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

Showing 580 Of 1824 Vacation Rentals
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Exceptional(30)

$1066.51

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Private Vacation Home

5A Hickory Ln-175 Yards to the Beach!

Hilton Head Island, South Carolina, United States

It’s all fun, sun, and games at this 5th-row ocean island treasure. It’s nestled on a secluded cul-de-sac among swaying Palmetto trees and moss-draped live oaks. Genuine southern hospitality from the large front porch welcomes you. Once inside, you will first notice the open-concept living area, dining area, and custom kitchen. Just steps away from the living room, you can let all your worries float away in the sea breeze on the expansive screened-in porch. This overlooks a backyard island oasis with every possible creature. Comfort from a pool and hot tub to a stone patio with a built-in fire pit, a hammock strung between two palms, and another screened-in porch where you can play ping pong or watch your favorite game poolside on the TV. brTown of HHI STR Permit # 27172brPROXIMITY br• South Forest Beachbr• 5th Row Oceanbr• 5 Minute walk to the beachbrbrHIGHLIGHTSbr• Private ** Heated Pool (16 ft x 24 ft). The 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• Hot tubbr• Free Wireless Internetbr• 8 TVs br• Surround soundbr• Gas grillbr• Outdoor gas fire pit (*additional charge for use. Please inquire when making your reservation.)br• Ping pong tablebr• Corn holebr• Hammockbr• Elevatorbr• Handicap accessiblebr• Keurig Coffee Machinebr• 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• 5 Bedroomsbr• 5.5 Bathsbr• Sleeps 18br• 4 parking spacesbr• 3302 Sq. Ft.br• Washer/ Dryerbr• Fully Equipped Kitchenbr• Second refrigerator and ice maker on the ground levelbr• 2 Screened in porchesbrbrBEDDING BREAKDOWNbr• Bedroom 1 -1 King - 1st Floorbr• Bedroom 2 - 1 King - 1st Floorbr• Bedroom 3 - 1 King - 2nd Floorbr• Bedroom 4 - 2 Queens - 2nd Floor br• Bedroom 5 - 2 Sets of bunks, double on bottom and single on top (sleeps 6) - 2nd Floorbr• 2nd Floor Living Area -1 Full Sofa BedbrbrPROPERTY REMINDERSbr• *Outdoor gas fire pit available for use upon request. $150 per week for propane for the gas fire pit.br• *Heated Pool -- The 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• Pets are not allowedbr• The Vacation Company's Guest Connect will contain all your check-in informationbrVirtual Tour Url: https://my.matterport.com/show/ m=x3GDYUR7vRW
Bed 5

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Bath 5

Bath

Sleep 18

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$762.05

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Private Vacation Home

240 Olive Shell Court @ Spanish Wells | Golf Simulator | Private Pool | Modern Amenities

Hilton Head Island, South Carolina, United States

HOST & HOME presents…240 Olive Shell Court! Located in the luxurious community of The Homes at Olive Shell, this three-story townhome features a spacious garage with a Golf Simulator and Arcade Game machine, Private Plunge Pool, high-end finishes, 9-foot ceilings, and has 4 stylish bedrooms, perfect for golf groups! This retreat is part of a gated community with amenities like a community resort-style pool, foosball table, cornhole, walking trails, and lush Lowcountry landscaping. brbrLearn more below ...brbr☆☆ HIGHLIGHTS ☆☆br br✹ Prime Entertainment: Golf Simulator & Arcade Game machine for evenings of fun!br✹ Private Plunge Pool: Relax by the pool after a day at the beach!br✹ The Homes at Olive Shell Amenities: Community pool with sun loungers, Cornhole sets, and Foosball table! br✹ Multiple Outdoor Areas: Screened in porches provide outdoor areas without any bugs! br✹ Modern Comfort: Accommodates up to 10 guests with 4 bedrooms, including a suite with screened in porch access br✹ Fully equipped kitchen for your culinary exploitsbr✹ Cozy living area: Complete with a plush sofa and Smart TV! br✹ Newly Constructed Units enhance the overall living experience!br✹ North End Location: Close to multiple waterfront restaurants and bars, easy access to all of the areas golf courses, and close to the North End Fleet for off shore fishing!brbr☆☆ LIVING AREA ☆☆brbrRelax in the inviting living area, thoughtfully designed for both comfort and entertainment. A plush gray sectional sofa, matching ottoman, large flat-screen Smart TV, and tasteful coastal décor create the ideal space to kick back after a day in the sun.brbr✓ Bright, airy layout with seamless indoor-outdoor flow and deck accessbr✓ Cozy seating perfect for gathering with family and friendsbr✓ Smart TV for the ultimate movie night experiencebr✓ Pullout couch for extra guests!brbr☆☆ KITCHEN AND DINING ☆☆brbrWelcome to the modern kitchen! Featuring sleek finishes, top-quality appliances, a large kitchen island, and plenty of counter space. The open concept design provides easy access to the living room and outside deck.brbr✓ Stainless steel appliancesbr✓ Keurig and Drip coffee makersbr✓ Everything necessary to cook and serve mealsbr✓ Dining table with seating for 6br✓ Additional 3 bar stools at the kitchen islandbrbr☆☆ BEDROOMS & BATHROOMS ☆☆brbrThe second level is home to the Primary Bedroom, featuring a King bed, en-suite bathroom with a double vanity, a spacious walk-in shower, and access to a cozy screened porch—perfect for morning coffee or an evening unwind. A convenient half bath is also located nearby, just off the kitchen area.brbrHead upstairs to the third floor, where the remaining bedrooms are located. Bedroom 2 offers a calming coastal retreat with a Queen bed, private en-suite with double vanity and walk-in shower, plus access to its own screened-in porch deck. Bedroom 3 has a Queen bed and Bedroom 4 features a King bed. Both share a Jack-and-Jill style bathroom with a double vanity and a tub/shower combination.brbr2nd Floor:br✓ Bedroom 1: 1 King Bed, en-suite bathroom with double vanity, luxurious walk-in shower, access to private screened in porch deck, Smart TVbrbr3rd Floor:br✓ Bedroom 2: 1 Queen Bed, en-suite bathroom with double vanity, luxurious walk-in shower, access to private screened in porch deck, Smart TVbr✓ Bedroom 3: 1 Queen Bed, bathroom shared with Bedroom 4 and has a double vanity, tub/shower combobr✓ Bedroom 4: 1 King Bed, bathroom shared with Bedroom 3 and has a double vanity, tub/shower combobrbr★☆ OUTDOOR & GARAGE GAME AMENITIES ☆★brbrWhether you're enjoying your morning coffee or relaxing on the inviting deck, you'll be treated to a front-row view of the serene natural beauty that defines the South. Not only is the outside space enjoyable, but venture into the spacious garage for a competitive evening at the Golf Simulator!brbr✓ Golf Simulator featuring 160 courses, multiple players, various game modes, and lifelike graphics! br✓ Arcade Game Machine!br✓ Multiple screened-in porches to keep the bugs away! br✓ Serene views of Lowcountry nature br✓ Direct access to the Plunge Pool in the backyard!brbr☆☆ OLIVE SHELL COMMUNITY AMENITIES ☆☆ brbr✓ Take a refreshing dip in the shared Community Poolbr✓ Play a game of Cornhole on the lawnbr✓ Challenge one another in a game of Foosball!brbr☆☆ NEARBY ATTRACTIONS ☆☆ brNearby, you'll find a wealth of attractions to explore, from the beach just to charming shops and family-friendly activities. Here are some of the best spots to check out: brbrDINING AND SHOPPING: Discover a variety of upscale dining and shopping options nearby. br✔ Fish Camp - 2.8 miles br✔ Skull Creek Dockside - 2.4miles br✔ Benny's Coastal Kitchen - 1.9 miles brbrFAMILY-FRIENDLY ATTRACTIONS: Explore engaging attractions that the whole family will love. br✔ Historic Mitchellville (5.2 miles) br✔ Old Schoolhouse Park Pickleball Courts (2.1 miles) br✔ Rowing and Sailing Center on Squire Pope Road (1.7 miles) brbr☆☆ OTHER THINGS TO KNOW ☆☆ brbr✓ Beach towels, 4 beach chairs, and a beach cart are providedbr✓ This house has parking for 2 vehicles (1 in the driveway, 1 in the garage)br✓ Street parking and parking on grass or pine straw are prohibited by the town.br✓ The Town of Hilton Head Island enforces quiet hours between 10:00 PM and 7:00 AM.br✓ The Olive Shell Community pool does not have safety equipment. All activities are at your own risk. br✓ The minimum age requirement for renting this property is 25.br✓ This townhouse does not allow pets, please plan accordingly.brbr☆☆ YOUR STAY - OUR PRIORITY ☆☆brbrAt HOST & HOME we know that you deserve a vacation and we have a perfect place for it. brbrOur carefully curated vacation homes are immaculate, safe, and meticulously maintained, ensuring comfort and quality throughout your stay. Enjoy peace of mind with our 24/7 support, available for assistance and maintenance anytime you need. brbr☆☆ RESERVE YOUR SLICE OF PARADISE ☆☆brbrBook directly with us to enjoy the best value without additional service fees. Elevate your vacation experience with curated activities to make your stay even more memorablebrbr★☆ Book Today & Let Us Take Care Of You On Hilton Head Island! ☆★brbrEager to Read More brHere Are A Few Kind Words From Our Previous Guests:brbr- “Our family had a great stay at one of the Host & Home homes. We loved the welcome basket with snacks, wine, and flowers upon our arrival. The kitchen is stocked with everything needed, the space is roomy and modern, and several beach items like towels, toys, chairs, and a wagon make going to the beach easy. We highly recommend it and hope to come back for another visit soon!” – Tanner (Other Location)brbr- “We had amazing communication from Host & Home. They were great to deal with & answered our questions very promptly. Everything was organized & very well organized. I would highly recommend them.” –Karen (Other Location)brbr- “Really enjoyed our stay!! The condo is clean and well-decorated. Love the beach towels available. Love how helpful and friendly Host and Home were from booking to the end. Would book here and with Host and Home again for sure!” –Stephanie (Other Location)
Bed 5

