Vacation Villa Rentals By Owner In Hilton Head Island, SC

Two bedroom villa located in the gated community of Shipyard. Convenient to all of the amenities of Hilton Head Island's south end. The beautiful landscaped grounds overlook the golf course and the on- site pool is just a 3 minute walk from this unit. In addition, the on site tennis courts are just across the parking lot. Enjoy easy access to the bike paths that wind throughout the gated community of Shipyard. Sit on the beautiful outside deck just off of the kitchen and enjoy wonderful views of the golf course. This unit is less than a mile from the Shipyard Beach Club which is walkable or an easy bike ride. The primary bedroom has a king size bed. The guest bedroom has a double bed along with 2 twin beds. This unit is perfect for families with children. Shipyard itself offers easy access via the Pope Avenue gate to the bustling Coligny Beach area which has numerous shops, restaurants as well as the new Low Country Celebration Park which features a play ground for kids. Town of Hilton Head Short Term Rental Permit #041224

Evian 200 - Beautiful 2 BR/ 2BA 2nd Floor Flat.

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$331.1

SeaPines-Another fantastic hidden gem in the Wildwood Spa neighborhood. Enjoy this tastefully and lightheartedly furnished, bright and open two bedroom villa. Vaulted ceilings, beautiful new flooring throughout, and extra sleeping options with a queen and twin bed in the guest bedroom are just a few key features of this property. Many updates in the past 3 years including new HVAC, remodeled kitchen and baths, new carpet and furniture, fantastic TV setup, and much more. New in 2025-twin trundle beds in the loft. brWildwood Spa is a little known quiet neighborhood in SeaPines, with the best central location. The Beach Club is just a quick 10-12 minute walk along the beautiful winding paths that SeaPines is famous for. The neighborhood boasts an on site pool and tennis/pickleball courts and amazing golf views. Lush with trees and private, a stay in this property is truly an amazing beach retreat. brbrThis villa is pet friendly, however please list your pets in the guest list when booking, so that our pet fee will be added to your quote. Thank you!brbrAs with all of our villas, enjoy great extras like a free fitness center pass, a couple of free bikes for exploring the beauty of Sea Pines, and free tennis at South Beach. Wildwood Spa enjoys an on-site pool shared by few properties, so it is always quiet and enjoyable. The neighborhood also has an on site practice court, which is also good for pickleball as well. All the boxes are checked with this beautiful villa in Sea Pines.

SeaPines, Beautifully Decorated and Updated, Two free bikes

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$370.7

About this spacebrIdeally located in Palmetto Dunes, close to the beach (8 mins), golf (2 mins), Pickleball (5mins), this updated Villa has a brand-new kitchen, floors and paint. Perfect for teleworking and near great restaurants including the Dune House on the beach the General Store for basic necessities on the go and Alexanders for fine dining. Perfect for golfer's, pickleballer's and beach goers. Great for families.brThe spacebrSpacious and clean! This Villa is updated with a brand-new kitchen with quartz countertops, brand new stainless appliances, new floors, and paint. Our open floor plan makes a bright and airy space for family gatherings or teleworking with a view. The kitchen is well equipped with an Air Fryer Oven, Flat Cooktop, Dishwasher, Refrigerator and Coffee Station. The back deck has a hammock and eating area with an amazing direct view of the golf course and shade from fabulous palm trees and Spanish moss.

Perfect for Golfer's, P-baller's and Beach Goer's!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$373.02

951 Cutter Court | Just Steps to Harbour Town Marina brbrNEW TO OUR PROGRAM!brbr*1 Bedroom | 1 Bathroombr*Sleeps 4br*1 King, Queen Murphy Bedbr*2 TVs | Wi-Fi | Keurigbr*Top 4th Floor Villa br*Elevatorbr*Views of the Harbour Town Lighthouse and Marinabr*Private Washer & Dryer in Unitbr*Access to the Harbour Town Community Poolbr*Rounds of Golf & Children's Activities Includedbr*Private Balconybr*4 Beach Towels for Guest Usebr*Keyless Entrybr*Ride the Sea Pines Trolley to the Sea Pines Beach Club (seasonal)brbr951 Cutter Court is a charming 1-bedroom, 1-bath villa perfectly positioned in the heart of Harbour Town on Hilton Head Island. Thoughtfully appointed and designed for comfort, this villa features a private washer and dryer, a fully equipped interior, and a private balcony ideal for taking in Lowcountry sunsets.brbrJust steps from Harbour Town’s iconic lighthouse and marina, you’ll enjoy easy access to boutique shopping, waterfront dining, live outdoor entertainment, and a variety of water sports. The beach is a short bike ride away, and miles of scenic biking and walking trails wind throughout Sea Pines Resort, making it easy to explore everything this premier island destination has to offer.brbr*Parking Limited to Two Vehiclesbr*Town of Hilton Head Permit #

