Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2660 Of 6408 Vacation Rentals
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Exceptional(19)

$570.89

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Private Vacation Home

1 Tupelo - Sea Pines 4 Bedroom Dog Friendly Home

Hilton Head Island, South Carolina, United States

Welcome to 1 Tupelo!brbr1 Tupelo is a 4 bedroom, 3 bathroom located in the middle of Sea Pines. This home has a large pool and is dog friendly! Completely fenced in yard making this home perfect for the family who loves to travel with their doggo.brbrThe home is great for entertaining! The kitchen has a large granite island to allow for folks to gather and opens into the living room, making sure everyone can be included. If someone is looking for a bit more privacy, look no further than the bright Carolina Room! This space can be separated from the rest of the living space with its large double doors. In the fall, feel free to open the sliding doors! The fresh air and bright space is perfect for enjoying a book or working remotely. brbrThe living room and Carolina Room connect to the shaded grilling deck along the side of the home and the bright pool deck on back of the house. Open and invited space for guests to enjoy, with a pool and spa that can be heated for an additional cost!brbrThe King Bedroom is connected to the pool deck and has a private en-suite bathroom. The other King Bedroom also has a private en-suite bathroom with dual vanities. The Twin bedroom and second Queen bedroom share the hall bathroom with the rest of the house. Each bathroom has a shower and tub. All bedrooms have TVs with Rokus and Cable through the Spectrum App.brbrOutside of 1 Tupelo, you will find yourself in Sea Pines, home to the legendary Harbour Town golf course and lighthouse. Sea Pines has a ton to offer from shopping, dining, and wildlife. 1 Tupelo is a short bike ride or walk to the Forest Preserve, Harbour Town, Shops at Sea Pines Center and the Beach. Walking will be very popular with your four legged guests! brbrBedroom 1: 1 King (private bath)brBedroom 2: 1 King (private bath)brBedroom 3: 2 Twins (shared bath)brBedroom 4: 1 Queen (shared bath)brbr- Additional Featuresbr~ Square Footage: 2,565br~ Pool size: 30' x 12' br~ Parking Spaces: 4br~ Pet Friendly: Yes, inquire about feebr~ Pool Heat: Yes, inquire about feebr~ Neighborhood: Sea Pinesbrbr- Distances:br~ Beach: 1 mibr~ Harbor Town: 2 mibr~ Coligny: 2.9 mibr~ South Beach: 3.5 mibr~ Shelter Cove: 5.6 mibrbr**Sea Pines Rules and Regulations**brbr-Sea Pines Plantation prohibits all trailers, pop-up campers, motorcycles (including three wheelers), large-lifted pickup trucks, extended vans, vans with company signage (visitors in company cars will not be allowed in), work vans, golf carts, and RVs. Boats (prior permission needed), kayaks & surf boards (must be on top of car, no trailer), and large family vans. The only exception would be handicap accessible vans.br-Parking along roadsides and off driveways is prohibitedbr-Beach Club parking is not available, the Trolley system must be used to access the beach club. Trolley system does not allow passengers to carry large items such as wagons, chairs or coolersbr-Vehicle Passes are limited to number of cars able to fit in each driveway, Passes are required to reenter Sea Pines when on a bike, in some cabs, and using Lyft. Try to carry your passes with you when you leave for reentry to avoid any difficult situations at the gate. Bikes can reenter without pass if they take picture of the daily door code posted when they exit. br-All animals in the plantation must be on a leash at all timesbr-Do not disturb the wildlife. Wild Animals live in Sea Pines, such as alligators and coyotes. Please be aware of this and do not interact with the wildlife.br-Beach parking is prohibited on all roads in Sea Pines. A complimentary beach shuttle service, direct from a designated parking lot to The Sea Pines Beach Club is available for Sea Pines weekly rental guests. *Must have Short Term Weekly vehicle pass issued by Sea Pines CSA.brbrHH STR Permit #72252
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Bath 3

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Sleep 8

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Exceptional(32)

$587.6

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Private Vacation Home

Steps to Sand: Hilton Head Retreat w/ Pool Access!

Hilton Head Island, South Carolina, United States

Look no further for your Hilton Head haven than this 4-bedroom, 4.5-bath vacation rental, complete with a beautiful, fully equipped kitchen and community pool access! Wake up to sip your coffee on the porch or head to Hilton Head Island Beach for a relaxing day spent on the shore. Golfers will rejoice with plenty of fairways to choose from, like the Port Royal Golf & Racquet Club, while shoppers can browse the Shops at Sea Pines Center. Make this townhome your escape to South Carolina's coast!brbr-- THE PROPERTY --brbrPool Access | Free WiFi & Smart TV | 2,080 Sq Ft | 800 Ft to Beach Entrance | Newly RenovatedbrbrA coastal getaway in Hilton Head, this townhome offers a perfect location near the beach and golf courses with plenty to entertain at home with access to community amenities.brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Queen Beds | Bedroom 4: 2 Queen Beds | Loft: Sleeper SofabrbrCOMMUNITY AMENITIES: Outdoor pool, grill areabrOUTDOOR LIVING: Covered porch w/ rocking chairs, pool & playground viewsbrINDOOR LIVING: Flat-screen Smart TV, fireplace, completely renovated w/ new bathrooms, furnishings & luxury vinyl/tile floorsbrKITCHEN: Fully equipped, dishwasher, drip coffee maker, blender, kitchen islandbrGENERAL: Air conditioning, cable/satellite, complimentary toiletries, free WiFi, linens/towels, suitable for children, washer/dryerbrACCESSIBILITY: Stairs required for access, multi-level propertybrPARKING: Garage (4 vehicles)brbr-- THE LOCATION --brbrBEACHES + PARKS: Beach entrance w/ ramp, decking directly to sand, bathrooms/showers, and easy wagon or stroller access (~800 feet), Islanders Beach Park (0.5 miles), Folly Field Beach (1.0 miles), Hilton Head Island Beach (1.4 miles), Chaplin Community Park (2.1 miles), Shelter Cove Community Park (3.2 miles), Coligny Beach Park (7.5 miles), Sea Pines Forest Preserve (7.7 miles)brGOLF COURSES: The Heritage Golf Collection on Hilton Head Island (0.9 miles), Port Royal Golf & Racquet Club (0.9 miles), Golden Bear Golf Club at Indigo Run (3.6 miles), George Fazio Golf Course (4.7 miles), Dolphin Head Golf Club (6.9 miles), Hilton Head National Golf Club (9.5 miles), Habour Town Golf Links (9.8 miles)brTHINGS TO DO: Hilton Head Distillery (2.4 miles), Blue Pearl Marine Tours (4.2 miles), Shelter Cove Marina (4.3 miles), Coastal Discovery Museum (4.5 miles), The Shops at Sea Pines Center (9.5 miles)brAIRPORTS: Hilton Head Airport (3.0 miles), Savannah/Hilton Head International Airport (44.1 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required at check-inbr- NOTE: This multi-level property requires stairs to access
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Bath 4