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Bath 3

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Sleep 10

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Exceptional(35)

$1748.8

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Private Vacation Home

10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lots of GREAT features

Hilton Head Island, South Carolina, United States

It's time to play at the beach. Indoor and outdoor fun come together in this remarkable 2nd-row ocean home in Palmetto Dunes. This 7 bedroom, 7 bath home with a private heated* pool and spa is made for entertaining family and friends. The lower exterior has a well-appointed covered bar area, built-in gas grilling, plenty of comfortable seating, a wall-mounted TV, and a ping-pong table. You are welcomed by a wide-open floor plan concept that combines the kitchen, living room, and dining room. Plus, balconies off the 2nd and 3rd floors overlooking the pool bring together the outside and inside worlds beautifully. brbrTown of HHISTR Permit #71636brbrPROXIMITY TO BEACHbr• 2nd Row Oceanbr• Beach path to the right of the housebr• Free door-to-door shuttle service in Palmetto Dunes and Shelter Cove (runs seasonally March-October)brbrHIGHLIGHTSbr• Private *heated pool (17 ft x 34 ft kidney) & Spa (7ft spa) -- The 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. If you want to heat the spa only, it is $225.br• Free Wireless Internetbr• 2 Free Hours Daily for Tennis or Pickleballbr• 10 TVsbr• 6 DVD Playersbr• 2 Refrigeratorsbr• 2 PlayStationsbr• Gas Grill & Charcoal Grillbr• Ping Pong Tablebr• 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 Bathrooms - ALL NEW BATHROOMS SPRING 2026, PHOTOS COMING SOON!br• Sleeps 18br• Garage 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. (includes garage access)br• 4874 Square Feetbr• Washer/Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - King - 1st Floorbr• Bedroom 2 - King - 1st Floorbr• Bedroom 3 - 2 Twins - 1st Floorbr• Bedroom 4 - 1 Set of Twin Bunk Beds - 1st Floorbr• Bedroom 5 - 1 King with Queen Sleeper Sofa (Master at top of stairs) - 2nd Floor br• Bedroom 6 - King - 2nd Floorbr• Bedroom 7 - 2 Queens - 2nd FloorbrbrPROPERTY REMINDERSbr• *Heated Pool & Spa -- The 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. IF you would like to heat the spa only, it is $225 per week.br• The fireplace is not for guests use.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. 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=9znZMCbHvTK
Bed 7

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Bath 7

Bath

Sleep 18

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Exceptional(21)

