Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 220 Of 6408 Vacation Rentals
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Exceptional(111)

$1387.76

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Private Vacation Home

7 Bedroom Oceanview Home (Sleeps 24 Guests)

Hilton Head Island, South Carolina, United States

Crabline Court. Hilton Head Island S.C. 29928brbr* 7 Bedrooms br* 5 Full Bathsbr* Over 4200 Sq ftbr* Ocean Viewsbr*Private PoolbrPool Heater***brThis fantastic Charlestonianbr style home is located in Hilton Head Islands youngest seaside (gated) communities, and is just a short walk (approximately 700 yards) to the beach. In addition to the beach you will enjoy the Chaplin Oceanside park just 200 yards away. Within walking distance of the house you will find tennis courts, basketball courts, bike trails, a dog park, baseball diamonds, soccer fields, a playground, beach parking, and restrooms. If you are not familiar with the Singleton Beach area it is located mid island right between Palmetto Dunes and the Marriott Surf watch Resort (which are both very popular resorts on the island. It's mid island location makes it convenient to all the amenities Hilton Head Island, and Bluffton have to offer. The areas best restaurants, shopping, and recreational amenities are all a short bike ride away.brbrHere is a brief description of what you will find a this amazing beach house. There are seven bedrooms and five baths encompassing over 4200 square feet. There are three living levels with stone floors, granite counter tops, stainless steel appliances, a large outdoor balcony on all three levels of the house, and a covered poolside lanai. The first floor layout has one bedroom with a king bed, a full size bathroom, kitchen, family room, and dining area. The second floor has four bedrooms including one with a king bed and three others with double/double beds. There are also three full baths and a laundry room on the second level. The third floor has a bedroom with a king bed and bath. There is also a game room/bedroom on the third floor that has double/double/double beds along with sitting area plus Foosball, stand up arcade games (Galaga and Ms. Pacman}, a sofa, love seat, big flat screen television, and Xbox system (bring your own games}.brbrThere is a golf cart beach shuttle service that runs Sunday-Friday 9 am till 5 pm from Memorial Day till Labor day. It is provided free of charge for our guests and is included in the rental price.brbr*****Pool heat is an additional $75 a day. brbrElevator is not available for guest use. Owner use only.brbr
Bed 7

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Bath 5

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Sleep 24

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Exceptional(95)

$284.43

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Villa

Fantastic Villa for families, sleeps 6 and Great Rates

Hilton Head Island, South Carolina, United States

- The unit is off South Forrest Beach between Coligny Square and Sea Pines. It is a short walk to the beach. There are miles of biking and walking trails, golfing, scrumptious food at the many restaurants. After a day of biking, shopping or exploring enjoy the comfort of the Villa and/or the outdoor pool and in the cooler season the large indoor heated pool and spa. brbrAccommodations: Aurora Villa 1270 Sq. Ft is located on the 4th floor of Ocean Walk. The building has two elevator's. You can enjoy the breathtaking view of the indoor pool through the glass windowed elevator as you ascend. There are two Master bedrooms suites with a full baths, the second suite shares a bath with the 3rd den/bedroom. The Villa also features a large living room and dining area with a fully equipped kitchen. For your added convenience and comfort a washer and dryer are provided, and a Murphy bed is available in the office/den. Aurora Villa easily sleeps six comfortably. You can not find a better location or more exquisite place to spend your vacation time.brbrProperty rents Saturday with check in at 4:00 pm thru Saturday check out 10:00 am during summer season- During off season you can rent a minimum of three days. brbr2 Bedrooms with a queen bed in each one, (den has full bed (Murphy Style) for 3rd bedroom, queen sleep sofa in living room, 2 full bathrooms with tub/ shower combo.brbrFacility has security cameras in the common areas (hallways and outside) for safety reasons. There are no cameras inside our unit.brbrPlease note the following regarding “Quiet Time” on Hilton Head Island, SC, a. In the Town of Hilton Head Island, SC, it is unlawful to unreasonably disturb the peace and quiet of those in their homes and public places (Title 17, Chapter 4, Town Code): and b. Quiet hours are between 10:00 pm and 7:00 AM, though town noise regulations are in force twenty-four (24) hours each day (Title 17, Chapter 4,Town Code). Also please note the quiet time at the Oceanwalk Complex is between 10:00 PM and 8:00 AM.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(108)

$229.9

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Villa

SAVE... GREAT SPRING/SUMER DATES STILL AVAILABLE!...GET EM B4 THEYRE GONE !

