Home Vacation Home Rentals By Owner In Hilton Head, SC

Showing 160 Of 217 Vacation Rentals
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Exceptional(34)

$1159.83

/ Nightly
Private Vacation Home

Waterfront dream home with pool, lagoon views & screened porch

Hilton Head, South Carolina, United States

Summary:brbrShell Ring Road 63brbrbrbrThe Space:brbrPeace and quiet await you at this serene getaway on Hilton Head Island. This home has a secluded feel while still being close to everything the island has to offer. The open layout and spacious kitchen, equipped with breakfast bar seating, allow for every guest to spread out and relax, and you'll love seating your dinner guests at the accommodating dining room set. Make a pot of coffee in the morning and head out to the back deck to listen to the birds chirping over the lagoon. When the morning chill burns off, pack some snacks and lay by the shared pool or make a day of beach excursions. For the people who prefer to stay in, the TV and WiFi will offer a plethora of options for movies and streaming! When everyone gathers after the day's activities, grill up some veggies and crack open your favorite brew as the sun dips below the trees.brbrbrbrFor the beach-goers in the group, make your way two and a half miles southeast to Coligny Beach Park where you can rent beach equipment and find boutiques and tasty restaurants. For a more secluded option, Sea Pines Beach is just two and a half miles south with pristine beaches and a local surf shop. If golf is your game, Heron Point by Pete Dye offers immaculate greens and a challenging course design! Plus, take a day trip to Harbour Bay for some fresh seafood and a small-town experience.brbrbrbrThis property's license number is 69216.brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrTwo trundle beds are availablebrbrAll guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brbrNo smoking is permitted anywhere on the premises.brbrPlease note E-bikes are not allowed.brbrbrbrOther Things to Note:brbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.
Bed 5

Bed

Bath 4

Bath

Sleep 8

Sleeps

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Exceptional(30)

$807.01

/ Nightly
Private Vacation Home

Spacious Deck, Hot Tub, Second Row To Beach & Brand New Private Pool & Spa

Hilton Head, South Carolina, United States

Summary:brbrSea FrontbrbrbrbrThe Space:brbrA special vacation to Hilton Head Island awaits you here at Sea Front, a wonderful family-friendly home perched mere steps from Burkes Beach! No one will have trouble slipping into relaxation mode at this abode, as a private hot tub, plush furnishings, and all of the comforts of home are right at your fingertips. When the colors of the sunset come out, step out to the wraparound deck with a glass of wine in hand and breathe in the salty air. For a bit of privacy, treat yourself to a soak in the jetted tub in the master bath! brbrbrbrWhat's nearby:brbrYou won't have trouble finding great ways to use each day, as the sugar-white sand is just feet away from your front door and the northern portion of the island is filled with local restaurants, golf courses, and shops. If you want to experience a bit of the hustle and bustle of Hilton Head, make your way six miles south to Coligny Beach Park offering plenty of beach activities and shopping galore!brbrbrbrThis property's license number is 26252.brbrbrbrThings to know:brbrSwimming pool now available. Pool heating is available for an additional fee.brbrHigh-speed WiFibrbrSnowbird-friendlybrbrDog-friendlybrbrbrbrOther Things to Note:brbrThis property has a pool and spa that can be heated between Labor Day and Memorial Day for an additional fee of $X. brbrbrbrPlease note that the pool and spa share the same heater. In order for the spa to be heated, the pool heat must also be activated. When the spa is isolated to reach a higher temperature, the pool will temporarily stop heating. Guests are kindly asked to turn off the spa when it is not in use. brbrbrbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating. brbrbrbrA minimum of 7 days’ notice is required to arrange pool and spa heating. The heating fee must be paid prior to check-in. Guests may contact management after booking to add pool and spa heat to their reservation.
Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps

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Exceptional(55)

$682.76

/ Nightly
Private Vacation Home

Modern home on 7th fairway with private pool & porch - near shopping & beaches

Hilton Head, South Carolina, United States

Summary:brbrYard Arm 2brbrbrbrThe Space:brbrRelaxation awaits! Enjoy staying at this newly-constructed home overlooking the 7th fairway of the Robert Trent Jones Golf Course, just a short walk or bike ride from the sugar sand beaches of Hilton Head Island. Palmetto Dunes is a gated mid-island community just three and a half miles from dining, shopping, and marina activities at Shelter Cove. You’ll have direct access to three world-class golf courses, an award-winning tennis center, pickleball courts, an 11-mile lagoon system for kayaking and canoeing, and miles of biking and walking trails.brbrbrbrWind down in the spacious living room and watch your favorite shows and movies on the TV. Feel free to lounge in one of the bedrooms and view them as well since the house boasts three in total. Your group's chef will adore the stylish kitchen and its plethora of amenities. Prepare anything from a small snack to a feast everyone won't soon forget and indulge in the dining area together. Better yet, take the food to the patio and dine alfresco while taking in the breezy air and having front-row seats for the nearby golf course. After your food settles, cool down in your own private pool before coming inside to rinse off in one of the house's many showers. As the evening comes to a close, rest in one of the many available bedrooms and blissfully fall asleep.brbrbrbrThis property's license number is 26596.brbrbrbrbTHINGS TO KNOW/b brbrPlease note E-bikes are not allowed.brbrbrbrOther Things to Note:brbrIf the parking pass is lost, regardless of the situation, an additional charge will apply, as Palmetto Dunes is a very strict community when it comes to their policies.brbrCost of the passes if you got lost:brbr1 DAY/0 NIGHTS - $0brbr1-2 NIGHTS - $20brbr3-7 NIGHTS - $35brbr8-14 NIGHTS - $50brbr15-30 NIGHTS - $75brbr31-180 NIGHTS - $100
Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