$1302.28

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Private Vacation Home

27 Pelican-Private Pool & 3rd Row (270 feet or 1 minute walk) to the Ocean

Hilton Head Island, South Carolina, United States

This beautiful blue and white 3rd-row ocean, custom-built North Forest Beach home comfortably welcomes 20 guests. All of them will be thrilled with the ocean views and knowing the beach is just a short, sandy stroll away. This seaside stunner boasts coastal charm with plenty of ample open indoor and outdoor living space including, *a heated pool, hot tub, elevator, beautifully designed hardwood floors throughout, custom-made furniture, a large great room, plus a second large family room with a mini-bar with refrigerator and microwave, which is ideal for family movie night! The kitchen is a gourmet chef’s dream. And there are 4 king master suites, all with en-suite baths. This beachside retreat has it all!brbrTown of HHI STR Permit #61692brbrPROXIMITY TO THE BEACHbr• 3rd Row Ocean br• 3-minute walk to the beachbr• Public beach access is located at the end of Pelican StreetbrbrHIGHLIGHTSbr• *Heated Pool (12 ft x 24 ft) *This pool has an electric heat pump. The pool can be heated for an additional fee of $300 per week. br• Private Hot Tub br• Elevatorbr• Free Wireless Internetbr• 8 TVsbr• Gas Grill br• Ping Pongbr• Foosball br• Garage Accessbr• 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• 6 Bedroomsbr• 5.5 Bathroomsbr• Sleeps 20br• Parking for a maximum of 4 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• 3960 Square Ftbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Bedroom 2 - 1 Kingbr• Bedroom 3 - 1 Kingbr• Bedroom 4 - 1 King and 1 Twin Sleeper Chairbr• Bedroom 5 - 2 Queensbr• Bedroom 6 - 2 Sets of Twin Bunk Beds, 1 Twin Trundle - Sleeps 5br• Upstairs Living Room -1 Queen Sofa bedbrbrbrPROPERTY REMINDERSbr• *Pool can be heated at an additional charge. This pool has an electric pump and can be heated for $300 per week. The hot tub is heated for FREE.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking.br• The Fireplace is not for guests' use.br• Pets are not allowedbr• The Vacation Company App will contain all of your check-in information (keyless door code, Wi-Fi Codes, and other information pertinent to your stay).brVirtual Tour Url: https://my.matterport.com/show/ m=JfGVcZ6izH1
Bed 6

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Bath 5

Bath

Sleep 20

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Exceptional(14)

$1497.42

/ Nightly
Private Vacation Home

31 Mallard Rd-2nd Row(140 steps) to the Ocean, Private Pool & Spa

Hilton Head Island, South Carolina, United States

It is the perfect blend of Southern charm and coastal chic. This impressive second-row ocean home in the North Forest Beach area of Hilton Head Island is the epitome of laidback luxury. It has an open, airy flow that quickly makes you and 17 of your closest family or friends feel at home. Enjoy picturesque island and ocean views from all levels of the house, and relax knowing the beach is just a Frisbee toss away. Lounge in the sun while taking in ocean views from the private, heated* pool and spa, or take a break from the sun in a fantastic outdoor living area. It includes a roomy screened porch with a fireplace, summer kitchen, and cabana bath. This home also features an elevator, outdoor shower, and ping pong table. Beach life isn’t much better than this. Looking for another home nearby for other family or friends Check out one of the many homes we also manage on Mallard! brbrTown of HHI STR Permit #34706brbrPROXIMITY TO BEACHbr• 2nd Row Oceanbr• 1-minute walk to the beachbr• Public beach access is located at the end of Mallard StreetbrbrHIGHLIGHTSbr• Private *heated pool & spa (19 ft x 11 ft) *This pool & spa have a gas heater and can be heated for an additional fee of $775 - $1275 per week, depending on the season. If you want to heat the spa only, the weekly cost is $225.br• Free Wireless Internetbr• Gas Grillbr• 8 TVSbr• Elevatorbr• Ping Pongbr• Outdoor Showerbr• 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• 6 Bedroomsbr• 6.5 Bathroomsbr• Sleeps 17br• Parking for a maximum of 5 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• 4394 Square Feetbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 King - 2nd floorbr• Bedroom 3 - 1 King - 2nd Floorbr• Bedroom 4 - 1 King - 2nd Floorbr• Bedroom 5 - 1 Queen - 1st Floorbr• Bedroom 6 - 1 Set of Bunk Beds (1 Twin over 1 Double, 1 Trundle) - Sleeps 4 - 1st Floorbr• 2nd Floor King Suite - 1 Queen Sleeper Sofabr• Top Of Stairs on 2nd Floor -1 XL Twin Daybed brbrbrPROPERTY REMINDERSbr• *Pools can be heated at an additional charge. This pool has a gas pool heater. The cost per week is $775 - $1275 per week (depending on the season) to heat Pool.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. 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=m9kTHpKUNSZ
Bed 6

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Bath 7

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Sleep 17

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Exceptional(55)

$1481.71

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Private Vacation Home

2nd Row Sea Pines Home w/ FREE Pool & Spa Heat Seasonally - Steps to Beach!

Hilton Head Island, South Carolina, United States

Welcome to 11 Painted Bunting Road! This six bedroom, seven and half bathroom home is incredibly spacious and offers all the perks of a vacation rental home! It is located 2nd row ocean in Sea Pines - just steps away from the beautiful beaches of Hilton Head Island!brbrbrWait until you check out the layered brick pool area! There is a gas grill with plenty of seating and a table. The private pool & spa offer complimentary heat seasonally. As long as the temperature doesn't fall below 55 degrees, you are all set to enjoy FREE pool & spa heat March through May & September through October. There are multiple chaise lounges to soak up the rays by the pool. brbr1st Floor: brbrThe living room features a flat screen TV and is open to the kitchen area. Just off that is the open kitchen with an island, two refrigerators, double oven, and a double dishwasher. The dining area is just off the kitchen with a screened-in porch just behind that. The powder room and laundry room are also located off of the living area.brbrThe master bedroom has a king bed, walk-in closet, and a flat screen television. The large master bathroom features his and hers vanities, a walk-in shower, and a separate soaking tub.brbrThe second bedroom is just across the hall and has a queen bedroom with a flat screen television. It has access to a private bathroom with a walk-in shower.brbrMid-Level:brbrIn between the first and second floors, you will find the fun zone! A private room with a pool table for endless hours of fun, wet bar, card table, and a flat screen television. Additionally, there is a sleeper sofa in this room as well as a private bathroom with a shower/tub combo.brbr2nd Level:brbrThe remaining four bedrooms are on the second level of the home. Bedroom three is a spacious bedroom with a king bed and flat screen television. It also has a private bath with a walk-in shower. Bedroom four has a queen bed and flat screen television with access to a private bath that has a walk-in shower. Bedrooms five has a king and bedroom six has two fulls. Both have flat screen televisions. They both have access to private bathrooms as well. For additional sleeping arrangements, there is a twin daybed with a twin pull out trundle located in the landing area on the second level.brbr**Bedding Configuration**brbr• Bedroom 1: King (Master, 1st Floor, Flat Screen TV, Private Bath)brbr• Bedroom 2: Queen (1st Floor, Flat Screen TV, Private Bath)brbr• Bedroom 3: King (2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 4: Queen (2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 5: King (2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 6: Two Fulls (2nd Floor, Flat Screen TV, Private Bath)brbr• Additional Sleeping Option: Sleeper Sofa Located Mid-Level in Game Room (Flat Screen TV, Private Bath)brbr• Additional Sleeping Option: Twin Daybed with Twin Pull Out Trundle (2nd Floor Loft)brbr**Additional Information**brbr • Distance to Beach: 2nd Row Ocean. Beach path located steps away at the end of the street. brbr• Pool/Spa Info: Approximately 38 feet by 11 feet. The pool and spa may be heated seasonally at no additional cost. They cannot be heated if temperatures drop below 55 degrees at any point during your stay. Heat is typically available March - May and September - October, weather permitting. The pool cannot be heated during the summer months.brbr• Updated Kitchen with a Regular Drip Coffee Maker & Keurig brbr• Three Refrigerators - Two in the Kitchen + One in the Garagebrbr• 8 Beach Towelsbrbr• 5425 Square Feetbrbr• Paying guest reservations staying between 4-27 nights will receive a $250 VayK Gear beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Gear rentals only.brbr• Parking: There is parking available at the home for up to 8 cars max. Parking passes are an additional $17/pass/week + tax.brbrHilton Head Island Short Term Rental Permit #28333
Bed 6

