Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 3200 Of 6408 Vacation Rentals
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Exceptional(4)

$163.32

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Condo

2 BDR with Shared Pool & Tennis Courts, Walk to Beach

Hilton Head Island, South Carolina, United States

Summary:brbrSettle into a relaxed island rhythm at this family-friendly condominium in Hilton Head Island. Sleeping up to 6, this second-floor condo puts you close to resort amenities with beach access and easy proximity to local favorites.brbrbrbrThe Space:brbrDesigned for easygoing coastal getaways, this 2-bedroom, 2-bath condo offers a comfortable home base for families and small groups. Unwind after beach or pool time with Smart TVs in both bedrooms, a selection of board games, and a game console for low-key evenings in. Head outside to enjoy the fresh air with outdoor seating and make use of the on-site BBQ grill when you’re in the mood to cook out.brbrBeach essentials are provided to help lighten your packing list, and resort access means you can mix your days between the sand and the community’s pools, hot tub, and gym. A pack ’n play/travel crib is available for younger travelers, and communal laundry on-site makes longer stays a breeze. When you’re ready to explore, you’re well positioned near the ocean and a short drive from shopping, dining, and family attractions.brbrbrbrWhat You’ll Lovebrbr• Resort beach access plus a near-ocean locationbrbr• Access to community amenities: indoor and outdoor pools, hot tub, and gymbrbr• Smart TVs in both bedroomsbrbr• Family-friendly touches: board games, game console, and pack ’n play/travel cribbrbr• Beach essentials providedbrbr• Outdoor seating and access to a BBQ grillbrbr• On-site deli/bar near the pool at Building 1 (Beach Bear Deli & Bar)brbrbrbrLayout (Sleeping Arrangements & Bathrooms)brbr• Bedroom 1: King bed, Smart TV, ensuite bathroom with a single vanity and shower/tub combo. Sleeps 2.brbr• Bedroom 2: One queen bed and one full bed, Smart TV. Sleeps up to 4.brbr• Bathroom 2: Full bath with a single vanity and shower/tub combo (hall access).brbrbrbrImportant Things to Notebrbr• Parking: Lot parking for up to 2 vehicles. Parking is unassigned and first come, first served. Parking passes are required and will be issued upon arrival.brbr• Elevator/Stairs: There is an elevator in the building. It’s operated and maintained by building management; availability can vary due to maintenance or outages. Stairs are required if the elevator is unavailable.brbr• Laundry: Community laundry is available on-site.brbr• Security: Security cameras are present in exterior/common areas throughout the resort community.brbr• Pets: This home is not pet-friendly.brbr• Check in is at 4:00 PM and checkout is at 10:00 AM. We cannot guarantee or approve early check in or late checkout requests in advance.brbr• We recommend considering travel insurance, just in case any unexpected changes come up. We do stick to our cancellation policy and want to make sure you're covered!brbr• We provide bedding, towels and a small starter set of essentials to help get you settled. Feel free to message us for details on what’s included.brbr• Salt, pepper, and cooking oil are not provided unless otherwise noted.brbrbrbrGetting Around:brbrNearby attractions: A short drive to Folly Field Beach Park, Shelter Cove Towne Centre, Pirate’s Island Adventure Golf, The Sandbox Children’s Museum, and the Comedy Magic Cabaret.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(14)

$183.95

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Villa

Beachfront Condo with Communal Pool & Ocean Views!

Hilton Head Island, South Carolina, United States

Summary:brbrWelcome to your home base on Hilton Head Island. This second-floor villa sleeps up to 4 and puts you within a short drive of beaches, dining, and family fun.brbrbrbrThe Space:brbrSettle into a comfortable, family-friendly villa designed for easy island days. The home sleeps 4 across a private bedroom, a cozy bunk alcove, and a queen sleeper sofa in the living room—great for couples, small families, or a close group of friends.brbrThe bedroom features a queen bed and smart TV for winding down after a day out. The full bathroom includes a single vanity and a tub/shower combo—handy for rinsing off after the beach. Stay connected with WiFi and enjoy simple arrivals with keyless entry.brbrbrbrCommunity perks include on-site laundry facilities and outdoor seating areas around the property. There’s also a communal outdoor pool. Beach essentials are provided to help you make the most of your time by the ocean. You’ll be close to island favorites for cycling, fishing, golf, shopping, museums, and water sports, plus popular spots like Coligny Beach Park and Coligny Plaza.brbrbrbrWhat You’ll Love (Features)brbr• Easy access to Hilton Head beaches, shops, restaurants, and parksbrbr• Sleeps up to 4 with flexible options for families and small groupsbrbr• WiFi and smart TV in the bedroombrbr• On-site laundry facilitiesbrbr• Communal outdoor pool brbr• Beach essentials to take with you for sun-and-sand daysbrbr• Parking for 1 vehicle in the lotbrbrbrbrLayout (Sleeping Arrangements & Bathrooms)brbr• Bedroom 1: Queen bed, smart TV (sleeps 2)brbr• Private Alcove: Twin-over-twin bunk beds (sleeps 2)brbr• Living Room: Queen sleeper sofa (sleeps 2; best for 1–2 children or 1 adult)brbr• Bathroom 1: Full bath with single vanity and shower/tub combobrbrbrbrImportant Things to Notebrbr• Pool: There is a communal pool for guest use.brbr• Parking: Lot parking is available for 1 vehicle.brbr• Laundry: Laundry facilities are available on-site.brbr• Floor/Elevator: This villa is on the second floor. There is an elevator in the building; however, it’s operated by the building management and may be unavailable at times for maintenance. Stairs are required if the elevator is out of service.brbr• Entry: Keyless lock for easy self check-in.brbr• Pets: This home is not pet-friendly. Thank you for understanding.brbr• This unit has an AC wall unit with a remote control for guest to control the temperature. brbr• No Ice Maker in the unit.brbr• Check in is at 4:00 PM and checkout is at 10:00 AM. We cannot guarantee or approve early check in or late checkout requests in advance.brbr• We recommend considering travel insurance, just in case any unexpected changes come up. We do stick to our cancellation policy and want to make sure you're covered!brbr• We provide bedding, towels and a small starter set of essentials to help get you settled. Feel free to message us for details on what’s included.brbr• Salt, pepper, and cooking oil are not provided unless otherwise noted.brbrbrbrGetting Around:brbrLocation logistics: About a 5-minute drive to Coligny Beach Park, Coligny Plaza, and Lowcountry Celebration Park.
Bed 1

