5 bedroom homes for sale in Kailua, HI

wooden deck with a gazebo, outdoor dining area, and a water view

aerial view with a water view and a residential view

drone / aerial view with a residential view

1 day on RocketVideo tour

$4,750,000

5 beds • 3 baths • 2,220 sqft

21 Aalapapa Pl, Kailua HI 96734

#202505927, Listing Office: Town and Country Real Estate

dining space with light wood-style flooring, recessed lighting, and a wall mounted AC

view of front of home featuring a gate, a front lawn, and fence

kitchen with a kitchen island, an AC wall unit, appliances with stainless steel finishes, dark countertops, and wall chimney exhaust hood

2 days on RocketVideo tour

$10,000 Closing Credit¹

$1,495,000

5 beds • 2.5 baths • 1,632 sqft

315 Oneawa St, Kailua HI 96734

#202506424, Listing Office: Compass

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kitchen with a center island, gray cabinetry, decorative light fixtures, light hardwood / wood-style floors, and stainless steel appliances

kitchen featuring gray cabinetry, a center island, a wall mounted air conditioner, light stone countertops, and vaulted ceiling with beams

kitchen with a wall mounted air conditioner, stainless steel appliances, decorative light fixtures, plenty of natural light, and lofted ceiling with beams

Backup offers

$10,000 Closing Credit¹

$1,749,000

5 beds • 2 baths • 2,097 sqft

565 Papalani St, Kailua HI 96734

#202505118, Listing Office: Real Broker, LLC

view of swimming pool featuring an outdoor living space, a patio area, and ceiling fan

Backup offers

$2,850,000

5 beds • 3 baths • 3,045 sqft

590 Iana St, Kailua HI 96734

#202502242, Listing Office: Luva LLC

living room with wood ceiling, lofted ceiling with beams, and ceiling fan

view of front of house featuring a garage and solar panels

3D tour

$4,500,000

5 beds • 5.5 baths • 4,493 sqft

314 Lapa Pl, Kailua HI 96734

#202504655, Listing Office: Corcoran Pacific Properties

dining space featuring dark hardwood / wood-style flooring, lofted ceiling with beams, and french doors

Backup offers

$10,000 Closing Credit¹

$1,250,000

5 beds • 4 baths • 3,073 sqft

889 Akumu St, Kailua HI 96734

#202502443, Listing Office: Chaney Brooks Residential LLC

aerial view featuring a beach view and a water view

sunroom / solarium featuring beam ceiling and a water view

$8,180,000

5 beds • 3.5 baths • 4,612 sqft

846 Mokulua Dr, Kailua HI 96734

#202502198, Listing Office: eXp Realty

Room to negotiate?

Median Sold Price

$1.4M

Avg. Sale Time

40 Days

Based on our February 2025 Market Report.

drone / aerial view featuring a water view and a view of the beach

drone / aerial view with a view of the beach and a water and mountain view

$4,950,000

5 beds • 3 baths • 2,346 sqft

114 Kaelepulu Dr, Kailua HI 96734

#202426150, Listing Office: eXp Realty

view of front of property with a garage and a balcony

living room with crown molding, ceiling fan, dark hardwood / wood-style floors, and a wealth of natural light

living room with crown molding, dark hardwood / wood-style floors, and ceiling fan

$10,000 Closing Credit¹

$2,299,000

5 beds • 4 baths • 2,996 sqft

1408 Auwaiku St, Kailua HI 96734

#202427651, Listing Office: Luva LLC

wooden deck with a mountain view and a lawn

interior space featuring beamed ceiling, a water and mountain view, hardwood / wood-style flooring, and a healthy amount of sunlight

sunroom / solarium with a mountain view and plenty of natural light

Backup offers

$10,000 Closing Credit¹

$1,795,000

5 beds • 3 baths • 2,016 sqft

723 Kahoa Dr, Kailua HI 96734

#202426409, Listing Office: Keller Williams Honolulu

Kailua, HI Real Estate Market Overview

Browse 10 5 bedroom homes for sale in Kailua, HI. View properties, photos, nearby real estate with school and housing market information. Between January 2025 and February 2025, Kailua, HI real estate market has seen increase in the number of listings by 18.9%. In February 2025, listings were on the market for 40 days. During the same period, the median list price in this real estate market was $1,439,166. In February 2025 more than 5 listings in Kailua, HI were sold above the asking price. During the same period more than 2 listings were sold at asking price, while more than 13 were sold below.

From Rocket Homes Real Estate and based on county public records data

Schools near Kailua, HI

Elementary Schools

Enchanted Lake Elementary School
770 Keolu Dr
Public District PK-6
Keolu Elementary School
1416 Keolu Dr
Public District PK-6
Kaelepulu Elementary School
530 Keolu Dr
Public District PK-6

Middle Schools

Puohala Elementary School
45-233 Kulauli St
Public District PK-8
Kailua Intermediate School
145 S Kainalu Dr
Public District 7-8
Waimanalo Elementary & Intermediate School
41-1330 Kalanianaole Hwy
Public District PK-8

High Schools

Kalaheo High School
730 Iliaina St
Public District 9-12
Olomana School
42-522 Kalanianaole Hwy
Public District 7-12
Kailua High School
451 Ulumanu Dr
Public District 9-12

Data provided by Great Schools

5 bedroom homes for sale in Kailua, HI

Kailua, HI Real Estate Market Overview

What is it like to live in Kailua, HI

Overview

Housing types

Advantages

Convenience

Transportation

Schools near Kailua, HI

Housing market reports in Honolulu County

Homes for sale near Kailua, HI

Top real estate cities in Hawaii