Hilton Head Island Vacation Rentals
View Top Destination Searches
Rental Type
Search Radius
Surrounding Areas

Click the pins to select or deselect an area.

Condo Complex
Apply Filter ×

Hilton Head Vacation Rentals

  • Guaranteed Bookings with 100% Protection

  • Easy Changes & Cancellation

  • 24/7 Emergency Support

Lana H. VaycayHero Guest

"Booking with VaycayHero was seamless."

Sort By

134 rentals are available

  • Wow. Beautiful. Newly renovated, everything brand new. This 4th floor oceanfront villa has a separate bedroom with a king size bed, a full kitchen with granite counter tops and stainless steel appliances, combined oceanfront living room and dining area. Beautiful custom walk-in tile shower. Additional bedding for this condo includes a queen size sofa sleeper in the living room. There is a balcony located directly oceanfront off the living room which offers a panoramic view of the ocean.

    Amenities include Airconditioning, Ceiling Fans, Television, Microwave, Dishwasher, Refrigerator, Oven, Coffee Maker, Balcony and Shared Pool.

    Bed Configuration: Bedroom 1: King | Living Room: Queen Sleeper Sofa.

    One of the best yet! This is a wonderful unit for a couple. Well planned configuration made this villa comfortable and inviting! Very well maintained. View of ocean was fabulous! Access to the beach was easy. Love the Vacation Time staff - they're the best!

    Hilton Head 7.69 miles
  • **Shorewood 339** This charming 3rd floor; single level villa features a Private Balcony, 2 Flat Screen TV's and offers an easy walk to Coligny Plaza with more that 60 shops & restaurants. Guests of 339 Shorewood can spend the day at the Beach or enjoy the Zero Entry Oceanfront Pool, Poolside Hot Tub & Baby Pool. Free WiFi. **Pool is heated during the months of March, April, October & November** **Third Floor Single Level Villa** * Living Room with Flat Screen TV & Queen Sleep Sofa * Private Balcony with partial ocean views * Dining Room * Fully Equipped Kitchen * Laundry * Bedroom 1 - King bed with Flat Screen TV, Private Bath with Shower * Bedroom 2 - 2 Twin beds, Hall Bath with Tub/Shower Combo **Exterior Features** * Large Zero Entry Ocean Front Pool measures 66' x 66' * Oceanfront Pool is heated in March, April, October & November * Poolside Spa * Baby Pool * Poolside Restroom * Elevator **This is a 3rd Floor Villa in an elevated Building* GPS- 21 South Forest Beach Drive From our parking lot turn RIGHT & follow to the TRAFFIC LIGHT. Turn LEFT at the LIGHT & remain in the LEFT HAND LANE to the Sea Pines Circle. Take the 2nd turn off onto Pope Ave. Once on Pope Ave. stay in the right hand lane & proceed to the Coligny Circle. Take the 1st turn off onto S. Forest Beach Dr. merge into the left lane & turn LEFT into Shorewood Villas.

    We have vacationed for several years in Hilton Head and really like the area. This is our second year in Shorewood and everyone enjoyed the location and all the things to do.
    339 Shorewood is a very spacious rental property with 2 bedrooms and 2 Baths. However the unit is starting to show its age. I know the properties are used all summer and maintenance can be difficult. Both Bathrooms have some water damage and the Master Bathroom water was scolding hot with poor water pressure(new shower head would fix the pressure). I checked the water tank but could not turn it down. The Kitchen and living areas were OK but not great. Our family would not rent this property again unless there were renovations made.

    Hilton Head Island
  • This lovely 3 Bedroom home is situated within the Sea Pines Resort and features a Private Pool, Great Room with Flat Screen TV, a Billiard Room and side Deck with Gas Grill. Guests of 33 Water Oak can enjoy a vacation located within a quiet private neighborhood while still having easy access to all of the amenities that Sea Pines has to offer.

    Spend the day at your Private Pool or take a 5 minute drive to the Sea Pines Beach Club where you can spend the day at the Beach and watch for the Dolphins that swim along our Shoreline each day! Free Wifi. Pet Friendly

    The house was warm and welcoming very nicely decorated and all accommodations available...the location was ideal not far from anything..definitely a keeper for further trips.

