Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 1800 Of 6408 Vacation Rentals
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$174.62

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Condo

HH Beach & Tennis C340 | Upgraded, Ocean View

Hilton Head Island, South Carolina, United States

Welcome to Hilton Head Beach & Tennis – Ocean Villas C340, a thoughtfully designed one-bedroom, one-bath condo set within a beachfront resort on Hilton Head Island. Located on the third floor, this upgraded retreat offers inviting ocean views from your private balcony—perfect for starting your day with coffee or unwinding after time in the sun.brbrInside, the open-concept living, dining, and kitchen area is bright, comfortable, and designed for easy coastal living. The living room features a queen-size sleeper sectional, Smart TV, and direct access to the balcony, where you’ll find a table and chairs for relaxed outdoor dining. Grab the provided beach chair and head straight to the sand for a day by the water. The kitchen is fully equipped with everything you need for meals in, while the dining table with bench and chair seating comfortably accommodates four.brbrThe primary bedroom offers a plush queen bed for restful nights, and built-in twin bunks in the hallway provide a fun and convenient space for kids.brbrAs part of the Hilton Head Beach & Tennis Resort, guests enjoy access to a large oceanfront pool, on-site dining, tennis courts, and more—all just steps from the beach. Located mid-island, you’re also close to local shops, restaurants, and bike paths to explore.brbrBook your stay at Ocean Villas C340 today and experience the ease of a true beachfront getaway.brbrHilton Head Island STR0077304
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Bath 1

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Sleep 6

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Exceptional(4)

$315.6

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Condo

188 Evian Luxury Getaway in Shipyard Plantation.

Hilton Head Island, South Carolina, United States

A luxury villa in Shipyard Plantation. With a gorgeous lagoon and golf view. This first floor villa includes double master suites and a beautiful open concept gourmet kitchen! A truly spectacular updated villa to which no space went unnoticed. Enjoy a low-key island getaway with your family.brbrThe villa provides two master suites with king-size beds and en-suite bathrooms. The baths are completely updated with upscale sinks, new vanities, inlaid tile showers, and rain shower heads. One master suite has a wonderful view of the lagoon and the Shipyard Golf Course. You will see once you arrive, it's the perfect location, only seconds to the pool and tennis courts.brbrTown of HHI STR Permit #25824brbrHIGHLIGHTSbr• Golf Course Communitybr• Golf Course Viewsbr• Free Wireless Internetbr• Free Tennis -Onsite br• 3 TVsbr• Electric Outdoor Grillbr• SHIPYARD BEACH SHUTTLE - The shuttle runs Memorial Day Weekend through Labor Day Weekend. brWristbands are required to ride the shuttle. 4 wristbands will be provided with your rental, and any additional wristbands can be purchased with a QR Code, which will be inside the rental property. Please note that guests are responsible for purchasing any replacement wristbands if original wristbands are lost or misplaced during their stay. brbrNEARBY AMENITIESbr• Onsite Community Poolbr• Onsite Tennis Courtsbr• Brigantine Golf Coursebr• Van Der Meer TennisbrbrPROPERTY CONFIGURATIONbr• 2 Bedroomsbr• 2.5 Bathsbr• Sleeps 4br• 2-Zone Wine Coolerbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Bedroom 2 - 1 KingbrbrPROPERTY REMINDERSbr• Pets are not allowed in this property and Electric Bikes are not allowed in Shipyard Plantation.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).br• Maximum of 3 car passes per reservation
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Bath 2

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Sleep 4

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Exceptional(14)

$2472.04

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Private Vacation Home

57 Dune Lane-Oceanfront -Private Beach Access, Private Pool, Elevator & MORE!

Hilton Head Island, South Carolina, United States

As one of our premier estates in our signature Lowcountry Manor Collection, this magnificent oceanfront home has unobstructed views of our beautiful Hilton Head beaches. This seaside paradise is perched on the dunes in North Forest Beach. The home features 7 bedrooms, 7.5 baths, multiple living areas, ocean view balconies with every bedroom, a wrap-around terrace, a private beach path, and a private pool and spa. The open floorplan boasts a gourmet kitchen and a beautifully appointed dining room, with two living areas and dramatic ocean vistas through the two-story wall of windows. brbrThe bedrooms on the main level include an oceanfront master en-suite with a balcony, a king en-suite with a balcony, and a queen en-suite with a balcony, all designed with comfort and luxury in mind. The upper floor features a second kitchen with a lovely sitting and game area overlooking the lower floor with the same fantastic ocean view! Two stunning oceanfront master en-suites, a bunk room, and a double queen en-suite are also on this floor. It all adds to plenty of indoor and outdoor space to host a private event or family gathering of almost any size.brbrTo ensure you see all this fantastic home has to offer, please visit the virtual tour or call our office. The photos can't capture the full essence and beauty of this home. brbrConvenient to Coligny Plaza, which offers shops, restaurants, and activities, as well as miles of gorgeous beach paths for walking and biking, this beach retreat is perfect and perfectly located!brbrTown of HHI STR Permit #71266brbrPROXIMITY TO THE BEACHbr• OceanfrontbrbrHIGHLIGHTSbr• Private * Heated Pool (15 ft x 36 ft pool and 6 ft spa)br• Private Beach Accessbr• Parking for a maximum of 6 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• Elevatorbr• Free Wireless Internetbr• 10 TVs br• Ping Pongbr• Gas grillbr• Sonos Sound Systembr• Internet Speed - 1GB x 1GBbr• Experience 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.brbrPROPERTY CONFIGURATIONbr• 7 Bedroomsbr• 7.5 Bathsbr• Sleeps 20br• 2 Laundry Area's with Washer & Dryer (1st and 2nd floor) br• Fully Equipped Gourmet Kitchen (1st Floor)br• Fully Equipped Petite Kitchen (2nd Floor)br• 3 Dishwashers (2 in Main Kitchen, 1 in Petite Kitchen)br• 3 Refrigerators (2 in Main Kitchen, 1 in Petite Kitchen)br• 3 Ice Makers (1 in each refrigerator)br• 2 Keurig Coffee Stations (1st and 2nd floor Kitchens)br• Approx 5,400 sq. ft.brbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st floorbr• Bedroom 2 - 1 King - 1st floorbr• Bedroom 3 - 1 King - 1st floorbr• Bedroom 4 - 1 King - 2nd floorbr• Bedroom 5 - 1 King - 2nd floorbr• Bedroom 6 - 2 Sets of Bunks (Queen/Queen and Twin/Twin) - Room Sleeps 6 - 2nd floorbr• Bedroom 7 - 2 Queens - 2nd floorbrbrbrPROPERTY REMINDERSbr• Pool can be heated at an additional charge (*This pool & spa have a gas heater and can be heated for an additional fee of $775 - $1275 per week, depending on the season.)br• Private spa (*If you would like to heat the spa only, the weekly cost is $225 per week.)br• Pets are not allowedbr• * 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. br• Fireplace not for guest use.br• The Vacation Company's Guest Connect will contain all your check-in informationbrVirtual Tour Url: https://my.matterport.com/show/ m=bTxgtL6uhj7
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Bath 7

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Exceptional(18)

$672.32

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Private Vacation Home

15 Pelican - 7th Row (180 yards/3 minute walk) to the Ocean

Hilton Head Island, South Carolina, United States

Welcome to this beautiful ranch-style beach house, perfect for your next getaway! Complete with a backyard oasis, including a private pool and screened-in porch... it's ideal for your island escape. There are three (3) bedrooms and two (2) full bathrooms, offering sleeping arrangements for eight. The furnishings complete the look of this home, providing a shore to please vacation. brbrTown of HHI STR Permit #27027brbrPROXIMITY br• North Forest Beachbr• Beach Access is located at the end of Pelicanbr• 6th Row Oceanbr• Less than 4 Minute's walk to the beachbr• Less than a 1-mile walk or bike ride to Coligny PlazabrbrHIGHLIGHTSbr• Private *heated pool (14 ft X 24 ft) This pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• Free Wireless Internetbr• Private backyard pool areabr• Gas grillbrbrPROPERTY CONFIGURATIONbr• 3 Bedroomsbr• 2 Full Bathsbr• Sleeps 8br• 1,296 Sq. Ft.br• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King br• Bedroom 2 - 1 Queenbr• Bedroom 3 - 2 Twins br• Living Room - 1 Queen SleeperbrbrbrPROPERTY REMINDERbr• *Heated Pool --This pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. 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).brVirtual Tour Url: https://my.matterport.com/show/ m=nuggSyKUTsi
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Exceptional(1)