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Bath 1

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Sleep 4

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$203.54

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Apartment

Seaside Sanctuary - Villa Steps from Beach

Hilton Head Island, South Carolina, United States

Summary:brRelax and unwind in this charming coastal condo, just steps from the beautiful Hilton Head beaches! This inviting retreat features a spacious king bed, a pullout sleeper sofa, and a cozy bunk bed—perfect for families or small groups. Start your day with coffee on the private patio before exploring all that Hilton Head has to offer. Enjoy world-class golf courses, scenic bike trails, fresh seafood, and stunning sunsets over the water. Whether you're looking for adventure or relaxation, this is the perfect place to experience the best of island life!brbrThe Space:brEscape to this charming coastal retreat just steps from the pristine Hilton Head beaches! This cozy 1-bedroom condo features a luxurious king bed, a convenient pullout sleeper sofa, and a fun bunk bed—perfect for families or small groups. Enjoy your morning coffee on the private patio, then take a short stroll to the sand and surf. With easy access to local dining, shopping, and outdoor activities, this is the perfect home base for your island getaway!brbrGuest Access:brThe guest will have access to the entire unit! We will generate a unique access code for the duration of your stay!brbrThe Neighborhood:brNestled in the heart of Hilton Head Island, the Coligny area stands as a vibrant and dynamic destination, offering an eclectic blend of coastal charm and lively energy. Known for the iconic Coligny Beach Park, this area boasts pristine sandy shores, inviting turquoise waters, and a bustling boardwalk that sets the stage for relaxation and recreation. Coligny Plaza, a central hub, is a lively commercial district teeming with boutiques, restaurants, and charming shops. Visitors and locals alike are drawn to the vibrant atmosphere, where live music, outdoor cafes, and a diverse array of dining options create an engaging social scene. Whether strolling along the beach, shopping for unique treasures, or savoring delectable cuisine, the Coligny area stands as a quintessential Hilton Head experience, inviting all to savor the coastal magic that defines this enchanting locale.brbrGetting Around:brThe location of this unit cannot be beat! You can walk or bike to everything you might need! brbrUber and Lyft is not always reliable, but we'd be happy to set you up with some of our favorite ride partners.brbrOther Things to Note:brHilton Head Island stands as a truly unique and enchanting destination, seamlessly blending natural beauty, sophisticated amenities, and a rich cultural tapestry. Renowned for its pristine beaches, the island offers a serene escape framed by swaying palmetto trees and the gentle murmur of the Atlantic Ocean. What sets Hilton Head apart is its commitment to preserving the island's natural splendor, with extensive bike trails, lush green spaces, and carefully planned development that harmonizes with the surrounding environment. Beyond its scenic landscapes, Hilton Head boasts a distinctive charm reflected in its diverse communities. From the upscale resorts and golf courses to the vibrant local markets, such as the bustling Coligny Plaza, the island offers a multifaceted experience that caters to both relaxation and exploration. The island's commitment to ecotourism is evident in its protected wildlife habitats and nature reserves, providing visitors with opportunities to encounter diverse flora and fauna. Hilton Head's unique character is further shaped by its rich history and cultural heritage. Gullah culture, deeply rooted in African traditions, is celebrated through art, music, and cuisine, offering a glimpse into the island's distinctive past. The annual events, including renowned golf tournaments and arts festivals, contribute to the island's dynamic and lively atmosphere. Whether one seeks the tranquility of its pristine beaches, the thrill of outdoor activities, or the warmth of its vibrant communities, Hilton Head Island stands as a remarkable destination where nature, culture, and leisure intertwine to create an unforgettable and distinctly unique experience.brbrInteraction with Guests:brWe are available throughout your stay!
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Bath 1

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Sleep 6

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Exceptional(1)

$624.62

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Condo

Sea Pines beachfront luxury

Hilton Head Island, South Carolina, United States

Located in Sea Pines, the South Beach Club's location offers convenient access to all the South Beach amenities. Enjoy the onsite pool, private beach access, and incredible views of the Calibogue Sound. The South Beach Marina's shopping, dining, and water activities are just a short walk away. brbrHilton Head Island Sea Pines resort beachfront! 1920 South Beach Club is on the 3rd floor and has stunning views of the Calibogue Sound. This 3 bedroom, 3 bath villa is beautifully decorated and offers everything you could want in a beach vacation. The living room looks out over South Beach and the Calibogue Sound. Steps away from the South Beach Marina and the famous Salty Dog Cafe, this villa located at South Beach Club in Hilton Head will fulfill your dreams of a perfect beachfront vacation!brbrUpon entry you are greeted with a wall of windows overlooking the gorgeous sound! The large dining area will seat six comfortably and leads into the open floor plan living room and kitchen. Recently renovated, the kitchen has everything you'll need for your stay! Walking onto the oversized private balcony you enjoy unparallel views of the morning sunrises, boats, dolphins jumping, and families enjoying their time together on the beach. brbrThis property features three king bedrooms, each with their own private and updated bathroom. There is nothing more you could want for your family vacation to Hilton Head than this stunning property. brbrBuilding features onsite community pool and elevator. Stroll to shops and restaurants at South Beach Marina Village. Enjoy South Beach Trolley (Mid May to Labor Day).brbrEnjoy this beachfront community with Views of the Atlantic Ocean and Calibogue Sound.brbr*Parking passes should be displayed at all time and parking is not allowed in the parking garage, only in the outdoor parking spaces.brShort Term Permit # 076218
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Bath 3

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Sleep 6

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Exceptional(1)