Hilton Head Island, South Carolina, United States

brPARKING PASSES are now to be obtained from Security Guard on duty...If hes not around just put a note on your Auto's Dashboard with Unit # 133 and dates youll be staying. Then get a pass when you see security on duty..brbrWIFI NETWORK: Owners_TheBreakers_WiFibrPASSWORD...rose840modernbrWifi is provided by the Association so if its not working youre probably better off asking someone else whos staying at the Breakers if they are connected and if they know anything .. Its very rare that the wifi goes down but it has happened a couple times in the last 3 years.brbrbrLOCATED RIGHT NEXT TO STAIRS AND ONLY A FEW STEPS TO NEW ELEVATOR.brbrPARTIALS...DURING HIGH SEASON ARE PREFERRED TO START OR END ON A SATURDAYbrbrPLEASE BE CONSIDERATE...WHEN INQUIRING, IF YOU FOUND SOMETHING ELSE AND YOU'RE ALREADY TENTATIVELY BOOKED . PLEASE SEND A QUICK EMAIL SAYING SO. THEN I CAN FREE UP THE DATES ON MY CALENDAR. FOR SOMEONE ELSEbrbrNO PETS ALLOWED IN BREAKERS,SORRYbrbrCHECK IN 4 PM ( although its usually cleaned before that)If you arrive A LITTLE early and its ready, go on in... CHECK OUT 10 AMbrbrWEEKLY PREFERRED (SAT-SAT) DURING HIGH SEASON (JUNE- MID AUG) UNLESS LAST MINUTE( less than a week out)brbrALL PRICES PLUS TAX AND FEESbrbrbr UNIT 133br brLast Minute ( a week away or less) specials also sometimes available.br brThe Breakers complex is a direct oceanfront complex. Directly across the street is Coligny Plaza ( Google it Great Place)... which has shopping, theater, restaurants, coffee house, bakery, toy store, groceries, pharmacy, and everything you could possibly need during your stay within 50 yards.brbrThanks and God bless, Rob Kuzich.brbrP.S. THE ICE MAKER IS INTENTIONALLY DISCONNECTED. ICE TRAYS PROVIDEDbrWhy you ask to prevent a disaster should the line rupture. This happened to a friend with another unit. and mold was the result brbrbrKeywords: Ocean Villa
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Bath 1

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Sleep 5

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Exceptional(62)

$735.56

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Private Vacation Home

Elegant Lagoon-Front Retreat with Private Pool – Just a 5-Minute Walk to Beach

Hilton Head Island, South Carolina, United States

Welcome to your dream vacation home in Palmetto Dunes, ideally situated just a five-minute walk from one of Hilton Head Island’s most beautiful and uncrowded beaches. Thoughtfully updated and designed with comfort and connection in mind, this spacious retreat is the perfect setting for a family getaway, a beach escape with friends, or a restful week in the Lowcountry.brbrInside, the home features two generous living areas, providing plenty of space to relax, reconnect, or entertain. At the heart of it all is a stunning, fully renovated kitchen—complete with a high-capacity ice maker, double ovens, convection oven, and an extra-deep sink. Whether you're whipping up a casual breakfast or preparing a special dinner, this kitchen is a gathering place for everyone to enjoy.brbrStep outside and unwind in your own private oasis. Lounge by the pool, grill out on the deck, or cast a line from the fishing dock overlooking the peaceful 11-mile lagoon. With plenty of seating and serene views, the outdoor space invites you to slow down, soak up the sunshine, and savor the moment.brbrThe home’s layout is ideal for families and groups, offering both togetherness and privacy:brbr-The serene primary suite features a king bed and a beautifully updated en-suite bath—your own private retreat.brbr-A cozy bunk room with two sets of bunks shares a full hall bath, making it perfect for kids or teens.brbr-On the opposite side of the house, two charming queen bedrooms share a third full bath, providing comfort for everyone.brbr-Additional features include high-speed Wi-Fi, smart TVs, a full laundry room, and plenty of indoor and outdoor seating.brbrLocated in the heart of the prestigious Palmetto Dunes Oceanfront Resort, you’ll have easy access to three championship golf courses, award-winning tennis and pickleball facilities, kayaking, canoeing, miles of scenic bike trails, and a variety of shops and restaurants—everything you need to make lasting memories.brbrWhether you’re enjoying morning coffee on the dock, afternoons by the pool, or beachside sunsets just a short walk away, this inviting home offers the best of Hilton Head in one unforgettable place.brbr*pool can be heated at an additional cost. Inquire at least a week prior to arrival.
Bed 4