$1126.29

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Private Vacation Home

NEW LISTING!! Cane & Current ~ 6 Marsh Dr ~ Luxury 6BR Sea Pines Home w/ Pool, Spa & Fire Pit

Hilton Head Island, South Carolina, United States

Welcome to Cane & Current – A Luxurious Coastal Retreatbr6 Marsh Drive, Hilton Head Islandbrbr** NEW LISTING **brbrWhere coastal design and modern luxury flow together, Cane & Current is a stunning 6-bedroom, 6-bathroom retreat that brings style and serenity to the heart of Sea Pines. The home's name is a nod to its artful blend of textures—cane-woven furnishings throughout—and its setting along a tranquil lagoon where island breezes and water currents set the pace. Thoughtfully designed for gathering, it offers multiple living rooms, dining areas, and family spaces, along with a private pool and spa overlooking the water. With its sophisticated coastal aesthetic and modern comfort, Cane & Current is a refreshing retreat for families and friends alike.brbrWhy You'll Love Cane & Currentbr • Private Heated Pool & Spa – Relax year-round in the propane-heated pool and spa overlooking the tranquil lagoon. (Heating for additional fee)br • Spacious Layout – Three distinct living areas offer plenty of room for families and groups to gather or spread out.br • Thoughtful Bedroom Separation – Three bedrooms share one wing of the first floor, with a junior primary suite tucked privately on the opposite side. Two additional bedrooms are located upstairs.br • Outdoor Entertaining – A large pool deck features comfortable lounge seating and a shaded outdoor dining area—ideal for morning coffee or sunset dinners.br • Upscale Kitchen & Wet Bar – The chef's kitchen includes a large island, premium appliances, ample storage, and an adjacent wet bar for easy entertaining.br • Game & Gathering Spaces – Enjoy a dedicated pool table room and a cozy game nook perfect for puzzles, cards, or late-night laughter.br • Exclusive Sea Pines Location – Tucked along a quiet lagoon in one of Hilton Head's most sought-after neighborhoods, you'll have easy access to beaches, bike paths, golf, and dining.brbrBedroom Configurations – Sleeps 14brbrFirst Levelbr • Primary Suite – King bed, spa-style bathroom with soaking tub, glass shower, dual vanity, multiple closets & direct pool access.br • Junior Primary Suite – King bed, walk-in closet, private bathroom, TV, and small office space.br • Guest Bedroom 3 – King bed, TV, and private bathroom.br • Guest Bedroom 4 / Office – Option for office space with a day bed or convert to 2 Twins or a King, TV, desk, and attached bathroom with glass shower that has access to hallway.brbrSecond Levelbr • Guest Bedroom 5 – Two Twin beds, TV, and attached bathroom bath that has access to hallway.br • Guest Bedroom 6 – King bed, TV, and private bathroom.br • Sleeper Sofa – Upstairs living room with queen sleeper sofa, TV, and desk.brbrIndoor & Outdoor Livingbr • Multiple Living Rooms – Three inviting living areas each feature generous seating and 65” TVs, perfect for movies or family game nights.br • Chef's Kitchen – Expansive island with seating, high-end appliances, and three separate ovens (including one in the adjacent laundry room).br • Dining Options – Gather around the main dining table for 10, the kitchen island for 4, or the game table for 4. Outdoor dining seats 8.br • Fire Pit & Poolside Loungers – Spend your evenings around the fire pit or relax poolside under a large umbrella surrounded by lush Lowcountry scenery.br • Outdoor Grill – Enjoy cookouts by the pool with a propane grill, perfect for family meals or sunset BBQs.brbrBonus Beachside HHI AmenitiesbrbrAt Beachside HHI, we elevate every guest experience with premium touches:br • Guest Support – Personalized assistance from local hosts Linda & Jay.br • Luxury Essentials – Body wash, shampoo & conditioner in every bathroom.br • Beach Gear – Turkish beach towels, cooler, and complimentary umbrella.br • Coffee Perks – Keurig & drip coffee makers with K-Cups, creamer & sweeteners.br • Household Conveniences – Dishwasher pods, laundry pods, trash bags, spices & cleaning supplies.br • Hair Dryers – Available in every full bathroom.br • Smart Home – Keyless entry, high-speed WiFi, streaming-enabled Smart TVs.br • Charging Connections – Bedside power bricks with USB-C & USB-A ports.br • Add-Ons – Bikes, extra beach gear, and baby equipment available for rent.brbrExplore Sea PinesbrbrSea Pines is a 5,000-acre private, gated community known for its pristine beaches, championship golf courses, and miles of scenic bike trails. Discover:br • Harbour Town (1.4 mi) – Iconic lighthouse, waterfront dining & world-class golf.br • South Beach Marina (3.3 mi) – The famous Salty Dog Café, live music & water activities.br • Lawton Stables & Forest Preserve (2.0 mi) – Horseback riding, trails & wildlife.br • Sea Pines Beach Club (2.1 mi) – Upscale beachfront dining & direct beach access.br • Nearest Beach Access (1.8 mi) – Easy bike ride to sandy shores.brbrBiking is the best way to explore! Beachside HHI delivers rental bikes directly to Cane & Current. During peak season, the free Sea Pines Trolley offers easy transportation throughout the community.brbrImportant Informationbr • Gate Passes – One complimentary pass included; additional passes can be purchased for $19 per car, per week. 6 cars maximum.br • Pool & Spa Heating – Spa heating is $250 per week May–September, $350 per week October–April. Pool & Spa Heating is $700–$1100 per week depending on the time of year. Rates prorated for shorter/longer stays. Inquire prior to booking for exact prices.br • Check-In – 4:00 PM | Check-Out – 10:00 AMbr • No Pets – Service animals welcome with advance notice; ESAs not permitted.br • Payment – 50% due at booking; balance 60 days before arrival.brbrBook Your Stay Today!brCane & Current blends coastal luxury with modern charm—secure your stay today for an unforgettable Hilton Head experience! brbrHHI Short Term Rental Permit: 76894
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$433.35

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Condo

Beach Resort Stay | Ocean Views, Pool, Bunk Beds, Sleeps 7, Walkable to Coligny Plaza!

