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

Showing 800 Of 2359 Vacation Rentals
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Exceptional(27)

$905.81

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508 Windsor Place-OCEANFRONT 5TH FLOOR PENTHOUSE!

Hilton Head Island, South Carolina, United States

Wow is all you can say when you enter this 5th-floor oceanfront 3 bedroom, 3 bath villa. Located in the heart of the Palmetto Dunes Resort, this beautifully decorated villa has breathtaking panoramic views of the Atlantic Ocean. This villa also boasts a wonderful wrap around balcony that allows you to enjoy spectacular sunsets. Windsor Place offers two large oceanfront pools and a hot tub as well as a large sundeck, poolside restrooms, showers, and a covered pavilion with a grilling area.brbrThis villa is perfect for families or a weekend getaway for two couples. Remember the unit includes 2 free hours of tennis or pickleball at the Palmetto Dunes Tennis and Pickleball Center.brbr**ELEVATOR MODERNIZATION PROJECT NOVEMBER 1ST 2026 THROUGH MARCH 2027- ELEVATOR WILL BE OUT OF SERVICE FOR THE DURATION OF THE PROJECT** brbrTown of HHISTR Permit #26940br brHIGHLIGHTSbr• 2 Free Hours of Tennis or Pickleball Dailybr• Oceanfront Communitybr• Oceanfront View br• Free Wireless Internetbr• 4 TVsbr• Screened Porch plus wrap around balconybr• Gas Grill- CommunitybrbrONSITE AMENITIESbr• Community Pool (Heated Mid March – April, October – November) *Dates Subject to Changebr• Community Kids Poolbr• Community Hot tubbr• Community Grillsbr• Community elevatorsbr• Free Dunes Buggy ride to Shelter Cove Marina (March-October)brbrPROPERTY CONFIGURATIONbr• 3 Bedroombr• 3 Bathsbr• Sleeps 8br• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Bedroom 2 - 1 Queenbr• Bedroom 3 - 2 Twinsbr• 1 Queen SleeperbrbrbrPROPERTY REMINDERSbr• Pets are not allowed.br• Parking passes should be displayed at all times. br• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).
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Exceptional(8)

$1173.02

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Beautiful 3 bed oceanfront villa located on the 4th floor in Palmetto Dunes!

Hilton Head Island, South Carolina, United States

Experience an unforgettable stay at Windsor Court, where luxury meets comfort on the stunning shores of Hilton Head Island. These professionally decorated villas offer the ultimate Hilton Head Island vacation escape, designed for a first-class experience you will remember. Each spacious villa features:brbr Living & Dining Area: Enjoy an open, airy layout perfect for relaxation and entertaining.br Fully Equipped Kitchen: A chef’s dream with everything you need to prepare gourmet meals or casual snacks.br Bedrooms: Choose from 1, 2, 3, or 4-bedroom villas, all elegantly furnished and designed for comfort.brbrThe breathtaking Atlantic Ocean views from your private balcony will be a highlight of your stay. Windsor Court boasts an array of amenities to enhance your vacation experience, including:brbr Oceanfront Pool: Swim in the infinity-edge pool while enjoying stunning ocean views.br Zero-Entry Children’s Pool: A safe, fun space for younger guests.br Playground: Perfect for kids to explore and have fun.br Spa: Unwind and rejuvenate in a serene environment.brbrWhether you are seeking adventure, relaxation, or family-friendly fun, Windsor Court is the perfect spot for your Hilton Head Island getaway. The serene surroundings, beautiful beaches, and top-tier amenities combine to create a vacation experience that exceeds expectations.brbrThis beautiful 4th story premium end unit offers the best ocean views in Palmetto Dunes. The oversized main balcony faces east offering beautiful views of the sunrise. From the point of the balcony, full 270° panoramic views are available. Each of the three bedrooms offers beautiful ocean views. You will absolutely not be disappointed with the views, breeze and ocean sound from this villa!brbrThe impeccably decorated villa offers tastefully furnished décor in a West Indies style. The LIVING AREA has a sleeper sofa with two chairs, a loveseat recliner, a flat screen TV/DVD, stereo and a full-length window with a gorgeous ocean view. The DINING AREA includes seating for six, with additional seating for four in the kitchen’s breakfast nook. The KITCHEN is fully equipped with modern appliances. The LAUNDRY ROOM off the kitchen is equipped with full sized washer and dryer. brbrThe FIRST BEDROOM includes a king bed, flat screen TV/DVD and a private balcony with two chairs and a small table. The private balcony faces south and overlooks the ocean and pool area. The FIRST BATHROOM has a large walk-in shower with multiple shower heads. The SECOND BEDROOM has a two twin beds, flat screen TV/DVD and large windows with a remarkable ocean view. The twin bedroom has private access to the full SECOND BATHROOM which has a walk-in shower as well as a door to access this bathroom from the hall. The THIRD BEDROOM is located off the breakfast table and has a queen bed, a flat screen TV, and a sliding glass door with access to the main balcony. The THIRD BATHROOM has a large single vanity and a tub/shower combo.brbrSpecial touches include a sunroom with a table and four chairs, high speed wireless Internet, cable TV and a wrap around balcony with lots of seating and great Palmetto Dunes ocean views.brbr*Pool heated seasonally check with Island Getaway for dates.br** The outdoor hot tub is currently unavailable.
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Exceptional(126)