951 Cutter Court ~ Harbour Town Views!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$539.66

Windsor Place Oceanfront Complex | Just Steps from the Beach brbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 6br*1 King, 2 Doublesbr*Steps to the Beachbr*4 Beach Towels for Guest Usebr*1st Floor with Great Lagoon Views and Elevated Balconybr*Covered Parking Garage | Luggage Carts for Guest Usebr*3 TVs Including 75 Samsung Smart TV in the LRbr*Desk/Work Stationbr*Keyless Entry | Wi-Fi | Keurigbr*Rounds of Golf & Children's Activities Includedbr*Access to the Palmetto Dunes Buggy (seasonal)br*Two Large Ocean Front Pools and Sundeckbr*Graduated Entry Pool | Mushroom Shaped Waterfallbr*Covered Pavilion | Gas Grilling Areabr*Poolside Restrooms | Boardwalk to Oceanbr*Jetted Hot Tub Pavilionbr*Ample Lounge Chairs and Pool Shaded Areasbr*Ocean-Front Sundeck Elevated Above the Dune for Excellent Viewsbrbr**Fully Renovated for 2026 Including: All New Furniture, TV's and more! brbr107 Windsor Place is considered one of the premier oceanfront resorts on Hilton Head Island. Surrounded by lush landscaping and tranquil lagoons, and pool views, The Windsor Place villas offer the perfect setting for a memorable vacation. This newly renovated villa has been professionally decorated and is an ideal choice for a beach vacation, honeymoon or anniversary celebration.brbrYou will love the open floor plan, beautiful light gray plank-style floors and elegant beach accents throughout. There is plenty of seating in the dining room at the table for six plus an additional three bar stools at the gorgeous quartz breakfast bar. The kitchen has stainless steel appliances including a flat top stove and quartz countertops. In the back corner is the laundry room with a Samsung washer and dryer. The adjacent living room has an L-shaped sofa, accent chair and a 75” Samsung TV. The big window overlooks the lagoon, resort pool and peaks of the ocean. The sliding door opens to a covered balcony that has 2 Adirondack chairs and a table that seats four for al fresco dining or just enjoying the fresh ocean air and views. brbrOff the living room to the right is the master bedroom with a king bed, 65” Samsung smart TV and the same beautiful views as the living room. The private bathroom has a double quartz vanity, soaking tub and walk-in shower with new subway style tiles.brbrOn the other side of the kitchen to the left is the guest bedroom that has two double beds, a 55 Samsung Smart TV and has sliders that lead out to the balcony which can also be accessed through the living room. brbrThe Windsor Place complex is located oceanfront in the famous Palmetto Dunes Plantation. It has two large oceanfront pools (heated seasonally) and hot tub as well as a large sundeck, poolside restrooms, showers and covered pavilion with gas grilling area. One pool is great for children with a graduated entry and mushroom shaped waterfall (opposite end of pool is 4` 6). brbrWindsor also has elevator access and a covered parking garage. This complex has privately owned villas located oceanfront with great views of the ocean, pool or lagoon from any floor.brbrThe perfect place for your families’ beach get-away vacation all-year round!

107 Windsor Place ~ Renovated in 2025 | Steps to Beach!

Hilton Head Island, South Carolina, United States

Bed

Bath

6

Sleeps

$660.0

This is a fabulous 2-bedroom OCEANFRONT villa rarely available at Marriott’s Surfwatch resort on the beautiful shores of Hilton Head Island. The resort offers amazing amenities and activities for individuals, couples and families! Multiple swimming pools and pool bars, fitness center, marketplace, natural spaces and outdoor games all on the famous Hilton Head Island beach! Full kitchen with all necessary cooking utensils, plates and serving platters with nearby grills. Large dining area with table for 6, living room and 2 bedrooms. TV in living room and both bedrooms. The master bath features a large jetted shower. Outdoor seating on the villa’s balcony overlooking the beach!

OCEANFRONT 2-bedroom villa with amazing view in Marriott’s Surfwatch

Hilton Head Island, South Carolina, United States

Bed

Bath

8

Sleeps

$340.26

Welcome!! Come relax and unwind in the desirable gated community of Palmetto Dunes, on beautiful Hilton Head Island. This villa is a two story end unit, and is situated in a quiet secluded area. It is very clean and has been recently updated throughout. It offers 3 bedrooms, 3.5 bathrooms, and a new kitchen with stainless steel appliances. brbrThe first floor offers a great room, a large master suite, a separate half bath off of the living room and a laundry room. The living room has a large television with a closet full of games, books and movies for evenings or down time. It is comfortable and bright with large window and sliding glass doors leading to a private patio overlooking the Robert Trent Jones Oceanfront Golf Course. The patio is equipped with an outdoor grill and additional eating area. Off of the living room is a new fully equipped kitchen with a breakfast bar and dining area. The master suite has a king size bed, television and sliding glass doors leading to another patio overlooking the golf course. brbrOn the second floor are two additional bedrooms and a study area. One bedroom has a queen sized bed and the other has two double beds and a pull out couch for additional sleeping space. Each bedroom has it's own full size bathroom, television, as well as it's own private deck overlooking the golf course. The landing has a study area for a quiet space to read or the kids to play games. brbrThe villa is just steps to the private Water Oaks swimming pool and a five minute walk to access miles of beautiful white sandy beaches, the 11 mile lagoon where you can enjoy fishing or explore via a canoe or kayak. It is also centrally located and provides access to miles of bike paths, 25 tennis courts and 3 golf courses. The free Dunes Buggy will shuttle you to a number of areas including Shelter Cove where you will find shops, restaurants and entertainment during the summer months.