    Hilton Head Island
  • This unique home offers multiple Living Areas, a Sunken Living Room, a Gourmet Kitchen with Center Island & a Sushi Bar, Billiard Room plus a Private Dining Room. Exterior features include an Infinity Pool & Spa with Spacious Deck & a small Private Dock on the Lagoon. This home is suitable for VIP clients or couples who are seeking a quality vacation experience. Free WiFi.

    First Floor: Sunken Living Room, Private Dining Room, Gourmet Kitchen, Half Bath, TV Room with Sushi Bar, Den with Private Bath, Laundry Room. Second Floor: Billiard Room, Bedroom 2 - Queen bed, Flat Screen TV & Private Bath, Bedroom 3 - Two Twin beds, TV, Shared Bath, Bedroom 4 - Two Twin beds, TV, Shared Bath, Second Floor Laundry Room. Exterior Features: Private Pool 15' x 30' (can be heated for a fee), Poolside Spa (can be heated for a fee), Gas Grill, Small Lagoon Side Dock.

    Overall GREAT Experience. The only issues we had were the AC was not working correctly the first day (management came that day and fixed it). The TV in the living room did not work (called twice and they never came to fix it- not a big deal but a little annoying). Pool and kitchen were awesome. Would be nice to have a few King size beds. I would rent it again and/or recommend to friends.

    Hilton Head Island
  • This charming 3 Bedroom, 2 Bath Home features Lagoon Views and is ideal for small families looking forward to a quiet, secluded setting while still being able to enjoy all of the amenities within the Sea Pines Resort.

    Two Story Elevated Home features Comfortable Living Room with Flat Screen TV & DVD Player, Fully Equipped Kitchen & Laundry, Dining Area, Master Bedroom with Queen bed, Flat Screen TV & Private Bath, Bedroom 2 with Queen & Double bed, Flat Screen TV & Shared Bath, Bedroom 3 with 2 Double beds, Private Deck with Lagoon Views & Grill, On Site Pool 25' x 61' with Poolside Baths, Keyless Entry.

    We really had a great time at Night Heron 64 and it was perfect for our family of 8. The house was very clean, and had everything we needed. We have rented houses all over the place and my husband and I agreed this was the best. The owners have done a great job stocking the house with supplies- we cook on our trips and you have everything we needed! All the views are lovely, the home was great fun for our kids. My only suggestion would be to hang some more towel bars downstairs by the basement area for guests to hang beach towels. We read that we couldn't hang them on the railing outside but that meant brining wet and sandy stuff indoors and it might be easier if there was a good outdoor place (even a clothesline) to hang things on to dry.

    Hilton Head Island
  • This villa is very close to the ocean with a beautiful view and it opens out onto the courtyard and the pool. This villa has three bedrooms and three full baths. The top floor has 2 bedrooms each with king size beds and individual baths. The lower level has one bedroom with twin beds and a full bath.

    The lower level also has a den/family room with a sofa bed, TV, DVD/VCR player, table and chairs for games and puzzles. The main floor has a fully equipped kitchen, dining area, living areas with flat screen TV and DVD/VCR player. The lower lever has a patio with a picnic table and grill that opens out onto the courtyard.

    Amenities include cable TV, DVD player, VCR, air conditioning, ceiling fans, central air, high speed internet, in unit washer/dryer, ironing board, linens, family room, coffee maker, cookware, full kitchen, ice maker, microwave, refrigerator, toaster, dishwasher, blender, balcony, BBQ grill, beach, patio, shared pool, free health club, childrens pool, courtyard.

    Bed Configuration: Bedroom 1: King | Bedroom 2: King | Bedroom 3: 2 Twins | Den/Family Room: Sofa Bed.

    Square Footage: 1465 Square Feet.

    Location Distance: Savannah: 1 hour | Charleston: 2 hours | Beaufort: 45 minutes | Coligny Plaza, Coligny Beach Park: walking distance.