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Sleep 14

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Exceptional(1)

$587.37

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Hotel Resort

Marriott Surfwatch✨ Experience Paradise in a 2BR Villa - Sleeps 8!

Hilton Head Island, South Carolina, United States

Marriott Surfwatch - 2 Bedroom Garden View Unit Sleeps 8! Stays starting on FRI, SAT or SUN.brbr **PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**brbrBook our Fabulous Condo & let The Vacation Advantage, LLC make the booking process simple!brbrKey Points:brbr-The Vacation Advantage aims to provide the best availability and information about our unit before moving towards our easy booking process.brbr-Please be advised that the rate quote is a base rate. Premiums may apply for certain high-demand times of year such as school vacation & holiday weeks.brbr-Please be aware that we will have to check each inquiry/request within the specific owner's resort booking system & then respond to you with the most current availability as it does change daily.brbr-Because of the ever changing availability it is best to use the “Ask Owner a Question” feature before using the “Request to Book” option.brbr-The “Request To Book” feature is a reservations request that will be responded to within 24 hrs. It is not a confirmed stay as of yet.brbr-Please DO NOT book flights until you have received your final confirmation from the booked resort.brbr-You’re inquiring on a Timeshare for Rent.brbrThe Vacation Advantage aims to provide the best availability and information about our unit before the easy booking process.br brThe Vacation Advantage facilitates vacation rentals. Any issues with on property resort service, accommodations, unit assigned by the resort, amenities, etc. are the direct responsibility of the developer/resort and must be handled through the resort, not The Vacation Advantage. Photos are approved by the developer and, therefore, are thought to be truly representative of the resort and accommodations. Any variation from the photo and actual property or premises are unintentional. Any disruption including but not limited to renovation, amenity not available, change in decor, etc. during the stay, whether known to the resort prior to reservation, occurring during the stay or announced after confirmation, is a matter strictly between the guest and resort and do not merit a charge of deceptive advertising or breach of ethics.br brWe look forward to helping you book your next vacation!br brBuilt around an artificial lake, this relaxed apartment hotel is a 7-minute walk from Burkes Beach, 4 miles from the Coastal Discovery Museum and 3 miles from Hilton Head Island Airport.brbrOur warm 2 bedroom offers free Wi-Fi and living/dining area, plus a kitchen and washer/dryer. All have balconies.brbrAmenities include a private beach area, along with indoor, outdoor and saltwater pools. A grill restaurant has a terrace offering ocean views. There's also a fitness center and a sauna, as well as a kids’ play area, lawn games and BBQ grills.br
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Exceptional(2)

$1024.29

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Private Vacation Home

Beautiful 4BDR w/Hot Tub & Pool, Shuttle to Beach!

Hilton Head Island, South Carolina, United States

Summary:brbrWelcome to your home base in Hilton Head! This 4-bedroom home plus studio suite sleeps up to 12 and puts you within a quick 5-minute drive of Palmetto Dunes Beach, championship golf, and Shelter Cove Harbour & Marina.brbrbrbrThe Space:brbrSettle into a relaxed, group-friendly retreat designed for easy beach days and poolside evenings. The home sleeps 12 across four private bedrooms plus a studio-style suite above the garage, with four full bathrooms for added convenience.brbrGather indoors for game time at the foosball table, or head outside to your private swimming pool and hot tub. Fire up the BBQ grill and dine in the backyard with comfortable outdoor seating. Bedrooms include cable TVs, and there’s a laptop-friendly workspace when you need to check in with the office. A washer and dryer in the home keep beachwear and golf gear fresh for the next outing.brbrbrbrWhat You’ll Lovebrbr• Private outdoor pool and hot tub for post-beach unwindingbrbr• Backyard with BBQ grill and outdoor seating for alfresco mealsbrbr• Foosball table for friendly competitionsbrbr• Laptop-friendly workspacebrbr• Parking for up to 6 vehicles in the driveway (see Important Things to Note for details)brbr• Within about a 5-minute drive of Palmetto Dunes Beach, the Robert Trent Jones Oceanfront Golf Course, and Shelter Cove Harbour & MarinabrbrbrbrLayout (Sleeping Arrangements & Bathrooms)brbr• Bedroom 1: King bed, cable TV; ensuite bathroom with single vanity and walk-in showerbrbr• Bedroom 2: Two queen beds, cable TVbrbr• Bedroom 3: King bed, cable TV, patio access; ensuite bathroom with dual vanity, large soaking tub, and walk-in showerbrbr• Bedroom 4 (studio suite above the garage): King bed; ensuite bathroom with single vanity and shower/tub combobrbr• Additional sleeping: Twin-over-twin trundle in the studio-style suite above the garagebrbrBathrooms:brbr• Bathroom 1: Ensuite to Bedroom 1; walk-in showerbrbr• Bathroom 2: Ensuite to Bedroom 3; soaking tub + walk-in shower; dual vanitybrbr• Bathroom 3: Ensuite to Bedroom 4; shower/tub combobrbr• Bathroom 4: Hall bathroom; shower/tub combobrbrbrbrImportant Things to Notebrbr• Parking: Driveway parking is available for up to 6 vehicles. Please pick up your parking pass at the front gate. Street parking is not permitted per community rules; all vehicles must be parked in the driveway.brbr• Security: This home has one exterior security camera at the front door that monitors the driveway only.brbr• Washer/Dryer: A washer and dryer are located in the home for guest use.brbr• Check in is at 4:00 PM and checkout is at 10:00 AM. We cannot guarantee or approve early check in or late checkout requests in advance.brbr• We recommend considering travel insurance, just in case any unexpected changes come up. We do stick to our cancellation policy and want to make sure you're covered!brbr• We provide bedding, towels and a small starter set of essentials to help get you settled. Feel free to message us for details on what’s included.brbr• Salt, pepper, and cooking oil are not provided unless otherwise noted.brbrbrbrShort Term Rental Permit Number: 026883brbrbrbrGetting Around:brbrLocation logistics: It’s about a 5-minute drive to Palmetto Dunes Beach access, the Robert Trent Jones Oceanfront Golf Course, and the shops and dining at Shelter Cove Harbour & Marina.
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Exceptional(31)