Beautiful Palmetto Dunes 3 BR Villa, Overlooks Golf Course and Walk To Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$433.39

237 Shorewood Villa - South Forest Beach Fantastic 2nd Floor Oceanview Villa - Professionally managed by Luxury Rentals of Hilton Headbrbr $250 Beach Gear Credit Included* as well as our Convenience Stay Suppliesbr Completely Updated Spring 2023br 2 Bedrooms 2 Bathroomsbr King, King, Queen Sleeper Sofabr Sleeps 4 - 6br 1125 sqftbr $250 Beach Gear Credit Included - More Credits When You Stay Longer*br Pool and Oceanview Balconybr Updated Fully Equipped Kitchen and Washer / Dryerbr Regular/Keurig Coffeemakerbr Gated Oceanfront Community in South Forest Beachbr Oceanfront Community Zero Entry Pool, Hot Tub and Baby Poolbr Pool Heated March-April & October - November (Dates subject to change) br Private Beach Walkbr Quick Walk to the Shops, Restaurants and Activities of Colignybr 2 Cars only with Parking Passes included - always displayedbr No Pets Allowedbr Our Convenience Stay Program: No more buying staple items for your trip! See photos for details on supplies stocked to make your stay more enjoyablebr All Linens and Starter Soaps and Bath Tissues Provided, Please Bring Beach Towelsbrbr237 Shorewood Villa is a 2 Bedroom 2 Bath Oceanview Villa. From the time you are behind the Shorewood Villas gates you are in a little slice of landscaped heaven. Taking a quick right and pulling under the back buildings of Shorewood you can take the elevator up and shortly be at the front door of the 2nd floor unit. The updated kitchen is on the left as you walk in which overlooks a nice dining area and a comfortable living area (new queen sleeper sofa) with a flat screen and views out to the pool and ocean. Off the Living Room is a balcony perfect for morning coffee and an evening cocktail. brbrThe Master Bedroom with a King Bed has similar views as well as an entrance to the balcony. Imagine waking with the sun coming up from the ocean. With tons of space and a flat screen it is the perfect place to get away from it all. The Master Bathroom has a large shower to melt any cares away. Also tastefully decorated the Guest Bedroom has a King bed and flat screen and uses the updated hall bathroom.brbrWhether you are using the kitchen to just fix breakfast or a complete gourmet meal during your stay this kitchen has it all including updated appliances and a Regular Keurig Coffeemaker. The pass through to the dining area makes serving a breeze. There is also a washer dryer for your use as well. brbrThe Shorewood complex is in the South Forest Beach area of Hilton Head Island and is just a hop skip away from the popular Coligny Plaza. The zero-entry oceanfront pool is a place you want to be when you haven't taken the few steps to HHI's wonderful hard packed beach. There is a kiddie pool, and the pool is heated in March-April & October-November (dates subject to change) while the hot tub is heated from Labor Day to Memorial Day. Rent a bike and you can get anywhere in a few moments time. Just down the beach is the famous Tiki Hut and just beyond that is The Beach Market and Coligny Plaza where you can shop, dine, pick up groceries, catch a show and enjoy outdoor entertainment in the summer. Also nearby is the newest addition to Hilton Head, the Lowcountry Celebration Park so be sure and check it out!brbrWhether you visit with your family or it's two couples, you will not go wrong with the amazing 237 Shorewood!brbr*For reservations of 3-13 days you will receive a $250 VayKLife Beach Gear Credit that will go toward items such as bikes, beach chairs and more. Stay 14-20 days receive $500 Credits and 21-day stays get $750 in credits. Stays longer than 22 nights do not receive gear credits, but we can give you a link so you can book directly with VayKLife. Any unused credits do not convert to cash and does not apply to your rental rate or final cost. No packing required, making your vacation a breeze! You will receive details once the reservation is confirmed. brbrHilton Head Island Business License #77620brbr**PLEASE NOTE** br Resort and Reservation Fee Non-Refundablebr All Reservations Subject to Review Prior to Full Commitmentbr All Reservations Subject to Applicable Local and State Sales Tax. Resort, Cleaning and Reservation Fee Added to All Bookings. You may Save the Reservation Fee by Paying By Check. CC Required for All Bookingsbr 25% Deposit Required to Reservebr Any Promotional Advertising Subject to Terms and Conditionsbr Must be 28yrs or Older to Rentbr Properties are for Vacations or Business Trips Only, No Events, Weddings, or Parties Allowedbr All Properties are Equipped with Wi-Fibr No Pets Allowedbr All Linens and Starter Soaps and Bath Tissues Provided, Please Bring Beach Towelsbr The complex does not allow for grills

237 Shorewood Villas - Ocean Views - Exceptional Update - Discounted Rates!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$559.28

