, private bath, and balcony access, while the second bedroom has two full beds, a TV/DVD player, and direct entry to the main bath with a tub/shower combo.brbrLiving Spaces:brThe living room offers a double sleeper sofa, reading chair, entertainment center with a TV/DVD/CD player, beverage fridge, serving bar, and stunning ocean views. The open dining area seats eight with breathtaking ocean views, and the renovated kitchen comes fully stocked with beach-themed dinnerware, cookware, and utensils—perfect for stylish entertaining.brbrOutdoor:brStep onto the balcony for private beach access. Staying here gives you access to an expansive oceanfront pool with sundecks and lush semi-tropical landscaping.brbrArea:brSea Cloisters is an oceanfront property with wide sandy beaches, gently breaking surf, and of course, the ocean. Our villa provides access to the expansive and private oceanfront pool (for owners and guests at Sea Cloisters only). You will enjoy the privacy this location affords. The experiences on the island are virtually unlimited, and our goal at Sea Cloisters is to make this the best vacation ever!brbrWhen you book with Hilton Head Properties R & R, your vacation comes with added perks:brbr-Complimentary Activities & Equipment: Enjoy two bikes, two beach chairs (Memorial Day–Labor Day), and daily activities like golf, mini-golf, and a dolphin tour, with coverage for one person for stays of 3–21 nights. 2 Adult bikes (for stays 3-21 nights). Complex Pool & Kids Pool (Not Heated)br-Luxurious Touches: Relax with plush beach towels and first-morning Starbucks coffee to start your day in style. br-Prompt Maintenance Support: Our full-time maintenance team ensures a hassle-free stay.br-Thoughtful Amenities: We provide high-quality bedding, bath towels, beach towels, and a starter kit with toiletries, detergents, and paper products to make packing easier. Entry is keyless.brbrChoose us for a worry-free vacation filled with comfort, convenience, and unforgettable memories. Let us help make your dream getaway a reality!
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$486.2

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Condo

Beautiful Spacious Condo walk to Beach & Coligny- Indoor Outdoor Pool, Hot Tub !

Hilton Head Island, South Carolina, United States

New to the rental market - new owner purchased Jan 2026 brbrOcean Walk offers both indoor, outdoor pools, hot tub tennis and pickle ball courts. brbrAmazing 2 bedroom 2 bath, sleeps up to 6 guests with: king, two queens and one queen pull out couch. Full kitchen, washer /dryer in condo, wifi and two living room areas with Big Screen TV's. brbrTerrific location.brbrAmazing 2-bedroom, 2-bath layout spans 1240 sq ft, accommodating up to 6 guests comfortably with a king bed, 2 queen beds. brbrThe kitchen is fully stocked for convenient meal preparation for you and your guests. brbrCondo features washer/dryer located in the condo, WIFI, and two living room areas, and big-screen Smart TVs provide all the comforts of home.brbrThe master bedroom boasts an ensuite bathroom with a king-size bed, while the secondary bedroom offers 2 queen beds. brbrFor your convenience, we provide a beach buggy, chairs, and an umbrella for your leisure by the shore.brbrAs a thoughtful touch, starter packs are provided with essentials such as paper towels, toilet paper, shampoo, soap, dishwasher detergent, and a few snacks.brbrParking is a breeze with free space available for 2 cars per reservation. Please note that pets are not allowed, and reservations must be made by individuals 25 years of age or older. brbrYour privacy is prioritized with an interior entry featuring a security scanner. brbrDetailed check in information will be sent the day prior to arrival. brbrProperty manager on call to answer any questions and address any issues that might arise during your stay.brbrTake advantage of our 10% weekly discounts and 30 % monthly discounts off our already low winter rates Oct thru Feb.brbr Ideal for retired couple who want to escape the cold, across the street from the beach with easy access in and out of the complex.brbrStaying with us at Ocean Walk you'll be a ten minute walk to one of the most beautiful beaches in the world. Miles of white flat beach ideal for jogging, biking, beach combing or strolling. brbrHundreds of fantastic restaurants ranging from gourmet to family dining and take out. The famous Tiki Hut Bar ( beach bar, live music, and volleyball) is right around the corner. Golf, fishing, zip lining, biking, water sports, mini golf, live entertainment the activities are endless.brbrIn addition Celebration Park is around the corner Includes a Band shell, children’s museum, kids waterzone, adventure playground, educational walk along the lagoon and greenspace for public events.brBeautiful bike paths run throughout the island ( bike rentals around the corner from your villa). brbrA public trolley stops at the front entrance to shuttle guests to and from Coligny plaza and the beach.brbrCome enjoy your home away from home.
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