$1315.27

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Private Vacation Home

59 Sandcastle - Best Mid-Century Modern Beach Escape — 7BR, Pool, 3D-Theater

Hilton Head Island, South Carolina, United States

✨ Welcome to 59 Sandcastle Court! BRAND NEW LUXURY HOME — BE ONE OF OUR FIRST GUESTS!brWhere Mid-Century Modern design meets the Atlantic Ocean your luxury Hilton Head retreat awaits!brbrSleeps 24 + 1 child | Private Heated Pool (free heat!) | 3D Theater | Walk to Beach | Brand-New 2025 BuildbrbrExperience the perfect blend of luxury, comfort, and Mid-Century Modern charm at this brand-new (2025) custom-built home in the gated Sandcastles by the Sea community. Designed specifically for large families and groups, this 7-bedroom, 6-bath residence offers spacious gathering areas, a private heated pool (free heat!), an elevator, a kids' room, and an incredible 3D movie theater — all just a 10-minute walk to Folly Field Beach.brThis is the kind of home where families make memories, kids spread out, adults relax, and everyone feels spoiled.brbr Why You'll Love This Homebr• Brand-new luxury home (completed Summer 2025)br• Sleeps 25 comfortably (Up to 24 adults and 1 child) — ideal for reunions & multi-family tripsbr• Private heated pool (free heat year-round!)br• 3D Home Theater with 120” screen & reclinersbr• Elevator from garage to top floor (see note)br• Fully stocked gourmet kitchen + oversized islandbr• Beach gear included: chairs, wagons, cooler, toys & towelsbr• 10-minute walk to Folly Field Beach (quiet, family-friendly, lifeguarded in summer)br• $300 discount on golf cart rentalsbr• High-speed WiFi & Smart TVs in every bedroombr• Baby-ready home with crib, high chair & essentialsbr• Kids will LOVE the custom LED race-car bed — a huge hit for little racers!brbr Sleeping Summary (Sleeps 24 + 1 Child)brbr• Bedroom 1: King (2)br• Master Bedroom: King (2)br• Bedroom 3: King (2)br• Bedroom 4: King (2)br• Bedroom 5: Full (2)br• Bedroom 6 (Kids Room): Two Full-over-Full bunks (8), Two Twin trundles (2), Race car Twin bed (1 child)br• Bedroom 7: Two Queen beds (4)brbr The SpacebrbrMain Floor: The Heart of the HomebrbrThe moment you enter, the entire main level opens to a massive kitchen, dining, and living area designed for big groups to gather comfortably.br• Seating for 10 at the dining tablebr• 4 additional seats at the islandbr• 85 TVbr• Oversized glass doors opening to the balcony with dining and sitting areasbr• Bedroom 1 – King bedbrbrSecond Floor – Comfort & Conveniencebrbr• Master Suite – King canopy bed, private balcony, large TV, spa bathroombr• Bedroom 3 – King bedbr• Bedroom 4 – King bedbr• Bedroom 5 – Full daybed, computer desk with 34 ultrawide docking monitorbr• 2 Shared full bathroomsbrbrTop Floor – The Fun Zonebrbr• Home Theater – dedicated 3D theater with 120” screen and 4 comfortable leather theater seatsbr• Bedroom 6 – A vibrant, race-themed Kids' Room featuring two full-over-full bunk beds, two twin trundles, and a fully immersive race-car themed LED twin bed (perfect for kids up to 12). With raceway murals, checkerboard curtains, and the glowing red car bed, it's the ultimate kid paradise.br• Bedroom 7 – Two Queen bedsbr• 2 full bathroomsbr• Laundry room with high-end appliancesbrbrPerfect for families who want both privacy and gathering spaces.brbr Private Heated Pool Area (Ground Level)brbrA relaxing oasis for adults and a fun zone for kids.br• Free pool heat year-roundbr• Plenty of seatingbr• Outdoor showerbr• Grillbr• Barbr• Ping-pong tablebr• Full-size fridge for poolside drinksbr• Commercial ice-maker - never run out of ice!br• Beach wagons, chairs, games & toysbrbr Parking: up to 6 cars (2 in the garage and 4 in the driveway)brbr Baby Gear Providedbrbr• Cribbr• Pack 'n Play x2br• High chairbr• Baby dinnerwarebr• Bath seatbrbrFamilies with littles love this!brbr Gourmet KitchenbrbrFully stocked for cooking big meals together:br• Luxury appliancesbr• Electric stove & ovenbr• Granite countersbr• Walk-in pantrybr• Small appliances, cookware, utensils & serving piecesbr• Coffee bar with drip machine + Keurig (Complimentary K-Cups included)brbr Beach & NeighborhoodbrbrLocated in the gated “Sandcastles by the Sea,” just a 10-minute walk to Folly Field Beach via a paved path.brbrYou'll love:br• Lifeguarded beach in the summerbr• Restrooms, outdoor shower & drinking fountainbr• Wooden access ramp + ADA beach mat (easy wagon pulling!)br• Less crowded than Coligny Beachbr• Mini golf & Nala's Beach Bar (2-minute walk)br• Bike rentals close bybr• 4–6 minute drive to shops & grocery storesbrbr Golf Cart Rental DiscountbrbrAfter booking, you'll receive an exclusive $300 discount for 6-passenger electric golf carts (limited availability in summer).brCarts may be parked at beach access and driven to local restaurants, stores, and bars.brbr Important NotesbrbrElevator Note: This property features a residential elevator for occasional adult use. It is not ADA-compliant and should not be relied upon by guests with mobility needs, so stairs will still be necessary to access the home. For safety, use by children or for recreational purposes is strictly prohibited.brElevators are sensitive systems and may stop functioning due to weather events (such as flooding, power outages, or high winds), overloading, user error, or safety mechanism triggers. Repairs must be performed by licensed third-party vendors and may not be available on short notice, resulting in extended downtime.brWhile our team makes every effort to keep the elevator in working order, continuous availability cannot be guaranteed. The presence of an elevator does not affect rental rates; therefore, no refunds, discounts, or other compensation will be provided if it becomes unavailable.brbrPool Note: Please note that water temperature can vary with outdoor conditions, and during colder winter months the pool may not always reach a comfortable temperature even while the heater is working. Our team services pools regularly and will assist quickly if an issue arises, though refunds or discounts can't be offered for temporary downtime or cooler-than-expected water. For safety, children should always be supervised while using the pool.brbr❤️ About Your HostsbrSea Turtle Vacation Rentals is a small, boutique, family-run, locally owned company on Hilton Head Island. We take pride in offering personal, attentive service and beautifully maintained homes. Our mission is simple: treat every guest like family and deliver an exceptional vacation experience.brbr We'd Be Honored to Host YoubrIf you're looking for a brand-new, luxury, family-focused home with exceptional amenities and a perfect beach location, this is the one.brWe look forward to welcoming you to 59 Sandcastle on Hilton Head Island! brbr​​​​​​​Permit #62190
Bed 7

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Bath 6

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Sleep 24

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$449.16

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Private Vacation Home

Cozy 3BR/2BA in Sea Pines - Pool, Beach, Golf, Tennis & more!