3506 Windsor Court South in Palmetto Dunes Completely Remodeled Top of the Line Penthouse Oceanfront Villa Professionally managed by Luxury Rentals of Hilton Head brbr$250 Beach Gear Credit Included* as well as our Convenience Stay Suppliesbr 5th Floor Ocean Viewsbr Complete Remodel 2020br 2 Bedroom / 2 Bathbr King, 2 Doubles and Queen Sleeper Sofabr Sleeps 6 - 8 Guestsbr 1,250 sqftbr $250 Beach Gear Credit Included - More Credits When You Stay Longer*br Minute to the Beachbr Large Zero Entry Complex Pool (Heated 3/15-4/30 & 10/15-11/30**)br 3 Complex Gas Grillsbr Complex Fire Pitbr Kids Playgroundbr Some Covered Parkingbr 2 Car Passes Maxbr 3 Championship Golf Courses br Centrally Located in Palmetto Dunes br No Pets Allowedbr Our Convenience Stay Program: No more buying staple items for your trip! See photos for details on supplies stocked to make your stay more enjoyablebr All Linens and Starter Soaps and Bath Tissues Provided, Please Bring Beach TowelsbrbrOcean view from every room, including the kitchen! This Palmetto Dunes condo is an oceanfront penthouse, on the 5th floor of Windsor Court South Villas. Single level, spacious, two bedrooms with garage parking, elevator access and a huge resort style beachfront pool. King bed in the master bedroom, two double beds in the guest bedroom, and a sleeper sofa in the living room. This home has been completely remodeled with new furniture, flooring, kitchen cabinets, quartz countertops and much more. New appliances include a convection oven. Living room boasts a 65-inch smart TV. brbrEnjoy the two oceanfront pools. Larger pool is heated 3/15-4/30 and 10/15-11/30**. Pool with zero entry and fountain is NOT heated. Plenty of seating for soaking up the sun. Playground area for the kids, and three gas grills and a gas fire pit for the adults. Bathrooms and outdoor showers to get rid of the sand for the guests of Windsor Court.brbrPalmetto Dunes is a world class family resort destination, and Windsor Court South is located just steps always from all that the resort offers. You will be surrounded by three golf courses, an 11-mile lagoon system for kayaking, canoeing or fishing, and 3 miles of glorious beachfront. The spa at the Omni Hotel is a short walk. Shelter Cove is nearby, and offers scrumptious dining delights, shopping opportunities, deep sea fishing charters, dolphin tours, and much, much more. This is truly a one stop shop with something for all ages and tastes.brbr*For reservations of 3-13 days you will receive a $250 VayKLife Beach Gear Credit that will go toward items such as bikes, beach chairs and more. Stay 14-20 days receive $500 Credits and 21-day stays get $750 in credits. Stays longer than 22 nights do not receive gear credits, but we can give you a link so you can book directly with VayKLife. Any unused credits do not convert to cash and does not apply to your rental rate or final cost. No packing required, making your vacation a breeze! You will receive details once the reservation is confirmed. brbr**Complex Pool Heat Dates are Subject to Change.brbrHilton Head Island Business License #25110brbr**PLEASE NOTE**br Resort and Reservation Fee Non-Refundable br All Reservations Subject to Review Prior to Full Commitmentbr All Reservations Subject to Applicable Local and State Sales Tax. Resort, Cleaning and Reservation Fee Added to All Bookings. You may Save the Reservation Fee by Paying By Check. CC Required for All Bookingsbr 25% Deposit Required to Reserve br Any Promotional Advertising Subject to Terms and Conditionsbr Must be 28yrs or Older to Rentbr Properties are for Vacations or Business Trips Only, No Events, Weddings, or Parties Allowedbr All Properties are Equipped with Wi-Fibr No Pets Allowedbr All Linens and Starter Soaps and Bath Tissues Provided, Please Bring Beach Towelsbr The complex does not allow for grills on the balconies, but you do have access to grills on the grounds for you to use.

3506 Windsor Court S. - Updated Penthouse Oceanfront Villa - Enjoy Ocean Breezes on the Balcony!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$230.72

Summary:brbrBeautiful 2 Bedroom Spacious Harbour Master Villa overlooking the golf course with community pool.brbrNewly Renovated Kitchen & Bathrooms!brbrbrbrThe Space:brbrWelcome to 802 Harbourmaster ~ ShipyardbrbrSpacious 2-Bedroom Villa Overlooking the Golf Course with Community PoolbrbrbrbrDiscover the perfect getaway in this beautifully appointed 2-bedroom, 2.5-bathroom townhouse villa, located in the prestigious Shipyard Community. With serene golf course and lagoon views, access to a community pool, and proximity to Hilton Head Island’s best beaches, this villa is ideal for families, golfers, or anyone looking for a relaxing retreat.brbrbrbrVilla Highlights:brbrSpacious Accommodations for 6 Guests:brbrbrbrMaster Suite: Queen-sized luxury mattress, private ensuite bathroom with walk in shower, cable TV, and stunning golf course views.brbrSecond Bedroom: Two plush twin beds, cable TV, and adjacent full newly renovated bathroom with tub/shower combo.brbrAdditional Sleeping: Queen air mattress available for two extra guests. Sheets and towels provided. Blankets and pillows stored in the bedroom closet.brbrComfortable Living Spaces:brbrbrbrOpen living and dining area, perfect for entertaining or unwinding with family and friends.brbrCable TV and a selection of board games for fun-filled evenings.brbrFully Equipped Kitchen:brbrbrbrChef’s kitchen with all the essentials for cooking and entertaining.brbrOutdoor dining area for morning coffee or afternoon cocktails overlooking the lagoon and golf course.brbrModern Conveniences:brbrbrbrFull-sized washer and dryer in the upstairs hallway closet.brbrCozy linens, towels, and starter amenities included with your stay.brbrCommunity Perks:brbrCommunity Pool: Open daily from sunrise to sunset, April 1st through October 31st.brbrBeach Access: Includes one parking pass for Shipyard Beach Club, just a short drive away. Parking is first-come, first-serve.brbrShipyard Amenities:brbr27-hole golf course, miles of bike paths, Van der Meer Tennis Resort, and the Sonesta Resort.brbrPrime Location:brbrSituated in the Harbour Master neighborhood, this villa is close to Shipyard’s beaches and bike paths.brbrA short drive to Coligny Plaza with shops, restaurants, and public beach access.brbrWhy You’ll Love It:brbrFrom the picturesque views of the golf course and lagoon to the modern comforts and community amenities, 802 Harbour Master offers the ideal balance of relaxation and recreation. Whether you’re golfing, biking, or soaking up the sun on Hilton Head’s pristine beaches, this villa is the perfect base for your island adventure.brbrbrbrBook your Hilton Head Island getaway today and start creating unforgettable memories! brbrbrbrImportant Notes:brbrNo smoking, no pets, and no e-bikes permitted in Shipyard.brbrNo golf carts, trailers, kayaks, or canoes allowed on property.brbrBikes must be secured in designated racks.brbrAll cancellations are subject to a non-refundable processing fee.brbrbrbrSTR # 29191brbrbrbrGuest 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. Parking pass must be displayed in vehicle throughout your stay in Shipyard.brbrbrbrThe Neighborhood:brbrA premier south east barrier island off of the coasts of South Carolina and Georgia. Voted the Best Island in the US in 2016, 2017 & 2018 by Conde Naste Traveler. Enjoy the beautiful Low CountrybrbrbrbrGetting Around:brbrThe pool, and beach are walkable. Breeze Shuttle is available mid-March through October outside of the Shipyard gate to get you to shopping, restaurants, or the public beach. A parking pass is available for the Shipyard amenities, and the beach has public parking as well.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.

