Vacation Rentals By Owner In Hilton Head Island, SC

Proudly hosted by Island Rentals of Hilton Head, 25 Red Maple is where coastal charm meets modern comfort. Nestled at the end of a peaceful cul-de-sac in Sea Pines, this fully remodeled retreat offers 4 bedrooms and 3 bathrooms, making it perfect for families, groups, or multi-generational getaways. The spacious layout includes 3 Kings, 2 Twin-over-Full Bunk Beds, and a Queen Sleeper Sofa, along with two inviting living areas. From the moment you enter, the open living room with wall-to-wall glass overlooking the golf course creates a bright, airy atmosphere, while an additional living space with a pull-out sofa offers views of the pool.brbrThe heart of the home is the luxury kitchen, equipped with high-end appliances, a large island, and seamless flow into the dining and living spaces. A wet bar adds sophistication, perfect for entertaining. Multiple dining areas—indoors and outdoors—allow you to enjoy meals with stunning views of the golf course or under the stars by the private pool. The primary suite features a spa-like bathroom and direct outdoor access, providing a peaceful retreat, while the bunk room is ideal for kids. A full laundry room with a built-in desk makes staying organized effortless.brbrOutside, unwind on the sun deck, take a refreshing dip in the pool, or explore Sea Pines with 4 adult bicycles provided for your convenience. Guests also enjoy 4 backpack beach chairs, complimentary daily tennis at the South Beach Racquet Club, and a Sea Pines car pass included with the stay. Just minutes from the Plantation Golf Club, Sea Pines Beach Club, Harbour Town, and other family-friendly attractions, 25 Red Maple offers everything needed for a luxurious and memorable Hilton Head getaway.brbr• 4 Bedrooms, 3 Bathroomsbr• Sleeping Arrangements: 3 Kings, 2 Twin over Full Bunk Beds, Queen Sleeper Sofabr• 2 Living Areasbr• Complimentary 1 Hour per day of Tennis at the South Beach Racquet Clubbr• 4 Free Adult Bicycles from South Beach Cyclesbr• 4 Backpack Beach Chairsbr• Free Cable and WiFibr• 1 Sea Pines Car Pass included with your stay.brbr• 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.

25 Red Maple: Sea Pines Home, Private Pool, Golf Views, Walk to Beach

Hilton Head Island, South Carolina, United States

Bed

3

Bath

11

Sleeps

$232.24

Breakers 207 is a 2nd floor condo situated in the heart of North Forest Beach, steps from the Atlantic ocean and conveniently located within walking distance to shops, restaurants and activities. br brBreakers are efficiency condos, ideal for couples or small families looking for a beach escape! The living area and kitchen have an open floor plan. The living area has a sleeper sofa and Smart TV with streaming capability and access to the balcony. The well-equipped kitchen has plenty of counter space for making a hearty breakfast, beach picnic or dinner in. The balcony is a great space for people watching, al fresco dining or reading.br brThe bedroom features a queen bed, closet, and a flat screen Smart TV with streaming capability. The bathroom has a tub/shower combination. There is a washer & dryer for convenience.br brThe Breakers has a complex pool that is heated seasonally (March - May) and separate kid’s pool. Loungers are located on the sun and pool decks, first come first serve, and tables with umbrellas for guests staying at Breakers. Breakers is an elevated 3-story complex with parking under the condos or around the perimeter. br brIf you are looking for a vacation that is a true escape, parking the car and not getting back into it until it’s time to pack up - the Breakers is the spot for you! The Breakers location is a favorite for hundreds of Hilton Head visitors. Coligny, located in Forest Beach, is known as Hilton Head's downtown offering a wide variety of bars, restaurants, gift shops and grocery stores, all of which are across the street from The Breakers. br brParking in the Breakers Hilton Head complex is limited to 1 vehicle pass per villa.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 076586

Villa

Sunset Rentals | Breakers 207

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$366.57

This beautifully renovated 3 bedroom, 3.5 bathroom townhome in Tennimaster will provide the perfect location for your next family adventure!brbrThe open concept floor plan provides plenty of space to spread out. The living area features comfortable furnishings, a large Smart TV and access to both the screened in porch and large deck through sliding glass doors. Both outdoor spaces offer comfortable furnishings and views of the golf course beyond. brbrBack inside of this vacation rental in Shipyard, you'll also find a dining area and fully renovated kitchen with granite counters, stainless appliances and extra seating at the kitchen bar. You'll also find a powder room, as well as a dedicated workspace just off the kitchen. brbrAll 3 bedrooms features queen beds and private bathrooms. The 1st bedrom is located on the main level and features a newly renovated bathroom with a large walk in shower. The remaining two bedrooms are on the second level, both with private balconies. Both have bathrooms with tub/shower combinations.brbrA non-refundable fee of $225.00 per pet plus tax is required if you are bringing a pet. Max is 2 dogs; 75 pounds per dog. brbrThe Tennismaster villa complex is set in lush landscaping in Hilton Head’s Shipyard with an onsite pool and only a short 10 minute walk or quick bike ride on the plantation trails to the beach. All beach distances are measured from the center of the complex.brbrShipyard is tucked away in the historic Oaks on the south shore of Hilton Head Island with 12 miles of white sandy beach, bike paths, lagoons, championship golf at the Shipyard Golf Club, tennis courts at the Van der Meer Racquet Club and an abundance of natural beauty. Shipyard boasts the charm of the South Carolina Lowcountry, a laid-back coastal atmosphere and easy access to Hilton Head’s shopping, restaurants and top activities. brbrPlease indicate how many car passes you will need. Car passes are $35 plus tax for the stay. 2 Car Passes Max.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 075874

