4186 Upa Rd

2,772 Sq. Ft.
$767 / Sq. Ft.
2,772
Sq. Ft.
$767
per Sq. Ft.

Description

Some homes are built around square footage. Others are built around how people actually live. Set on nearly half an acre in Omao, this five-bedroom, four-bath property offers privacy, flexibility, and a floor plan that adapts to a variety of living arrangements. The main residence centers around a swimming pool, covered lanai, and mature landscaping that create distinct outdoor living spaces while maintaining a sense of seclusion. The primary living areas are located on a single level and feature...Some homes are built around square footage. Others are built around how people actually live. Set on nearly half an acre in Omao, this five-bedroom, four-bath property offers privacy, flexibility, and a floor plan that adapts to a variety of living arrangements. The main residence centers around a swimming pool, covered lanai, and mature landscaping that create distinct outdoor living spaces while maintaining a sense of seclusion. The primary living areas are located on a single level and feature vaulted ceilings, hardwood flooring, abundant natural light, and views of the backyard and pool. The updated kitchen includes granite countertops, stainless steel appliances, and extensive cabinetry. Connected by a breezeway is a separate two-bedroom, one-bath living area, creating options for extended family, guests, work-from-home needs, or additional privacy. An outdoor workout area beneath the breezeway adds another layer of functionality. Additional features include a 30-panel photovoltaic system, fully fenced grounds, workshop/storage shed, outdoor potting area, fruit-bearing citrus and mango trees, oversized primary suite, and a two-car garage. While the setting feels removed from the activity of the South Shore, Poipu's beaches, dining, golf courses, and shopping are all within a short drive. It is a balance of space, privacy, and convenience that is becoming increasingly difficult to find. Properties that combine flexible living space, privacy, outdoor amenities, and a half-acre parcel in such close proximity to Poipu are increasingly rare. This home offers all four. 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
  1. Listed by Lynda Gill • License #RS-63088 • Brokerage DRE #RB-19928 • Hawaii Life
    P: (808)-346-0056 C: (808)-346-0056 lyndagill@hawaiilife.com

Property Details for 4186 Upa Road

View
Garden
Waterfront
No
Subdivision Name
PUU PINAO SUBDIVISION
Zoning
R-2
LISTING UPDATED: 06/10/2026 07:24 AM

Property Details for 4186 Upa Road

StatusActive
MLS #730824
Days on Market4
Taxes$4,908 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1986
Lot Size0.50 AC / 21,780 SF
CountyKauai County

Location

Listing Courtesy of Hawaii Life, Lynda Gill, License #RS-63088
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Building Information for 4186 Upa Road

Stories-Year Built1986Building Size-Lot Size0.50 AC / 21,780 SF

Payment Calculator

$10,998 per month

30 year fixed, 6.36% Interest

Principal and Interest

$10,589

Property Taxes

$409

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 4186 Upa Road

Summary
Location and General Information
  • Flood Zone: X
  • Directions: Upa Road is off Omao Road
  • Latitude: 21.92318107
  • Longitude: -159.48632456
  • Year Built: 1986
  • Roads: Paved
Taxes and HOA
  • Association Fee Frequency: Monthly
  • Tax Year: 2025
  • Association Fee: $0
  • Tax Annual Amount: $4,908
  • Tax Assessed Value: 1189600.0
  • Parcel Number: 4-2-7-8-47
  • Tax key: 427008047
  • Tax Lot: 8
Parking
  • Garage Spaces: 2.0
  • Garage Area: 236
  • Carport Area Units: Square Feet
  • Garage Area Units: Square Feet
  • Parking Features: Attached, Unassigned
Virtual Tour
Property
Lot Information
  • Lot Size Units: Square Feet
  • Property Attached: No
  • Other Building Area: 288.0
  • Living Area Units: Square Feet
  • Other Building Area Units: Square Feet
  • Roofed Area Units: Square Feet
  • Land Tenure: Fee Simple
  • Living Area: 2772.0
  • Lot Size Area: 21780.0
Property and Assessments
  • Special Assessment Amount Frequency: Monthly
  • Assessment Year: 2026
  • Covenants Conditions Restrictions: No
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Agriculture Dedicated: No
Utilities
  • Internet Access: Cable
  • Sewer: Cesspool
  • Solid Waste Disposal: County-Charge
  • Utilities: Cable Available, Electricity Available, Phone Available
Interior and Exterior Features
Exterior Features
  • Pool Features: In Ground
  • Exterior Area Units: Square Feet
  • Pool: Yes
  • Fencing: Full, Wood
Interior Features
  • Washer Dryer Type: Dryer, Stacked Washer/Dryer, Washer
  • Elevation Units: Feet
  • Bathrooms Total: 4
  • Appliances: Dishwasher, Disposal, Dryer, Microwave Hood, Range, Refrigerator, Washer, Washer/Dryer Stacked
  • Flooring: Hardwood, Laminate
  • Cooling: Wall/Window Unit(s)
  • Bathrooms Full: 4
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
Rental
Rental Information
  • Leasable Area Units: Square Feet

Property History for 4186 Upa Road

DateEvent & SourcePriceAppreciation
Jun 10, 2026

Listed (Active)

HIS #730824

$2,125,000—
Jan 28, 2021

Sold

HIS #644999

$1,149,000—
Jan 25, 2021

Sold (Public Record)

Public Record #688762604

$861,750

+3.1% / yr

DateEvent & SourcePrice
06/10/2026

Listed (Active)

HIS #730824

$2,125,000
01/28/2021

Sold

HIS #644999

$1,149,000
01/25/2021

Sold (Public Record)

Public Record #688762604

$861,750

+3.1% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 4186 Upa Road

Taxable ValueLand-Additions-Total-
Tax Record2025$4,908 ($409 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt2,132 SqFtAbove Grade Finished SqFt2,132 SqFtStories1Lot Size21,780 SqFtStyleSingle Family ResidenceYear Built1986Year Renovated1990ZoningR2CountyKAUAIAPN4-2-7-008-047

Schools near 4186 Upa Road

This home is within Hawaii Department Of Education.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Charter - K to 8
Rating
School
Distance
Koloa Elementary School
PublicPK to 5

Chiefess Kamakahelei Middle School
Public6 to 8

Kauai High School
Public9 to 12

Alakai O Kauai Charter School
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

4186 Upa Road is a single family home for sale in Koloa, HI 96756. This property was listed for sale on June 10, 2026 by Hawaii Life, it's currently listed at $2,125,000. It has been on the market for a total of 4 days and was last sold on January 28, 2021. This listing's school district is Hawaii Department Of Education. Nearby schools include Koloa Elementary School, Chiefess Kamakahelei Middle School and Kauai High School. 4186 Upa Road is a 5-bed, 4-bath, 2,772 sqft single family home built in 1986.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Hawaii Life, Lynda Gill, License #RS-63088

Based on information from one of the following Multiple Listing Services: Hawaii HIS, MAUI MLS and Hi Central. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Hawaii HIS, MAUI MLS and Hi Central is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.