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Bath 3

Bath

Sleep 12

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$305.0

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Condo

Luxe Shipyard Villa | Golf Oasis | Beach Club Near

Hilton Head Island, South Carolina, United States

Summary:brbrPicture This: Your Dream Hilton Head Island Vacation Begins at 22 The CottagesbrbrImagine stepping onto a sun-drenched porch with steaming coffee in hand, the soft Lowcountry breeze in your hair, and sweeping fairway views stretching out before you. Welcome to 22 The Cottages, a beautifully updated 2-bedroom, 2.5-bathroom villa tucked inside the prestigious Shipyard Plantation community in the heart of Hilton Head Island, South Carolina. This is more than just a short-term rental; this is your invitation to experience coastal living at its finest. From the moment you arrive, this turnkey Hilton Head Island vacation rental sets the tone for the relaxing, memory-making getaway you have been craving.brbrbrbrThe Space:brbrDiscover a Villa That Has It All, Inside and OutbrbrFreshly renovated in 2022, this stylish end-unit villa blends coastal charm with modern comfort across every square foot. The bright, open living space features brand new flooring, designer furnishings, a plush queen sleeper sofa, and a Smart Fire TV perfect for cozy movie nights after a long day at the beach. The fully equipped gourmet kitchen comes complete with granite countertops, sleek appliances, and everything you need to prepare a Lowcountry boil, a quick family breakfast, or a glass of wine on the porch. Retreat to the spacious primary suite featuring a new King bed, dedicated TV, and ensuite bath with a walk-in shower, while your guests will love the second bedroom with a Queen bed, private TV, and its own ensuite bath for ultimate privacy.brbrbrbrStep Outside and Fall in Love with Hilton Head Island LivingbrbrFrom your front door, you are minutes away from everything that makes Hilton Head Island one of the most sought after beach vacation destinations in the country. Hop on a bike and cruise the miles of shaded paths leading to the exclusive Shipyard Beach Club, Coligny Plaza, and the buzzing oceanfront shops and restaurants of South Forest Beach. Tee off at one of three signature golf courses inside Shipyard, sharpen your serve at the tennis courts, paddle a kayak through the salt marsh creeks, or set sail on an unforgettable dolphin watching tour. Whether you are planning a romantic couples retreat, a multigenerational family vacation, a girls golf trip, or a quiet escape with your significant other, this Shipyard Plantation villa puts you steps from the Atlantic Ocean and at the center of more than 200 restaurants, 24 championship golf courses, and endless Lowcountry adventures.brbrbrbrBook Your Hilton Head Island Vacation Rental TodaybrbrHilton Head Island vacation rentals like this one book quickly, especially during peak beach season, golf tournaments, and holiday weekends, so do not wait to lock in your dates. Reserve 22 The Cottages today and let host2coast, your trusted partner in Hilton Head Island property management, take care of every detail of your stay from arrival to departure. Picture waking up to those iconic golf course views, sipping coffee on your private porch, and ending each day with sandy toes, salty hair, and a heart full of new memories. Your reimagined coastal vacation is just one click away, so book now and discover why guests return to 22 The Cottages and host2coast year after year.brbr brbr PROPERTY SPECIFIC DETAILS:brbr brbr * Shipyard 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 $45. All gate passes must be picked up at the host2coast office prior to entry.brbrbrbrSTR Permit # 74820brbrbrbrGuest 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:brbrShipyard is located between Sea Pines and Palmetto Dunes, and is home to a splendid environment with abundant natural beauty and activities to entertain.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.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(5)

$321.14

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Condo

Stylish Villa w/ Pool & Beach Club on Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbr1701 Shipmaster - This stunning property boasts 2.5 bedrooms and 2.5 bathrooms, as well as access to a community pool - perfect for those hot summer days. With easy access to nearby bike trails and the Shipyard Beach Club, there's always something to do. Golf enthusiasts will love the nearby courses, while tennis players can enjoy a game or two on the courts. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.brbrbrbrThe Space:brbrWelcome to 1701 Shipmaster! This is an updated 2.5-bedroom and 2.5-bathroom villa located in the Shipyard community. It offers access to great amenities such as an outdoor pool, tennis court, and private beach and beach club.brbr brbr The villa has a spacious living and dining area with views of the lush island locale, which makes hosting game or movie night a breeze. The fully-equipped kitchen is ideal for brewing morning coffee, packing a picnic lunch for the beach, or preparing a delectable meal to enjoy indoors or outdoors. Additionally, there is a powder room and a laundry area on the main floor for your convenience.brbr brbr If you feel like catching a nap or curling up with a good book, you can head upstairs, where you will find bedroom 1 with a king bed and full bath, bedroom 2 with a queen bed, a twin daybed and full bath, and a separate sleeping area with a twin bunk bed. Both primary bedrooms have Smart TVs for added convenience.brbr brbr Whether you want to kick back and relax or venture out and explore, Hilton Head Island has everything you could hope for to make this a memorable vacation. The Shipmaster is a leisurely 15-minute walk or bike ride on the scenic bike paths to the beach. You can enjoy 12 miles of white sandy beach, bike paths, lagoons, championship golf at the Shipyard Golf Club, tennis courts at the Van der Meer Racquet Club, and an abundance of natural beauty, along with easy access to Hilton Head’s shopping, restaurants, and top activities.brbr brbr Make your dreams come true with the best vacation ever! Relax, refresh, and be ready to take home memories to last a lifetime. Book 1701 Shipmaster 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 * Shipyard 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 $45. All gate passes must be picked up at the host2coast office prior to entry.brbrbrbrSTR Permit # 28660brbrbrbrGuest 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:brbrShipyard is located between Sea Pines and Palmetto Dunes, and is home to a splendid environment with abundant natural beauty and activities to entertain.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.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(71)

$440.0

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Villa

Beautiful Oceanfront Views--Newly remodeled!

