For sale

$3,045,000

Est. $17,410/mo —

•

3,150

sq ft

244 Awakea Rd, Kailua, HI 96734

About this home

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.

Single-familyProperty Type

1947Year Built

10,000 sq ftLot Size

$967Price/Sq.Ft.

5 spacesParking

Listed by Jason Carey • Compass

Contact: (808) 825-4277

Listing updated: Sep 6, 2026 at 05:00pm

Redfin checked: 2 minutes ago

•Source:HiCentral MLS #202608800

Payment calculator

$17,410 per month

Principal and interest$16,190

Property taxes

$560

HOA dues

Home insurance

$660

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SUN, 1PM TO 4PM
$390,000
1 bed1 bath594 sq ft
855 Makahiki Way #109, Honolulu, HI 96826
REDFIN OPEN SUN, 2PM TO 5PM3D WALKTHROUGH
$1,699,000
4 beds2 baths1,469 sq ft
558 Ulumu St, Kailua, HI 96734
OPEN SUN, 2PM TO 5PM
$955,000
2 beds2 baths1,427 sq ft
1 Keahole Pl #1618, Honolulu, HI 96825
OPEN SUN, 2PM TO 4PM
$745,000
2 beds2 baths896 sq ft
46-159 Meheanu Loop #3253, Kaneohe, HI 96744
OPEN SUN, 2PM TO 5PM
$499,000
2 beds2 baths1,032 sq ft
431 Nahua St #1307, Honolulu, HI 96815
OPEN SUN, 2PM TO 5PM
$2,149,000
4 beds2 baths2,020 sq ft
340 Ilimano St, Kailua, HI 96734
OPEN SUN, 2PM TO 5PM
$1,099,999
2 beds2 baths1,069 sq ft
1189 Waimanu St #3209, Honolulu, HI 96814
OPEN SUN, 2PM TO 5PMVIDEO TOUR
$620,000
2 beds2 baths1,211 sq ft
531 Hahaione St Unit 6C, Honolulu, HI 96825
OPEN SUN, 2PM TO 5PM
$300,000
1 bed1 bath636 sq ft
1505 Kewalo St Unit 204A, Honolulu, HI 96822
OPEN SUN, 2PM TO 5PM
$799,500
3 beds2 baths1,367 sq ft
1187 Akipohe St Unit 8A, Kailua, HI 96734

Around this home

Schools

K - 12
Preschool & daycare

Kailua Elementary School

Public PreK-6 • Assigned • 0.5mi

3/10

Kailua Intermediate School

Public 7-8 • Assigned • 0.2mi

7/10

Kalaheo High School

Public 9-12 • Assigned • 1.8mi

10/10

Provided by GreatSchools

About

Ko'olaupoko

Ko'olaupoko, located between the Koʻolau Range and Kāneʻohe Bay, is a coastal and mountain Kailua neighborhood with windward ridgelines and broad ocean views. The character concentrates around Kamehameha Highway at Kāneʻohe Bay Drive, where plate-lunch counters, local markets, and small service storefronts meet steady commuter energy. Hoʻomaluhia Botanical Garden and the Hawaiʻi Theatre Center at Windward Community College act as cultural anchors, with Hoʻokipa Hale nearby for community gatherings. Homes range from mid-century hillside streets to newer townhome clusters, shaped by trade winds and rain-fed greenery. Daily life orbits shoreline parks, paddling routes, and trailheads that rise fast into the pali. The geography keeps the pace outdoors-forward, with town conveniences threaded along the highway corridor.

Provided by Walk Score and Local Logic

Offer insights

244 Awakea Rd · $3,045,000

Strong offer

$3M and above

75% chance or better to win

Why $3M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 65 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Bedroom on main level
Full bath on main level
Guest quarters

