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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 107, KOLOA image
2253 Poipu Rd Unit 107, KOLOA — Kiahuna Ph Ii $360,000

This is a leasehold property. WHITE-WATER OCEAN VIEWS AT AN EXCEPTIONAL VALUE—JUST A SHORT WALK TO AMERICA’S #1 BEACH! Welcome to Kiahuna Plantation Unit #107, a beauti...

  • 1 Beds
  • 1 Baths
  • 733266 MLS
  • Kiahuna Ph Ii Bldg.
  • ['Leasehold'] Tenure
Courtesy of COMPASS

Listing courtesy of COMPASS.

1763 Pee Rd Unit 407, KOLOA image
1763 Pee Rd Unit 407, KOLOA — Sunset Kahili $498,000

This is a leasehold property. Sunset Kahili Unit 407 presents a distinctive short-term vacation rental investment opportunity in Poipu, Kauai. This high-floor, one-bedroo...

  • 1 Beds
  • 1 Baths
  • 733060 MLS
  • Sunset Kahili Bldg.
  • ['Leasehold'] Tenure
Courtesy of Hawai'i Modern Realty

Listing courtesy of Hawai'i Modern Realty.

Poipu Aina Pl, KOLOA image
Poipu Aina Pl, KOLOA — Poipu Aina Estates Lot 4 $1,200,000

Set on Kauai’s sunny South Shore, this low-density community of multi-acre parcels offers the rare chance to craft a legacy estate near Poʻipū Beach. From the moment you...

  • 733227 MLS
  • Poipu Aina Estates Lot 4 Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

4584 Kino Pl, KALAHEO image
4584 Kino Pl, KALAHEO $825,000

An exceptional property opportunity located in the heart of Kalaheo. The main house features 3 bedrooms, 1.5 baths, a comfortable living area, an attached two-car carpor...

  • 4 Beds
  • 3 Baths
  • 732210 MLS
  • ['Fee Simple'] Tenure
Courtesy of Kauai Rentals & Real Estate

Listing courtesy of Kauai Rentals & Real Estate.

1172 Lani Nu ' U St, KALAHEO image
1172 Lani Nu ' U St, KALAHEO $1,899,000

Perched on a prime hillside in the sought-after Kakela Makai neighborhood, this newly constructed 2021 residence offers a perspective of Kauai few ever get to see. This i...

  • 3 Beds
  • 2 Baths
  • 733226 MLS
  • ['Fee Simple'] Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

3316 Iuka Pl, KOLOA image
3316 Iuka Pl, KOLOA $875,000

Quaint 3bd/1ba unfurnished home located on a quiet Cul de sac in Lawai. Home has a level grass lawn and is just a short hop down to Koloa Town and Poipu Beaches, or appro...

  • 3 Beds
  • 1 Baths
  • 732484 MLS
  • ['Fee Simple'] Tenure
Courtesy of Charlee & Associates, Ltd.

Listing courtesy of Charlee & Associates, Ltd..

1831 Poipu Rd Unit 124, KOLOA image
1831 Poipu Rd Unit 124, KOLOA — Regency At Poipu Kai $1,399,000

Welcome to this beautifully upgraded condo at Regency at Poipu Kai! This exceptional 3-bedroom, 2.5-bath, second-floor residence offers a sophisticated island retreat in ...

  • 3 Beds
  • 3 Baths
  • 733112 MLS
  • Regency At Poipu Kai Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Equity Hawaii Real Estate LLC

Listing courtesy of Equity Hawaii Real Estate LLC.

5137 Kupulau Pl, KOLOA image
5137 Kupulau Pl, KOLOA $6,975,000

Situated between the Pacific Ocean, The Shops at Kukui‘ula, and The Club at Kukui‘ula, this beautiful 4-bedroom, 4.5-bath residence offers an ideal blend of comfort, func...

  • 4 Beds
  • 5 Baths
  • 732635 MLS
  • ['Fee Simple'] Tenure
Courtesy of COMPASS

Listing courtesy of COMPASS.

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
  • 731134 MLS
  • Kikala Sunsets Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Coldwell Banker Island Properties - Kauai

Listing courtesy of Coldwell Banker Island Properties - Kauai.

2253 Poipu Rd Unit 216, KOLOA image
2253 Poipu Rd Unit 216, KOLOA — Kiahuna Ph Iii-A & Iv-A $524,000

This is a leasehold property. Discover a rare opportunity to own one of the resort's most beautifully positioned and thoughtfully upgraded residences - an exceptional is...

  • 1 Beds
  • 1 Baths
  • 733035 MLS
  • Kiahuna Ph Iii-A & Iv-A Bldg.
  • ['Leasehold'] Tenure
Courtesy of Coldwell Banker Island Properties - Kauai

Listing courtesy of Coldwell Banker Island Properties - Kauai.

5061 Lawai Rd Unit 337, KOLOA image
5061 Lawai Rd Unit 337, KOLOA — Prince Kuhio $695,000

Successful and active vacation rental close to all the best surfing spots on the South shore of Kauai. This condo is an end unit and sold fully furnished. Only one of fiv...

  • 1 Baths
  • 732962 MLS
  • Prince Kuhio Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Kauai Realty, Inc.

Listing courtesy of Kauai Realty, Inc..

3600 Waha Rd, KALAHEO image
3600 Waha Rd, KALAHEO $900,000

Charming Kalaheo Four-Bedroom Home with Two Studios, Multi-Unit Flexibility, and Stunning Countryside & Distant Ocean Views Tucked away in the cool, rolling hills of Kal...

  • 4 Beds
  • 4 Baths
  • 732956 MLS
  • ['Fee Simple'] Tenure
Courtesy of COMPASS

Listing courtesy of COMPASS.

2721 Poipu Rd Unit 423, KOLOA image
2721 Poipu Rd Unit 423, KOLOA — Waikomo Stream Villas $899,000

This updated 2nd floor walk-up unit at Waikomo Stream Villas is located in the Heart of Poipu and within walking distance to the South Shore's premiere shopping, dining a...

  • 1 Beds
  • 1 Baths
  • 732934 MLS
  • Waikomo Stream Villas Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

5015 Lau Nahele St, KOLOA image
5015 Lau Nahele St, KOLOA $4,895,000

One owner. Never rented. Located within Kukuiʻula's federally designated Opportunity Zone. Buyers should consult their tax advisor regarding eligibility and potential b...

  • 3 Beds
  • 4 Baths
  • 732411 MLS
  • ['Fee Simple'] Tenure
Courtesy of Kamen Realty & Development LLC

Listing courtesy of Kamen Realty & Development LLC.

3352 Hailima Rd, KOLOA image
3352 Hailima Rd, KOLOA $1,875,000

Unique Koloa property with two houses is ready for your ohana. The Craftsman style main house has an area of 2995 sq ft. with an open floor plan that allows for easy acce...

  • 3 Beds
  • 4 Baths
  • 732683 MLS
  • ['Fee Simple'] Tenure
Courtesy of Coldwell Banker Island Properties - Kauai

Listing courtesy of Coldwell Banker Island Properties - Kauai.

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South Side Real Estate

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Lihue Real Estate

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West Side Real Estate

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