Hilton Head Island, South Carolina, United States

Our two bedroom and two bath unit is only steps to the beach as well as to two new pools on Villamare grounds! The oceanfront view is spectacular! A recent update was completed including new flooring, new kitchen, new furniture and window treatments. There is new paint throughout the unit as well as a new air handling system.brbrVilla 1307 is on the third level of building one. We also own Villa 1302 which is also on the third floor and down the hall--very convenient for families or groups that require more space! brbrThis villa is ready to be your vacation retreat. The family room has a comfortable couch that converts to a sleeper sofa with a full-size mattress, two large chairs, and a new smart TV. The family room also has glass doors that open to a balcony with outdoor furniture for lounging. brbr The kitchen is fully equipped and features quartzite counter tops and new appliances. There is a washer and dryer just off of the kitchen. There is a dining table with four chairs as well as bar seating for two just outside the kitchen.brbrThe master bedroom suite has French doors separating it from the living area, a king-size bed, a spacious full bath with soaking tub, a TV and a balcony. The second bedroom has two queen-size beds and also has a bathroom with a shower, a TV and balcony. All the bedroom furniture, mattresses and bed spreads have been selected by a professional decorator.brbrVilla 1307 is located near the front of Villamare which means your villa is near the beach, oceanfront pools, cabana, and sundeck. It's a short walk to the beach or pool from your third floor villa. There is an elevator for guests' use. There's also an indoor pool, sauna, steam room, barbecue area and exercise room exclusively for Villamare guests. brbr Enjoy the miles of wide, expansive, soft, sandy beach just steps from your luxury villa in prestigious Palmetto Dunes, a semi-tropical resort with every amenity possible. Don't delay! E-mail this owner today to make your reservation.brbrbrbrKeywords: Multi-unit property, condo, villa, flat, apartment, oceanfront, ocean view, beach front, beach view, luxury rental
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Bath 2

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Sleep 8

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$1273.75

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Private Vacation Home

91 Dune Ln - Oceanfront Home off of North Forest w/ Pool & Hot Tub, Dog Friendly

Hilton Head Island, South Carolina, United States

Discover coastal living in this classic 5-bedroom, 4.5-bath oceanfront home located in the North Forest Beach area of Hilton Head Island. Immerse yourself in breathtaking ocean vistas from nearly every room and deck, creating a serene and unforgettable vacation experience.brbrInviting Living SpacesbrUpon entering, you'll be greeted by a spacious and comfortable living area on the first floor, with direct access to a large deck leading to your private pool oasis. This level also features three well-appointed bedrooms, two furnished with luxurious king-size beds and one with a twin and full bed, ensuring ample space for your entire group.brbrElevated ElegancebrAscend to the second floor, where you'll find the open-concept living room, dining room, and a well-equipped gourmet kitchen, all boasting incredible ocean views. The kitchen features ample counter space, a spacious bar for casual dining, and top-of-the-line appliances, including a Keurig, drip coffee maker, food processor, crockpot, and blender.brbrMaster Suite RetreatbrThe master bedroom, located on the second floor, is a true sanctuary. Relish in the luxurious king-size bed, indulge in the private en-suite bathroom with a jacuzzi tub and separate step-in shower, and step out onto your private oceanfront balcony to take in the breathtaking vistas.brbrFlexible AccommodationsbrJust a few steps away, you'll find another bedroom offering two queen beds, flooded with natural light from the skylight in the living room, creating a warm and inviting atmosphere.brbrVacation PerfectionbrThis recently renovated and beautifully decorated home is equipped with top-notch amenities to ensure a truly remarkable stay. Stay entertained with ROKU Smart TVs in every bedroom and throughout the house, and enjoy high-speed WiFi, DirectTV in every room, and a BBQ grill for alfresco dining. Cool off in your private pool, or stroll along the uncrowded beaches and shaded paths leading to the vibrant Coligny Plaza, where you'll find an array of shops, restaurants, and activities.brbrWhether you're a large family or multiple families vacationing together, this home offers the perfect blend of comfort, privacy, and shared spaces to create lasting memories. Book your stay today and experience the ultimate in coastal luxury.brbrPROXIMITY TO THE BEACHbrbr- OceanfrontbrbrPROPERTY CONFIGURATIONbrbr- 5 Bedroomsbr- 4.5 Bathsbr- Sleeps 12br- Parking for a maximum of 6 vehicles on improved surfaces like driveways (no parking on grassed/landscaped areas)br- 5500 Square feetbrbrBEDDING BREAKDOWNbrbr- Bedroom 1 – 1 King, 1st floor, private bathbr- Bedroom 2 – 1 Full 1 Twin, 1st floor, shared bathbr- Bedroom 3 – 1 King, shared bathbr- Bedroom 4 – 1 King, 2nd floor, private oceanfront balcony, private bathbr- Bedroom 5 – 2 Queens, 2nd floor, private bathbrbrFEATURESbrbr- Direct oceanfront with private beach pathbr- Private pool (30x15) with stand alone hot tubbr- Hot tub heat included; pool heating available for $775-$1275+tax/weekbr- Well stocked kitchen with single ovens, dishwashers, large fridge (2nd fridge on pool deck), Keurig, drip coffee maker, food processor, crockpot, blenderbr- Electronic entry lockbr- Fresh sheets and towels providedbr- 15 large beach towelsbr- Drip coffee and tea for the weekbr- Automatic espresso makerbr- Reverse osmosis water cooler with hot waterbr- 10x10 SunNinja beach shadebr- 10 backpack beach chairsbr- Beach coolerbr- Beachside fire pits with firewoodbr- Gas patio heatersbr- 8 adult bikes, baby seats, 2 kids' bikesbr- ROKU Smart TVs in all bedroomsbr- Highchairs and baby gearbr- Beach/pool toys and games like LED boccebr- brbrSTOCKED FOR YOUR ARRIVALbrKitchen: Dish/dishwasher soap, sponges, napkins, paper towels, coffee, tea, spices, sugar, Splenda, cleaners, bags, wrap, foilbrBathrooms: Soap, Q-tips, caps, shampoo, conditioner, toilet paper, hair dryersbrbrLaundry: Detergent, fabric softener, dryer sheets, stain removerbrCleaning: Carpet cleaner, glass cleaner, tissuesbrPlus: Baked goods, champagne, propane, bikes, first aid, meds, games, booksbrbrPROPERTY REMINDERSbrbr- Dog friendly (max 2 dogs)br- 5 vehicle max parking on improved surfaces onlybr- Carport Accessbr- brbrACTIVITIESbrbr- Swimming at beach or poolbr- 30+ world-class golf courses within 30 minsbr- World-class tennis and pickleballbr- Watersports - boating, fishing, sailing, etc.br- Biking trailsbr- Sightseeing in Savannah, Beaufort, CharlestonbrbrHilton Head Island short-term rental permit #071058
Bed 5