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Exceptional(39)

$785.51

/ Nightly
Private Vacation Home

Sandcastle by the Sea - 3 blocks to beach, private pool, elevator

Hilton Head, South Carolina, United States

Summary:brbrSandcastle 97brbrbrbrThe Space:brbrLocated in a gated beachside community, Sandcastle by the Sea is a family-friendly 6BR/4BA retreat that promises an elevated vacation experience. This brand-new home boasts high-end finishes paired with amazing outdoor space. A private elevator adds convenience to your luxurious stay. Folly Field Beach is three blocks away with rubber pathway access (convenient for wagons, wheelchairs, etc.), bathrooms, and outdoor showers. Rent bikes nearby and explore the beach boardwalk. You also have access to 12 pickleball courts and six tennis courts.brbrbrbrKick back and relax on the spacious patio, outfitted with an ultra-private pool (heated and covered). Sunbathe on lounge chairs between refreshing swims. Twinkling string lights hang above patio tables; fire up the gas grill and dine alfresco. Stretch out on cushioned furniture and watch shows on the outdoor TV. Enjoy the lush treetop vistas from a second balcony, located off the living area. brbrbrbrHead back inside to unwind in the beautifully-appointed living room, and enjoy comfortable furnishings and a 70' smart TV. Huge 12' sliding glass doors offer abundant natural light. The gourmet kitchen showcases sleek granite countertops, a roomy island, and stainless steel appliances -- including a double oven! A lovely chandelier illuminates the dining table, perfect for great meals and even greater conversation. Kid-friendly extras include a Pack 'n Play with a 3' mattress, high chair, booster seat, umbrella stroller, ping-pong table, and kids' beach gear (toys, cart, chairs, umbrella). Complimentary WiFi and a washer/dryer are provided.brbrbrbrThis home sleeps 18 guests in six bedrooms, each with a smart TV. Sweet dreams await in the primary suite, detailed with a king bed and a private balcony. The spa-like en-suite bath boasts a walk-in shower with a rain showerhead, a double vanity, and plush robes. The second suite includes a king bed and en-suite bath with a walk-in shower. The third bedroom has a king bed, while the fourth bedroom includes a queen bed as well as an en-suite bath equipped with a tub/shower combination. (This bath is also accessible from the hallway.) The fifth bedroom holds two queen beds as well as a peaceful reading nook with armchairs. The surf-themed sixth bedroom has two full-over-full bunk beds, two twin trundles, an air hockey table, toys, and more games. The guest bath is configured with a walk-in shower.brbrbrbrThis property's license number is 029190.brbrbrbrbTHINGS TO KNOW/bbrbrThe private elevator runs between all four levels of the home.brbrThe pool tempature can be increased for an additional fee of $30/day. If you'd like to increase the heat to the pool, please contact us at least three days prior to your arrival.brbrbrbrOther Things to Note:brbrSTR permit no. 029190
Bed 6

Bed

Bath 4

Bath

Sleep 18

Sleeps

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$854.44

/ Nightly
Private Vacation Home

Secluded home & pool house with private pool - steps away from the beach

Hilton Head, South Carolina, United States

Summary:brbrWhistling Swan 3brbrbrbrThe Space:brbrYou don't have to compromise any sense of home at this lovely island retreat. Surrounded by lush foliage with quick access to the beach, you will have no trouble settling in and slipping right into vacation mode. To escape the heat, the trees conveniently shade the back patio and pool area, and the covered deck is an ideal place to sip ice-cold lemonade while watching the kids swim. Stop by Sea Pines Beach Club for a great view and some tasty seafood if you need a break from the sun. For those who have an affinity for golf, play a round of 18 at Heron Point Golf Course. For a day trip, take a quick drive to Harbour Town and check out the local shops and dining options. Plus, the sunset is gorgeous over the bay, so grab a spot with a glass of wine and stay for a while.brbrbrbrThe eclectic decor and inviting furnishings make staying in just as good as venturing out, so make a delicious meal in the full kitchen and enjoy the views from the dining room with loved ones. This spacious retreat offers plenty of room to spread out with comfort and privacy. Head into the fully furnished pool house to find two more bedrooms.brbrbrbrThis property's license number is 7666.brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brbrNo smoking is permitted anywhere on the premises.brbrPlease note E-bikes are not allowed.brbrbrbrOther Things to Note:brbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.
Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

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Exceptional(28)

$711.14

/ Nightly
Private Vacation Home

Beautiful half-acre estate with private hot tub and passes to the shared pool.