$693.87

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Ocean One 411 - Stunning Ocean Views from 4th Floor

Hilton Head Island, South Carolina, United States

Ocean One 411 is an oceanfront VIP condo that sleeps up to 8 people comfortably. Two outdoor balconies provide panoramic views of the Atlantic Ocean over the oceanfront pool. One balcony is off of the living room and the second is off of the oceanside master bedroom. Imagine parking your vehicle when you arrive at Ocean One and being close to so many attractions that you won't need it much for the rest of your stay. After unpacking, stroll out to the balcony and absorb the view. Then, head to the beach or the oceanfront swimming pool. Approximately 11 miles of sandy beach are at your convenience: You can walk, bicycle, swim or just park yourself to relax and watch the surf. You also can take a dip in the large pool. After your time on the beach or pool, guests can rinse off under the outdoor showers located on the complex's private beach walkway. When you get hungry, you can grill your favorite foods on the outdoor gas grills, prepare a meal in 411's kitchen that is stocked with many of the items you would have at your own home. Head out to the numerous restaurants on and off the island if you prefer not to cook. In the evening, you can enjoy the ambiance of a roaring fire at the fire pit area (Open between Labor Day and Memorial Day). Ocean One is a five story elevator building located in South Forest Beach. Among the amenities offered throughout Hilton Head Island, Ocean One is one block from Coligny Beach Market, a quaint downtown area that offers guests a wide selection of restaurants, shopping venues and entertainment for all ages. It's also within walking distance to the Lowcountry Celebration Park where many festivals and outdoor music shows are held. The park has an amazing Children's area called The Sandbox Children's Museum. This up to date VIP property has a 55 flat panel TV in the living room, and each bedroom has a 32 flat panel TV. Two of the three bathrooms have walk-in showers. All showers/bath have grab bars.brThinking of going to the RBC Heritage golf tournament in April Just walk a few steps from Ocean One to the shuttle buses at the Lowcountry Celebration Park for a quick ride to the tournament.
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Exceptional(63)

$276.43

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Forest Beach Villa 411 | Walk to Coligny Beach!

Hilton Head Island, South Carolina, United States

Hilton Head Island will undergo beach renourishment from September 2025 through May 2026 to help preserve the shoreline. During this time, small sections of beach (no more than 1,000 feet at a time) may be temporarily closed to pedestrian access as the project moves along. Plenty of beach will remain open and accessible for you to enjoy throughout your stay.brbrA vacation on Hilton Head Island is all about relaxation and recreation, and Forest Beach Villa 411 allows you relish both to your heart’s desire. The 2-bedroom, 2-bathroom home is just a 5-minute walk to the beach and the Atlantic Ocean, as well as to the restaurants and shops of Coligny Plaza. What’s more, the 2-story villa is mere steps from the complex’s swimming pool and tennis courts, which you can use during your stay.brbrAs for unit 411, it’s just as gorgeous as the impeccably tended grounds of the Forest Beach complex. Take the elevator to the 4th floor and prepare to be delighted as soon as you step inside. The villa was recently remodeled to an impressive standard. The open-plan living/dining area is spacious and bright, with oversize windows and direct access to the balcony. If you’d rather watch tennis than play it, you can do so while enjoying a frosty drink, as the balcony overlooks the tennis courts. And in the evenings it’s a lovely space for pointing out the constellations in the star-studded sky. Bring snacks and friends; the balcony is furnished with 4 chairs and table.brbrJust beyond the beautifully decorated living area is a dining table that seats 6 with room to spare. No doubt you’ll be dining out at least some of the time while you’re here—restaurants serving everything from seafood to pizza are just beyond your front door. Once you see Forest Beach Villa 411’s roomy kitchen, however, you might want to do some cooking yourself. Its stainless-steel appliances, granite countertops, and wealth of cookware, tableware, and elbow room are sure to spur you to new culinary heights.brbrAlso on the main level of Forest Beach Villa 411 is the primary suite. Beneath a towering ceiling, this luxurious space boasts a king-size bed and a 40” flat-screen TV with DVD player and cable. Sliding glass doors open onto the balcony, so you can savor a moonlit nightcap with your sweetheart before turning in. The private bathroom is just as pampering; its large walk-in shower includes 3 showerheads for a spalike experience.brbrThe 2nd bedroom and bathroom are located upstairs, on the loft level. With a queen-size and a twin bed, this bedroom can sleep 3, making it well suited for the kids or for parents who want to be in the same room as their little one. This bedroom has its own 40” flat-screen TV. The attached bathroom includes a combination shower/tub.brbrIn addition to the 2nd bedroom and bath, the loft features a cozy sitting area with yet another 40” flat-screen TV plus Blu-ray player. Furnished with an armchair and a sofa, this is a great spot for enjoying quiet time, whether that means reading, watching a movie, or surfing the web via the free WiFi. The downstairs sofa opens into a queen-size bed on the main floor’s living area couch, enabling Forest Beach Villa 411 to sleep up to 7 people.brbrWhen you arrive at Forest Beach Villa 411, you’ll find the beds perfectly made up, more than enough clean towels in the bathrooms, and extra bedding ready and waiting—no need to bring your own linens. In fact, you can pack lighter than usual, as the unit has its own washer and dryer.brbrBe sure to bring a swimsuit, though. A splash in Forest Beach’s pool is a great way to cool off after playing tennis, pedaling the island’s miles of bike trails, or golfing at one of the many nearby courses. Or perhaps you’d rather swim, paddleboard, bodysurf, parasail, canoe, or kayak right in the Atlantic, just 4 blocks away; afterward, you can search the beach for seashells or the waves for whales and dolphins.brbrFor a great vacation, you need a great place to stay in a great location. Forest Beach Villa 411 is that place. Book your stay today, and get ready to make the most of the Hilton Head lifestyle.
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Exceptional(39)

