Hilton Head Island Listings

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Monthly Rent $2950.00 - $4250.00

Adorable 3 bedroom cottage with private pool and just steps to the beach. Very Close to the Beach in North Forest Beach Hilton Head Island, South Carolina, Listing ID: 22832

Newly updated beach cottage! This 3 bedroom, 2 bath home is freshly painted and furnished with new linens, furniture and TVs. Located on the corner of North Forest Beach Drive and Osprey Street, this house is the perfect getaway for a family or small group. The house is a...

  • Home
  • 1600-1800
  •  3
  •  2
Monthly Rent $3450.00 - $5450.00

Low Country Home! 3rd row from the Ocean, 4 Bedrooms! Hilton Head Island, South Carolina, Listing ID: 27095

Located in North Forest Beach, this third-row home is just steps from the island's nicest beach, and is just a short walk or bike ride from Coligny Plaza*! As you step into this airy home, you will first encounter a pleasant guest room equipped with a queen bed, day bed,...

  • Home
  • 0
  •  4
  •  3
Monthly Rent $3150.00 - $4450.00

4 Bedroom Town House in Hilton Head's Shipyard Plantation is the Perfect Snowbird Getaway! Hilton Head Island, South Carolina, Listing ID: 27096

Welcome to your new favorite Beachside Getaway! This four-bedroom three bath home sleeps 10 and is perfect for the entire family. With its close proximity to the beach, 80 steps away from the pool, and tennis court – there is tons of fun for everyone! When entering this home,...

  • Home
  • 0
  •  4
  •  3
Monthly Rent $4500.00 - $7500.00

North Forest Beach home w/large deck, three houses from the beach! Hilton Head Island, South Carolina, Listing ID: 27518

The Alexander Beach House is a third-row, two-story home located in the desirable North Forest Beach area. This beautiful, coastal home features gorgeous landscaping, a private deck, and upgraded bathrooms and kitchen! As you walk through the front door, you’ll see a...

  • Home
  • 2118
  •  3
  •  2

Beautiful newly renovated Shipyard condo, 2 bedrooms with 2 ensuite bathrooms. 1,548 square feet. Rent weekly & monthly. Hilton Head Island, South Carolina, Listing ID: 28552

Brand new to the rental market, this oversized two bedroom condo offers two big balconies overlooking a private lagoon in Shipyard. Newly renovated and impressive with shiplap siding, open kitchen and casual living. Over 1,500 square feet with two big bedrooms with private decks...

  • Condo
  • 1548
  •  2
  •  2 1/2
Monthly Rent $3700.00

LOVELY OPEN AND BRIGHT VILLA, JUST STEPS FROM THE OCEAN IN AN OCEAN FRONT COMPLEX. Hilton Head Island, South Carolina, Listing ID: 28933

Located just steps from the splashy pool and the ocean waves, this 2BR/2BA villa comfortably accommodates a party of 6 and is perfect for enjoying Hilton Head Island and all it has to offer. Designed with your enjoyment and comfort in mind, 1 Ocean Club offers a bright,...

  • Villa
  • 1300
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $1850.00

Vacation Condo Close to Beach Come stay with us and enjoy the Hilton Head Island weather & Resort amenities! Hilton Head Island, South Carolina, Listing ID: 28227

Our 2 bedroom/2 bath condo is on the 2rd Floor of Building 4 of Hilton Head Resort. Hilton Head Resort is a private gated resort with 24-hour security and is centrally located on the island. There is something for the whole family to do without leaving the resort. Our...

  • Condo
  • 831
  •  2
  •  2

Similar Properties


Monthly Rent $2725.00 - $5725.00

Vacation in this oceanfront villa with shared pools, hot tub, easy beach access Hilton Head, South Carolina, Listing ID: 27703

This oceanfront condo in the Windsor II building has modern decor and comes with access to a seasonally heated oceanfront swimming pool, hot tub, private walkway to the beach, and more. Enjoy the ocean view or look over the lagoon from the bedrooms or the living room of this...

