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South Side Real Estate Search

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Kauai's South Side Homes for Sale

Koloa region is considered the “South Side” it’s most prominent town is Poipu known for its year round sunshine. You can search Poipu real estate for sale and also the neighboring towns of Koloa, Koloa Beach, Koloa Landing, Kukuiulu Golf Course, Kukuiula Subdivision, Kukuiula Golf Estates, Koloa Estates, Lawai, Lawai Ridge, Omao, Kalaheo, Kakela Makai, Kiahuna Golf Village, Kai Ikena, Waikomo, Poipu Crater and Port Allen.

Our website features the best South Side real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in the South Side real estate market? Sign up for a South Side Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your South Side home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest South Side Homes for Sale

2253 Poipu Rd Unit 443, KOLOA image
2253 Poipu Rd Unit 443, KOLOA — Kiahuna Plantation $350,000

This is a leasehold property. One of the few units at Kiahuna Plantation with Air Conditioning! Top Floor & Corner Unit with more windows and ventilation!! This beauti...

  • 1 Beds
  • 1 Baths
  • 734519 MLS
  • Kiahuna Plantation Bldg.
  • ['Leasehold'] Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

2253 Poipu Rd Unit 426, KOLOA image
2253 Poipu Rd Unit 426, KOLOA — Kiahuna Plantation $350,000

This is a leasehold property. One of the few units at Kiahuna Plantation with Air Conditioning! This beautifully furnished condo is nestled in one of the most captivati...

  • 1 Beds
  • 1 Baths
  • 734523 MLS
  • Kiahuna Plantation Bldg.
  • ['Leasehold'] Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

2253 Poipu Rd Unit 438, KOLOA image
2253 Poipu Rd Unit 438, KOLOA — Kiahuna Plantation $350,000

This is a leasehold property. One of the few units at Kiahuna Plantation with Air Conditioning! This beautifully furnished condo is nestled in one of the most captivati...

  • 1 Beds
  • 1 Baths
  • 734521 MLS
  • Kiahuna Plantation Bldg.
  • ['Leasehold'] Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

2253 Poipu Rd Unit 58, KOLOA image
2253 Poipu Rd Unit 58, KOLOA — Kiahuna Ph Ii $295,000

This is a leasehold property. Whether you're looking for a second home to enjoy yourself, a vacation rental, or a combination of both, Kiahuna Plantation #58 may be exact...

  • 1 Beds
  • 1 Baths
  • 734078 MLS
  • Kiahuna Ph Ii Bldg.
  • ['Leasehold'] Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

5001 Kikala Rd Unit 1, KALAHEO image
5001 Kikala Rd Unit 1, KALAHEO — Kikala Sunsets $1,395,000

Nestled in desirable Kalaheo Homesteads, this up-country home offers comfortable living with beautiful ocean and mountain views. Thoughtfully positioned to capture breath...

  • 3 Beds
  • 2 Baths
  • 734285 MLS
  • Kikala Sunsets Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Coldwell Banker Island Properties - Kauai

Listing courtesy of Coldwell Banker Island Properties - Kauai.

1661 Pee Rd Unit III201, KOLOA image
1661 Pee Rd Unit III201, KOLOA — Makahuena $2,650,000

Breathtaking Pacific views, brilliant sunrises and glowing sunsets define this two-bedroom, two-bath oceanfront condo on the bluff at Kauai’s southernmost point. Set in s...

  • 2 Beds
  • 2 Baths
  • 733943 MLS
  • Makahuena Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

2574 Hoonani Rd Unit B, KOLOA image
2574 Hoonani Rd Unit B, KOLOA — Poipu Townhomes/Oceanside $3,500,000

EXCEPTIONAL OCEANFRONT LIVING IN SUNNY POʻIPŪ! Experience the beauty of Kauaʻi’s South Shore from this elegantly appointed 3-bedroom, 3-bath residence in Air-Conditioned...

  • 3 Beds
  • 3 Baths
  • 734171 MLS
  • Poipu Townhomes/Oceanside Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Coldwell Banker Island Properties - Kauai

Listing courtesy of Coldwell Banker Island Properties - Kauai.

3451 Waikomo Rd Unit H102, KOLOA image
3451 Waikomo Rd Unit H102, KOLOA — Village At Old Koloa Town $695,500

Welcome to Home H102 at Kauhale at Kōloa Village, a newly built, ground-floor, one-bedroom residence in the heart of Kōloa. Offering 689 square feet of interior living sp...

  • 1 Beds
  • 1 Baths
  • 734330 MLS
  • Village At Old Koloa Town Bldg.
  • ['Fee Simple'] Tenure
Courtesy of IRG Hawaii LLC

Listing courtesy of IRG Hawaii LLC.

4320 Palama St, KALAHEO image
4320 Palama St, KALAHEO $1,295,000

Tucked at the end of a quiet cul-de-sac in Kalaheo, this fully furnished 4-bedroom, 3.5-bath home offers sweeping mountain views, and a functional two-level floor plan. ...