Hilton Head Island, South Carolina, United States

HOST & HOME presents…308 Seaside Villas! This coastal villa places you steps from South Forest Beach and a short walk to Coligny Plaza for dining, shopping, and entertainment. Sleeping up to 7 guests with 2 bedrooms, it features a bright, open living space, relaxed coastal décor, and a fully equipped kitchen for your culinary exploits. Enjoy your private balcony, plus community perks like an relaxing pool, direct beach access, and a gated complex with grilling areas. Stay with us and enjoy our in-house bike service, a curated welcome basket, and complimentary beach towels for every stay!brbrLearn more below…brbr☆☆ HIGHLIGHTS ☆☆brbr✹ Prime Location: Steps to South Forest Beach and a short walk to Coligny Plaza for dining, shopping, and entertainmentbr✹ Coastal Comfort: Accommodates up to 7 guests with 2 bedroomsbr✹ Bright & Airy Living: Open-concept space with natural light and relaxed coastal décorbr✹ Fully equipped kitchen for your culinary exploitsbr✹ Private Balcony: Perfect for morning coffee or unwinding after a day at the beachbr✹ Community Perks: Community pool, direct beach access, gated complex, grilling and picnic areabr✹ Stay With Us for These Perks: Enjoy our in-house bike service, a curated welcome basket upon arrival, and complimentary beach towels for every stay!brbr☆☆ LIVING AREA ☆☆brbrA light-filled space designed for gathering, relaxing, and recharging after a day in the sun. Whether you're watching a movie or planning your next beach outing, it's all about easy comfort here.brbr✓ Smart TV for entertainmentbr✓ Designated desk to work virtual!br✓ Easy access to private balconybrbr☆☆ KITCHEN AND DINING ☆☆brbrSimple, functional, and ready for everything from quick breakfasts to casual dinners after a day at the beach.brbr✓ Fully equipped kitchen with essential cookwarebr✓ Keurig Coffee maker to start your morning routinebr✓ Dining table with seating for 5brbr☆☆ BEDROOMS & BATHROOMS ☆☆brbrDesigned with flexibility and comfort in mind, these spaces are perfect for families and groups. The bunk area is especially kid-approved—perfect for sleepovers, movies, and winding down after a full day.brbr✓ Bedroom 1: 1 King bed, Smart TV, closet space, en-suite with jacuzzi tub/shower combobr✓ Bunk Area: 1 Twin over Full Bunk + 2 Twins in the hallway, access to hall bath with tub/shower combobrbr☆☆ OUTDOOR PRIVATE OASIS ☆☆brbrStep outside and let the coastal breeze set the tone. Whether you're starting your day or ending it, this is your spot to relax and soak it all in.brbr✓ Views of the Atlantic oceanbr✓ Private balcony seating for twobr✓ Quick access to community poolbr✓ Direct path to South Forest Beachbrbr☆☆ SEASIDE VILLAS AMENITIES ☆☆brbr✓ Private direct beach accessbr✓ Oceanside community pool (Pool open April – October, open year round for sunbathing)br✓ Gated complexbr✓ Grilling Area and picnic tablesbr✓ On-site parkingbrbr☆☆ NEARBY ATTRACTIONS ☆☆brbrYou're perfectly positioned to explore some of Hilton Head's best spots:brbrDINING AND SHOPPING:br✔ Coligny Plaza (.7 miles)br✔ Shelter Cove Towne Centre (4.5 miles)br✔ Harbour Town (Sea Pines) (4.0 miles)brbrFAMILY-FRIENDLY ATTRACTIONS:br✔ Lowcountry Celebration Park (0.5 miles)br✔ The Sandbox Children's Museum (0.6 miles)br✔ Pirate's Island Adventure Golf (3.8 miles)brbr☆ SNOWBIRDS WELCOME ☆brLooking 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 are providedbr✓ This property has parking for 2 vehicles in the shared lot.br✓ Please park in designated parking areas only. Please do not park off-site on the street, grass, or pine straw. br✓ This property is in the gated community of Seaside Villas, you must have a code for entry.br✓ The pool does not have safety equipment. All activities are at your own risk. br✓ PET POLICY: Pets are not allowed. Please plan accordingly.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 AM.br✓ The Town of Hilton Head Island has planned a beach renourishment project for 2025, with the beach area next to the home expected to be impacted for a short period of time some time from November 2025 through May 2026.br✓ Washer and dryer located in Primary Bedroom br✓ STR Permit Number: 077554brbr☆☆ YOUR STAY - OUR PRIORITY ☆☆brbrAt HOST & HOME, we're here to make your stay effortless and memorable. From thoughtfully prepared homes to 24/7 guest support, experience Hilton Head with us.brbr★☆ Book Today & Let Us Take Care Of You In Hilton Head Island! ☆★
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Exceptional(16)

$637.92

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Private Vacation Home

9 Turtle Lane Club - Waterfront Complex!

Hilton Head Island, South Carolina, United States

Sleeps 10 | 3 Bedrooms | 3 Bathrooms brCozy Den with Sleeper Sofa | Lagoon View br3-minute walk to Beach with 2 Private Boardwalk Beach Paths br2 Community Pools | Beach Towels Includedbrbr9 Turtle Lane Club is in an exclusive gated oceanfront complex located on the “Gold Coast” area of Sea Pines. Turtle Lane Club features beautiful lagoon views with lush, natural landscape, a 3-minute walk to the beach, 2 spacious community pools, and outdoor beach and pool showers. Turtle Lane Club is also conveniently connected to the bicycle pathways that flow throughout the natural landscape of Sea Pines and Hilton Head Island. Within a short walk is also seasonal access to the Sea Pines Trolley that will take you all over the Sea Pines Resort.brbr9 Turtle Lane Club is in the perfect location with everything you could need at your fingertips to enjoy a relaxing and private Hilton Head Island vacation. The villa is only a short walk, bike or car ride to many local favorites, including Harbour Town and South Beach Marina, both offering many restaurants, shops, tennis/pickleball courts, water activities, and boat and fishing charters. brbrSea Pines is home to 3 world-renown golf courses, including Harbour Town Golf Links, host of the famous RBC Heritage Golf Tournament on Hilton Head Island. Right outside the South Forest Beach entrance to Sea Pines, you will find Coligny Plaza, Lowcountry Celebration Park, and Coligny Beach Park, a wonderful family-friendly gathering place with a children's museum and playground.brbrA few steps lead to the front door and into this beautiful 3 bedroom, 3 bathroom villa with a ton of natural light and comfortable furnishings. The main great room features an open concept dining and living area with high beamed ceilings. The great room offers a large L-shaped sectional couch, a flat screen TV, a dining table with seating for 8, and access to a patio. The patio provides a comfortable outdoor dining option with a propane grill and spectacular lagoon views offering a unique eye on the natural beauty of Hilton Head Island. The kitchen is fully equipped with newly upgraded appliances and contains an additional dining space with seating for 6. The kitchen also features a large pantry and laundry closet with a washer and dryer.brbrThis home offers additional privacy for guests with 2 bedrooms located on one side of the villa and the primary bedroom located on the other side, just off the living room. The primary bedroom features a king-size bed, a flat screen TV, and ensuite with double vanity sinks and a walk-in shower equipped with a bench seat. Bedroom 2 features 2 queen-size beds, a flat screen TV, and ensuite with a shower/tub combo. Bedroom 3 features a king-size bed, a flat screen TV, and ensuite with a shower/tub combo. In addition to the three bedrooms, the cozy den features another sleeping space with a queen-size sofa bed and a flat screen TV. brbrThis villa offers everything you would need for the perfect Hilton Head vacation and more! Whether you are looking for a relaxing beach vacation, an exclusive golf or tennis/pickleball vacation, or a combination of both, 9 Turtle Lane Club has something for everyone in your group. Don't wait, book your Hilton Head Island vacation at 9 Turtle Lane Club today!brbrSave even more when you book 9 Turtle Lane Club 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 Sea Pines 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*4-night minimum stay required for the RBC Heritage Tournament during April 16-19, 2026.br*Free daily activities are not available to monthly renters, long-term renters, or stays beyond 27 nights. br*South Beach Marina Pool is closed on September 5th for the rest of the 2025 season.br*Please note that once the pool is reopened, daily and weekly pool passes will be available for purchase on-site at the South Beach pool during normal pool hours.
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Exceptional(1)

