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

Showing 1100 Of 1824 Vacation Rentals
Slider Thumb

$2861.16

/ Nightly
Private Vacation Home

Amazing Hilton Head oceanfront home

Hilton Head Island, South Carolina, United States

HILTON HEAD ISLAND RENTAL. This amazing Hilton Head oceanfront home offers spectacular ocean views and luxurious furnishings. 12 steps lead to the entry where you will find a great room with sectional couch with sleeper sofa, decorative chair, TV, powder room, bar area with a sink, granite, refrigerator, and icemaker. This level has five bedrooms. The first has a king bed, TV, door to the pool area, ocean view, and private bath. The next two bedrooms have queen beds, TV, and private baths. The fourth bedroom has a queen bed, twin bed, TV, and a private bath. Next is a bedroom with 2 queens, TV, a private bath, and doors leading to the pool and spa. brbrA dual staircase leads to the second floor of this beautiful home. The main living area, kitchen, dining area, and master plus a powder room are located on the second floor. The main living area features a sleeper sofa, matching sofa, 2 decorative chairs, plenty of seating, TV, and a door to a spacious balcony overlooking the Atlantic. The kitchen/dining area features 2 stoves, 2 dishwashers, all stainless steel, granite countertops, and laundry room with full size washer and dryer. There is seating at the dining bar for 7 plus a formal dining table for 9. Off the dining area is a screened porch overlooking the pool and ocean with propane grill. 2 Minutes from Palmetto Dunes golf course brbrThe enormous master suite is furnished with a king bed, TV, door to the oceanfront balcony and large walk-in closet. The magnificent master bath has a luxurious shower with body sprays and rainfall showerhead plus a jacuzzi tub. A spiral staircase from the master leads to a private observation loft overlooking the ocean.brbrOutdoor amenities include a gas grill, plenty of seating, and fabulous oceanfront pool and Jacuzzi.brbr****Pool and spa heat available for additional fee. Pool and spa heat requests must be made at least 2 weeks prior to arrival date to ensure the best service. Please note it can take up to 24 hours for the pool to heat.brRental Permit # 038250
Bed 6

Bed

Bath 6

Bath

Sleep 19

Sleeps

Slider Thumb
Exceptional(15)

$961.14

/ Nightly
Private Vacation Home

Crabline Getaway by AvantStay | Private Pool + Hot Tub | Easy Beach Access

Hilton Head Island, South Carolina, United States

Discover the charm of Crabline Getaway, a Hilton Head group retreat just minutes from Singleton Beach! Along with easy beach access, you'll enjoy a yard with a private pool (can be heated in the winter), hot tub, firepit, al fresco dining table, and Outdoor Connect 4.brbrInside, large windows and lots of natural light illuminate beautiful hardwood floors and tasteful decor, creating a warm and welcoming atmosphere. The open layout is great for connecting with a group, whether you're in the kitchen, making your way to the balcony, or enjoying a movie night on the living room's flatscreen TV. Thoughtful touches like a wine fridge and a mini fridge make it easy to feel right at home.brbrShare laughter and delicious meals in the spacious dining area, or test your skills with a friendly game of ping pong. With five bedrooms, including a luxurious primary suite with its own balcony and spa-like ensuite bathroom (including a luxe corner soaking tub, a large shower, and his-and-hers sinks), there's ample space for everyone to unwind and recharge.brbrAt Crabline Getaway, every detail has been carefully curated to ensure comfort and convenience, from easy parking to convenient in-home laundry facilities. There’s even a private shuttle that offers service to and from the beach (9am-5pm every day except Saturday, from Memorial Day to Labor Day). Come experience the magic of Crabline Getaway and experience Hilton Head like never before!brbrCome experience the magic of Crabline Getaway and experience Hilton Head like never before!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrDrawing lovers of the beach, golf, and all things American, Hilton Head is a Lowcountry gem that has deservedly earned national popularity. With unique activities such as biking on Singleton Beach, dolphin-watching along the coast, exploring Pinckney Island Wildlife, and golfing on award-winning courses, Hilton Head's many attractions appeal to every type of traveler.brbrLocal Attractions: Singleton Beach, Chaplin Park (Tennis Courts, Basketball, Ball Fields, Playground), Bike Paths, Coastal Discovery Museum, ZipLine Hilton Head, WaterSports at Outside Hilton Head, BlueWater Adventure, Audubon Newhall PreservebrbrHome Truths:br- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval, there is a fine of $500 per pet.br- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request.br- Pool heat is a paid feature and must be requested 24-48 hours before the day of check-in.br- Pool heat will not be available for the summer months (April - October.br- Please note that if the outdoor temperature drops below 50°F, the pool heater may have difficulty maintaining warmer water temperatures.br- Spa heat will be unavailable from 11/7/26 through 12/7/26.br- No personal watercraft, such as boats and jet skis, are allowed in the community per the HOA.brbrParking Details:br1 car garage.br4 cars can be parked in the driveway.brbr---brbrThe room configurations are as follows: brBedroom 1 / KingbrBedroom 2 / 2 Queen bedsbrBedroom 3 / KingbrBedroom 4 / 2 Queen bedsbrBedroom 5 / Queenbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. All bookings over 28 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud.
Bed 5

Bed

Bath 4

Bath

Sleep 16

Sleeps

Slider Thumb

$815.03

/ Nightly
Private Vacation Home

Braddock Cove Dock + Waterfront Deck | Walk to Beach + Marina | Heron's Rest

Hilton Head Island, South Carolina, United States

Mornings here start the way the Lowcountry intended — soft light over Braddock Cove, a great blue heron stalking the shallows, and the quiet hum of Sea Pines waking up around you. Heron's Rest at Port Villas sits along one of the prettiest waterfront stretches on the south end of the island, with floor-to-ceiling windows that pull the view straight into the living room and a deck that catches every sunset. Out front, a private dock gives you direct access to the water — drop a line and fish right from the dock, or launch a canoe or kayak (bring your own or rent nearby) and paddle out onto the tidal cove whenever the mood strikes.brbrInside, the open floor plan keeps everyone connected. Vaulted ceilings and wide glass make the main level feel airy and bright, with a comfortable lounge area arranged around the waterfront view, a dining table that seats six, and a fully equipped kitchen ready for everything from quick island breakfasts to a full Lowcountry boil. Just outside, the grill and waterfront deck are where most of the trip will actually happen — coffee at sunrise, drinks at golden hour, dinner under the stars.brbrThree bedrooms sleep six comfortably. The primary suite is built for unwinding, with a king bed and a private ensuite bath. A second bedroom offers a queen and its own ensuite, ideal for a second couple or grandparents who want their own quiet corner. The third bedroom has two twins — perfect for kids, friends, or anyone who prefers their own bed. A third full bath rounds things out so no one is ever waiting in line.brbrThe location is something special. You're a short walk to Salty Dog Cafe and South Beach Marina for casual dockside dining, dolphin cruises, kayak rentals, and the kind of laid-back beach-town energy Hilton Head is famous for. Harbour Town Lighthouse and its iconic golf links are a quick ride up Sea Pines Drive, and the wide, hard-packed beaches of the south end are minutes away — ideal for biking, long walks, and sandcastle afternoons. Stay in for a waterfront sunset over Braddock Cove, or head out for fresh shrimp, live music, and a round of golf. Either way, Heron's Rest at Port Villas is the kind of place you settle into fast and leave reluctantly.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. brbrDrawing lovers of the beach, golf, and all things American, Hilton Head is a Lowcountry gem that has deservedly earned national popularity. With unique activities such as biking on Burkes Beach, dolphin-watching at Shem Creek, exploring Pinckney Island Wildlife, and golfing on award-winning courses, Hilton Head's many attractions appeal to every type of traveler.brbrLocal Attractions: Coastal Discovery Museum, Gregg Russell Harbour Town Playground, Sea Pines, ZipLine Hilton Head, WaterSports at Outside Hilton Head, BlueWater Adventure, Audubon Newhall Preserve.brbrHome Truths:br- This home allows up to 2 pets for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.br- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request.brbrParking Details:br- The property offers two parking spaces.brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. All bookings over 28 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud.brbrSTR Permit: 042132
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(35)

$282.2

/ Nightly
Private Vacation Home

Walk to Beach: Coligny Gem w/ Community Perks!