Hilton Head, South Carolina, United States

Summary:brbrMagnolia Crescent 3brbrbrbrThe Space:brbrBoasting over 3,100 square feet of sunlit living space, this half-acre 4BR/4BA estate presents the perfect group getaway - complete with complimentary passes to the Harbour Town Pool. Beautifully updated, highlights include new and upscale furnishings, fixtures, and appliances. Whip up delicious dishes in the gourmet kitchen, dine together by a charming gas fireplace, or simply unwind in the spa-like primary suite. Overlooking the 12th fairway of the Atlantic Dunes Golf Course, your huge back porch includes plenty of comfy seating. The Sea Pines Beach Club is only a 14-minute walk away.brbrbrbrCathedral ceilings soar in the sun-soaked living room, featuring an expansive TV, a wet bar with a wine fridge, and a scenic wall of windows overlooking the Atlantic Dunes Golf Course. Indulge your inner chef in the sparkling gourmet kitchen, configured with ample quartz counter space and top-of-the-line appliances -- including a double oven. Sip morning coffee beside a gas fireplace at the breakfast table; the dining table is perfect for home-cooked meals. Comfort awaits in the huge primary suite, appointed with a TV and an en suite bathroom with a double vanity, a jetted soaking tub, a walk-in shower, and a water closet.brbrbrbrThe spacious grounds occupy over a half-acre of immaculately landscaped property. The stunning back porch overlooks the lovely Atlantic Dunes Golf Course. There is a brand-new deck and private hot tub. Your rental includes passes to the Harbour Town Pool (1.3 miles). For a nominal fee, you'll also enjoy access to the shared fitness and tennis center.brbrbrbrThis property's license number is 33384.brbrbrbrbTHINGS TO KNOW/bbrbrIn-unit beach chairs are provided.brbrThe garage will not be accessible during your stay, and street parking is prohibited.brbrBoat trailers, campers, recreational vehicles, buses, commercially marked vehicles, mini-bikes, motorized scooters, and motorcycles are not permitted inside the Sea Pines community.brbrbrbrOther Things to Note:brbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.
Bed 4

Bed

Bath 4

Bath

Sleep 14

Sleeps

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Exceptional(48)

$627.29

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Private Vacation Home

Fully Renovated Sea Pines Home w/ Private Pool Six Rows from the Water - Dogs OK

Hilton Head, South Carolina, United States

Summary:brbrOyster Catcher 4brbrbrbrThe Space:brbrEnjoy your dream vacation in style at this gorgeous home in Hilton Head. Newly renovated, this retreat boasts contemporary furnishings, beautiful decor, and a stunning full kitchen with stainless steel appliances and a spacious breakfast bar! Take your morning coffee to the sunroom and have a quiet start to your day. As the sun comes up, head out to the back patio where you will find ample seating and your own private pool. When dinner time comes around, head back inside to whip up a home-cooked meal or stay out in the sunshine and throw a few kabobs on the gas grill! Enjoy a bottle of wine with friends on the back deck or in front of the firepit as the sun sets, then come inside and cuddle up on the couch for a movie night! Also, don't worry about leaving anyone behind, as this home can accommodate the family dog!brbrbrbrWhat’s nearby: brbrThis home is perfect for a getaway to the beach, as the path to the sand is just behind the property. Make your way down to the beach and enjoy a day in the sun or walk down to Sea Pines Beach Club and enjoy a delicious meal with a view. Sea Pines is one of the best areas of the island sporting many outdoor adventures such as a round of golf at Heron Point or Harbour Town Golf Links just a short drive away. Take a day to explore Harbour Town where you can meander through boutiques and check out the famous candy-striped lighthouse. For a bit more adventure, rent a few bicycles or kayaks to explore the island from a unique perspective!brbrbrbrThis property's license number is 76654.brbrbrbrThings to know: brbrFull kitchen with a dishwasherbrbrFree WiFi brbrDog-friendly brbrGated entrancebrbrNetflix streamingbrbrA car is necessary to reach this homebrbrSnowbird-friendlybrbrA sofabed in the living room provides an extra sleeping spacebrbrPlease note E-bikes, trailers, RV's, boats etc. are not allowed.brbr*Please read our important pool heat information to help you have the best vacation possible!*brbrThis property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $95/night. At least seven days' notice must be given for heat to be turned on. If the outside temperature is colder than 55 degrees, the pool may not be able to maintain a warmer temperature. If the pool does not reach your desired temperature but is still warming, refunds will not be given.brbrbrbrOther Things to Note:brbrFor pool heating requests, please notify us at least 7 days prior to your check-in date, as the pool requires sufficient time to heat properly. brbrLate pool heating requests are subject to approval and availability. brbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating. brbrPool heat is available seasonally from September 1 through May 25 only. brbrbrbrbrbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.
Bed 4

Bed

Bath 4

Bath

Sleep 14

Sleeps

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Exceptional(36)

$239.84

/ Nightly
Private Vacation Home

Dog-Friendly Home Near Golf & Beach w/Shared Pool, Gated Back Deck, & Fast WiFi

Hilton Head, South Carolina, United States

Summary:brbrQueens Grant 653brbrbrbrThe Space:brbrAbsolutely filled with beachy charm and all of the comforts of home, this island getaway will be just the place to bring the whole family for an unforgettable vacation to the sunshine and salty air of Hilton Head! Upon entering this home away, each guest will immediately be greeted by the open layout of the dining and living areas that will be perfect for entertaining the whole gang and the fully equipped galley kitchen that will make meal prep a breeze. After a full day spent reading by the shared pool or on the white sand nearby, the enclosed back deck with a gate will be just the place to sip an evening cocktail as the sun dips behind the trees and let your dog walk safely off-leash. When nights come to a close, each bedroom and the living room offer flatscreen TVs for endless entertainment and ceiling fans. Not to mention, the high-speed WiFi is more than ready to assist in streaming favorite shows or hopping into a Zoom call while away!brbrbrbrWhat's nearby:brbrPerched in the heart of the island, this getaway will be the perfect jumping-off point to check out the best attractions in no time. If golf is on the agenda, there are a plethora of courses within a mile of home base. When the beach is calling your name, the beach access is less than a half-mile away! Plus, a plethora of restaurants, shopping options, and beach rentals can be found here as well!brbrbrbrThis property's license number is 26798.brbrbrbrThings to know:brbrHigh-speed WiFibrbrSnowbird-friendlybrbrDog-friendlybrbrPlease note E-bikes are not allowed.brbrbrbrOther Things to Note:brbrIf the parking pass is lost, regardless of the situation, an additional charge will apply, as Palmetto Dunes is a very strict community when it comes to their policies.brbrCost of the passes if you got lost:brbr1 DAY/0 NIGHTS - $0brbr1-2 NIGHTS - $20brbr3-7 NIGHTS - $35brbr8-14 NIGHTS - $50brbr15-30 NIGHTS - $75brbr31-180 NIGHTS - $100
Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps

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$502.74

/ Nightly
Private Vacation Home

Cozy dog-friendly home with free WiFi & private pool for a relaxing stay

Hilton Head, South Carolina, United States

Summary:brbrFlagg Grove 4brbrbrbrThe Space:brbr*Please read our important pool heat information to help you have the best vacation possible!*brbrThis property has a pool that can be heated from March 1st to May 30th, and then from September 1st to November 31st. for an additional fee and a 3 night minimum. You MUST notify Vacasa at least seven days in advance of your arrival if you would like to purchase pool heat. If the outside temperature is colder than 55 degrees, the pool will not be able to maintain a warmer temperature. If the pool does not reach your desired temperature but is still warming, refunds will NOT be given. brbrbrbrBook your next beach getaway at this comfortable three-bedroom home, which comes with its own heated pool! Located in Palmetto Dunes, you’ll be just a short distance from the beach and many of Hilton Head’s most popular attractions.brbrbrbrThis rental is just a quick walk to the Atlantic Ocean, where you can swim in the warm waters and stroll on the sand, and right next to a scenic lagoon that’s perfect for kayaking. You’ll also have easy access to other destinations on the island, where you can explore antique shops, picturesque coves, and historic, Colonial homes. The family dog is also welcome to come along for an additional nightly fee.brbrbrbrShaded by a grove of trees, this ranch-style home boasts a cozy fireplace, comfortable seating, and a charming sunroom area for reading and napping. Cool off with a dip outside in the pool, watch a movie on TV, or update your social media with the free WiFi. When you get hungry, the kitchen is fully equipped with appliances and cookware for all your dining and snacking needs!brbrbrbrBring your family along or one or two other couples, and make this vacation one to remember. Book your reservation today!brbrbrbrThis property's license number is 34690.brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 PM.brbrCheck-out time: 10:00 AM.brbrAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brbrNo smoking is permitted anywhere on the premises.brbrThe garage is not available for guest use. brbrThis property is managed by Vacasa South Carolina LLC.brbrbrbrOther Things to Note:brbrIf the parking pass is lost, regardless of the situation, an additional charge will apply, as Palmetto Dunes is a very strict community when it comes to their policies.brbrCost of the passes if you got lost:brbr1 DAY/0 NIGHTS - $0brbr1-2 NIGHTS - $20brbr3-7 NIGHTS - $35brbr8-14 NIGHTS - $50brbr15-30 NIGHTS - $75brbr31-180 NIGHTS - $100brbrFor pool heating requests, please notify us at least 7 days prior to your check-in date, as the pool requires sufficient time to heat properly.brbrbrbrPlease note that pool heating is available for an additional nightly fee. Kindly contact us for the exact pricing.brbrLate pool heating requests are subject to approval and availability.brbrbrbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating.brbrbrbrPool heat is available seasonally from September 1 through May 25 only.
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

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$408.19

/ Nightly
Private Vacation Home

Coastal Comfort Near Shipyard Beach, Golf & Coligny

Hilton Head, South Carolina, United States

Summary:brbrKingston Cove 18brbrbrbrThe Space:brbrWelcome to your perfect getaway in Hilton Head, SC! This charming house is ideally located close to the Shipyard Beach Club, offering private access to the beach complete with restrooms and shower facilities. Enjoy the sun and surf at Coligny Beach Park, or explore the vibrant Coligny Plaza Shopping Center, filled with endless dining options and boutique shops. brbrbrbrIn addition to its fantastic location, this home provides access to shared amenities, including a refreshing outdoor pool and a scenic golf course right on-site. Whether you're looking to relax by the pool or hit the greens, this property has you covered. brbrbrbrInside, you'll find a well-equipped kitchen with modern appliances, including a fridge, stove, and dishwasher, making meal prep a breeze. The spacious living area is perfect for family gatherings, complete with a TV and board games for entertainment. brbrbrbrWith comfortable sleeping arrangements, including a king bed, double bed, and twin beds, this home is perfect for families or groups. Enjoy your morning coffee on the deck or balcony, soaking in the beautiful surroundings. brbrbrbrDon't miss out on nearby attractions like the Arts Center of Coastal Carolina, Harbour Town Lighthouse, and the Coastal Discovery Museum. Whether you're into beachcombing, kayaking, or simply soaking up the sun, this Hilton Head home is your gateway to an unforgettable vacation!brbrbrbrThis property's license number is 37507.brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brbrNo smoking is permitted anywhere on the premises.brbrPlease note E-bikes are not allowed.brbrStreaming services are available with guests' own account(s).brbrThis property is managed by Vacasa South Carolina LLC.brbrbrbrOther Things to Note:brbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(24)

$413.7

/ Nightly
Private Vacation Home

Charming 3 bedroom 3 1/2 bath home in beautiful Sea Pines.

