Vacation Rentals By Owner In Hilton Head Island, SC

This Hilton Head gem is a beautifully updated 2 bedroom, 2 bathroom condo with stunning views of the Atlantic Dunes Golf Course. Guests are just yards away from the Sea Pines Country Club and less than a 5 minute walk to the beach!brbrThis elevated single story condo boasts an open floor plan with amazing views from the living spaces and main bedroom. The living area has a flat screen TV, new sleeper sofa, loveseat and club chair, as well as access to a large screened in porch. brbrThe dining table seats 6 comfortably, and the kitchen is outfitted with everything you'll need to cook a meal for your guests!brbrThe spacious primary bedroom features a king bed, flat screen TV and access to the porch. The renovated primary bathroom has large vanity area and a tub/shower combination. brbrThe guest bedroom features two twin beds, a flat screen TV and has access to a renovated hall bathroom with a tub/shower combination. brbrGuests of 556 Ocean Course have access to the South Beach Marina pool. Please call Sunset for pool access.brbrThe Ocean Course complex is perhaps the most conveniently located community in all of Sea Pines. Guests are within a 5 minute walk to the beach, Sea Pines Country Club and golf courses, and the famed Harbour Town marina is located just a quick bike ride away. South Beach Marina is also a bike ride away, and guests can purchase pool passes for the South Beach Pool for an additional cost. The South Beach Pool is closed for the 2024 season. brbrVehicle Policy: Sea Pines is a secured community and requires each vehicle to have a gate pass. Passes are charged per car per week; $17.00 per car per week.brbr*Please contact Sunset Rentals to purchase additional car passes*brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 025795

Sunset Rentals | Ocean Course 556

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$618.08

Summary:brbr1616 Port Villa — This spacious 3.5 bedroom and 3.5 bathroom apartment boasts a living and dining area, laundry closet, balcony, private patio, grill, and water views. It's conveniently located within walking distance of everything, is pet-friendly, and offers access to tennis courts. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.brbrbrbrThe Space:brbrPerhaps you'll be writing a review like this after your stay at 1616 Port Villa - We absolutely loved our unit at Port Villas. The sunrise views from the deck were spectacular, and the villa was well appointed, beautifully decorated, and the 3 1/2 baths were perfect for our 3 couples on the trip. Check-in was simple, and having a key coded door made for one less thing we had to keep up with. Will definitely book here again! Or, maybe this is more your style - Having the water views with dolphins and pelicans out the back door was beautiful. A 1-2 min walk to Salty Dog's, General store for last minute items, tennis courts, bike rental and a few other shops. We walked to the beach every day, maybe 5-minute easy walk. Beach area was never too busy at pier 11.brbr brbr When you make this pet-friendly villa your vacation home away from home, you'll see why it is so popular with our guests! This spacious 3.5-bedroom, 3.5-bathroom Port Villa townhome has spectacular views of Braddock Cove and comfortably accommodates up to 8 on 3 levels. The first level is completely upgraded with a well-equipped kitchen with granite countertops, along with a lovely living room, dining room and half bath. The 2nd level has two beautiful bedrooms, including a primary suite equipped with a king-size bed with an updated en-suite bath. The second bedroom has a set of twin beds and a full bathroom attached. Located on the third level is the second primary suite with a king-size bed and a bathroom shared with a delightful alcove furnished with twin bunk beds. There is a boat dock available for your boat, kayak, or wave runner. This villa is a stroll away from the South Beach Marina Village, where you will find great restaurants, shops, biking, tennis, and water activities. Enjoy seasonal live entertainment at the famous Salty Dog. brbr brbr A private patio with grill and a balcony add to your outdoor enjoyment here. Take in the views while lounging outside or strolling to the beach or marina. There is much to do on Hilton Head Island, and 1616 Port Villa is the perfect place to return to at day's end. Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr brbr PROPERTY SPECIFIC DETAILS:brbr brbr * Sea Pines is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $35. All gate passes must be picked up at the host2coast office prior to entry.brbr * Dog Friendly - 2 dog max. $200 non-refundable fee for first dog, with an additional $100 for each extra dog. Dogs are not permitted on the furniture and must be crated if left alone. Please do not leave furry friends alone outside, as we have wildlife that they should not encounter.brbr * The South Beach Marina Pool is open seasonally from June through August. Please note that pool access is not included with your stay. Guests who wish to use the pool must purchase a pass directly from South Beach Pool at least a week in advance to their stay. For current rates and details, please visit their official website.brbr * Please be advised that there is ongoing construction at South Beach Marina for the foreseeable future. Some shops remain open, including The Salty Dog.brbr * This fantastic villa includes a tennis package providing 1 hour of tennis free per day. Proper tennis shoes must be worn for the clay courts.brbrbrbrSTR Permit # 70802brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrSea Pines has a variety of family and individual activities including natural beaches, championship golf, tennis, biking trails and so much more.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! Sea Pines provides a complimentary seasonal trolley service that helps guests and residents travel around the resort without using a car. The trolley connects major destinations such as Harbour Town, the Sea Pines Beach Club, South Beach Marina, and The Shops at Sea Pines Center, making it easy to access beaches, dining, and shopping throughout the community.

Pet Friendly Villa w/ Dock Superb View Hilton Head

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$232.84

The perfect beach getaway! Brand new fully renovated condo with extensive amenities. Our condo is perfect for families or small groups to enjoy Hilton Head and all it has to offer. Our condo is located in building 3, near the indoor pool and hot tub. Outdoor pools generally open mid March. Enjoy the short walk over the beautiful marshland to the amazing beaches of the Atlantic Ocean.