Hilton Head Island, South Carolina, United States

BBQ Ready | Walk to Coligny Plaza | Completely Updated in 2025 | New Kitchen, Flooring & DeckbrbrPack your bags for a lavish stay at this 2-bedroom, 2-bath Hilton Head Island vacation rental with a new kitchen, new flooring, and a new deck, all updated in 2025! This quiet, luxurious townhouse is located in the Seascape Villas — steps from the beach and the community pools. Use the provided beach equipment to spend a day lounging by the shore with a private cabana for Seascape visitors!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 2 full bedsbrbrCOMMUNITY AMENITIESbr- 2 seasonal outdoor poolsbr- Private beach cabana bathroombrbrINDOOR LIVINGbr- 2 Cable TVs, BluRay player, Roku streaming devicebr- Dining table w/ new dining chairsbr- Books, board gamesbr- Completely updated in 2025: new kitchen, flooring, and deckbrbrOUTDOOR LIVINGbr- Weber gas grill, furnished deck w/ water viewsbr- Beach chairs, umbrella, kids' beach chairs & toys, wagonbrbrKITCHENbr- Stove/oven, refrigerator, dishwasherbr- Microwave, blender, toaster, ice makerbr- Keurig & drip coffee makersbr- Dishware/flatware, cooking basicsbr- Trash bags/paper towelsbrbrGENERALbr- Free WiFibr- Keyless entrybr- Linens, towels, hair dryerbr- Central A/C & heat, ceiling fansbr- Washer/dryer, laundry detergent, iron/boardbrbrFAQbr- 1 Ring doorbell camera (outward facing)br- Bath towels provided, beach towels not providedbr- Motorcycles are not permitted on the property or within the condominium complexbrACCESSIBILITYbr- 2-story townhomebr- Stairs required to accessbrbrPARKINGbr- Open community lot (2 vehicles; first-come, first-served)brbr-- THE LOCATION --brbr- Central location near golf courses & family funbr- Walkable to Hilton Head Island Beachbr- 0.7 miles to Coligny Beach Parkbr- 3 miles to Audubon Newhall Preservebr- 9 miles to Hilton Head Island Airport & 46 miles to Savannah/Hilton Head Int'l Airportbrbr-- 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 gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Motorcycles are not allowed on the property or in the condominium complexbrbrADDITIONAL INFORMATIONbr- This 2-story townhome requires stairs to accessbr- The seasonal community outdoor pools are not heated and are only open from April-Septemberbr- Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when motion is detected by the devicebr- Bath towels provided, beach towels not provided
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(27)

$488.89

/ Nightly
Private Vacation Home

77 Lawton: Elegant 3 Bedroom Lawton Woods Home. Deck and Fire Pit, NEW Pool

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head, 77 Lawton Road is a beautifully updated three-bedroom, three-and-a-half-bathroom home tucked away in the quiet Lawton Woods community of Sea Pines. Designed with vaulted ceilings and coastal-inspired décor, this spacious retreat offers a welcoming blend of comfort, style, and functionality—perfect for families or groups seeking a relaxing island escape.brbrThe open and airy main living area invites everyone to gather, featuring a generous living room, an additional sitting area, and a dining space that flows seamlessly together. The well-equipped kitchen makes preparing meals easy, whether you’re enjoying casual breakfasts or family dinners at home. The oversized first-floor primary suite provides a private haven with a King bed, large flat-screen TV, additional seating area, walk-in closet, and a full en suite bathroom. Upstairs, two thoughtfully arranged bedrooms each offer a Queen and Twin bed configuration along with their own private en suite bathrooms, ensuring comfort and privacy for all guests.brbrStep outside to discover an inviting outdoor living space highlighted by a brand-new private pool, which may be heated seasonally for an additional fee. The spacious deck is ideal for unwinding after a day of island adventures, with Adirondack chairs gathered around a cozy gas fire pit. Guests will also enjoy complimentary adult bicycles and backpack beach chairs, making it easy to explore all that Sea Pines has to offer. Ideally located near the Sea Pines Beach Club, world-class golf and tennis, Harbour Town, and South Beach Marina, this home places you close to Hilton Head’s most iconic attractions while offering a peaceful retreat to return to at the end of the day.brbr• A New Private Pool, that may be heated for an additional charge.br• 3 Bedrooms, 3.5 Bathroomsbr• Sleeps 8: 1 King, 2 Queen, 2 Twinsbr• Bath towels and bed linens provided. Beach towels NOT provided.br• Well equipped kitchenbr• Laundry roombr• Beautiful outdoor living space with fire pit and Adirondack Chairs.br• Free Wi-Fibr• 4 Free Adult Bicycles from South Beach Cycles at the home. (E-bikes NOT permitted in Sea Pines)br• 4 Backpack Beach Chairsbr• Pool Heating may be added between March and October for $50 per day plus a $50 setup fee.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(12)

$238.36

/ Nightly
Private Vacation Home

Palmetto Dunes Golf Getaway: Pool + Beach Access!

Hilton Head Island, South Carolina, United States

Entertain the entire family when you stay at this Hilton Head Island vacation rental right on the 7th hole of George Fazio Golf Course! With community access to beaches, a resort-style pool, tennis courts, and more, this 2-bedroom, 2-bath townhome makes a perfect destination for a memorable stay on the island. Be sure to explore local sights like the Coastal Discovery Museum or Palmetto Dunes Beach before heading back to relax on the serene private deck! Your next Atlantic getaway awaits!brbr-- THE PROPERTY --brbrCommunity Shuttle Service | Central A/C | In-Unit Laundry | Access to MarinabrbrBedroom 1: King Bed | Bedroom 2: Twin Bed, Queen Bed | Living Room: Full Sleeper SofabrbrCOMMUNITY AMENITIES: Resort beach access, transportation shuttle (available March 1st-Labor Day), outdoor saltwater pool (open April 1st - October 31st), tennis courtbrINDOOR LIVING: Smart TVs, dining table, walk-in closet, en-suite bathroom, walk-in shower, shower/tub combo, ceiling fansbrOUTDOOR LIVING: Private deck, rocking chairs, golf course view, bike paths, fishing/kayaking in lagoonbrKITCHEN: Refrigerator, ice maker, Keurig coffee maker, stove/oven, microwave, dishwasher, toaster, dishware & flatware, cooking basicsbrGENERAL: Keyless entry, self check-in, free WiFi, washer & dryer, iron/board, towels/linens, complimentary toiletries, hair dryerbrFAQ: Quiet hours (10:00 PM-7:00 AM)brACCESSIBILITY: 2-story property, step-free entry, 1 bedroom & 1 full bathroom on 1st floorbrPARKING: Driveway (up to 2 vehicles, parking pass fee required, paid upon arrival)brbr-- THE LOCATION --brbrOUTDOOR FUN: Palmetto Dunes Beach Access (1 mile), Driessen Beach Park (4 miles), Folly Field Beach Park (5 miles), Low Country Celebration Park (6 miles), Sea Pines Forest Preserve (6 miles), Fish Haul Beach Park (8 miles)brISLAND ATTRACTIONS: The Sandbox Children's Museum (6 miles), Hilton Head Distillery (6 miles), Pirates of Hilton Head (8 miles), Coastal Discovery Museum (8 miles), Stoney Baynard Ruins (8 miles)brGOLF COURSES: Robert Trent Jones Course (on-site), Arthur Hills Course (on-site), George Fazio Course (on-site), Harbour Town Golf Links (8 miles), Dolphin Head Golf Club (11 miles), Old South Golf Links (13 miles)brAIRPORTS: Hilton Head Island Airport (7 miles), Savannah/Hilton Head International Airport (42 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 gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Palmetto Dunes parking pass must be obtained by guests at the pass office upon arrival at Palmetto Dunes plantation. Parking pass fees: 1-2 nights: $20; 3-7 nights: $35; 8-14 nights: $50; 15-30 nights: $75; 31-180 nights: $100br- NOTE: This 2-story property offers step-free entry. While it offers 1 bedroom and 1 full bathroom on the 1st floor, an interior staircase is required to reach the 2nd-floor bedroom and bathroombr- NOTE: Please observe quiet hours from 10:00 PM to 7:00 AM
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$1071.54

