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Kailua Real Estate Search

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Newest Kailua Listings

584 Kaimalino Street, Kailua image
584 Kaimalino Street, Kailua $3,795,000

Thoughtfully positioned along Kailua's spectacular coastline, this Peter Vincent-designed residence embraces the Pacific with sweeping 180-degree views from Mokapu Penins...

  • 3 Beds
  • 4 Baths
  • 202619912 MLS
  • FS - Fee Simple Tenure
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty.

1411 Mokulua Drive, Kailua image
1411 Mokulua Drive, Kailua $2,995,000

A TRUE LANIKAI BEACH HOUSE! Calling all water sports enthusiasts! Sandy feet, wet swim trunks & bikinis, surfboards, SUP boards, windsurfers & little groms are all welcom...

  • 4 Beds
  • 3 Baths
  • 202619472 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

241 Kihapai Street Unit A, Kailua image
241 Kihapai Street Unit A, Kailua $1,599,000

Welcome to your ultimate turn-key Kailua retreat! Extensively and beautifully transformed from top to bottom, 241 Kihapai St offers the flawless look of a brand-new home ...

  • 3 Beds
  • 2 Baths
  • 202619920 MLS
  • FS - Fee Simple Tenure
Courtesy of KLU Real Estate Inc.

Listing courtesy of KLU Real Estate Inc..

350 Aoloa Street Unit A112, Kailua image
350 Aoloa Street Unit A112, Kailua — Koolau Vista $475,000

Embrace laid-back beach town living right in the heart of Kailua Town! This rare, affordable one-bedroom, one-bathroom condo offers incredible value in one of O‘ahu’s mos...

  • 1 Beds
  • 1 Baths
  • 202619614 MLS
  • Koolau Vista Bldg.
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

409 Kailua Road Unit 7101, Kailua image
409 Kailua Road Unit 7101, Kailua — Ka Malanai At Kailua $995,000

PRICED BELOW TAX ASSESSED VALUE! An incredible opportunity to own in Ka Malanai, where the convenience of Kailua living meets the comfort of a beautifully maintained home...

  • 2 Beds
  • 2 Baths
  • 202619687 MLS
  • Ka Malanai At Kailua Bldg.
  • FS - Fee Simple Tenure
Courtesy of Real Broker

Listing courtesy of Real Broker.

1330 Kuuna Place, Kailua image
1330 Kuuna Place, Kailua $1,849,000

Perched at the top of Keolu Hills on a peaceful cul-de-sac, this inviting home built in 1989 captures breathtaking views of the Ko‘olau Mountains, colorful sunsets, Kailu...

  • 3 Beds
  • 3 Baths
  • 202615753 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

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
  • 202619461 MLS
  • Lakeview Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

1154 Lunaai Street, Kailua image
1154 Lunaai Street, Kailua $1,829,000

Welcome to this inviting 4-bedroom, 3-bath home, where comfortable living meets the beauty of Hawaii’s tropical surroundings. Enjoy breathtaking mountain views, a spaciou...

  • 4 Beds
  • 3 Baths
  • 202619396 MLS
  • FS - Fee Simple Tenure
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty.

532 Ulumalu Street, Kailua image
532 Ulumalu Street, Kailua $1,240,000

Great value in this spacious 3 bedroom 2 bath home in this desirable Pohakupu neighborhood with views of Mt Olomana. This home has close proximity to Castle Hospital, t...

  • 3 Beds
  • 2 Baths
  • 202619290 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

455 Kailua Road Unit 4204, Kailua image
455 Kailua Road Unit 4204, Kailua — Ka Malanai At Kailua $738,888

Experience the ultimate in Kailua living! Nestled in a highly desirable, vibrant neighborhood, this pet-friendly complex places you moments away from world-class beaches,...

  • 1 Beds
  • 1 Baths
  • 202619088 MLS
  • Ka Malanai At Kailua Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

322 Aoloa Street Unit 309, Kailua image
322 Aoloa Street Unit 309, Kailua — Windward Passage $619,000

Enjoy island living in this beautifully situated 2-bedroom, 2-bath condo in the heart of Kailua. Offering 956 sq ft of interior space plus a generous 92 sq ft lanai, this...

  • 2 Beds
  • 2 Baths
  • 202619380 MLS
  • Windward Passage Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Homes & Estates LLC

Listing courtesy of Hawaii Homes & Estates LLC.

235 Kuupua Street, Kailua image
235 Kuupua Street, Kailua $2,875,000

This well-designed one level Kuulei Tract 3,000 s.f. residence with an extensive addition/renovation in 2007 is ready to welcome you home. Close proximity to Kailua Beach...

  • 4 Beds
  • 3 Baths
  • 202617990 MLS
  • FS - Fee Simple Tenure
Courtesy of Margy Grosswendt RE Agency LLC

Listing courtesy of Margy Grosswendt RE Agency LLC.

1011 Mokulua Drive, Kailua image
1011 Mokulua Drive, Kailua $8,995,000

TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite,...

  • 4 Beds
  • 7 Baths
  • 202619411 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

445 Kaimake Loop, Kailua image
445 Kaimake Loop, Kailua $2,995,000

Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in s...

  • 6 Beds
  • 4 Baths
  • 202619508 MLS
  • FS - Fee Simple Tenure
Courtesy of MG Hawaii Realty, LLC

Listing courtesy of MG Hawaii Realty, LLC.

1278 Ulupalakua Street, Kailua image
1278 Ulupalakua Street, Kailua $1,595,000

Priced almost 100k below recent appraisal, this charming Kailua home offers a rare opportunity to own a space filled with warmth, character, and island style. Far from a ...

  • 4 Beds
  • 2 Baths
  • 202618213 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

1310 Kupau Street, Kailua image
1310 Kupau Street, Kailua $1,730,000

Escape to paradise in the heart of the Kailua Beach community. This charming single-level, 3-bedroom, 2-bath home features an airy, open layout with vaulted ceilings & sl...

  • 3 Beds
  • 2 Baths
  • 202618141 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

1253 Nanawale Way, Kailua image
1253 Nanawale Way, Kailua $1,750,000

$50,000 SELLER CREDIT! Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Wa...

  • 6 Beds
  • 4 Baths
  • 202619307 MLS
  • FS - Fee Simple Tenure
Courtesy of Real Broker

Listing courtesy of Real Broker.

675 Ulumalu Street, Kailua image
675 Ulumalu Street, Kailua $1,000,000

Single-level home in Pohakupu on a 7,500 sq ft lot, offered at $1,000,000. This 3-bedroom, 2-bath home has 1,386 sq ft of interior living space, a 596 sq ft lanai, and an...

  • 3 Beds
  • 2 Baths
  • 202619286 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

1254 Ulupii Street, Kailua image
1254 Ulupii Street, Kailua $1,445,000

Need $$ to help pay the Mortg? This charming homes has a cottage in the back yard that has been rented for $2,300 a mo. House features lovely hardwood floors, updated ki...

  • 3 Beds
  • 2 Baths
  • 202619271 MLS
  • FS - Fee Simple Tenure
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty.

237 Kihapai Street Unit A, Kailua image
237 Kihapai Street Unit A, Kailua $1,650,000

This home is all about the views. Framed by the beautiful mountains and the marsh, the spacious deck offers the perfect setting to enjoy your morning coffee or unwind at ...

  • 4 Beds
  • 2 Baths
  • 202618352 MLS
  • FS - Fee Simple Tenure
Courtesy of Keller Williams Honolulu

Listing courtesy of Keller Williams Honolulu.

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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