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Bath 7

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Sleep 18

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Exceptional(43)

$1735.65

/ Nightly
Private Vacation Home

16 Collier Beach | Ocean & Marsh Stunning Views | Private Pool | STR#029509

Hilton Head Island, South Carolina, United States

16 COLLIER BEACH ROADbrbrThis exquisite 3 story Oceanfront Home offers the brultimate Vacation Retreat with Panoramic Oceanfront brViews and 5 bedrooms & 5 1/2 baths. This exceptional, brone of a kind home has been Professionally Decorated.brGuests of 16 Collier Beach can look forward to enjoying brthe Multiple Living Areas, 7 Flat Screen TV's, an brOceanfront Sunken Bar, Multiple Ocean Front & Ocean brView Balconies, Travertine Flooring, Custom Built brimported Doors, winding Stone Staircase, Private brElevator, Private Pool (can be heated for a fee) with brPoolside Grilling Area and Private Beach Walk. Free brWiFi. brbrFIRST FLOORbr~ Ocean Front Living Room with 60 Flat Screen TVbr~ Sunken Ocean Front Barbr~ Sitting Area with Billiard Tablebr~ Spacious Ocean Front Balconybr~ Half Bathbr~ Bedroom 1 | Ocean View with King bed | Flat Screen TVbr Private Bath with Shower & Jacuzzi Tub | Private BalconybrbrSECOND FLOORbr~ Ocean Front Great Roombr~ Fully Equipped Kitchen | Keurig & Standard-drip Coffee Makersbr~ Ocean Front Dining Roombr~ Sitting Area with Flat Screen TVbr~ Private Ocean Front Balconybr~ Bedroom 2 | Ocean Front with Queen bed | Flat Screen TV | Private Bath with Shower & Shared Balconybr~ Bedroom 3 | Ocean Front with King bed, Flat Screen TV | Private Bath with Shower & Shared Balconybr~ Laundry Room # 1brbrTHIRD FLOORbr~ Bedroom 4 | Ocean Front Master Suite with King bed | Sitting Area | Flat Screen TV | Private Bath with Shower & br Jacuzzi Tub | Private Ocean Front Balconybr~ Bedroom 5 | Ocean Front with King bed | Flat Screen TV | Private Bath with Shower & Jacuzzi Tub | Private Balconybr~ Laundry Room # 2brbrEXTERIOR FEATURESbr~ Private Pool measures 11' x 34' and can be heated for a feebr~ Poolside Grilling Areabr~ Private Beach Walk to Atlantic Oceanbrbr~ Weekly Rentals Saturday to Saturday Year Round br~ Monthly Discounts Available for Jan & Feb Only | Call Office br~ Fireplaces are NOT for guest use brbrbr~ SATURDAY TO SATURDAY RENTALS YEAR ROUND ~brbr STR Permit #029509
Bed 5

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Bath 5

Bath

Sleep 12

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Exceptional(25)

$693.79

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Private Vacation Home

Fourth row home with a pool located near the beach path in Palmetto Dunes!

Hilton Head Island, South Carolina, United States

HILTON HEAD ISLAND. This beautiful Palmetto Dunes home is just a short walk to the beach.brbr8 steps lead to the entrance of this lagoon-side residence. Off the entrance is a large living area with high ceilings, NEW a sleeper sofa, loveseat, chair, flat screen TV, DVD and large sliders that lead to the pool. The dining room is off the living room and has a seating for six. The kitchen comes fully equipped with stainless steel appliances, granite countertops, and a breakfast table for six.brbrThe master suite has a king bed, flat screen TV, walk-in closet, sliders that lead to the pool deck and a updated private bath with standing shower.brbrSixteen steps lead up to the second floor. The second bedroom has a queen bed, flat screen TV, and a private updated bathroom with a standing shower. The third bedroom has a full bed with a flat screen TV, and sliders that lead to a balcony that overlooks the pool. The fourth bedroom features twin beds and a flat screen TV, shares bathroom with the third bedroom which has a shower/tub combo.brbrThe pool area has a large deck with four lounge chair, a table with seating for four and a gas grill. Five Steps from the deck lead down to the path to a private dock and great lagoon views.brbrThis home is just a short walk to the Fazio Golf Course and Palmetto Dunes Tennis Center, and a 8 minute walk to the gorgeous beaches of Palmetto Dunes.brbr*Free shuttle service through Palmetto Dunes Buggy available April through September.brbr*Interested in monthly rentals in the off season.brbr Permit #: 025331
Bed 4

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Bath 3

Bath

Sleep 10

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Exceptional(37)

$2489.59

/ Nightly
Private Vacation Home

5 Roadrunner-Direct OCEANFRONT w/ Elevator, Pool & Spa. Amazing Ocean Views.

Hilton Head Island, South Carolina, United States

So close to the ocean, you can hear the constant rhythm of the waves as they roll in. Located in North Forest Beach, this is the definition of oceanfront luxury. A 7 bedroom, 7.5 bath beach oasis with a private pool, spa, and putting green! But its number one feature is its breathtaking views of the Atlantic Ocean! Enjoy stunning oceanfront scenes from the great room to the master suite and a few other places. If you can pull yourself away from staring at all that beach beauty, each bedroom is outfitted with a TV and Blu-Ray DVD players. If you have a chef in the family, this kitchen will be their dream come true. We can practically smell the shrimp and grits now!brbrTown of HHI STR Permit #27190brbrPROXIMITY TO THE BEACHbr• Oceanfrontbr• Beach access off the pool deckbrbrHIGHLIGHTSbr• *Heated Private pool (19 ft x 10 ft) and Spa -- The 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. If you want to heat the spa only, it is $225 per week.br• Free wireless internetbr• 8 TVsbr• Elevatorbr• Gas grillbr• 2 Refrigeratorsbr• 3 Hole Putting Greenbr• 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• Garage 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 • 5000 square feetbr• Washer/dryerbr• Fully equipped kitchenbrbrBEDROOM BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 King - 2nd Floor br• Bedroom 3 - 1 King - 2nd Floorbr• Bedroom 4 - 1 King - 3rd Floorbr• Bedroom 5 - 1 Queen - 3rd Floorbr• Bedroom 6 - 2 Queens - 3rd Floorbr• Bedroom 7 - 2 Twins - 2nd Floorbr• 2 queen sleeper sofas; 1 - 1st floor king master; 2 - 2nd floor king master with living areabr• Baby Crib - Stored in 2nd floor king closet brbrbrPROPERTY REMINDERSbr• *Heated Pool & Spa -- The 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. IF you would like to heat the spa only, it is $225 per week.br• Pets are not allowedbr• * 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 informationbrVirtual Tour Url: https://my.matterport.com/show/ m=mUqrbJVg741
Bed 7