Hilton Head, South Carolina, United States

Summary:brbrIsle of PinesbrbrbrbrThe Space:brbrThis charming three-bedroom three and a half bathroom home in the Sea Pines plantation is the perfect choice for entertainment and relaxation. Featuring numerous new updates to the full kitchen, bathrooms, ceiling and flooring, this dog-friendly home is beautifully decorated with detail that will make you never want to leave! With kid-friendly features like high chair seating, mattress pads, and a port-a-crib, this home is a perfect choice to make amazing memories with family and friends. This home also has a spacious outdoor deck with a private grill with plenty of outdoor seating in the shade from the live oak surrounding. Not to mention, flatscreen TVs in the living room and bedrooms make for endless movie nights!brbrbrbrSoak up the sun at the Sea Pines Beach Club just three and a half miles away, dine at delicious local restaurants, and shop the day away! Explore Hilton Head's famous lighthouse at Harbour Town just under four miles away or go on a horseback riding adventure at the Lawton Stables just two miles away! This home is conveniently located close to many amazing attractions and if golf is your game, Harbour Town Golf Links offers world-class greens and beautiful fairways for an unforgettable round of 18.brbrbrbrThis property's license number is 26609.brbrbrbrbTHINGS TO KNOW/bbrbrStreaming services are available with guests' accounts.brbrA high chair, booster seat, and age-appropriate games, books, dinnerware, and toys are available for younger guests.brbrPlease note E-bikes are not allowed.brbrbrbrOther Things to Note:brbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.
Bed 3

Bed

Bath 4

Bath

Sleep 8

Sleeps

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Exceptional(19)

$1199.34

/ Nightly
Private Vacation Home

Close to beach, pickleball, tennis & golf with private pool, & hot tub

Hilton Head, South Carolina, United States

Summary:brbrFlagg 2-Serene RetreatbrbrbrbrThe Space:brbrYou’ve found gold with this gorgeous, family-friendly home, with a serene yet convenient location just minutes from the beach, golf courses, pickleball courts, tennis courts, shopping, and restaurants. Slip into your swimsuit and spend the day on the sand, a few minutes' walk, or stay close to home and relax in your own backyard oasis, featuring a private pool and hot tub, surrounded by trees. (The pool and spa cannot be heated at the same time.)brbrbrbrInside, you’ll find a bright, airy space, flooded with natural light and featuring modern, stylish furnishings throughout. The group’s chef will be right at home in the spacious, open kitchen, with a full suite of stainless steel appliances, including a double oven, a huge standalone island, and plenty of countertop space and cabinetry. Grab meals together at the window-front dining table; set the kids up with snacks at the island barstools; or host family cookouts on the gas grill outside, then dine alfresco next to the pool.brbrbrbrAfter days on the sand or golf course, bask in the central air-conditioning while the washer/dryer takes care of any laundry. Entertainment options include six streaming-capable TVs, free cable, and WiFi. (You must use personal logins for streaming services.) When bedtime calls, plush spaces promise a restful night’s sleep, including two primary bedrooms and all featuring en suite bathrooms. brbrbrbrIt’s time to make your Hilton Head getaway dreams a reality - all that’s left to do is book.brbrbrbrThis property's license number is 31866.brbrbrbrbThings to Know/bbrbrThe pool cannot be heated October 1st- March 1st. However, the hot tub can be heated from Sept 1st- May 1st. There is a fee of $75 per night to heat the hot tub. brbrPlease note E-bikes are not allowed.brbrbrbrOther Things to Note:brbrIf the parking pass is lost, regardless of the situation, an additional charge will apply, as Palmetto Dunes is a very strict community when it comes to their policies.brbrCost of the passes if you got lost:brbr1 DAY/0 NIGHTS - $0brbr1-2 NIGHTS - $20brbr3-7 NIGHTS - $35brbr8-14 NIGHTS - $50brbr15-30 NIGHTS - $75brbr31-180 NIGHTS - $100brbrbrbrThis property has a pool and spa that can be heated between Labor Day and Memorial Day for an additional fee of $X. brbrbrbrPlease note that the pool and spa share the same heater. In order for the spa to be heated, the pool heat must also be activated. When the spa is isolated to reach a higher temperature, the pool will temporarily stop heating. Guests are kindly asked to turn off the spa when it is not in use. brbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating. brbrA minimum of 7 days’ notice is required to arrange pool and spa heating. The heating fee must be paid prior to check-in. Guests may contact management after booking to add pool and spa heat to their reservation.
Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps

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Exceptional(19)

$620.33

/ Nightly
Private Vacation Home

3 Bedroom Ranch Style Home located on 13th hole of Robert Trent Jones Course!

Hilton Head, South Carolina, United States

Welcome to Golfer’s Paradise! 5 Lookout is a beautiful 3 bedroom/ 3 bath ranch style home located on the 13th fairway of the award winning Robert Trent Jones course. It is also just a 5 minute walk to the beach making it the ideal location for everyone in the family. brbrUpon entering home you are welcomed by a light and bright foyer with sliding glass doors which open to the expansive back deck. The newly renovated kitchen features stainless steel appliances, tile floors, gas range, a stand alone ice maker, granite countertops and custom cabinetry. Adjacent to the kitchen and dining room is a large custom table that seats eight. The living space has a 55 inch smart tv with cable and two plush sofas and a recliner. There is a sliding door that leads out to the grilling area which features a Weber Spirit Propane Grill and a Polywood Table for Al Fresco Dining. brbrAll of the bedrooms are located off the hallway the right side of the home. When first entering the hall on the left is the primary bedroom which offers a king sized bed and a TV with cable. Through the sliding barn door, you will enter the en suite bathroom with a luxurious tiled walk in shower and double vanity. Across the hall from the primary bedroom is the bathroom which is shared with the bunk room featuring a combo shower tub and a separate vanity area. At the end of the hallway is the queen bedroom with HDTV, an en suite bathroom with a walk in shower. This room also has access to the pool area with a beautiful paver patio and four chaise lounge chairs . brbrOff the pool area there are stepping stones that walk down to a private dock which you can fish from or just sit and enjoy the serene lagoon views.brbr***BOAT NOT AVAILABLE FOR GUEST USEbrThe pool can be heated (June 1st - October 1st) for an additional fee.brNo pets are allowed at this property.
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(34)