Beautiful condo in Hilton Head Resort, renovated and minutes from the beach!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$667.37

36 Wisteria Lane | Updated Sea Pines Vacation Homebrbr*4 Bedrooms | 4 Bathroomsbr*Sleeps 12br*2 Kings, 1 Queen, Pyramid Bunkbed with a Double on Bottom and Twin on Top, Twin Bunkbed, Twin Sleeper Sofabr*4 TV's | Wi-Fi | Keurigbr*Private Swimming Pool br*8 Beach Towels for Guest Usebr*Gas Grill | Private Wooded View | Outdoor Showerbr*Daily Golf and Kids Activities Includedbr*Beach Gear Credits Included br*Community Tennis Courts | Basketball Court | Playgroundbr*Keyless Entrybr*Access to the Sea Pines Trolley (seasonal)br*4 Car Maximum for Parking | *No Parking on the StreetbrbrWelcome to this beautifully reimagined Sea Pines retreat, where coastal style meets modern comfort. Thoughtfully renovated from top to bottom, this stunning home features a sparkling private swimming pool, soaring ceilings, charming shiplap accents, and luxury plank flooring throughout. The open, redesigned kitchen is ideal for gathering, while the bunk room adds a fun and functional touch for families.brbrThe main floor offers an inviting space for families and friends to gather. The open living room features vaulted ceilings, a comfortable sofa, two accent chairs, and a 65” Samsung Smart TV mounted above a decorative fireplace. Just behind the living room is a formal dining area with seating for six, which flows seamlessly into the gourmet kitchen.brbrThe kitchen is fully equipped with white granite countertops, stainless steel appliances, and an eat-in kitchen table with seating for five. Just off the kitchen, step out onto the private screened porch—perfect for enjoying coastal breezes year-round.brbrThe primary suite is conveniently located on the first floor for easy living. This spacious retreat features a king bed, a 50” Samsung Smart TV, and a large ensuite bathroom with tiled floors, a double vanity, and a walk-in shower.brbrAlso on the first floor, just off the living room, is a second guest bedroom with a queen bed. This room connects to a full bathroom with a walk-in shower, which is also accessible from the hallway.brbrUpstairs (15 steps), you’ll find two additional guest bedrooms. The first is ideal for families, offering a king bed and built-in twin bunk beds, along with a 50” Samsung Smart TV and a private ensuite bathroom with a walk-in shower. The final bedroom is a favorite for kids of all ages, featuring a pyramid bunk bed (twin over full), twin sleeper sofa and 43 Samsung Smart TV. A full bathroom with a shower/tub combination is located just outside the room in the hallway.brbrOutside, enjoy a newly landscaped yard, detached carport, and expanded driveway. The private backyard is designed for relaxation and entertaining, complete with a BBQ grill, outdoor dining table with seating for eight, four sun loungers, and a private swimming pool with an outdoor shower.brbrIdeally situated in Sea Pines, this home is just a five-minute bike ride to the beach or Harbour Town, making it easy to experience the best of Hilton Head Island before returning to your own private oasis.brbrGuests also enjoy access to excellent community amenities, including tennis courts, a basketball court, and a playground.brbrbr*4 Car Maximum for Parking | *No Parking on the Streetbr*Fireplace Not Available for Guest Usebr*Property May Be Monitored by Exterior Security CamerasbrbrDIRECTIONS TO THE BEACH: Drive or bike back on Greenwood Dr. to S Sea Pines Dr. cross the street and take any marked beach path access.

36 Wisteria Lane ~ Center of Sea Pines w/Private Pool!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$270.65

Proudly hosted by Island Rentals of Hilton Head. brDiscover the perfect coastal retreat just steps from the beach in this beautifully updated, pet-friendly villa. This two-bedroom, two-and-a-half-bath home comfortably sleeps six, featuring a king bed, two twin beds, and a queen sleeper sofa. Stay connected with WiFi and cable TV, with Roku streaming available in the bedrooms, or enjoy outdoor dining with the gas grill on the private patio. The villa also includes access to a community pool, four backpack beach chairs, and four complimentary adult bicycles from South Beach Cycles, ready upon your arrival.brbrThe first floor welcomes you with an open floor plan featuring tile and wood flooring and a fully renovated kitchen with modern cabinetry, granite countertops, and full-size appliances. A convenient stackable washer and dryer sit just off the kitchen, while a powder room is located near the dining area. The living room is furnished with brand-new furniture, a queen sleeper sofa, flat-screen TV, and a dining area with seating for four. Sliding glass doors lead to the patio, where you can relax and enjoy views of the peaceful courtyard.brbrUpstairs, the primary bedroom offers a king-size bed, flat-screen TV, and a private bath with a shower/tub combination. The guest bedroom features two twin beds, a flat-screen TV, and a private bath with a walk-in shower.brbrSet within the Hilton Head Cabanas complex, the villa provides a serene, family-friendly environment with a courtyard for play, a refreshing community pool, and spaces for a delightful cookout. Well-behaved dogs are welcome for an additional fee, making this a true home-away-from-home for the whole family. Experience the ultimate beachside getaway in this charming and convenient villa.brbr• Up to 2 well-behaved dogs are permitted with the payment of an additional pet fee.br• 2 Bedrooms, 2.5 Baths, Sleeps 6br• 1 King, 2 Twin Beds, 1 Queen Sleeper Sofabr• Wifi Internet, and Cable TV. Roku Streaming on bedroom TV'sbr• Gas Grillbr• Community Poolbr• 4 Backpack Beach Chairs included with rentalbr• 4 Free Adult Bicycles from South Beach Cycles will be waiting for you upon arrivalbrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