802 Harbourmaster Villa Pool, Golf View, Bike to Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$310.18

2 Bikes and beach chairs are included!brbrPets are NOT permitted. The HOA will require you to leave and we will not refund your money. brbrPool was renovated in 2025 and is beautiful.brbrGround Floor !! This 1300 sq. ft. recently renovated villa is located next to the South m Beach Marina in the Sea Pines Resort. It is a 2-bedroom, 2-bath, ground-floor unit with a large patio. You can watch the sunrise and sunset from our location!brbrJust a few steps into the villa, you will feel right at home with the spacious living room that has two full-size sofas, two comfortable matching swivel chairs, and a flat-screen TV. The fully equipped kitchen is situated perfectly with access from the living and dining room. There is also a breakfast bar with four bar stools for additional seating.brbrThe large master suite has a king bed with a new mattress and a private bathroom with double sinks and a shower. The second bedroom has a bunk bed and a queen size bed. These beds also have new mattresses. The second bathroom is across the hall and has a bathtub and shower.brbrThe private patio has access to the living and dining areas. This tranquil setting is a great place to relax or to grill steaks & seafood on the gas grill that we have provided. There is also a storage bench filled with sand toys and a beach wagon for your enjoyment.brbrWith three championship golf courses, 5 miles of white sandy beaches, a 600-acre forest preserve, and an abundance of tennis and pickleball courts, and bike paths, there is something to please guests of all ages. There are also great restaurants, boutique-style shops, live entertainment, and the famed candy-striped lighthouse at the Harbor Town Yacht Basin. The Equestrian Center offers horseback riding. There is a seasonal trolley that transports guests within the Sea Pines community. If you want to venture around the island, the most popular form of transportation is a bicycle. Hilton Head Island offers a separate bike path parallel to almost all main roads.brbrComplex AmenitiesbrSea Pines charges $20 per car for the week. Pay cash at the guard's gate when you enter. brFour-minute walk to the beachbrAccess to the South Beach Marina Community Pool - opens July 2025brAccess to the FREE Sea Pines Trolley (seasonal)brNext to the Calibogue SoundbrShort walk to South Beach Marina and the famous Salty Dog CafébrTennis and Pickleball Courts a 4-minute walkbrPlaygroundbrPlus, there are numerous other amenities to enjoy throughout Sea PinesbrbrNeed additional bikes (remember we provide 2 adult bikes) or beach gear brSouth Beach Bike Rentalsbr230 S Sea Pines Dr, Hilton Head Island, SC br843-671-2453brhttps://www.southbeachbikerentals.com/

Sea Pines- South Beach! 1st Flr with a 4-minute walk to beach & Pickle Ball

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$321.2

Renovated, pet-friendly villa in BeachwalkbrbrA fully renovated first floor (2025) and easy access to many amenities await you in this immaculate, pet-friendly villa tucked in a quiet corner of Beachwalk Villas in Shipyard, Hilton Head Island.brbrAs you enter, you are welcomed into the open-concept first floor by a sunny atrium with a charming window seat for reading and morning coffee (both Keurig and regular coffee maker available). The beautiful, new kitchen features a large island with seating for three, luxurious quartz countertops, ample cabinet and pantry space, and everything you need to prepare a meal while enjoying unobstructed views to the back deck.brbrWarm, wood-tone luxury vinyl plank floors guide you to the dining area, with seating for six, and the spacious family room includes a dry bar with a wine/beverage fridge and a large Smart TV above the electric fireplace. A wide sliding door opens to the back deck which seats six and overlooks lush low-country vegetation and a grassy area.brbrUpstairs comfortably sleeps 6 guests in 2 bedrooms, each with a private full bathroom, ample closet space, and new smart TVs. The spacious primary bedroom features a vaulted ceiling, skylights, a new Vaughn Bassett king-size bed, and a large walk-in closet. The guest bedroom comfortably features 2 queen beds and large closets. New appliances are located in the second-floor laundry. brbrEnjoy a short, 6-minute walk under a canopy of beautiful trees along the path to Shipyard’s private beach access. Bicycle parking, private restrooms, and outdoor showers are located at the beach access and lifeguards are present seasonally. The beach itself is great for relaxing, family fun, walking/biking/running, and viewing stunning sunsets. Adjacent to the beach access, but hidden behind the dunes, is the Sonesta Resort which includes a spa, restaurants, and bar which are open to the public.brbrBeachwalk’s newly renovated community pool is just steps away from the unit and offers tables, lounge chairs, showers and restroom facilities exclusively to Beachwalk guests.brbrShipyard, a gated community with 24/7 security, is tucked away in the historic Oaks on the south shore of Hilton Head Island with white sandy beach, bike paths, lagoons, 27 holes of championship golf at the Shipyard Golf Club, tennis 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.brbrYou are a 5-minute drive to Coligny Plaza (w/ over 70 shops / 14 restaurants / eateries) & Forest Beach and a 10-minute drive to the Shelter Cove Marina and the Sea Pines Harbour Town and South Beach Marinas.brbrPlease indicate how many car passes you will need. Car passes are $35 plus tax for the stay. 2 Car Passes Max.brbrA non-refundable fee of $225.00 per pet plus tax is required if you are bringing a pet. Max is 2 dogs; 60 pounds per dog.brbrNo Smoking for Sanitary/Allergy reasons. Thank you.brbrSnowbirds or people looking to work from home are welcome for longer stays in the off season. Ask me for special rates.brbrWe hope your enjoy your stay and the beautiful beaches of Hilton Head Island.