Hilton Head Island, South Carolina, United States

3423 Carolina Place is a stylish and comfortable townhome with 3 bedrooms, 2 bathrooms, a large living and dining space, full kitchen, and a lovely back deck overlooking a lagoon and Sea Pines Forest Preserve with their diversity of wildlife. You'll have access to a private community pool just a few minute's walk away, as well as private community beach access with restrooms, restaurants & services at the Sea Pines Beach Club. Being ideally located in Sea Pines you'll also have access to the many other attractions and amenities in Sea Pines including South Beach, Harbour Town, Lawton Stables, the Sea Pines Forest Preserve, Sea Pines Center, and more. Although you can have an amazing vacation just within Sea Pines, this unit is also located close to Coligny with its shops, restaurants and public beach. Other Hilton Head attractions such as Shelter Cove and the many other public beaches are a short drive away. brbrUnlike the many small vacation condos you'll find on HHI, this is a spacious 1,280 sq foot unit with three bedrooms, 2 bathrooms, and a full size kitchen, as well as outside deck space. There's no comparison to vacationing in a cramped hotel room. Here, you'll have room to spread out and enjoy yourself and you'll truly feel at home on vacation. We tried to think of everything to make your stay easy and fun, including beach chairs, an umbrella, cooler with ice packs, boogie and skim boards and lots of beach toys for the kids. brbrThis property is clean, bright and tastefully decorated. As an end unit you will enjoy extra privacy and light. Walking into the main entry you'll notice the new LVP flooring and an open plan living room with high vaulted ceilings and a ceiling fan. The kitchen is just to the right. Although the kitchen has not yet been renovated it is clean and has everything you need if you decide to cook at home. The living room features 2 comfortable couches, a coffee table, a flat screen TV and a Sonos Era 100 bluetooth music speaker (please note that the fireplace is not for guest use). The dining room seats 6 and adjoins the living area. Both the living room and dining room have sliders leading to the deck. brbrThis is a one level unit so all 3 bedrooms are on the first floor. The master bedroom is a large room with vaulted ceiling containing a king size bed, plenty of drawer space, two bedside tables, and a ceiling fan. This bedroom also has a slider leading to the deck, and a window overlooking the lagoon where you might spot snowy egrets, great blue herons, or other local wildlife. The master bedroom has a beautiful, recently updated ensuite bathroom with dual vanity, tile floors, and a tile shower. (Please note that prior to May 2025 this unit had an older queen bed. A new king bed and new matching bedroom furniture was installed in May 2025. A couple photos of the master bedroom may show part of the old bed or furniture, until we're able to schedule our photographer to re-shoot).brbrThe first of two guest bedrooms is perfect for kids or additional guests. It features a twin-over-queen loft bed, a dresser, two nightstands, and a closet. This room also has direct access to the ensuite bathroom described below. Please note: the upper twin bunk is elevated and best suited for older children. Parents should use their discretion based on their child’s age and comfort level.brbrThe second of the two kids/guest bedrooms has 2 twin beds, a dresser, shared night stand, and a closet. brbrGiven the layout of 5 beds, with 1 king, 1 queen and 3 twins, this unit is ideal for many types of groups, from a family of 1 or 2 parents and 1-4 children, to 2 couples with or without children. While adults will prefer the king and queen bed, the twin beds will also sleep adults comfortably. brbrThe second bathroom is ensuite to the first kids/guest bedroom, and across the hall from the other. This second bathroom also serves as a guest bathroom. It is also recently updated and in a similar style to the master bathroom, but this one contains a single vanity and a full size tub & shower. brbrThe deck contains seating for 4-6 people and is a quiet space to hang out and enjoy views of the lagoon and forest beyond. There is a plastic deck box available for storing cushions. In front of the unit, there is a small service yard with another deck box full of various pool & beach toys, beach chairs, an umbrella, etc. brbrThe large community pool with gas grilling area is a short walk from the unit. Near the pool are several pickleball and tennis courts available for your use. You will find a key in the unit to access the pool and court areas. brbrBeach access is via the Sea Pines Beach Club, which is approximately 7 mins away by car or 15 mins by bike. The Beach Club has changing rooms, restrooms, and shops, bars and restaurants. Please note that motor vehicle access to the Beach Club is limited during peak season (mid March till Labor Day) and unless you arrive very early and are one of the first 50 vehicles you will not be able to park. Because parking is so difficult in peak season, Sea Pines runs a complimentary, continuous beach shuttle service during that season between 9a-5p. Every year Sea Pines Resort publishes their parking plan for the peak season. The 2025 announcement is at https://cdn.seapinesliving.com/wp-content/uploads/2025/02/2025-Beach-Parking-Plan-Announcement.pdf. Our digital welcome guide will always contain the latest guidance for the upcoming season. Note that outside peak season you can park at will at the Beach Club and it's easy to find a space. Hilton Head Island also has multiple public beach access options outside of Sea Pines including Alder Lane, Burkes Beach, Coligny Beach Park, Dreissen Beach Park, Fish Haul Beach, Folly Field Beach Park, and Islanders Beach Park.brbrDiscover the Magic of Sea Pines Resort while staying in this unit. Nestled along the breathtaking Atlantic coastline, this iconic community offers an unparalleled blend of relaxation, adventure, and southern charm. Picture yourself exploring the miles of pristine beaches, riding your bike through shaded trails, or taking in the beauty of lush golf courses, including the renowned Harbour Town Golf Links, home to the RBC Heritage PGA tournament. Sea Pines is more than just a resort; it’s a lifestyle. Enjoy luxury shopping and dining in Harbour Town, indulge in sunset cruises or wildlife tours, and don’t miss the iconic Harbour Town Lighthouse—an unforgettable backdrop for any vacation photo. If you're a nature enthusiast, you’ll love the 605-acre Forest Preserve located a short walk from the townhouse, perfect for hiking, fishing, and experiencing the island’s diverse wildlife. brbrWhether you're looking for family-friendly activities, romantic getaways, or a retreat filled with outdoor adventures, Sea Pines Resort provides it all. And after a day of exploration, unwind in the comfort of your private retreat—your perfect home away from home. brbrWhen you book 3423 Carolina Place you'll be dealing directly with the owners Amy & Kevin, not a corporate property manager handling hundreds of units. After confirming your booking we'll send you our digital welcome guide with information about the property, as well as insider tips on some of our favorite places on the island. You can reach us any time during your stay, and we'll do everything we can to help make your vacation fun and memorable. If it's your first time on Hilton Head Island, we'll be happy to give you advice and help you plan your stay, just let us know! brbrPlease note that Sea Pines only allows 3 ways to provide gate passes to short term rental guests. The first is to hand the physical pass directly to you. That doesn't work since we live in Connecticut! The second way is to send you a pass via postal mail. If you book with enough advance notice and request it, we can do that. However most commonly our guests have to use the third way - that's where you go to the Sea Pines Visitor Center, tell them you're a short term guest staying at 3423 Carolina Place, and pay for the pass yourself. The passes are $9/day but you can get one for $20 that is good for 7 days. We are sorry for this inconvenience. Unfortunately Sea Pines doesn't do digital passes or give us a way to pay for passes that others pick up, so these are our only options.brbrHome notes as of May 25, 2025:br- All vertical blinds been replaced with curtains. Some photos may still show vertical blinds until we're able to schedule our photographer to re-shoot.br- The 3 patio sliders are old and will be replaced in Q4 2025. Please take care when using the sliders.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(19)

$845.45

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Villa

Top Floor Oceanfront 3 Bedroom villa with panoramic views and community pool

Hilton Head Island, South Carolina, United States

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.brbr2519 Windsor Place is a beautifully appointed three-bedroom, three-bathroom oceanfront villa offering elevated coastal living from its top-floor location. With sweeping views of the Atlantic and the calming rhythm of the waves just beyond, this villa creates the perfect setting for a relaxing and memorable getaway.brbrAs you enter, you are welcomed into a bright and inviting living space where expansive windows and sliding glass doors showcase breathtaking ocean views. The living area is comfortably furnished, offering a cozy place to unwind while staying connected to the natural beauty just outside.brbrThe kitchen has been thoughtfully updated with granite countertops, stainless steel appliances, and bar seating for two, creating a functional and stylish space for preparing meals. Just beyond, the dining area provides seating for eight, while a separate high-top table for two offers a flexible space that can also serve as a convenient workstation. Step outside to the covered balcony, where an additional dining table for up to six allows you to enjoy meals with a stunning ocean backdrop.brbrThe bedroom layout is designed to maximize both privacy and views, with two oceanfront suites positioned to take full advantage of the villa’s premier location.brbrBedroom 1 features a king bed, TV, and direct access to the oceanfront balcony, where sweeping views create a serene private retreat. The ensuite bathroom includes a spacious layout with both a soaking tub and walk-in shower. Bedroom 2 also offers a king bed, TV, and balcony access, allowing for the same incredible ocean views and seamless indoor-outdoor experience. The ensuite bathroom is equally well-appointed with a tub and walk-in shower. Bedroom 3 is furnished with a custom bunk configuration, featuring a full bed on the bottom, a twin on top, and an additional twin trundle, making it an ideal space for additional guests or families. A nearby bathroom with a walk-in shower is conveniently located just outside the room.brbrA laundry area with a brand new oversized washer and dryer is located just off the kitchen, providing added convenience for longer stays.brbrAs part of Windsor Place, guests also enjoy access to two community pools, offering another way to relax and unwind just steps from the beach.brbrFrom sunrise views over the ocean to evenings spent on the balcony, 2519 Windsor Place delivers a seamless blend of comfort, functionality, and an unbeatable oceanfront setting.brbrPlease note: The Windsor II elevator is scheduled for replacement beginning in the first week of November 2026. During this project, the elevator is expected to be out of service through approximately late February to early March 2027. Guests should plan to use stairs during this time. We appreciate your understanding as the community completes this improvement project.brbrKey Features:br• Proximity to the beach: Oceanfront complexbr• Covered parkingbr• Elevatorbr• Pets are not allowedbr• Palmetto Dunes AmenitiesbrbrComplex Amenities: br• Two Large Oceanfront Pools and Sundeckbr• Graduated Entry Poolbr• Mushroom Shaped Waterfallbr• Poolside Restroomsbr• Pool Area was Renovated in 2020br• Covered Pavilionbr• Gas Grilling AreabrbrPool Heating Schedule:brMarch 15th-April 30thbradult pool only. October 15th –November 30thbr(pool with mushroom is NOT heated or cooled)brbrWindsor Place MapbrbrRent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.
Bed 3

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Bath 3

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Sleep 8

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Exceptional(4)

$329.7

/ Nightly
Condo

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Hilton Head Island, South Carolina, United States