26 Hilton Head Cabanas: 2BR Villa Across the street from the beach!

Hilton Head Island, South Carolina, United States

2

Bed

2

Bath

6

Sleeps

$291.68

Sleeps 4 | 1 Bedroom | 1 Bathroom br1 Queen Sleeper Sofa | 1 KingbrDog Friendly | Community Pool | Community Tennis Courts | Electric Grill br Walking Distance to the Beach | Beach Towels ProvidedbrbrWelcome to the cute and quaint 1667 St. Andrews Common Villa, located in the heart of Palmetto Dunes. This centrally located villa offers easy access to all of Palmetto Dunes' premier amenities, including the 11-mile lagoon system for water sports, scenic biking trails, four championship golf courses, tennis and pickleball courts, the Beach House, General Store, and pristine Atlantic beaches. Just minutes away, Shelter Cove Harbour and Marina features dining, shopping, and entertainment—perfect for boat lovers. St. Andrews also offers a large private community pool.brThis beautifully renovated first-floor end-unit villa was fully updated from top to bottom in 2025. Thoughtful upgrades include a fully opened kitchen, luxury vinyl plank flooring, updated cabinetry, quartz countertops, double ceiling insulation, smooth ceilings, fresh paint, new doors and hardware, and modern fixtures throughout. Guests can also enjoy complimentary, on-request Dunes Buggy shuttle service to the beach and Shelter Cove during peak season.brbrThe spacious one-bedroom, 1.5-bath layout offers both interior and exterior storage and is fully furnished in classic coastal décor, including a comfortable queen sleeper sofa. The inviting living area features a flat-screen TV and flows seamlessly into the dining space, with seating for up to four guests. The villa's indoor/outdoor design opens to a charming covered, fenced-in patio surrounded by lovely landscaping—perfect for unwinding or spending quality time with your fur baby. brbrSave even more when you book 1667 St. Andrews Common Villa and receive $300 in complimentary daily activities! Your amenities include 2 backpack beach chairs, an umbrella, 2 adult bikes, and admission to dolphin tours. When you're not soaking up the sun at the beach, enjoy daily rounds of golf at 6 local courses with a golf cart included and mini golf for family fun!brbr*Total number of vehicles allowed is 2br*This property is in the gated community of Palmetto Dunes. br*Dog Friendly. $250 non-refundable pet feebr*3-night minimum stay requiredbr*Free daily activities are not available to monthly renters, long-term renters, or stays beyond 27 nights. br*Short Term Rental Permit #37301

Cozy 1BR King suite in Palmetto Dunes, Hilton Head Island, perfect for couples!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$444.66

Sleeps 9 | 4 Bedrooms | 3 Bathroomsbr1 Twin | 1 Full | 1 Queen | 2 KingsbrGolf Course and Lagoon View | Community pool | Beach Towels IncludedbrbrThis beautiful and spacious townhouse is located in the charming Shipyard community, offering easy access to all of its fantastic amenities. Guests can enjoy well-maintained tennis courts, a community pool, and serene views of the lagoon and golf course. The beach is just a short walk or bike ride away, making it easy to soak up the best of Hilton Head Island. There's truly so much to explore when you stay at 20 Townhouse Manor!brbrStep inside to find a modern, fully equipped kitchen with stainless steel appliances — perfect for cooking up family favorites. The dining area comfortably seats eight, so everyone can gather together for meals. The spacious living room offers plenty of comfortable seating and a flat-screen TV, ideal for relaxing after a day in the sun.brThrough the sliding glass doors, you'll discover a beautiful outdoor area featuring a dining table and stunning views of the lagoon and golf course — the perfect spot for morning coffee or evening cocktails.brbrTwo bedrooms are conveniently located on the main level. The primary bedroom features a king bed, flat-screen TV, and a private ensuite bathroom with a walk-in shower, plus direct access to the patio. The second bedroom includes a full bed, a flat-screen TV, and its own private ensuite bathroom with a walk-in shower.brbrUpstairs, you'll find another king bedroom with a flat-screen TV, private balcony overlooking the lagoon and golf course, and a renovated bathroom with a tub/shower combination. Perfect for younger guests, the kids' nook offers a queen bed, flat-screen TV, and a skylight that adds a fun touch of natural light. This room shares access to the king bedroom's bathroom.brbrTraveling with a large group but want a little extra space 14 Townhouse Manor is located nearby and makes the perfect companion rental. Spend your days together exploring Hilton Head, then unwind in your own private retreat each night!brbrSave even more when you book 20 Townhouse Manor and receive $300 in complimentary activities. Your amenities include 2 backpack beach chairs, an umbrella, 2 adult bikes, and admission to dolphin tours. When you're not soaking up the sun at the beach, enjoy daily rounds of golf at 6 local courses with a golf cart included and mini golf for family fun!*brbr*Total number of vehicles allowed is 2.br*This property is in the gated community of Shipyard and a car pass is required for every vehicle. 2 car passes are included with your reservation.br*Pets are not allowed.br*3-night minimum stay required. br*Pets allowed for stays of 30 days or more.br*Free daily activities are not available to monthly renters, long-term renters, or stays beyond 27 nights. br*Short Term Rental Permit #077714

Spacious 4BR Townhouse in Shipyard, Hilton Head Island - Perfect for Large Groups!