  • Condo
  • 1442
  •  2
  •  2
Monthly Rent $3000.00 - $3750.00

Oceanview condo w/ shared hot tub, pools, full kitchen & nearby beach access! Hilton Head, South Carolina, Listing ID: 27816

If you want to swim in a refreshing pool or hot tub, fish in a lagoon, or play five sets of tennis on a clay court, know that you can do all of these things and more when you stay at this Island Club condo! Rent a bike to explore the island or play lawn golf with your friends...

  • Condo
  • 1214
  •  2
  •  2
Monthly Rent $1000.00 - $1200.00

Spacious condo w/ shared pool and golf on-site! Near the ocean! Hilton Head, South Carolina, Listing ID: 27817

You are in for a treat when you book 1867 St. Andrews for your next Hilton Head Island vacation. This one bedroom St. Andrews showcase villa has been furnished with high-end and designer furniture, silk line drapes, bamboo shades, and flatscreen TVs. Your days here will be...

  • Condo
  • 902
  •  1
  •  1 1/2

Osprey Point has the most picturesque view on the north end of Fripp Island. Fripp Island, South Carolina, Listing ID: 28123

If you want to get away from the cold, look no further than Osprey Point located on the north end of Fripp Island. With 3 miles of private beach, two championship golf courses, tennis courts, pickleball and miles of bike paths, there is plenty to keep you entertained. Sit on...

  • Beach Home
  • 2000
  •  4
  •  3

Two bedroom updated condo located in Pawleys Plantation Pawleys Island, South Carolina, Listing ID: 28134

*Please note, American Snowbird does not sync directly with our calendar or rates and availability/price is subject to change. Please inquire for full availability of this property.

  • Condo
  • 0
  •  2
  •  2

This newly renovated three bedroom condo in True Blue is perfect for your winter getaway. Pawleys Island, South Carolina, Listing ID: 28136

*Please note, American Snowbird does not sync directly with our calendar or rates and availability/price is subject to change. Please inquire for full availability of this property. This newly renovated three bedroom condo located in True Blue is on the third floor and the...

  • Condo
  • 0
  •  3
  •  2

A wonderful, 2nd level condo located in the heart of Fripp Island. Fripp Island, South Carolina, Listing ID: 28296

126 Capt. John Fripp Villa is a wonderful, 2nd level condo located in the heart of Fripp Island. Just a short walk to the Beach Club, Sandbar, Tennis Courts, Fitness Center, and Guest Services. This 3 bedroom, 3 bath home is perfect for visitors that are interested in taking...

  • Villa
  • 1700
  •  3
  •  3

Spacious all on one level Oceanfront Villa on the ground floor. Located just steps from the Beach Club and Adult Pool. Fripp Island, South Carolina, Listing ID: 28297

OCEANFRONT - Spacious all on one level Oceanfront Villa on the ground floor. Located just steps from the Beach Club and Adult Pool. John Fripp Villas Phase III, Unit 143 is a 3 bedroom, 3 bath villa, sleeping 8, is located beachfront right next to the Beach Club with a...

  • Villa
  • 1557
  •  3
  •  3

Centrally located, completely remodeled private villa with great views of the marsh and canal. Fripp Island, South Carolina, Listing ID: 28298

Centrally located, this 3rd floor, 2 bedroom, 2 bath Beach Club Villa sleeps 6, incuding the queen size sleeper sofa, and is a just a short walk to Fripp's beautiful beach. Nearby, you will find the Beach Club, Food Court, Tennis, Adult Pool, Olympic Pool, and much more. 168...

  • Villa
  • 940
  •  2
  •  2

This 2BR/2BA villa, located on the 3rd floor, has fabulous marsh/tidal creek and sunset views! Fripp Island, South Carolina, Listing ID: 28299

This 2BR/2BA villa, located on the 3rd floor, has fabulous marsh/tidal creek and sunset views! Many upgrades include: bamboo flooring throughout main living space, foyer and bedrooms. The interior is painted in great beachy colors. New Linens and window treatments tie all the...