$5621.82

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Private Vacation Home

Sleeps 48, 2 Homes w/ Private Beach Access | Bradley Circle Buyout by AvantStay

Hilton Head Island, South Carolina, United States

Welcome to Bradley Circle Buyout by AvantStay! Consisting of two incredible 10BDR ocean estates in Singleton Beach, this spacious buyout sleeps a total of 48 guests and is perfect for family vacations, weddings, corporate retreats, or any other type of group travel! Both homes boast private direct beach access via a boardwalk, four covered balconies, and an infinity pool with breathtaking ocean views.brbrUpon entry, both homes have a bright, open-concept layout that creates a seamless flow throughout the main living area. Kick back and relax in front of the 74 mounted TV. Luxury design touches like exposed ceiling beams, tile floors, and high-end furnishings give you a one-of-a-kind experience. Chefs will adore the gourmet kitchens with stainless steel appliances, Elise 5-burner gas stoves, wine fridges, and ice makers. Dine at the islands' barstool seating, or at the nearby formal dining areas, both with seating for 12-14.brbrEach home has a second spacious living area on the fourth floor that invites you to entertain your guests. 20 Bradley Circle features a huge in-home bar, 8-seat dining table, and kitchen, while 24 Bradley Circle also has a pool table. Step out to the covered balconies, where breathtaking ocean views and a seating area await. The fun continues in 24 Bradley Circle's game room — challenge your group to a game of ping-pong, foosball, or cornhole.brbrOff of each home's main floor, the patios promise indoor-outdoor living in style. Take a dip in the luxurious infinity pools, soak up the sun and sea breeze at the poolside lounge areas, or fire up the grills for an evening BBQ. A boardwalk at both homes leads directly to the beach for easy access to the sand and waves.brbrAt both homes, all 10 bedrooms boast private ensuite bathrooms, while some feature ocean views and balconies. A variety of sleeping arrangements ensures plenty of space for up to 48 guests.brbr20 Bradley Circle and 24 Bradley Circle have both been curated for convenience, with an office—perfect for students or remote workers—laundry rooms, and on-site parking for 5-6 vehicles. 20 Bradley Circle even has an in-home elevator (coming Apr 2025). brbrBradley Circle Buyout is truly the ideal place for your next large group getaway. Don’t miss out on the chance to experience the epitome of luxury coastal living at this unforgettable Hilton Head buyout!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrDrawing lovers of the beach, ice cream, golf, and all things quintessentially American, Hilton Head is a lowcountry gem that has a distinct cultural, scenic, and culinary presence. With unique activities, such as biking on Burkes Beach, exploring Pinckney Island Wildlife, and golfing on award-winning courses, Hilton Head’s many attractions appeal to every type of traveler. Sunsets are truly breathtaking here and an evening sailing trip provides the perfect opportunity to watch the sun dip into the ocean, casting an orange and pink light over the entire island.brbrLocal Attractions: Arthur Hills Golf Course, Robert Trent Jones Golf Course, Hudson's Seafood House On The Docks, Old Oyster Factory Restaurant, A Lowcountry Backyard Restaurant, Alfred’s Restaurant, One Hot Mama’s American Grill, The Crazy Crab Jarvis Creek, Coligny Beach Park, Islander Beach, Driessen Beach, Folly Fields Beach, Harbour Town, Sea Pines Forest PreservebrbrHome Truths:br- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request.br- The fireplace is not for guest use. br- Pool heat is available for an additional fee but must be requested at least 48 hours in advance. Please note that pool heat is only available between Oct 1st & April 1st.br- Please note that if the outdoor temperature drops below 50°F, the pool heater may have difficulty maintaining warmer water temperatures.br- Rideshare and taxi service is extremely hard to arrange last minute. Please try your best to schedule these services in advance if they are needed.br- The elevator at 20 Bradley Circle will be available for guest use in April of 2025. The elevator at 24 Bradley Circle is not available for guest use.brbrParking Details:br- 20 Bradley Circle: Parking for up to 6 vehicles between the garage and driveway.br- 24 Bradley Circle: Driveway accommodates 4 cars. 2 car garage.br- No street parking. brbr---brbrThe room configuration is as follows:brPrimary Bedroom (20 Bradley Cir) / Queen bed w/ ensuitebrBedroom 2 (20 Bradley Cir) / King bed w/ ensuitebrBedroom 3 (20 Bradley Cir) / King bed w/ ensuitebrBedroom 4 (20 Bradley Cir) / Queen bed & bunk bed w/ ensuitebrBedroom 5 (20 Bradley Cir) / King bed w/ ensuitebrBedroom 6 (20 Bradley Cir) / King bed w/ ensuitebrBedroom 7 (20 Bradley Cir) / Queen bed & bunk bed w/ ensuitebrBedroom 8 (20 Bradley Cir) / King bed w/ ensuitebrBedroom 9 (20 Bradley Cir) / King bed w/ ensuitebrBedroom 10 (20 Bradley Cir) / King bed w/ ensuitebrPrimary Bedroom (24 Bradley Cir) / King bed w/ ensuitebrBedroom 2 (24 Bradley Cir) / King bed w/ ensuitebrBedroom 3 (24 Bradley Cir) / King bed w/ ensuitebrBedroom 4 (24 Bradley Cir) / Queen bed, twin bunk bed w/ ensuitebrBedroom 5 (24 Bradley Cir) / Queen bed, twin bunk bed w/ ensuitebrBedroom 6 (24 Bradley Cir) / King bed w/ ensuitebrBedroom 7 (24 Bradley Cir) / King bed w/ ensuitebrBedroom 8 (24 Bradley Cir) / King bed w/ ensuitebrBedroom 9 (24 Bradley Cir) / King bed w/ ensuitebrBedroom 10 (24 Bradley Cir) / King bed w/ ensuitebr+ 2 twin-size tri-fold sleeping mats per home if requestedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. All bookings over 30 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud
Bed 20

Bed

Bath 22

Bath

Sleep 48

Sleeps

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Exceptional(38)

$943.96

/ Nightly
Condo

Stunning Oceanfront Views! Pool, Beach Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbrLuxurious beach villa with 4 bedrooms and 4 bathrooms, private beach access, shared pool, and panoramic ocean views. Ideal for golf enthusiasts and families, with amenities like a game room, wet bar, and modern kitchen. Relax and unwind on the balcony or patio, or explore nearby shops, restaurants, and activities. Book now for an unforgettable vacation experience.brbrbrbrThe Space:brbrThis exquisite villa boasts 4 bedrooms and 4 bathrooms and is situated in the center of South Beach. A secluded private beach is just a quick 50-step stroll away. Additionally, guests have access to a shared pool that is conveniently located right near the front entrance. 1456 Sound Villas is situated between Calibogue Sound and the Braddock Cove inlet in South Beach and you are able to take in the panoramic ocean views of the Calibogue Sound and Daufuskie Island from either of the two private outdoor spaces. The sliding glass doors from the balcony open to the lower level patio where you can barbeque on the gas grill and dine alfresco at the outdoor table or enjoy the second-story deck offers another table beneath an umbrella and more stunning views of the sound. The private beach is just a few feet away, and it's easy to walk to South Beach Marina and the South Beach Racquet Club. This is a popular area for golf enthusiasts, and you can enjoy swimming, building sandcastles, and even spotting dolphins. During the summer season, you can take a complimentary Sea Pines trolley around the plantation to visit all the shops and restaurants and see a family-friendly live concert under the famous Liberty Oak in Harbour Town. After sightseeing, you can head to the tennis and pickleball courts across the street or enjoy the sun and sand at the nearby Salty Dog Marina. There are also plenty of restaurants and shops to explore, and visitors have access to boat, kayak, and jet ski rentals. Don't forget to indulge in a romantic sunset cruise for the ultimate experience.brbr brbr You'll love the modern and beachy feel of this villa, with its gorgeous high ceilings and beautiful hardwood floors. Take a load off in the comfy living area, where you can sink into a plush sofa or lounge in a luxurious armchair. Plus, you'll appreciate the convenience of having a wet bar right there at your fingertips. Looking for a great place to hang out during the day to beat the heat Look no further than the game room in the lower-level den! With comfy armchairs and a 55-inch TV, it's the perfect spot for card games or movie nights. There is also a queen Murphy bed located on this level. And when you're hungry, the modern kitchen has everything you need - from black granite countertops to top-of-the-line stainless steel appliances. Whether you're grabbing a quick cup of coffee at the breakfast bar or enjoying a family meal at the dining table, you're sure to feel right at home.brbr brbr You can find peaceful tranquility in the primary bedroom, which features a 55-inch TV and oversized windows facing the beach. The en suite main bathroom boasts a double vanity, a walk-in shower, and a soaking tub. Two guest bedrooms, one with a queen bed and the other with two queen beds, also feature 55-inch TVs. The single queen bedroom has an ensuite bathroom with a walk-in shower. The bedroom with two queen beds also features a dedicated hall bath with a walk-in shower. The game room can also be transformed into another bedroom with a queen Murphy bed, and a fourth full bathroom is found on this level with a shower/tub combo.brbr brbr So what are you waiting for Come relax and unwind and make memories to last a lifetime! Book now and experience a vacation reimagined. Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr brbr PROPERTY SPECIFIC DETAILS:brbr brbr * Sea Pines is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $35. All gate passes must be picked up at the host2coast office prior to entry.brbrbrbrSTR Permit # 26239brbrbrbrGuest 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:brbrSea Pines has a variety of family and individual activities including natural beaches, championship golf, 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! Sea Pines provides a complimentary seasonal trolley service that helps guests and residents travel around the resort without using a car. The trolley connects major destinations such as Harbour Town, the Sea Pines Beach Club, South Beach Marina, and The Shops at Sea Pines Center, making it easy to access beaches, dining, and shopping throughout the community.
Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps