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Bath 4

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Sleep 12

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Exceptional(1)

$313.5

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Private Vacation Home

JULY 11-17, 2026 Only! Shipyard-Spinnaker-Beach-Pool-Golf Included-2 Bdrm Condo

Hilton Head Island, South Carolina, United States

July 11-17, 2026 (7 nights)!brTownhome features two-bedroom/2.5 bath in Shipyard. Unit is cleaned and disinfected after each stay. Our family has stayed here for 10+ years and we are unable to this year. It is absolutely beautiful! Ride bikes (2 included), play golf (included), one of the closest condos in Shipyard to the beach and plenty of kids activities at the pool! It features a beautiful master suite with private bathroom and skylights, well-equipped kitchen, dining room, living room with sleeper sofa and large picture windows. Relax and enjoy dining on the large decks with a BBQ grill and lovely views of the lagoon and golf course. Spinnaker at Shipyard features a pool, hot tub, tennis courts, playground, and seasonal poolside activities. Condo has private beach access a short walk away!brKEY FEATURES OF UNIT:br-Sleeping Maximum of 6 Peoplebr-Daily Greens Fees For Up To 4 Daily At Shipyard Golf Club Availablebr-Daily Tennis At Van Der Meer RacquetbrClub Availablebr-Two Free Bicyclesbr-Free Wireless Internetbr-Large flat screen TVbr-Living Room With Sleeper Sofa, Half Bath & LargebrPicture Windowsbr-Dining Room That Seats 6 Peoplebr-Large, Well-Equipped Kitchen With Granite Countertops and Breakfast Counterbr-Large Private Decks For Outside Dining With Lagoon and Golf Viewsbr-Full Size Washer & Dryerbr-Master Bedroom With King Bedbr-Master Bathroom With Granite Countertops, Jetted Tub, Glass Shower Stall, High Ceilings With Skylights and Double Vanitybr-Second Bedroom Has Two Twin Beds, Private BathbrWith Tub/Showerbr-On-Site Pool, Hot Tub & Tennis Courtsbr-Supervised Children's Activities In br-BBQ Grillbr-Short Bike Ride/Walk to Beach
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Bath 2

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Sleep 6

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Exceptional(122)

$366.26

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Private Vacation Home

201 Tennismaster, Beautifully Remodeled End Unit with Pool View!

Hilton Head Island, South Carolina, United States

Beautiful remodel completed in Winter 2018 gives your family plenty of space to hang out together in our open layout of kitchen/dining room/living room. The kitchen was re-built from the floors up, including granite counters and all new appliances. The new laundry area adjacent to the kitchen also received a new washer and new dryer. brbrThe first floor master bathroom was also rebuilt from scratch with new flooring, a custom walk-in shower, custom vanity, and all new plumbing and fixtures. A completely renovated 1st floor half bath and new flooring throughout the first floor completes our remodel. brbrThe bright and cheery living room has a wall of windows to let in the sunshine and includes a queen sleeper sofa and a large LCD flat screen TV. We have wireless high speed Internet and digital cable, including DVR service on the Living Room TV. A sliding glass door in the living room leads to our backyard patio with a charcoal grill. Tennismaster's large community pool is just steps from our back door and is visible from our open patio and screened-in porch (with ceiling fan). brbrThe master bedroom is also located on the first floor and has a king bed, ceiling fan, LCD flat screen TV, and a private bathroom. The master bedroom also has a sliding glass door to the backyard patio.brbrOn the 2nd floor are two additional bedrooms; one has two twin beds while the other has a queen and 2 twins, private balconies and private baths for each. All bedrooms have flat screen TVs and ceiling fans. brbrThe perfect location and a beach locker!brShipyard is centrally located on the island, close to championship golf courses, popular restaurants & shops, watersports and more. Our end-unit in Tennismaster is less than a 10 minute walk to the beach on a beautiful, paved path which leads to the Shipyard Beach House and your personal beach locker. Use it to store your beach chairs, umbrellas, and toys throughout your stay so you can enjoy yourself at the beach without having to carry your beach items back and forth each day. We also have an outside storage area at the condo where you can keep your bikes and outdoor gear.brbrOur family has called Hilton Head our 2nd home for over 40 years and we love to help new visitors enjoy our island! Ask us if you need help planning your activities!
Bed 3