$292.11

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Cottage

2 Mi to Beach: Hilton Head Home w/ Furnished Deck

Hilton Head Island, South Carolina, United States

Sand, sun, and endless on-the-water fun await at this well-appointed Hilton Head Island vacation rental! Conveniently located less than 2 miles from the beach, this 2-bedroom, 2-bath cottage in Sea Pines has it all. Spend your days relaxing on the island’s sandy shoreline, exploring local attractions, or playing rounds of golf. When hunger strikes, head to a local restaurant for a bite to eat or fire up the grill to host a barbecue with loved ones. Your slice of coastal paradise awaits!brbr-- THE PROPERTY --brbrPrivate Deck | BBQ Ready | Beach Trolley AccessbrbrBright, modern, and packed with all the comforts of home, 'Evergreen' is a one-of-a-kind Sea Pines cottage that has everything you need for a memorable family getaway!brbrBedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Additional Sleeping: Pack 'n PlaybrbrCOMMUNITY AMENITIES: Bike trails, Pines shuttle, on-site golf course, on-site restaurants, shoppingbrOUTDOOR LIVING: Deck, charcoal grill, dining area, fenced-in yardbrINDOOR LIVING: Flat-screen TV w/ cable, dining table, ceiling fans, books, board gamesbrKITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, dishware & flatware, Keurig coffee maker, toaster, knife setbrGENERAL: Free WiFi, central heat & A/C, washer & dryer, linens & towels, complimentary toiletries, trash bags & paper towelsbrFAQ: 1 exterior step required, single-story interior, pet fee (paid pre-trip), yard maintenance every TuesdaybrPARKING: Driveway (2 vehicles), $22 weekly gate pass feebrbr-- THE LOCATION --brbrSUN & SAND: Coligny Beach Park (1.8 miles), Hilton Head Island Beach (2.4 miles), Singleton Beach (5.4 miles), Burkes Beach (5.6 miles), Folly Field Beach Park (6.4 miles), Islanders Beach Park (6.7 miles), Fish Haul Beach Park (9.2 miles)brSEE & DO: Sea Pines Forest Preserve (1.0 miles), Lawton Stables (1.7 miles), Legendary Golf (2.2 miles), Harbour Town Lighthouse (3.3 miles), Shelter Cove Community Park (4.0 miles), Coastal Discovery Museum (6.3 miles), Hilton Head Distillery (7.6 miles), Hilton Head Steam Gun (8.6 miles)brGOLF COURSES: Harbour Town Golf Links (3.2 miles), Robert Trent Jones Oceanfront Golf Course (5.3 miles), Port Royal Golf & Racquet Club (6.9 miles), Bear Creek Golf Club (8.3 miles), Golden Bear Golf Club at Indigo Run (9.1 miles), Oyster Reef Golf Club (9.9 miles)brSHOPPING: Village at Wexford (1.3 miles), Coligny Plaza Shopping Center (1.7 miles), Shelter Cove Towne Centre (3.6 miles), Main Street Village (6.9 miles)brAIRPORTS: Hilton Head Island Airport (8.1 miles), Savannah/Hilton Head International Airport (45.8 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- Pet friendly w/ $150 per stay fee (+ fees & taxes, 2 dogs max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: A mandatory gate pass must be purchased for a $22 fee paid for upon arrivalbr- NOTE: Yard maintenance comes every Tuesday for about 30 minutes to blow leaves, take care of weeds, etc. They should not infringe upon your stay
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Exceptional(1)

