Search Listings

Kailua Homes & Real Estate

Included below are homes for sale and real estate in the Kailua area of Oahu.

If you would like more information on any of these Kailua real estate listings, just click on a property to access the full details. From there, you can request more information or schedule an in-person or video chat tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

And, for your convenience, feel free to register for a free account to receive email alerts whenever new Kailua listings come on the market that match your specific criteria.

Kailua April 20, 2021
59
Listed
101
Avg. DOM
$1,232.30
Avg. $ / Sq.Ft.
$2,400,000
Med. List Price
59 Properties
Page 1 of 5
Open 4/25
367 Auwinala Road #A Kailua, HI 96734
$2,200,000
Subdivision: Kailua Estates
6
Beds
4
Baths
2,458
Sq.Ft.
2005
Year Built
2
Days on Site
202109165
MLS
Come quick, you will not want to miss out. This captivating property exudes the relaxed Kailua lifestyle! Contractor designed, quality built in 2005, additions done in 2012 and 2016 with high-end...
Open 4/25
448 Olomana Street Kailua, HI 96734
$925,000
Subdivision: Coconut Grove
3
Beds
2
Baths
800
Sq.Ft.
1946
Year Built
2
Days on Site
202109397
MLS
Welcome home to Kailua! Freshly painted, move in ready and ohhhhh so close to Kailua Beach! Live in the 2bed/1 bath and rent out the studio/1 bath in the back. Carport has storage and electricity,...
$11,895,000
Subdivision: Lanikai
10
Beds
8F31/2
Baths
8,005
Sq.Ft.
1985
Year Built
2
Days on Site
202101216
MLS
Coastal Island Retreat... Swim, sun & recharge from your very own oceanfront resort! This sprawling residence situated on a spacious & beautifully manicured parcel offers a large 5-BD main HM +...
$600,000
Condo: Hokulani In Kailua
2
Beds
2
Baths
814
Sq.Ft.
1989
Year Built
6
Days on Site
202109160
MLS
Highly upgraded unit at pet friendly Hokulani in Kailua. Live the Kailua lifestyle in this move-in ready 2 bedroom, 2 bathroom corner/end unit with 2 covered parking stalls. Kitchen features...
$574,000
Condo: Poinciana Manor
2
Beds
2
Baths
944
Sq.Ft.
1975
Year Built
6
Days on Site
202109132
MLS
Great property for first time homebuyer! Upgraded 2 Bedroom, 2 bath single level townhome in desired Kailua. The kitchen features Oak cabinets, Corian countertops with a tiled back splash, and a...
$998,000
Subdivision: Coconut Grove
4
Beds
2
Baths
1,920
Sq.Ft.
1990
Year Built
6
Days on Site
202108941
MLS
Lots of potential! Built in 1990, this 4 bedroom, 2 bathroom home has 1,920 sq ft of living area plus a 480 sq ft garage, all sitting on a nice level 6,595 sq ft of land. Open driveway has lots of...
$1,175,000
Subdivision: Pohakupu
4
Beds
3
Baths
1,976
Sq.Ft.
1959
Year Built
7
Days on Site
202109078
MLS
Absolutely relish in the cool windward breezes that can be felt all through this beautiful home in highly desirable Pohakupu. This stunning home features recently beautifully updated kitchen,...
$2,495,000
Subdivision: Beachside
3
Beds
2F11/2
Baths
2,776
Sq.Ft.
1978
Year Built
7
Days on Site
202109176
MLS
Located in the Hale Kai Surf and Racquet Club, a private Beachside community of 14 custom homes with tennis court, pickle ball court, heated pool and club house. This architecturally interesting home...
$1,495,000
Subdivision: Kalaheo Hillside
3
Beds
2
Baths
2,009
Sq.Ft.
1960
Year Built
8
Days on Site
202108443
MLS
Beautiful Home, Great Neighborhood, Awesome Schools and Super Location- What more could you ask for? This meticulously loved abode is ready for a new family! The 3 bedroom and 2 bath house has a...
$3,950,000
Subdivision: Beachside
6
Beds
5
Baths
4,432
Sq.Ft.
1957
Year Built
8
Days on Site
202108791
MLS
This is the Kailua beachside home you've been waiting for. Laiki Place; this home is just two doors from Kailua beach with private gated beach access for Laiki residents. Finished with solid koa...
$925,000
Subdivision: Keolu Hills
3
Beds
1
Baths
840
Sq.Ft.
1955
Year Built
8
Days on Site
202108949
MLS
Welcome to Kailua! Conveniently located on a well desired Keolu Hills neighborhood near shopping, dining, schools, bus line and freeways! This home isn't for the faint-hearted...tear down and rebuild...
$1,275,000
Subdivision: Keolu Hills
4
Beds
3
Baths
1,798
Sq.Ft.
1958
Year Built
8
Days on Site
202108902
MLS
E Komo Mai to this 4 bedroom/3 bath Keolu Hills home! Flexible floor plan provides for choosing between enjoying all as one with an extra family/rec room and master bedroom/guest quarters, or,...

Kailua

Kailua is not only one of the best residential beach communities on Oahu, but also one of the premiere beach communities in the country in Tim and Tracey’s opinion.  Kailua Beach has been ranked #1 on Dr. Beach’s list of top beaches in the country twice after Dr. Stephen Leatherman (Dr. Beach) started his top ten list in 1989.

Kailua Bay is one of the friendliest beaches for swimmers and other casual ocean activities while also being home to a variety of wind propelled enthusiasts.  Tim and Tracey have been actively engaged in the ocean activities common in both Kailua Bay and Lanikai Bay next door.  The predominant trade winds push waves towards the shore and the bays relatively shallow floor and protective reef minimize rip tides and other dangerous currents.  On most days, the water is clear and free of hazards.  There are only a few times per year where brown water advisories after heavy rains or man of war sightings on the sand will keep swimmers out of the water.

Kailua offers the opportunity for many other outdoor activities for those that do not play in the ocean every day or several times per week.  Mid-Pacific Country Club offers first class golf, and the Kailua Racquet Club is arguably the best tennis club on Oahu.  Olomana Trail, Maunawili Trail, Maunawili Falls Trail, and the Lanikai Pillbox hike have world class views and the variety in difficulty appeal to a wide range of outdoor enthusiasts.

More tourists visit Kailua now then in decades past, but residential zoning prevents Waikiki type crowds.  The tourists that do visit allow residents to enjoy downtown restaurants and shopping that might not be available otherwise for a town its size.  Kailua hosts iconic restaurants like Buzz’s Steakhouse, Assagio’s, and Cinnamon’s plus newer local favorites like Maui Brewing Company, Lanikai Brewing Company (Tap & Barrel), Kalapawai Market, Easy Q, Over Easy, Boots & Kimo’s, and Moke’s Bread & Breakfast.  Island Treasures showcases works by local artists and artisans. 

Since the completion of H-3, Kailua residents have easy access to three major roads into Honolulu’s business districts and to military bases located in Kaneohe and Pearl Harbor.  The Pali, Likelike, and H-3 allow for comparatively easy and shorter commute times that attract many professionals, military members, and defense contractor employees to this active community.

The dominant trade winds keep the Kailua climate cooler throughout most of the year compared to the Leeward Side of Oahu and Kailua enjoys more sunshine than its rainier neighbor Kaneohe because the Koolau Mountain Range is farther away from Kailua Beach and the town center.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program. Real estate listings held by IDX Brokerage firms other than Tracey Stott Kelley are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. This information is provided exclusively for personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The Broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Information deemed reliable but is not guaranteed.