Hilton Head Island, South Carolina, United States

4

Bed

3

Bath

10

Sleeps

$425.9

SNOWBIRDS 2027 best to reach out8642718750brJan 2027 $5000 4 weeks rental ratebrFeb 2027 $6000 4 weeks rental ratebrFALL 2026 We would love to host the fall months long term October, November and December. Stay 1 month or all 3 months. No pets. Discounts for stays over 30 days. NO SC TAXES for stays 90 days or more. If you are on the island, happy to show you the property.brBest to contact us for more information and quote.brbrBaby playpen and high chair provided for little ones. Let us know if you need these items at booking.br2025 NEW LG REFRIGERATORbr2024 replaced HVAC System and Water heater.brHIGH-SPEED INTERNET TO WFH or PLAYbrAt The Wynn, Harbour Town, we want our guests to feel like they are staying in a special place surrounded by the amenities of Sea Pines, along with the charm and comfort of a true beach home located on Harbour Town Golf Links #1 fairway. Location is unbeatable. Adjacent to THE INN AT HARBOUR TOWN. Short walk to Harbour Town, RIDE BIKE OR TROLLEY TO SEA PINES BEACH CLUB.brWe have many first-time guests tell us at check in that the villa feels like a home-cozy and comfortable. This isn't a 'rental property' to us - it's our home. It has so many extras that you will not find in a bare-bones rental. For over a decade of accepting guests in our villa, we desire for you to have a great experience. Read our 200 plus reviews! There is no place like Sea Pines, come away home.br*Sleeps 7 ONLY includes adults, children and/or infants. Great for 2 small families or 2 to 3 couples.br*Complex pool is steps away from 2227 and complimentary to our guests. Secure code is needed to enter the pool. Open seasonal – April 1 – October 15 (weather permitting). Pool deck is open year-round.br*This property is in the gated community of Sea Pines and a car pass is required for every vehicle. We offer 1 Sea Pines gate pass with a weekly summer rental. Non Peak season and additional passes can be purchased for $22 (price may vary) per car. During the peak season and your reservation is made 30 days before your stay, Sea Pines gate pass(es) will be mailed to our guests ahead of stay, removing the need for pickup or waiting in car line at the gate. If your stay is during the off season or you are staying less than a week, you will need to purchase a pass at the gate.br*NO PETS OR ANIMALS OF ANY KIND ALLOWED. NO EXCEPTIONS. PLEASE DO NOT ASK. We advertise that we are not pet friendly and our guests expect it that way..br*6-night minimum stay required. Memorial Day – Labor Day with check-in/ Saturday or Sunday and check-out on Friday or Saturday. Will consider other options if our calendar is open. Send request to owner, as our calendar for summer is Check in/out on Saturdays.brOVERVIEW: Golfer's Dream! One of the most impressive assets is the view of the first hole of the championship Harbour Town Golf Links, home of the annual RBC/Boeing Heritage PGA tour event. 1,700 square feet, premier, spacious (largest 3 bedroom and 3 bathroom in Sea Pines), 2 KING suites, private end unit, key less villa with parking in front, adjacent to The Inn at Harbour Town, short walk to Harbour Town and The Shoppes of Sea Pines, a favorite in Sea Pines. Just steps away from the largest complex pool in Sea Pines. Great for 2 small families or 2 to 3 couples.brbrDOWNSTAIRS: No stairs to climb entry, King suite, bath, kitchen, dining and family roomsbr-King bed (new and comfy) suite with 40 HDTV, ceiling fan and private full bathroombr-Vaulted ceiling with fan in family roombr-Well lit dining room with views of patio, #1, #9, #10 and #16 Harbour Town Golf Linksbr-Kitchen well stocked with stainless steel appliances and laundry area. Keurig Brewing Single Serve and 8 quart Crock Pot available.brbrUPSTAIRS: 2 bedrooms, 2 baths and children's loftbr-Master King suite with Smart TV, King bed with private bath and views of Harbour Town Golf Linksbr-Third bedroom with 2 beds (1 Queen and 1 XL Twin) and private bath with showerbr-Landing offers a relaxing area to read and/or play board games or cards. Lots of books and board games or you can bring your own.brbrPATIO: Sit and watch golfers play through #1br-Table, 8 chairs, an umbrella and gas grillbr-Private, nestled on the golf course with views of the #1, #9, and the Harbour Town Golf Links ClubhousebrCABLE/PHONE/WIFIbr-Over 200 HDTV cable channels that includes 5 Movie, 17 Showtime, and 3 ESPN channels. Also, Golf Channel and NFL Networkbr-FREE NATIONWIDE CALLING -High speed, secure WIFI and WIFI availability at the pool.brbrHOUSEKEEPING:br-Linens and towelsbr-NO need to pack sheets and towels to bring with you. Beds are made and ready for a great night's sleep when you arrive.br-Start up household amenities includes trash bags, bath and facial tissues, dish and bath soaps, dishwasher detergent, and coffee filters (List of start up amenities is emailed with your check in packet)brbrBIKING: Welcome to 17 miles of bike trails winding throughout this beautiful community and connecting every major activity area within the Sea Pines Resort. Biking is one of the best ways to explore our 5,000 acre resort. The paths will lead to such sites such as the Forest Preserve, Lawton Stables, Harbour Town, Sea Pines Center, Sea Pines Beach Club, Sea Pines Club, Stoney-Baynard Ruins, Salty Dog and South Beach Marina Village. One of the absolute musts in Sea Pines (in our opinion) is to rent bikes (very reasonably) and make that your primary method of transportation around Sea Pines. It is relaxing and lets you bond with the natural beauty of the Sea Pines community. Being able to head to breakfast for coffee, the beach, shopping or happy hour and sunset dinner using just a bicycle, and not getting in the car, is what makes the Sea Pines experience especially memorable. Discounted bike rental with free delivery and pick up is available from Peddlin Pelican Bike Rentals. Call ahead so bikes will be at the villa when you arrive. Please mention discount.brbrTROLLEY IN SEA PINES: The trolley offers an easy, convenient way to travel around Sea Pines and visit your favorite locations. Closest trolley stops (about 1 minute from our villa) is the Heritage Pad, The Shoppes at Sea Pines Center and Racquet Club Villas. From Mid March through end of summer, special Beach Trolleys transport guests from various parking spots within Sea Pines to the Beach Club. Full details will be provided at time of your reservation, or simply inquire for more information. Take advantage of this service that operates 10AM to 10PM during the summer. Hours of operation varies during other seasons.brbrGOLF: Harbour Town Golf Links, Atlantic Dunes and Heron Point are located in Sea Pines. Golf information is emailed to guests. Guests contact golf shops for rates and tee-times.brbrLAWTON STABLES/SEA PINES NATURE PRESERVE: We love to ride our bikes to the stables, on the trials and fish the lakes in the preserve. Fishing is allowed in most lakes. Guests may purchase a $5.00 fishing license that is good for everyone in the party for the duration of stay. Stop by the CSA office to purchase the license. Be sure to have your Sea Pines Gate Pass with you to verify your reservation.brbrTENNIS/PICKLEBALL: Adjacent to Heritage Villas, this state-of-the-art tennis facility at The Sea Pines Resort and home to Smith Stearns Hilton Head Tennis Academy-- has grown into a premier resource for tennis enthusiasts. With a wide selection of teaching clinics and instructional programs, it's easy to see why TENNIS Magazine ranked this world-class Hilton Head Island tennis resort as one of America's top destinations. Call the Tennis Shop for rates and availability.brbrBEACH: Short bike or trolley ride! Download App that alerts trolley pick up times from Memorial to Labor Day Holidays. Catch the trolley from The Heritage Pad(right beside Heritage Villas), The Shoppes at Sea Pines or Racquet Club Villas to the Sea Pines Beach Club. Sea Pines Beach Club on the beautiful Atlantic Ocean is about 1 mile from the villa and a 10 minute drive by car. For your convenience, beach wagon, bag, towels, chairs, and toys are provided. Wow, this is priceless for our guests traveling by plane. Sea Pines really is a destination vacation. An umbrella and chairs can be rented and set up on beach through Shore Beach Rentals.brLife Guards on duty during peak season.brbrGROCERY DELIVERY: local grocery store provides online shopping. Grocery store Information is provided to our guests upon request.brbrPAYMENT: A deposit is required at time of a weekly non holiday reservation, with full payment due a minimum of 60 days before a weekly arrival. More than one week, RBC Heritage, and long term stay reservations require a 50% deposit at booking. Payment is through VRBO in US Dollars. International fees are paid by the guest/renter.brbrA $400 refundable damage deposit is required for your stay. Deposit will be returned, if no damage occurs during stay. About 7 days before your arrival, owner will email a vacation packet that includes key less entry code, WIFI pass code for our villa, the Heritage Villa pool and other information needed for your stay.brALL INQUIRIES ARE ANSWERED PROMPTLY BY THE OWNER OF THE VILLA. IF YOU HAVE ANY QUESTIONS ABOUT OUR VILLA, PLEASE CONTACT ME. I LIKE TO SPEAK WITH ALL FUTURE GUESTS TO FIND OUT THEIR NEEDS.