Near Golf Course | Coligny Beach On-SitebrbrWake to the sound of waves and the sight of the Atlantic at this 1-bed, 1-bath condo! Perfect for couples or small families, this Hilton Head Island vacation rental offers direct beach access, a pool, and a private balcony overlooking the ocean. Spend the day at Coligny Beach or exploring shops and restaurants just steps away. With a full kitchen and washer/dryer, this oceanfront gem is designed for a carefree coastal escape — book your stay today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 king bedbr- Living Room: 1 queen sleeper sofabrbrBREAKERS HILTON HEAD COMMUNITY AMENITIESbr- Beach accessbr- Outdoor pool w/ kids' pool (unheated)br- Outdoor showerbrbrMAIN FEATURESbr- Private balcony w/ ocean/beach viewbr- 2 Smart TVsbr- Dining tablebrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Microwave, toasterbr- Drip coffee maker & Keurig (bring your own coffee)br- Cooking basicsbr- Dishware/flatwarebr- Trash bags & paper towelsbrbrGENERAL br- Free WiFibr- Washer & dryerbr- Central A/C & heating, ceiling fansbr- Linens/towels, complimentary toiletriesbr- Iron/board, hair dryerbr- Keyless entrybrbrFAQbr- Quiet hours (10:00 PM-7:00 AM)brbrACCESSIBILITYbr- Single-story condo, step-free entry via elevatorbrbrPARKINGbr- Community parking lot (1 vehicle; pass provided)br- No street parkingbrbrADDT’L ACCOMMODATIONSbr- An additional property is available in the same complex with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- Oceanfront complex steps from the island’s top restaurants & shopsbr- Walk to Piggly Wiggly, Celebration Park/playground & Coligny Plazabr- 2 miles to Shipyard Golf Clubbr- 3 miles to Sea Pines Forest Preservebr- 5 miles to Harbour Town Lighthousebr- 5 miles to Shelter Cove Harbour & Marinabr- 7 miles to Coastal Discovery Museumbr- 41 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- Please observe quiet hours from 10:00 PM to 7:00 AMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo offers step-free entry via elevatorbr- Renovations of the bathroom will be completed by 2026; the shower/tub will be replaced by a walk-in shower
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Sleep 4

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Exceptional(2)

$325.3

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Condo

Oceanfront Condo! Breakers 210 w/ Sunrise Views

Hilton Head Island, South Carolina, United States

Near Golf Course | Coligny Beach On-SitebrbrWake to golden sunrises and sweeping ocean views! This 1-bed, 1-bath condo pairs coastal comfort with unbeatable location. Perfect for couples, solo travelers, or small families, the Hilton Head Island vacation rental features a private balcony, a full kitchen, and an in-unit washer/dryer. Spend the day on the beach, by the pool, or exploring shops and eats at Coligny Plaza. Park once, relax fully, and savor every seaside moment — your getaway awaits!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 king bedbr- Living Room: 1 queen sleeper sofabrbrBREAKERS HILTON HEAD COMMUNITY AMENITIESbr- Beach accessbr- Outdoor pool & kids' pool (unheated)br- Outdoor showerbrbrMAIN FEATURESbr- Private balcony w/ ocean/beach viewbr- 2 Smart TVsbr- Dining tablebrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Microwave, toasterbr- Drip coffee maker & Keurig (bring your own coffee)br- Cooking basicsbr- Dishware/flatwarebr- Trash bags & paper towelsbrbrGENERAL br- Free WiFibr- Washer & dryerbr- Central A/C & heating, ceiling fansbr- Linens/towels, complimentary toiletriesbr- Iron/board, hair dryerbr- Keyless entrybrbrFAQbr- Quiet hours (10:00 PM-7:00 AM)brbrACCESSIBILITYbr- Single-story condo, step-free entry via elevatorbrbrPARKINGbr- Community parking lot (1 vehicle; pass provided)br- No street parkingbrbrADDT’L ACCOMMODATIONSbr- An additional property is available in the same complex with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- Oceanfront complex steps from the island’s top restaurants & shopsbr- Walk to Piggly Wiggly, Celebration Park/playground & Coligny Plazabr- 2 miles to Shipyard Golf Clubbr- 3 miles to Sea Pines Forest Preservebr- 5 miles to Harbour Town Lighthousebr- 5 miles to Shelter Cove Harbour & Marinabr- 7 miles to Coastal Discovery Museumbr- 41 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- Please observe quiet hours from 10:00 PM to 7:00 AMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo offers step-free entry via elevatorbr- Renovations of the bathroom will be completed by 2026; the shower/tub will be replaced by a walk-in shower
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Sleep 4

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$755.15

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Private Vacation Home

**NEW LISTING** Beautifully UPDATED 4 Bedroom Sea Pines Home w/ Private Pool

Hilton Head Island, South Carolina, United States

Welcome to 9 Baynard Park Road! This beautifully updated single-level home features four bedrooms, three and a half bathrooms, and comfortably accommodates up to ten guests. Ideally located in the Harbour Town area of Sea Pines, the home offers a private pool and an easy, open layout - perfect for a relaxing stay your whole group will enjoy.brbrbr*Bedding Configuration*brbr• Bedroom 1: King (Master, Sitting Area w/ 55” Flat Screen TV, Private Bathroom)brbr• Bedroom 2: King (55” Flat Screen TV, Private Bathroom)brbr• Bedroom 3: King (55” Flat Screen TV, Shared Jack/Jill Bathroom)brbr• Bedroom 4: Two Queens (55” Flat Screen TV, Shared Jack/Jill Bathroom)brbr**Please note: Professional photos were taken prior to the arrival of the new living room furniture. Updated photos will be added once the furnishings are in place**brbr*Additional Info*brbr• Distance to Beach: This closest beach path is located approximately 1 mile from the home (off of South Sea Pines Drive) - an easy bike ride. There is also beach access available at the Sea Pines Beach Club - which is two miles away from the home. If you bike to the Beach Club - there are bike racks available. There is a complimentary beach shuttle from the Harbourtown area which operates seasonally only. No parking is available at the Beach Club unless you are staying typically after Labor Day through mid-March or it is after 5pm.brbr• Pool Info: The pool is approximately 30’ by 12’ with a depth ranging from 3.5’-5’. The pool is able to be heated seasonally only at no additional cost. The pool cannot be heated if temperatures drop below 55 degrees at any point during your stay, and it is not available during the summer months. Pool heat is typically available March-May and September-October, weather permitting.brbr• Fully Equipped Kitchen + Regular Drip Coffee Maker, Keurig, Crockpot brbr• Living Room with Large, Flat Screen TVbrbr• 10 Beach Towels brbr• Gas Grillbrbr• Ping Pong Table + 2nd Refrigerator In Garagebrbr• Washer/Dryerbrbr• Wireless Internetbrbr• 3,261 Square Feetbrbr• Paying guest reservations staying between 4-27 nights will receive a $250 VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only.brbr• Parking: There is parking available for up to four cars max in the driveway. Parking passes are an additional $17/pass plus tax. The garage is not available for parking. brbrWelcome to Hilton Head Island's most celebrated resort! With its iconic lighthouse, 2 world-class marinas, 5,000 oceanfront acres and seemingly endless walking and biking paths, Sea Pines (located on the southern tip of the island) has been the island's most recognized resort for more than 50 years. The array of activities available to guests is virtually limitless; from its three premier gold courses (including Harbour Town Links, a perennial stop for the PGA Tour) to tennis at the Sea Pines Racquet Club (ranked #1 for tennis programs by Tennis Magazine) to incredible dining, shopping and outdoor adventures. For many, Sea Pines is more than a resort - it's the essence of Hilton Head Island and the best of the Lowcountry. brbrHilton Head Island Short Term Rental Permit #
Bed 4