    Electrical plugs were mostly only 2 prongs.
    No outlet in the master bath.
    TV placement not the best.
    Overall a good value.

    Hilton Head 7.56 miles
  • **159 Fairwood Villa** This ground floor villa features has been completely updated & features a new kitchen, updated bathrooms & all new furnishings. Guests of 159 Fairwood Villa can relax & enjoy tranquil Lagoon views from the spacious Sun Room as well as the Master Bedroom. The villa features an open Living Room with Smart TV, a Dining Room plus a fully equipped Kitchen & full Laundry. Guests can Walk or Bike easily to the beach or bike to the Sea Pines Beach Club. The popular 600 acre Sea Pines Forest Preserve is just a few minutes walk away. Ideal for small families or couples looking for a quiet setting. Guests of 159 Fairwood Villa enjoy free access to the South Beach Pool & the Sea Pines Beach Club. Free WiFi. **Single Level Villa - NO Stairs** * Living Room with Smart TV * Dining Room * Fully Equipped Kitchen * Sun Room with Sleep Sofa * Laundry Room * Bedroom 1 - King bed, Flat Screen TV & Private Bath with Shower * Bedroom 2 - Two Full beds, Private Bath with Tub/Shower Combo * Keyless Entry - Express Check-in is available for a fee **Exterior Features** * Small Patio with Lagoon Views GPS- 17 Lawton Drive From our parking lot turn RIGHT onto ARROW RD. to the TRAFFIC LIGHT. At the LIGHT turn LEFT & continue in the LEFT HAND LANE. At The Sea Pines Traffic Circle take the 2nd turn off onto Pope Ave. & merge into the Right Hand Lane. Turn Right at the 2nd Traffic Light onto Cordillo Parkway & proceed to the Stop Sign. Merge right at the stop sign and through the Ocean Gate. Take the 1st Right onto Lawton Drive & the Fairwood Villas will be on the Left.

    This was a beautiful fully equipped Villa. Very comfortable with a lovely view.
    Close enough to restaurants and shops but also very private. We had a wonderful vacation and would definitely recommend staying here if visiting Hilton head island.

    Hilton Head Island
  • Located just 175 yards from the Beach, this beautiful 6 Bedroom home features comfortable furnishings with exceptional outdoor living space for family entertaining. Highlights include 2 master suites, Private Baths & Large Private Pool with attached Spa. The layout of this house makes it ideal for large families.

    First floor includes great room with 43" Plasma TV, surround sound, DVD & VHS Players, dining room that seats 10, kitchen with center island that seats 5. Bedroom 1 has master suite #1 with king bed, 43" Plasma TV, DVD & VHS Players, private bath with jacuzzi tub and stacked washer/dryer, bedroom 2 has two twin beds, 26" Plasma TV & private bath, bedroom 3 has two twin beds, TV with VHS player & hall bath. Laundry room with UC ice maker and half bath located by back door to pool area.

    Mid floor bedroom 4 has master suite #2 with king bed, 37" plasma TV, DVD & VHS payers, private bath with jacuzzi tub. Second floor has bedroom 5 with queen bed, 32" plasma TV and private bath and bedroom 6 has two twin beds, 26" Plasma TV and a private bath.

    Exterior features private pool 14' x 32' (can be heated for additional fee), poolside Spa heated for free and gas grill. Property amenities include free internet, bathroom jetted tub, big screen TV, grill, private pool and spa.

    21 Sandpiper was an excellent home for the 12 of us. Perfect location. The walk to the beach was short and easy. The only complaint we had was the TV/cable system. There were 7 Tv's and you could only use maybe 2 at a time. Sending the kids to watch their Tv's in their bedrooms while the adults watched a show/movie was impossible because of this problem. It's a shame that the owners of this house pay for the service of 7 Tv's and they can't be used. Changing cable companies is highly recommended!!! The staff of Sea Turtle Getaways was very accommodating.