Beachwalk 165 - Renovated villa just steps from beach & pool in Shipyard HHI

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$278.33

This lovely, bright, clean freshly renovated and uncluttered 2 bedroom, 2 bath villa is complete with new fully equipped kitchen and appliances. with air conditioning. There is new flooring throughout the unit, free Wi-Fi is available in the villa. There is also free Wi-Fi service located in the building 3 computer/Game room or by the building 1 pool. This villa is conveniently located in building 2 at the Hilton Head Resort. brYou can see little bits of the ocean and there is a beautiful view of Robert Trent Jones Golf Course from your private balcony, master bedroom and living area. The spare bedroom has a Twin and a Bunk bed. The bunk bed has a twin over double, sleeping six comfortably (max. 4 adults). There is a 55 flat screen TV. The master bedroom also has a tv with cable. We have beach chairs available for your use, boogie boards and tennis rackets. All you need is your bathing suit and beach towels. The resort offers 3 pools (2 outdoor, 1 indoor) indoor walking track, jacuzzi, steam room, sauna, fitness room, 6 lighted tennis courts free of charge, bike rentals, Beach Bear deli/Bar and pool side tiki bar. Take a walk down our private boardwalk that leads you to the beach & Coco's on the Beach. If you don't want to walk, take the shuttle that the resort provides. Coco's on the Beach serves food and refreshments, and they have bathrooms, no need to leave the beach! Visit the Beach Bear located by the building 1 pool. They have free Wi-Fi service by the pool, and they offer a breakfast/lunch menu. Enjoy an evening cocktail at the pool side tiki bar. Our Gated Resort with 24-hour security has awesome views of the marsh, Palmetto Dunes Golf Course, lagoon and view of the ocean. There are elevators located in all the buildings. We are centrally located on the Island. Enjoy your morning coffee on our private balcony while relaxing and viewing the ocean and golf course.

Enjoy the views of the golf course, marshlands & ocean from our balcony

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$303.45

Welcome to BLUE LAGOON—a serene island retreat where coastal charm and effortless comfort melt together in perfect harmony. Thoughtfully designed and nestled on the first floor of Tennis Villa B at Hilton Head Island Beach & Tennis Resort, this inviting two-bedroom, two-bath getaway is the ideal backdrop for family adventures and carefree beach days. Step inside and feel instantly at ease in a space that blends relaxed elegance with coastal-inspired style. The primary suite offers a peaceful escape with a plush queen bed, a Smart TV for laid-back evenings, and chic décor that reflects the easy rhythm of island life. Its private en-suite bathroom features a sleek walk-in shower, perfect for refreshing after a sun-soaked day.brbrThe guest bedroom is wonderfully versatile, featuring a spacious bunk bed designed to comfortably accommodate up to three guests making it perfect for kids or extra friends joining the fun. A queen sleeper sofa in the living room provides even more flexibility, ensuring everyone has a cozy place to rest! The second bathroom includes a classic tub/shower combo, making it easy for guests of all ages to rinse off sandy toes and salty hair after beach adventures.brbrAt the center of the condo, the fully equipped kitchen offers full-sized appliances including a dishwasher, refrigerator, stove/oven, and sink making it easy to prepare anything from quick breakfasts to family-style dinners. The open-concept layout flows into a bright and welcoming living room, complete with a Smart TV and cable for relaxed movie nights or downtime between outings.brbrThe true highlight, though, awaits just outside. Step onto your private first-floor balcony and take in the calming lagoon views, where the water gently reflects the sky and coastal wildlife adds a peaceful soundtrack to your morning coffee. It’s a soothing space that invites you to slow down and simply enjoy the moment.brbrDuring your stay, you’ll enjoy private WiFi and thoughtful starter essentials to make your visit seamless and stress-free—from toiletries and paper goods to laundry supplies and fresh bath towels. We provide enough bathing towels for each guest during your stay. Please do not use these on the beach! If you find yourself running low on towels, please utilize the on-site laundry area. You will have to go to the convention center (the building to the left as you enter the resort) and purchase a money card for the laundry area. Each load of laundry will cost $3.00. brbrWhen it’s time to explore, the resort delivers endless ways to play and unwind. Spend your days lounging by the island’s largest pool, enjoy a match on the lighted tennis or pickleball courts, or take a leisurely bike ride through the grounds. There’s a playground for younger guests, grilling areas for laid-back cookouts, and even a second pool near Admiral’s Row for a change of scenery. When you’re ready for a bite or a drink, Jamaica Joez, a beloved island tiki bar, offers lively energy, refreshing cocktails, and a full menu just steps from the pool and the private boardwalk to Folly Field Beach. Speaking of the beach, you’ll be all set for a perfect day in the sand. brbrWant to explore beyond the resort The Breeze trolley stops right on-site and runs seasonally, making it easy to discover more of the island without the hassle of driving. The trolley service runs every 30 minutes and has a stop at the resort. It starts up in March and will run until around Labor Day. It is available from 1PM-10PM during the week and 1PM-11PM on Friday & Saturday. brbrPlease note: this resort has strict PET-FREE, SMOKE-FREE, and VAPE-FREE policies, ensuring a clean and comfortable stay for all guests. A limit of two car passes are available for you during your stay.

