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Kailua Homes

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Real Estate in Kailua

Kailua is located on the Windward side of Oahu and encompasses several smaller communites. Here you will not find any two homes exactly alike. For those of us born and raised here, it's pretty fun to figure out and to identify the original layouts within most of the homes that have been highly renovated. There are many brand new homes, but also many "original" homes that may have been built as early as the 1950s.

Cool breezes come from both the Koolau mountain range, as well as from the ocean. They make for very comfortable temperatures, and is the main reason we are called the "Windward side" of the island. While Kailua is not as "wet" as many other areas, it is also not "dry". Most mornings you will awaken to dew on the grass from light rainfall through the night, which helps to create the vibrant greenery found here.

There are many local shops and restaurants to enjoy. Whether you're strolling through our little strip mall, or heading over to Target, there's lots of places to stop in along the way. We've got Starbuck's, Brew Moon, Safeway(s), and Walgreens. Our favorite eateries include Times Coffee Shop (for their ono fried rice!), Moke's Bread & Breakfast, Buzz's Original Steakhouse, and of course our very own Cinnamon's Restaurant which is just 15' from our Kailua Office on the first floor of the Kailua Square Building on Uluniu.

If you're born and raised here it would be quite surprising to go anywhere and not run into someone you know, but that is part of the beauty of being raised in Hawaii. Newcomers are also embraced with warm aloha, and are soon to make many friends.

There is only one highrise in all of Kailua. The vast majority of homes are single-family as well as low-rise condominiums and townhomes, with our newest development being Ka Malanai. But don't get me wrong, the views from our Meridian East are most fabulous from almost any unit above the 4th floor!

Windward Oahu is also home to three of Oahu's Top 5 Beaches, including Lanikai, Kailua, and Waimanalo. It's the perfect location to enjoy the outdoors, including kayaking, surfing and bodyboarding. Other outdoor activities include biking, hiking, golf and tennis. (Pre-COVID) It is not unusual for friends to just "stop by" after work to come in the backyard, relax on the lanai, and just enjoy each other's company. What an awesome way and place to live!

Almost all of our Kailua agents live, work and play here on the Windward side! Give us a call, we'd love to share our knowledge!

 

Kailua Newest Listings

340 Ilimano Street, Kailua image
340 Ilimano Street, Kailua $2,149,000

Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, che...

  • 4 Beds
  • 2 Baths
  • 202616975 MLS
  • FS - Fee Simple Tenure
  • 1 DOM
1187 Akipohe Street Unit 8A, Kailua image
1187 Akipohe Street Unit 8A, Kailua — Lakeview $799,500

First time offered in 38 years! One of the largest Lakeview townhomes is finally available. This unit checks all the boxes for location, quiet, ease of access, new renov...

  • 3 Beds
  • 2 Baths
  • 202617186 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 1 DOM
526 Ulumawao Street, Kailua image
526 Ulumawao Street, Kailua $1,625,000

Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and...

  • 4 Beds
  • 2 Baths
  • 202617085 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
1375 Kupau Street, Kailua image
1375 Kupau Street, Kailua $1,498,000

Beautifully remodeled with panoramic Koolau views. Stylishly renovated with modern finishes, this home features a bright, open-concept design with vaulted ceilings, expos...

  • 3 Beds
  • 2 Baths
  • 202616698 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
333 Aoloa Street Unit 318, Kailua image
333 Aoloa Street Unit 318, Kailua — Gardenia Manor $855,000

Both welcoming and thoughtfully designed this generously sized, two-story condo offers incredible indoor / outdoor living spaces, a vaulted ceiling fills the room with na...

  • 3 Beds
  • 3 Baths
  • 202613359 MLS
  • FS - Fee Simple Tenure
  • Gardenia Manor Bldg.
  • 6 DOM
320 Uluniu Street Unit 3, Kailua image
320 Uluniu Street Unit 3, Kailua — Uluniu Urban $1,430,625 ▼

A rare opportunity to own your own commercial office space in the heart of Kailua’s central business and medical district. This fully improved business office offers appr...

  • 202616767 MLS
  • FS - Fee Simple Tenure
  • Uluniu Urban Bldg.
  • 9 DOM
151 Alala Road, Kailua image
151 Alala Road, Kailua $2,625,000

Welcome to this single-level, classic Hawaii-style home, steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the ...

  • 5 Beds
  • 3 Baths
  • 202616563 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
1030 Aoloa Place Unit 5105B, Kailua image
1030 Aoloa Place Unit 5105B, Kailua — Windward Harbour $825,000

Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, a...

  • 3 Beds
  • 2 Baths
  • 202616227 MLS
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 7 DOM
324 Olomana Street Unit D, Kailua image
324 Olomana Street Unit D, Kailua $1,360,000

Nestled at the end of a private lane, this cozy 3-bed 1-bath Kailua home offers a laidback beach lifestyle + modern charm. Located on the desirable beach-side of Coconut ...

  • 3 Beds
  • 1 Baths
  • 202616680 MLS
  • FS - Fee Simple Tenure
  • 9 DOM
50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $2,800,000

See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ...

  • 4 Beds
  • 2 Baths
  • 202616703 MLS
  • FS - Fee Simple Tenure
  • 9 DOM

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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315 Uluniu Street #201A
Kailua, HI 96734

RB-21962
Email: Info@HoHRE.com
Office: 808-772-4030
Cell: 808-284-2076

 


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