/ Nightly
Private Vacation Home

27 Mallard - Spring and Summer Specials - Only 87 Yards to the Beach!

Hilton Head Island, South Carolina, United States

Updates Galore! Looking for sun, fun, and a quick walk to the sea ! This 6-bedroom 4th row ocean home has been recently updated and the features are ready to welcome you and your friends and family to the perfect island getaway. With each bedroom coming with its own full bathroom and multiple living spaces, the home is ideal for the entire group. Home highlights include a huge deck for morning coffee and afternoon delights, a hot tub, and a foosball table. Did we mention just a short walk to the beach Looking for another home nearby for other family or friends Check out one of the many homes we also manage on Mallard! brbrTown of HHI STR Permit #71280brbrPROXIMITY TO BEACHbr• 4th Row Oceanbr• Beach access on Mallard Street - a 3-minute walk to the beach!brbrHIGHLIGHTSbr• *Heated Pool (14 ft x19 ft) *This pool has an electric heat pump. *The pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• 9 TVsbr• Gas Grillbr• Foosball Tablebr• Ping Pong Tablebr• Corn Hole Boardsbr• Outdoor Showerbr• Hot tubbr• Experience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island.brbrPROPERTY CONFIGURATIONbr• 6 Bedroomsbr• 6 Bathsbr• Sleeps 16br• Garage Accessbr• Parking for a maximum of 6 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• Washer/Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 King - 2nd Floorbr• Bedroom 3 - 1 King - 2nd Floorbr• Bedroom 4 - 1 King - 2nd Floorbr• Bedroom 5 - 1King - 2nd Floorbr• Bedroom 6 - 2 Queens - sleeps 4 - 1st Floorbr• Queen Sleep Sofa with KitchenettebrbrbrPROPERTY REMINDERSbr• *Heated Pool -- *This pool has an electric heat pump. *The pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights.br• The Fireplace is not for guests' use.br• Pets are not allowed.br• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).brVirtual Tour Url: https://my.matterport.com/show/ m=bKkDxX5w1Np
Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(17)

$962.81

/ Nightly
Private Vacation Home

1 Azalea @ Folly Field Beach | Free Heated Pool | Walk to Beach | EV-charger

Hilton Head Island, South Carolina, United States

HOST & HOME presents…1 Azalea Street. Escape to our Hilton Head Island oasis, just a 0.5-mile shaded walk to Folly Field Beach. This pet-friendly retreat features a FREE heated pool and spa, spacious indoor and outdoor living areas, elegant design touches, and even an EV charger! Perfect for relaxation or adventure, this private getaway offers everything you need for an unforgettable stay. Learn more below ...brbr☆☆ HIGHLIGHTS ☆☆ brbr✹ Prime Location: Just 0.5 miles from Folly Field Beach via a picturesque shaded path br✹ Spacious Accommodations: Room for up to 14 guests featuring 6 bedrooms, including 2 King suites and a versatile bonus room br✹ Private Outdoor Retreat: FREE heated pool, saltwater spa, BBQ grill, charming string lights, and a fully fenced backyard for your privacy br✹ Fully Equipped for Comfort: Gourmet kitchen, thoughtfully designed interiors, and free beach essentials like chairs, a cart, and towels br✹ EV Charger: On-site electric vehicle charger for hassle-free charging during your staybr✹ Pet-Friendly: Bring your furry dog! 1 dog 60lb or less, or 2 dogs where their combined weight does not exceed 100lbs is allowed. There is an additional non-refundable pet fee of $300 for up to 2 dogs.brbrbrEager to Read More brHere Are A Few Kind Words From Our Previous Guests: brbr- Beautiful and spacious! The heated pool and hot tub made our stay even better. Walkable to the beach and close to restaurants. We will definitely stay here again! – Kellybr- Best rental in Hilton Head! Perfect for large families, high-end design, and close to the beach. The kitchen had everything, and the backyard was a dream! – Rebeccabr- Impeccably comfortable and so spacious! The heated pool and spa were perfect after a day at the beach. Highly recommend this home! – Brianbrbr☆☆ COASTAL RETREAT WITH POOL ☆☆brbrDiscover your perfect escape at this thoughtfully designed home in Hilton Head, where coastal charm meets modern luxury. With an open floor plan, vaulted ceilings, and a seamless indoor-outdoor flow, this retreat offers space to relax and recharge. Enjoy the gourmet kitchen, screened porch, and tranquil pool, making it ideal for family gatherings or exploring the nearby shoreline.brbr☆☆ LIVING AREA ☆☆brbrStep into the airy main living space, featuring vaulted ceilings and abundant natural light. The seamless design connects the living, dining, and kitchen areas, creating the perfect spot for group activities or quiet relaxation. The screened porch offers a cozy outdoor space to enjoy the coastal breeze while overlooking the pool.brbr✓ Vaulted ceilings with abundant natural light br✓ Open-concept living with coastal-inspired décor br✓ Screened porch with pool views brbr☆☆ KITCHEN AND DINING ☆☆brbrThe gourmet kitchen is a chef's dream, featuring granite countertops, stainless steel appliances, and all the tools needed to create memorable meals. Adjacent dining areas provide ample room for large gatherings, with seating for 16+ guests.brbr✓ Fully equipped gourmet kitchen with high-end appliances br✓ Two spacious dining areas for group mealsbrbr☆☆ BEDROOMS & BATHROOMS ☆☆brbrAfter a day of coastal adventures, retreat to luxurious bedrooms designed for ultimate comfort. From plush beds and high-end linens to spa-like bathrooms, every detail has been carefully considered to ensure restful nights.brbr1st Floor: br✓ Primary Bedroom 1: King bed, en-suite bathroom with walk-in shower and soaking tub br✓ Half bathroom for guest convenience brbr2nd Floor: br✓ Primary Bedroom 2: Oversized king bed, Smart TV, en-suite bathroom with soaking tub and rain shower br✓ Bedroom 3 & 4: King beds with ample storage br✓ Bedroom 5: Queen bed, cozy and bright br✓ Shared full bathroom with double vanity brbrBonus Room: br✓ 2 day beds with trundles br✓ Sectional sofa, Smart TV, desk, and games brbrThis Hilton Head coastal retreat is your home away from home, offering comfort, style, and plenty of space to create unforgettable memories.brbr★☆ OUTDOOR PRIVATE OASIS ☆★ brbrThe outdoor space is designed for ultimate relaxation and entertainment! Unwind in the heated pool or saltwater spa, lounge under the sun on comfortable chairs, and enjoy al fresco evenings with string lights creating a magical vibe. With a BBQ grill and outdoor shower, everything you need for a perfect coastal getaway is right here. brbr✓ 7' x 15' Heated pool and saltwater spa (complimentary heating) br✓ Fenced backyard with lounge chairs and umbrellas br✓ Outdoor shower and BBQ grill for grilling and dining br✓ String lights for a cozy evening ambiancebrbr☆☆ OTHER HOME PERKS ☆☆brbr✓ Beach cart br✓ Four beach chairsbr✓ Coolerbrbr☆☆ NEARBY ATTRACTIONS☆☆ brbrHilton Head Island offers endless amenities and activities just a short distance away. From shaded biking trails and world-class golf courses to charming shops and restaurants, there's something for everyone. brbrCommunity Amenities (additional fees might apply): br✓ Explore shaded biking and walking trails br✓ Access world-class golf courses br✓ Visit nearby restaurants and local shops brbrProximity to Local Attractions: brbrDINING AND SHOPPING: br✔ Shelter Cove Towne Centre (3.0 miles) br✔ Coligny Plaza Shopping Center (6.2 miles) br✔ Harbour Town (8.5 miles)brbrFAMILY-FRIENDLY ATTRACTIONS: br✔ Pirate's Island Adventure Golf (3.0 miles) br✔ The Sandbox Children's Museum (6.1 miles)br✔ Coastal Discovery Museum (4.1 miles)brbr☆☆ OTHER THINGS TO KNOW ☆☆ brbr✓ Beach towels, beach cart, and 4 chairs are providedbr✓ Parking available for 4 vehicles br✓ Please park in designated parking areas only. Please do not park off-site on the street, grass, or on pine straw br✓ Quiet hours are enforced from 10 PM to 7 AM br✓ The pool does not have safety equipment. All activities are at your own risk. br✓ Free heated pool & spa. Please let us know beforehand so we can prepare it for your arrival.br✓ Pool Heating Information: This home features an electric pool heater. While it helps maintain a comfortable swimming temperature, the pool temperature will naturally fluctuate with changes in outdoor ambient temperaturesbr✓ The minimum age requirement for renting this property is 25. br✓ PET POLICY: 1 dog 60lb or less, or 2 dogs where their combined weight does not exceed 100lbs is allowed. There is an additional non-refundable pet fee of $300 for up to 2 dogsbrbr☆☆ YOUR STAY - OUR PRIORITY ☆☆ brbrAt HOST & HOME we know that you deserve a vacation and we have a perfect place for it. brbrOur carefully curated vacation homes are immaculate, safe, and meticulously maintained, ensuring comfort and quality throughout your stay. Enjoy peace of mind with our 24/7 support, available for assistance and maintenance anytime you need. brbr☆☆ RESERVE YOUR SLICE OF PARADISE ☆☆ brbrBook directly with us to enjoy the best value without additional service fees. Elevate your vacation experience with curated activities to make your stay even more memorable. brbr★☆ Book Today & Let Us Take Care Of You In Hilton Head Island! ☆★
Bed 6

