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185 Ulupa St
Single Family
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$1,625,000

$791/sqft

185 Ulupa St, Kailua

Great $/sqft
3 bd·2 ba·2,055 sqft
Built 1939Ko'olaupoko

185 Ulupa St, Kailua, HI

3 bd · 2 ba · 2,055 sqft Single Family listed at $1,625,000, built in 1939 in the Ko'olaupoko neighborhood.

About this home

ACCEPTING BACK-UP OFFERS! VA ASSUMABLE LOAN at 2.75% available for qualified buyers. Beach-close Kalama Tract home located less than two blocks from the beach and minutes to Kailua Town. This unique property showcases bold colors, artistic design elements, and a distinctive floor plan, offering a home with character and creative flair. Must see! The flexible layout features 2 bedrooms and 1 bath on the main level, plus a separate upstairs 1-bedroom, 1-bath unit with a kitchenette, for guests or extended living. Two flex spaces on the main level for an extra bedroom, office, or family room, plus a separate laundry area. Outdoor features include a saltwater pool and jacuzzi, perfect for enjoying Kailua's relaxed lifestyle. Energy-efficient upgrades include PV panels with Tesla Powerwall, solar blankets for pool heating, and a 220V EV charging service. Approved plans and open permit already in place to build up and expand, offering a rare opportunity to add value while saving significant time and costs in the permitting process. A great opportunity to own a property with flexibility in one of Kailua's most desirable neighborhoods. Enhanced Photos.

What it's like to live here

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Listed by

Joey Ann Staggs

Paradise Realty & Management

Property details

Price
$1,625,000
Bedrooms
3
Bathrooms
2
Interior
2,055 sqft
Price / sqft
$791
Year built
1939
Type
Single Family
Days on market
55
Est. property tax
$4,550/yr · $379/mo · 0.28% HI avg
Last sold
$1,225,000 · Jul 2020

Estimated monthly payment

Down payment20% ($325,000)
Interest rate6.75%
Principal & Interest$8,432
Property Tax$1,490
Insurance$150
Total$10,071/mo

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Price history

3%Most recent change on 2026-05-05: $1,675,000$1,625,000.

$2.38M$1.13M$-135K$75K on Jun 77 (Sold)$150K on Sep 82 (Sold)$152K on Aug 87 (Sold)$330K on Jul 96 (Sold)$899K on Sep 14 (Initial list)$899K on Oct 14 (Price change)$895K on Oct 14 (Sold)$1.25M on May 20 (Initial list)$1.23M on Jul 20 (Sold)$2.17M on Jan 26 (Initial list)$2.10M on Jan 26 (Price change)$1.68M on Apr 26 (Initial list)$1.63M on May 26 (Price change)
$75K · Jun 77$1.63M · May 26
  1. May 5, 2026$1,625,000Price change
  2. Apr 4, 2026$1,675,000Initial list price
  3. Jan 23, 2026$2,100,000Price change
  4. Jan 8, 2026$2,175,000Initial list price
  5. Jul 27, 2020$1,225,000Sold
  6. May 31, 2020$1,249,000Initial list price
  7. Oct 8, 2014$895,000Sold
  8. Oct 4, 2014$899,000Price change
  9. Sep 4, 2014$899,000Initial list price
  10. Jul 22, 1996$330,000Sold
  11. Aug 7, 1987$152,000Sold
  12. Sep 1, 1982$150,000Sold
  13. Jun 1, 1977$75,000Sold

Location

This home is located in Kailua, HI, in the Hawaii area. Browse more Kailua listings on the Kailua market page or explore the full Kailua market report.

About Kailua: Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. It lies in the Koʻolaupoko District of the island of Oʻahu on the windward coast at Kailua Bay. It is in the judicial district and the ahupua'a named Ko'olaupoko. It is 12 miles (19 km) northeast of Honolulu – over Nu‘uanu Pali. (source: Wikipedia)

Climate: Average year-round temperature is 76°F with 43 dry days per year and 55.1 inches of annual rainfall.

Home Intelligence

Neighborhood (zip 96734)

Median age is 36.8; 26% hold a bachelor's degree; 63% of homes are owner-occupied; median household income is $121,536.

Median income
$121,536
Median age
36.8
Owner-occupied
62.5%
Bachelor's degree
26.3%
Census median home value
$1,213,900

Source: US Census Bureau American Community Survey 5-year estimates.

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