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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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
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Price history
▼ 3%Most recent change on 2026-05-05: $1,675,000 → $1,625,000.
- May 5, 2026$1,625,000Price change
- Apr 4, 2026$1,675,000Initial list price
- Jan 23, 2026$2,100,000Price change
- Jan 8, 2026$2,175,000Initial list price
- Jul 27, 2020$1,225,000Sold
- May 31, 2020$1,249,000Initial list price
- Oct 8, 2014$895,000Sold
- Oct 4, 2014$899,000Price change
- Sep 4, 2014$899,000Initial list price
- Jul 22, 1996$330,000Sold
- Aug 7, 1987$152,000Sold
- Sep 1, 1982$150,000Sold
- 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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