$407.78

/ Nightly
Private Vacation Home

2-story house with private heated outdoor pool, stunning views & foosball

Hilton Head, South Carolina, United States

Summary:brbrMooring Buoy 151brbrbrbrThe Space:brbrMooring Buoy 151 is located in the beautiful Palmetto Dunes plantation. The moment you walk through the double wooden doors into the two-story Great Room, you feel that you have entered into a bright and great vacation home. Beautiful wood floors, a leather sofa and loveseat, a TV with a wet bar, and a decorative fireplace all in a two-story living area. There are also 2 story windows with wonderful, natural landscape views that Hilton Head Island is known for.brbrbrbrBeautiful oak trees with Spanish Moss growing right through the back deck, a lagoon with a dock, and a private swimming pool are just a few perks of this Lowcountry home. The dining area has a Henredon table with seating for eight. Attached to the dining room is a lovely screened porch with a tiled table with four chairs and two bar stools with a bar table. The spacious rear deck with another table seating for four and a gas grill faces the pool and the tranquil lagoon alive with herons and egrets. brbrbrbrThe main level of the home has two bedrooms - a spacious primary suite and a guest room. The primary bedroom has a king bed, TV, and a private, newly-remodeled en suite bathroom equipped with a make-up area, custom body spa shower and a Kohler hydro jet tub. The guest bedroom has a king bed, TV, and a private bath which is also newly remodeled and has a shower.brbrbrbrA huge loft overlooks the Great Room and features a large seating area, complete with a queen sofa bed, foosball table, TV with DVD and VCR players, and a CD stereo. There is also a bath on the second floor with a walk-in shower and a separate bedroom off the loft with two queen beds and a twin daybed.brbrbrbrPalmetto Dunes has the FREE Beach Buggy that will come and pick you up and bring you to the beach and drive you back home.brbrbrbrThis property's license number is 26948.brbrbrbrbTHINGS TO KNOW/bbrbr- Six beach towels, sand shovels, and two beach chairs are provided.brbr-Please note E-bikes are not allowed.brbr- Please note the pool is COVERED from October through May and cannot be used. If the outside temperature is colder than 55 degrees, the pool may not be able to maintain a warmer temperature.brbrbrbrOther Things to Note:brbrIf the parking pass is lost, regardless of the situation, an additional charge will apply, as Palmetto Dunes is a very strict community when it comes to their policies.brbrCost of the passes if you got lost:brbr1 DAY/0 NIGHTS - $0brbr1-2 NIGHTS - $20brbr3-7 NIGHTS - $35brbr8-14 NIGHTS - $50brbr15-30 NIGHTS - $75brbr31-180 NIGHTS - $100brbrbrbrFor pool heating requests, please notify us at least 7 days prior to your check-in date, as the pool requires sufficient time to heat properly.brbrbrbrPlease note that pool heating is available for an additional nightly fee. Kindly contact us for the exact pricing.brbrLate pool heating requests are subject to approval and availability.brbrbrbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating.brbrbrbrPool heat is available seasonally from September 1 through May 25 only.
Bed 3

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Bath 3

Bath

Sleep 10

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$1083.8

/ Nightly
Private Vacation Home

Spacious family-friendly home with private pool, hot tub, WiFi & AC near the beach

Hilton Head, South Carolina, United States

Summary:brbrHigh Water 9brbrbrbrThe Space:brbrSet within the prestigious Palmetto Dunes community, High Water 9 is an expansive single-level luxury home designed for comfort, space, and effortless coastal living. Featuring seven beautifully furnished bedrooms, this private retreat offers lagoon views, a recently updated interior, and standout outdoor amenities—including a 48-foot-by-16-foot private pool, hot tub, gas grill, and inviting firepit nook.brbrbrbrInside, the home showcases contemporary coastal décor, new travertine flooring, and a spacious great room complete with plush seating, a large smart TV, DVD player, and stereo system. The fully equipped kitchen provides everything needed for group meals, while a separate pantry area adds extra convenience with a second refrigerator, microwave, and dishwasher—doubling as a bar and prep space ideal for entertaining.brbrbrbrEach of the seven bedrooms includes access to an en-suite bathroom, offering a comfortable mix of private and shared configurations for larger groups. From Memorial Day through Labor Day, guests also enjoy complimentary access to the Palmetto Dunes Beach Buggy, making beach trips simple and stress-free.brbrbrbrThis property's license number is 22333.brbrbrbrThings to KnowbrbrFree WiFi & cablebrbrFull kitchen & kitchenette brbrOutdoor Bluetooth hookup brbrSnowbird-friendly brbrThis property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $152/day + tax for a five-day minimum rental. Seven days advance notice is required for pool heat.brbrPlease note E-bikes are not allowed.brbrbrbrOther Things to Note:brbrIf the parking pass is lost, regardless of the situation, an additional charge will apply, as Palmetto Dunes is a very strict community when it comes to their policies.brbrCost of the passes if you got lost:brbr1 DAY/0 NIGHTS - $0brbr1-2 NIGHTS - $20brbr3-7 NIGHTS - $35brbr8-14 NIGHTS - $50brbr15-30 NIGHTS - $75brbr31-180 NIGHTS - $100brbrbrbrThis property has a pool and spa that can be heated between Labor Day and Memorial Day for an additional fee of $X. brbrbrbrPlease note that the pool and spa share the same heater. In order for the spa to be heated, the pool heat must also be activated. When the spa is isolated to reach a higher temperature, the pool will temporarily stop heating. Guests are kindly asked to turn off the spa when it is not in use. brbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating. brbrA minimum of 7 days’ notice is required to arrange pool and spa heating. The heating fee must be paid prior to check-in. Guests may contact management after booking to add pool and spa heat to their reservation.
Bed 7