$565.94

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435 Shorewood - Oceanfront Views, Heated Zero Entry Pool, Spa & Kiddy Pool

Hilton Head Island, South Carolina, United States

10/30/2025 UPDATE**** Elevator will be replaced November 2026 and will take about 4 Weeksbrbr435 Shorewood is a lovely 3 bedroom, 3 bath 4th floor villa offering spectacular direct oceanfront views and a large private balcony! With the length of the balcony encompassing the entire length of the property, it boasts some of the most amazing views from one of the largest outdoor deck areas on Hilton Head Island. Enjoy relaxing on the large balcony overlooking the Atlantic Ocean with your morning coffee and watching the amazing sunrise. brbrThe kitchen is equipped with with all the necessities, beautiful granite countertops, stainless steel appliances and opens to the dining area that seats six. The living room is light and bright and comfortably furnished which features a large TV and sleeper sofa. The master bedroom is furnished with a king bed, en-suite bath and balcony access. The second bedroom has a queen bed and en-suite bath. The third bedroom has two twins and shares the hall bathroom. The Shorewood Complex is in the highly desirable Forest Beach area, and is within walking distance to the must see destination Coligny Plaza which offers over 60 shops and restaurants. brbrIn addition to your bed and bath linen set up, The Vacation Company provides beach towels for your stay. So that is one less thing you need to pack!brTown of HHI STR Permit # 40666brHIGHLIGHTSbr• Oceanfront Gated Communitybr• Ocean Viewbr• Free Wireless Internetbr• 4 TVsbrbrONSITE AMENITIESbr• Zero Entry Pool (Heated March-April and October-November) *Dates Subject to Changebr• Spa (Heated Year-Round)br• Kiddie Poolbr• Community elevatorsbrbrPROPERTY CONFIGURATIONbr• 3 Bedroomsbr• 3 Bathroomsbr• Sleeps 8br• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King (New mattress as of 9/2025)br• Bedroom 2 - 1 Queen (New mattress as of 9/2025)br• Bedroom 3 - 2 Twinsbr• Living Room -1 Queen Sleeper SofabrbrPROPERTY REMINDERSbr• Pets are not allowed.br• This property does not have a land line.br• Parking passes will be on the kitchen counter upon your arrival and should be displayed at all times. Parking is limited to 2 passes per villa. br• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).
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Exceptional(32)

$558.41

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412 Captains Walk- OCEANFRONT AND BEAUTIFUL!

Hilton Head Island, South Carolina, United States

This oceanfront villa looks out across a private boardwalk through the Palmetto trees to the soothing Atlantic Ocean. Located on the 2nd floor in the Captain’s Walk complex of Palmetto Dunes, this villa offers 3 bedrooms and 3 bathrooms. The patio is the perfect spot to listen to the calming ocean waves. brbrThe king master suite offers relaxing ocean views and a private bathroom. The second king bedroom also has an en-suite bathroom. The third bedroom contains one queen bed and one twin bed. This bedroom shares a full bathroom, with a tub/shower combination, with the hall. This villa is the perfect location to create memories on Hilton Head Island!brbrTown of HHISTR Permit #26944brbrHIGHLIGHTSbr• Oceanfront Communitybr• Ocean View br• Free Wireless Internetbr• 4 TVsbrbrONSITE AMENITIESbr• Outdoor Pool (Heated October - November 30th and March 15th – April 30th) *Dates Subject to Changebr• Kiddie Poolbr• Community Grillsbr• Community Elevatorsbr• Free Dunes Buggy ride to Shelter Cove Marina (March-October)brbrPROPERTY CONFIGURATIONbr• 3 bedroomsbr• 3 bathroomsbr• Sleeps 8br• Washer/ Dryerbr• KEURIG Coffee makerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Bedroom 2 - 1 Kingbr• Bedroom 3 - 1 Queen and 1 Twinbr• Living Room - 1 Queen Sleeper Sofa brbrPROPERTY REMINDERSbr• Pets are not allowed.br• Parking passes should be displayed at all times. br• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).
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Exceptional(40)

$1162.65

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PENTHOUSE 5 at SeaCrest - Oceanfront 4 Bedrooms & Beautiful!