Bed

Bath 3

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(42)

$481.97

/ Nightly
Private Vacation Home

40 Bradley Beach, Private Pool, Easy Walk to Beach, Free Golf

Hilton Head Island, South Carolina, United States

40 Bradley Beach is an excellent choice for families and groups looking for a well appointment and conveniently located vacation rental on Hilton Head Island. With 4 bedrooms and 3 and a half baths, as well as a private pool, this home offers ample space and amenities for guests to enjoy. The mid-island location is ideal for exploring the area, and being next to Driessen Beach Town Park adds an extra layer of convenience and fun, especially for families with kids. Driessen Beach Park offers playground equipment, an elevated beach boardwalk and bathrooms which makes going to be beach super quick and easy. For larger groups, the option to add up to three additional Bradley Beach homes nearby is a fantastic feature. This makes it perfect for family reunions, corporate getaways, or large golf outings, allowing everyone to stay close together while still enjoying their own private space. With properties managed nearby at 41 Bradley Beach Road and 44 Bradley Beach Road, guests have even more options for accommodating larger groups and creating memorable experiences together. 40 Bradley Beach offers both value and convenience, making it an excellent choice for group travel on Hilton Head Island.brbrFREE activities included with our signature Southern Hospitality Pass! Your pass includes one free round of golf daily at partner courses like the Heritage Collection and the Brown Group. Note: This is per day, not per person. You also receive one free round of miniature golf each day at Adventure Cove and one complimentary bike from Island Cruisers to start your stay. brbrFirst Floor: Kitchen, Breakfast area, Laundry, Powder Room, Living Room, TV, Dining Area, Cozy Back Balconybr- Bedroom 1: First Floor, Primary King Bedroom TV, Ensuite Bathroom (Walk in Shower and Bathtub) brbrSecond Floor:br- Bedroom 2: Second Floor, Queen Bedroom, TV Ensuite Bathroom (Walk in Shower)br- Bedroom 3: Second Floor, Two Double Beds, TV, Jack and Jill Bathroom (Tub Shower Combo)br- Bedroom 4: Second Floor, Two Twin Beds, TV, Jack and Jill Bathroom (Tub Shower Combo)brbrGround Level: Backyard Private PoolbrbrParking: 4 Cars (Garage 2, Driveway 2) brbrPool: 17' x 6'brbrINCLUDED WITH RESERVATION:br- Linens, bedding and bath towelsbr- Starter amenities (1-3 day's worth) including: bar soap, shampoo, conditioner, lotion, dish detergent, dish soap, kitchen trash bags, laundry detergent, one roll of paper towels, toilet paper, 2 rolls per bathroom.br- Free Activities: Golf, Mini Golf, Bicycle Rental (1 round of golf per day, 1 round of mini golf per day, 1 bicycle per reservation)brbrNOT INCLUDED WITH RESERVATION:br- Beach Towelsbr- Beach Chairs, Pool Toys, Beach Wagonsbr- Children's Items (Cribs, Highchairs, etc.)br* These items can be rented for an additional charge. We can provide recommendations, as needed, or you can use any company of your choosing.brbrPAYMENT SCHEDULE: To secure a reservation, we require a 50% deposit upfront and the balance payment due thirty days prior to arrival via Visa, Master, Discover, American Card. ID Verification is required.brbrTOWN OF HILTON HEAD ISLAND STR PERMIT #029710
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(24)

