Refine Search
Map
Sort by
29 Oleander Street, Hilton Head Island
$999,000
4 Beds ⋅ 3 Baths ⋅ 193500 MLS
Charming and pristine home located in a quiet area of HOLIDAY HOMES and a short 5-minute walk to Folly Field Beach, this completely updated 4 Br/3BA, with over 2300 sq foot home is all on one level! All new wood look porcelain tile throughout the main areas of the home, smooth ceilings, new kitchen cabinets, countertops, new HVAC, roof, HW heaters and newer windows. All bedrooms have bamboo flooring. Primary suite with ensuite bath featuring tub, separate shower and double vanity. All with a private yard that backs up to wooded town-owned land in the back. Gorgeous live oak in the front yard and new gravel driveway. This lovely home would make a great residence, 2nd home or STR!

29 Oleander Street, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcou, from Lowcountry Regional MLS.

Selling Office: .

40 Folly Field Road Unit 130, Hilton Head Island
$385,000
2 Beds ⋅ 2 Baths ⋅ 194785 MLS
Great opportunity on first floor villa at the beach! Neutral tones and coastal vibes, this villa is updated, comfortable and just steps to the beach. Newer kitchen cabinets, quartz counter tops, updated appliances and a cool wine bar make this villa truly special. Main bedroom and bath are like a retreat where you have a king size bed and bath is en suuite with a walk in shower. all floors are tile and LVP. Guest BR has twin beds and full bath near by. The balcony has space for everyone and a peek of the ocean. Enjoy the sweet ocean breezes and hear the waves hit the shore. Fully equipped and rental ready for you, all at fantastic resort with beach bar restaurants, pickle ball, tennis, 2 pools, fitness, 24/7 security and more! Call this piece of paradise yours today!

40 Folly Field Road Unit 130, Hilton Head Island

Courtesy of Century 21 A LowCountry Realty, from Lowcountry Regional MLS.

Selling Office: .

40 Folly Field Road Unit A17, Hilton Head Island
$355,000
2 Beds ⋅ 2 Baths ⋅ 194121 MLS
Completely remodeled with brand new furnishings 2 bedroom, 2 bath villa in the Tennis Villa section of Hilton Head Beach and Tennis. This unit has magnificent lagoon views and is a short walk to the beach, pool and all other community amenities. There is a proven short term rental track record. Hilton Head Beach and Tennis is mid-island and near the airport, shopping and dining on the island. Do not let this villa slip through your fingers!

40 Folly Field Road Unit A17, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcou, from Lowcountry Regional MLS.

Selling Office: .

45 Folly Field Road Unit 18i, Hilton Head Island
$350,000
2 Beds ⋅ 2 Baths ⋅ 191836 MLS
Closest to the Beach, TOP Floor Corner Villa just a few steps from the Beach Access Gate & Outdoor Shower! Discover your perfect Hilton Head Island retreat at 45 Fiddlers Cove 18I, a beautifully renovated and fully furnished 2-bedroom, 2-bathroom top-floor end unit. Located in the highly sought-after, gated community of Fiddler's Cove, this turn-key villa offers an unparalleled blend of comfort, convenience, and investment potential. Step inside to find a thoughtfully updated interior boasting modern upgrades from 2022. The open living space features stylish vinyl plank flooring throughout, smooth ceilings, and a cozy electric fireplace cabinet. The gourmet kitchen is a chef's delight, showcasing gleaming granite countertops, stainless steel appliances, and a built-in coffee bar complete with a wine cooler. Both bathrooms have been completely renovated with walk-in tile showers, providing a luxurious feel. For added convenience, an in-unit washer and dryer are included. Smart TVs, ceiling fans, and window treatments enhance the living experience. Enjoy peaceful wooded views from your private covered balcony, perfect for morning coffee or evening relaxation. This villa comes fully equipped, right down to the beach equipment, making it truly move-in ready or an ideal rental property. Recent upgrades include a new roof in 2018, HVAC in 2017, and a new water heater in 2024, ensuring peace of mind. Villa 18I is also known as "The Nest" on vacation rental sites. This meticulously kept condo is a fan favorite with new and repeat guests. 68 Five-Star Reviews & Income History available. HOA Dues Include: Building Maintenance, Cable, Capital Reserve, Common Electric, Common Sewer, Common Water, Garbage Service Included, Internet, Landscaping, Management, Pest Control, Pool Maintenance, Refuse, T-Court Maintenance, Unit Specific Water-Includ., Water. The community offers 10 tennis courts, 4 playground areas for the kids, 2 swimming pools, a hot tub, and 2 indoor racquetball courts. Fiddler's Cove is a gated community with 24 hour on-site security.

45 Folly Field Road Unit 18i, Hilton Head Island

Courtesy of Epique Realty, from Lowcountry Regional MLS.

Selling Office: .