$1185.67

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Villa

47 Lands End ~ Luxury Villa Right on the Water in Sea Pines!

Hilton Head Island, South Carolina, United States

47 Lands End Road | Fantastic Views of the Calibogue Sound brbr*4 Bedrooms | 4 Bathroomsbr*Sleeps 8br*2 Kings, 4 Twinsbr*5 TVs (Including 65 SMART TV with Roku in Living Room br*Wi-Fi | Gas Grill | Keurigbr*Magnificent Views of the Calibogue Soundbr*Large Waterfront Deck for Sunning and Nature Watchingbr*Beachfrontbr*Point Central Keyless Entrybr*Parking Limited to Two Vehiclesbr*Rounds of Golf & Children's Activities Included (valid on reservations made AFTER 3/17/2025)br*Short Walk to the South Beach Marina Villagebr*Lands End has a Community Pool On-Sitebr*4 Beach Towels for Guest Usebr*Access to the Sea Pines Trolley (seasonal)brbrSea Pines vacation rentals don’t get better than this one! This home has the WOW factor! 47 Lands End was completely renovated, sparing no expense or touches! Every single inch of this home has been renovated and updated beyond belief! Hard wood flooring, fresh beautiful paint, artwork throughout, new furniture, bedding, deck furniture and so much more!brbrAs you walk into this home your breath is taken away by the views of the Sound and stunning interior, with its open floor plan, vaulted ceilings and soft, coastal tones. To your right is the kitchen that has all custom cabinetry, stainless steel appliances, beautiful white quartz countertops and an island with 3 bar stools for cooking, entertaining or just having a quick meal. The kitchen opens up to the open dining area, which seats 8 comfortably and has a dry bar. The living room has plenty of seating with a sofa, love seat and accent chair, as well as, a whole additional sitting area designed with the furniture facing the Sound and the expansive deck. There is a dark wicker patio sofa, 2 rocker chairs with ottomans and a glass table that seats 4.brbrOn the other side of the sliding glass doors is the outside deck that has 2 different levels; the lower level has 2 lounge chairs and the Weber gas grill and leads to the path to the beach, the upper level has a dark wicker patio sofa, 2 rocker chairs with ottomans, 2 lounge chairs and a table that seats 8. This is the perfect place to enjoy watching the sunset right before your eyes!brbrThe master suite is located on the 1st floor overlooking the Sound through the amazing wall of windows. There is a king bed, accent chair and TV. The en-suite bathroom is completely renovated in white tiles, soft grays and a beautifully designed tile floor. There are two vanities and a walk-in shower. Down the hall there is a bathroom with a single vanity and tub/shower combo. The 2nd bedroom has two twin beds, an accent chair and small mounted TV.br brAs you head up the stair case, at the very top is the most amazing and unique feature, a desk with a faux window above it that has a live video streaming of the Sound in the back yard! It is spectacular! If you watch it long enough, you will see the water moving and shimmering in the sunlight, birds in flight and if you're lucky enough you may even see a dolphin pod frolicking in the Sound. On this floor are the remaining 2 bedrooms, a king which has a wall of windows that overlooks the Sound and deck and the other twin bedroom that is on the left side of the stairwell. The laundry room is also upstairs for your convenience and offers an Electrolux front loading washer and dryer. Both bedrooms have private baths each with walk-in showers.brbr47 Lands End is the ideal beach rental with amazing views of the Calibogue Sound. You can watch the kayaks glide by and observe dolphins playing in their natural habitat. An on-site pool just for the Lands End guests is only a quick walk away.br br*Saturday to Saturday rentals onlybr*Parking is Limited to Two Vehiclesbr*Community Pool is Open April 1 - October 31 (Not Heated)br*Property May Be Monitored by Exterior Security Cameras
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Exceptional(88)

$180.42

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Condo

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

Hilton Head Island, South Carolina, United States

Fun, fresh, and full of style—this oceanview condo is your perfect Hilton Head escape! Recently remodeled with a sleek kitchen featuring full-size stainless appliances and granite counters. Enjoy a bright open living space with a queen sleeper sofa and large smart TV, plus a comfy queen bed and second TV in the bedroom. The bathroom has a walk-in shower. Just steps to the beach with WiFi, cable, and everything you need to relax and recharge!brbrSeaside is a gated-oceanfront complex in the heart of Hilton Head's main beach, but just far enough that the beach is not overcrowded. We are about 2 blocks from Coligny Plaza and Lowcountry Celebration Park is right across the street and is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year. brProperty offers: Pool, Beach showers, Sundeck and BBQ/Picnic area onsite. Gated Beach access in the middle of the property.brbrAs longtime Hilton Head locals, we've been owning and renting condos here since 2002. We own several villas in the complex and personally manage a few others, ensuring top-notch hospitality. Living on the island means we're always nearby if you need anything—or just a great restaurant recommendation!brbrWe have many great streaming apps included such as HBO, Max basic, ESPN, Disney+, Hulu, Fox One, AMC+, and Peacock.brbrCan only occupy 1 parking spot. There are spots under the building that can hold 2 vehicles, but all parking is 1st come. Only 1 parking permit will be issued, don't block anyone in.brbrHilton Head Permit # 028168
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Exceptional(40)

$329.45

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Villa

226 Captains Quarters has beautiful views of Shelter Cove Marina on HHI.

Hilton Head Island, South Carolina, United States

Captains Quarters is located in the scenic Shelter Cove Marina area of Palmetto Dunes. These units are walking distance to many shops, restaurants and the Harbor at Shelter Cove. The complex has a large sunny pool overlooking the marsh and Broad Creek.brbrThis beautiful fourth floor unit has spectacular water views and convenient elevator access. As you enter this fourth-floor condo you are greeted with floor to ceiling windows highlighting the amazing views of Broad Creek! The windows not only offer the views but tons of light. The cozy living room has a couch, 2 swivel chairs, open plan dining room seating 6. Overlooking the dining room is the kitchen, featuring granite counter tops, double oven, and of course the water views. The first bedroom is on the first floor and has a king bed, TV, and shares the hall bathroom with a shower/ tub combo. 15 steps up a spiral staircase leads you to the master bedroom. This bedroom features a king bed, TV, double vanity, large walk-in shower and a Jacuzzi tub that overlooks the water. brbrShelter Cove Marina is only a couple of minute walk from the condo, with shops and restaurants as well as all of the island festivals only a short walk away. Watch the tide roll in, dolphins jumping, and sail boats come in and out of the marina from this fabulous vacation home! brbr*No Pets Allowed* br*Free shuttle service through Palmetto Dunes Buggy available April through September*
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Exceptional(23)