  • Villa
  • 940
  •  2
  •  2

This 2 bedroom, 2 bath home was completely updated in Fall 2017 and is perfect for visitors. Fripp Island, South Carolina, Listing ID: 28300

This 2 bedroom, 2 bath home was completely updated in Fall 2017 and is perfect for visitors who are interested in taking advantage of a fresh, updated unit as well as Fripp's many amenities. There are a large fishing/crabbing dock steps from the back door. It is across the...

  • Villa
  • 908
  •  2
  •  2

This home is excellent for family reunions or golf groups, offering two master bedrooms and two living areas. Fripp Island, South Carolina, Listing ID: 28301

This four bedroom three and a half bath home has a recently painted interior, new hardi plank exterior, new carpet, and hardwood floors. With contemporary furnishings, it is located on first Hole of Ocean Point Golf Links. It is only steps away to the pool, beach, Ocean Point...

  • Home
  • 2047
  •  4
  •  3 1/2

The best location on Fripp, center island ajacent to the Beach Club. Fripp Island, South Carolina, Listing ID: 28302

The best location on Fripp, center island adjacent to the Beach Club. The ocean/beach is just steps to the right, with the Adult Pool just steps to the left... Take your pick! This villa has recently been refurbished w/new beds, furniture, furnishings, appliances, etc. The...

  • Villa
  • 0
  •  2
  •  2

This three bedroom, three full bath home is centrally located and close to many amenities including the nearby marina. Fripp Island, South Carolina, Listing ID: 28303

This three bedroom, three full bath home is centrally located and close to many amenities including the nearby marina & excursions. This home comes with a dock on the creek with attached floating dock for crabbing or just hanging out. A large attached deck to the house is easily...

  • Home
  • 1552
  •  3
  •  3

Welcome to this lovely 4 bedroom, 3 bath beach cottage on Ocean Creek Golf Course. Fripp Island, South Carolina, Listing ID: 28304

Welcome to this lovely 4 bedroom, 3 bath beach cottage on Ocean Creek Golf Course. This recently updated and decorated home with new owners will provide you and your family with spectacular views of the golf course, quietness of Wahoo Drive, and easy access to the beach or...

  • Home
  • 1594
  •  4
  •  3

416 Tarpon is a gorgeous two story oceanfront home located in the heart of Fripp Island. Fripp Island, South Carolina, Listing ID: 28305

416 Tarpon is a gorgeous two story oceanfront home located in the heart of Fripp Island. This six bedroom, four and 1/2 bath home is perfect for larger families, as it comfortably accommodates up to 14 people. Features include an open floor plan with a wall of windows to the...

  • Home
  • 3263
  •  6
  •  4 1/2

Come to Fripp and enjoy this rustic beach house located right next to beach access #6! Fripp Island, South Carolina, Listing ID: 28306

  • Home
  • 2440
  •  5
  •  2 1/2

45 Davis Love Drive is a lovely golf cottage located in the heart of Fripp Island Fripp Island, South Carolina, Listing ID: 28307

45 Davis Love Drive is a lovely golf cottage located in the heart of Fripp Island. Just a short walk to the Marina and Bonito Boathouse; this three bedroom, three bath home is perfect for visitors that are interested in taking advantage of Fripp's many amenities. Features...

  • Home
  • 1374
  •  3
  •  3

515 Sunsuite is an efficiency unit located in the heart of Fripp Island. Fripp Island, South Carolina, Listing ID: 28308

515 Sunsuite is an efficiency unit located in the heart of Fripp Island. Just a short walk to the Beach Club, Sandbar, Tennis Courts, Fitness Center, and Guest Services. This 2nd floor, poolside studio layout is perfect for visitors that are interested in taking advantage of...