JUNE 6-13 open POOL-#1 HARBOUR TOWN GOLF-BEACH GEAR-2 Kings 1Q 1XLT-GAS GRILL

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$502.85

A beautiful, newly renovated, 2004 square foot beach getaway! Our condo is perfect for families who want to enjoy all that Hilton Head Island has to offer. Palmetto Dunes is centrally located on the island and convenient to the beach, restaurants, stores and the many other amenities available. The gated pool is right outside the deck!. Enjoy the short walk to our amazing beaches of the Atlantic Ocean and all the other fantastic amenities!

NEWLY RENOVATED CONDO IN PALMETTO DUNES!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$412.5

Come enjoy the reason you came to the Island! Enjoy our 2nd floor corner villa with 180 degree views of Hilton Head’s white sand beach and the Atlantic Ocean. Our villa has received a full designer high end remodel. Designed for comfortable living and dining areas with a high end luxury kitchen. The bedroom includes a queen size bed with large closets and storage. Spa like bathroom including a stackable washer/dryer. Located in Seaside Villas, a private gated ocean front community with direct access to the beach. The property includes an on site community pool, bike racks, sunning deck, grilling area and elevators. Situated in a prime location of Forest beach, you are within close walking distance to the shops and restaurants in Coligny Plaza. An easy drive to Sea Pines, Shipyard and Palmetto Dunes golf clubs.