Hilton Head Island, South Carolina, United States

**Maintenance Project** br-The smaller outdoor pool in front of Building 3 is closed until further notice. All other onsite amenities are open. br-Elevator 3 is being modernized and will be out of service until further notice. There is a stairwell next to this elevator for guest's use or guests can use the elevators located at building 1 to access buildings 2 and 3.brbrExperience ultimate coastal living at SeaCrest Penthouse 5! This stunning, newly renovated 5th-floor oceanfront villa offers 4 spacious bedrooms and 4 luxurious bathrooms, blending modern elegance with unparalleled comfort. Each bathroom is designed with coastal-inspired finishes, featuring walk-in showers and high-end accents.brStep into a large, open living area with breathtaking panoramic ocean views. The space opens onto a spacious deck with an outdoor dining table that seats six—perfect for enjoying meals with an ocean breeze. A spiral staircase leads to *Pelican's Perch*, a private top-floor balcony that offers even more sweeping ocean vistas.brThe chef’s kitchen is a culinary dream, featuring custom cabinets, polished granite countertops, and a bar-height counter with seating for six. It’s equipped with a double oven, 5-burner stove, wine cooler, and a Keurig coffee maker, making it ideal for preparing meals and entertaining.brThe villa’s 4 bedrooms are located on the main level, including a master suite with spectacular ocean views and direct access to the balcony.brbrSeaCrest Penthouse 5 is ideally located in North Forest Beach, within walking distance to Coligny Beach Park. This popular spot features water fountains, oceanside swings, and restrooms, making it a family-friendly destination. You’ll also be just steps away from Coligny Plaza, where you can explore over 60 shops, restaurants, a movie theater, and seasonal entertainment. For outdoor activities, Lowcountry Celebration Park is just a 3-minute bike ride away, offering recreational activities, playgrounds, and beautiful views.brbrExperience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island. br* Valid for bookings that are booked on or after 6/28/2025brbrTown of HHI STR Permit #75972brbrHIGHLIGHTSbr• Oceanfront Resortbr• Ocean View br• Free Wireless Internetbr• 5 Smart TVsbrbrONSITE AMENITIESbr• 2 Outdoor Pools (1 Pool Heated in March & April) *Dates Subject to Changebr• Outdoor Hot Tub (Open March - November) br• Outdoor poolside bar (open seasonally)br• Indoor resistance poolbr• Indoor heated spa br• Fitness Center br• Community elevators located in the parking garagebrbrPROPERTY CONFIGURATIONbr• 4 bedroomsbr• 4 bathrooms br• Sleeps 10br• Washer/ Dryerbr• Fully Equipped Kitchen brbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Bedroom 2 - 1 Kingbr• Bedroom 3 - 1 Kingbr• Bedroom 4 - 2 Twinsbr• 1 Queen Sleeper Sofa (located in the master suite)brbrbrPROPERTY REMINDERSbr• Pets are not allowed.br• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).br• Parking passes will be on the kitchen counter upon your arrival and should be displayed at all times. Parking is limited to 2 passes per villa.brVirtual Tour Url: https://my.matterport.com/show/ m=eHdvpwnfHyk
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Exceptional(2)

$224.12

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Beachfront Villa W/ Pool & Tennis Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbrC132 Hilton Head Beach and Tennis — Escape to coastal paradise at Hilton Head Beach and Tennis Resort! Enjoy direct beach access, poolside lounging, and tennis matches. Unwind in a sunny one-bedroom condo with a private balcony, fully equipped kitchen, smart TV, and WiFi. Explore nearby attractions like Folly Field Beach Park and Harbour Town Golf Links. Your seaside retreat awaits! Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbrbrbrThe Space:brbrIndulge in coastal bliss at this charming beach condo nestled within Hilton Head Beach and Tennis Resort! With direct beach access, refreshing poolside lounging, and thrilling tennis matches, your seaside escape awaits.brbr brbr Step inside your sunny sanctuary, boasting a welcoming one-bedroom layout, perfect for unwinding after a day of coastal adventures. The private balcony beckons for leisurely mornings with coffee in hand or sunset soirées with your favorite cocktails. Whip up delectable meals in the fully equipped kitchen, with modern appliances for effortless culinary creations and a dishwasher for hassle-free cleanup. As night falls, sink into relaxation in the cozy living room, where a smart TV promises endless entertainment. Plus, stay connected with complimentary WiFi and stay cool with central air-conditioning.brbr brbr Elevate your beach retreat with effortless access to nearby attractions, including Folly Field Beach Park just a leisurely stroll away. Explore the natural wonders of Fish Haul Beach Park or immerse yourself in the area's rich history at the Coastal Discovery Museum. For a day of seaside fun, head to Coligny Beach Park or tee off at the prestigious Harbour Town Golf Links before marveling at the iconic Harbour Town Lighthouse.brbr brbr Seize the opportunity for carefree coastal living at C132 Hilton Head Beach and Tennis—your gateway to relaxation and adventure awaits!brbr brbr This rental is located on floor 1.brbr Laundry facilities (coin-operated) are on-site but not located in the villa.brbr brbr Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr BR 1 - 1 Queen Bedbrbr Hallway - 2 Kids Bunksbrbr LR - 1 Queen Sleeper SofabrbrbrbrSTR Permit # 53898brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrFolly Field has a variety of family and individual activities including natural beaches, tennis, biking trails and so much more.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.
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Exceptional(3)