$190.58

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Condo

Salty Shores! -Incredible ocean views

Hilton Head Island, South Carolina, United States

Enjoy stunning ocean views from the balcony of this freshly updated third-floor villa, now featuring a newly remodeled kitchen (2025)! The cozy space includes a Queen bed in the bedroom, bunks for children, and a Queen sleeper sofa in the living area. Fully stocked for your stay with a modern kitchen, full bath, and Smart TV, plus views of the pool from the front door and quick beach access just steps away. Walk to dining, shopping, and entertainment at Coligny Plaza!brbrLocation Highlights: Just 2 blocks from Coligny Plaza, with easy access to restaurants, shops, and entertainment. A short walk to Lowcountry Celebration Park with its playgrounds, events, and outdoor fitness trail. The gated, oceanfront complex includes access to a pool, sundeck, and direct beach access, ensuring a perfect coastal getaway. Full access to the condo, pool, sundeck, beach access, and the gated parking lot.brbrWe have many great streaming apps included such as HBO, Max basic, ESPN, Disney+, Hulu, Fox One, AMC+, and Peacock.brbrPlease note, only 1 parking pass is available for guests, and the lot has spaces for up to 2 cars under the building. Whether you’re here to relax on the beach, explore Hilton Head’s attractions, or just enjoy the view from your patio, this condo offers a perfect blend of comfort and convenience!brbrAs longtime Hilton Head locals, we've been owning and renting condos here since 2002. We own several villas in the complex and personally manage a few others, ensuring top-notch hospitality. Living on the island means we're always nearby if you need anything—or just a great restaurant recommendation!brbrHilton Head Permit # 040734
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Exceptional(3)

$258.75

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Condo

Oceanfront Resort. Steps to the Beach. Sleeps 6.

Hilton Head Island, South Carolina, United States

brBeautifully remodeled 1 bedroom condo just steps from the beach. Located in the desirable oceanside B building with private beach access. Tropical decor throughout the first-floor condo. Sleeps 6 with a queen bed in the private bedroom, galley style bunks in the hallway (each bunk has its own TV for the kids complete with Roku and headphone jack), and a sleeper sofa. The fully stocked kitchen has full-sized stainless-steel appliances and icemaker. Enjoy meals inside or on the private deck. Bathroom with tub/shower can be accessed from the bedroom or hall. Beach equipment provided.brB building has direct access to the beach, oceanfront pool, and the beachside bar and grill.brHilton Head Beach and Tennis Resort has everything you need for a great vacation. From the largest oceanfront pool on the island all the way to the gym for a workout. Tennis anyone And pickleball too. Dine onsite, order a pizza, or watch your favorite team at the sports bar. Grill out at one of the charcoal grills at the resort. Enjoy a tropical drink at the oceanside bar located next to the pool. Kiddie pool, playground, and ice cream stand for the little ones. Catch and release fishing pond and bike rentals on-site.brThe resort is located mid-island close to restaurants, shopping, ang grocery stores. Hop on a bike or catch the free trolly that picks you up at the resort entrance.br***Need 2 condos We have another condo in building C. Message me for details.br*Please note some amenities are seasonal.br*No Smoking - No Pets.br^Hallway bunks are perfect for kids. They are too small for adults.
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Exceptional(5)

$222.03

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Villa

Charming Condo Overlooking Pool, Minutes to Beach!

Hilton Head Island, South Carolina, United States

Summary:brbrWelcome to your home base on Hilton Head Island! This 2-bedroom, 2.5-bath villa sleeps up to 7 and puts you close to beach days, golf, and the shops and dining at Coligny Plaza.brbrbrbrThe Space:brbrPerfect for families or a small group, this comfortable villa offers two private bedrooms, two full ensuite bathrooms, and an additional half bath. Settle into the living room for downtime, where a full-size sleeper sofa adds extra flexibility for your group.brbrBoth bedrooms include smart TVs, and there’s a laptop-friendly workspace if you need to check in with the office. Step outside to enjoy the outdoor seating, or head to the communal outdoor pool for a refreshing swim. A washer and dryer in the home make longer stays easy. Beach access and nearby ocean fun round out a relaxed Hilton Head stay.brbrbrbrWhat You’ll Lovebrbr• Beach access nearby; a short drive to Coligny Beach Park for sand and surfbrbr• Communal outdoor swimming poolbrbr• Outdoor seating for morning coffee or evening wind-downsbrbr• Smart TVs in both bedroomsbrbr• Laptop-friendly workspacebrbr• In-home washer and dryerbrbr• Onsite lot parking with passes (see Important Things to Note for details)brbr• Close to favorite island activities: golf, fishing, water sports, shopping, and morebrbrbrbrLayout (Sleeping Arrangements & Bathrooms)brbr• Bedroom 1: King bed, smart TV, ensuite bathroom with single vanity and walk-in shower (sleeps 2)brbr• Bedroom 2: Full bed + twin bed, smart TV, ensuite bathroom with single vanity and shower/tub combo (sleeps 3)brbr• Living Room: Full-size sleeper sofa (sleeps 2)brbrBathrooms:brbr• Bathroom 1 (ensuite to Bedroom 1): Walk-in shower, single vanitybrbr• Bathroom 2 (ensuite to Bedroom 2): Shower/tub combo, single vanitybrbr• Half Bathroom: Convenient hall accessbrbrbrbrImportant Things to Notebrbr• Stairs: Stairs are required in this home.brbr• Parking: Onsite lot parking. One parking pass will be provided in the unit upon arrival; please display it on your dashboard. A second pass may be available—contact us in advance if you need an additional pass. Parking is limited to the designated lot with valid passes.brbr• Pool: Guests have access to a communal outdoor pool within the complex.brbr• Pets: This home is not pet-friendly. Please plan accordingly, as bringing a pet will result in additional cleaning charges.brbr• Check in is at 4:00 PM and checkout is at 10:00 AM. We cannot guarantee or approve early check in or late checkout requests in advance.brbr• We recommend considering travel insurance, just in case any unexpected changes come up. We do stick to our cancellation policy and want to make sure you're covered!brbr• We provide bedding, towels and a small starter set of essentials to help get you settled. Feel free to message us for details on what’s included.brbr• Salt, pepper, and cooking oil are not provided unless otherwise noted.brbrbrbrGetting Around:brbrLocation logistics: About a 5-minute drive to Coligny Beach Park, Shipyard Golf Club, and the shopping and dining at Coligny Plaza.
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$492.3

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Condo

MyStay at 821 Ketch Ct - 3-BR Harbour Town + Pool!