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Bath 4

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Sleep 10

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Exceptional(4)

$247.68

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Condo

Fairytale Escape w/ Pool, Tennis Golf Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbr1651 St. Andrew's Common — Step into 'Happily Ever After' in Hilton Head! Play golf, hit the beach, and enjoy a shared pool and tennis court. Unwind in a sunlit living room, cook in a full kitchen, and sleep like royalty. Book now for your fairy tale vacation! Small dogs (1 max) are allowed up to 25 lbs.brbrbrbrThe Space:brbrWelcome to Happily Ever After, where fairy tales meet modern luxury in Hilton Head! Tucked amidst the island's enchanting charm, this elegant villa is your gateway to a vacation straight out of a storybook.brbr brbr Tee off at multiple golf courses, frolic on sandy beaches, and unleash your competitive spirit with a game of tennis—all just minutes away from your royal abode! And when you're ready to kick back and relax, simply step outside to enjoy the shared pool and tennis court fit for royalty.brbr brbr Inside, bask in the glow of natural light in the carefully curated living room, complete with a larger-than-life TV and seating fit for a king (or queen!). And let's talk about that private, covered patio—surrounded by lush greenery and whimsical garden trinkets, it's the perfect spot for royal pondering and sipping your morning brew.brbr brbr Hungry for adventure Whip up a feast fit for a monarch in the full kitchen, boasting stainless steel appliances and enough meal prep space to satisfy even the pickiest of palates. And fear not, cleanup duty is a breeze thanks to the dishwasher—because who wants to deal with dirty dishes on vacation brbr brbr As the sun sets over the horizon, toss your swimsuits into the private washer/dryer for a royal refresh before embarking on a sunset stroll along the beach. And when it's time to bid adieu to the day, sink into the plush linens of your spacious bedroom for a night of sweet dreams and fairy tale endings.brbr brbr Your happily ever after awaits—don't let this enchanted getaway slip away! Book now and make your vacation dreams a reality in Hilton Head! Come 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.brbr brbr brbr PROPERTY SPECIFIC DETAILS:brbr brbr * Palmetto Dunes 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 - 1 dog up to 25lbs max. $250 non-refundable fee for the dog. Dog is not permitted on the furniture and must be crated if left alone. Please do not leave your furry friend alone outside, as we have wildlife that they should not encounter.brbr * Free access to The Dunes Buggy transportation which provides courtesy transportation within Palmetto Dunes, Leamington, and Shelter Cove mid-March through mid-September. This on-demand service dispatches vehicles on a first-come, first-serve basis!brbrbrbrSTR Permit # 50608brbrbrbrGuest 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:brbrPalmetto Dunes is an oceanfront resort and the ultimate vacation destination. An 11-mile lagoon provides a leisurely day of canoeing or kayaking. Golf, tennis, biking & more! This is a gated community.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.brbr brbr Palmetto Dunes Buggy Servicebrbr Free shuttle service. The Palmetto Dunes Buggy service provides complimentary transportation within the Palmetto Dunes Resort and Shelter Cove Harbor. Don't worry about renting a car or spending money on getting to and from all the amenities and things to do at Palmetto Dunes.brbr brbr The shuttle service will take you to the beach, golf courses, restaurants, shops, and tennis courts at Palmetto Dunes. It will also bring you to Shelter Cove Harbour, Towne Center, and the Plaza. This area is bustling and offers plenty of activities and things to do just off-site.brbr brbr The Palmetto Dunes Buggy service is available seasonally from April to September. Each van is dispatched on a first-come, first serve basis by request. Typically vans arrive within 10 minutes of a call.
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Sleep 4

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Exceptional(3)

$254.06

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Villa

Walk to the Beach! Coastal Villa w Large Balcony!

Hilton Head Island, South Carolina, United States

Summary:brOur newly renovated 2 BR/2 BA Fiddler's Cove villa is available for rent! Located on the quiet third floor, 24E is spacious and modern. The kitchen features new cabinets, quartz countertops, GE appliances, and floating shelves. Behind barn doors are the washer, dryer, and pantry. Updated bathrooms have new vanities and tile. The dining area includes a coffee/wine bar and seating for six. The living area has a queen sleeper sofa, side chairs, and a 65-inch TV.brbrThe Space:brJust off the living area, the expansive balcony is a wonderful space for entertaining friends or relaxing with a cup of coffee or a glass of wine! The balcony truly extends the living area to the outdoors. A large sitting area is furnished with a cushioned sofa and side chairs which are anchored by an outdoor rug. There is an eating area with a glass topped dining table for al fresco dining on those mild Hilton Head evenings. Two lighted ceiling fans will keep you comfortable and cool. brThe beach is a five minute walk from the villa, and we have provided beach supplies In the storage closet on the balcony. You will find 4 beach chairs, an umbrella, sand toys, and a cart to carry everything.brThe primary bedroom, decorated in soothing colors and textures, features sliding door access to the spacious balcony. Walk through the pocket door to a lovely ensuite bath with a glass-enclosed, tiled shower. When it’s time to unwind after a day of fun and sun, you can turn on the ceiling fan and stretch out on the queen bed topped with a Dreamcloud Premier mattress. If you’re able to stay awake, cuddle up under the cozy throw and watch your favorite shows on the 55-inch wall mounted TV. The room offers plenty of storage space for your things.brThe guest bedroom is a second sanctuary, decorated in various hues of blue. It features a queen-sized bed with a Purple mattress. Relax with a good book or watch TV before resting up for your next adventure! The room is furnished with a dresser, 2 spacious night tables, and a closet, offering plenty of storage.brJust off the guest bedroom is the hall bath. It too has been totally updated, featuring a new vanity and beautiful tile work on the floor and around the tub. This bathroom is convenient for bathing the kids or unwinding in the soaking tub yourself!brThe hall features open shelving with baskets in case you need extra space. Look in the baskets for the sheets for the pull-out sofa and beach towels.brbrOther Villa amenities and notes:brThe villa sleeps up to 6 ( 2 queen beds and 1 pull out sofa)brLuggage rack in each bedroombrVelvet non-slip hangers in both child and adult sizesbrIroning board, iron, and clothing steamer to keep you looking goodbrDrying rackbrExpandable laundry basketbrPots, pans, dishes, utensils, and glasses in the fully equipped KitchenbrToaster-oven and blenderbrKeurig k-cup coffee machine on coffee barbrDrip coffee maker on coffee barbrWine glasses, beverage glasses on the floating shelves on the coffee / wine bar.brDual zone beverage refrigerator to keep your beer and soft drinks cold and your wine at the proper temperaturebrCards, games, and puzzles (in the console under the TV in the living area)br“Alexa” for weather checks and other informationbrA cotton throw in each bedroom and one in the living roombrBlow dryers in each bathroombrBeach chairs, umbrella sand toys and cart (outdoor storage closet)br4 extra chairs are stored in the outdoor closet if you are entertaining a bigger crowdbrPickleball CourtsbrPlay areasbrGas and Charcoal grillsbrFitness RoombrRacquetball courtsbrPing PongbrCorn holebrNote: While the third floor is great for peace and quiet and the views, there is no elevator.brbrGuest Access:brFiddler's Cove offers the security and convenience of a gated community, providing peace of mind for residents and guests alike. Upon arrival, guests will receive passes that grant access through the gated entrance, ensuring privacy and safety throughout their stay. Once inside the community, accessing the condo is hassle-free with a door code provided, offering seamless entry without the need for keys. This streamlined process allows guests to focus on enjoying their vacation while benefiting from the security measures and amenities of Fiddler's Cove.brbrThe Neighborhood:brFiddler's Cove is a charming community nestled on Hilton Head Island, offering a relaxed and welcoming atmosphere for residents and vacationers alike. Situated just a short walk or bike ride from the pristine beaches of the Atlantic Ocean, Fiddler's Cove provides easy access to sun, sand, and sea. The community is known for its lush landscaping, tranquil lagoons, and abundant wildlife, creating a serene backdrop for coastal living.brResidents of Fiddler's Cove enjoy access to a range of amenities, including multiple swimming pools, tennis/pickleball courts, and leisure trails, providing ample opportunities for outdoor recreation and relaxation. The community's central location on the island also means that dining, shopping, and entertainment options are just a stone's throw away.brbrFiddler's Cove is more than just a neighborhood; it's a vibrant community where neighbors become friends and everyday life is infused with the laid-back charm of island living. Whether you're looking for a permanent residence or a vacation retreat, Fiddler's Cove offers a peaceful haven where coastal dreams become reality on Hilton Head Island.brbrFiddlers Cove Features and Notes:br• Fiddler’s Cove is a gated community with 24-hour securitybr• There are 2 heated and cooled pools; one near the clubhouse and one visible from our balconybr• The larger pool was re-tiled in December 2023 and provides 25-yard lap lanes.br• The hot tub is next to the large pool, very close to our villa.br• There are 7 Har-Tru Tennis courts and 6 Har-Tru Pickleball courts steps away, so you can play to your heart’s content!br• The clubhouse provides recreation space with a ping pong table, corn hole, a fitness room, and racquetball courts.br• There are play areas with swings throughout the complexbr• There are several grilling /picnic areas with both propane and charcoal as options.br• Bike racks are located throughout the complex. Note: Hilton Head has 60 miles of bike paths, so bike riding and bike rental are very popular. If you rent bikes, they will be delivered and picked up at Fiddler’s Cove.brbrGetting Around:brOn Hilton Head Island, transportation options are unique compared to larger cities. While the availability of Ubers and taxis can be limited, guests staying at our unit in Fiddler's Cove will have the convenience of their own car, ensuring easy access to explore the island at their own pace. Additionally, many visitors opt for an alternative mode of transportation by renting bikes, which is a popular and eco-friendly way to get around the island. With numerous bike paths and scenic routes, biking becomes not only a practical means of transportation but also a delightful way to immerse oneself in the island's natural beauty and laid-back atmosphere. It's important to note that relying solely on Ubers or taxis may pose challenges due to limited availability, making personal vehicles or bikes the preferred choices for navigating Hilton Head Island during your stay.brbrInteraction with Guests:brOur hosts will be available via text, app messaging, or phone!
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Bath 2