$228.94

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Beachfront Villa W/ Pool & Tennis Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbrB246 Hilton Head Beach and Tennis — Escape to coastal paradise at Hilton Head Beach and Tennis Resort! Enjoy direct beach access, poolside lounging, and tennis matches. Unwind in a sunny one-bedroom condo with a private balcony, fully equipped kitchen, smart TV, and WiFi. Explore nearby attractions like Folly Field Beach Park and Harbour Town Golf Links. Your seaside retreat awaits! Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbrbrbrThe Space:brbrPicture this: you, lounging on the balcony of this stylish beach resort condo, sipping your morning coffee as you watch the world wake up. Ah, the sweet smell of vacation!brbr brbr Now, let's talk perks. This Hilton Head Island Beach and Tennis Resort gem isn't just your average getaway spot. It's your ticket to prime island living, with the beach, trails, and top-notch golf just a stone's throw away. And did we mention the pool and tennis courts right on site Game on!brbr brbr Inside, the vibe is bright, updated, and oh-so-coastal chic. Gather your crew in the open-plan living space for post-adventure hangouts, or take the party outside to the private balcony—the ultimate spot for sunset cocktails and sea breeze therapy.brbr brbr Hungry No problem. The kitchen has all the essentials for whipping up beachside feasts, from a four-burner stovetop to a dishwasher for easy cleanup. And when it's time to unwind, kick back in the living room with your favorite shows streaming on the smart TV.brbr brbr With free WiFi, central air-conditioning, and shared laundry facilities for added convenience, all that's left for you to do is pack your bags and hit the road. Island living awaits at B246 Hilton Head Beach and Tennis – book now and let the fun begin!brbr brbr Laundry facilities (coin-operated) are on-site but not located in the villa.brbr brbr Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr BR 1 - 1 Kingbrbr Hallway - 1 Kids Bunk Bedbrbr LR - 1 Queen Sleeper SofabrbrbrbrSTR Permit # 70644brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrFolly Field has a variety of family and individual activities including natural beaches, tennis, biking trails and so much more.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.
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Exceptional(97)

$245.79

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Fabulously Updated 2-Bedroom, 2-Bathroom Condo With Beach Access

Hilton Head Island, South Carolina, United States

Enjoy all of Hilton Head Island from our perfectly located and freshly renovated villa at the Hilton Head Resort. With a complete professional renovation including high-end finishes, fixtures, and furnishings! This 2-bedroom, 2-bathroom villa sleeps 6 guests comfortably, 4 adults maximum per resort rules. brThe open concept beach-modern kitchen features stainless appliances, white shaker cabinets, quartz countertops, tile backsplash, under cabinet lighting, and is stocked with kitchen essentials to cook up a nice meal or prepare a quick snack. brThe primary bedroom has an inviting queen size bed and the 2nd bedroom has a full bed and twin bunk beds. Both bedrooms offer ample dresser and closet space and each bedroom has a new wall-mounted smart tv. brThe en suite primary bathroom and second bathroom were thoughtfully designed with proper lighting, tile floors, tile baseboard, tile surrounds, tile backsplashes, vanities with storage, and plenty of hooks for clothing and towels.brThe dining, living, and balcony areas offer plenty of comfortable seating and are perfect to enjoy a meal, unwind, play board games, and enjoy the peaceful view. The living room features a leather pull-out couch, ceiling fan, and wall mounted 55” smart tv. brAt the foyer you’ll find plenty of hooks and space for your beach, golf, and tennis gear. The beach wagon is very convenient and is available for guests’ use (beach wagon and beach chairs can be found in the storage unit under Building 2). brThe Hilton Head Resort is a gated community with private beach access. The boardwalk to the beach is a short stroll (approximately 1600 ft) that also leads to Coco’s On The Beach, an enjoyable and refreshing beachfront bar & grill. There are many amenities within the resort including a well-stocked deli & convenience store, two outdoor pools, an indoor pool, an indoor hot tub, sauna, fitness facility, indoor running track, 6 lighted tennis courts, outdoor grills, and on-site laundry. Up to two on-site parking passes are included with your stay and bicycle racks are readily available. brNo pets of any kind for any reason due to severe health complications in our family. Thank you for being respectful.brSTR Permit #: 029293
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$241.1