Blue Lagoon - 1st Floor Lagoon / Tennis Villa!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$290.9

Welcome to SEAS THE DAY—where effortless luxury meets the easy rhythm of island life. This beautifully updated first-floor villa invites you to settle in, slow down, and savor every sunlit moment Hilton Head has to offer—no stairs, no stress, just pure vacation bliss. Perfectly positioned just steps from the pool and a leisurely five-minute stroll to the beach, this two-bedroom, two-bath retreat makes it wonderfully easy to slip between salty ocean dips and poolside lounging. brbrInside, the space feels fresh, bright, and thoughtfully designed with all the comforts of home—plus a few extra touches to make your stay feel special. The open living area is made for unwinding, whether you’re curling up for a movie night on the Smart TV, sharing laughs after a day in the sun, or simply enjoying the cool comfort after a warm beach day. The fully equipped kitchen is ready for everything from quick breakfasts to relaxed dinners, and the in-unit laundry keeps things easy and carefree throughout your stay. When it’s time to recharge, you’ll find plenty of space for everyone. The villa comfortably sleeps guests with a cozy queen bed, a queen sleeper sofa, and two twin beds—perfect for families or small groups traveling together.brbrStep outside your door and into the charm of Fiddler’s Cove, a private gated community designed for both relaxation and play. With 24-hour security and a long list of amenities, you’ll have everything you need right at your fingertips—from two seasonally heated pools and a soothing hot tub to tennis, pickleball, and racquetball courts. There are picnic spots for laid-back lunches, a playground for little ones, and even a game room and clubhouse for a bit of indoor fun. Whether you’re chasing sunrises on the beach, enjoying a friendly match on the courts, or simply doing nothing at all, SEAS THE DAY is your perfect home base for making unforgettable coastal memories.brbrPlease note: this is a SMOKE-FREE, VAPE-FREE, and PET-FREE property, ensuring a clean and refreshing environment for every guest.

Seas the Day - 1st Floor Villa - Community Pool!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$299.86

Welcome to PALMETTO BEACH HIDEAWAY—a beautifully designed island retreat where comfort, style, and the easy rhythm of Hilton Head living come together. Nestled on the first floor of Tennis Villa E at Hilton Head Island Beach & Tennis Resort, this inviting two-bedroom, two-bath condo is the perfect home base for families, friends, and beach-loving travelers alike. brbrStep inside and feel greeted and at ease in a thoughtfully styled space that blends coastal charm with modern flair. The primary suite offers a peaceful escape with a plush king bed, a Smart TV for relaxed evenings, and island décor that sets a soothing, beach-inspired tone. Its private en-suite bathroom includes a spacious walk-in shower—ideal for rinsing off after sun-filled days by the shore. The guest bedroom features a comfortable queen bed, offering a cozy and restful space for additional guests. A queen sleeper sofa in the living room provides even more flexibility, making it easy to host extra family or friends with ease. Both bathrooms are generously sized and designed for convenience, with a walk-in shower in the primary bath and a tub/shower combo in the guest bath making them both perfect for quick refreshes or long, relaxing soaks after a day in the sand.brbrAt the core, the fully equipped kitchen includes full-sized appliances such as a dishwasher, refrigerator, stove/oven, and sink and everything you might need to prepare anything from casual beach snacks to full meals. The open-concept layout flows seamlessly into a bright and welcoming living room, complete with a Smart TV and cable for cozy nights in.brbrVenture outside to your private first-floor balcony and take in the lively energy of the resort’s tennis courts just within sight. It’s a great spot to enjoy your morning coffee, feel the island breeze, and ease into the day with a touch of coastal sunshine. During your stay, you’ll enjoy private WiFi and thoughtful starter essentials to make your visit seamless and stress-free—from toiletries and paper goods to laundry supplies and fresh bath towels. We provide enough bathing towels for each guest during your stay. Please do not use these on the beach! If you find yourself running low on towels, please utilize the on-site laundry area. You will have to go to the convention center (the building to the left as you enter the resort) and purchase a money card for the laundry area. Each load of laundry will cost $3.00. brbrWhen it’s time to explore, the resort delivers endless ways to play and unwind. Spend your days lounging by the island’s largest pool, enjoy a match on the lighted tennis or pickleball courts, or take a leisurely bike ride through the grounds. There’s a playground for younger guests, grilling areas for laid-back cookouts, and even a second pool near Admiral’s Row for a change of scenery. When you’re ready for a bite or a drink, Jamaica Joez, a beloved island tiki bar, offers lively energy, refreshing cocktails, and a full menu just steps from the pool and the private boardwalk to Folly Field Beach. Speaking of the beach, you’ll be all set for a perfect day in the sand. brbrWant to explore beyond the resort The Breeze trolley stops right on-site and runs seasonally, making it easy to discover more of the island without the hassle of driving. The trolley service runs every 30 minutes and has a stop at the resort. It starts up in March and will run until around Labor Day. It is available from 1PM-10PM during the week and 1PM-11PM on Friday & Saturday. brbrPlease note: this resort has strict PET-FREE, SMOKE-FREE, and VAPE-FREE policies, ensuring a clean and comfortable stay for all guests. A limit of two car passes are available for you during your stay.brbr(Short Term Rental Permit #073188)

Palmetto Beach Hideaway - 1st Floor Tennis Villa!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$191.28