$1930.16

/ Nightly
Private Vacation Home

BESTNEST by Beverly Serral: 2 Green Wing Teal Road *Private Pool*

Hilton Head Island, South Carolina, United States

Welcome to the BESTNEST at 2 Green Wing Teal in Sea Pines, just steps from the beach! brbr• Super spacious, 5 BR/6.5 BA home with 3 kings, 2 queens, and 2 Twins plus 2 Twin Bunks.br• 4th Row Ocean - Stand on the sand in less than 3 minutes.br• Private pool and spa, heatable in cooler months, and gas grill just off the kitchenbr• Three master suites, plus 2 additional bedrooms, each private and spacious br• Large screened porch with TV for sports and moviesbr• Password protected WiFi and 7 LED televisions.br• Open, airy kitchen with stainless appliances and gas range.br• Spacious, adjacent dining area with seating for all. Fireplace is decorative - not for guest use. br• Laundry is a breeze with full size washer and dryer in 2nd floor laundry room.br• Two driveways with loads of parking plus 2 car garage.br• Quick bike ride to South Beach Marina Village in 5 minutes, or walk it in less than 10.brbrWhat’s in a BESTNEST:brbr• Our hallmark CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews.br• Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and bath linens including extra blankets and clean and comfy sleeping pillows, and clean kitchen linens.br• Always provided in every BESTNEST in quantity for your stay: beach chairs/umbrellas/sand toys/beach cart, beach towels, a supremely equipped kitchen (in quality and quantity), hand soap, dish soap, kitchen sponges, trash bags, paper towels, tissues and toilet paper, your favorite hair dryer ever, fragrance free laundry soap and dryer sheets, ziploc bags, coffee filters, cleaning supplies, loads of quality coat and skirt hangers, and a few surprises.br• Always courteous, knowledgeable, and professional, 24/7 guest service.br• Allow us to amaze you, again and again. brbrOur FAQ:brbrHOW FAR TO BEACH: Step off the patio and onto the beachwalk path-- less than 5 minutes walk and your toes are in the surf. brbrPAYMENTS: For reservations made thirty (30) days or less days prior to arrival, payment in full is due at the time the reservation is made. For reservations made thirty one (31) days or more prior to arrival, payment of 25% of the total is required, and the full amount of travel insurance premium, if accepted, is required at the time of booking. The balance of the final total is required thirty (30) days prior to arrival. Long term winter reservations policy differs- please inquire. brbrCANCELLATIONS: You are welcome to cancel your reservation without penalty and receive full refund of your deposit up to 31 days prior to arrival. Cancellations made 14 days to 30 days prior to arrival will receive a 50% refund of total payment. At 13 days prior to arrival, your reservation becomes noncancelable and non-refundable. Travel insurance is always highly recommended. brbrPOOL/SPA HEAT: Heatable with propane (efficient in all months/air temperatures).The charge for BOTH is $350.00 for the first day and $150.00 each additional day during March - May and September - November.   This charge is non-taxable and non-refundable.  Please inquire for winter rates.brbrABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST.brbrSTR Permit Number: 032214
Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(17)

$1962.37

/ Nightly
Private Vacation Home

20 Egret Street - Southern Charm and Elegance

Hilton Head Island, South Carolina, United States

You have found Southern Charm and Elegance! brbr20 Egret is located just off North Beach Drive. This luxury, 6-bedroom home features all you need for the perfect vacation. The welcome starts at the entry with comfy chairs just before a wide staircase that leads up to the pool deck and front door. Just inside the front entry, you are greeted with a large open floor plan. The gourmet kitchen has recently updated appliances and is fully stocked for the family chef. The kitchen also features a large island and breakfast bar with 4 bar stools. The dining area has a table with seating for 8 along with a breakfast table that can seat 4 more people. brbrThe family will love spending time together in the main living room. The living room has a large comfy sectional and 2 additional chairs in front of the large flat-screen TV. There is also a laundry room, wet bar, and powder room bath in this area. Additionally, two of the home’s 6 bedrooms are located on the main floor. The first of which is a king bedroom with en-suite bathroom, full shower, and patio doors to the pool deck. Just across the hall is the master suite also featuring a king bed, large chairs, access to the pool deck, and a large en-suite bathroom. The master bathroom has a large soaking tub and separate shower and dual sinks. brbrJust upstairs are the remaining four bedrooms and another living room. This additional space allows everyone to spread out or come together, whichever you’d like. The first guest bedroom features 2 queen beds and an en-suite bathroom. The next guest bedroom has a king bed and en-suite bathroom. This king bedroom also contains access to a patio overlooking the pool. This side covered porch is perfect for enjoying your morning coffee and ocean breeze. Just down the hall is the upstairs living room with a large flat-screen TV, plenty of seating, and room for the whole family. The next guest bedroom features a king bed and en-suite bathroom with a shower. The last guest bedroom off the living room also features a king bedroom and en-suite bathroom. Upstairs there is a 2nd laundry room as well.brbrThe pool deck has a large pool with an attached spa which can be heated separately. There is an elevator available as well. 20 Egret has a large garage with a ping pong table and an extra refrigerator to keep all your beverages cold during your stay. Coligny Plaza is a short 3-minute bike ride away and the beach is even closer.brbrFirst Floor brBedroom 1: 1 King (private bath)brBedroom 2: 1 King (private bath)brbrSecond FloorbrBedroom 3: 2 Queen (private bath) brBedroom 4: 1 King (private bath)brBedroom 5: 1 King (private bath) brBedroom 6: 1 King (private bath)brbrbr- Additional Features:br~ Square Footage: 5,080br~ Pool size: 13x21.5br~ Parking Spaces: 6br~ Pool Heat – Yes, inquire about feebr~ Neighborhood: North Forest Beachbrbr- Distancesbr~ Beach: 400 ftbr~ Coligny: 0.5 mibr~ Harbor Town: 5.0 mibr~ South Beach: 5.8 mibr~ Shelter Cove: 4.9 mibrbrHH STR Permit #34634
Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(7)

$577.7

/ Nightly
Private Vacation Home

11 Cartgate ~ Beautiful 3Br with Private Dock, Pool and Screened Porch

Hilton Head Island, South Carolina, United States

11 Cartgate | Private Dock on the Lagoonbrbr*3 Bedrooms | 2 Full Bathrooms | 1 Half Bathroombr*Sleeps 8br*1 King, 1 Queen, 2 Twins and Queen Sleeper Sofa in Loftbr*4 TV's Including 65 SMART TV in Living Room | DVD | Alexa | Wi-Fi | Keurigbr*Gas Grill | Screened In Porchbr*Guests Have Use of the Garagebr*Free Golf and Kids Activitiesbr*Beach Gear Delivery Service Included br*Private Dock on the Palmetto Dunes Lagoonbr*Short Walk to the Beachbr*8 Beach Towels for Guest Usebr*Point Central Keyless Entrybr*2 Hours Per Day of Tennis or Pickleball at the Palmetto Dunes Tennis Center Includedbr*Access to the Palmetto Dunes Buggy (seasonal)br*4 Car Maximum | *No Parking on the Street {Additional Fees Apply}brbr11 Cartgate is a wonderful vacation rental located in Palmetto Dunes on Hilton Head Island, SC. It is 3 bedrooms/2.5 baths and is on the 11 mile lagoon system, which is perfect for kayaking and watching nature.brbrWhen entering the home straight in front of you is the main living area with hardwood floors, high ceilings, and access to the screened-in porch. A dark blue couch with chaise, two armchairs and a rocker provides plenty of seating. There is also a fireplace and 65” Samsung TV with sound bar. The beautiful pool and lagoon views greet you from the floor to ceiling large windows. From this room you can access the screened-in Carolina room with a couch and 2 chairs. To the right of the living room is the formal dining area with a table that seats 8. Continuing on through the house you also have a half bathroom and laundry room with washer & dryer on the main level. The kitchen, overlooking the pool and back deck, features granite countertops, blue cabinets, built-in cook top and double ovens. There is also an eat-in area with wooden table that seats 6, as well as seating for 2 at the kitchen bar. Sliding glass doors provide easy access out to the spacious deck for grilling or dining at the deck table seating 6, along with ample built-in bench seating, 2 lounge chairs, 4 chairs and the Char-Broil gas grill. The back deck goes the length of the house and has stairs leading down to the pool area that overlooks the lagoon. Guests will love the privacy the yard provides with the lush tropical landscaping all around. You have the pool and also a private dock on the lagoon, a perfect place for a quiet escape. Owners recently added a bulkhead to the dock on the lagoon, great for kayaking!brbrWhen you enter the home to the left are two of the bedrooms. The first bedroom has 2 twin beds, a 32” TV and access to the Carolina room. It shares a bathroom with the other bedroom. The bathroom has a single vanity and tub/shower combo. The second bedroom has a queen bed and 32” TV. brUp 16 stairs to the second level, there is a loft with a large window seat and a queen sleeper sofa just outside the master bedroom. The master has a king sized bed, 32” TV with DVD player and a nice window seat for looking over the pool, lagoon, and yard. The large private bathroom features double sinks, skylight, a large walk-in closet, and a separate room with a walk-in shower and a large soaking tub with marble surround.brbrThe home is approximately a short bike ride or a 10-12 minute walk to the beach. You will enjoy all of the amenities Palmetto Dunes has to offer including the championship golf courses, bike trails, and wide open beach. Once you stay here, we promise you will want to return year after year to have your dream vacation!brbr*Pool Cannot Be Heated. {Size 20'x 15'}br*4 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Fireplace Not Available for Guest Usebr*4 Car Maximum | *No Parking on the Street {Additional Fees Apply}br*Property May Be Monitored by Exterior Security Cameras
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(13)