Villa

Sunset Rentals | Tennismaster 1201 | Dog Friendly

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$228.44

With a view so stunning, you may never want to leave! Enjoy breathtaking beach sunrises from your private balcony and the sound of waves crashing just steps from the shore. Perfect for a romantic retreat or a small family getaway, this renovated villa features a Queen bed with a new mattress and a Queen sleeper sofa with a gel memory foam mattress for added comfort. Take morning walks, soak up the sun, or unwind with an evening stroll—your perfect beach escape awaits! ☀️ ️brbrAmenities include: • Plush towels, upgraded toiletries • Modern kitchen with many conveniences of home • Brew style and Keurig coffee pots • Full size stainless steel appliances, ice maker, quartz countertop • 50” smart TV with cable and Roku in living room • Flat screen TV with cable in bedroom • Wi-Fi internet • USB outlets for easy smartphone charging • Desk area • Rental includes 2 bicycles, free of charge, for your leisure use • Beach chairs, boogie boards, pop-up beach cabana and sand toys • Nice pool area; sundeck near the beach • Outdoor wash-off/shower station located onsite • Outdoor grilling area • Coin operated washer and dryer, on same floor • Elevator on premises brbrAs longtime Hilton Head locals, we've been owning and renting condos here since 2002. We own several villas in the complex and personally manage a few others, ensuring top-notch hospitality. Living on the island means we're always nearby if you need anything—or just a great restaurant recommendation! We have a great cable package that includes HBO Max, Hulu, ESPN, Peacock, Paramount Plus, AMC Plus, Disney and the Tennis channel.brbrOur villa is located in Seaside, an oceanfront complex about 2 blocks from Coligny Plaza and the Tiki Hut. The Lowcountry Celebration Park is right across the street, it is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year. located but not overcrowded. Walking distance to many Restaurants, Shops, entertainment and grocery stores. Between biking and walking, you really don't need to drive anywhere unless you want to explore other parts of the island. We provide 2 beach bikes for your use. brbrCan only occupy 1 parking spot. There are spots under the building that can hold 2 vehicles, but all parking is 1st come. Only 1 parking permit will be issued, don't block anyone in.brbrHilton Head Permit # 029603

Stunning Oceanview Luxury Remodel, Bikes Included!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$275.59

Summary:brbrA 2BR/2BA villa set in a 24-hour-secured gated resort community on Hilton Head Island. Guests enjoy a large oceanfront pool, two restaurants, tennis and pickleball courts, a fitness center, family areas, and on-site bike rentals. The home includes a kitchen, shared building laundry, a private balcony, and comfortable sleeping for up to four guests. Centrally positioned mid-island with quick connections to nearby recreation, dining, and island-wide bike paths.brbrbrbrThe Space:brbrThis 2-bedroom villa is arranged for practical comfort within an active, beachfront resort neighborhood on Hilton Head Island. Steps from the gated entrance, a short scenic walk leads to wide public beach stretches with rinse stations and guest facilities. The community is designed for movement and ease, with tree-lined paths and lounge spaces across the grounds.brbrbrbrSleeping Arrangements:brbr1 King bed in the primary bedroombrbr1 Queen bedbrbr2 Twin beds in a bunk bedbrbrSleeper sofa in the living roombrbrbrbrThe villa has a kitchen equipped for everyday meal needs and indoor living areas that extend onto a private balcony for open-air downtime. Laundry is shared in the building, keeping the home uncluttered and easy to manage during stays.brbrbrbrResort Features Guests Can Use:brbrLarge oceanfront pool and sundeckbrbrTennis courts and pickleball courtsbrbrTwo restaurants within the communitybrbrPlayground and family zonesbrbrBike rental service on-sitebrbrbrbrStaying mid-island places you near popular stops like Shelter Cove for waterfront meals, local seafood houses, and casual recreation venues including mini-golf and arcade options. Cars, bikes, or seasonal island transit provide simple ways to explore the island’s scenic trail network, a favorite activity among visitors year-round.brbrbrbr**Please be advised that e-bikes are not allowed in the community.brbr**Includes 1 free parking pass. Additional passes are available for $35 each.

Tennis Villa E22 - 2BR Villa Steps to Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$496.06

Shorewood Oceanfront Complex | Just Steps to the Beachbr*3 Bedrooms | 3 Bathrooms (newly renovated)br*Sleeps 8br*2 Kings, 2 Twins, Queen Sleeper Sofabr*4 TV's | DVD | | WiFi | br*Oceanfront Saltwater Pool (Heated Seasonally) | Hot Tub | Kiddie Poolbr*Villa has Gorgeous Views of Ocean and Lush Tropical Landscapebr*Steps to the Beach | br*Keyless Entrybr*Access to the Forest Beach Shuttle (seasonal)brbrOur villa is a spacious 3 bedroom, 3 bath Shorewood Villa. Located just steps from the beach, this villa has an extra large balcony with access from both the living room and the master bedroom. The balcony faces the pool and ocean and overlooks a courtyard area with palm trees and luxurious tropical landscaping. Guests have an Atlantic Ocean view over the pool and garden area. On the expansive balcony there is table seating for 6 and 2 additional chaise lounge chairs. The Shorewood complex is located in the highly desirable, South Forest Beach Area, within just minutes of all Coligny Plaza offers, including over 60 shops, restaurants and a grocery store.brThis villa has a recently renovated Kitchen and Baths. It features new cabinetry, granite counters, Ceramic tile and new fixtures throughout. There is also a full sized stacked washer and dryer for guest use. The dining area has ample seating, with 6 high back wicker chairs. The villa's main living areas were recently repainted, and it has new laminate flooring in the bedrooms and main living areas, creating a modern, environment. A comfortable queen size sleeper sofa in the living room is provided for additional guests. There is a matching love seat and rocking armchair. A large, 65” flat screen smart TV with DVD is perfect for watching movies after a fun day at the beach. Guests can see the ocean from the living room, master bedroom and the balcony. brThe main master bedroom suite has a newly renovated private bath with double sinks, tiled floors and a shower. It features a king bed, a large flat screen TV, and a sliding glass door out to the balcony shared by the living room. Entering the villa, guests will find a hall bathroom on the left with tile and a combination tub/shower. The 2 twin bedroom is located on the left side of the hallway, and has a large flat screen TV. The third large bedroom suite has a king bed, and a large flat screen TV. The private ensuite bath is newly renovated with a shower and tiled floor.brShorewood is a private, gated community located ocean side on South Forest Beach Drive, Onsite parking is available, including the parking garage under our building.brbrLinens are provided. Upon booking ask for sofa linens. Maximum (2) Car Passes. No grilling allowed on the Shorewood Property. We recommend you purchase trip insurance.