    Hilton Head
  • This charming third floor villa offers beautiful Pool & Ocean Views and a Private Balcony. The Breakers Villas are just steps away from Coligny Plaza, which offers more than 60 shops and restaurants & the ever popular Tiki Hut. This villa is ideal for a couple or a small family who enjoy spending the day at the Beach or the Oceanfront Pool. The Breakers # 320 features a Queen bed in the Master bedroom with wall mounted Flat Screen TV plus the Living Room offers a Sleep Sofa and additional Flat Screen TV. Pool is heated in March and April. Free WiFi.

    Single Level Villa

    Bedroom 1 - Queen bed with Flat Screen TV
    Private Bath with Tub/Shower
    Living Room with Flat Screen TV & Queen Sleep Sofa
    Kitchen & Dining Area
    Stacked Washer/Dryer
    Private Balcony with Pool & Ocean Views

    Exterior Features

    Ocean Front Complex Pool 20' x 35'
    Baby Pool 1' depth
    Pool is Heated in March & April

    This is a 3rd floor villa in an elevated building. No Elevator

    We had an awesome week staying in Unit 320, enjoying unseasonably warm weather which is always good when escaping the winter of the north. The unit was clean and ready for us to check in. The process of booking was easy with helpful personnel at Sea Turtle Getaways. I would recommend that items such as a starter amount of dish soap, laundry soap, a extra roll of paper towel and toilet tissue be supplied for staring out. Otherwise the kitchen was adequately equipped for our cooking. The view from the balcony facing the sunrise over the pool and the ocean was indeed inviting and relaxing. The location is ideal for bike rental, groceries, restaurants and really anything one needs. The car did not move much throughout the week except for shopping at the Outlets! Overall this was a great time!

    Hilton Head Island
  • This charming home is situated in South Beach & is just 4 houses from the beach. The master bedroom, living room, dining room & kitchen are located on the first floor and there are 3 additional bedrooms upstairs on the second floor. A patio off of the kitchen offers seating & a grill for your use. This home is in the perfect location & offers a great value.

    First floor includes living room , flat screen TV, dining room, kitchen, bedroom 1 has king bed, TV and private bath. Laundry room. Second floor includes bedroom 2 has king bed, TV and shared bath, bedroom 3 has full bed, shared bath, bedroom 4 has two twin beds and shared bath.

    Exterior features private patio, gas grill, south beach pool & baby pool membership and south beach pool 27' x 97'.

    Nice house in South Beach area. Location good and the house is an older home from 70's with few updates but was fine for our family.

    Hilton Head Island
  • This newly renovated two bedroom, two bathroom villa has a full sized kitchen and a combined living room/dining room area. The master bedroom has a queen bed, the second bedroom a pair of twin beds and there is a queen sized sleeper sofa in the living room. The balcony off the living room area has a direct view of the ocean. Each unit in Ocean Dunes has wireless internet service and access to the "New" oceanfront swimming pool and picnic area.

    This was our second year in Hilton Head and once again we absolutely loved our vacation and stay at Ocean Dunes! We had a fantastic view of the ocean, it was clean, quiet, and very comfortable for our family of four. We rented bikes, and road the bike trails daily which the kids loved. It was a great time and we can't wait to go back!

    Hilton Head Island
  • This villa has been completely remodeled and is a true gem...We're sure you'll agree!! 3 bedroom, 3 full baths, two living areas, with a private carport, balcony with ocean view, patio with a BBQ grill and a beautiful courtyard and swimming pool. All this just steps from the best beach on Hilton Head Island and a five minute walk to Coligny Beach Park and Plaza.

    We were thrilled to be able to find an ocean-front rental so tastefully decorated at the last moment! Access to the beach is a quick and easy walk out the back door of the villa, across the lush grass and boardwalk. The pool area is small, but provides a nice respite from the sand and ocean-water. The layout of the villa is perfect for a family or even for a couple of groups w/ rooms upstairs and downstairs. Everything appeared new and well thought out. There are a few items I would include in the kitchen that weren't available, but the basic items needed were all there and plenty of dishes were provided. While we prefer direct ocean view w/ the ability to hear the waves at all times -- I would certainly return to this villa for the ease of location and design.

    Hilton Head Island
  • The villa at 28 night heron features 2 bedrooms, each with a queen bed, a living room with TV & DVD player & a newly renovated kitchen with granite counter tops.

