Rarely available in Kailua Estates, 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sq ft lot just a short stroll to Kailua Beach and minutes to Kailua Town. Fully renovated in 2019, the property offers approximately 3,150 sq ft of total living space with a versatile multi-dwelling layout ideal for investors, multi-generational living, or those seeking flexible income potential.
The main home features 3 bedrooms, 2 bathrooms plus a den, with vaulted ceilings, hardwood flooring, a walk-in pantry, and seamless indoor-outdoor living. In addition, the property includes a spacious 1-bedroom cottage with high ceilings and a separate 2-bedroom, 1-bath ADU, both beautifully designed and tenant occupied with strong income potential. A dedicated storage and yoga room adds additional flexibility for wellness, workspace, or lifestyle use.
Located in one of Kailua’s most desirable beachside neighborhoods, enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, and local shops and dining. A rare opportunity to own a flexible compound in a prime location offering both lifestyle and income potential.
Active
$3,295,000
244 Awakea Rd, Kailua, HI 96734
6beds
3,150sqft
Single Family Residence
Built in 1947
-- sqft lot
$3,176,200 Zestimate®
$1,046/sqft
$-- HOA
What's special
- 32 days |
- 1,670 |
- 123 |
Zillow last checked:
Listing updated:
Listed by:
Jason M Carey 808-679-1698,
Compass
Source: HiCentral MLS,MLS#: 202608800
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 4
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: Oceanfront
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: $1,046/sqft
- Tax assessed value: $2,041,300
- Annual tax amount: $6,724
- Date on market: 5/11/2026
- Inclusions: AC Split, Attic Fan, Cable TV, Ceiling Fan, Dishwasher, Disposal, Drapes, Microwave Hood, Microwave, Photovoltaic - Owned, Range/Oven, Refrigerator, Smoke Detector, Solar Heater, Washer, Water Heater
Estimated market value
$3,176,200
$3.02M - $3.34M
$7,819/mo
Price history
| Date | Event | Price |
|---|---|---|
| 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+72.5%$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 1/28/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 9/4/2020 | Listing removed | $2,550$1/sqft |
Source: Owner 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 |
|---|---|---|
| 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 | -- | $355,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 96734
Nearby schools
GreatSchools rating
- 3/10Kailua Elementary SchoolGrades: PK-6Distance: 0.5 mi
- 7/10Kailua Intermediate SchoolGrades: 7-8Distance: 0.2 mi
- 10/10Kalaheo High SchoolGrades: 9-12Distance: 1.9 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Hawaii
- Honolulu County
- Kailua
- 96734
- 244 Awakea Rd