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$859.77

/ Nightly
Private Vacation Home

Luxury Sea Pines Stay: Pool, Porch & Beach

Hilton Head Island, South Carolina, United States

Summary:brbrExperience the ultimate Hilton Head Island getaway at 42 N Sea Pines Drive. This luxurious 4-bedroom, 4-bathroom home features a private pool, BBQ area, and stunning golf course views. Perfect for families, it offers a spacious living room, full kitchen, and beach towels. Enjoy nearby activities like fishing, golfing, and wildlife viewing, all while relaxing in your private oasis.brbrbrbrThe Space:brbrImagine waking up on Hilton Head Island to the soft sounds of waves and the scent of salt in the air. This spacious four-bedroom Sea Pines retreat invites you to step into the island rhythm - where every morning feels like a gentle invitation to slow down and savor the day. Just a five-minute walk from the beach, this two-story getaway offers the perfect blend of privacy, comfort, and connection to all that makes Hilton Head so special. Families and groups will find room to breathe, laugh, and relax together in a setting that celebrates both coastal beauty and southern charm!brbr brbr Picture your mornings beginning with a quiet stroll along a shaded path leading to the wide, sunlit sands of the Atlantic. After a seaside sunrise, return to enjoy coffee and breakfast on the screened porch overlooking the shimmering waters and rolling greens of the Atlantic Dunes Golf Course. Watch herons and egrets glide across the lagoon as golfers make their rounds, and feel the calm that only comes from being surrounded by nature’s grace. The heart of the home lies outdoors, where a private pool beckons under the Carolina sun. Six loungers, shaded seating, and lush landscaping create a personal oasis perfect for lazy afternoons or lively gatherings. Fire up the gourmet grill for poolside feasts beneath the umbrellas, and let laughter fill the air as twilight settles over the palms.brbr brbr As the evening deepens, your choices are endless. Take a moonlit swim, settle in for a movie in one of two inviting living spaces, or sip cocktails in the downstairs den complete with a wet bar and beverage fridge. The screened lanai, with room for fourteen and views of the lagoon and golf course, becomes a magical space for conversation and connection. With no homes directly in front or behind, you’ll feel a sense of serenity and seclusion that’s rare even in paradise.brbr brbr Inside, the kitchen is a dream for culinary creativity, featuring modern appliances, two coffee makers, and a Bosch refrigerator with a separate beverage drawer - ideal for keeping everything perfectly chilled. Meals can be enjoyed indoors or al fresco on the ipe-wood dining table, where the evening breeze carries the scent of the ocean. When you’re ready to explore, hop on a bike or take a short walk to the Sea Pines Beach Club or Fraser’s Tavern, both offering delicious food and stunning coastal views. After a day of adventure, retreat to one of four beautiful bedrooms designed for restful nights. Two king suites upstairs exude comfort and style, while downstairs you’ll find a room with 2 queen beds with pool access and room with 2 twin beds perfect for younger guests - all featuring Smart TVs, ceiling fans, and thoughtful details that make you feel at home.brbr brbr This Sea Pines sanctuary is more than just a vacation home - it’s a place to reconnect with what matters most. Whether you’re seeking relaxation, recreation, or a bit of both, this Hilton Head Island retreat promises a stay filled with beauty, laughter, and unforgettable memories. Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr brbr PROPERTY SPECIFIC DETAILS:brbr brbr * 5 minute walk to beach!brbr * Sea Pines is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $35. All gate passes must be picked up at the host2coast office prior to entry.brbr * Pool heating is available for an additional fee and can be arranged after your booking is confirmed. We kindly ask that heating is ordered in advance of the stay. If the outdoor temperature falls below 50 degrees, the pool heater may not function properly and the pool may not reach the desired temperature. Please note that no refunds will be issued if the pool heating equipment cannot maintain the temperature.brbrbrbrSTR Permit # 77504brbrbrbrGuest 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:brbrSea Pines has a variety of family and individual activities including natural beaches, championship golf, 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! Sea Pines provides a complimentary seasonal trolley service that helps guests and residents travel around the resort without using a car. The trolley connects major destinations such as Harbour Town, the Sea Pines Beach Club, South Beach Marina, and The Shops at Sea Pines Center, making it easy to access beaches, dining, and shopping throughout the community.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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$234.25

/ Nightly
Condo

Modern & Sleek condo Beachfront Resort HHI for 6, private balcony & beach access

Hilton Head Island, South Carolina, United States

You can't get closer to the beach unless your ON the sand! brSo if a beach getaway is what you're looking for, than this is it. A two minute walk from your door is what awaits you.brThe modern sleek decor ups the anti and gives cool fresh vibes. Your private balcony and outdoor bevarage chiller will take you through the hot days and into the evening to watch the open night sky. This condo sleeps 6 (max 4 adults, the bunks are child size) so bring the fam! Pickleball, Tennis, on site restaturants, pools & private beach access are all here!brbrThe Primary bedroom has a Queen bed with smart TV and plenty of storage space in the well appointed closet, equipped with a hamper, iron, ironing board, drawers and hangers. brbrThere's two cot-sized, galley style bunks, perfect for the little ones just outside the bedroom door. Kids love this! brbrThe modern bath and dark tile shower take you away to a spa like feel. brHair dryer and storage. brbrLiving room is equipped with a pull lout sofa bed, table for four, smart TV and comfortable seating. brbrKitchen has full size fridge, and glass cooktop. There is a conventional/convection/air fryer combo to cook or heat up food. There's a keurig coffee maker with starter coffees, and a french press. Toaster, electric can opener, and all the cookware you could possibly need are here for you, glassware and flatware as well. brbrThe private balcony has seating for 4, two small drink tables and a beverage cooler for your convenience. brbrEverything in this condo is bright, fresh and new and the added bonus is, you're just a two minute wallk to the private access boardwalk that leads you to the beach. brbrPickleball and Tennis courts, fitness room, on site restaurants, beach bar, ice cream stand, pizza, 2 outdoor beachside pools and a kiddie pool, BBQ areas, playground, lake, handball/paddleball court, and on-site bike rentals are some of the things you can expect to enjoy while you are here. brbrThere is an island trolley called The Breeze Trolley, it is FREE, and we have a stop right in front of the resort. The Breeze stops all over the island, so you wont miss a thing, even if you don't have a vehicle. brbrGrocery stores, shopping, and dining are yours for the adventure, all just moments outside the resort. Theres a Mini-Golf course two minutes down the road too. brbrBook your dates today, and come discover why Hilton head Island is named the number one island in the country, year after year!
Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps

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Exceptional(11)