Hilton Head Island, South Carolina, United States

In the heart of Harbour Town, 821 Ketch Court puts you steps from Hilton Head’s most iconic sights—marina views, the lighthouse, waterfront dining, golf, and live music. This updated 3-bedroom, 3-bath villa blends location and comfort with two primary suites, making it ideal for couples, families, or multi-generational stays inside Sea Pines.brbrWHY YOU’LL LOVE THIS VILLA:brbr- Prime Harbour Town location inside Sea Pinesbr- Walk to lighthouse, marina, shops, and diningbr- Two primary suites (one downstairs, one upstairs)br- All bedrooms feature en-suite bathroomsbr- Updated interiors + fresh paint + new HVACbr- Fully equipped kitchenbr- Smart TVs + high-speed WiFibr- Access to Harbour Town Poolbr- Steps to golf, tennis, and bike trailsbr- Sleeps up to 8 guestsbrbrLIVING & OUTDOOR SPACE:brbrThe open living area offers comfortable seating and an easy flow for gathering after a day exploring Harbour Town whether inside or on the balcony. Large windows bring in natural light, creating a bright and relaxed coastal feel.brbrKITCHEN & DINING:brbrThe updated kitchen includes modern appliances and ample prep space—perfect for quick breakfasts before tee times or relaxed dinners at home.brbrSLEEPING ARRANGEMENTS (8 Guests Max):brbrDownstairs Primary Suite – King bed with en-suite bathroombrUpstairs King Suite – King bed with en-suite bathroombrUpstairs Primary Suite – King bed and twin-over-twin bunk bed with en-suite bathroombrbrRESORT ACCESS & AMENITIES:brbrSea Pines and Harbour Town offer:brbr- Access to Harbour Town Poolbr- Harbour Town Lighthouse and marinabr- Harbour Town Golf Linksbr- Tennis and pickleball facilitiesbr- Miles of scenic bike trailsbr- Waterfront dining, shops, and live musicbrbrTHE MYSTAY DIFFERENCE:brbrMyStay redefines the vacation rental experience through effortless stays and genuinely personal hospitality. We believe service should feel welcoming, not corporate — rooted in trust, care, and real connection. Our hands-on local team combines thoughtful touches, professional standards, and responsive support to ensure every stay feels seamless from arrival to departure. With MyStay, you’re not just booking a property — you’re experiencing hospitality done the right way.brbrIMPORTANT NOTES:brbr- 15 steps required to access the villa entrancebr- Harbour Town Pool access includedbr- Primary renter must be 25+br- Pack ‘n Play and high chair available upon request (must request prior to arrival)brbrbrTown of Hilton Head Island STR Permit #077760
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Exceptional(63)

$175.76

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Condo

Shore To Please! Oceanview couples retreat w/bikes

Hilton Head Island, South Carolina, United States

Stylish beach retreat with ocean views and modern Scandinavian design! This newly renovated villa is just steps from the beach and within walking distance of great shops, restaurants, and entertainment. Enjoy a beautifully stocked kitchen, new flooring, a walk-in shower, and a separate bedroom with a desk—perfect for remote work. Dine with an ocean view on the balcony or at the kitchen island. Beach chairs and two bikes included for exploring. First-floor location with easy beach access!brbrAs longtime Hilton Head locals, we've been owning and renting condos here since 2002. We own several villas in the complex and personally manage a few others, ensuring top-notch hospitality. Living on the island means we're always nearby if you need anything—or just a great restaurant recommendation! We have a great cable package that includes HBO Max, Hulu, ESPN, Peacock, Paramount Plus, AMC Plus, Disney and the Tennis channel.brbrOur complex is 4 buildings down the beach from the Tiki Hut and Coligny Plaza, centrally located, but not over crowded. The Lowcountry Celebration Park is right across the street and is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year. beach access on the property. brbrBiking is the preferred method of transportation on the island. We provide 2 bikes for your use. brbrCan only occupy 1 parking spot. There are spots under the building that can hold 2 vehicles, but all parking is 1st come. Only 1 parking permit will be issued, don't block anyone in.brbrHilton Head Permit # 040680
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Exceptional(1)