This spacious condo has all the comforts of home and more! New Furniture and Upgrades throughout the Townhome. Unit includes amenities such as Wireless Internet, Flat Screen TV's, and Key less Entry Lock. Guest Room also has a twin sleeper pull out. Property has a beautiful landscaped Courtyard, Parking is Convenient right in front of the unit, and direct beach access at the entrance of the complex. Located near Coligny Beach with Shopping, Dining, activities and Events all within walking distance. Master Bedroom is comfortable with an en-suite bathroom with a Walk-in Shower and King Bed. Guest Bedroom has a Queen Bed and a Lounge Chair that pull out to a twin bed if you need space for the little ones! Kitchen if fully stocked with everything you would need to prepare a meal. Full size Washer & Dryer Located just off the Kitchen. brbrHHI Short-Term Rental Permit #028747

Surf Court 30 - Updated 2 Bedroom Condo - Short Walk to Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

7

Sleeps

$327.95

Proudly hosted by Island Rentals of Hilton Head, this bright and inviting oceanfront villa offers the perfect blend of comfort, convenience, and coastal charm in the heart of North Forest Beach. With beautiful natural light and a relaxed beachy feel throughout, this one-bedroom retreat is designed to make your island getaway effortless from the moment you arrive.brbrThe thoughtfully arranged layout includes a comfortable bedroom with a queen bed, a sleeper sofa in the living room, and a cozy twin bed tucked into the hall area—perfect for small families or groups. An in-unit washer and dryer add everyday convenience, while the living space opens up to views overlooking the Atlantic beyond the complex pool, creating a fun and relaxing atmosphere just steps from your door. An exterior elevator provides easy access to the villa, making arrivals and departures a breeze.brbrStep outside and you’ll quickly realize that you can truly park your car and leave it for the duration of your stay. Located just a short walk from Coligny Beach Park and Lowcountry Celebration Park, you’ll have easy access to some of the island’s most popular beaches, dining, shopping, and family-friendly activities. To make exploring even easier, your stay includes two adult bicycles from South Beach Bicycles and four backpack beach chairs—everything you need for carefree days in the sun.brbrWhether you’re relaxing by the pool, biking along scenic paths, or enjoying the nearby beach and local hotspots, this oceanfront villa is the ideal home base for your Hilton Head escape.brbr• 2 Free Adult Bicycles from South Beach Bike Rentalsbr• 4 Aluminum Backpack Beach Chairsbr• Bedroom with Queen Bed, Twin bed in hallway and Pull-Out Couch in the Living Roombr• Free Wifi and Cable TVbr• 1 Car pass, maximum 1 car permittedbr• Bed Linens & Bath Towels Provided. Beach Towels NOT Provided.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

231 Breakers: Oceanfront Villa, 1BD/1BA/Sleeps 5

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$293.7

Luxurious 3-Bedroom Villa in Palmetto Dunes Resortbrbr*3 Bedrooms | 2.5 Bathrooms br*Sleeps 9br*1 King, 1 Queen, Bunk Bed (Twin over Full), Double Sleeper Sofabr*4 TV's | Wi-Fi | Keurig | Alexa l Gas Grillbr*Golf Course Viewsbr(2nd hole of Robert Trent Jones)br*Community Pool br*4 Beach Towels for Guest Usebr*Close walk to Alexander's, The General Store and PD Outfittersbr*Quick Walk to the Top Ranked Tennis & Pickleball Centerbr*Daily Round of of Golf & Children's Activities Includedbr*15 Minute Walk to the Dunes House and Beachbr*Point Central Keyless Entrybr*Parking Limited to Two Vehiclesbr*Access to the Free Palmetto Dunes Buggy (seasonal)brbrThe ideal 3 bedroom villa in Palmetto Dunes Queens Grant community, featuring the biggest deck with the best location overlooking the 2nd hole of the Robert Trent Jones Golf Course plus lush views of the lagoon. This two-story villa was remodeled in 2021 with new furniture, modern kitchen and spa-like bathrooms. Ideal for families or groups coming to Palmetto Dunes for the top ranked Tennis & Pickleball Center, Golf outings or a family vacation at the beach.brbrThe main living area offers a large open floor plan with grey sleeper sofa, two accent chairs, and 55 SMART TV with cable and all digital access. The living room opens to the dining area that features a wood table with six chairs and leads into the open kitchen with marble counter-tops and stainless steel appliances.brbrThe primary bedroom on the first floor has a king bed, 40 Roku TV and a large en-suite bathroom with a designer walk-in shower and double vanity. The bedroom also includes a desk to complete any “work from anywhere” tasks and private access to the spacious back deck.brbrUpstairs you will find the remaining guest bedrooms that share a Jack-and-Jill bathroom with a double vanity sink and a tub and shower combo. The first guest room features a queen bed and 32 Roku TV. The second guest room features a twin over full bunk bed, Roku TV with Blu-Ray player and second desk.brbrThis villa is in close proximity to the community pool, a short 10-minute walk to the tennis and pickleball courts, and a quick 15-minute walk to the beach. The Shelter Cove Marina and Towne Center, with a plethora of world-class shops, restaurants and grocery stores is also only a 15 minute walk or short drive away.brbrThe world-famous Palmetto Dunes Oceanfront Resort is a 2000-acre community that stretches from its 3 miles of white sandy beaches, through 11 miles of lagoons, 3 golf courses, and 25 tennis and pickleball courts. There is a convenient bikeway/walkway under William Hilton Parkway that provides easy access to Shelter Cove.brbrThis remodeled villa combines luxury, comfort, and convenience, making it the ultimate retreat for families, golf enthusiasts, or anyone seeking a perfect Palmetto Dunes escape.brbr*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Pools Open April 1st - October 31st. Not Heated.br*Parking Limited to Two Vehiclesbr*Sorry, absolutely no pets allowed.

756 Queens Grant ~ Tranquil Golf Course Views in Palmetto Dunes

Hilton Head Island, South Carolina, United States

3

Bed