$252.09

/ Nightly
Villa

2-bedroom Villa steps from beach, with pools and a beautiful view

Hilton Head Island, South Carolina, United States

Consider this villa your home away from home while you visit Hilton Head Island. This terrific property features 2 bedrooms with a queen and full bed, 2 bathrooms with a shower and hair dryer, and convenient amenities like WiFi, heating, AC, and an iron. The tranquil atmosphere and fitness room will ensure a soothing stay for all guests. Our place will help you feel at home while you're traveling in Hilton Head Island.brGreat views from this 2 BD, 2BA Oceanside condo in Hilton Head Resort! Private beach access from this Building 1 villa-closest building to the beach & steps to the pool! Views of lagoon, tidal marsh leading to ocean & palmetto dunes golf course from your private terrace. Best of all, a short walk to the beach via our private boardwalk. Located mid island with great amenities-Indoor heated pool, hot tub & tennis. Close to supermarket, Shelter Cove shops & restaurants.brThe spacebrClosest to the beach and pools, We are located in Building 1 in the Hilton Head Resort. Hilton Head Resort is a gated community, located mid island. Building 1 is the closest building to the beach and it houses our main pool (outdoor main pool is heated in the spring & fall). We are on the first floor, and literally a one minute walk to the pool and a 7 minute walk to our beautiful beach over the boardwalk. Private Beach Access.brbrVILLA FEATURESbr-Our villa is fully furnished. Nicely decorated in a beach theme, you will enjoy our light and bright Villa with all the conveniences of home and an amazing view!!br-Master bedroom has a newer Serta queen size bed, dresser, New Roku smart TV, closet and a master bath. Master bath has a tub with shower, sink with granite countertops with storage underneath.br-2nd bedroom has a newer twin and a double bed, dresser, new Roku TV with closet. Main bath is right across the 2nd bedroom and that has a walk-in shower, granite countertops with storage underneath.br-Full kitchen with all essentials-pots and pans, utensils, dishes, glasses etc to prepare meals. Dishwasher, oven and full sized refrigerator. Drip and Keurig coffee maker and toaster and blender included. New microwave over stove (not pictured)br-55 inch Smart TV (roku) in LR. Pull out newer Queen Sofa bed. Cable TV and free WiFi included.br-all newer linens and pillowsbr-The best thing we love about our villa is our VIEW! Enjoy your morning coffee or afternoon cocktails on our private terrace looking at our pond with a fountain, the golf course, and our protected marsh that leads out to the ocean. At night, you can actually hear the sounds of the waves.brbr-We supply fresh sheets and bath towels, with a starter kit of toilet paper, roll of paper towels, soap and dishwashing soap.br-Traveling with extended family Ask us about our other Villa at the resort!brbr-You are allowed up to 2 parking spots at the resortbrbr-No animals or pets allowed. No exceptions.brbr**3 Night Minimum stays during Prime Season-June thru mid August.brbr-Check-ins are 24/7 service. Our front security gate is always manned so if you arrive very late-no worries!brbr-Convenient location for PARRIS Island Marine Base activities.brGuest accessbrHilton Head Resort is an ocean front gated community with a 24 hour guard house located mid island and close to everything. We are a mile away from Krogers Supermarket (with a Starbucks), Whole Foods, and Shelter Cove. Shelter cove has many restaurants, shopping, and a marina where you can enjoy the boats coming in and out of the bay. Coligny plaza is just a 15 minute drive and we are located on the main bike path. On-site bike rental or you can bring your own bikes and store them safely at our designated bike storage area.brbrThe resort is located next door to the Robert Trent Golf course. Tangers Outlets is 15 minutes away. The resort is quietly tucked away in the middle of everything, and literally just 5-15 minutes away from all restaurants, bike trails, and mini-golf.brbrWith so many amenities, you never have to leave the resort! Guests have access to all 4 buildings and free amenities which include:br-Building 1- Outdoor heated pool, bar/grill for light fare and cocktails and mini convenience store. Bathrooms are by the pool.br-Building 2- Sun deck, a badminton court in the interior courtyard and a serene fountain with gardens for those that want to enjoy some quiet time.br-Building 3-Indoor heated Pool, kiddie pool, hot tub, sauna, exercise room, game room, and running track and bathrooms/showers. Amenities in Building 3 are opened year round.br-Building 4-Newly resurfaced lighted tennis courts and a smaller outdoor pool.brbr-The resort has its own private boardwalk to our gorgeous beach, our own Coco's bar and grill located right on the beach to get drinks while your on the beach, and a volley ball area.brbr-Bring your Bikes or rent them right onsite at our resort.brbr-The Beach Bear restaurant located by the main pool and Coco’s beach bar and grill are opened from March-October.brbr-Seasonal Golf cart shuttle that runs regularly from March-October 31st to the beach.brbr-Grills and picnic tables are available to use by building 4brbr-Guests must by 25 or older to rent the villa.brbr-Resort Rules- There is absolutely no pets allowed at this Resort.brbr-6 Guest maximumbrbr-No Smoking!brbr-2 cars allowed on propertybrbrbrThe Villa is clean and tidy upon your arrival and we provide clean sheets, towels, a starter supply of toilet paper, a roll of paper towels, bath soap, and dishwashing soap. We have Krogers supermarket a mile away if you need to buy additional items.brbrWe do not provide beach towels - please do not forget to bring your own beach towels to use on our beautiful beach :)
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(5)

$393.0

/ Nightly
Private Vacation Home

Beautiful and spacious home the charming, gated community of Sea Pines

Hilton Head Island, South Carolina, United States

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.brbrThis home is spacious and relaxing 3-bedroom home in the charming, gated community of Sea Pines. Open the door to experience a serene view of a private lagoon shaded by palm trees and live oaks dripping with Spanish moss. An abundance of natural sunlight streams in through the floor-to-ceiling windows. You will know you have arrived in the serene Low Country of South Carolina!brbrThis relaxing home has an open-concept floor plan with high ceilings throughout. The great room boasts ample seating for everyone to come together for conversation or a big game in front of the new 65-inch smart TV.brbrPast the breakfast counter, you’ll enter a spacious, fully stocked kitchen with new GE stainless steel appliances, complete with all your cooking needs. Plenty of counter space makes this kitchen the perfect place to prepare your meals when you choose to dine in. The laundry room, which has a full-sized washer and dryer, is located just off the kitchen.brbrSurrounding the kitchen, you will find both a cozy breakfast nook with seating for four as well as a more formal dining table with seating for six. A sliding glass door leads to the back deck, where comfortable slingback chairs provide a great place to sip your morning coffee, read a good book, or enjoy an evening cocktail. A gas grill is available for the grill master in your group to serve up some sizzling burgers or steaks.brbrPast the first-floor half bath and large hall closet, you enter a luxurious master suite. A comfortable king-size bed sits in between two chairs that offer yet another option for reading that great summer novel. Completing the master suite is an armoire with TV alongside a desk, perfect for the remote worker. As you pass the walk-in closet, you enter the master en suite with separate vanities, a large soaking tub, and an oversized shower.brbrThe two upstairs guest bedrooms each have a queen-sized bed and TV, and they share a bathroom with a tub/shower combo.brbrKey Features: br• Proximity to the beach: 15 minute to the beach / Free Transportation to the Beach on the Sea Pines Trolley (stops at Carolina Place)br• Pets are not allowed br• Sea Pines Resort AmenitiesbrbrRent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.brbrComplex Amenities: br• Community Pool and Hot Tubbr• Community Tennis Courts / Pickleball Courtsbr• Free Transportation to the Beach on the Sea Pines TrolleybrbrAccount #/STR Permit #069220
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(35)