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Sleep 6

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$650.74

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Private Vacation Home

Modern Beach House w Private Heated Pool

Hilton Head Island, South Carolina, United States

Tucked away on a quiet, private cul-de-sac in the heart of Hilton Head Island, this stunning home is the ultimate retreat for families and groups seeking sun-soaked memories and Southern charm. Just a 10-minute walk from the beach this coastal gem puts you right in the middle of everything the island has to offer, yet feels like your own private sanctuary.brbrInside, a warm, open-concept layout welcomes you with soaring ceilings, expansive windows, and sunlight that dances across beautiful hardwood floors. The main living area offers cozy, communal seating perfect for catching up after a day of exploring. With the beach, and all the amenities of Chaplin community park (a great kids playground, outdoor basketball courts, public tennis courts, soccer & baseball fields) only a short walk away - there are activities closeby for every member of your party. brbrThe fully updated kitchen is a chef’s dream—sleek stainless steel appliances, ample counter space, and a massive dining table make it easy to cook and gather with your entire group. Signature linens and top-tier bedding ensure a luxurious night’s sleep in every room, with accommodations that sleep a crowd in style: two king beds & two queen beds. brbrEach bedroom has its own en-suite bathroom. A full laundry room with a high-capacity washer and dryer makes extended stays effortless.brbrThere’s no shortage of space to spread out and relax. An interior staircase and an elevator (non-ADA compliant) make getting around a breeze. Mix up your favorite drinks at the wet bar, stocked with a mini fridge and beverage cooler, or step outside for some fresh air. The outdoor space is built for fun—grill out, lounge by the pool (with its own full bathroom), challenge your crew to a game of ping-pong, or head up to the rooftop patio to watch the sun set with a cocktail in hand.brbrWe’ve got your beach days covered, too—with gear ready to go and all the essentials for a full day of sand and surf.brbrImmaculately kept and thoughtfully designed, this home is more than a rental—it’s your launchpad for an unforgettable Hilton Head adventure. Whether you’re biking through shaded trails, kayaking in the marshes, or simply soaking up the Southern sun, this is where lifelong memories begin.brbr**Pool can be heated for an additional $100/day, or $400/week. Pool may not be able to heat to desired temperature if outside temperature is below 60 F. Please inquire at the time of booking. Welcome to 17 Corine!
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Exceptional(15)

$1021.48

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Private Vacation Home

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Hilton Head Island, South Carolina, United States

Perfect for large families, reunions, and multi-generation vacations, Tara Castle is a spacious beach house designed so everyone can stay together comfortably — without feeling crowded.brbrQuick factsbr• Sleeps up to 18br• 5 bedrooms + kids' bunk/play roombr• Private heated saltwater poolbr• 10-minute walk to Folly Field Beach (no busy roads)br• Elevator for grandparents, luggage & strollersbr• Dog friendly (up to 2 dogs)br• Fast WiFi + workspacebr• Beach chairs, wagon & gear includedbrbrIf you've been searching for a Hilton Head home that truly works for grandparents, kids, and multiple families — this one checks all the boxes.brbrWHY FAMILIES LOVE THIS HOMEbrbr• Everyone eats together — large dining table plus island seatingbr• Room to spread out — multiple living areas for adults, teens & kidsbr• Easy beach days — walkable access, wagon-friendly routebr• Kid-friendly layout — bunk/play room with arcadesbr• Privacy between families — bedrooms across multiple levelsbr• Accessible for all ages — elevator access to all floorsbrbrThis is the kind of house families book year after year.brbrLOCATION – FOLLY FIELD, HILTON HEAD ISLANDbrbrLocated in the desirable Folly Field area, you're close to:br• Folly Field Beachbr• Driessen Beach Parkbr• Bike paths & walking trailsbr• Golf coursesbr• Grocery stores & restaurantsbrbrYou get easy access to everything — without the congestion of resort zones.brbrLAYOUT OVERVIEWbrbrMain living levelbr• Open kitchen, dining & living spacebr• Large dining table + island seatingbr• Access to the deckbrbrSleeping arrangementsbr• King and queen bedrooms for adultsbr• Dedicated kids bunk/play roombr• Bedrooms spread across levels for privacybrbrOUTDOOR SPACEbrbr• Private heated saltwater poolbr• Poolside seating & loungingbr• Grill & outdoor diningbr• Fully fenced yard areabr• Space for kids to play and adults to relaxbrbrPerfect for spring, summer, and fall stays.brbrGOOD TO KNOWbrbr• Dog friendly (2 dogs max)br• Elevator provided for conveniencebr• Family-oriented propertybr• Quiet residential neighborhoodbrbrIS THIS THE RIGHT HOUSE FOR YOU brbrThis home is ideal if you're:br• Traveling with multiple familiesbr• Bringing grandparents and kidsbr• Planning a reunion or milestone tripbr• Looking for a walk-to-beach home with a private poolbrbrIf you're trying to find one house where the entire group can stay together and actually enjoy the week, Tara Castle was built for exactly that. brbrPermit #066764
Bed 5