DISCOUNTED 2026 RATES! LOTS OF SPACE in this 3BD/3BA Pool to Ocean View Condo!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$260.54

You will not believe your eyes when you check into this 1 BR 1 BA Totally Renovated Condo with Spectacular Ocean Views!! Super Kitchen with Granite Counters, Stainless Steel Appliances with travertine floors. This is truly a special place at Ocean Dunes. Quality unsurpassed in luxury homes, this owner has left nothing to spare. Your vacation rental includes bike rentals and beach gear with your stay. 303 Ocean Dunes in Forest Beach is professionally managed and operated by Hilton Head Vacations, Inc, a locally owned company.brbrYou will truly enjoy the wonderful accommodations and great location at Ocean Dunes. New oceanfront pool, updated condo and only minutes to Coligny Shops and restaurants. You can Bike over 112 miles on Hilton Head Island and 17 miles of sandy beaches. There are over 250 restaurants, 200 shops, 30 golf courses and 400 tennis courts. Deep sea fishing, great restaurants, sight seeing, historic tours, Savannah, Harbourtown, golfing, para sailing, jet skiing and more. You can also relax and listen to the waves all day on our world famous beaches. brbrWelcome to Hilton Head. Book quickly for the summer and spring as this condo will not last. New inventory and newly released to the market. Call today. Great Rates and great condo!! brbrRENTAL CANCELLATION POLICY: If you cancel your reservation before 60 days of your arrival you will forfeit $250. If you cancel between 60 days and 30 days of your arrival you will forfeit your 50% prepayment. If you cancel 30 days or less of your arrival date you will forfeit the full amount of your rental.brbrYour Hilton Head Island vacation just got even better with our brand-new VayKLife Bike Rentals and Beach Gear Included program! For all new bookings made on or after 4/15/25 of 3–21 nights, you’ll receive complimentary bike rentals and beach gear credit, ensuring your coastal getaway is as effortless as it is unforgettable. With your VayKLife credit, you can select from a premium collection of beach essentials, all delivered straight to your door—no hassle, just fun. Keep an eye out for an email from VayKLife to customize your gear selection and get ready to experience Hilton Head like never before!

Updated Spectacular Kitchen Great Ocean Views Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$332.22

Your Ultimate Beach Retreat!brbrExperience the perfect beach getaway in this beautifully decorated three-level villa, newly updated with fresh photos!brbrThis charming 3-bedroom, 2-bathroom villa is equipped with everything you need for a memorable vacation. The first floor features elegant wood flooring throughout, a fully equipped kitchen with a refrigerator/freezer, a double-oven stainless steel range, a dishwasher, and a convenient stack washer and dryer.brbrOn the second floor, you'll find two cozy bedrooms: one with a queen bed and another with two twin beds, sharing a well-appointed bathroom.brbrThe third floor is dedicated to the Master Bedroom, which boasts a king-size bed, a private bath, and a serene balcony overlooking the pool, ideal for enjoying your morning coffee or an evening cocktail.brbrStep outside to the poolside deck on the first floor, where you can grill on the gas grill, dine at the table with seating for four, and bask in the private outdoor space.brbrAdditional amenities include beach chairs, a beach wagon, sand toys, boogie boards, a small beach umbrella, and a collection of board games for family fun.brbrSeascape 3065 is ready to become your new favorite beach retreat!brbrPlease note, there is a 3-night minimum stay.brWe look forward to hosting you at Seascape 3065

Reduced Rates! Short Walk to the Beach and Pool!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$298.65

Summary:brbrWake up to sweeping views of the ocean and the beachfront pool from 126 Breakers, an updated 1BR villa in the heart of Hilton Head. With a queen bed, full kitchen, and private balcony, it’s the perfect island escape for couples or small families. Walk to Coligny Plaza for dining, shopping, and fun—just steps from the beach! Book with host2coast – your trusted Hilton Head Island partner!brbrbrbrThe Space:brbrDreaming of oceanfront views and salty breezes just steps from your door 126 The Breakers on Hilton Head Island delivers exactly that—plus walkable access to the island’s best dining, shopping, and beach fun!brbr brbr This beautifully updated 1-bedroom, 1-bath villa offers front-row views of the Atlantic and all the comforts of home. Enjoy a queen bed in the bedroom and a sleeper sofa in the living area—perfect for a couple’s retreat or a small family getaway. The fully equipped kitchen makes mealtime easy, while the private balcony is the ideal spot to unwind with a morning coffee or sunset cocktail.brbr brbr Step outside and soak up the sun by the oceanfront pool or take the private boardwalk straight to the beach. The Breakers complex also includes a kiddie pool for the little ones and is directly across from Coligny Plaza—Hilton Head’s favorite spot for shopping, dining, and entertainment. No car needed—you’re in the center of it all.brbr brbr Your beachfront escape is waiting. Book 126 The Breakers today and experience Hilton Head Island like never before! Come and relax, refresh, and make memories to last forever. We hope to see you soon! Book now and experience a vacation reimagined!brbr brbr Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr BR 1 - Queenbrbr LR - Sleeper Sofa (Queen)brbrbrbrSTR Permit # 62648brbrbrbrGuest 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:brbrThe North Forest Beach area is part of one of Hilton Head Island’s most popular beach communities. Located on a one-mile stretch of beachfront that begins at Coligny Circle. The place to be when fun in the sun is on your agenda.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.