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Beachfront Villa W/ Pool & Tennis Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbrB245 Hilton Head Beach and Tennis — Escape to coastal paradise at Hilton Head Beach and Tennis Resort! Enjoy direct beach access, poolside lounging, and tennis matches. Unwind in a sunny one-bedroom condo with a private balcony, fully equipped kitchen, smart TV, and WiFi. Explore nearby attractions like Folly Field Beach Park and Harbour Town Golf Links. Your seaside retreat awaits! Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbrbrbrThe Space:brbrEscape to a charming villa at the Hilton Head Island Beach and Tennis Resort and experience the ultimate beachside bliss! Enjoy direct beach access, pedestrian trails, and world-class golf courses just moments away. The resort offers a range of leisure facilities including a pool and tennis courts, providing endless on-site entertainment.brbr brbr Inside, the bright and beach-themed interior welcomes you with an open layout perfect for group gatherings after each day's adventures. Step onto your private balcony, ideal for savoring morning coffee or evening cocktails against a backdrop of sea breezes. The full kitchen is well-equipped for at-home cooking, complete with all major appliances, including a dishwasher for effortless cleanup. In the evenings, unwind in the living room while streaming your favorite shows and movies on the smart TV. Enjoy modern comforts like free WiFi and central air-conditioning, with shared laundry facilities available for added convenience.brbr brbr Escape to carefree coastal living at B245 Hilton Head Beach and Tennis and make unforgettable memories on Hilton Head Island!brbr brbr Explore nearby attractions such as Folly Field Beach Park and Fish Haul Beach Park, or venture further to discover the Coastal Discovery Museum and Coligny Beach Park. With Harbour Town Golf Links and Harbour Town Lighthouse within easy reach, your days will be filled with excitement and adventure.brbr brbr Don't miss out on this idyllic retreat – book now and experience the ultimate Hilton Head getaway!brbr brbr Laundry facilities (coin-operated) are on-site but not located in the villa.brbr brbr Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr BR 1 - 1 Queen Bedbrbr Hallway - 1 Kids Bunk Bedbrbr LR - 1 Queen Sleeper SofabrbrbrbrSTR Permit # 62420brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrFolly Field has a variety of family and individual activities including natural beaches, tennis, biking trails and so much more.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.
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Exceptional(1)

$389.4

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3109 Windsor Court South is a 1 BR/2BA Oceanfront/Pool Front on the First Floor

Hilton Head Island, South Carolina, United States

New listing in the Bradley Beach Side Properties, LLC Portfolio, October 1, 2025. The hot tub at this property is currently out of service. brPets are not allowed in this building by rental guests.brbrExperience an unforgettable stay at 3109 Windsor Court South at 57 Ocean Lane, where luxury meets comfort on the stunning shores of Hilton Head Island. These professionally decorated villa offers the ultimate Hilton Head Island vacation escape, designed for a first-class experience you will remember. The spacious villa features:brbrGPS Address is 57 Ocean Lane, Hilton Head Island, SC 29928brCondo #3109, First Floor. brbrLiving & Dining Area: Enjoy an open, airy layout perfect for relaxation and entertaining.brFully Equipped Kitchen: A chef’s dream with everything you need to prepare gourmet meals or casual snacks.brbrThe breathtaking Atlantic Ocean views from your spacious balcony will be a highlight of your stay. Windsor Court boasts an array of amenities to enhance your vacation experience, including:brOceanfront Pool: Swim in the infinity-edge pool while enjoying stunning ocean views.brZero-Entry Children’s Pool: A safe, fun space for younger guests. The pools are heated Mid March to April 30 and Mid October to November 30. The hot tub is open year-round.brPlayground: Perfect for kids to explore and have fun.brSpa: Unwind and rejuvenate in a serene environment.brbrIt’s all about location when you’re on the island, and if it’s gorgeous ocean views that you are looking for, 3109 Windsor Court South is the villa for you! From the moment you step inside, you will become instantly captivated by the breathtaking, panoramic views of the beautiful dunes and sandy shores of the Atlantic Ocean. This oceanfront jewel offers unobstructed ocean views from virtually any location in the villa. brbrDesigned and professionally decorated with your comfort and relaxation in mind, this beautiful villa features European-style furnishings, subtle welcoming paint colors, plush carpet, Italian tile, and uniquely beautiful appointments and accessories. You are sure to feel right at home in this relaxing oceanfront villa. | | Step into the open foyer, leading to the fully equipped kitchen boasting new stainless steel appliances and granite countertops throughout. Whether you are cooking a holiday meal for the entire family or enjoying a light afternoon snack, all the requisite amenities are within reach. The dining area comfortably seats four while floor-to-ceiling mirrors reflect and enhance the ever-changing ocean scenery outside. With a spacious living room overlooking the beautiful Atlantic Ocean, you’re sure to enjoy the tranquility of this villa’s relaxing coastal décor inside and out. Newly appointed and fully equipped with a memory foam sleeper sofa and plenty of seating and a 46 Samsung HDTV with Blu-ray disc/DVD player and smart network, this open living room makes for a great night-in with family and friends!brbrAt the end of a long day on the beach, refresh and relax your mind and body in the tranquility of the newly decorated master suite with its Danish style furnishings, king-size bed, 32 Toshiba HDTV, large walk-in closet and luxurious private bath with both a Jacuzzi tub and separate shower. Wake up to stunning ocean views and a spectacular sunrise without ever leaving the comforts of your bed in the morning!brbrNot a single detail has been overlooked in this gorgeous Palmetto Dunes villa. Guests return year after year as a result of the thoughtfulness and exceptional attention to detail in this relaxing beach retreat in the heart of Hilton Head Island. Incredible ocean views and direct beach access are sure to make for an unforgettable vacation.brbrAdditional features Include:brElevator from the ground garage floor or stairs to unitbrAll linens and towels are provided brMr. Coffee MakerbrKeurig Coffee Makerbr2 Slice ToasterbrBlenderbrIronbrIroning BoardbrHair DryerbrMicrowavebrDishwasherbrIce Makerbr4 King PillowsbrHangers brSofa Bed Sheets/Blanket/2 Standard PillowsbrCleaning Supplies Under the SinkbrVacuum Cleaner/Mop/Broom/DustpanbrWasher/Dryer brSecure Complimentary WIFIbrQueen Size Sofa Sleeper in LR with memory foam mattressbrSpacious Ocean View Balcony with Table and Four ChairsbrStarter toilet paper, paper towels, soap, shampoo/conditionerbrLuggage Carts in Garage brFour Beach Chairs/UmbrellabrBike Racks in Garage brbrLava 24 Fitness is a gym located just outside the entrance into Palmetto Dunes. br811 William Hilton Pkwy Ste Bbr843 842 3225brLava24.combrbr*Pool heated seasonally Mid March-April 30, Mid October-November 30. * hot tub is open year-round. brbrGate Fee: This property is located inside the private gated community of Leamington within the Palmetto Dunes Oceanfront Resort. Two vehicle passes will be called in for you to purchase at the pass office drive-in window.brThere is a $35 weekly gate fee per vehicle based on the length of your stay. This fee is due to the private gated resort security.brbrBeach Chairs and Umbrella Rentals:brShore Beach Services (on the beach)brHours: 9am - 5pm. Sunday - SaturdaybrBeach Season: Last week in March - late October, weather permitting. Two chairs are available for your use inside the condo.
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Exceptional(2)