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Bath 7

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Sleep 20

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Exceptional(33)

$1,180

/ Nightly
Private Vacation Home

5 Piping Plover-Dog- Friendly, 4th Row(100 yards) Ocean w/ Private Pool

Hilton Head Island, South Carolina, United States

This dog-friendly 4th row from the coastal ocean cottage has everything. It has stunning tile floors throughout, granite counters, and stainless steel appliances. The open and welcoming main area of the home encompasses the kitchen, dining area, and living room. This leads to the lovely screened-in porch and *a heated swimming pool.brbrThe pool area is nestled among palms and sprawling live oaks and is perfect for dining al fresco. Plus, there are two king master suites, each with private bathrooms. And all of this is just a short sandy stroll to the beach. A Sea Pines experience like no other!brbrRefresher throughout the house interior and exterior fall of 2025 that included painting interior and exterior, new bathroom vanities, faucets and toilets, refacing of kitchen and laundry room cabinets and new kitchen faucet, new ceiling fans and updated artwork. brbrExperience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island. br* Valid for bookings that are booked on or after 6/28/2025brbrTown of Hilton Head STR #32194brbrPROXIMITY TO OCEANbr• 4th-row oceanbr• 3-minute walk to the beachbr• Directly adjacent to beach access pathbrbrSEA 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 Town br• 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.brbrHIGHLIGHTSbr• *Private heat pool (11 ft x 27 ft): The 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 tennis at the South Beach Racquet Club (1 hour of court time per day)br• Free wireless internetbr• Gas grillbr• 5 TVsbrbrPROPERTY CONFIGURATIONbr• 4 Bedroomsbr• 3 Bathroomsbr• Sleeps 10br• Parking for a maximum of 3 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• 1730 square feetbr• Washer/Dryerbr• Fully equipped kitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Bedroom 2 - 1 Kingbr• Bedroom 3 - 1 Set of Twin bunk beds & 1 Twin - Sleeps 3br• Bedroom 4 - 1 Set of Twin bunk beds & 1 Twin - Sleeps 3brbrPlease 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 REMINDERSbr• *Heated Pool --The 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• Pets are considered. Please inquire when making your reservation. The owner requires a $450.00 non-refundable pet fee.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=9g6CCY4MKRB
Bed 4

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Bath 3

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Sleep 10

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Exceptional(68)

$459.58

/ Nightly
Private Vacation Home

64 Night Heron | 3 Bed/2 Bath | On-site Pool & Walk to Beach | STR #025628

Hilton Head Island, South Carolina, United States

64 NIGHT HERONbrbrThis charming 3 Bedroom, 2 Bath freestanding villa features brlagoon views and is ideal for small families looking brforward to a quiet, secluded setting while still being able brto enjoy all of the amenities within the Sea Pines Resort. brbrGuests of 64 Night Heron can walk easily to the Beach, brTrolley or bike easily to the Sea Pines Beach Club or brexplore the 15 miles of bike paths that wind their way brthroughout Sea Pines and past tranquil Lagoons with brAlligators basking on their banks. brbrNature Lovers can explore the 600 Acre Forest Preserve bror explore the Resort on foot or on bicycle and be thrilled brwith the assortment of wildlife that makes Sea Pines their brhome; including Snowy Egrets, Great Blue Herons & brSpot Tailed Deer. brbrGuests can opt to spend the day at the Sunny On Site brPool or explore the 5 miles of pristine Beach and watch brfor the Dolphins that swim along the Shoreline each day! brbrThe Harbour Town Marina and South Beach Marina both broffer a variety of restaurants and water sports including brKayaking, Jet Ski's, Dolphin Cruises, Sunset Dinner brCruises, Parasailing, Paddle Boarding along with Live brFamily Entertainment. Parking is limited to 2 cars.brbrTWO STORY ELEVATED HOMEbrbrFIRST FLOORbr~ Comfortable Living Room | Smart Flat Screen TV & DVD Playerbr~ Fully Equipped Kitchen | Standard-Drip Coffee Maker | Laundrybr~ Dining Areabr~ Master Bedroom |King | Flat Screen TV | Private Bath with Showerbr~ Bedroom 2 | Queen & Double bed | Flat Screen TV | Shared Bath with ShowerbrbrSECOND FLOOR (ACCESSIBLE VIA SPIRAL STAIRCASE)br~ Bedroom 3 | Open Loft with 2 Double bedsbrbrEXTERIOR FEATURESbr~ Keyless Entry | Express Check-in is available for a feebr~ Private Deck with Lagoon Views br~ On Site Pool 25' x 61' with Poolside Bathsbr~ Outdoor Showerbr~ Limit of 2 Parking Spaces | No Overflow Parking available at complexbr~ NO GRILL ALLOWED ON PREMISES of this propertybrbrShort Term Permit #025628
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(32)