  • Apartment
  • 325
  •  0
  •  1

Steps from beautiful pools, tennis courts, food court, adult pool, and our incredible beach! Fripp Island, South Carolina, Listing ID: 28309

515 Sunsuite is an efficiency unit located in the heart of Fripp Island. Just a short walk to the Beach Club, Sandbar, Tennis Courts, Fitness Center, and Guest Services. This 2nd floor, poolside studio layout is perfect for visitors that are interested in taking advantage of...

  • Apartment
  • 325
  •  0
  •  1

Privately located on the serene Marshland in the heart of Fripp Island. Fripp Island, South Carolina, Listing ID: 28310

  • Home
  • 0
  •  3
  •  2 1/2

This lovely 3 bed, 2 bath home could be your winter paradise! Fripp Island, South Carolina, Listing ID: 28311

  • Home
  • 1224
  •  3
  •  2

720 North Hampton is a lovely one bedroom, 1 and a half bath condo located on the north end of Fripp Island. Fripp Island, South Carolina, Listing ID: 28312

720 North Hampton is a lovely one bedroom, 1 and a half bath condo located on the north end of Fripp Island. Just a short walk to Ocean Point Grill and Golf Course; this home is perfect for visitors that are interested in taking advantage of Fripp's many amenities. Features...

  • Condo
  • 0
  •  1
  •  1 1/2

732 North Hampton is a professionally decorated third floor condo located on the north end of Fripp Island Fripp Island, South Carolina, Listing ID: 28313

732 North Hampton is a professionally decorated third floor condo located on the north end of Fripp Island. Just a short walk to Ocean Point Grill and Golf Course; this one bedroom, one and a half bath home is perfect for visitors that are interested in taking advantage of...

  • Condo
  • 800
  •  1
  •  1 1/2

737 North Hampton is a lovely two bedroom, two bath condo located on the north end of Fripp Island Fripp Island, South Carolina, Listing ID: 28314

737 North Hampton is a lovely two bedroom, two bath condo located on the north end of Fripp Island. It is the perfect spot for your Fripp Island getaway! This first floor, ocean front condo offers incredible views, an open floor plan with new furniture, easy access to the beach,...

  • Condo
  • 980
  •  2
  •  2

Centrally located home in historic district w/free WiFi, full kitchen, patio! Charleston, South Carolina, Listing ID: 28389

You're going to love waking up with your morning coffee on the back patio of this centrally located home nestled within Charleston's historic district! When you're not out enjoying all the shopping, fine dining, and activities of the downtown area, stretch out to savor the...

  • Home
  • 1400
  •  3
  •  2 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $1900.00 - $2400.00

Upscale Condo close to the Beach, Golf, and Downtown Charleston Johns Island, South Carolina, Listing ID: 28443

Wonderfully furnished and decorated very upscale condo in a perfect location to get downtown, to the beaches and airport when needed. Fenwick Alley is located very close in when you cross over onto Johns Island from James Island just off Maybank Highway. Improvements include:...

  • Condo
  • 1388
  •  3
  •  2

Best Screened Porch with TV, Community Pool and Club, Dog ok Amenity cards! Seabrook Island, South Carolina, Listing ID: 28458

New for 2021. We anticipate this will become one of our most popular vacation rentals. Screened porch with 55" TV, second deck with outdoor sitting area, a sparkling, community pool, quality WIFI, club amenity cards included and Fido friendly. LIVING/DINING The living area...

  • Condo
  • 1200
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $5077.80

St. Simons Sea Marsh Villas-Ground Floor Unit. Located on 18th hole. 2bed/2bath, full kitchen, laundry, screen pourch. St. Simons Island, Georgia, Listing ID: 28460

Sea Palms is a golf community. It offers golf to members and is also open to the public. Our condo is less then a minute walk to Sago dinning and bar inside the clubhouse. The food is fabulous. The pool on site is private. If you wish you can you buy a week pool pass for...

  • Condo
  • 1040
  •  2
  •  2
Monthly Rent $2500.00 - $3000.00

Wonderful, 30-Day Charleston Rental Condo w/Free WiFi and Full Kitchen Charleston, South Carolina, Listing ID: 28521

Just around the corner from the Avondale neighborhood, this cozy West Ashley home features a fantastic location just two miles away from downtown Charleston! Stretch out on one of the spacious living room sofas to enjoy a favorite mystery novel, a movie on the flatscreen TV, or,...