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Bath 3

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Sleep 8

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Exceptional(3)

$1630.41

/ Nightly
Private Vacation Home

Luxury Beach Home, Pool & Game Room on Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbrEscape to an island paradise with this stunning two-level Hilton Head vacation home. Featuring spacious living areas, a gourmet kitchen, and 6 bedrooms accommodating up to 12 guests, it's perfect for relaxing by the private pool or strolling to the nearby beach. Experience a vacation reimagined with all the comforts of home. Additional fees may apply for pool/spa heating.brbrbrbrThe Space:brbrWelcome to your own personal island paradise! This stunning property is located just one street back from the ocean in the peaceful Sea Pines neighborhood. You'll love the spacious two-level house, with its huge living and family room, open kitchen, and high ceilings. It's perfect for relaxing during the day or cooking gourmet meals for the whole family at night. brbr brbr The upper level of the house boasts two king-sized bedrooms, each equipped with its own luxurious en-suite bathroom. Additionally, there is a queen-sized bedroom that can accommodate two people and a playful kids' bunk room that comes with a trundle bed, allowing three little ones to sleep comfortably. Moving to the lower level, you'll find two more cozy bedrooms, one furnished with a queen bed and the other with two twins, as well as a bonus space that features a pull-out sleeper sofa. The game room is also located downstairs and comes equipped with a ping pong table, which is sure to entertain any competitive guests in the group!brbr brbr But the real magic happens outside, where you'll find a fantastic pool and patio area, complete with a gas grill for cooking up delicious meals in the sun. And when you're feeling adventurous, there's a path from the house that leads to the beach in just one minute! You can explore the stunning coastline by bike or on foot or head over to the nearby South Beach marina for some shopping, dining, and water activities. It's the perfect location for a fun-filled family vacation! Book today 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.brbr * Pool and/or spa 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 60 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 # 27976brbrbrbrGuest 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 6

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Bath 4

Bath

Sleep 15

Sleeps

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Exceptional(101)

$317.93

/ Nightly
Villa

Fully Remodeled! Pool view! Walk to Beach & Celebration Park

Hilton Head Island, South Carolina, United States

Welcome to our HHI Villa. Our comfortable and spacious villa is a three bedroom/3 bathroom flat located in Springwood Villa's complex. The gated pool with a sun deck and kiddie/wading pool is just steps away from our patio. (The pool opens on April 1st and closes on November 1st and is not heated.) It is conveniently located just a few minutes from the beach, grocery stores, restaurants and Coligny Plaza shops and entertainment. brbrA fully equipped kitchen opens up to the living room and dining area, which has ample seating for 8. A private patio has a couch with a coffee table and chairs to enjoy the outdoors.brbrThe master suite has a king bed with a private bathroom with tub, shower and double vanity. The second bedroom has a queen bed with a private bathroom with a glass tiled shower. A third bedroom has two full beds and shares a hallway bathroom with tub/shower combo. brbrThere are flat screen tv's in the living room and each bedroom. We have free Wi-Fi and a private washer/dryer. We provide one beach umbrella, two chairs and 4 beach towels as a courtesy to use during your stay.br brThere are two assigned parking spaces for the villa with the villa #61 on them.brbrOther amenities include a FREE one hour of daily tennis court time at the adjacent Van der Meer courts. brbrSpringwood Villas are located just 2 blocks off South Forest Beach, on Deallyon Avenue. They are conveniently located close to Van der Meer Tennis Center and are within a short walk or bike ride to shops, restaurants, and tennis. Springwood is close to the beach and a great place for an active family vacation.brSpringwood Villas is a NON-SMOKING complex.brNO GRILLS ALLOWEDbrNO PETS ALLOWED brBike Racks outside of the villas-NO BIKES ALLOWED INSIDE VILLA
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(1)