267 Seaside Villa - Steps to the beach!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$261.93

This large 1350 sq. ft. St. Andrews Common 2 bed/ 2 bath 1st floor villa flat is in the famous, Palmetto Dunes, Hilton Head Island resort. It is all on one level and has a wrap around private patio with electric outdoor grill and patio furniture for 6. Each bedroom is completely private. The floorplan is bigger than a one bedroom with partial loft advertised as the 2nd bedroom.)brbrThe dining area farmhouse kitchen table has a bench and can sit 7 people. Great for family dinner! The living room has a large smart TV so you can easily watch Netflix or Amazon Prime movies. The master bedroom has a large TV too. brbrThe guest bedroom has a luxury queen size mattress that sleeps like a dream, a twin bed, and a smaller TV and DVD player. The kitchen closet has a large capacity washer and dryer for your convenience. The unit is near the pool and has 2 cruiser bikes and beach chairs for you to use for free. brbrNo other St. Andrews Common unit is more convenient to get in to than this one. Our side door is steps from parking, so bringing in groceries & luggage from your car is so easy- no steps or stairs to climb! Guests keep coming back to enjoy our comfortable furniture and wrap-around convenient to access patio.brbrFREE WIFI/Broadband works in every room, & the connection is fast! brbrTwo FULL SIZE bedrooms/2 baths, and a small keeping room with full-size fold-out sofa bed with a mattress topper to improve comfort ideal for small children. A KING bed is in the master with a private bath, and the guest room has 1 TWIN bed and 1 QUEEN bed with a luxury mattress. The guest room is adjacent to a private bath. brbrThe THREE FLAT screen LCD TVs all have cable. A 31 inch wide Panasonic in the master, a 39 inch wide TV in the living, and a smaller TV in the guest room. The living room and guest room have a DVD player, and we have a DVD library for all ages (ask me for the list of DVD's if you would like to know the titles ahead of time). A comfy recliner sits in the living room to kick back & watch the golf channel in. brbrYou won't regret selecting this villa as your place to stay in Hilton Head. STAY with us and you will see why our place is a favorite by Hilton Head vacationers, and why most of our guests return to stay with us again. Palmetto Dunes Oceanfront Resort is located at the heart of Hilton Head Island, named the #1 Beach Town in the US by Parents Magazine.brbrSt. Andrews Common is located just inside the entrance of the beautiful Palmetto Dunes Resort which offers three championship golf courses, an acclaimed tennis instructional program ranked #3 in the world by Tennis Resorts Online, and a variety of restaurants. brbrExperience the luxury and comfort of our spacious floor plan that includes wall-to-wall windows and a fully equipped wet bar in the living room. The adjacent dining room (seats 7) provides lots of sunshine and is perfect for when you feel like staying in and grilling out on our charcoal grill on the patio, (two patio tables can seat 6 people). You'll enjoy cooking for family and friends in our fully-equipped kitchen that has everything you would ever need!brbrYou have many choices! You can relax and grill out with our new electric grill on the private patio, walk just a few steps to a beautiful pool overlooking the lagoon and the 15th fairway of the Championship Fazio Golf Course, play golf, or just hit golf balls at the driving range! The Robert Trent Jones golf course now has a NEW driving range powered by Toptracer Technology!brbrPlay tennis, pickleball, or take pickleball and tennis lessons. Group are individual lessons are available at the tennis center daily. Ride bikes, or dine at fantastic restaurants you can walk to. Love to shop Shop 'til you drop at the TJMax or Shelter Cove shops across the street from the resort. There is a Lululemon, Talbots, Francesca's, Belk's, GNC, Kroger, and many more favorite shops and restaurants. For longer shopping adventure days, visit Tanger Outlet Malls that includes a Children's Place, Brooks Brothers, Eddie Bauer, and many more! brbrThe beach is a two-minute car or FREE PALMETTO DUNES BEACH BUGGY/SHUTTLE ride from our villa. The road to the beach is pleasant, scenic, and shady enough for a safe walk or bike ride.....all inside the Palmetto Dunes Resort. brbrKeywords: Condominium, 2 bedroom villa, 1st floor condo, villa, beach, golf, tennis, pool, private, nature trails, 2 bathroom, TV, Fast Wifi, 5G wifi, pickleball, kayaking, bike rental, fishing

Sunny St Andrews Common, Palmetto Dunes, 1st Floor 2Bed/2Ba, 2 Bikes, Near Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$598.17