$770.0

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Hilton Ocean Oak Resort! 2 bed/2 bath suite w/ balcony & kitchen! Book now!

Hilton Head Island, South Carolina, United States

Concierge Realty is proud to present luxury villas at Hilton Ocean Oak!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. brbrPaying homage to the sweeping landscape of grand live oaks that dot Hilton Head Island, Ocean Oak Resort by Hilton Grand Vacations Club is a new oceanfront property offering the best of low country luxury located within minutes of the exceptional golf and tennis, nature excursions, boating and beach activities, and wealth of restaurants this barrier island is known for.brbrThis luxurious two-bedroom, two-bathroom suite with balcony features a master suite with king-size bed, full tub, and separate walk-in shower; a second bedroom with two full-XL beds, bathroom with walk-in shower (full roll-in shower available in Accessible Units); dining room; kitchen with upgraded stainless appliances; and a queen-size sofa bed in the living room. The suite also includes a 65 wall-mounted flat-screen TV, ceramic wood tile flooring and tile bathrooms, lighted mirrors in both bathrooms, and stacked washer and dryer (side-by-side in Accessible Units). 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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$190.65

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⭐ Upgraded peaceful villa ⭐ 7 min walk to the beach

Hilton Head Island, South Carolina, United States

- 757 sq ft condo on the 2nd floorbr- Key-less entrybr- Private balconybr- Two pools (warmed in the winter and cooled in the summer)br- Two hot tubsbr- 10 tennis court free to usebr- 2 racket ball courts free to usebr- TV in each bedroom and living with Spectrum cable and Rokubr- Kids playground in front of the condobr- Community center with corn hole games, ping pong tables and morebr- 7 minutes walk to the beach via private accessbr- Fully stocked and equipped kitchenbr- Baby crib and toys available in the condobr- Onsite secured parking for 2 carsbr- Extremely safe gated community with 24/7 controlled accessbrbrFully equipped kitchen including microwave, dishwasher, kettle, coffee maker, toaster, stove/oven and a huge fridge. On site washer and dryer with free detergent. brbrOther items included in the villa and free to use: beach toys, beach umbrella, beach trolley, children`s toys, board games, books, magazines and puzzles.brbrIf you are looking for baby or toddler equipment such as a stroller or full size crib, we provide a service that will deliver those items right to the door for a small cost. Just follow this link: https://www.babyquip.com/a/fd9ej1brbrTelevision + DVD player + Roku available in each bedroom and living room.brbrBalcony includes 2 chairs and a coffee table.brbrEntire space plus complex amenities is included in this rental. Please, make yourself at home.brbrWe are available by phone or email 24/7. brbrAll long term guests (30 nights or more) will receive a welcome box.brbrOur area is very quiet and tucked in away from the hustle and bustle. It is very strategically located: you can walk to the beach in 7 minutes or bike or drive in 2 minutes! brbrA few of our favorite things to do here are: brHeading out for a bike ride - the paths are great and it`s such an easy way to see the island and let your worries melt away. The closest and best rated bike rental is Island Life Bike Rentals. You can even have them deliver!brbrColigny plaza has a little playground, games set up, a beautiful walking area and lots of cute shops. We are just a 15 minutes drive away. This area also has a beach access with convenient rinse stations.brbrShelter cove town center- it has a great playground and is beautiful for sunset family photos! There are some really tasty restaurants there with outdoor seating and ice cream shops, and shopping.brbrHarbor town is also really cute. There is a center stage area we have occasionally seen magicians or kid friendly performances. It is nice to wander down and check out the boats or stop in for a bite to eat.brbrWe also love to hike in Seapines Forest Preserve. Pack a lunch, bug spray, comfortable shoes and a camera!brbrUber and Lift are also available on the Island.brbrIf any problem arise, we will make it our TOP priority and get it resolved ASAP. We have an extended list of trustful and competent contractors ready to help.
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$318.8

