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Newest Kailua, HI Acreage Homes For Sale

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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Koolau Vista Bldg.
  • 3 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
  • 202619461 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 6 DOM
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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 7 DOM
1058 Keolu Drive Unit B6, Kailua image
1058 Keolu Drive Unit B6, Kailua $120,000

Excellent opportunity to acquire a well-established Chinese restaurant located in Enchanted Lakes Shopping Center. Yen Yen Chinese Cuisine is a highly regarded dining est...

  • 202615987 MLS
  • ACTIVE Status
  • LH - Leasehold Tenure
  • 18 DOM
322 Aoloa Street Unit 1706, Kailua image
322 Aoloa Street Unit 1706, Kailua — Windward Passage $595,000

Stunning views and the best of Kailua living await at Windward Passage! This inviting one-bedroom condo on the 17th floor features floor-to-ceiling windows spanning the m...

  • 1 Beds
  • 1 Baths
  • 202617742 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 35 DOM
1320C Kamahele Street Unit 2302, Kailua image
1320C Kamahele Street Unit 2302, Kailua — Bluestone $1,586,800

Welcome to Bluestone – 53 beautiful acres of gated hillside overlooking Kailua! Picture yourself sipping your morning coffee or dining in the evening on your lanai while ...

  • 3 Beds
  • 3 Baths
  • 202617647 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 40 DOM
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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 40 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
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Gardenia Manor Bldg.
  • 52 DOM
1030 Aoloa Place Unit 5105B, Kailua image
1030 Aoloa Place Unit 5105B, Kailua — Windward Harbour $825,000

SELLER OFFERING A $15,000 BUYER CREDIT! PUBLIC OPEN HOUSE SUNDAY 10-25 2PM-5PM Experience the best of island living at Windward Harbour in the heart of Kailua. Perfect...

  • 3 Beds
  • 2 Baths
  • 202616227 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 53 DOM
1030 Aoloa Place Unit 212B, Kailua image
1030 Aoloa Place Unit 212B, Kailua — Windward Harbour $730,000 ▼

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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 56 DOM
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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 58 DOM
322 Aoloa Street Unit 611, Kailua image
322 Aoloa Street Unit 611, Kailua — Windward Passage $835,000 ▼

Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appl...

  • 3 Beds
  • 2 Baths
  • 202614735 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 66 DOM
1015 Aoloa Place Unit 437, Kailua image
1015 Aoloa Place Unit 437, Kailua — Poinciana Manor $550,000

Best value in Poinciana Manor! Bright and breezy top-floor end unit featuring peaceful garden views, cathedral ceiling, and two private lanais. This unit includes two cov...

  • 2 Beds
  • 2 Baths
  • 202615437 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 77 DOM
1015 Aoloa Place Unit 340, Kailua image
1015 Aoloa Place Unit 340, Kailua — Poinciana Manor $660,000 ▼

Welcome home to easy Kailua living at Poinciana Manor. This inviting 2-bedroom, 2-bath condo features LVP and tile flooring, an in-unit washer and dryer, additional stora...

  • 2 Beds
  • 2 Baths
  • 202613910 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 95 DOM
322 Aoloa Street Unit 810, Kailua image
322 Aoloa Street Unit 810, Kailua — Windward Passage $660,000

Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail w...

  • 1 Beds
  • 1 Baths
  • 202613708 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 103 DOM
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 COM...

  • 8 Beds
  • 8 Baths
  • 202608906 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 126 DOM
1015 Aoloa Place Unit 335, Kailua image
1015 Aoloa Place Unit 335, Kailua — Poinciana Manor $659,000 ▼

New Price & Now Available with a 3.125% VA Assumable Interest Rate! – Enjoy the opportunity to make this 2-bedroom, 2-bath condo in Poinciana Manor your own! The perfect ...

  • 2 Beds
  • 2 Baths
  • 202611825 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 129 DOM
322 Aoloa Street Unit 1708, Kailua image
322 Aoloa Street Unit 1708, Kailua — Windward Passage $629,000 ▼

$10,000 CREDIT OFFERED TO BUYER TOWARDS CLOSING COSTS! Spectacular high-floor one-bedroom with breathtaking views of Enchanted Lake, the Ko'olau Mountains & Kailua Town. ...

  • 1 Beds
  • 1 Baths
  • 202611276 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 130 DOM
134 Noke Street Unit 602, Kailua image
134 Noke Street Unit 602, Kailua — Aikahi Gardens $729,000 ▼

Aikahi Gardens spacious 2 bedroom 1.5 bath unit with 2 parking stalls in front of unit, plenty of guest parking and a large beautifully titled courtyard area. Recent upg...

  • 2 Beds
  • 2 Baths
  • 202611566 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Aikahi Gardens Bldg.
  • 132 DOM
322 Aoloa Street Unit 306, Kailua image
322 Aoloa Street Unit 306, Kailua — Windward Passage $349,700 ▼

Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional addre...

  • 1 Beds
  • 1 Baths
  • 202611325 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 138 DOM
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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 194 DOM
1015 Aoloa Place Unit 217, Kailua image
1015 Aoloa Place Unit 217, Kailua — Poinciana Manor $695,000 ▼

Discover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poinciana Manor in Kailua. Offering 959 sq ft of interior living space, this reside...

  • 2 Beds
  • 2 Baths
  • 202600370 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 290 DOM
322 Aoloa Street Unit 709, Kailua image
322 Aoloa Street Unit 709, Kailua — Windward Passage $699,000

On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Updated kitchen ap...

  • 2 Beds
  • 2 Baths
  • 202528439 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 301 DOM
322 Aoloa Street Unit 208, Kailua image
322 Aoloa Street Unit 208, Kailua — Windward Passage $469,999 ▼

Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath...

  • 1 Beds
  • 1 Baths
  • 202513528 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 509 DOM
42-311 Old Kalanianaole Road, Kailua image
42-311 Old Kalanianaole Road, Kailua $1,799,000 ▼

Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural be...

  • 202507960 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 567 DOM
508 N Kalaheo Avenue, Kailua image
508 N Kalaheo Avenue, Kailua $50,000,000

Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With ...

  • 12 Beds
  • 15 Baths
  • 202327941 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 1046 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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