Fun Oceanfront Villa w/ Pool on Hilton Head

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$380.1

Summary:brbrWelcome to 34 Kingston Cove in Shipyard! brbrThis charming elevated 3BR/2BA beach home offers 1,400 sq ft of comfortable coastal living and sleeps up to 8 guests. Located just a short stroll to the Kingston Cove community pool and an easy bike ride to the beach, the home features inviting indoor and outdoor spaces perfect for relaxing after a day on Hilton Head Island. Enjoy the screened porch, spacious backyard greenspace overlooking the lagoon, and the covered outdoor entertainment area with pool table, foosball, cornhole, outdoor shower, and plenty of Adirondack seating for gathering with family and friends.brbrbrbrThe Space:brbrWelcome to 34 Kingston Cove in Shipyard!brbrYour Hilton Head Island Escape AwaitsbrbrbrbrExperience the perfect blend of comfort, relaxation, and coastal charm at this beautifully updated 3-bedroom, 2-bath home located in the gated Shipyard community on Hilton Head Island. Thoughtfully designed for families and friends, this inviting single-story retreat comfortably accommodates up to 8 guests and offers exceptional indoor and outdoor living spaces for your island getaway.brbrbrbrKingston Cove Community Pool: The community pool is only a 2 minute walk from the home.brbrOpen seasonally from April through October with a spacious sundeck for relaxing poolside.brbrbrbrBeach Access:brbrThe beach is just a short bike ride or leisurely walk away along Shipyard’s shaded leisure trails.brbrbrbrKey Features:brbrSpacious & Comfortable Living AreasbrbrStep inside to an open and welcoming living room featuring a stunning shiplap accent wall with an electric fireplace, creating the perfect space to gather after a day at the beach or golf course. Relax with comfortable seating, streaming TV access, and plenty of natural light throughout the home.brbrbrbrFully Equipped Kitchen & DiningbrbrThe kitchen is stocked with cookware, appliances, and everything needed for preparing meals during your stay. Enjoy a dining table for four in the kitchen, along with an adjacent dining area that provides additional seating for gathering over family meals, morning coffee, or evening cocktails together.brbrbrbrSleeping Arrangements:brbrPrimary Suite: King-sized bed with an en suite bathroom for added privacy and comfort.brbrGuest Bedroom: Queen-sized bed with direct walkout access to the back patio area.brbrTwin Bedroom: Two twin beds perfect for kids or additional guests.brbrThe queen and twin bedrooms share access to a hall bathroom featuring a spacious walk-in shower.brbrAdditional Sleeping: Queen Sleeper Sofa in the living room with linens and bedding stored in the bedroom closet. brbrAll bedrooms feature flat-screen Smart TVs, cozy linens, and plenty of storage, ensuring comfort for up to 8 guests. brbrThere is a pack and play for little ones stored in the bedroom closet. brbrbrbrOutdoor Living & Entertainment:brbrEnjoy Hilton Head’s beautiful weather from the large screened-in back porch complete with an outdoor dining table and chairs for al fresco meals and relaxing evenings. Just off the porch, you’ll find a convenient laundry room with full-sized washer and dryer.brbrbrbrUnder the home, the covered carport area has been transformed into the ultimate outdoor hangout space featuring:brbr• Pool tablebrbr• Foosball tablebrbr• Cornhole boardsbrbr• Plenty of Adirondack chairs for relaxing after the beachbrbr• BBQ Gas GrillbrbrThere is also a private outdoor shower enclosure—perfect for rinsing off sand after a day by the ocean.brbrbrbrCommunity Perks:brbrShipyard is one of Hilton Head Island’s most sought-after gated communities, offering:brbr• 24/7 securitybrbr• Scenic bike pathsbrbr• Kingston Cove community pool for Owners & Guests Only.brbr• Championship golf coursesbrbr• Van Der Meer Tennis facilitiesbrbr• Easy Shipyard beach accessbrbrbrbrPrime Hilton Head Location:brbrConveniently located near:brbr• Coligny Plaza shopping and diningbrbr• Championship golf coursesbrbr• Local restaurants and entertainmentbrbr• Miles of beaches and bike trailsbrbrbrbrAdditional Details:brbr• Two Shipyard parking passes includedbrbr• Fresh linens and towels providedbrbr• High-speed Wi-Fi includedbrbrbrbrPolicies:brbr• No smokingbrbr• No petsbrbr• No golf carts, trailers, boats, or RVs permittedbrbr• Minimum renter age: 25brbr•Cancellation Policy: All cancellations are subject to a non-refundable processing fee. brbrbrbrCome experience the laid-back luxury and coastal beauty of Hilton Head Island at 34 Kingston Cove. Whether you’re planning a family beach vacation, golf trip, or relaxing retreat, this home offers everything you need for a memorable stay.brbrbrbrWe look forward to hosting you!brbrbrbrGuest Access:brbrKey code access will be provided in the days prior to your arrival for seamless check-in. Two parking passes will be provided during you stay to gain entry to the gated community. Parking pass must be displayed in vehicle throughout your stay in Shipyard.brbrbrbrThe Neighborhood:brbrKingston Cove is located within the gated community of Shipyard. Shipyard Private Beach Access has parking available for with a boardwalk, outdoor showers, and restrooms available. Kingston Cove has a community pool open seasonally April through October. There are shaded bike paths all throughout Shipyard that will lead you to the beach or the surrounds areas of the island.brbrbrbrOther Things to Note:brbrPest ControlbrbrAll of our homes receive professional pest control treatment every month. While an occasional bug may find its way inside, the treatments ensure they are short-lived. Please note that the community operates on a set schedule for pest control, so an exterminator visit may occur during your stay. We appreciate your understanding as this helps us maintain a clean and comfortable environment for all guests.brbrbrbrInteraction with Guests:brbrSelf Check In with keyless entry door code provided before checkin

