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Kailua Real Estate Search

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Newest Kailua 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
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

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
  • Lakeview Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

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
Courtesy of Hawaii Preferred Properties

Listing courtesy of Hawaii Preferred Properties.

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
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty.

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
  • Gardenia Manor Bldg.
  • FS - Fee Simple Tenure
Courtesy of LUVA Real Estate

Listing courtesy of LUVA Real Estate.

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
  • Uluniu Urban Bldg.
  • FS - Fee Simple Tenure
Courtesy of One Source Realty LLC

Listing courtesy of One Source Realty LLC.

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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

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
  • Windward Harbour Bldg.
  • FS - Fee Simple Tenure
Courtesy of Golden Pineapple Group

Listing courtesy of Golden Pineapple Group.

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
Courtesy of Compass

Listing courtesy of Compass.

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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

1030 Aoloa Place Unit 212B, Kailua image
1030 Aoloa Place Unit 212B, Kailua — Windward Harbour $755,000

Welcome to Windward Harbour, a gated tropical oasis in the heart of beautiful Kailua! This spacious 3-bedroom, 2-bath condo offers the perfect opportunity to create your ...

  • 3 Beds
  • 2 Baths
  • 202616240 MLS
  • Windward Harbour Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

969 Auloa Road, Kailua image
969 Auloa Road, Kailua $4,250,000

MAUNAWILI AT ITS FINEST! One Acre+ lot in the heart of the Valley. Overlooking your very own Kailua estate and the horses of Maunawili Farms. Having just undergone a COMP...

  • 202616607 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,650,000

OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach!...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

1410 Akamai Street, Kailua image
1410 Akamai Street, Kailua $1,299,000

Freshly renovated and move-in ready! A beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy blend of modern updates and classic Kailua living. Th...

  • 3 Beds
  • 2 Baths
  • 202615500 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616392 MLS
  • Kaopa Park Place Bldg.
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616409 MLS
  • Kaopa Park Place Bldg.
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

1030 Aoloa Place Unit 412A, Kailua image
1030 Aoloa Place Unit 412A, Kailua — Windward Harbour $729,000

Live above the treeline in the heart of Kailua. This top-floor corner residence at Windward Harbour pairs sweeping Ko?olau Mountain views with an exceptional indoor-outdo...

  • 1 Beds
  • 1 Baths
  • 202616213 MLS
  • Windward Harbour Bldg.
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

1237 Akipohe Streets Unit 4C, Kailua image
1237 Akipohe Streets Unit 4C, Kailua — Lakeview $835,000

Lake views, privacy, and a layout that feels different from the typical townhome. This 3-bedroom, 2-bath home in Lakeview Townhomes offers one of the community’s rare ...

  • 3 Beds
  • 2 Baths
  • 202616364 MLS
  • Lakeview Bldg.
  • FS - Fee Simple Tenure
Courtesy of HB Homes INC

Listing courtesy of HB Homes INC.

1567 Uluhaku Place, Kailua image
1567 Uluhaku Place, Kailua $1,525,000

Single-level 4-bedroom, 2-bath home in Olomana, Kailua, located on a quiet cul-de-sac street with minimal through traffic. Features 1,848 sq. ft. of living space on a 10,...

  • 4 Beds
  • 2 Baths
  • 202615171 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

1188 Akuila Place, Kailua image
1188 Akuila Place, Kailua $2,000,000

A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly mai...

  • 4 Beds
  • 2 Baths
  • 202615608 MLS
  • FS - Fee Simple Tenure
Courtesy of Redfin Corporation

Listing courtesy of Redfin Corporation.

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.

Kailua Property, The Oahu MLS Search

Oahu's windward coast, with its dramatic mountain ranges, beautiful beaches, lush jungle hikes, and scenic waterfalls, feels like a world away from bustling Honolulu, yet it is only a short drive through the tunnels of the H2 and H3. The jagged cliffs and mountains are straight out of Jurassic Park- in fact, much of the movie was filmed here! But this lively community, with close proximity to the Marine Corps Base in Kaneohe, is a hub for outdoor sports such as kitesurfing, windsurfing, paddleboarding, and diving. 

Kailua's city center has transformed over the years to become a thriving spot for bars, restaurants, entertainment, shopping, and health food. One of Oahu's 3 Whole Foods Market is located here, and the Kailua Farmers Market is open every week for local goods and foods. 

When it's time to hit the beach, locals enjoy Lanikai beach for sun and sport. Just off the shore is the "Mokes", or two rock formations jutting out of the ocean. Adventurers paddle or swim to the Mokes for a day away or to catch a few waves. Just south of Kailua, past Waimanalo, Makapu'u Lighthouse and Sandy's Beach provide serious surf when the swell is just right. 

Kailua holds many real estate options when searching for a home. Condo developments, single-family homes, large, gated, beachfront and oceanfront homes and estates, and land are spread throughout Kailua town. Kailua Real estate has something for everyone, including military personnel looking to purchase with a VA loan while stationed on Oahu. Call Orion Barels (RA) today to discuss selling or purchasing your Kailua home. 

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Orion Barels, BS Economics
Luxury Property Specialist
COMPASS | RS 64269
orion@coastalhawaii.com
(808) 228-7195

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