$333.17

/ Nightly
Private Vacation Home

69 Shell Ring - Nestled in A Quiet Sea Pines Community offering Pool & Tennis

Hilton Head Island, South Carolina, United States

The open floor plan concept is ideal for entertaining the entire family. 69 Shell Ring is a 3-bed, 3.5-custom built home located in Sea Pines Plantation. The living area is equipped with a TV and allows access to your private deck. The deck is the perfect spot to enjoy lagoon views while sipping on your morning coffee! Adjacent to the living area is the large kitchen and dining area that seats up to six. The master suite with queen bedding and en-suite bath is also located on the first floor. The second floor has a den outfitted with queen size sofa bed and a TV. Next to the den is the twin bedroom with a TV. The twin bedroom has access to the hall bathroom. At the end of the hall is a queen suite with a large en-suite bath and a TV. This home’s layout and convenient location make for a stress-free vacation. brbrThis home is just a short walk from the lovely community pool. The pool area has 3 large gas grills and a covered seating area. While the kids enjoy swimming, the adults can relax around the pool in the comfortable chaise lounges or grill burgers for the whole family! If the family wants to spend the day at the beach, take the Sea Pines Trolley right to the Sea Pines Beach Club. Conveniently located next to the trolley stop and beautiful bike paths, this home has everything you need for the perfect vacation. brbrTown of HHI STR Permit #27775brbrPROXIMITY TO THE BEACHbr• 2 MilesbrbrSEA 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 Town br• 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.brbrbrHIGHLIGHTSbr• Community poolbr• 3 on-site tennis courts and 2 pickleball courtsbr• Free wireless internetbr• 4 TVsbrbrPROPERTY CONFIGURATIONbr• 3 Bedroomsbr• 3.5 Bathsbr• Sleeps 8br• Parking for a maximum of 4 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br• 2760 square feetbr• Washer and dryerbr• Fully equipped kitchenbr• Garage AccessbrbrBEDDING CONFIGURATIONbr• Bedroom 1 - 1 Queen -1st Floorbr• Bedroom 2 - 1 Queen -2nd Floorbr• Bedroom 3 - 2 Twins -2nd Floor br• 1 Queen size sofa bed (Den)brbr**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 REMINDERSbr• Pets are not allowedbr• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. br• This property does not have a landline.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=3ZUWJiE7RVn
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(85)

$465.71

/ Nightly
Private Vacation Home

5 Wildwood Road: BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Welcome to the BESTNEST at 5 Wildwood Road in Sea Pines. Here’s the skinny - just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! brbr• Super stylish, 3 BR/3 BA home. br• New kitchen and flooring in 2024 featuring open living/dining/kitchen and high ceilings.br• Sleeping includes 1 king, 1 queen, and 2 twins. br• Large deck with plenty of privacy and fire table, and gas grill.br• Neighborhood pool is 5 minute walk. OPEN April-September each year.br• Password protected WiFi and enhanced Spectrum cable.br• 4 LED televisionsbr• Even laundry is a breeze with big, dedicated laundry room- plus 2 car garage. brbrbrWhat’s in a BESTNEST:brbr• Our hallmark CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews.br• Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and bath linens including extra blankets and clean and comfy sleeping pillows, and clean kitchen linens.br• Always provided in every BESTNEST in quantity for your stay: beach chairs/umbrellas/sand toys/beach cart, beach towels, a supremely equipped kitchen (in quality and quantity), hand soap, dish soap, kitchen sponges, trash bags, paper towels, tissues and toilet paper, your favorite hair dryer ever, fragrance free laundry soap and dryer sheets, ziploc bags, coffee filters, cleaning supplies, loads of quality coat and skirt hangers, and a few surprises.br• Always courteous, knowledgeable, and professional, 24/7 guest service.br• Allow us to amaze you, again and again. brbrOur FAQ:brbrHOW FAR TO BEACH: Walk in 15 minutes, or drive to the exclusive Beach Trolley shuttle. brbrBEACH CLUB ACCESS/PARKING Onsite parking AT the Beach Club is permitted for all overnight guests, Labor Day-mid March. From Mid March through end of summer, special Beach Trolleys transport guests from various parking spots within Sea Pines to the Beach Club. Closest Beach Trolley location is at intersection of Greenwood and Willow Oak-- about 3 minutes by car from Greenwood Forest. DAY AFTER LABOR DAY THROUGH MARCH, EVERYONE MAY PARK AT THE BEACH CLUB.brbrPETS: We welcome your well-behaved dog (small to medium sized) for $350 per dog, maximum 2. Regrettably, Labradors and other oily coated breeds are not allowed. Dogs are never allowed on furniture or beds (or their humans have to pay a fine) and must be crated when left alone. brbrNo pets in your party No problem as there is NO pet evidence in this house.brbrPAYMENTS: For reservations made thirty (30) days or less days prior to arrival, payment in full is due at the time the reservation is made. For reservations made thirty one (31) days or more prior to arrival, payment of 25% of the total is required, and the full amount of travel insurance premium, if accepted, is required at the time of booking. The balance of the final total is required thirty (30) days prior to arrival. Long term winter reservations policy differs- please inquire. brbrCANCELLATIONS: You are welcome to cancel your reservation without penalty and receive full refund of your deposit up to 31 days prior to arrival. Cancellations made 14 days to 30 days prior to arrival will receive a 50% refund of total payment. At 13 days prior to arrival, your reservation becomes noncancelable and non-refundable. Travel insurance is always highly recommended. brbrABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST.
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(14)

$641.22

/ Nightly
Private Vacation Home

6 Portside- HEATED Community Pool. Fantastic views of South Beach Marina

Hilton Head Island, South Carolina, United States

Relax and let every day slip away with the tide as you take in peaceful views of Braddock Cove from this lovely coastal living home. This island retreat is one of only six homes in a small exclusive community adjacent to the South Beach Marina. It features a sunroom and sundeck overlooking a large back with moss-covered live oaks, sweeping views of the cove–and it borders the marina. The main living space is completely open to the living room, dining room, and kitchen with magnificent views out to the cove as well.brbrClose to everything is the South Beach area of Sea Pines including a community pool and tennis, your dream vacation home awaits!brbrBoats and trailers are not allowed in Sea Pines Resort except for property owners.brbrExperience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island. br* Valid for bookings that are booked on or after 6/28/2025brbrTown of Hilton Head STR #27076brbrPROXIMITY TO THE BEACHbr• 4 to 6-minute walk to the beachbrbrHIGHLIGHTSbr• Access to the shared pool for the Beachside/Portside Homes (Includes Heating & Cooling Features). The Pool is heated Mid-March-May & September-November and closed December-Mid March.br• Dock access to the shared dock for the Portside homes and includes the use of 1 boat slip.br*Boats and trailers are not allowed in Sea Pines Resort except for property owners.br• Screen Porchbr• Free Tennis at South Beach Racquet Clubbr• Free Wireless Internetbr• Gas Grillbr• 5 TVsbrbrbrSEA 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 Town br• 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• 4 Bedroomsbr• 4 Bathroomsbr• Sleeps 8br• Parking for a maximum of 3 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br• 2021 Square Feetbr• Washer/Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 Queen - 1st Floorbr• Bedroom 3 - 1 Queen - 2nd Floorbr• Bedroom 4 - 1 Queen - 2nd Floor brbrPlease 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 REMINDERSbr• Boats and trailers are not allowed in Sea Pines Resort except for property owners.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 App will contain all of your check-in information (keyless door code, Wi-Fi Codes, and other information pertinent to your stay).
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(28)