$412.95

/ Nightly
Private Vacation Home

22 Windjammer Court - Spring Specials - 3 bedroom Townhome near Harbour Town!

Hilton Head Island, South Carolina, United States

Experience coastal living at its finest in this exquisite home at 22 Windjammer, located in the prestigious Sea Pines community. This beautifully designed property features spacious interiors, elegant furnishings, and an abundance of natural light, creating a warm and inviting atmosphere. The open-concept layout includes a modern kitchen equipped with high-end appliances, a stylish dining area, and a cozy living room perfect for gatherings. Step outside to your private patio, where you can unwind by the pool amidst lush landscaping and enjoy the gentle ocean breeze.brbrIdeally situated from pristine beaches, scenic bike paths, and the renowned Harbour Town Golf Links, 22 Windjammer offers the perfect blend of relaxation and recreation. Whether you’re looking to explore the vibrant local culture or simply relax in a serene setting, this home is your ideal retreat.brbrTown of HHI STR Permit #64762brbrHIGHLIGHTSbr• *Heated Pool --This pool & spa has a gas heater and can be heated for an additional fee of $775 - $1275 per week.br• Free Wireless Internetbr• Office Desk (Upstairs)br• 4 TVsbr• Gas Grillbr• Lagoon Viewbr• Outdoor Full ShowerbrbrSEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.]br• Lawton Stablesbr• Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private]br• Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Chartersbr• South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Toursbr• Racquet Clubs - South Beach & Harbour Townbr• Trolley Transportation - Schedule Variesbr• Tower Beach Parking - Property Owners Onlybr• Sea Pines Beach Club Parking - Major Seasonality Restrictionsbr• Ongoing upgrades to enhance the resort include renovations, new construction, and road projects.brbrPROPERTY CONFIGURATIONbr• 3 Bedroomsbr• 2.5 Bathroomsbr• Sleeps 7br• Parking for a maximum of 2 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• 2492 Square Ftbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1- 1 King -1st Floorbr• Bedroom 2 - 1 Queen - 2nd Floorbr• Bedroom 3 - 1 Queen with twin sleeper- 2nd Floorbrbr**Please Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches! brbrPROPERTY REMINDERSbrbr• *Heated Pool-This pool & spa has a gas heater and can be heated for an additional fee of $775 - $1275 per week.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 Fireplace is not for guests' use, and the garage is not for guests' use.br• 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)brVirtual Tour Url: https://my.matterport.com/show/ m=mnrWtDaY8Rn
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

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Exceptional(132)

$251.63

/ Nightly
Condo

oceanfront, 2nd floor corner condo well stocked & super clean

Hilton Head Island, South Carolina, United States

WE WOULD LOVE FOR YOU TO COME AND STAY WITH US! brbr**We have been renting condos here at Hilton Head Island Beach & Tennis Resort Since 1991. We know how to make your stay SPECIAL!! br**Our Condos Are Professionally Cleaned & maintained prior to your arrivalbr**We will notify you via text messaging on check in day when your condo is ready so that you can check in earlybr brbrOUR KITCHEN/LIVING ROOM INCLUDES:br *In room hotel safe to lock up your valuables with your own created passcodebr *coffeemaker that brews k-cups or regular, we even have a percolator for those who still enjoy your coffee brewed this way.br br *refrigerator, stove, microwavebr *blender, toaster, sandwich pressbr *dishes, flatware, pots & pans, bakeware, etc...br *queen sleeper sofa with chaisebr *phone with voice mail and free long distancebr *free wi-fi at resort, passcodebr *smart 50 tv in living room / flat screen tv in bedroom br *dvd movie selection with over thirty moviesbr *games & books for rainy daysbr *beach chairs and umbrellabr *plenty of sand toys brbrOUR BEDROOM INCLUDES:br *upgraded mattress and box springbr *upgraded bunk mattressesbr *flat screen TV in both the living room & bedroombr brbr On our balcony, we have a bar height table & chairs so that you can see the Atlantic ocean. What a great way to start the day........grab a cup of coffee and relax as you watch the beautiful sky at sunrise. brbr Our second floor corner location gives you two additional windows whichbrgives extra light as well as a breeze (unless of course it is one of those incredibly...as I like to call it...Africa hot days!)brbr The resort has the following amenities for you to enjoy:br *two-swimming pools / one kiddie poolbr *six pickle board courtsbr *eight-lighted tennis courtsbr *tennis pro on sitebr *24/7 securitybr *bike-rentals right outside security gatebrbrPLEASE CHECK MY OTHER LISTINGSbrOne Bedrooms:br #677448, #1990650, #1128300, #715831, #9329674, #1329239 & #1329238 brTwo Bedroom #2684377brbrTHESE CONDOS ARE WELL-MAINTAINED & CLEAN!! WE LIVE CLOSE BY AND WE ARE AT THE RESORT ON A DAILY BASIS THEREFORE WE ARE ALWAYS AVAILABLE FOR YOU.brbrbrbr**DURING JUNE, JULY AND AUGUST WE ONLY RENT br SATURDAY TO SATURDAY. WE ONLY SPLIT ANDbr RENT A PARTIAL WEEK AT THE LAST MINUTE IF br THE WEEK HAD NOT BEEN RESERVED.brbr**DUE TO THE HIGH NUMBER OF INQUIRIES, E-MAILING US WILL GET THE QUICKEST RESPONSEbrbr**SORRY, NO PETS ALLOWEDbrbrbrbrPLENTY TO DO AND SEE WHILE ON THE ISLAND:br * Coligny Plaza -- lots of great shops, dining also the islands first movie theatre is therebr * Lawton Stables -- horse ridesbr * Harbour Town lighthouse br * Over 10 miles of bike pathsbr * Shelter Cove marina -- great restaurants, great shops, beautiful boats and viewsbr * Over 200 restaurantsbr * Activities -- para-sailing, kayaking, fishing....br * Harbour Town Lighthouse, go to see the famous lighthouse, you can take the steps to the top, brbrbrbr WE LIVE ON HILTON HEAD, SO YOU DON'T HAVE TO WORRY ABOUT UNFORESEEN PROBLEMS RUINING YOUR VACATION...WE ARE 5 MINUTES AND ARE ABLE TO ADDRESS ANY CONCERNS THAT YOU MIGHT HAVEbrbrbrbrKeywords: Condominium, on the beach, oceanfront
Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps

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Exceptional(24)

$894.32

/ Nightly
Hotel Resort

Beachfront Villa at Marriott’s Grande Ocean - Walk to Coligny Beach & Sea Pines!