Bed

Bath 7

Bath

Sleep 22

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Exceptional(35)

$804.12

/ Nightly
Private Vacation Home

Bright & Expansive Beach Retreat with Private Pool

Hilton Head, South Carolina, United States

Summary:brbrCartgate 21brbrbrbrThe Space:brbrFreshly Updated, Spacious 6-Bedroom Retreat with Private Pool Near the BeachbrbrbrbrWelcome to your ideal Lowcountry escape—this beautifully updated, expansive home offers six bedrooms and five bathrooms, comfortably accommodating up to 16 guests. Perfect for large families, golf getaways, or group vacations, this inviting property blends comfort, style, and convenience in a serene setting.brbrbrbrLocated within the gated Palmetto Dunes Resort, guests can enjoy easy access to miles of pristine white-sand beaches, three championship golf courses, and top-tier tennis and fitness facilities. Spend your days kayaking or canoeing through the scenic 11-mile lagoon system, or explore nearby shopping, dining, and family-friendly entertainment options.brbrbrbrSurrounded by lush landscaping on a winding street between two renowned golf courses, this home is just a short 10-minute walk—or quick bike or seasonal shuttle ride—to the beautiful beaches of Hilton Head Island.brbrbrbrSleeping Arrangements & Layout:brbrThe main level features a spacious primary suite with a large private bathroom, walk-in shower, and 65-inch smart TV. A second bedroom on this floor includes a 55-inch TV and access to a nearby hallway bathroom with a shower/tub combination.brbrbrbrUpstairs, you’ll find four additional bedrooms. Two guest rooms each offer private bathrooms with walk-in showers and 55-inch TVs. A second primary-style bedroom includes a 55-inch TV and convenient access to a shared bathroom with a shower. The final bedroom is perfect for kids or teens, featuring a gaming area, seating space, and a 55-inch TV, with hallway access to a shared bathroom.brbrbrbrWith generous living spaces, modern updates, and a prime location close to the beach, this home is the perfect setting for creating unforgettable vacation memories.brbrbrbrThis property's license number is 27949.brbrbrbrThings to Know:brbrPlease note E-bikes are not allowed.brbrPrivate pool (can be heated for an additional cost)brbrTwo Hours of Free Tennis and pickleball daily at The Palmetto Dunes Tennis CenterbrbrbrbrPlease read our important pool heat information to help you have the best vacation possible! This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee. At least seven days' notice must be given for heat to be turned on. If the outside temperature is colder than 55 degrees, the pool may not be able to maintain a warmer temperature. If the pool or spa does not reach your desired temperature but is still warming, refunds will not be given. Please note there is a five-day minimum to heat the pool.brbrbrbrOther Things to Note:brbrIf the parking pass is lost, regardless of the situation, an additional charge will apply, as Palmetto Dunes is a very strict community when it comes to their policies.brbrCost of the passes if you got lost:brbr1 DAY/0 NIGHTS - $0brbr1-2 NIGHTS - $20brbr3-7 NIGHTS - $35brbr8-14 NIGHTS - $50brbr15-30 NIGHTS - $75brbr31-180 NIGHTS - $100brbrbrbrFor pool heating requests, please notify us at least 7 days prior to your check-in date, as the pool requires sufficient time to heat properly.brbrbrbrPlease note that pool heating is available for an additional nightly fee. Kindly contact us for the exact pricing.brbrLate pool heating requests are subject to approval and availability.brbrbrbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating.brbrbrbrPool heat is available seasonally from September 1 through May 25 only.
Bed 6