44 Lands End Road | Fantastic Views of Braddock Cove!brbr*4 Bedrooms | 4 Bathroomsbr*Sleeps 8br*3 Kings, 2 XL Twinsbr*5 TVs | Wi-Fi | Keurig | Gas Grillbr*FREE TENNIS One Hour Per Day at the South Beach Racquet Clubbr*Rounds of Golf & Children's Activities Included br*Fantastic Views of Braddock Cove and Calibogue Soundbr*Large Waterfront Sun Deckbr*Lands End has a Community Pool On-Site br*4 Beach Towels for Guest Usebr*2 Minute Walk to the Beach or South Beach Marina Villagebr*Parking Limited to Two Vehiclesbr*Keyless Entrybr*Access to the Sea Pines Trolley (seasonal)brbrThis beautiful home is brand new to the vacation rental market and we cannot wait for our guests to experience it! With four bedrooms, 4 bathrooms, and room for 8 guests, you will be in paradise soaking up the sun on the huge back deck, walking over to the Salty Dog Café, and the private beach home feel at 44 Lands End.brbrAs you enter the home you are greeted by a bright and spacious living room with a couch with room for 3 or 4, two lounging chairs, and a sitting chair for reading or relaxing. There is a flat screen TV in the living room but you’ll likely be more entertained by the views out of the expansive windows lining the back side of the home. The views will often feature sightings of deer, dolphins in the water, and the marsh greenery swaying in the breeze. Just off of the living room is a small dining area with seating for four and amazing views right out over the water. This is a perfect spot for a morning coffee or a quick afternoon snack! There is another main dining area that you will find when you walk from the living room to the kitchen, which has a large table and seating for six.brbrThe kitchen has been renovated and now features all stainless steel appliances, beautiful light wood cabinetry, an open workspace and area, and a view of the living room and water beyond it.brbrThere are two bedrooms on the first floor as well, the master bedroom has a king bed. This room is so bright and airy and the windows face the marsh, so you can wake up and see the ocean right from bed! There is also a flat screen TV in the bedroom as well as a chair and side tables. The newly renovated private bathroom features his and hers sinks and large walk-in shower. The second bedroom has two twin beds and flat screen TV. There is a newly renovated bathroom in the hall just outside the room with a shower/tub combo.brbrOn the second floor, there is a bedroom with a king bed, flat screen TV, and a private bathroom with a walk-in shower as well.brbrThere is also a second master king bedroom on the second floor and has amazing views of the marsh, a flat screen TV, a desk for you if you need to get some work done, and a private bath with double vanity and walk-in shower.brbrOn the third floor, there is an office space with a huge window streaming in beautiful sunlight. If you’re needing to focus and get some work done before you play, this is an incredible space to do that in!brbrOne of the best features of this home is the huge screened-in porch overlooking Braddock Cove. With a dining table for four and lounge chairs, this is a perfect place for dining alfresco or relaxing in the ocean breeze without risking a sunburn! There is also an outdoor deck without a screen just beyond the screened-in porch with lounge chairs, outdoor dining table with large umbrella and a gas grill. You can even see the Harbour Town lighthouse from the back porch.brbrBeyond the home itself, the Lands End Community has a pool for all to use, as well as the location being incredible. You are within walking distance from the South Beach Marina shops and restaurants and are a 2 minute walk to the beach. This home is ready for guests and we can’t wait for you to enjoy it!br br*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Parking is Limited to Two Vehiclesbr*Community Pool is Open April 1 - October 31 (Not Heated)br*Fireplace Not Available For Guest Usebr*Property May Be Monitored by Exterior Security Cameras

44 Lands End ~ Largest Land's End Villa with Views of the Sound!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$146.28

This inviting 1st-floor villa offers a comfortable one-bedroom, one-bath layout with a fully equipped kitchen and an open-concept living and dining area. The separate bedroom features a plush Queen Bed and a flat-screen TV for your convenience. Additionally, two cozy bunk beds in the hallway are perfect for smaller children.brbrLocated on the south end of Hilton Head Island along South Forest Beach Drive, Seaside Villas is ideally situated within walking distance of Coligny Plaza, where you'll find a variety of shops, dining options, and the new Celebration Park. As an oceanfront property, Seaside Villas is just about 70 yards from the pristine beach, offering easy access to the sand!brbrSeaside Villas offers convenient coin-operated laundry facilities on each floor of the building.brbrPlease note, there is a 3-night minimum stay.brbrWe look forward to hosting you at Seaside 118

Beach Retreat! Just steps to ocean and Coligny Plaza

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$761.2

This is an End Unit with additional windows in the Master Bedroom, a more private entrace, and space outside for beach chairs, rafts, bodyboards, etc. brbrIt is a 3rd floor unit adjacent to the stairwell for easy access to walkways, lobby, and beach club!brbrStunning gated oceanfront Villa within Sea Pines. Enjoy the many things Monarch has to offer; direct beach access, a splash pad, Two Pools, Three Hot Tubs, fitness center, access to Sea Pine Beach Club, PGA sanctioned golf courses, and tennis courts - Perfect For families! brbrEndless activities-ride bikes to Harbor Town and South Beach, charter a fishing boat, go parasailing and jet skiing, shop at the multitude of stores...or do nothing but relax on the beach. Cook dinner or go out for some of the finest meals anywhere. Lots and lots of options to create a truly memorable vacation. brbrThe unit is 2BR/2BA and was recently updated. The master bedroom and balcony overlooks a beautiful lagoon shaded by oaks with Spanish Moss, with the ocean visible beyond them. brbrThere are organized events for kids every day. The beach club next door has restaurants, a grill for lunch and ice cream, shops, and a bar to get drinks. Only Monarch residents are allowed on the property and security is controlled via key cards. Parking is also restricted to Monarch guests only. There is a workout room in the lobby and WiFi all over

Hotel Resort

Marriot's Monarch at Sea Pines - Oceanfront Villa - Private End Unit!!!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$440.0

This large 4 bedroom 3 bath villa is the perfect get-away to relax and unwind. Private, yet close to all the amenities. Steps from the tennis court & pool and a short walk to the beach, golf and the Sonesta Resort & Spa. Something for everyone! Only thing you will need to pack are your clothes, sandals and some beach towels & chairs (although HHI loves to sell them to their vacationers and every store and supermarket carry them)!

HUGE 4 BR/3 BATH Villa 15 minute walk to Beach (3 min walk to the pool)

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$216.25

Stay in the heart of Hilton Head Island with direct beach access. Your feet will be in the sand in less than a minute! Just steps away from all of the shops and great restaurants in Coligny Plaza. Located on the beach, this condo is in South End, a neighborhood in Hilton Head Island. Shoppers can check out Coligny Plaza, while everyone can enjoy the natural beauty of Coligny Beach and North Beach.