  • 4 Beds
  • 4 Baths
  • 732980 MLS
  • ['Fee Simple'] Tenure
Courtesy of Aloha Sotheby's Intl Realty - Kaua'i

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

4821-L Koloa Rd, KOLOA image
4821-L Koloa Rd, KOLOA — Omao Ranch Lands $6,750,000

Welcome to Iron Gate Ranch, an unrivaled equestrian estate where ultimate privacy, refined luxury, and modern sustainability converge on Kauai’s coveted South Shore. Enco...

  • 4 Beds
  • 5 Baths
  • 734132 MLS
  • Omao Ranch Lands Bldg.
  • ['Fee Simple'] Tenure
Courtesy of COMPASS

Listing courtesy of COMPASS.

1831 Poipu Rd Unit 113, KOLOA image
1831 Poipu Rd Unit 113, KOLOA — Regency At Poipu Kai $969,000

AN EXCEPTIONAL OPPORTUNITY IN POIPU! CURRENTLY THE THIRD-LOWEST-PRICED 2-BEDROOM CONDOMINIUM IN POIPU! GREAT Value at Regency at Poipu Kai – 2 Bedroom, 2 Bath Discover...

  • 2 Beds
  • 2 Baths
  • 734244 MLS
  • Regency At Poipu Kai Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Aloha Sotheby's Intl Realty - Kaua'i

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

1647 Kelaukia St, KOLOA image
1647 Kelaukia St, KOLOA $2,980,000

Welcome to your island sanctuary! Nestled within the Lanai Villas at Poipu Kai subdivision, this superb property is located in Poipu, a highly coveted oceanfront communit...

  • 3 Beds
  • 4 Baths
  • 733672 MLS
  • ['Fee Simple'] Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

2253 Poipu Rd Unit 317, KOLOA image
2253 Poipu Rd Unit 317, KOLOA — Kiahuna Ph Iii-A & Iv-A $350,000

This is a leasehold property. Ocean‑View. Unit 317 offers one of Kiahuna Plantation’s most memorable vantage points, perched directly above the world‑renowned Moir Cactus...

  • 1 Beds
  • 1 Baths
  • 729499 MLS
  • Kiahuna Ph Iii-A & Iv-A Bldg.
  • ['Leasehold'] Tenure
Courtesy of Keller Williams Honolulu

Listing courtesy of Keller Williams Honolulu.

Kahalawai St, KOLOA image
Kahalawai St, KOLOA $999,000

Seller will consider seller financing by way of a purchase money mortgage! Situated along the hillside edge of the coveted Kahalawai neighborhood, and just a short strol...

  • 734029 MLS
  • ['Fee Simple'] Tenure
Courtesy of COMPASS

Listing courtesy of COMPASS.

4185 Omao Rd Unit A, KOLOA image
4185 Omao Rd Unit A, KOLOA — Omao Malama $1,295,000

Just above Kōloa, Omao Road is a quiet country setting, cooler breezes and lush views and it's only minutes from Poipu's beaches, dining, and shopping. This two-story hom...

  • 4 Beds
  • 3 Baths
  • 733929 MLS
  • Omao Malama Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Coldwell Banker Island Properties - Kauai

Listing courtesy of Coldwell Banker Island Properties - Kauai.

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North Shore Real Estate

  • Anini Beach
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  • Haena
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  • Kaupea Road
  • Kilauea
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  • Waiakalua
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South Side Real Estate

  • Kai Ikena
  • Kakela Makai
  • Kalaheo
  • Kiahuna Golf Village
  • Koloa
  • Koloa Beach
  • Koloa Estates
  • Koloa Landing
  • Kukuiula Golf Estates
  • Kukuiula Subdivision
  • Kukuiulu Golf Course
  • Lawai
  • Lawai Ridge
  • Omao
  • Poipu Crater
  • Port Allen
  • Waikomo

East Side Real Estate

  • Aliomanu
  • Anahola
  • Kapaa Town
  • Kawaihau
  • Kealia Beach
  • Kealia Kai
  • Moloaa
  • Olohena
  • Opaekaa Falls
  • Sleeping Giant
  • Wailua Homesteads
  • Wailua House Lots
  • Wailua Rise
  • Wailua River
  • Waipouli
  • Waipouli Beach

Lihue Real Estate

  • Grove Farm
  • Hanamaulu
  • Kalapaki Beach
  • Kapaia Town
  • Kukui Grove
  • Lihue
  • Lihue Gardens
  • Molokoa
  • Niumalu
  • Pikake Subdivision
  • Pua Kea Golf Course
  • Pua Ko
  • Puhi
  • Ulu Ko

West Side Real Estate

  • Barking Sands
  • Eleele
  • Hanapepe
  • Kekaha
  • Polihale
  • Waimea
  • Waimea Canyon

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