  • Condo
  • Wonderful, 30-D
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4000.00

Private Home and Dock on Saltwater Inlet in the Majestic Lowcountry of SC! Beaufort, South Carolina, Listing ID: 28560

Our beautiful coast house is new to the rental market. Purchased and remodel summer/fall of 2018. This house boasts 4 large bedrooms, 3 bathrooms and plenty of space both inside and out. We are located on deep-water inlet, perfect for fishing, boating and crabbing off our...

  • Beach Home
  • 2500
  •  4
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $1500.00

Springwood villa townhouse is located within 10 minutes walking distance to beach with a pool on the property Hilton Head, South Carolina, Listing ID: 28577

36 Deallyon Unit 99 , Springwood villa is located within 10 minutes walking distance to one of Hilton Head Island’s lovely and famous Coligny/ Forest beaches; a pool on the property; 5- 10 walking distance to numerous cozy restaurants and variety of shops; 5 minutes walking...

  • Villa
  • 1250
  •  2
  •  2 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2100.00

Oceanfront 2 story villa. Short walkway thru marsh to beach. Private pool for small complex. 2 full 2nd Fl baths. Fripp Island, South Carolina, Listing ID: 28595

The perfect oceanfront location! Surfside Villa is true oceanfront and just steps from the island’s best beach via private beach boardwalk access. Relax on the private patio and enjoy the sights and sound of the ocean. Ocean views can be enjoyed from entire lower level...

  • Villa
  • 1276
  •  2
  •  2
Monthly Rent $3200.00 - $4500.00

North Central, 30-Day Rental Home w/Double Porches, Garden Patio, and Free WiFi! Charleston, South Carolina, Listing ID: 28785

An ideal, charming space for a summer vacation, a winter escape, or short-term housing for a long-term relocation, this two-bedroom home will place you within easy striking distance of the very best of Charleston. Here in the North Central neighborhood, mere blocks from Hampton...

  • Home
  • 1000
  •  2
  •  1 1/2
Monthly Rent $3500.00 - $4000.00

Quiet, 30-Day Renovated Rental home w/Free WiFi, Porch, Fenced Yard & Laundry! Charleston, South Carolina, Listing ID: 28788

Beautifully remodeled in a modern, comfortable style that showcases incredible natural light, this three-bedroom, two-story home is a wonderful escape for those seeking both tranquility and close proximity to downtown Charleston. Here in the quiet area of Wagener Terrace, you...

  • Home
  • 1200
  •  3
  •  2
Monthly Rent $3800.00

Light-Filled, 30-Day Daniel Island Rental Home w/Front/Back Porches & Free WiFi! Charleston, South Carolina, Listing ID: 28792

Experience the best of small-town island living just a quick drive from downtown Charleston at this beautifully decorated, three-bedroom home on Daniel Island. Classic, modern, and charming all at once, this home features hardwood floors throughout, gorgeous natural light, and...

  • Home
  • 2780
  •  3
  •  2 1/2
Monthly Rent $5000.00 - $6000.00

Charming 30-Day Rental Condo in the French Quarter w/Fireplace, Patio, Free WiFi! Charleston, South Carolina, Listing ID: 28798

Charming and gracious in every sense, this three-bedroom condo provides the quintessential Charleston setting - beautiful antique furnishings, thoughtful modern updates throughout, and a gorgeous location in the heart of the historic French Quarter District. Step inside to find...

  • Condo
  • 2000
  •  3
  •  2 1/2
Monthly Rent $4200.00

2-Story, Dog-Friendly, 30-Day Rental Condo in downtown Charleston w/Free WiFi! Charleston, South Carolina, Listing ID: 28801

Offering an unbeatable location right in the heart of the charming Charleston and two levels full of comfort and great amenities, this incredible home away from home will be just ideal for a fun family trip to experience the southern charm. Start your day off the right way with...