$994.53

/ Nightly
Private Vacation Home

7 Quail-Dog-Friendly, 2nd Row Ocean w/ Pool & Hot Tub, 35 steps to the beach!

Hilton Head Island, South Carolina, United States

Lounge by the pool and let the sea breeze wash over you in this 2nd-row ocean (less than 35 steps to the beach) dog-friendly, North Forest Beach home. It boasts an open floor plan with a central living area leading to an expansive deck where you can let the real world drift away with the tide as you lounge by and in the private *heated pool and hot tub or dine al fresco. The living room flows into the dining area and completely updated kitchen with all-new stainless steel appliances, quartz countertops, and a breakfast bar with seating for four. Just off the kitchen is a coastal chic Carolina Room. There are two master suites with private baths and one with a large, private, wrap-around sun deck offering beautiful ocean views. Another guest suite also has a private sun deck with ocean views. The 4th bedroom/guest suite is on the main level, with easy access to the living areas. You’ll be swept away with all these views, living the island life in this North Forest Beach home.brbrExperience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island. br* Valid for bookings that are booked on or after 6/28/2025brbrTown of HHI STR Permit #27030brbrPROXIMITY TO THE BEACHbr• 2nd Row Ocean br• 35 steps walk to the beach brbrHIGHLIGHTSbr• *Private Heated Pool (16 ft x 20 ft x 12 ft) --The 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• Pet Friendly - *This house is dog friendly (no cats) with a $300 non-refundable pet fee plus tax for one dog - Please inquire when making your reservation. br• Private Hot Tub br• Free Wireless Internetbr• 6 TVsbr• Gas Grill br• Ping Pongbr• 2 Refrigeratorsbr• Garage Accessbr• Carolina RoombrbrPROPERTY CONFIGURATIONbr• 4 Bedroomsbr• 4 Bathroomsbr• Sleeps 12br• Garage 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• 3123 Square Ftbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 King - 2nd Floorbr• Bedroom 3 - 2 Queens and 1 Queen Sofa Sleeper - 2nd Floorbr• Bedroom 4 - 2 Twins - 1st FloorbrbrbrPROPERTY REMINDERSbr• *Heated Pool --The 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• Pet Friendly - *This house is dog friendly (no cats) with a $300 non-refundable pet fee plus tax for one dog - Please inquire when making your reservation. 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.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).
Bed 4

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Bath 4

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Sleep 12

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Exceptional(140)

$1594.91

/ Nightly
Private Vacation Home

18 Sand Dollar, Oceanfront, Pool, Free Golf, Elevator, Great Views

Hilton Head Island, South Carolina, United States

18 Sand Dollar, Hilton Head Island. Your search for the perfect vacation rental ends here! With 7 bedrooms, 7 bathrooms, and an open-concept floor plan, this property is sure to impress. The oversized chef's kitchen is perfect for cooking up delicious meals for the whole group. Upstairs, enjoy family fun with the pool table, ping pong, and Foosball table. Outside, the pool deck with a private pool is ideal for soaking up the sun and cooling off on hot summer days, all just steps from the beach. Your ultimate getaway awaits. brbrFREE activities included with our signature Southern Hospitality Pass! Your pass includes one free round of golf daily at partner courses like the Heritage Collection and the Brown Group. Note: This is per day, not per person. You also receive one free round of miniature golf each day at Adventure Cove and one complimentary bike from Island Cruisers to start your stay. brbrFirst Floor: Kitchen, Living Room, Laundry Room, Spare Fridge, Dining Room, Full Bathroom, Access to Pool, Grill (Propane Included)br- Bedroom 1: First Floor, Queen Bed, TV, Ensuite Bathroom (Walk-in Shower), Balcony (Private)br- Bedroom 2: First Floor, Queen Bed, TV, Ensuite Bathroom (Walk-in Shower)br- Bedroom 3: First Floor, Primary, King Bed, TV, Ensuite Bathroom (Walk-in Shower and Tub), Balcony (Shared)brbrSecond Floor: Wet Bar (Fridge), Pool Table, TV, Shared Balconybr- Bedroom 4: Second Floor, Primary, King Bed, TV, Ensuite Bathroom (Walk-in Shower), Balcony (Private)br- Bedroom 5: Second Floor, Two Queen Beds, TV, Ensuite Bathroom (Walk-in Shower and Tub), Balcony (Shared)br- Bedroom 6: Second Floor, Queen Bed, Shared Bathroom (Walk-in Shower)br- Bedroom 7: Second Floor, Two Twin Over Twin Bunk Beds with Two Twin Trundles, TVbrbrGround Level: Garage, Ping Pong TablebrbrParking: 7 Cars (Garage 2, Driveway 5)brbrElevator: 34 Wide, 4' Deep (Our properties and elevators are not ADA compliant.)brbrPool: 13' by 24' *The pool can be heated up to 88 degrees for an additional $500/week, however it is not available from Memorial Day- Labor Day. Last minute requests are not guaranteed and subject to a fee. We cannot guarantee pool heat maintains when the air temperature is below 60℉. This fee is not included in VRBO total and will be added once your reservation has been made. Please note that there is no longer a hot tub at this property. brbrINCLUDED WITH RESERVATION:br- Linens, bedding and bath towelsbr- Starter amenities (1-3 day's worth) including: bar soap, shampoo, conditioner, lotion, dish detergent, dish soap, kitchen trash bags, laundry detergent, one roll of paper towels, toilet paper, 2 rolls per bathroom.br- Free Activities: Golf, Mini Golf, Bicycle Rental (1 round of golf per day, 1 round of mini golf per day, 1 bicycle per reservation)brbrNOT INCLUDED WITH RESERVATION:br- Beach Towelsbr- Beach Chairs, Pool Toys, Beach Wagonsbr- Children's Items (Cribs, Highchairs, etc.)br* These items can be rented for an additional charge. We can provide recommendations, as needed, or you can use any company of your choosing.brbrPAYMENT SCHEDULE: To secure a reservation, we require a 50% deposit upfront and the balance payment due thirty days prior to arrival via Visa, Master, Discover, American Card. ID Verification is required.brbrTOWN OF HILTON HEAD ISLAND STR PERMIT #071012
Bed 7

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Bath 7

Bath

Sleep 20

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Exceptional(39)

