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Kailua Real Estate Search

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Kailua Real estate Homes & Condos For sale

This bedroom community along the eastern shore of Oahu is just a half-hour drive across the island from the capital city of Honolulu. Kailua is a part of the City and County of Honolulu and sits on some of the most beautiful shores of Oahu along the windward coast. This residential community with a small downtown has about 36,000 residents. A quiet community that comes alive along its shores, particularly on the weekends, Kailua has a lot to offer those wanting to live on a quieter part of the island while you're still close to a lot of action and fun.

Kailua is the home of two of the best beaches in the state, Kailua Beach Park and Lanikai Beach. Kailua houses and condos for sale,  that will put you along the windward shore or farther away in a more affordable and comfortable dwelling. This community has a lot of events all year-round, including parades, farmer's markets, and other celebrations to include you in the fun of this area while you live in your rental.

Featured Kailua Properties For sale

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
633 Keolu Drive, Kailua image
633 Keolu Drive, Kailua $1,495,000 ▼

Enjoy the best of Kailua living in this beautifully updated 4-bedroom, 2-bath home, conveniently located just minutes from the heart of town. Renovated in 2021, the kitch...

  • 4 Beds
  • 2 Baths
  • 202612259 MLS
1459 Akamai Street, Kailua image
1459 Akamai Street, Kailua $1,488,000

Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This...

  • 4 Beds
  • 3 Baths
  • 202525520 MLS
621 Palawiki Street, Kailua image
621 Palawiki Street, Kailua $1,460,000 ▼

Rare Opportunity! $100,000 price improvement creates outstanding value for buyers in Kailua! Enjoy effortless island living in desirable Enchanted Lake. This refreshed s...

  • 3 Beds
  • 2 Baths
  • 202614243 MLS
1536 Kina Street, Kailua image
1536 Kina Street, Kailua $1,449,000 ▼

Welcome to 1536 Kina Street — a rare opportunity to own a generously sized 5-bedroom, 2-bath single-family home in the heart of Kailua. Nestled in a great neighborhood, t...

  • 5 Beds
  • 2 Baths
  • 202617232 MLS
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
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.
1233 Keolu Drive, Kailua image
1233 Keolu Drive, Kailua $1,430,000 ▼

Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a ...

  • 5 Beds
  • 3 Baths
  • 202519336 MLS
433 Kaimake Loop Unit A, Kailua image
433 Kaimake Loop Unit A, Kailua $1,395,000 ▼

Lowest-Priced Home in Ko'olaupoko! SELLER SAYS, "SELL!" Don't miss this incredible opportunity to own a home on a quiet, private loop in the heart of Kailua! This single-...

  • 4 Beds
  • 3 Baths
  • 202613595 MLS
322 Aoloa Street Unit 1601, Kailua image
322 Aoloa Street Unit 1601, Kailua — Windward Passage $1,385,000

Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Ori...

  • 3 Beds
  • 2 Baths
  • 202617370 MLS
  • Windward Passage Bldg.
650 Oneawa Street Unit A, Kailua image
650 Oneawa Street Unit A, Kailua $1,359,500 ▼

Experience refined island living in this beautifully remodeled 3-bedroom, 2-bath residence, ideally located in the heart of Kailua. Just moments from Kailua Beach, Kailua...

  • 3 Beds
  • 2 Baths
  • 202614171 MLS
427 Kawainui Street Unit B, Kailua image
427 Kawainui Street Unit B, Kailua $1,350,000

Come and see!! Coconut Grove charm, completely reimagined. Fully remodeled in 2021, this thoughtfully designed home blends modern comfort with the warmth and character of...

  • 2 Beds
  • 1 Baths
  • 202615974 MLS
319 Kihapai Street Unit C, Kailua image
319 Kihapai Street Unit C, Kailua $1,350,000

Wake up to stunning, unobstructed views of the majestic Olomana mountain range from this property brimming with potential. This home presents a rare opportunity to renova...

  • 4 Beds
  • 2 Baths
  • 202609502 MLS
319 Kaelepulu Drive Unit 202, Kailua image
319 Kaelepulu Drive Unit 202, Kailua — Bluestone $1,350,000 ▼

$30,000 RENOVATION CREDIT TO BUYER!! Ideally located by the main gate, tennis court, Lowest price in Bluestone, Kailua Living! Enjoy sweeping, unobstructed views of th...

  • 3 Beds
  • 3 Baths
  • 202607472 MLS
  • Bluestone Bldg.
1410 Akamai Street, Kailua image
1410 Akamai Street, Kailua $1,289,000 ▼

NEW PRICE + $15,000 SELLER CREDIT! Freshly renovated and move-in ready, 1410 Akamai St. is a beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy...

  • 3 Beds
  • 2 Baths
  • 202615500 MLS
1503 Kupau Street, Kailua image
1503 Kupau Street, Kailua $1,268,000 ▼

Enjoy the cool trade wind breezes on the top of Keolu Hills. Single level home with 3 bedrooms, 2 baths and a den or additional office space. A fenced yard with a water s...

  • 3 Beds
  • 2 Baths
  • 202615339 MLS
398 Kaimake Loop, Kailua image
398 Kaimake Loop, Kailua $1,250,000

A rare opportunity in a desirable Kailua location! Just minutes from Kailua Beach and a short stroll to Kalaheo Neighborhood Park, this property offers the chance to crea...

  • 3 Beds
  • 1 Baths
  • 202618566 MLS
491 Kihapai Street, Kailua image
491 Kihapai Street, Kailua $1,250,000 ▼

Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates inclu...

  • 2 Beds
  • 1 Baths
  • 202615245 MLS
1322 Ulupuni Street, Kailua image
1322 Ulupuni Street, Kailua $1,249,000 ▼

PRICE IMPROVEMENT!!! Have you been searching for your forever home to raise a young family and build lasting memories? Or maybe looking for a home to age-in-place? Look ...

  • 3 Beds
  • 2 Baths
  • 202617723 MLS
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

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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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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American Dream Realty - 46 Hoolai St kailua, Hi 96734
Jeff Manson Hawaii Real Estate Broker

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