$759.06

/ Nightly
Private Vacation Home

Pet Friendly ~ Marsh Views ~ Private Pool w/ Free Pool Heat ~ 25 Stoney Creek Rd

Hilton Head Island, South Carolina, United States

Welcome to Marsh View – Renovated Marshfront Retreatbr25 Stoney Creek | Sleeps 8–10 | Free Seasonal Pool Heat | Walk to Harbour TownbrbrMarsh View offers one of the most peaceful settings in Sea Pines — sweeping marsh views, expansive outdoor decks, and a layout designed for gathering.brCompletely redecorated in Fall 2025, this 3-bedroom, 3.5-bath home features all-new furnishings, refreshed interiors, updated lighting, and upstairs LVP flooring replacing prior carpet. The former twin bedroom has been converted to a king, creating two full king suites upstairs.brbrLocated just 0.5 miles from Harbour Town, this spacious retreat blends timeless Lowcountry character with thoughtful modern updates — plus a private pool with free seasonal heat.brbr ️ Bedroom Configuration – Sleeps 8–10brMain Levelbr• Primary Suite – King bed, Smart TV, private en-suite with glass shower, sliding door to private gardenbrUpper Levelbr• Second Primary Suite – King bed, Smart TV, en-suite with dual sinks & tub/shower combo, private deck with marsh viewsbr• Guest Bedroom – King bed (converted from twins in 2025), Smart TV, shared hall bath with tub/shower combobrUpper-Level Living Areabr• Two twin daybeds with trundlesbr• Large sectional sofabr• Smart TVbr• Game tablebrbr✨ Interior Highlightsbr ️ Great room with marsh views & bar areabr Den with piano, Smart TV & screened porch accessbr ️ Updated kitchen with modern appliances & marsh-view diningbr Kitchen Conveniences – Starter cooking essentials plus 10+ bulk cooking spicesbr Stone flooring details in foyer & dining areabr Side-by-side washer & dryerbr High-speed Wi-Fibr Smart TVs throughoutbrbr Outdoor Amenitiesbr Private pool (11' x 18', 3'–5'6” deep)br Heated to 86°F seasonallybr Screened-in porch with cozy seatingbr Expansive upper & lower decks overlooking the marshbr Propane fire table (propane provided)br Propane grill (cleaned before arrival; propane provided)brbr Pool Heatbr• Free pool heat March–May & September–November (heated to 86°F)br• December–February: Pool heat available on a best-effort basis for $50/nightbr• Because this home uses a heat pump system, desired temperatures may not be achievable during colder ambient conditionsbrbr Bonus Beachside HHI Amenitiesbr Guest Support – Personalized, local assistance from the Beachside HHI teambr Luxury Essentials – Full-size body wash, shampoo, conditioner, body lotion & hand soap in every bathroombr ️ Beach Gear – Turkish beach towels, soft-sided cooler & complimentary umbrellabr☕ Coffee Perks – Keurig & drip coffee makers with K-Cups, creamers & sweetenersbr Kitchen Conveniences – Starter cooking essentials plus 10+ bulk cooking spicesbr Household Conveniences – Starter supply of paper products, trash bags, dishwasher pods & laundry podsbr ‍♀️ Hair Dryers – Available in every full bathroombr Smart Home Features – Keyless entry, high-speed Wi-Fi & Smart TVsbr Charging Connections – Bedside USB-C & USB-A power bricks in every bedroombr Extras Available – Bikes, beach gear & baby equipment available to rentbrbr Why You'll Love Marsh Viewbr• Completely redecorated in Fall 2025br• Two full king suites upstairsbr• Free seasonal pool heatbr• Expansive marsh views & sunset decksbr• Multiple living spaces for larger groupsbr• 0.5-mile walk to Harbour Townbr• Pet-friendlybrbr Explore Sea PinesbrSea Pines is a 5,000-acre private, gated community offering a mix of relaxation and adventure:br Harbour Town Marina – 0.5 milesbr ️ Sea Pines Beach Club – 1.7 milesbr South Beach Marina – 3.7 milesbr Lawton Stables & Forest Preserve – 1.6 milesbr Golf & Tennis – Championship golf & world-class pickleball facilitiesbrbr Getting AroundbrBiking is one of the best ways to explore Sea Pines, with shaded multi-use paths connecting beaches, marinas, and attractions. During peak seasons, the Sea Pines Trolley offers convenient transportation throughout the community.brbr Important Informationbr⏰ Check-In & Check-Out – 4 PM / 10 AMbr Parking – Space for up to 3 vehicles (one in garage)br ️ Gate Passes – 1 complimentary included; additional $19/car/weekbr Pool Heat – Free March–May & September–November; best-effort $50/night Dec–Febbr Non-Smoking – 100% non-smoking homebr Minimum Age – Primary guest must be 25+brbr Pet PolicybrWe welcome well-behaved dogs at this home.brPet fee: $225 per pet, per stay.brEmotional support animals (ESAs) are subject to pet fees.brService animals are welcome with advance notice.brbr A True Marshfront EscapebrIf you're looking for peaceful views, spacious interiors, free seasonal pool heat, and walkable access to Harbour Town, Marsh View delivers one of the most serene settings in Sea Pines. Secure your dates today and experience the beauty of the Lowcountry from your own private deck.
Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(31)

$517.59

/ Nightly
Private Vacation Home

North Shore 406 - 3 Bedroom Two Story Penthouse - Newly Updated!