$1204.71

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Private Vacation Home

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home w/ Hot Tub

Hilton Head Island, South Carolina, United States

Visions of swaying palm trees and rolling waves won’t just be dancing in your head, they’ll be on a full breathtaking display from every room of this seaside paradise. This home was designed to take advantage of the sweeping beachfront views with walls of floor-to-ceiling windows and doors, and a wide-open space where the kitchen, dining, and living areas become one. There are several open decks, one with a private hot tub, and it’s all just a few sandy steps away from an oceanfront community pool with a gazebo. Perfect for a romantic retreat or a family getaway, this ocean-side escape is one of the most desired properties on Hilton Head Island. brbrExperience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island. br* Valid for bookings that are booked on or after 6/28/2025brbrTown of HHI STR Permit #28060brbrPROXIMITY TO BEACHbr• Oceanfrontbr• Ocean Viewsbr• Private access to the public beach is gained via the pool area or wooden boardwalkbrbrHIGHLIGHTSbr• North Forest Beachbr• Private Hot Tubbr• Fireplacebr• Community Pool (including outdoor shower, rocking chairs, gazebo, and poolside restrooms)br• Community Kiddie Poolbr• Free Wireless Internetbr• Gas Grillbr• 6 TVSbr• 2 DVD PlayersbrbrPROPERTY CONFIGURATIONbr• 4 Bedroomsbr• 4.5 Bathroomsbr• Sleeps 10br• 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• 2877 Square Feetbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 King - 2nd Floorbr• Bedroom 3 - 1 King - 2nd Floorbr• Bedroom 4 - 2 Twins - 1st Floorbr• 2nd Floor Living Room - 1 Queen Sleeper Sofa brbrbrPROPERTY REMINDERSbr• * 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.br• Pets are not allowedbr• All cars should be in the Unit’s garage or driveway. Absolutely no parking on the pine straw or grass, or in neighboring drivewaysbr• 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=dEkmGyju4RS
Bed 4

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Bath 4

Bath

Sleep 10

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Exceptional(22)

$972.09

/ Nightly
Private Vacation Home

231 Beachside Homes-3 min walk to the beach (352 yards) or South Beach Marina

Hilton Head Island, South Carolina, United States

Sunny South Beach stunner! The spacious chef's kitchen boasts incredibly beautiful granite countertops, top-end stainless steel appliances [even a gas stove], and a gorgeous Mediterranean-inspired backsplash behind, which opens to the dining room and first of 2 living areas with coastal-chic bleached hardwood floors. From there lies the home’s statement space for island life: a separate and sprawling screened-in porch thoughtfully decorated leading out to the sun-kissed deck and a private spa. A boardwalk leads you to one of the most beautiful beaches on Hilton Head, and the South Beach Marina is right across the street. Welcome to the very best of Hilton Head Island living!brbrTown of HHI STR Permit #27250brbrPROXIMITY TO BEACHbr• 2-minute walk to the beachbr• Private boardwalk leads directly to the beachbrbrHIGHLIGHTSbr• Free wireless internetbr• Private Hot Tubbr• Community pool (Includes Heating & Cooling Features). The Pool is heated Mid-March-May & September-November and closed December-Mid March.br• Gas grillbr• 7 TVsbr• Free tennis at the South Beach Racquet Club (1 hour of court time per day)br• Guests receive a special SERG Take Out Kitchen credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental!brbrSEA 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 Town br• 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.brbrbrPROPERTY CONFIGURATIONbr• 6 Bedroomsbr• 6 Bathsbr• Sleeps 14br• 4800 Square feetbr• Washer/Dryerbr• Parking for a maximum of 5 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br• Fully equipped kitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 King - 2nd Floorbr• Bedroom 3 - 1 Queen - 1st Floorbr• Bedroom 4 - 1 Queen- 1st Floorbr• Bedroom 5 - 1 Queen- 2nd Floorbr• Bedroom 6 - 2 sets of twin bunk beds - 1st Floorbr• Sleeps 14brbr**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 REMINDERSbr• * 4 adult unisex bikes are included in your amenity fee when booking. (Not included with rentals over 21 nights.)br• Pets are not allowedbr• Pool is open from March 1 through November 31. The pool is heated March-May & September - November.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=1Nn5mYFb9RA
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$450.06

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Private Vacation Home

22 Hollyberry: A BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Welcome to the guest favorite BESTNEST at 22 Hollyberry Lane in Sea Pines. Here’s the skinny, just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! brbr• Super stylish, 3 BR/2 BA home renovated in 2025 with new furnishings and electronicsbr• Beautifully renovated featuring open living/dining/kitchen with new appliances, br• Sleeping includes 1 king, 1 queen, 2 twins, plus 2 full baths. NO carpeting. br• Large deck and patio with plenty of privacy, comfy furniture, gas grill with full time propane, and NEW full time gas firepit! Plus cozy screened porch- perfect for all seasons.br• Neighborhood pool is 5 minute walk. OPEN April-September each year.br• Password protected WiFi and enhanced Spectrum cable.br• 4 LED televisions and JBL speakerbr• Even laundry is a breeze with big, dedicated laundry room, entry courtyard, and oversized 1 car garage.brbrbrWhat’s in a BESTNEST:brbr• Our hallmark CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews.br• Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and bath linens including extra blankets and clean and comfy sleeping pillows, and clean kitchen linens.br• Always provided in every BESTNEST in quantity for your stay: beach chairs/umbrellas/sand toys/beach cart, beach towels, a supremely equipped kitchen (in quality and quantity), hand soap, dish soap, kitchen sponges, trash bags, paper towels, tissues and toilet paper, your favorite hair dryer ever, fragrance free laundry soap and dryer sheets, ziploc bags, coffee filters, cleaning supplies, loads of quality coat and skirt hangers, and a few surprises.br• Always courteous, knowledgeable, and professional, 24/7 guest service.br• Allow us to amaze you, again and again. brbrOur FAQ:brbrHOW FAR TO BEACH: Walk in 15 minutes, or drive to the exclusive Beach Trolley shuttle. Read on:brbrBEACH CLUB ACCESS/PARKING Onsite parking AT the Beach Club is permitted for all overnight guests, Labor Day-mid March. From Mid March through end of summer, special Beach Trolleys transport guests from various parking spots within Sea Pines to the Beach Club. Closest Beach Trolley location is at intersection of Greenwood and Willow Oak-- about 3 minutes by car from Greenwood Forest. brbrPETS: We welcome your well-behaved dog (small to medium sized) for $350 per dog, maximum 2. Regrettably, Labradors and other oily coated breeds are not allowed. Dogs are never allowed on furniture or beds (or their humans have to pay a fine) and must be crated when left alone. br brNo pets in your party No problem as there is NO pet evidence in this house.brbrPAYMENTS: For reservations made thirty (30) days or less days prior to arrival, payment in full is due at the time the reservation is made. For reservations made thirty one (31) days or more prior to arrival, payment of 25% of the total is required, and the full amount of travel insurance premium, if accepted, is required at the time of booking. The balance of the final total is required thirty (30) days prior to arrival. Long term winter reservations policy differs- please inquire. brbrCANCELLATIONS: You are welcome to cancel your reservation without penalty and receive full refund of your deposit up to 31 days prior to arrival. Cancellations made 14 days to 30 days prior to arrival will receive a 50% refund of total payment. At 13 days prior to arrival, your reservation becomes noncancelable and non-refundable. Travel insurance is always highly recommended. brbrABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST.brbrSTR Permit Number: 028847
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