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Bath 5

Bath

Sleep 16

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$1743.55

/ Nightly
Private Vacation Home

Secluded Sea Pines retreat with private pool, pool spa, & 3rd row beach access

Hilton Head, South Carolina, United States

Summary:brbrRoyal RetreatbrbrbrbrThe Space:brbrEscape to this luxury estate boasting two separate poolside structures and abundant seating areas inside and out - perfect for entertaining. The spacious and beautiful property is under new ownership and has been thoughtfully updated with all-new furniture, decor, and smart TVs in each bedroom, the game room, the family room, the guest house, and outside!brbrbrbrSoak up the sun at the pristine private beach only three rows away, or explore nearby Hilton Head classics like the South Beach Marina and the famous Harbour Town Lighthouse. Golf enthusiasts will appreciate being close to multiple nearby courses, including Harbor Town Golf Links, home to the RBC Heritage Golf Tournament. Or, discover horseback riding, nature preserves, tennis, and pickleball courts.brbrbrbrThe first floor of the main house features a game room with a pool table, foosball table, wet bar, and TV area with a sofa bed, as well as two bedrooms with direct access to the pool deck with a pool spa. Upstairs, you'll love the vaulted ceilings, abundant natural light, and several seating areas for playing cards, reading a book on the daybed, or gathering around the TV in the living area. (The fireplace is not operational.) The adjoining screened porch has a sofa and chairs and a lovely view of the pool below. Perch at the kitchen island while the chef creates crowd-pleasing meals in the well-equipped kitchen, then serve memorable meals at two dining tables. The primary suite boasts a private balcony, walk-in closet, and en suite bathroom with a jetted soaking tub and large shower. Another suite, guest bedroom, and guest bathroom round out this floor. Featuring two suites and a living area with a sofa bed, the guest house is ideal for extended families, couples, or anyone wanting more privacy.brbrbrbrSpend quality time on the secluded pool deck that includes a salt water pool and salt water spa, two outdoor dining tables and 11 lounge chairs. Play cornhole and giant Jenga, or catch a game on the outdoor TV while dinner sizzles on the propane grill. An outdoor cooler adds convenience while entertaining, while the garage is available for storage during your stay.brbrbrbrThis property's license number is 33106.brbrbrbrbThings to Know/bbrbrbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brbrNo smoking is permitted anywhere on the premises.brbrPlease note E-bikes are not allowed.brbrThis property has a salt water pool and spa that can be heated between Labor Day and Memorial Day for an additional fee. Both the spa and pool share the same heater. For the spa to be heated, the pool must also be heated. If the outside temperature is colder than 55 degrees, the pool may not be able to maintain a warmer temperature. Refunds will not be given if the pool or spa does not reach your desired temperature but is still warming.brbr A 7 days notification is required in order to heat the pool and pool spa. A fee of USD 152 per day must be paid prior to check-in. Guests can contact management after booking to purchase pool and pool spa heat for your stay.brbrbrbrOther Things to Note:brbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.
Bed 7

Bed

Bath 6

Bath

Sleep 20

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Exceptional(19)

$387.0

/ Nightly
Private Vacation Home

Palm-lined hideaway with pool. Dog Friendly.

Hilton Head, South Carolina, United States

Summary:brbrThe Blue SanctuarybrbrbrbrThe Space:brbrThe coastal wonderland that is Hilton Head can be effortlessly explored when you book a stay at this palm-lined charmer! brbrbrbrA true focal point of the property is the backyard's in-ground pool, and a variety of poolside loungers. A gas grill, hammock, and fire table are also available for outdoor entertainment.brbrbrbrUpon entering, you will immediately feel at home. With two living rooms to sprawl out in, everyone can enjoy their favorite shows with ease. The full kitchen is sure to make the chef of your group smile with its stainless steel appliances, cookware, and sizable breakfast bar. When you aren't dining here, gather around the large picnic-style table, or in the sunroom.brbrbrbrAs you explore the rest of the home, you will discover the equally inviting bedrooms, all adorned with soft linens, personal TVs, and central air. An attached bathroom with a walk-in shower is available off the primary bedroom. Additional amenities include a private washer/dryer and a collection of board games.brbrbrbrNear your stay, take a quick walk to the beach, or visit local attractions like Harbour Town Golf Links, the Harbour Town Lighthouse, (entry fee applies) the Coastal Discovery Museum, and a plethora of shops and restaurants.brbrbrbrThis property's license number is 31586.brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brbrNo smoking is permitted anywhere on the premises.brbrbrbrOther Things to Note:brbrFor pool heating requests, please notify us at least 7 days prior to your check-in date, as the pool requires sufficient time to heat properly. brbrPlease note that pool heating is available for an additional nightly fee. Kindly contact us for the exact pricing. brbrLate pool heating requests are subject to approval and availability. brbrIf the outside temperature falls below 55°F, the pool may not be able to maintain a warmer temperature. Refunds will not be provided if the pool or spa does not reach the desired temperature but is still actively heating. brbrPool heat is available seasonally from September 1 through May 25 only.
Bed 3

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Bath 2

Bath

Sleep 9

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$214.26

/ Nightly
Private Vacation Home

Wonderful vacation condo featuring shared pool & WiFi - close to the beach

Hilton Head, South Carolina, United States

Summary:brbrBeckenham 109brbrbrbrThe Space:brbrBeckenham 109 is a charming end-unit villa in Port Royal Village with a lovely view of the 9th hole of the Barony Golf Course. It is bright and light with beachy coastal decor and new wood flooring. The living room is well furnished and has a TV, ample seating, and a queen sleeper sofa. There are several chairs for lounging and a table and chairs on the patio. The fully-equipped kitchen offers everything you will need to prepare daily meals. The dining area has a table with seating for guests and there is a breakfast bar with stools if more spots are needed.brbrbrbrThe main bedroom has two queen beds, a TV, access to the covered balcony overlooking the lagoon and golf course, and a recently renovated private bath that features a granite vanity top and a beautifully tiled tub/shower combo. The second bedroom has two queen beds, a TV, access to the covered balcony overlooking the lagoon and golf course, and a private bath with a tub/shower combo. The villa also has free WiFi and a stackable washer and dryer.brbrbrbrKeyless entry makes check-in and check-out a breeze! A short walk to the community pool and the villa is located just minutes from the Westin hotel and you'll be a five-minute walk from the beach. On the beach, you can rent chairs and an umbrella from the lifeguards. This is a perfect location for the perfect vacation!brbrbrbrbSHARED AMENITIES/bbrbr-Poolbrbr-Charcoal grillbrbr-Tennis courtbrbrbrbrThis property's license number is 28511.brbrbrbrbTHINGS TO KNOW/bbrbrThe unheated community pool is open from April until October. However, the pool deck is open year-round for sunbathing.
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

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