$603.16

/ Nightly
Villa

1425 South Beach: Ocean View Villa. 4 Bedrooms, Free Bikes, Pool

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head, 1425 South Beach Villas is a coastal retreat designed for guests who crave sun, sand, and the soothing rhythm of the ocean. Ideally located in the iconic South Beach area of Sea Pines, this spacious villa offers the perfect blend of comfort, style, and unbeatable proximity to the shoreline, making it an exceptional choice for families and groups alike.brbrThe main level welcomes you with an open and inviting living space adorned with tasteful island-inspired décor. Comfortable furnishings and a large flat-screen TV create an ideal setting for relaxing after a day outdoors. Just beyond the living room, the dining area connects seamlessly to the fully stocked kitchen, providing everything needed to prepare and enjoy meals together. A first-floor Queen bedroom with an adjacent full bathroom adds convenience and flexibility, particularly for guests who prefer fewer stairs. One of the villa’s standout features is the screened private porch, complete with its own television—perfect for unwinding while enjoying the coastal breeze and ocean sounds.brbrUpstairs, the primary King suite serves as a peaceful retreat, complete with an ensuite bathroom and a private balcony showcasing views where the Atlantic Ocean meets the Calibogue Sound. Two additional bedrooms, each furnished with twin beds, offer comfortable accommodations and share a bathroom located within one of the twin rooms. With sleeping space for up to ten guests, multiple flat-screen TVs, and in-unit laundry, the villa is thoughtfully equipped for extended stays.brbrThe beach path is located directly behind the property, allowing for quick and easy access to the sand. Guests can also take advantage of four complimentary adult bicycles to explore Hilton Head Island’s extensive network of scenic bike paths. A newly built seasonal community pool adds to the on-site amenities, while nearby attractions include the South Beach Racquet Club and the beloved Salty Dog Café—both just a short walk away. With its prime location and well-appointed interiors, 1425 South Beach Villas delivers a true Hilton Head Island getaway.brbr• 4 Bedrooms and 3 Bathrooms, accommodating up to 10 guests.br• Sleeping Arrangement: 1 King Bed, 1 Queen Bed, 4 Twin Beds, and a Queen Sleeper Sofa.br• 5 Flat-Screen Televisions throughout the villa.br• Essential amenities: Washer, Dryer, Iron & Ironing Board.br• Screened Private Porch: A serene space to relax and enjoy the island breeze.br• 1 Car Pass Included: With space for up to three vehicles.br• 4 Backpack Beach Chairs: Ready for your beach outings.br• 4 Free Adult Bicycles: Explore Hilton Head Island's charming bike paths/ E-bikes NOT Permitted in Sea Pinesbr• Newly built community pool. (Open Seasonally) brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(38)

$1003.16

/ Nightly
Private Vacation Home

28 Plantation: Luxurious 7 Bedroom Sea Pines Home, Private Pool, Guest House

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head, this incredible Sea Pines retreat has undergone extensive updates for 2025 and offers an exceptional setting for large families or groups vacationing together. Thoughtfully designed with both a five-bedroom main house and a two-bedroom attached guest house, the property comfortably sleeps up to fourteen guests and blends spacious living with the relaxed elegance of Lowcountry style. Ideally located near Lawton Stables and just a short bike ride to Harbour Town, this home places you close to some of Sea Pines’ most beloved amenities.brbrThe main living area welcomes you with an open-concept layout centered around a gourmet kitchen featuring a massive island, dual Sub-Zero refrigerators, and everything needed for memorable family meals. The adjacent dining area offers a brand-new dining set along with additional seating at the island, flowing seamlessly into the living room furnished with all-new décor and a large flat-screen television. An upstairs loft-style seating area overlooks the main living space, creating an inviting spot to relax or gather.brbrUpstairs, the primary suite features a King bed and a spacious ensuite bathroom with a soaker tub and walk-in shower. Connected to the primary suite is a children’s bedroom with one Queen and one Twin bed, sharing the ensuite bath. Downstairs, three additional bedrooms provide comfortable accommodations, including a King bedroom with an ensuite bathroom, a Queen and Twin bedroom, and another King bedroom that share a Jack-and-Jill bath. A convenient half bath is located just off the living area with easy access to the pool.brbrStep outside to the screened pool area, where ample seating invites you to unwind and enjoy the coastal air. Pool heating is available seasonally for an additional fee, making this space enjoyable for more of the year. The pool area opens directly to the attached guest house, which offers its own full kitchen, dining nook, living area with a large flat-screen TV, full bathroom, and two additional bedrooms—one with a King bed and the other with a Queen and Twin—providing excellent privacy and flexibility.brbrWith multiple living spaces, abundant sleeping arrangements, and added conveniences such as in-home laundry, included beach chairs and bicycles, daily complimentary tennis, and a car pass for Sea Pines access, this home is perfectly suited for multi-generational vacations or two families traveling together. Please note that the fireplace is not available for guest use.brbr• 5 Bedroom Main House, 2 Bedroom attached guest house.br• 3.5 Bathroom Main House, 1 Full Bathroom in attached guest house.br• Sleeps 14br• 4 Kings, 3 Queen, 3 Twinsbr• Large Flat Screen Televisions Throughoutbr• Washer | Dryer | Iron & Ironing Boardbr• Pool Heating may be added between March and October for $50 per day plus a $50 setup fee.br• Close to Lawton Stables, short bike ride to Harbour Townbr• 1 Car Pass included with your stay. Additional passes may be purchased for $20 per pass.br• 4 Backpack Beach Chairs included with your stay.br• 4 Free Adult Bicycles included with your stay (E bikes not permitted in Sea Pines)br• 1 Hour per day of free tennis at the South Beach Racquet Club.br• Fireplace NOT available for guest use.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
Bed 7

Bed

Bath 4

Bath

Sleep 14

Sleeps

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Exceptional(3)

$571.15

/ Nightly
Villa

Renovated Corner Villa with Ocean and Pool Views!

Hilton Head Island, South Carolina, United States

Windsor II Oceanfront Complex | Just Steps from the Beachbrbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 6br*1 King, 2 Twins, Queen Sleeper Sofabr*3 TVs | Wi-Fi | Keurigbr*4th Floor Villa with Ocean Viewsbr*Rounds of Golf & Island Activities Includedbr*Steps to the Beach br*4 Beach Towels for Guest Usebr*Keyless Entrybr*Access to the Palmetto Dunes Buggy (seasonal)br*Guests have access to all of the Windsor II Complex Amenitiesbrbr2412 Windsor II - Enjoy views of the gardens, pool, and Atlantic Ocean from this spacious, open floor plan, 2-bedroom, 2-bath, 4th floor corner villa that is tastefully decorated with beach décor giving you that beach vacation feel you desire.brbrThere are beige tiled floors and light gray walls in the main living area. The dining room has a high-top wood table with four chairs and a bench seat. Off to the right is the kitchen featuring granite counters, stainless steel appliances, and three cushioned chairs at the breakfast bar. There are white cabinets on top and a beautiful blue for the bottom cabinets. In the back of the kitchen is the laundry room with a full-size washer and dryer. brbrThe comfortable living room features a gray queen sleeper sofa, gray oversized armchair with ottoman, two blue armchairs, a mounted 82” Samsung TV with soundbar, and a wine fridge. The TV cabinet has lots of games and puzzles for your family entertainment. The sliding door opens to a covered balcony with a table for four and a love seat with coffee table.brbrOff the living room is the master suite featuring wood floors, light blue walls, a king bed with upholstered headboard, an accent chair, walk-in closet, and a mounted 55” TV. The master bath was completely remodeled & features double granite vanities, a frameless tempered glass marble shower enclosure, and a separate jetted tub.brbrOff the kitchen is a hall bathroom with a single granite vanity and a large walk-in tiled shower. At the end of the hall is the guest bedroom featuring two twin beds decorated in Navy, yellow, and white. This room has a mounted 55” Roku TV and access to the balcony shared with the living room.brbrWindsor II complex is located on the beach in the gated community of Palmetto Dunes. Windsor has two oceanfront pools, one with a graduated entry for children, gas grilling area, hot tub, and children`s pool. Spend the day at the beach, sunbathing on the large sundeck or riding bikes around the island. There’s no better place for you to rest your head after days in the sun and sand on Hilton Head Island.
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$489.0