Elevated Island Living in the Heart of Shipyard

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$216.68

Top floor! Currently under renovation with a brand new kitchen, new furnishings, fresh paint and updated light fixtures. A full top-to-bottom makeover! Updated photos coming soon.brbrIsland Vibes is a cozy retreat offering a true stay-and-play vacay! No need to go anywhere else--Hilton Head Resort boasts beach access, three pools, tennis, pickleball, bike rentals, fitness center, indoor walking track, saunas, jacuzzi, bar and grill, and a gift store. Located beside Palmetto Dunes, golf is right next door if that's your thing or feel the wind in your hair as you take the family on a relaxing bike ride around the island.brbrWhen you want to unwind inside, the condo is stocked with board and card games galore, high speed Wi-Fi, three smart TVs with cable included and a kitchen filled with all the luxuries of home. No need to fight traffic and restaurant crowds either; order dinner from the onsite bar and grill, The Beach Bear, and feel your stress flow away like the outgoing tide. Watch the sun set from your front porch as the pickle ballers meet for a match on the court below.brbrFor those salty air, beach hair, don't care days, a wagon, chairs, and toys are available to make the day as convenient and fun as possible. A quick 5 - 10 minute scenic stroll down the private boardwalk will have your toes in the sand while others are still trying to Jenga all their supplies in the car. When the sun brings the heat, Coco's bar and grill is located beachside and ready to serve you a large variety of the most delicious frosty cocktails you can imagine to quench your thirst. Grab chicken tenders and fries for the kids and it's a win for everyone!brbrIsland Vibes provides everything you need to have a no stress vacation that will create memories to last a lifetime.

Experience Island Vibes in relaxing Hilton Head Island!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$236.5

Take it easy at this unique and tranquil getaway.brbr39 Night Heron is a freestanding home located in the quiet Night Heron community in Sea Pines and only a 5-minute walk to the beach!brbrThe entire property has just undergone a full update, including fresh interior and exterior paint, giving the home a bright, clean, and contemporary feel throughout.brbrEvery detail has been thoughtfully upgraded with brand-new furniture, all-new bedding, and stylish décor, creating a space that feels both luxurious and welcoming. The home also features a new washer and dryer, new TVs- ensuring convenience, comfort, and peace of mind for effortless living.brbrThis fully equipped one-bedroom villa is the perfect getaway for couples, small families or friends looking to enjoy a standalone home, surrounded by palmettos, towering pine trees, and the gentle sounds of nature.brbrThis cozy private home has everything you'll need for your stay, including beach towels and chairs. It is also equipped with 2 Smart TVs, Cables and High-speed internet.brbrInside, the open floor plan features a bright, beachy design that immediately invites relaxation. The living room offers a 65” flat-screen TV and a plush sofa that converts into a queen bed—ideal for additional guests. A 5-minute walk to the beach and 2-minute walk to the pool makes this cozy villa a perfect getaway to relax and unwind!brbrThe kitchen has been beautifully updated with granite countertops, tile backsplash, and stylish cabinetry. It's fully equipped with everything you need for a simple breakfast or a romantic dinner in, including a dishwasher, microwave, full-size refrigerator, and both a standard and Keurig coffee maker. A stacked washer and dryer are also conveniently located in the home for easy laundry access during longer stays.brbrThe bedroom is tastefully decorated with coastal accents and features a king size bed and a 50” flat-screen TV, offering a peaceful place to unwind after a day at the beach. The bathroom has a spa-like feel with a marble vanity and walk-in shower, blending function and comfort with a touch of elegance.brbrStep outside to your elevated private deck, where you’ll find a gas grill, comfortable seating, and the perfect place for morning coffee or evening cocktails. Surrounded by Sea Pines’ signature landscape of moss-draped oaks, saw palmettos, and tranquil waterways, this is your front-row seat to the natural beauty of Hilton Head.brbrJust a short 5–10 minute walk from the front door, you’ll reach the pristine Sea Pines beach, one of the most peaceful stretches of sand on the island. If you'd rather lounge poolside, the community pool is only a few hundred feet away.brLocated within Sea Pines Resort, This Bungalow gives you access to miles of scenic bike and walking trails, world-class golf, seasonal trolley service, and close proximity to shopping, dining, and the Sea Pines Forest Preserve. With easy access through the quiet South Gate, you'll also avoid the island’s summer traffic, making your stay all the more relaxing.brbrWhether you're seeking rest, adventure, or a little of both, this Bungalow offers the perfect blend of seclusion, comfort, and coastal charm — a true Lowcountry retreat just steps from the shore.brbrDine at Sea Pines’ fabulous restaurants, including the famous Salty Dog Café and The Beach Club Restaurant on the water. Enjoy the miles of biking trails as you explore the Forest Preserve, Shops at Sea Pines, Lawton Horse Stables, Baynard Plantation, and Harbor Town lighthouse. Golfers will be challenged by the 3 championship golf courses including Harbor Town Golf Links, site of the RBC Heritage Classic. Other amenities include tennis, pickleball, kayaking, and fishing charters! Come and enjoy all that Sea Pines Resort has to offer! brAnother great benefit about this villa is that you are close to Coligny Plaza, South Forest Beach, and other great activities on Hilton Head Island!brbrOther Details to know:br*Sleeps 2-4 | 1 Bedroom | 1 Bathroombr1 King | 1 Queen Sleeper Sofabr*Sea Pines Gate pass will be purchased by guests upon arrival for $20 per week (cash only)br*Total number of vehicles allowed is 2- Parking on grass or pine straw is prohibited.br*Pets are allowed! Only 1 pet up to 20lbs with a $150 pet fee

