MAJOR PRICE REDUCTION! Exceptional opportunity in a preferred location within Kailua Estates. 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sqft lot, just a short stroll to Kailua Beach and minutes from Kailua Town. Renovated in 2019, this unique property offers three separate living spaces with a combined 6 bedrooms, 4 bathrooms, and approximately 3,150 sqft, ideal for multi-generational living, extended family, or long-term rental income. The main residence features 3 bedrooms, 2 bathrooms plus a den, vaulted ceilings, hardwood flooring, PV and solar hot water. There is also a spacious 1-bedroom cottage and a separate 2-bedroom, 1-bath ADU, both currently tenant occupied and generating a combined $7,600/month. The ADU is separately metered and features solar hot water. A dedicated storage/yoga room adds flexibility. Now offered at $3,045,000, or $966/sqft, below the recent Kailua Estates average of approximately $1,046/sqft. Enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, Buzz's, Whole Foods, boutique shops, dining, and everything Kailua has to offer.
Active
Price cut: $105K (9/2)
$3,045,000
244 Awakea Rd, Kailua, HI 96734
6beds
3,150sqft
Single Family Residence
Built in 1947
-- sqft lot
$2,960,100 Zestimate®
$967/sqft
$-- HOA
What's special
Vaulted ceilingsHardwood flooringThree separate living spacesSeamless indoor-outdoor livingWalk-in pantry
- 124 days
- 895
- 44
Zillow last checked:
Listing updated:
Listed by:
Jason M Carey 808-679-1698,
Compass
Source: HiCentral MLS,MLS#: 202608800
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Guest Quarters
Features
- Bedroom on Main Level, Full Bath on Main Level
- Flooring: Ceramic Tile, Hardwood, Vinyl
Interior area
- Total structure area: 3,590
- Total interior livable area: 3,150 sqft
Property
Parking
- Total spaces: 5
- Parking features: Driveway, Three or more Spaces, On Street
Features
- Levels: One
- Stories: 1
- Exterior features: Landscaping
- Pool features: None
- Fencing: Fenced,Wall
- Has view: Yes
- View description: Garden
- Frontage type: Other
Lot
- Features: Cleared, Other, Level
- Topography: Level
Details
- Parcel number: 1420200820000
- Zoning description: 03 - R10 - Residential District
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage,Detached,Multiplex
- Property subtype: Single Family Residence
Materials
- Double Wall, Wood Frame
Condition
- Excellent,Updated/Remodeled
- New construction: No
- Year built: 1947
- Major remodel year: 2019
Utilities & green energy
- Water: Public
- Utilities for property: Above Ground Utilities, Electricity Available, High Speed Internet Available, Sewer Available, Water Available
Community & HOA
Community
- Features: Deck/Porch, Patio, Storage Facilities
- Security: Key Card Entry
- Subdivision: Kailua Estates
HOA
- Services included: None
Location
- Region: Kailua
Financial & listing details
- Price per square foot: $967/sqft
- Tax assessed value: $2,041,300
- Annual tax amount: $6,724
- Date on market: 5/11/2026
- Inclusions: Attic Fan, Cable TV, Ceiling Fan, Dishwasher, Disposal, Drapes, Dryer, Microwave Hood, Microwave, Photovoltaic - Owned, Range/Oven, Refrigerator, Smoke Detector, Solar Heater, Washer, Water Heater
Estimated market value
$2,960,100
$2.81M - $3.11M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/2/2026 | Price change | $3,045,000-3.3%$967/sqft |
Source: | ||
| 7/9/2026 | Price change | $3,150,000-4.4%$1,000/sqft |
Source: | ||
| 5/11/2026 | Listed for sale | $3,295,000+163.6%$1,046/sqft |
Source: | ||
| 5/5/2025 | Listing removed | $3,200$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/23/2025 | Price change | $3,200-5.9%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/18/2025 | Listed for rent | $3,400+13.5%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/13/2024 | Listing removed | $2,995$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/4/2024 | Price change | $2,995-7.8%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/27/2024 | Listed for rent | $3,250-4.4%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/29/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 1/1/2024 | Listed for rent | $3,400+3%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/5/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 8/10/2023 | Price change | $3,300-10.8%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/1/2023 | Price change | $3,700-5.1%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/19/2023 | Listed for rent | $3,900-2.4%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/1/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 5/18/2023 | Listed for rent | $3,995$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/25/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 3/7/2023 | Listed for rent | $3,995+26.8%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/23/2022 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 4/14/2022 | Price change | $3,150-12.5%$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 4/2/2022 | Price change | $3,600-18.2%$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 3/25/2022 | Listed for rent | $4,400$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 7/29/2016 | Sold | $1,250,000+14.2%$397/sqft |
Source: Public Record Report a problem | ||
| 5/31/2005 | Sold | $1,095,000+87.2%$348/sqft |
Source: Public Record Report a problem | ||
| 2/10/2003 | Sold | $585,000+13.8%$186/sqft |
Source: Public Record Report a problem | ||
| 3/1/2000 | Sold | $514,000$163/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | -- | $2,041,300 -1.1% |
| 2025 | $6,803 -2.2% | $2,063,800 -2% |
| 2024 | $6,953 +3.9% | $2,106,700 +4.7% |
| 2023 | $6,691 +18% | $2,011,800 +17% |
| 2022 | $5,669 -70% | $1,719,700 +30.7% |
| 2021 | $18,901 +358% | $1,315,600 +2.9% |
| 2020 | $4,127 -39.1% | $1,279,000 +5.1% |
| 2019 | $6,773 -1.3% | $1,216,500 -3.7% |
| 2018 | $6,863 +7.5% | $1,262,600 +18.7% |
| 2017 | $6,383 +92.1% | $1,063,900 +12.1% |
| 2016 | $3,323 +7.6% | $949,300 +7.6% |
| 2015 | $3,089 +3.4% | $882,600 -4.9% |
| 2014 | $2,989 | $927,900 +9.2% |
| 2013 | -- | $850,000 +5.2% |
| 2012 | -- | $808,300 -5.3% |
| 2011 | -- | $853,900 +1% |
| 2010 | -- | $845,400 -10.9% |
| 2009 | -- | $948,500 -1% |
| 2008 | -- | $957,800 -7.5% |
| 2007 | -- | $1,035,100 +13.2% |
| 2006 | -- | $914,300 +23.1% |
| 2005 | -- | $742,900 +17.7% |
| 2004 | -- | $631,300 +25.6% |
| 2003 | $1,136 +14.8% | $502,700 +61.5% |
| 2002 | $990 | $311,300 |
| 2000 | -- | -- |
| 1999 | -- | $355,900 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 96734
Nearby schools
Schools provided by the listing agent
- Elementary: Kainalu
- Middle: Kailua
- High: Kalaheo
Source: HiCentral MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