Bedrooms
Includes guest quarters

Bathrooms
3 full bathrooms

Flooring
Ceramic tile
Hardwood
Vinyl

Sale and tax history for 244 Awakea Rd

Sale History
Tax History

Date

Event

Price

HiCentral MLS #202608800

Sep 2, 2026

Price Changed

$3,045,000

$967/sq ft

Jul 9, 2026

Price Changed

$3,150,000

$1,000/sq ft

May 10, 2026

Listed

$3,295,000

$1,046/sq ft

HiCentral MLS #201611040

Jul 29, 2016

Sold

$1,250,000

$397/sq ft

May 26, 2016

Price Changed

$1,250,000

$397/sq ft

Apr 29, 2016

Listed

$1,300,000

$413/sq ft

HiCentral MLS #201604682

Apr 21, 2016

Listing Removed

—

Mar 7, 2016

Listed

$1,300,000

$413/sq ft

HiCentral MLS #201419645

Jan 8, 2015

Listing Removed

—

Oct 19, 2014

Listed

$1,300,000

$413/sq ft

HiCentral MLS #201325025

Jun 12, 2013

Listing Removed

—

May 28, 2013

Listed

$1,200,000

$381/sq ft

HiCentral MLS #2506209

May 31, 2005

Sold

$1,095,000

$348/sq ft

Apr 25, 2005

Listed

$1,095,000

$348/sq ft

Public Records

Feb 10, 2003

Sold

$585,000

$186/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$5,669 (+33.2%)

$1,400,000 + $319,700

$1,719,700

2021

$4,255 (+3.1%)

$1,400,000 + $319,700

$1,719,700

2020

$4,127 (−39.1%)

$1,120,000 + $195,600

$1,315,600

2019

$6,773 (−1.3%)

$1,120,000 + $159,000

$1,279,000

2018

$6,863 (+35.2%)

$1,120,000 + $96,500

$1,216,500

2017

$5,075 (+52.8%)

$1,080,000 + $182,600

$1,262,600

2016

$3,322 (+2.3%)

$950,000 + $113,900

$1,063,900

2014

$3,247 (+9.1%)

$760,000 + $122,600

$882,600

2013

$2,975 (+5.2%)

$760,000 + $167,900

$927,900

2012

$2,829

$700,000 + $150,000

$850,000

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,000 Sq. Ft.

Year renovated

1957

Finished Sq. Ft.

2,440

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,440

Year built

1947

Style

Single Family Residential

County

Honolulu County

APN

1 4 2 020 082 0000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 2, 2026.

R-10

Residential District 10

The purpose of the Residential District is to allow for a range of residential densities. The primary use shall be detached residences. Other types of dwellings may also be allowed, including zero lot line, cluster and common wall housing arrangements. Nondwelling uses that support and complement residential neighborhood activities shall also be permitted. The intent of the R-10 districts is to provide areas for large lot developments. These areas would be located typically at the outskirts of urban development and may be applied as a transitional district between preservation, agricultural or country districts and urban districts. They would also be applied to lands where residential use is desirable but some development constraints are present.

Permitted uses

Include but are not limited to:

Housing-Single unit
Housing-Multiple units
Infrastructure-Other
Public service

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

Fire Factor

We're working on getting current and accurate fire risk information for this home.

Heat Factor

We're working on getting current and accurate heat risk information for this home.

Wind Factor

We're working on getting current and accurate wind risk information for this home.

1/10 Air Factor

Minimal risk of unhealthy air over next 30 years

Provided by First Street

Historical weather

Kailua, HI • 96734

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

95/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.4 hrs

6.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 244 Awakea Rd

$2,920,664

$124K under list price of $3.05M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.8M to $4.7M.

SOLD AUG 10, 2026
$3,775,000 Last sold price
5 beds3.5 baths3,512 sq ft
485 Wanaao Rd, Kailua, HI 96734
$108/sq ft
larger lot
7 years newer
SOLD JUL 20, 2026
$2,069,427 Last sold price
2 beds3 baths2,401 sq ft
465 Kawailoa Rd Unit C, Kailua, HI 96734
$105/sq ft
smaller lot
6 years older
SOLD JUL 24, 2026
$2,200,000 Last sold price
3 beds3 baths1,816 sq ft
427 Akoakoa Pl, Kailua, HI 96734
$244/sq ft
20 years newer
SOLD JUN 12, 2026
$4,734,000 Last sold price
5 beds3.5 baths3,329 sq ft
110 N Kalaheo Ave Unit A, Kailua, HI 96734
$455/sq ft
67 years newer
SOLD AUG 24, 2026
$3,088,888 Last sold price
4 beds2 baths1,196 sq ft
150 Kaelepulu Dr, Kailua, HI 96734
$1616/sq ft
10 years newer
SOLD JUL 15, 2026
$1,799,000 Last sold price
5 beds4 baths2,938 sq ft
589 Iana St, Kailua, HI 96734
$355/sq ft
smaller lot
14 years newer

Rental earnings

Est. $5,875 per month, based on comparable rentals

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(808) 201-3564