  • Condo
  • 1300
  •  3
  •  2
Monthly Rent $3800.00

Two-story, Downtown 30-Day Rental House w/Free WiFi, Private W/D, Great Location! Charleston, South Carolina, Listing ID: 28805

Explore historic Charleston by foot thanks to 19 Chalmers' prime location! This two-story home away from home comes equipped with all the amenities of a home and everything you and your lucky guests could need to experience a vacation out of this world. The convenience of having...

  • Home
  • 0
  •  2
  •  2
Monthly Rent $2000.00 - $3400.00

30-Day Marshfront Rental Condo w/Amazing Views, 2 Porches, Laundry & Shared Pool! Charleston, South Carolina, Listing ID: 28813

Find an incredibly serene, marshfront setting at this two-bedroom condo on Johns Island, a beautifully updated retreat that sits within a short drive of historic downtown Charleston. You'll enjoy the best of both worlds here, with two back porches overlooking the tranquil Stono...

  • Condo
  • 1258
  •  2
  •  2 1/2
Monthly Rent $2500.00 - $4400.00

Centrally Located 30-Day Rental Home in Historic District w/Free WiFi and Patio! Charleston, South Carolina, Listing ID: 28815

You're going to love waking up with your morning coffee on the back patio of this centrally located home nestled within Charleston's historic district! When you're not out enjoying all the shopping, fine dining, and activities of the downtown area, stretch out to savor the...

  • Home
  • 1400
  •  3
  •  2 1/2
Monthly Rent $2500.00 - $3000.00

Modern, marsh-front, 2-story townhome w/ deck & shared dock on James Island! Charleston, South Carolina, Listing ID: 28819

Modern and elegant in style, this light-filled, two-story townhouse is gorgeously situated near the heart of James Island on the serene wetlands that surround Wolfpit Run and the neighboring Simpson Creek. Bring your coffee outside to the deck to listen to the marsh birds at...

  • Condo
  • 1180
  •  2
  •  2
Monthly Rent $3800.00 - $4500.00

Stylish, Dog-Friendly, 30-Day Rental House w/Free WiFi, W/D, and Furnished Patio! Charleston, South Carolina, Listing ID: 28822

Sneak away for a well-deserved change of scenery at this family-friendly home on James Island. Sunny and stylish, the all-white interior of this charming vacation rental boasts a well-equipped, full kitchen with stainless steel appliances and a breakfast bar for preparing all...

  • Home
  • 1400
  •  3
  •  1 1/2
Monthly Rent $3750.00 - $4500.00

Dog-Friendly 30-Day Rental Two-Story Home w/Free WiFi, Balcony, Washer/Dryer! Johns Island, South Carolina, Listing ID: 28831

Experience relaxation and convenience at its finest at this two-story, dog-friendly home! The main living space on the first floor offers plenty of natural light and space for socializing with your family and friends. The living room boasts a comfortable sectional sofa in front...

  • Home
  • 1900
  •  3
  •  2 1/2
Monthly Rent $2300.00 - $4100.00

Waterfront condo w/ shared outdoor pool, hot tub, & tennis - beach access! Litchfield Beach, South Carolina, Listing ID: 28832

This is a beautiful and spacious condominium with spectacular ocean and salt marsh views. Recently renovated in February, 2019, this home boasts beautiful views from every bedroom and balcony. Guests will have access to the shared pool and hot tub located right out front! Just a...

  • Condo
  • 900
  •  3
  •  2 1/2
Monthly Rent $6200.00

Spectacular Oceanfront Cottage on Jekyll Island Jekyll Island, Georgia, Listing ID: 28979

Spectacular Oceanfront End Unit with lots of upgrades. 3 bedrooms/3.5 baths, master on the main floor with access to a screened porch. Gorgeous views and lots of features: Bosch stainless appliances, water softener, hardwood flooring on main level and stairs, crown molding,...

  • Home
  • 1832
  •  3
  •  3 1/2