Beach Bungalow in Sea Pines' Night Heron Community

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$426.8

This crisp and beachy 1-bedroom 1.5-bath oceanfront villa has gorgeous, peaceful views at every glance! Kitchen, living, and dining spaces flow into each other for an airy, open feel. The granite and stainless kitchen make cooking on your getaway even more enjoyable, especially if you sit on the patio and watch the waves roll in. The bedroom and bathrooms are both spacious and comfortable. This villa has all you need for a wonderful vacation, and it is only a few sandy steps from the beach.brbrbr**WINDOW/DOOR AND RECOATING PROJECT scheduled for Barrington Arms Building tentatively scheduled for October 2026 until April 2027.brbrTown of HHISTR Permit #70966brbrHIGHLIGHTSbr• Oceanfront Communitybr• Ocean View br• Free Wireless Internetbr• 2 TVsbrbrONSITE AMENITIESbr• Outdoor Pool (Heated March – April, October – December) *Dates Subject to Change br• Outdoor Spa br• Community Grillsbr• Community elevators br• Free Dunes Buggy ride to Shelter Cove Marina (March-October)brbrPROPERTY CONFIGURATIONbr• 1 Bedroombr• 1 and 1/2 Bathroomsbr• Sleeps 4br• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Living Room -1 Queen Sleeper SofabrbrbrPROPERTY REMINDERSbr• Pets are not allowed.br• Parking passes should be displayed at all times. 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).

503 Barrington Arms - Crisp and Beachy. What a View!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$344.54

Summary:brbrPerfectly situated on Hilton Head Island, this 2BR/2BA villa offers a modern, open-concept layout designed for comfort. The remodeled kitchen and spacious living area flow naturally to a double-sized deck overlooking the resort and ocean. Guests enjoy premium access to basketball courts, bike rentals, and the beach. Proximity to top-tier seafood dining and golf courses makes this an ideal choice for families and active travelers looking for a refined beachside experience.brbrbrbrThe Space:brbr**Need to Know Notes**brbrAdmiral's Row Sprinkler ProjectbrbrAnticipated Start date: 1/15/2026brbrPotential Construction Traffic and NoisebrbrThere will be additional dumpsters and debris on property at this time.brbrTimeline: Up to 18 monthsbrbrThis project will begin at Admiral's Row Building B, which could impact guests staying in Admiral's Row Building A and Ocean View Building A. brbrNotice:brbrPlease note that the pool at Admiral’s Row B is currently closed.brbrbrbrWelcome to a refined coastal sanctuary at Admiral’s Row. This 4th-floor villa has been meticulously remodeled to offer a luxury experience. The interior features elegant travertine tile throughout, complemented by granite countertops and custom wood cabinetry in an oversized kitchen designed for entertaining. The open floor plan allows the kitchen to flow seamlessly into the living room, ensuring you never miss a view of the Atlantic.brbrSleeping arrangements include a master suite with a designer-tiled walk-in shower and high-quality linens. The guest bedroom is equally well-appointed, providing comfort for up to six guests. Step outside onto the double-sized private balcony to enjoy your morning coffee while watching the sunrise over the ocean waves. Every detail, from the newer stainless-steel appliances to the modern furnishings, has been selected to provide a premium stay.brbrbrbrExperience coastal living at its finest in this beautifully remodeled 2-bedroom, 2-bath villa just steps from the beach. Enjoy stunning Atlantic Ocean sunrises from your oversized double deck, perfect for outdoor dining and relaxing in the sea breeze.brbrbrbrLocated in one of the premier oceanfront resorts on Hilton Head Island, this villa offers direct beach access and upscale finishes throughout. The interior features elegant travertine flooring, granite countertops, custom wood cabinetry, and a spacious open-concept layout. The oversized kitchen includes newer stainless-steel appliances and seating for six at the dining table, with a seamless view into the living area. Both bathrooms have been fully remodeled with tiled finishes, and the primary suite features a walk-in shower for a spa-like retreat.brbrbrbrResort Amenities – Hilton Head Beach & TennisbrbrGuests enjoy access to outstanding on-site amenities, including:brbrbrbrThe largest oceanfront pool on Hilton Head overlooking the Atlanticbrbrbrbr8 tennis courts and 4 pickleball courtsbrbrbrbrTwo on-site restaurantsbrbrbrbrPlayground, basketball court, beach volleyball, and picnic areas with charcoal grillsbrbrbrbrBike rentals for exploring the islandbrbrbrbrAdmiral Row guests have access to two resort pools, as well as all tennis and pickleball facilities. The elevator and laundry room are conveniently located just across the hall from the villa.brbrbrbrHilton Head Beach & Tennis Resort is ideally situated directly on the beach and close to golf, biking trails, and water activities. Popular waterfront dining spots like Hudson’s Dockside and Fish Camp are just a short drive away, offering incredible seafood and sunset views.brbrbrbrGuest Access:brbrAs a guest of Hilton Head Beach and Tennis, you have full access to a comprehensive suite of resort amenities. This includes the largest oceanfront pool on the island, a second seasonal pool, eight tennis courts, and four pickleball courts. Families will appreciate the on-site playground, basketball courts, and dedicated picnic areas equipped with charcoal grills. For those looking to explore, bike rentals are available directly on the property, providing easy access to over 60 miles of scenic island trails. Direct, private beach access is just a short walk from your front door.brbrbrbrGetting Around:brbrHilton Head Island has 100+ miles of biking and hiking trails to get around the island. There is the Breeze bus for public transportation and shopping and restaurants are an easy drive with plenty of public parking on the island. During the Summer there is a free island trolly. Trolly stop is in front of the resort.brbrbrbrOther Things to Note:brbrTo ensure a smooth arrival, one complimentary parking pass is included with your stay; additional passes are available for purchase through the resort. While we provide a fully equipped kitchen with plates, bowls, and cookware, please note that cooking essentials such as oils and spices are not provided. For the safety and harmony of our community, e-bikes are strictly prohibited on resort grounds. We take pride in maintaining a clean and professional environment, with laundry facilities and elevator access conveniently located just across the hall from the villa. One pass is included with the booking. Additional passes are $35 each. Promotions: Take advantage of our Stay 3, Get 1 Free (Sept 2 – March 1) or our Snowbird special Stay 3 Weeks, Get 1 Free (Jan 1 – March 1). Please mention these at the time of booking.