$939.11

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Villa

113 Barrington Court ~ Large Wrap Around Ocean Front Balcony!

Hilton Head Island, South Carolina, United States

Barrington Court Oceanfront Complex | Just Steps from the Beachbrbr*3 Bedrooms | 3 Bathroomsbr*Sleeps 8br*2 Kings, 2 Twins, Queen Sleeper Sofabr*Steps to the Beach br*4 Beach Towels for Guest Usebr*1st Floor Villa with Direct Ocean Viewsbr*Comes with Daily Golf and Kids Activitiesbr*Wrap Around Balconybr*3 TV's | Wi-Fi | Keurigbr*Keyless Entrybr*Access to the Palmetto Dunes Buggy (seasonal)brbr113 Barrington Court, in the beautiful Palmetto Dunes community, is a wonderful, oceanfront 3-bedroom, 3-bathroom villa on the first floor of the Barrington Court complex. Each bedroom has gorgeous ocean views, not to mention the amazing views from the main living area. The star of the show is definitely the balcony which has sweeping views of the ocean. Enjoy a cup of coffee with the sound of the waves crashing just beyond your villa. Every bedroom has access to the deck as well as the living room. brbrThe U-shaped kitchen has attractive cabinets, pastel blue striped walls, stainless steel appliances, and is open to the dining and living areas. Even standing in the kitchen, the chef will have beach and ocean views. The flooring in both the kitchen and hall is wood look plank tiles and compliments the countertops and cabinetry. The kitchen also features a breakfast bar with three stools.brbrBoth the living room and dining area are carpeted and have mint green walls. The dining room table seats six and is up against a mirrored accent wall. The living area has a coastal colored décor, a green and gray striped sleeper sofa with a matching love seat. There is also a mint green armchair and a 48 SMART TV is mounted over the decorative fireplace for your enjoyment. This room is bright and spacious, with tons of windows and obviously the room is oriented towards the ocean views. The sliding doors open to a balcony that wraps around and is partially covered. There is a table for four on one side, two lounge chairs, and an additional three chairs. brbrThe master bedroom offers windows with beautiful views, it is carpeted, and has blue walls. There is a king bed with a colorful headboard, two accent chairs, and a 40 TV with a DVD player. The newly renovated master bath has a separate sink vanity area with granite countertops and a private bath with newly renovated walk-in shower. This room has access to the balcony as well. brbrTo the left of the entrance is the stacked washer and dryer. Down this hall are the two guest bedrooms which are both carpeted. The first bedroom has gray walls with a blue accent wall and two twin beds. This bedroom has access to the balcony. The bath servicing this bedroom has a combination shower and tub and may be privately accessed or entered via the hallway. brbrThe second bedroom also offers spectacular views with two walls of windows. There are light tan walls and a light pink accent wall, king bed, desk with bookshelves, and a 32 SMART TV. The private bath has a single vanity and walk-in shower. brbrThis villa is a great place for a family vacation or for a group of friends to get away. With the Barrington Court pool and amenities, as well as being just steps from the beach, you have everything you’ll need for a perfect beach vacation!brbrThe Barrington Complex offers an oceanfront pool with spa, restrooms, showers, and grilling area. There is also an elevator and under cover parking garage. Palmetto Dunes is one of the premiere areas of Hilton Head Island and has three miles of beach, three signature golf courses, world-renowned tennis, and an 11-mile lagoon system where guests can kayak, canoe and fish. There are miles of leisure paths that weave throughout the resort that are great for walking, jogging, and biking. Plus, Shelter Cove Marina on Broad Creek is close by where you will find live entertainment, restaurants, and shops.brbr*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Fireplace Not Available for Guest Use
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$207.58

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Condo

Beach Access, Pool & Tennis | Sleeps 6

Hilton Head Island, South Carolina, United States

Summary:brbrWelcome to your Hilton Head Island retreat located near Folly Field beach. This 2-bedroom, 2-bath condominium sleeps up to 6 and offers easy beach access plus community amenities like a pool, tennis, pickleball, playground, and gym.brbrbrbrThe Space:brbrDesigned for simple, comfortable beach days, this condo accommodates up to 6 guests across two bedrooms and a sleeper sofa. The main living area gives you space to relax after the beach with WiFi and board games for low-key evenings. Step outside to an outdoor seating area for morning coffee or an afternoon breather. A private washer and dryer make quick work of swimsuits and towels. When you’re ready to explore, you’ll be near Folly Field and Driessen beach access points, island bike paths, mini golf, and local shopping.brbrbrbrWhat You’ll Love (Features)brbr• Private and public beach access available at Folly Field Beach.brbr• Access to community amenities: 2 pools, hot tub, tennis courts, playgrounds, and fitness room (shared), racketball, ping-pong, and gas grills.brbr• Outdoor seating area for relaxing between outingsbrbr• WiFi and board games for easy downtimebrbr• Close to parks, bike paths, mini golf, golf, shopping, Shelter Cove Towne Centre, and a Breeze Trolley Stop.brbrbrbrLayout (Sleeping Arrangements & Bathrooms)brbr• Bedroom 1: Two single (twin) beds; sleeps 2brbr• Bedroom 2: Queen bed; sleeps 2brbr• Living Room: Sofa bed; sleeps 2brbr• Bathroom 1: Full bathbrbr• Bathroom 2: Full bathbrbrbrbrImportant Things to Notebrbr• Stairs: Stairs are required to access the condo. This condo is located on the 3rd floor.brbr• Parking: Upon arrival at the security gate, provide the guard with your name and unit number (20L). If the guard is unavailable, use the panel prompts to request entry. Once inside, you may park in any two unassigned spots in the lot at no charge. No additional parking beyond what’s described is available.brbr• Laundry: Private washer and dryer are located in the unit.brbr• Pets: Unfortunately, this home is not pet friendly.brbr• Check in is at 4:00 PM and checkout is at 10:00 AM. We cannot guarantee or approve early check in or late checkout requests in advance.brbr• We recommend considering travel insurance, just in case any unexpected changes come up. We do stick to our cancellation policy and want to make sure you're covered!brbr• We provide bedding, towels and a small starter set of essentials to help get you settled. Feel free to message us for details on what’s included.brbr• Salt, pepper, and cooking oil are not provided unless otherwise noted.brbrbrbrGetting Around:brbrBeach & area logistics: You’ll be within about 5 minutes of Folly Field Beach Park, Driessen Beach Park/Bradley Beach, Chaplin Community Park (playground/dog park), Adventure Cove Mini Golf & Arcade, island leisure/bike paths, Hilton Head Beach & Tennis courts (on-site within the broader community), Port Royal Golf & Racquet Club, Port Royal Plaza, Hwy 278 shops, and Shelter Cove Towne Centre.
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$459.92