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Bath 3

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Exceptional(14)

$449.38

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Private Vacation Home

163 N. Sea Pines Dr- .8 miles to the beach, 4 minutes by bike or 15 min walk.

Hilton Head Island, South Carolina, United States

This charming home sits on the 17th Fairway of the Atlantic Dunes Golf course with tons of outdoor space and a private courtyard with an outdoor shower. Light, bright, modern interior with tile floors throughout, new bathrooms, and brand new kitchen cabinets and counters. It's truly a unique property that is perfect for summer and fall, welcoming the family to all the attractions Sea Pines has to offer. brbrHIGHLIGHTSbr• Lagoon Viewbr• Pool Access at the Harbour Town Pool. Harbour Town Pool is heated 3/12 - 11/27 (heated/cooled for an optimal temperature)br• 8 minute walk to the beach. Once you leave the drive way, take a right on North Sea Pines Dr and continue walking for 8 minutes to arrive at the Sea Pines Beach Club public beach access. br• Free Wireless Internetbr• 4 TVsbrbrPROPERTY CONFIGURATIONbr• 3 Bedroomsbr• 2 Bathsbr• Sleeps 9br• Parking for a maximum of 4 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br• 2,085 square feetbr• Washer and dryerbr• Fully equipped kitchenbr• Gas GrillbrbrBEDDING CONFIGURATIONbr• Bedroom 1 - 1 King (Master)br• Bedroom 2 - 1 Kingbr• Bedroom 3 - Full over Full Bunk Bed and Twin Trundlebrbr**Please Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches!brbrPROPERTY REMINDERSbr• Pets are not allowedbr• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights.br• 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=9F6fQF9kBqf
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(6)

$353.93

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Condo

182 Twin Oaks - Great views of the 10th hole at Harbour Town Golf Links!

Hilton Head Island, South Carolina, United States

This two story 2-bedroom 2.5-bath townhouse overlooks the 10th hole and fairway of the Harbour Town Golf Course and peek-a-boo views of the Calibogue Sound in the distance. The kitchen, living room, and dining room are all open with beautiful and detailed finishes.brbrTown of HHI STR Permit #33018brbrHIGHLIGHTSbr• Golf Course Viewsbr• Free Wireless Internetbr• 3 TV’sbr• Gas Grillbr• Community Pool. Open April 1st - September 30th. This pool is not heated.brbrNEARBY AMENITIESbr• Harbour Town Golf Linksbr• Harbour Town MarinabrbrSEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.]br• Lawton Stablesbr• Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private]br• Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Chartersbr• South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Toursbr• Racquet Clubs - South Beach & Harbour Town br• Trolley Transportation - Schedule Variesbr• Tower Beach Parking - Property Owners Onlybr• Sea Pines Beach Club Parking - Major Seasonality Restrictionsbr• Ongoing upgrades to enhance the resort include renovations, new construction, and road projects.brbrbrbrPROPERTY CONFIGURATIONbr• 2 Bedroomsbr• 2.5 Bathroomsbr• Sleeps 5br• Washer/Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWN br• Bedroom 1 - King -2nd Floorbr• Bedroom 2 - Queen and Twin XL -2nd Floorbrbr**Please Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches!brbrPROPERTY REMINDERSbr• Pets are not allowedbr• Parking passes should be displayed at all timesbr• 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=WnbpeVxvqJv
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Bath 2

Bath

Sleep 5

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$892.09

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Hotel Resort

2 Marriott's Monarch at Sea Pines Resort and Spa

Hilton Head Island, South Carolina, United States

Enjoy the glamour of this stylish, upscale place. Located on six acres of oceanfront property, including miles of ivory sand beaches, the resort is adjacent to the Sea Pines Beach Club. Monarch's private amenities area features two swimming pools (one of which is heated), a children's wading pool, three open-air hot tubs, a gazebo in the pool area, and a 2,400-square-foot sun deck. Vacationers also may use the adjacent Sea Pines facilities, offering golf and tennis. This award-winning property caresses its natural surroundings, and literally brims with beach and water activities. This spectacular resort, with all it has to offer, will provide you with the vacation of your dreams. Renovation Information: As part of recent villa renovations, master bathroom whirlpool tubs has been replaced by spacious walk-in showers.brbrThe resorts require a credit card at check-in to cover incidentals. Most resorts are amenable to requests for custom bed formats and/or unit views which can be requested at check-in and can vary from room to room. Please note parking fees may apply and are not included in the price quoted here. The room view is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort this is standard procedure for resorts.
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Exceptional(20)

$926.62

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Condo

Oceanfront, Luxe Villa, 2 BR/2 BA, Pool, Supremely Stylish

Hilton Head Island, South Carolina, United States

Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and Luxe property at 1872 Beachside Tennis Villas at South Beach in Sea Pines. brbrEnjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7. brbrIn addition to the glorious interior at 1872 Beachside Tennis, you will no doubt enjoy the sweeping view of the Atlantic Ocean and Calibogue Sound- stunning and visible from nearly every room. These 180+ degree water views are only available on the 4 corner units at Beachside Tennis. brbrThe superb South Beach location (oceanfront, 2nd floor corner WITH ELEVATOR) and comfort of this villa make it a rapidly rising star in our Luxe collection. We've installed smart TV's and offer high speed WiFi with secure connection. Plus- the beach and oceanfront pool are literally right outside your door. brbrThis villa boasts an exceptionally outfitted kitchen, opening into a dining area with seating for 4, and beyond to the living area and wrap-around waterfront balcony.brbrThe spacious living area features a 65 LCD flat screen HDTV, and Sonos sound. Please note there are now lovely, custom double curtains on the large sliding door and glass in the living room. brbrTwo bedrooms (1 King, 2 Queens) each boast the comfiest bed linens we could find, with fluffy pillows as well as all digital TV, and each features en suite bath. brbrPlease inquire for a complete list of Luxe amenities including Kiehl's and Mrs. Myers products, and to speak with a specialized BESTNEST/Luxe concierge. 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. brbrHOW FAR TO BEACH: Simply head down the elevator or stairs and across the boardwalk-- and you're there!brbrPOOL: Oceanfront -- Pool open April - September (not heated).brbrPETS AND PEOPLE: So sorry, we only accept human guests at this villa, and a strict maximum of 4. brbrWHAT’S INCLUDED: Your property will come stocked with all of the household amenities you will need for the duration of your stay, including trash bags, dish soaps, perfume free laundry products, paper towels, bath tissues, and much more. We also stock beach toys, beach chairs and umbrellas, even a mini Shibumi beach shade. All you have to do is come and enjoy.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. We now invite you to elevate your vacation experience in a BESTNEST/Luxe property and look forward to welcoming you.brbrIt is important to us when we travel that we are completely comfortable and we know you must feel the same!brbrSTR Permit Number: 037475
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