4186 Upa Rd, Koloa, HI 96756
What's special
Located in the desirable Omao neighborhood on Kauai's South Shore, this five-bedroom, four-bath residence offers a rare combination of privacy, flexibility, and island living less than ten minutes from Poipu's beaches, dining, golf, and shopping. Set on nearly half an acre of beautifully landscaped grounds, the property offers a private setting while remaining close to the area's most sought-after amenities. Centered around a sparkling swimming pool, covered lanai, and expansive outdoor living spaces, the home embraces Kauai's year-round indoor-outdoor lifestyle. Vaulted ceilings, hardwood floors, and abundant natural light create a warm and inviting atmosphere throughout the main residence. The updated kitchen features granite countertops, stainless steel appliances, and generous cabinetry, while the adjoining living and dining spaces are designed for both everyday living and entertaining. A spacious primary suite offers comfort and privacy, while the flexible floor plan provides room for guests, family, or changing lifestyle needs. Adding to the home's versatility, a separate two-bedroom wing connected by a breezeway offers exceptional flexibility as guest accommodations, a home office, creative studio, or multigenerational living space. Additional features include a 30-panel solar system, fully fenced grounds, mature fruit trees, exterior workshop and storage space, potting area, outdoor fitness space, and a two-car garage. Opportunities to own a private retreat with usable land, flexible living spaces, and resort-style amenities mere minutes from Poipu are exceedingly rare. This property offers the space, privacy, and lifestyle that make island living so special. If you would like to tour this property there are two videos for you, copy and paste this links into a new browser window: Property Overview https://bit.ly/4186UpaRoad Virtual Walk Through https://bit.ly/4186-tour
- 97 days |
- 108 |
- 0 |
Travel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Lynda Gill 8083460056,
Hawaii Life
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave Hood, Range, Refrigerator, Washer, Washer/Dryer Stacked
Features
- Flooring: Hardwood, Laminate
- Has fireplace: No
Interior area
- Total structure area: 2,772
- Total interior livable area: 2,772 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Attached, Unassigned
- Garage spaces: 2
Features
- Pool features: In Ground
- Fencing: Full,Wood
- Has view: Yes
- View description: Garden
Lot
- Size: 0.5 Acres
Details
- Parcel number: 4270080470000
- Zoning: R-2
- Special conditions: Fee Simple,Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- Year built: 1986
Utilities & green energy
- Sewer: Cesspool
- Utilities for property: Cable Available, Electricity Available, Phone Available
Community & HOA
Community
- Subdivision: PUU PINAO SUBDIVISION
Location
- Region: Koloa
Financial & listing details
- Price per square foot: $767/sqft
- Tax assessed value: $1,189,600
- Annual tax amount: $4,908
- Date on market: 6/10/2026
- Listing terms: 1031 Exchange,Cash,Conventional
- Ownership: Full
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 8/6/2026 | Contingent | $2,125,000$767/sqft |
Source: | ||
| 8/5/2026 | Listed for sale | $2,125,000$767/sqft |
Source: | ||
| 7/19/2026 | Contingent | $2,125,000$767/sqft |
Source: | ||
| 6/10/2026 | Listed for sale | $2,125,000+84.9%$767/sqft |
Source: | ||
| 1/28/2021 | Sold | $1,149,000$415/sqft |
Source: | ||
| 1/5/2021 | Contingent | $1,149,000$415/sqft |
Source: | ||
| 12/9/2020 | Pending sale | $1,149,000$415/sqft |
Source: RE/MAX Kauai Living - Poipu #644999 Report a problem | ||
| 12/9/2020 | Listed for sale | $1,149,000+57.4%$415/sqft |
Source: RE/MAX Kauai Living - Poipu #644999 Report a problem | ||
| 8/20/2015 | Sold | $730,000-11.5%$263/sqft |
Source: | ||
| 7/2/2015 | Pending sale | $825,000$298/sqft |
Source: Century 21 All Islands - Princeville #279321 Report a problem | ||
| 5/8/2015 | Price change | $825,000-5.7%$298/sqft |
Source: Century 21 All Islands - Princeville #279321 Report a problem | ||
| 3/25/2015 | Price change | $875,000-10.3%$316/sqft |
Source: Century 21 All Islands #279321 Report a problem | ||
| 3/19/2015 | Price change | $975,000+8.3%$352/sqft |
Source: CENTURY 21 All Islands #279321 Report a problem | ||
| 1/10/2015 | Price change | $899,950-7.7%$325/sqft |
Source: Century 21 All Islands #279321 Report a problem | ||
| 12/3/2014 | Price change | $975,000-2.1%$352/sqft |
Source: Century 21 All Islands #279321 Report a problem | ||
| 10/25/2014 | Price change | $995,900-13.3%$359/sqft |
Source: Sleeping Giant Sotheby's International Realty #274537 Report a problem | ||
| 9/19/2014 | Price change | $1,149,000-2.7%$415/sqft |
Source: Debra H. Blachowiak #274537 Report a problem | ||
| 6/19/2014 | Listed for sale | $1,181,000+18.7%$426/sqft |
Source: Debra H. Blachowiak #274537 Report a problem | ||
| 3/30/2005 | Sold | $995,000$359/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,908 +3.6% | $1,154,900 +3% |
| 2024 | $4,738 -2.8% | $1,121,200 +3% |
| 2023 | $4,876 +3.4% | $1,088,500 +3% |
| 2022 | $4,715 +7.8% | $1,056,700 +3% |
| 2021 | $4,373 -3% | $1,026,000 +3% |
| 2020 | $4,510 | $996,100 +0.2% |
| 2019 | -- | $994,400 +3% |
| 2018 | $4,355 +3.4% | $965,400 +24.2% |
| 2017 | $4,213 +125.9% | $777,300 +3.4% |
| 2016 | $1,865 | $752,100 -16.3% |
| 2015 | $1,865 -30.1% | $898,800 +10.3% |
| 2014 | $2,670 | $815,100 +12.2% |
| 2013 | -- | $726,700 +6.8% |
| 2012 | -- | $680,200 +11.8% |
| 2011 | -- | $608,200 -1.9% |
| 2010 | -- | $620,000 -16.9% |
| 2009 | -- | $746,500 -6.4% |
| 2008 | -- | $797,200 -7.5% |
| 2007 | -- | $861,900 +2.6% |
| 2006 | -- | $840,100 +118.1% |
| 2004 | -- | $385,200 +15.2% |
| 2003 | -- | $334,500 +2.8% |
| 2002 | $1,288 | $325,400 -21.3% |
| 2000 | -- | $413,300 +3.5% |
| 1999 | -- | $399,200 |
Find assessor info on the county website
Monthly payment
Estimated market value
$2,039,000
$1.94M - $2.14M
$7,355/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.