A 1954 house on a Kailua canal changed hands for $3.77 million, the highest-priced of the five home sales reported in the Urban Honolulu, Hawaii metro area for the week ending August 16, 2026. Together the five closings came to $14.78 million.
Kailua carries both the top sale and the No. 5 closing, Honolulu addresses take Nos. 3 and 4, and Haleiwa on the North Shore takes No. 2. The five sales span Kailua Estates, Sunset Area, Wilhelmina, Dowsett and Kalaheo Hillside, with build years running from 1954 to 2014. eXp Realty held the listing side at No. 2 and at No. 5.
No. 1 — $3,775,000 · 485 Wanaao Rd, Kailua, Hawaii
A house set along a canal at 485 Wanaao Rd in Kailua Estates sold for $3,775,000 on August 10, 2026, the highest reported sale in the metro area for the week. The main home has four bedrooms and two and a half baths, with a fully legal one-bedroom, one-bath accessory dwelling unit alongside it; the sale record lists five bedrooms and four baths in total across a reported 3,512 square feet.
Soaring ceilings and an open-concept layout run through the main residence, which was designed for indoor-outdoor living and pulls daylight and trade winds through the interior. Water views and lush surroundings frame the generous lot, expansive outdoor space extends toward the canal, and the separate unit gives the property room for guests, extended-family living or rental income. The home stands minutes from Kailua’s beaches, dining and shopping, and it previously changed hands for $2,050,800 in 2025.
Sasha R Mason of Corcoran Pacific Properties was the listing agent. The $3,775,000 closing put Mason at the listing side of the highest-priced reported sale in RealtyWire’s Urban Honolulu Metro Area Top 5 for the week.
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No. 2 — $3,200,000 · 59-781 Kamehameha Hwy #1, Haleiwa, Hawaii
An oceanfront cottage at 59-781 Kamehameha Hwy #1 in Haleiwa sold for $3,200,000 and closed at its full asking price, the No. 2 sale of the week. The three-bedroom, two-bath home dates to 1973 and measures a reported 1,049 square feet, set behind a gate on tropical grounds about 100 feet from Three Tables Beach and 100 yards from Waimea Bay.
Perched above the shoreline on a solid rocky outcropping, the house takes in ocean and sunset views. Granite countertops, stained oak floors and a Sub-Zero refrigerator fit out the interior, and the oceanfront primary suite has a spa-inspired bath with a sunken soaking tub positioned to the water. Waimea Valley’s botanical gardens are a short walk away, with North Shore beaches, hiking and dining nearby. The property went under contract 21 days after the current listing date, and the sale closed August 14, 2026.
Ralph S Gray of eXp Realty was the listing agent. Lex Ferguson of Real Broker represented the buyer. The transaction closed at its full asking price and ranked No. 2 in RealtyWire’s Urban Honolulu Metro Area Top 5 for the week, with Gray on the listing side.
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No. 3 — $2,969,000 · 1717 Iwi Way, Honolulu, Hawaii
Diamond Head and ocean views open from 1717 Iwi Way, a five-bedroom, four-bath residence on the slopes of Wilhelmina Rise that sold for $2,969,000. The sale was recorded August 14, 2026, placing the custom-built 2014 house at No. 3 for the week at a reported 3,222 square feet.
High ceilings and a light-filled plan run through the home, which is positioned to catch cooling trade winds, and the kitchen pairs custom cabinetry and Bosch appliances with direct access to indoor and outdoor entertaining areas. Three bedrooms and a laundry area occupy the upper floor, where the primary suite adjoins a bathroom with a soaking tub; the lower level adds a second living and dining area, a covered lanai, two more bedrooms, two baths and its own entrance for multigenerational households, and the lowest floor holds a recreation room with a separate entrance and a large covered lanai. Reinforced concrete walls and footings set deep into the rock underpin the custom construction. The property previously changed hands for $343,000 in 2004, before the current residence was completed in 2014.
Diana Nable of DM Luxury Homes LLC was the listing agent. Krisztina Kollo of Remax Hawaii represented the buyer. Nable handled the listing side of the $2,969,000 transaction, which ranked No. 3 in RealtyWire’s weekly Urban Honolulu Metro Area Top 5.
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No. 4 — $2,530,000 · 3621 Nuuanu Pali Dr, Honolulu, Hawaii
A Nuuanu Pali property offered for the first time in 36 years, according to the listing, closed for $2,530,000 on August 11, 2026. The 1957 residence at 3621 Nuuanu Pali Dr in the Dowsett area is recorded at six bedrooms and five baths across a reported 4,818 square feet, on roughly 17,000 square feet of land screened by tropical planting, with a stream running through the grounds.
The main house holds three bedrooms and two baths along with a family room and a living room under high ceilings, updated before the sale with new vinyl plank flooring, new kitchen cabinetry and countertops, refreshed vanities, new appliances and fresh paint inside and out. A studio and two additional units, each with a private entrance, add room for extended-family living, guests or rental income, and a spacious deck overlooks the greenery and the stream. The property previously changed hands for $1,390,000 in 1990.
Vera Wang and Ana T Pan of Remax Hawaii were the listing agents. Daniel Perea of Talk Realty LLC represented the buyer. The closing placed Wang and Pan at the listing side of the metro area’s No. 4 reported sale for the week in RealtyWire’s Top 5.
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No. 5 — $2,310,000 · 445 Iliwahi Loop, Kailua, Hawaii
445 Iliwahi Loop, a renovated 1958 house on one of Kalaheo Hillside’s sought-after streets, sold for $2,310,000 and closed $10,000 above its final asking price of $2,300,000. The four-bedroom, three-bath home measures a reported 2,422 square feet on a lot backing onto the conservation hillside, and the sale was recorded August 14, 2026.
Vaulted ceilings top an open great room that flows to covered lanais, with walls of glass framing the pool, gardens and fountains. The kitchen pairs a Viking range and Sub-Zero refrigeration with a generous island open to the dining and living rooms, and two primary suites suit multigenerational households or a guest wing, the main one with a soaking tub and oversized shower. Two more bedrooms share a bath, and two office or flex rooms complete the plan.
Outside are a pool with a spa hookup, mature landscaping, a garden gazebo and covered lanai seating, and recent work includes NEM metering, two Tesla Powerwalls and a new GACO roof. Kailua Beach is minutes away, with Marine Corps Base Hawaii a short hop and H-3, the Pali and the Likelike close at hand. The property previously changed hands for $429,000 in 2000.
Leanna Wolff and Sherine M Duncan of eXp Realty were the listing agents. Leanna Wolff of eXp Realty represented the buyer. The sale went under contract the same day the current listing went live and closed above its final asking price, ranking No. 5 in RealtyWire’s Urban Honolulu Metro Area Top 5 for the week.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, August 16, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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See full market data on our Urban Honolulu, Hawaii market page.