Hilton Head Island, South Carolina, United States

North Shore 406 was freshly painted throughout and newly updated in early 2026. All new flooring throughout also adds to the charm of this fabulous N. Forest Beach top floor townhouse! This bright and airy two-level 4th floor condominium features a spacious open floor plan with three bedrooms and three full bathrooms. The kitchen is very well stocked with all the comforts of home. The dining room comfortably seats six with additional seating at the kitchen bar. The living room offers comfortable seating and a large wall-mounted smart television plus another flat screen television in each bedroom. The master bedroom is on the 2nd floor and features a king-size bed. Bedroom 2 is on the main level and has a queen bed. Bedroom 3 is also on the 2nd floor and has 1 queen and 1 twin bed. The roof top pool and hot tub are just outside the entry door of this unit. Unit 406 also offers a wraparound balcony just off the living room which is perfect for a relaxing meal or cool drink. This rental includes privileges at the Oceanside Sea Crest Pool where the famous Pool Bar Jim's is located. brbrNorth Shore Place offers a secure, gated underground garage with an elevator, two parking spots, and plenty of luggage carts and bike racks. Conveniently located one block from the beach, and across the street from Coligny Plaza Shopping Center which has dozens of shops, restaurants, and the Piggly Wiggly grocery store. The new Low Country Celebration Park just off Pope Avenue is also just a short walk away. For larger groups - please inquire about North Shore 401 (3BR/3 Bath) located just on the other side of the pool or our nearby Sea Crest units located just across the street on the ocean side of the road.brbrHHI Short-Term Rental Permit # 029854
Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(35)

$811.37

/ Nightly
Private Vacation Home

15 Sandpiper Street - The Surfing Sandpiper, 3 Bedroom with Oasis Back Yard

Hilton Head Island, South Carolina, United States

Escape to the Surfing Sandpiper! brbrThis newly renovated 3-bedroom, 2-bathroom home in North Forest Beach, is just steps away from the beach. This charming vacation rental is the perfect place to relax and enjoy the scenic beauty of the area.brbrThe First bedroom is a Master bedroom that has a king bed and en-suite bathroom that features two separate vanities and a walk in shower. The first guest room has a queen bed. The third room has a double bed, bunk bed, and additional pull out trundle to bring the home's sleeping number to 9. The two guest rooms share a hall bathroom that has two vanities and a tub/shower combination to fit any families needs.brbrThe beautifully renovated kitchen is fully equipped stainless steel appliances and granite counter top. The Kitchen also has small island that opens up to the living room. The living area off the kitchen is a great place to spend time with family and friends, to cook, and dine together.brbrThe house features a 10' x 25' swimming pool with a swim ledge and integrated spa jets, providing a perfect place to cool off after a long day in the sun. After taking a dip in the pool or returning from the beach, the outdoor shower is a great place to rinse off. The fenced-in backyard oasis is a wonderful place to relax, with plenty of seating and ambiance to enjoy. Did we mention this home also has a small putting green brbr Take a short bike ride to Coligny Plaza, where you can find a variety of shops, restaurants, and entertainment options. Book your stay at the Surfing Sandpiper today and experience the best of North Forest Beach!brbr***additional fee to heat the pool***br(If nightly lows are 55 or colder, electric heaters may not be able to get pool temperature to desired setting. If the pool or spa does not reach the desired temperature but is still warming, refunds will NOT be given)brbrBedroom 1: 1 King (private bath)brBedroom 2: 1 Queen (hall bath)brBedroom 3: 1 Double Bed 1 Bunk (twin over full) (hall bath) brbrbr- Additional Features:br~ Square Footage: 1,550 br~ Pool size: 10x20br~ Parking Spaces: 4br~ Dog Friendly: Yesbr~ Pool Heat – Yes, inquire about feebr~ Neighborhood: North Forest Beachbrbr- Distancesbr~ Beach: 0.2 mibr~ Coligny: 1.2 mibr~ Harbor Town: 5.7 mibr~ South Beach: 6.5 mibr~ Shelter Cove: 5.7 mibrbrHH STR Permit #48186
Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(7)

$545.91

/ Nightly
Private Vacation Home

48 Heritage Road ~ Newly Renovated Sea Pines Home, Close to Harbour Town & Beach

Hilton Head Island, South Carolina, United States

48 Heritage Road | Private Pool & Hot Tubbrbr*3 Bedrooms | 2.5 Bathroomsbr*Sleeps 9br*1 King, 1 Queen, 3 Twins, Queen Sleeper Sofabr*4 TVs Including 55 SMART TV in Living Roombr*Alexa | Wi-Fi | Gas Grill | Keurigbr*Point Central Keyless Entrybr*Private Pool & Hot Tub {30' x 10'} br*8 Beach Towels for Guest Usebr*Daily Rounds of Golf and Kids Activities Includedbr*Beach Gear Credits Included br*Garage Available for Guest Use br*Short Bike Ride to the Sea Pines Beach Clubbr*Spacious Outdoor Entertaining Areabr*Access to the Sea Pines Trolley (seasonal)br*6 Car Maximum | *No Parking on the StreetbrbrThis adorable home is on one of the most beautiful streets on Hilton Head! Once you book this gorgeous home in one of the nicest, most quaint neighborhoods in Sea Pines, you will rebook before you leave to ensure you get it every year! This home has been recently renovated and not a single detail has been left out by one of Hilton Head Islands premier interior designers! Beautiful, practical and the perfect place for your next family gathering. The open floor plan lends itself to socializing and unwinding. The porch doors open up to the beautiful brand new pool and spa. Extends your indoor and outdoor living space! The back sun porch has a desk which makes it the perfect room for home-schooling, studying and when you have to get something done at work remotely.brbrCoastal and nautical accessories and colors make you feel like you are at the beach to relax and get away from the everyday stresses! Be sure to meet Larry, which you cannot miss in the back....An amazing Oak that helps give the yard shade and character! Lots of outdoor space as there are 2 decks on either side of the home.brbrThe master bedroom with king bed and 42 SMART TV, overlooks the pool and lush landscaping and has privacy blinds that can be turned on and off when you've had enough pool views! The attached bathroom has an over-sized shower with 2 shower heads and is all newly renovated and beautiful. The other guest bedrooms share an updated hall bathroom with a double vanity. The first guest room has two twin beds and 32 SMART TV. The other guest room has a double bed, twin bed and 42 SMART TV.brbrThe kitchen is open and fully-stocked and equipped with state of the art appliances and a sky light to add to the already bright rooms. The dining room seats 6 comfortably. Perfect for the Heritage Classic Golf Tournament and only a 6-8 minute bike ride to the beach! brbr*4 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Pool can be heated March – October only for an additional feebr*6 Car Maximum | *No Parking on the Streetbr*Additional fee to heat spabr{If the outside temperature is colder than 55 degrees, the pool may not be able to maintain a warmer temperature. If the pool or spa does not reach the desired temperature but is still warming, refunds will NOT be given}br*Property May Be Monitored by Exterior Security Cameras
Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(2)

$324.5

/ Nightly
Private Vacation Home

Townhome near pool-minutes to beach 2 bed/2.5 bath beach towels/chairs included!

Hilton Head Island, South Carolina, United States

Charming Townhouse in The Greens, Shipyard, Hilton Head Island, SCbrbrWelcome to your perfect retreat at The Greens, in Shipyard Plantation! This beautifully remodeled townhouse is nestled right on the golf course, offering stunning views and serene surroundings. With two spacious bedrooms and two and a half bathrooms, this unit is ideal for families or small groups seeking a luxurious and comfortable retreat.brbrInterior Features:brbr• Fully Remodeled Kitchen: Quartz countertops, full-size appliances, farmhouse-style sink, and a large island make this kitchen a chef’s dream.br• Dining Area: Features a stylish table with a bench and four chairs, comfortably seating six guests.br• Living Room: Relax in the cozy recliners, full-size love seat, and chair set while enjoying cable TV and WiFi.br• Master Suite: King bed, ensuite bathroom with a walk-in shower, and a walk-in closet for ample storage.br• Second Bedroom: Across the hall, it offers two queen beds and access to a full-sized bathroom with a tub/shower combo.br• Convenient Laundry: Washer and dryer located in the upstairs hallway closet.brbrOutdoor Amenities:brbr• Back Deck: Perfect for entertaining, with a BBQ grill and a table with an umbrella and four chairs.br• Proximity to Pool: Just steps away for a refreshing swim.br• Beach Access: Minutes from the pristine Hilton Head beaches.brbrExtras:brbr•Beach Gear: Includes beach towels, beach chairs, and pool toys for guest use.brbr• Shipyard Beach Shuttle daily from Memorial Day – Labor Day, 9am-5pm, weather permitting from Barcelona Road to the Beach Club for free rides.brbrExperience the best of Hilton Head living in this exquisite townhouse, where every detail has been thoughtfully designed for your comfort and enjoyment.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$929.81

/ Nightly
Private Vacation Home

MyStay at 2 High Water | Family Friendly Retreat with Pool & Pets Welcome!