Beachfront Hilton Head Resort 2BR: Tennis, Pickleball & Largest Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$306.35

This condo is large with two sizable bedrooms and whirlpool baths. The bedrooms can be set up at either King or 2 doubles in both rooms. The sofa can be made into a bed also. This is a unit on the top floor which makes it much quieter than the first floor. The entire living room and dining room overlooks the pool with a lanai and balcony both to use. Being that it is an end upper unit- the square footage is greater.

Perfectly wooded secluded end upper unit with additional space.

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$195.89

Summary:brbrWelcome to 2206 The Spa- Ebbtide BuildingbrbrbrbrSpacious single-story villa with a cozy balcony. Relax in our immaculate open floor plan villa with brand new kitchen & plenty of living and dining space for the whole family. The neighborhood grounds are laced with lush landscape and walking paths leading you to Mitchellville Beach, community pools & tennis. brbrbrbrThis villa is the perfect location for your next Hilton Head Island Retreat! brbr*Our Beach Essentials include a beach wagon, beach chairs, and beach towels for our guests to use*brbrbrbrThe Space:brbrNewly Renovated 2-Bedroom Villa in The Spa on Port Royal Soundbrbr2206 The Spa on Port Royal SoundbrbrbrbrWelcome to your perfect Hilton Head Island retreat! This beautifully updated 2nd-floor villa is ready for your island escape, offering comfort, style, and a range of amenities to make your stay unforgettable.brbrbrbrVilla Highlights:brbrSpacious Living: Enter an open floor plan featuring a fully equipped kitchen, dining area, and sunny living room. The living area opens onto a cozy balcony with comfortable seating, perfect for morning coffee or evening drinks while overlooking the lush grounds and pool.brbrModern Comforts: Stream your favorite shows on Smart TVs in the living room and both bedrooms. Spectrum cable and free Wi-Fi are included.brbrRenovated Bathrooms: The primary en suite bath boasts a gorgeous tiled walk-in shower and modern vanity, creating a spa-like retreat. The second bath, accessible from the guest room and living area, includes a tub/shower combo and vanity.brbrSleeping Arrangements:brbrPrimary Bedroom: Brand new king-sized bed with an en suite bathroom for ultimate privacy and comfort.brbrGuest Bedroom: Features a versatile 3-story bunk bed, with a full bed on the bottom and two twin bunks above, perfect for families.brbrAdditional Features: Board games, comfortable linens, and starter amenities for your convenience.brbrConveniences:brbrFull-size washer, dryer, and dishwasher for your convenience.brbrBeach gear provided, including towels, a wagon, and four chairs for a hassle-free day by the water.brbrbrbr***We are located on the second floor, requiring traversing two flights of stairs... which are a breeze... but wanted to make sure any wheelchair or mobility concerns are noted. There are no elevators at The Spa.***brbrbrbrCommunity Amenities:brbrLocated in the gated Spa on Port Royal Sound, you’ll have access to:brbrbrbrPools & Recreation: Two outdoor pools (open April–October), an indoor pool, hot tub, sauna, tennis courts, and a fitness center.brbrBeach Access: Enjoy peaceful beaches for shelling, birdwatching, and relaxing, or visit nearby public beaches with larger waves and umbrella rentals.brbrOutdoor Fun: Picnic/BBQ areas, a basketball court, and a pier for soaking in the stunning views.brbrThe Location:brbrThe Spa on Port Royal Sound is nestled between Fish Haul Park and Mitchellville Park, surrounded by nature preserves and bird sanctuaries. Explore the island’s extensive bike paths, discover Hilton Head’s vibrant dining scene, or play a round at one of over 20 public golf courses nearby.brbrbrbrAdditional Details:brbrParking: $25 per vehicle for a parking pass, payable at the security gate (credit card only). Maximum of 2 passes.brbrAccessibility: The villa is located on the 2nd floor, requiring a climb of 1.5 flights of stairs (no elevators available).brbrPolicies: No smoking, no pets, no golf carts, trailers, kayaks, or canoes allowed. Bikes must be secured in designated racks.brbrStarter Amenities Provided:brbrBath towels, toiletries, and clean bed linens for each bed.brbrKitchen essentials, including starter packs of laundry/dish detergent, dish soap, trash bags, coffee filters, and paper towels.brbrFully stocked kitchen with cookware, cutlery, and dinnerware.brbrPlan Your Stay:brbrHilton Head Island has been named the #1 Island in the U.S. by Conde Nast Traveler. With stunning beaches, world-class golf, and an array of family-friendly activities, there’s something for everyone.brbrbrbrBook your stay at 2206 The Spa on Port Royal Sound today for a rejuvenating vacation in paradise!brbrbrbrSTR # 74310brbrbrbrPlease note: All cancellations are subject to a non-refundable processing fee.brbrbrbrGuest Access:brbrEnjoy the entire villa! A smart lock code will be provided a few days prior to check-in for easy access to the property. The community is gated and your parking pass will be provided at the front security gate upon arrival with ID and $25 payable by credit card. If you require a second pass (the maximum allowed), it is an additional $25 at the security gate.brbrbrbrThe Neighborhood:brbrThe Spa On Port Royal Sound is a hidden treasure! Located in a secluded area of Hilton Head Island, SC. The Spa is nestled between two historic parks - Fish Haul Park and Mitchellville Park. The beach is in a nature preserve and bird sanctuary, offering a wide variety of wildlife to watch and enjoy. The beautifully landscaped gardens and lagoons create the feel of a tropical paradise right outside your villa. The Spa connects directly to Hilton Head’s bike trails. The miles of paths cover virtually the entire Island. Within a short distance from The Spa, there are several Atlantic beachfront public parks with showers, restrooms, and picnic areas. The Island boasts over 20 public golf courses, too many great restaurants to count, movie theaters, and other exciting vacation activities. In addition, there is always an amazing Outlet shopping experience awaiting you, as well as quite a few boutiques, thrift, and local shops close by to find your HHI treasures before you head back home! brbr brbrYou can dig for clams on our beaches from October through May, but you will need a fishing license!! You can purchase the license online or at locations on the island! SC DNR license purchase - check them out onlinebrbrbrbrGetting Around:brbrClose to the Hilton Head Airport and easy drivability to all the island has to offer. Miles of bike trails can be found across the island from The Spa!brbrbrbrOther Things to Note:brbrPest ControlbrbrAll of our homes receive professional pest control treatment every month. While an occasional bug may find its way inside, the treatments ensure they are short-lived. Please note that the community operates on a set schedule for pest control, so an exterminator visit may occur during your stay. We appreciate your understanding as this helps us maintain a clean and comfortable environment for all guests.