Hilton Head Island, South Carolina, United States

Beachfront Villa at Marriott’s Grande Ocean – Walk to Coligny Beach & Sea Pines Access!brbrPlease use the “Contact Host” button under “Check Availability” for any reservation questions.brbrEnjoy resort-style living at Marriott’s Grande Ocean, one of Hilton Head Island’s most beloved oceanfront properties. With four outdoor pools, an indoor heated pool, tennis courts, and access to Sea Pines, this is the perfect family-friendly getaway, just steps from Coligny Beach.brbrFlexible Dates AvailablebrMost high-demand weeks are offered with Friday, Saturday, or Sunday check-in/out in 7-night increments. However, we may be able to accommodate shorter or midweek stays, depending on availability. Message us to find the best match for your dates and budget.brbrRent With ConfidencebrWe have over 300 five-star reviews across our properties. Click the “All My Rental Listings” link below to read what past guests have said about their experiences with us.brbrResort Amenitiesbr•Four outdoor pools + indoor heated poolbr•Five-court tennis complex & health clubbr•Outdoor hot tubs surrounded by tropical gardensbr•On-site grills, recreation areas & kids’ programmingbr•Steps to Coligny Beach and Coligny Plazabr•Nearby access to Sea Pines Forest Preserve, biking trails, and championship golfbrbrVilla Featuresbr•Spacious 2-bedroom layout – sleeps up to 8br•Master suite with king bed, garden tub, double vanities & walk-in showerbr•Guest bedroom with two queen bedsbr•Living area with queen sleeper sofa & flat-screen TVbr•Fully equipped kitchen with granite countertopsbr•Washer & dryer in unitbr•Private balcony with views of Hilton Head’s lush coastal landscapebrbrPerfect for Families or GroupsbrWith separate living and sleeping areas, this villa offers space and flexibility for everyone, whether you’re traveling with kids, friends, or multiple couples. The resort’s thoughtful amenities, walkability, and beachfront access make it an easy choice for a relaxing stay.brbrTHE BOOK IT NOW FEATURE IS A REQUEST FOR RESERVATIONS, NOT A CONFIRMED STAY. Please do not reserve your airfare until you have communicated with us and have an executed rental agreement.brbrExplore the unmatched beauty of Hilton Head Island with the comfort, space, and service of Marriott’s Grande Ocean. Message us today to check availability!
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(55)

$618.72

/ Nightly
Private Vacation Home

Newly Renovated, 150 Yards to the Beach, Private Pool on Private Street.

Hilton Head Island, South Carolina, United States

Beautifully Renovated North Forest Beach Home – Steps to the Sand!brbrWelcome to your perfect getaway on Hilton Head Island! This completely renovated 4-bedroom, 2-bathroom home is located in the highly sought-after North Forest Beach area — just 7 rows from the ocean and tucked away on a private street. With a spacious layout, a large private pool, and brand-new everything, this home is designed for easy, comfortable beach living.brbrInside the Home:brThe open-concept living space is perfect for family gatherings, offering plenty of comfortable seating around the dining table, kitchen counter, and in the living room. Relax with a movie, enjoy great conversation, or simply kick back after a day in the sun. The fully updated kitchen is well-stocked and has everything you need for preparing meals, plus a washer and dryer conveniently located just off the kitchen.brbrBedrooms:brbrThe primary bedroom features a king bed and a private en-suite bathroom.brbrTwo guest rooms—one with a queen bed and another with two twin beds—share a full hall bathroom.brbrThe fourth bedroom is located at the opposite end of the home and can double as an office or bonus living area, featuring a pull-out sofa, TV, and private access to the back patio.brbrAn additional pull-out sofa in the main living room provides even more sleeping space — comfortably accommodating up to 10 guests.brbrOutdoor Living:brEnjoy the beautiful Hilton Head weather from the screened-in porch, a perfect spot to unwind, dine al fresco, or watch the kids splash in the pool. The fenced backyard features a 14' x 28' pool with a 4' x 14' tanning shelf, surrounded by a spacious pavered patio, plenty of lounge seating, and a gas grill.brThere’s ample parking available in the driveway for multiple vehicles.brbrLocation:brNorth Forest Beach offers a relaxed, residential feel with quiet streets and a stretch of beach that's wonderfully uncrowded — typically only accessed by nearby residents and guests. Just a short bike ride or walk brings you to vibrant Coligny Plaza, where you’ll find great dining, shopping, and entertainment options.brbrRecent Upgrades:brNew mattresses and toppers in the master and queen guest bedroomsbrUpgraded TVs in each room for better streaming and viewingbrExpanded kitchenware for easier at-home meal prepbrHigh-speed 1000mbps internet with a Wi-Fi extender — perfect for remote work, streaming, and gamingbrCold water filter in kitchenbrBaby pack and play availablebrPuzzle board in the closetbrbrCome experience this beautifully updated beach home and make lasting memories on Hilton Head Island!
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

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