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Villa

510 North Shore ~ 5th Floor Villa | Golf Included

Hilton Head Island, South Carolina, United States

Short Walk to the Beach | Daily Golf Includedbrbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 6br*1 King, 2 Full Bedsbr*3 TVs | Wi-Fi | Keurigbr*5th Floor Villa with Private Balconybr*Two Minute Walk to the Beachbr*Daily Round of Golf & Children's Activities Includedbr*Rooftop Pool, Sun Deck & Hot Tubbr*Next Door to Dining, Shopping and Entertainmentbr*Point Central Keyless Entrybr*Access to the Forest Beach Shuttle (seasonal)brbrWelcome to your perfect coastal getaway! This top-floor, end-unit 2-bedroom, 2-bath luxury villa is just one block from the beach and ideally situated next to the vibrant Coligny Plaza—home to some of the island’s best restaurants, shops, and entertainment. You’re also just a short 5-minute stroll to the scenic Lowcountry Celebration Park on Pope Ave.brbrInside, you'll find a light-filled, beautifully updated villa with modern flooring and comfortable living room furniture that invites you to relax. The spacious living area features a queen sleeper sofa, smart TV, Blu-ray/DVD player, and access to your own private balcony, perfect for soaking in the salty breeze.brbrThe open-concept kitchen is fully equipped and offers ample counter space, bar seating for four, and a dining table that seats six—perfect for family meals or evening cocktails.brbrRetreat to the master bedroom, which features a king-size Tempur-Pedic bed, flat-screen TV, and a private en-suite bath with a large soaking tub and separate shower. The second bedroom includes two full beds, a TV/DVD player, and access to a second full bathroom with a tub/shower combo.brbrEnjoy your morning coffee or an alfresco meal on the private balcony, complete with two lounge chairs and an outdoor dining table for four.brbrAs a guest at North Shore Place, you'll enjoy gated/covered parking, a rooftop pool and jacuzzi with ocean views and access to oceanfront pools at the neighboring Sea Crest complexbrbrWhether you're looking for beachside relaxation or walking-distance adventure, this villa offers the best of both worlds in the heart of Hilton Head Island.
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Exceptional(1)

$223.93

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Condo

Beautiful 2 bedroom condo just a short walk to Coligny Beach

Hilton Head Island, South Carolina, United States

Escape to the South End of Hilton Head Island and experience the ultimate in relaxation at this charming 2-bedroom condo. Nestled just a short walk from the from the sand and surf, perfect for a day of sun-soaked fun. For the golf enthusiast, the sit on the back porch and view the renowned Shipyard Golf Course or partake in challenging round amidst the island's lush landscapes. brbrWhen you're not exploring the nearby Coligny Plaza, you can unwind in the comfort of your own private oasis. Soak up the sun by the outdoor pools or enjoy a refreshing dip to cool off. Stay connected with the free WiFi. Indulge in home-cooked meals prepared in the fully stocked kitchen, complete with a stove, refrigerator, grill, and all the necessary appliances and utensils. Finish the day with a load of laundry in the in-unit washer and dryer, ensuring you have fresh clothes for the next day's adventures.brbrWith 2 bathrooms, towels, and basic toiletries provided, you'll have everything you need for a comfortable and carefree stay. Stay cool with the air conditioning, or cozy up with the heating system when the evenings turn chilly. Enjoy the convenience of on-site parking, and let the outdoor play area be a source of entertainment for the little ones. Whether you're seeking a relaxing getaway or an action-packed vacation, this Hilton Head Island condo has it all.
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Exceptional(7)

$1138.45

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Private Vacation Home

7 Armada - Private Pool & 2nd Row (50 yards) walk to the Ocean.

Hilton Head Island, South Carolina, United States

This stately Palmetto Dunes home is just a few sandy steps from the beach. It is the perfect island oasis with 6 bedrooms, 6.5 baths, and multiple living spaces inside and out. The circular drive and grand entranceway set the stage for what is inside. The main floor offers a beautiful sitting and reading spot, which welcomes you to an open kitchen, living room, and dining room in one open living area. Off of the dining room, French doors lead to a covered balcony overlooking the courtyard with the pool and spa. A great family fun room includes a mini kitchen and pool table. Each bedroom has its own bathroom. This island estate is excellent for family time all gathered in one room, as well as, private time reading or sunning. Your dream island retreat awaits!brbrTown of HHISTR Permit #28029brbrPROXIMITY TO THE BEACHbr• 2nd Row Oceanbr• 1-minute walkbr• Palmetto Dunesbr• Free door-to-door shuttle service in Palmetto Dunes and Shelter Cove (runs seasonally March-October)brbrHIGHLIGHTSbr• Private *heated pool and spa (20 ft x 20 ft ) & spa (*This pool has a gas heater. The cost to heat the pool is $775 - $1275 per week, (depending on the season). The spa can be heated for an additional $225 per week.br• Elevatorbr• Free Wireless Internetbr• 7 TVsbr• Gas Grill br• 3 Refrigeratorsbr• 1 Main Kitchen and 2 Mini Kitchensbr• 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.brbrbrPROPERTY CONFIGURATIONbr• 6 Bedroomsbr• 6.5 Bathroomsbr• Sleeps 14br• 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• Garage Accessbr• 5086 Square Feetbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - King - 1st Floorbr• Bedroom 2 - Queen - 1st Floorbr• Bedroom 3 - 2 Queens - 1st Floorbr• Bedroom 4 - King In-law Suite with microwave and mini fridge- 1st Floorbr• Bedroom 5 - King - 2nd Floorbr• Bedroom 6 - King - 2nd FloorbrbrbrPROPERTY REMINDERSbr• Fireplace not available for guest 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• The Vacation Company's Guest Connect will contain all your check-in informationbrVirtual Tour Url: https://my.matterport.com/show/ m=nq5WP5ao3qc
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Bath 6

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