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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

1650 Makanui Rd, KOLOA image
1650 Makanui Rd, KOLOA $3,950,000

Poipu Blue Beach House is one of the most compelling convergences of lifestyle and investment merit available in South Kauai today. Imagine beach days, sunrise beauty and...

  • 4 Beds
  • 4 Baths
  • 732311 MLS
  • ['Fee Simple'] Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

1568 Pee Rd Unit 211, KOLOA image
1568 Pee Rd Unit 211, KOLOA — Makanui $1,099,000

Makanui #211 | Ocean View Ground-Floor Corner Condo | Poipu Vacation Rental Rare opportunity to own a ground-floor corner condo with ocean views in the highly desirable ...

  • 2 Beds
  • 2 Baths
  • 732201 MLS
  • Makanui Bldg.
  • ['Fee Simple'] Tenure
Courtesy of RE/MAX Honolulu - Kauai

Listing courtesy of RE/MAX Honolulu - Kauai.

Hiki Moe Pl, KOLOA image
Hiki Moe Pl, KOLOA — Kukui`Ula $2,195,000

Makani Kai Lot 4 offers a rare opportunity to build in one of Kukuiʻula’s most limited neighborhoods, with only 11 homesites in the enclave. Set above the 11th fairway of...

  • 731084 MLS
  • Kukui`Ula Bldg.
  • ['Fee Simple'] Tenure
Courtesy of COMPASS

Listing courtesy of COMPASS.

5385 Kolepa Pl, KOLOA image
5385 Kolepa Pl, KOLOA $2,685,000

Set within Wainani at Poipu subdivision, you’ll find 5385 Kolepa Place, a home that blends thoughtful design and refined comfort. This single-level 3 bed / 3 bath residen...

  • 3 Beds
  • 3 Baths
  • 732022 MLS
  • ['Fee Simple'] Tenure
Courtesy of COMPASS

Listing courtesy of COMPASS.

Hiki Moe Pl, KOLOA image
Hiki Moe Pl, KOLOA — Kukui`Ula $2,195,000

Welcome to the Makani Kai neighborhood. This collection of 11 homesites offers sweeping mauka-to-makai views, with southerly exposures overlooking the 11th fairway to the...

  • 732178 MLS
  • Kukui`Ula Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Kukui'ula Realty Group LLC

Listing courtesy of Kukui'ula Realty Group LLC.

2640 Puuholo Rd Unit 122, KOLOA image
2640 Puuholo Rd Unit 122, KOLOA — Whalers Cove At Poipu $2,900,000

Experience true oceanfront living at Whalers Cove 122, an exceptional luxury condominium in one of Poʻipū’s most sought-after boutique communities on Kauaʻi’s sunny south...

  • 2 Beds
  • 3 Baths
  • 727838 MLS
  • Whalers Cove At Poipu Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Wai'oli Properties

Listing courtesy of Wai'oli Properties.

5413 Nakoa St, KOLOA image
5413 Nakoa St, KOLOA $1,895,000

Live in Poipu Beach Estates on Kauai's South Shore Discover the opportunity to own a home in the highly desirable Poipu Beach Estates on Kauai's South Shore. This charmi...

  • 2 Beds
  • 2 Baths
  • 732193 MLS
  • ['Fee Simple'] Tenure
Courtesy of RE/MAX Honolulu - Kauai

Listing courtesy of RE/MAX Honolulu - Kauai.

2253 Poipu Rd Unit 190, KOLOA image
2253 Poipu Rd Unit 190, KOLOA — Kiahuna Ph Ii $835,000

This is a leasehold property. Welcome to Kiahuna Plantation #190, an exceptional upper-floor one-bedroom, one-bath condominium ideally situated in Building 29, where bea...

  • 1 Beds
  • 1 Baths
  • 732000 MLS
  • Kiahuna Ph Ii Bldg.
  • ['Leasehold'] Tenure
Courtesy of RE/MAX Honolulu - Kauai

Listing courtesy of RE/MAX Honolulu - Kauai.

5061 Lawai Rd Unit 114, KOLOA image
5061 Lawai Rd Unit 114, KOLOA — Prince Kuhio $749,000

Island living meets investment opportunity at Prince Kuhio! Priced Lower that Assessed value! Located directly across from world-famous Lawai Beach, this beautifully furn...

  • 1 Beds
  • 2 Baths
  • 731971 MLS
  • Prince Kuhio Bldg.
  • ['Fee Simple'] Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

2211-A Pane Rd, KOLOA image
2211-A Pane Rd, KOLOA $6,230,000

It's not just the amazing views, it’s the rarity of finding a large R-4 corner lot in the Visitor Destination Area with potential for a future ADU expansion in front of o...

  • 4 Beds
  • 3 Baths
  • 731848 MLS
  • ['Fee Simple'] Tenure
Courtesy of Aloha Sotheby's Intl Realty - Kaua'i

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

5033 Lau Nahele St, KOLOA image
5033 Lau Nahele St, KOLOA — Kukuiula $5,495,000

Discover a rare opportunity to own two custom cottages on a single fee simple homesite in the Kaulu neighborhood of Kukuiʻula on Kauaʻi. Designed with timeless Hawaiian P...

  • 4 Beds
  • 4 Baths
  • 732005 MLS
  • Kukuiula Bldg.
  • ['Fee Simple'] Tenure
Courtesy of Aloha Sotheby's Intl Realty - Kaua'i

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

2253 Poipu Rd Unit 175, KOLOA image
2253 Poipu Rd Unit 175, KOLOA — Kiahuna Ph Ii $575,000

This is a leasehold property. Ocean View, Remodeled with AC Kiahuna Plantation Condominium Few condominiums in Poipu Beach offer this kind of setting. Kiahuna Plantation...

  • 1 Beds
  • 1 Baths
  • 731637 MLS
  • Kiahuna Ph Ii Bldg.
  • ['Leasehold'] Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

2253 Poipu Rd Unit 227, KOLOA image
2253 Poipu Rd Unit 227, KOLOA — Kiahuna Ph Iii-A & Iv-A $350,000

This is a leasehold property. Kiahuna Plantation unit #227 is a successful vacation rental offered fully furnished and turnkey, with future reservations already in place....

  • 1 Beds
  • 1 Baths
  • 730821 MLS
  • Kiahuna Ph Iii-A & Iv-A Bldg.
  • ['Leasehold'] Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

5338 Makalea St, KOLOA image
5338 Makalea St, KOLOA $3,750,000

Experience the best of Poʻipū living in this beautifully appointed 4-bedroom, 4.5-bath residence located within the desirable Poʻipū Beach Estates and overlooking the 18t...

  • 4 Beds
  • 5 Baths
  • 731364 MLS
  • ['Fee Simple'] Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

3750 Mamaki St, KOLOA image
3750 Mamaki St, KOLOA $1,220,000

Location, Location, Location! Welcome to this beautifully maintained private retreat in the highly desirable community of Koloa on Kauai's sunny South Shore. Ideally situ...

  • 3 Beds
  • 2 Baths
  • 731898 MLS
  • ['Fee Simple'] Tenure
Courtesy of Jeffrey Samuels Realty

Listing courtesy of Jeffrey Samuels Realty.

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Address Search

North Shore Real Estate

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South Side Real Estate

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East Side Real Estate

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Lihue Real Estate

  • Grove Farm
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  • Lihue Gardens
  • Molokoa
  • Niumalu
  • Pikake Subdivision
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  • Pua Ko
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West Side Real Estate

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