40 Folly Field Road Unit 339, Hilton Head Island
$320,000
2 Beds ⋅ 2 Baths ⋅ 195112 MLS
Incredible opportunity at the beach! This is the perfect villa to put your feet up, relax and enjoy the ocean breezes from your balcony. Smooth ceilings, qtz counters, LVP and tile floors, nicely furnished and costal decor. Baths are updated and HVAC is newer too. Great location and views of the ocean and one of two resort pools. Amenities rich resort with on site restaurants, beach bar, pickleball, tennis, laundry, bike rentals, convention center, 24/7 security, and the largest ocean front resort pool on the island! You are going to have to hurry to get this one!

40 Folly Field Road Unit 339, Hilton Head Island

Courtesy of Century 21 A LowCountry Realty, from Lowcountry Regional MLS.

Selling Office: .

40 Folly Field Road Unit 346a, Hilton Head Island
$268,000
1 Beds ⋅ 1 Baths ⋅ 192761 MLS
Beautiful ocean views from this updated villa. Incredible mid-island location in a gated, ocean front, amenity rich community. Solid surface floors throughout, built in bunks, a sleeper sofa for added guests, updated kitchen with granite countertops and pretty backsplash. Nice electric fireplace for the cooler weather too. This unit is cute, coastal and turn key. Keep it as your private vacation get-away or use as an investment. Top floor is quieter and has the best ocean views, so put your feet up and relax. Feel those warm ocean breezes while you soak up the good life. Restaurants, beach bar, tennis, pickle ball, fitness, bike rentals, laundry and the largest ocean front resort pool all right on site. Come and see for yourself, you will never want to leave!

40 Folly Field Road Unit 346a, Hilton Head Island

Courtesy of Century 21 A LowCountry Realty, from Lowcountry Regional MLS.

Selling Office: .

40 Folly Field Road Unit A214, Hilton Head Island
$252,000
1 Beds ⋅ 1 Baths ⋅ 194793 MLS
Wake up to the sound of the ocean and step into a bright, breezy coastal retreat at A214 in the OCEAN VILLAS at Hilton Head Beach & Tennis.... this SECOND-FLOOR condo captures a true OCEAN VIEW and a relaxed sense of privacy, with a private balcony that gets MORNING SUN and then cool AFTERNOON SHADE--perfect for slow coffee mornings, salty-air afternoons, and quiet evenings after the beach.... the balcony is set up to enjoy with NEW DECK FURNITURE, and inside the condo continues the same clean, updated feel with QUARTZ COUNTERTOPS, an UPGRADED SINK + FAUCET, and a kitchen that's ready for real use--whether you're making a simple breakfast before heading out or cooking in after a long day in the sun.... the appliances have been updated with a 2025 REFRIGERATOR and a 2024 STOVE and 2024 DISHWASHER, and the microwave works great, giving you a solid, dependable setup that feels refreshed without being fussy.... the living space is designed to be easy and comfortable, with SMART TV(S), updated CEILING FANS both INSIDE and OUT ON THE DECK, and a layout that comfortably sleeps up to SIX--ideal for personal use, weekend getaways, or short-term rental flexibility.... the PRIMARY BEDROOM is a cozy, calming reset at the end of the day, and the sleeper sofa has an UPGRADED MATTRESS + TOPPER so guests aren't "making do," they're actually comfortable.... this condo is truly TURNKEY and RENTAL-READY with LINENS included, an IRON + IRONING BOARD, and beach extras that matter when you're actually living the beach lifestyle, including BEACH CHAIRS, SHADE GEAR, and a BEACH CART to make beach days effortless.... for peace of mind, the HVAC is NEWER (2023/2024) and the WATER HEATER has a 2017 manufacture date, and the ELECTRONIC ENTRY LOCK adds simple convenience for owners and guests.... all of this sits inside a GATED, OCEANFRONT RESORT COMMUNITY with DIRECT BEACH ACCESS, plus resort amenities like POOLS, TENNIS, PICKLEBALL, and you're just minutes from everything that makes Hilton Head special--dining, shopping, golf, and the laid-back coastal atmosphere people come here for.

40 Folly Field Road Unit A214, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.

Selling Office: .

40 Folly Field Road Unit 340c, Hilton Head Island
$227,500
1 Beds ⋅ 1 Baths ⋅ 189302 MLS
Best value, best views—experience breathtaking ocean views from your private 3rd-floor balcony in this stunning oceanfront retreat. Located in a sought-after Hilton Head Island resort, this unit offers direct beach access and top-tier amenities, including an oceanfront pool with a tiki bar and food service, tennis and pickleball courts, a fitness center, an on-site restaurant, bike rentals, and a gated community with 24/7 security. Conveniently located near the elevator, this property is perfect as a primary residence, vacation getaway, or rental investment, making it a rare opportunity to own a piece of paradise.

40 Folly Field Road Unit 340c, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.

Selling Office: .

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

board logo

This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.