Villa

Stunning 2 Bedroom Villa Steps to the Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$336.78

Summary:brbr29 Ocean Breeze — This beautiful end-unit features 3 bedrooms and 3 full baths. The open floor plan includes a kitchen, living and dining area, and a large deck for entertaining. The unit also includes a laundry closet for added convenience. With fresh updates, this home is ready for your next trip. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.brbrbrbrThe Space:brbrNestled among the trees of South Forest Beach, this well-maintained, updated, and beachy-themed Ocean Breeze villa for 6 is the perfect vacation home away from home for the family! brbr brbr The bright and cheery open plan includes a fully-equipped kitchen where you can easily whip up snacks for the beach, the morning coffee, or a delightful meal to enjoy in the dining area. This space also lends itself to relaxation or hosting family movie and game nights in the living area with plenty of comfortable seating. From the living area, you have access to a large deck where you can sip your sweet tea or cocktails while taking in the lovely lagoon view. brbr brbr Two bedrooms are located upstairs, and each has a private bath. The primary bedroom includes a king bed, and the second bedroom has queen-size bunks. The downstairs bedroom has a king bed and features a bay window. Our guests tell us the beds are super-comfy, and they’re never wrong! brbr brbr If you need to do some laundry while you’re visiting, this villa has a laundry closet with great washer and dryer. And should you need to get some work done, there are plenty of chargers to keep your phones and pc's going.brbr brbr Everyone raves about the location! Quiet and peaceful, just a short walk or bike ride to the beach and the downtown area where you can shop in the charming and unique boutiques, enjoy tasty delights from ice cream to world-class cuisine, or play in the interactive fountain at Coligny Beach Park. brbr brbr Whether you are here for peace and quiet, or a vacation filled with exploring and adventure, you can relax knowing you have a perfect villa to return to at night and rest up for your next day of fun! Book 29 Ocean Breeze now!brbr brbr Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr BR 1 – 1 King Bedbrbr BR 2 – 2 Full Bunksbrbr BR 3 – 1 King Bedbrbr Per regime, only allowed to sleep 2 people per bedroom.brbrbrbrSTR Permit # 40592brbrbrbrGuest 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:brbrSouth Forest Beach is located in the highly sought after Forest Beach Hilton Head area. Your vacation experience includes the best of everything Hilton Head Island has to offer, including the glorious natural beauty of the beach.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.

Luxury Lagoon View Villa Pool & Tennis Hilton Head

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$841.33

☀️ Welcome to Your Salty Slice of Paradise in Sea Pines! brStep into island luxury at this beautifully updated 4-bedroom, 3-bath coastal retreat — perfectly located in the heart of Sea Pines Plantation, just a short walk or bike ride to the beach!brbrWhether you're soaking up the sun by your private pool with swim-up bar (pool heat $600), relaxing in the hot tub, or exploring the vibrant charm of South Beach Marina and Harbour Town, you're never far from the best Hilton Head has to offer.brbrGuests will have all access to the house and its amenities.brbr Welcome to The Salty Cottage — Your Sea Pines Escape! ️brStylishly designed for fun—this is your private island oasis in the heart of Sea Pines. Walk or bike to the beach, South Beach Marina, Harbour Town, shops, dining, and more!brbr☀️ Why You’ll Love It:brbr 4 Bedrooms | 3 Baths | Sleeps 12 — perfect for families & groupsbr ‍♂️ Resort-Style Pool + Swim-Up Bar & Hot Tubbr Outdoor Kitchen — grill, TV, fridge & blender for poolside cocktailsbr 4 Bikes + Beach Gear Included — easy rides to the beachbr Walk/Bike to Everything — shops, coffee, dining & trolley accessbr ‍ ‍ ‍ Open Layout — ideal for gathering & entertainingbr LED Pool Lighting — perfect for night swimsbr Kid-Friendly Nautical Nook — bunks + Netflix = happy kidsbr Bonus Amenities — community pool, tennis, playground & morebrbr✨ The Vibe:brSpend your days cruising to the beach, your afternoons lounging poolside with a drink in hand, and your nights soaking in the hot tub under the stars. With a fully stocked kitchen, spa-like primary bath, and thoughtful touches throughout, every detail is designed for an unforgettable stay.brbr ️ Your Hilton Head getaway starts here—The Salty Cottage is calling.brbrbrbr* Please note that a valid ID from the primary guest and a signed rental agreement are required to finalize your reservation.brbrPlease note--we also require additional documentation to be reviewed and signed for all reservations.brPets if approved are $175 per pet which we will request separately. Unfortunately, one of our owners is highly allergic to cats so we will not be able to accommodate any cats at this home. brIf you'd like pool heat, there is a fee of $600/week.brSea Pines does require each car to purchase a pass at the Sea Pines Entry gate. Currently the rate is $22/per car

Sea Pines Gem | Heated Pool w/ Swim-Up Bar | Bike to Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$361.72