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Pet Friendly Updated 2 BR Shelter Cove Pool & lagoon Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Updated nice Pet Friendly Wonderful pool and lagoon views with updated luxury 2 BR condo at Anchorage in Shelter Cove. Enjoy all the great restaurants and shops in Shelter Cove with fireworks on Tuesdays in the summer. Kitchen is fully stocked with all you need to prepare meals or snacks for the family. King bed with en suite full bath and guest room has queen and a twin bed with full bath in the hallway. Living room has fold out couch so condo can sleep six people comfortably. Beach access thru Palmetto Dunes via your car, bike or you can take the shuttle that runs from Shelter Cove. Your vacation rental includes bike rentals and beach gear with your stay. 7417 Anchorage is professionally managed and operated by Hilton Head Vacations, Inc, a locally owned company. Pets under 50 pounds are allowed, one pet is $175 and two pets are $295brbrShelter Cove has many restaurants like San Miguels Mexican Cafe overlooking the harbour with nightly entertainment. Elas Grille is an upscale restaurant featuring great seafood and steaks. Buccis is a local waterfront sports bar and Scotts Fish market has great seafood. The Bagle shop can fill your breakfast needs too. Kroger and Belk are only a minute away in the Shelter Cove Town Centre and another six restaurants are in that area. brbrHilton Head offers over 30 golf courses, 117 miles of bike paths, 17 miles of beautiful beaches and over 250 restaurants. Come enjoy a great vacation, stay a week a month or for the rest of your life. We look forward to having you stay with us. Please book online and we will send you a secure reservation. Please check your spam too if you have a g mail account for your confirmation and check in information. Welcome to Hilton Head IslandbrbrYour Hilton Head Island vacation just got even better with our brand-new VayKLife Bike Rentals and Beach Gear Included program! For all new bookings 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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$735.9

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Marriott Grande Ocean- Gorgeous Two Bedroom Villa!

Hilton Head Island, South Carolina, United States

Concierge Realty is proud to present luxury villas at Marriott's Grande Ocean!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.brbrSituated on the brilliant beaches of Hilton Head, SC is Marriott's Grande Ocean. Surrounded by unrivaled amenities, these villas provide the perfect starting point for a family vacation, golf getaway or weekend escape. Enjoy nearby activities such as horseback riding, jet skiing, championship golf courses, and more.This Hilton Head island resort also offers a fitness center, and a scenic pool overlooking the ocean. Explore Marriott's Grande Ocean and discover the unique beauty of South Carolina.brbrEach of our vacation rentals feature a variety of amenities to make your stay more enjoyable. This Hilton Head island resort also offers a fitness center, and a scenic pool overlooking the ocean. Explore Marriott's grande ocean and discover the unique beauty of South Carolina.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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$341.0

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Flip Flop Paradise-Steps to the Sand! Free Bikes

Hilton Head Island, South Carolina, United States

Stylish, sunny, and just steps from the beach! This beautifully renovated villa features ocean views from the balcony, a sleek granite kitchen, and all-new furnishings. Sleep comfortably with a queen bed in the bedroom, a fold-out sleeper in the living room, and cozy bunks for small children in the hall. Enjoy smart TVs in both the living room and bedroom. Walk to Coligny Plaza, the Tiki Hut, shops, and dining. Beach chairs and 2 bikes included for the perfect island escape!brbrSeaside is a gated-oceanfront complex in the heart of Hilton Head's main beach, but just far enough that the beach is not overcrowded. We are about 2 blocks from Coligny Plaza and Lowcountry Celebration Park is right across the street and is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year. brProperty offers: Pool, Beach showers, Sundeck and BBQ/Picnic area onsite. Gated Beach access in the middle of the property.brbrAs longtime Hilton Head locals, we've been owning and renting condos here since 2002. We own several villas in the complex and personally manage a few others, ensuring top-notch hospitality. Living on the island means we're always nearby if you need anything—or just a great restaurant recommendation! We have a great cable package that includes HBO Max, Hulu, ESPN, Peacock, Paramount Plus, AMC Plus, Disney and the Tennis channel.brbrCan only occupy 1 parking spot. There are spots under the building that can hold 2 vehicles, but all parking is 1st come. Only 1 parking permit will be issued, don't block anyone in.brbrHilton Head Permit # 073442
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