    High speed wireless internet is also included and there is a private deck off of the living room where you can enjoy your morning coffee. There is a pool on site for your enjoyment plus the beach and 600 acre sea pines forest preserve is a short walk away.

    Single level freestanding villa includes living room, TV, kitchen, dining area, bedroom 1 has Queen bed, TV, private bath, bedroom 2 has Queen bed and private bath. laundry.

    Comfortable,peaceful and well-equipped, with easy walk to the beach. The nicest Night Heron home we have stayed at in ten years coming to Sea Pines. Close to neighborhood pool and the bike paths. Really liked the enclosed porch overlooking green space and a lagoon.

    Hilton Head Island
  • This luxurious 3 story townhouse offers breathtaking views of Calibogue Sound and it's famous sunsets. Guests of 704 Schooner Court are just steps away from all the action of the Harbourtown Marina or you may can choose to sit & relax in your private Courtyard with sweeping oceanviews of Calibogue Sound. This 4 bedroom townhouse features a spacious Living Room with Flat Screen TV, Custom Kitchen, Laundry Room plus each bedroom is outfitted with a Flat Screen TV & Private Bath.

    This VIP townhouse is ideal for Golf, Beach lovers and Nature lovers alike! Enjoy the miles of bike trails that wind their way throughout Sea Pines Plantation and past tranquil Lagoons dotted with Alligators basking in the sun, Great White Snowy Egrets & Blue Herons; along with the Deer that can be spotted at dusk. The Sea Pines Beach Club can be accessed by car, bike or the Free seasonal Trolley. Waters Sports enthusiasts can rent a jet ski, parasail, kayak, paddle board or book a Sunset Dinner Cruise or Dolphin Cruise directly from the Harbourtown Marina. Free WiFi.

    Ground Floor: Spacious Living Room with Flat Screen TV overlooking Calibogue Sound, Fully Equipped Kitchen, Half Bath, Dining Room. Second Floor: Bedroom 1 with Queen bed, Flat Screen TV & Private Bath & Balcony, Bedroom 2 with Twin beds, Flat Screen TV & Private Bath. Third Floor: Master Bedroom overlooking Calibogue Sound with King bed, Flat Screen TV & Private Bath, Bedroom 4 with Queen bed, Flat Screen TV & Private Bath.

    Exterior features Private Courtyard Patio overlooking Calibogue Sound, Charcoal Grill.

    This villa is ideally located; directly across the street from the Harbor Town shops and marina; with the Calibogue sound as your back yard. One of the many bike trails is also right across the street as well as a large playscape should you have children/grandchildren. Plenty of room, comfortable furniture, great sleeping (very quiet); watching dolphins, boats, birds on the Sound would by itself make this a great vacation spot. However, Sea Turtle Management is exceptional. The slightest issue was responded to immediately which made us feel very special. It's not always that you can first, reach your management company and second, get an immediate response. Great people to work with! This is our third year here at this Villa, and I think about 5 or 6 years renting thru Sea Turtle Management at one of the many other Villas they manage. I wouldn't chose anyone else to rent from.

    Hilton Head Island
  • Located on the first floor, this 2 bedroom, 2 baths, this villa has a spacious layout and is beautifully decorated. The living room has a new sofa and love seat and flat screen TV, separate dining area and kitchen with full-size refrigerator, dishwasher, microwave, beautiful wood cabinets, granite counters with a bar that opens up to the living room with two bar stools. There is a stack washer and dryer for your convenience in the kitchen. There is a deck off the living room that overlooks the grounds.

    The master has a king size bed and a private bathroom with a shower. The 2nd bedroom has two twin size beds with a full bathroom across the hall. There is a deck off of the living room and another sitting area as you enter the condo.

    Square Footage: 540 Square Feet.

    It was very comfortable.

    Hilton Head Island

See Our Other Locations

See All Locations
View Your Password By signing up, I agree to VaycayHero's Terms of Service & agree to join our mailing list for special offers and travel tips.

Forgot Password?


Our concierge specialist is standing by to help you with your booking.
Call 888-733-2964 .