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Hotel Resort

Hilton Head Family Resort Stay with Pools, Beach & Spacious 3BR Villa

Hilton Head Island, South Carolina, United States

Experience a laid-back coastal escape at Marriott’s SurfWatch, located on Hilton Head Island and surrounded by natural beauty, walking trails, and scenic coastal landscapes. This resort is known for its peaceful setting while still offering easy access to the beach and plenty of family-friendly amenities.brbrThe 3 Bedroom Courtyard villa is a great choice for larger families or groups looking for space and comfort. It typically includes three private bedrooms, multiple bathrooms, a large living area with additional seating and sleeping space, a full kitchen, dining area, washer and dryer, and a private balcony or patio overlooking the courtyard areas. The layout provides plenty of room to gather together while still offering privacy.brbrThe resort features multiple pools, a lazy river, hot tubs, and easy access to the beach, making it simple to enjoy both relaxation and activity. It’s the kind of place where the day naturally flows between pool time, beach time, and exploring the surrounding area.brbrHilton Head is known for its outdoor lifestyle. Guests can bike along miles of trails, enjoy nearby beaches, explore nature preserves, or visit local shops and dining spots. The area offers a great mix of relaxation and adventure for all ages.brbrThis is the kind of stay where mornings start with fresh coastal air, afternoons are spent by the pool or beach, and evenings are all about relaxing together in a spacious villa. Marriott’s SurfWatch makes it easy to enjoy Hilton Head with comfort, space, and a true coastal atmosphere.brbrItems to note:br- There is no cash available at this resort, and credit cards are the only acceptable form of payment.br- The Town of Hilton Head Island will be completing a Beach Renourishment Project to restore erosion of several areas of the beaches. brbrKoala Disclosure Summary:brbr-IMPORTANT: Payments appear as “Koala VACATIONS” on credit card statements.brbr- BEFORE YOUR CHECK-IN: This booking requires the name and address of the person checking in. THE PERSON CHECKING IN MUST MATCH THE PHOTO ID PROVIDED TO US.brbr- This resort is part of a timeshare and you may be invited to attend a sales presentation. Any participation is always optional and never required when booking through Koala.brbr- The primary guest checking in must be at least 21 years old.brbr- Resorts own and manage all units/amenities; unit assignments at check-in.brbr- Room photos are samples; actual furniture/layout may vary.brbr- The Resort is responsible for maintenance, may alter/close select amenities due to COVID-19 or other factors. Koala is only responsible for ensuring your check-in and unit category.brbr- Koala is not responsible for unit condition or resort services. For resort, unit or guest related issues after check-in, please contact the resort management.brbr- Check cancellation policy before booking. No refunds after the cancellation deadline due to any reason, including COVID-19 (except full resort closures), natural disasters, or personal changes. For these reasons we always recommend purchasing trip insurance for unforeseen circumstances like these. This resort is part of a timeshare and you may be invited to attend a sales presentation. Any participation is always optional and never required when booking through KOALA.
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$371.13

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Condo

Harbour Town Villa Overlooking Golf Links w/ Bikes, Golf and Dolphin Tour

Hilton Head Island, South Carolina, United States

Cozy Cutter Court Villa in Sea Pinesbrbr2 Bedrooms | 2 Bathrooms | Sleeps 5 | Serene RetreatbrbrWelcome to 911 Cutter Court, a second-floor villa that puts you right in the heart of Harbour Town. Overlooking the Harbour Town Golf Links Clubhouse, this two-bedroom, two-bathroom retreat offers a front-row seat to one of Hilton Head's most iconic settings.brbrStep inside to a bright, coastal-inspired living space designed for comfort and connection. The open living and dining area invites you to unwind after a day on the Island, while a galley-style kitchen provides everything you need to prepare meals at home. The primary bedroom features a king bed and ensuite bath, and the guest bedroom includes a queen bed and twin bed with access to the second full bath. A single sleeper sofa in the living area adds flexibility for families or friends traveling together. From your private balcony, enjoy peaceful clubhouse views and the energy of Harbour Town just steps away. Explore the marina, climb the lighthouse, browse local boutiques, or dine beneath the oaks—all right outside your door.brbrSea Pines is a stunning, expansive resort community on Hilton Head Island renowned for its natural beauty and exclusive amenities. With its lush landscapes, scenic lagoons, and pristine beaches, Sea Pines offers a serene retreat with a touch of sophistication. Visitors can enjoy a range of activities including golf at world-class courses, dining at gourmet restaurants, and exploring the charming shops and attractions of Harbour Town. The community is also home to extensive bike paths, nature trails, and a marina, ensuring a perfect blend of relaxation and adventure in a picturesque setting.brbrIncluded in Your Stay:br• Second Floorbr• Access to the Sea Pines Trolleybr• Access to Sea Pines Beach Club Beach Accessbr• Starter amenities and keyless entrybr• Sea Pines Community GuidelinesbrbrSleeping Arrangements:br• Bedroom 1: 1x King Bedbr• Bedroom 2: 1x Queen Bed, 1x Twin Bedbr• Living Room: 1x Sleeper SofabrbrWhy Book with Hilton Head Properties R&R brWe go beyond the booking to make your stay seamless and memorable. Every reservation includes local perks like complimentary activities through Xplorie (dolphin tour, golf, mini-golf, beach gear & more), dedicated vacation planners to help curate your trip, and a full-time maintenance team ready to assist anytime you need us.brbrPermit# 025574
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Exceptional(29)

$304.9

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Villa

174 Colonnade Club - Shipyard - 2 Bed 2 Bath Sleeps 5 - Hilton Head Rentals

Hilton Head Island, South Carolina, United States

This villa is a beautifully renovated and welcoming 2 bedroom, 2 bath, second floor, bright, end unit with lagoon and pool views. It’s the perfect place to stay for your Hilton Head Island getaway! The Colonnade Club complex is located within the gated community of the Shipyard Resort and is close to the beach. This villa is located directly across the street from the paved beach path which is an easy 10 minute walk along a shaded pathway to the Shipyard Beach Club where you will enjoy access to bike racks, outdoor showers, and restrooms with a boardwalk out to the ocean.brbrThe kitchen (remodeled in 2025) is fully stocked and features quartz countertops and beautiful soft close cabinets, pull out drawers, and stainless steel appliances. The laundry room is at the back of the kitchen with a full-size washer and dryer. The large high-top dining room table that seats 6 provides for a perfect gathering spot for meals. The living room is equipped with a 55 LG flat screen TV, a comfortable sectional sofa, and sliding glass doors that lead out to your private covered balcony – a great spot to relax and enjoy the coastal breeze with seating for 6 and stunning lagoon and pool views. For your added convenience and use, on your private balcony you will also find an Electric Weber Grill. brbrThe master bedroom is furnished with a king bed, a 40 flat screen TV, and a newly renovated private en-suite with double sinks and a beautiful walk-in shower with glass doors. As well, the master includes a spacious desk and office chair perfectly situated next to the 2 large windows overlooking the lagoon – the perfect spot to take care of business while still spending time with the family in Hilton Head. In the guest bedroom, you will find a bunk bed with a queen on the bottom and a twin on top, a 32 flat screen TV, and a newly renovated adjacent private bath with a tub/shower combo. Beach Towels & Beach Chairs are included in every Hilton Head Rentals professionally managed property. brbrUnique amenities:brKitchen remodeled 2025brBathrooms remodeled 2023brPrivate electric grill on balconybrbrAs an added feature, this villa comes with beach chairs, a beach umbrella, 2 body surfboards, and a beach wagon to assist you in your easy 10-minute stroll to beachbrbrExterior amenities:br2nd floor single level end unit- walk up no elevatorbrLarge on-site pool measuring 21' x 62'.brSpacious poolside spa with poolside restroomsbrThe pool/spa is open mid April to mid September.brThere is a limit of 2 vehicles, and a parking pass is required.brRental guests are not allowed to bring petsbrA short walk to the Shipyard Beach Club, which features outdoor showers and restroomsbrbrThe Shipyard Resort provides all the opportunities you need for relaxation, adventure, family fun, outdoor sporting, golf, and much more. Enjoy the many miles of bike paths that wind their way throughout the resort and the whole of Hilton Head Island. Take in the stunning views of the manicured grounds dotted with lagoons and admire the centuries-old live oak trees draped in Spanish moss. You may even spot a deer or an alligator along your journey.brbrDual access to Shipyard on Highway 278 and Pope Avenue makes Shipyard one of the most convenient locations on the island. Coligny Plaza, a major hub on the island, is less than one mile away, and there is easy access to restaurants, stores, banks, movie theaters, a local hardware store, and the post office. Food lovers will appreciate that exceptional, locally owned restaurants are within 1-10 miles.brbrSports enthusiasts can book court time at the Van der Meer Tennis Center or take in a round of golf on any of the three courses within Shipyard. brbrTown of Hilton Head Island Rental Permit- #028278
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