Couples Getaway - Beachfront Bungalow +Walk Everywhere

Hilton Head Island, South Carolina, United States

1

Bed

1

Bath

4

Sleeps

$1012.51

Wake up to breathtaking views of the Atlantic from one of the best spots on Hilton Head Island at 235 Shorewood.brbrLocated in the heart of South Forest Beach, this fully renovated 3-bedroom, 3-bath villa in Shorewood blends coastal charm with modern comfort—just steps from the sand and a short stroll to Coligny Plaza and Celebration Park. From the moment you step onto the oversized balcony, you’re greeted by panoramic views of the resort-style pool and the sparkling ocean beyond. It’s the perfect backdrop for morning coffee, sunset cocktails, or simply soaking in the sea breeze.brbrInside, no detail has been overlooked. The open-concept living area flows seamlessly into a fully upgraded kitchen with granite countertops, stainless steel appliances, and designer finishes throughout. Each bedroom is thoughtfully appointed, offering flat-screen TVs and serene spaces to unwind—two with private en-suite baths, and one with easy access to the hall bath.brbrAt Shorewood, you`ll enjoy direct beach access, a large oceanfront pool with zero-entry design (heated seasonally), a hot tub, and lush, gated grounds. There`s also covered parking, elevator access, and the convenience of being just minutes from Hilton Head’s best dining, shopping, and bike paths.brbrWhen you stay with MyStay, you get more than a great vacation home—you unlock a boutique experience crafted with care. From plush linens and beach essentials to high-speed Wi-Fi and hands-on service, every stay is designed to feel effortless and unforgettable.brbrWhether you`re here for a week or a season, 235 Shorewood offers the best of beachfront living—thoughtfully managed, beautifully styled, and perfectly located.brbrYou hold the key. Unlock your next stay with MyStay.brbrPlease Note:br- A maximum of 2 vehicles are allowed at this villa complex.br- Primary guest must be 25 years of age or older.br- Pack ‘n Play and high chair are available upon request. To ensure they are set up and ready at check-in, please request them in advance prior to your arrival day.brbrBedroom and Bathroom Configuration: (8 Guests Maximum)br- Bedroom 1 - 1 King Bed with En-Suite Bathroombr- Bedroom 2 - 1 King Bed with En-Suite Bathroombr- Bedroom 3 - 1 Queen Bed with Hallway BathroombrbrTown of Hilton Head Island STR Permit #076700brNo Smoking Inside or on Balconies.

MyStay at 235 Shorewood - Luxury Oceanfront 3BR - S. Forest Beach + Near Coligny

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$331.71

Summary:brbrBright, pet-friendly 2BR villa in Shipyard Resort! Enjoy a king master, guest room w/ queen and bunks, plus sleeper sofa. Relax on the screened porch w/ lagoon and golf views. Updated kitchen, cozy dining, and coastal décor throughout. Free tennis & pickleball nearby. Bring up to 2 dogs and enjoy Hilton Head’s beaches, trails, and resort living!brbrbrbrThe Space:brbrSearching for a bright, coastal escape on Hilton Head Island where you, your family, and even your furry companions can relax and recharge 10 The Cottages at Shipyard offers the perfect blend of comfort, convenience, and resort-style living!brbrbrbrStep inside and instantly feel at home in this beautifully decorated 2-bedroom, pet-friendly* villa. The inviting entryway leads into an open, light-filled living space featuring soft coastal blues, crisp white trim, and charming nautical accents. The living room offers plenty of seating, with a plush sleeper sofa and cozy armchairs perfect for movie nights or morning coffee while sunlight pours in through the large wall of windows and French doors. Outside, relax on your private screened-in porch that overlooks a peaceful lagoon and golf course views draped in Spanish moss — your own personal slice of Lowcountry paradise!brbrbrbrThe updated kitchen is fully equipped with stainless steel appliances, smooth wooden countertops, and crisp white cabinetry — ready for your vacation cooking. Share meals and laughter in the cheerful dining nook, where bold blue chairs and colorful coastal art bring a lively, beachy vibe to every gathering.brbrbrbrThe sleeping arrangements are perfect for families or groups, offering comfort and flexibility for everyone. The primary bedroom features a serene king-sized bed - tranquil décor, and plenty of natural light, creating a peaceful retreat after long beach days. The guest bedroom includes a queen bed along with twin bunk beds, providing a playful and functional space ideal for both kids and adults. For larger groups or additional guests, the living room offers a convenient sleeper sofa to ensure everyone has a cozy place to rest.brbrbrbrAnd when you're ready to get active, enjoy FREE tennis and pickleball courts just a short bike ride away at Cordillo Courts, or explore the nearby beaches, bike paths, and all that Shipyard Resort has to offer. Bring along up to 2 dogs so your entire family can enjoy this getaway together!brbrbrbrDon’t wait to experience Hilton Head Island in this beautifully maintained, coastal-inspired villa. Book your stay at 10 The Cottages today - where comfort, convenience, and island adventure await! Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbrbrbrbrbrPROPERTY SPECIFIC DETAILS:brbrbrbr* Shipyard is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $45. All gate passes must be picked up at the host2coast office prior to entry.brbr* Dog Friendly - 2 dog max. $250 non-refundable fee for first dog, with an additional $150 for each extra dog. Dogs are not permitted on the furniture and must be crated if left alone. Please do not leave furry friends alone outside, as we have wildlife that they should not encounter.brbrbrbrSTR Permit # 77046brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrShipyard is located between Sea Pines and Palmetto Dunes, and is home to a splendid environment with abundant natural beauty and activities to entertain.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.

Pet-Friendly Villa w/ Lagoon and Golf Course Views

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$930.9