Hilton Head Island, South Carolina, United States

Your “everyone fits here” Hilton Head vacation home.brbrA Palmetto Dunes retreat designed for big groups and multi-generational families. With 5,000+ sq ft, a resort-style pool, and room for up to 22 guests, 2 High Water gives your whole crew the space and comfort big trips need.brbrMade for big group trips:brThis home is all about flow, comfort, and togetherness. High ceilings, sunlit rooms, multiple living areas, and wide gathering spaces make it easy for everyone to be together without feeling on top of one another.brbrBedrooms that work for every type of group:brFive bedrooms plus an upstairs loft offer privacy and flexibility.brEach bedroom has its own dedicated bathroom, making mornings easy.brEveryone gets a comfortable spot. No compromises.brbrTwo spaces kids and teens love:br- Garage game room: ping pong, games, open-air hangoutbr- Upstairs bunk suite: a fun, separate zone for younger guestsbrAdults get quiet. Kids get freedom. Everyone’s happy.brbrA backyard that feels like a private resort:brOne of the largest pools in Palmetto Dunes sits at the center of the lagoon-side backyard.brbrYou’ll also find:br- Expansive pool deckbr- Loungersbr- Fire pit seatingbr- Grilling spacebr- Peaceful golf + lagoon viewsbrWhether you’re swimming, reading, or having slow mornings outside, the backyard becomes everyone’s favorite part of the trip.brbrThe best of Palmetto Dunes at your fingertips:brBike to the beach, ride the Dunes Buggy, walk the trails, golf, play pickleball, explore the lagoon, and enjoy resort dining.brEverything is close by. Everything is easy.brbrMyStay service:brHigh-speed Wi-Fi, beach gear, a high chair and booster seats, and 24-hour hands-on support.brEvery stay is prepared with care so your group can settle in quickly.brIf your family needs space, comfort, and a home that actually works for big groups, 2 High Water delivers.brbrYour Hilton Head getaway starts here.brWhy Guests Love This Homebr-5,000+ sq ft of space so large groups never feel crowdedbr- A resort-style pool that becomes everyone’s favorite part of the tripbr- Bathrooms for every bedroom, making mornings easybr- Two “kid zones” — a huge bunk suite and a garage game roombr- Multiple gathering areas for movie nights, meals, and quiet breaksbr- Peaceful lagoon + golf views that make the backyard feel privatebr- Central Palmetto Dunes location close to the beach, golf, and trailsbr- Room layouts that work for multi-gen familiesbr- MyStay’s 24-hour hands-on service for a stress-free staybrbrPlease Note: br- 2 Weekly Palmetto Dunes gate passes are included in the rental. Additional passes must be requested and purchased in advance.br- Primary Guest must be 25 years of age or older.br- The private pool can be heated for an additional fee. We recommend heating the pool between October and May. A minimum three-day notice is required for heating requests, and the pool must be heated for the entirety of your stay if requested.br- 1 Dog under 60 lbs. or 2 dogs under 100 lbs. are allowed for an additional fee paid for in advance of arrival.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 & Bathroom Configuration: (22 Guests)br- Bedroom 1 - Downstairs Primary King Suite with En-Suite Bathroom and Shower (2 Max)br- Bedroom 2 - Downstairs King Bedroom with Shower/Tub Combo (2 Max)br- Bedroom 3 - Downstairs 2 Full-Size Beds (4 Max)br- Bedroom 4 - Upstairs King Suite with Sleeper Sofa and En-Suite Bathroom with Tub and Shower (2 Max)br- Bedroom 5 - Upstairs 1 Double Bunk, and 2 Triple Bunks (10 Max)br- Upstairs Loft Space - 2 Twins and (2 Max)brbrTown of Hilton Head Island STR Permit #076668
Bed 5

Bed

Bath 5

Bath

Sleep 22

Sleeps

Slider Thumb
Exceptional(2)

$616.21

/ Nightly
Private Vacation Home

Peaceful Retreat With Cozy Backyard Firepit!

Hilton Head Island, South Carolina, United States

Summary:brbrLocated in the heart of Greenwood Forest within the Sea Pines community, 1 Wildwood is a spacious 3-bedroom, 3-bath home that blends peaceful living with exciting recreation. Enjoy access to the community pool, tennis courts, and playground, plus the Sea Pines Beach Club just a short walk away. Explore South Beach and Harbour Town for dining and entertainment, easily reachable by trolley.brbrbrbrInside, the home features a fully equipped kitchen with top-tier KitchenAid appliances, perfect for familybrbrbrbrThe Space:brbrNestled in the heart of Greenwood Forest, within the highly sought-after Sea Pines community, 1 Wildwood is a spacious, inviting, 3-bedroom, 3-bath home that offers the perfect balance of peaceful living and exciting recreation. Just steps from your door, you can unwind by the community pool, enjoy a friendly tennis match, or watch your kids explore the playground. Plus, with access to the Sea Pines Beach Club, your dream beach days are only a short distance away! Looking for more Hop on the trolley and visit the nearby South Beach and Harbour Town communities for delicious food and festive entertainment.brbrbrbrInside this beautiful home, every detail has been thoughtfully designed for comfort and convenience. The fully stocked kitchen features top-of-the-line KitchenAid stainless steel appliances, making it ideal for everything from a quick breakfast to a gourmet dinner. Whether you're hosting a family gathering or entertaining guests, this kitchen is sure to impress. The home also offers easy garage access for guests, and for a little friendly competition, a table tennis set provides hours of entertainment.brbrbrbrStep outside and enjoy your private oasis. The back patio is perfect for evening BBQs with the gas grill, while the firepit in the spacious backyard creates a cozy, inviting space for intimate gatherings. Whether you're winding down after a fun day of exploring Sea Pines or enjoying a relaxing evening at home, this outdoor space has everything you need to make memories. And when you're ready to head to the beach, the Sea Pines Beach Club is at your fingertips, offering direct access to beautiful, sun-kissed shores.brbrbrbrCome and relax, refresh, and make memories to last forever. We hope to see you soon! Book now and experience a vacation reimagined! Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbrbrbrbrbrPROPERTY SPECIFIC DETAILS:brbrbrbr* 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. $350 non-refundable fee for first dog, with an additional $350 for the 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 # 76184brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrSea Pines has a variety of family and individual activities including natural beaches, championship golf, tennis, biking trails and so much more.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! Sea Pines provides a complimentary seasonal trolley service that helps guests and residents travel around the resort without using a car. The trolley connects major destinations such as Harbour Town, the Sea Pines Beach Club, South Beach Marina, and The Shops at Sea Pines Center, making it easy to access beaches, dining, and shopping throughout the community.
Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps

Home Most popular vacation rentals in Hilton Head Island