Browse All Kailua HI Properties for Sale

361 Iliaina Street, Kailua image
361 Iliaina Street, Kailua $2,185,000

This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow t...

  • 4 Beds
  • 3 Baths
  • 202614657 MLS
  • FS - Fee Simple Tenure
  • 2 DOM
  • ACTIVE UNDER CONTRACT Status
1312 Aupapaohe Street, Kailua image
1312 Aupapaohe Street, Kailua $1,699,000

Anyone can take over this 2.75% assumable loan! Contact Tahiti for all the details. Easily open the interior stairwell and this becomes one 1,950 sq foot 3 bedroom 2....

  • 3 Beds
  • 3 Baths
  • 202614621 MLS
  • FS - Fee Simple Tenure
  • 2 DOM
  • ACTIVE Status
1037 Kina Street, Kailua image
1037 Kina Street, Kailua $988,000

Rarely available corner lot. New electrcial rewiring and panel done in 2025.

  • 3 Beds
  • 1 Baths
  • 202614578 MLS
  • FS - Fee Simple Tenure
  • 2 DOM
  • ACTIVE UNDER CONTRACT Status
1150B Kamahele Street Unit #3002, Kailua image
1150B Kamahele Street Unit #3002, Kailua — Bluestone $1,495,000

Bluestone's Kamahele Townhome - under $1.5M! Welcome to Bluestone, one of Kailua’s most private and prestigious gated communities. Set on nearly 50 acres of lush grounds...

  • 3 Beds
  • 3 Baths
  • 202614708 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 3 DOM
  • ACTIVE Status
322 Aoloa Street Unit 1201, Kailua image
322 Aoloa Street Unit 1201, Kailua — Windward Passage $990,000

Experience the best of the Kailua lifestyle in this upgraded + rarely available Windward Passage residence with endless ocean views and the most desirable floor plan. Loc...

  • 2 Beds
  • 2 Baths
  • 202614646 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 4 DOM
  • ACTIVE Status
970 Apokula Place, Kailua image
970 Apokula Place, Kailua $1,980,000

Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear n...

  • 5 Beds
  • 3 Baths
  • 202610133 MLS
  • FS - Fee Simple Tenure
  • 33 DOM
  • ACTIVE Status
1176 Lunaai Street, Kailua image
1176 Lunaai Street, Kailua $1,550,000

Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features el...

  • 4 Beds
  • 2 Baths
  • 202614500 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
  • ACTIVE Status
75 Kihapai Street Unit 5, Kailua image
75 Kihapai Street Unit 5, Kailua — 75 Kihapai $399,500

Welcome home! Conveniently located one bedroom, one bath condo walking distance to Kailua town's shops and restaurants, and a few minutes bike ride or drive to beautiful ...

  • 1 Beds
  • 1 Baths
  • 202614348 MLS
  • FS - Fee Simple Tenure
  • 75 Kihapai Bldg.
  • 7 DOM
  • ACTIVE Status
343 Dune Circle, Kailua image
343 Dune Circle, Kailua $4,995,000

RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property...

  • 4 Beds
  • 4 Baths
  • 202614221 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
  • ACTIVE Status
621 Palawiki Street, Kailua image
621 Palawiki Street, Kailua $1,560,000

621 Palawiki Street offers move-in ready Kailua living in desirable Enchanted lake. This refreshed three-bedroom, two-bath single -level home sits on a generous 7,500 squ...

  • 3 Beds
  • 2 Baths
  • 202614243 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
  • ACTIVE Status
679 Kihapai Street Unit D, Kailua image
679 Kihapai Street Unit D, Kailua $1,300,000

OPEN HOUSE: Sunday August 2, 2 to 5 PM!! Located within "Kawainui Park Place" and adjacent to the Kawainui Marsh, this property offers expansive views, open space, and ...

  • 2 Beds
  • 2 Baths
  • 202614398 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
  • ACTIVE Status
139 Hauoli Street, Kailua image
139 Hauoli Street, Kailua $2,498,000

Your classic Kailua beach house just 140 yards from Kalama Beach Park and one of the world's best beaches. Set on a 10,000 square-foot lot, this 3-bedroom, 2-bath home ca...

  • 3 Beds
  • 2 Baths
  • 202614158 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
  • ACTIVE Status
314 Lapa Place, Kailua image
314 Lapa Place, Kailua $4,250,000

Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A ...

  • 5 Beds
  • 6 Baths
  • 202614376 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 247, Kailua image
1015 Aoloa Place Unit 247, Kailua — Poinciana Manor $690,000

Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and ...

  • 2 Beds
  • 2 Baths
  • 202614286 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 7 DOM
  • ACTIVE Status
322 Aoloa Street Unit PH8, Kailua image
322 Aoloa Street Unit PH8, Kailua — Windward Passage $645,000

Rarely available prestigious penthouse unit at the top of Windward Passage! Floor to ceiling windows open to a panoramic view out over Enchanted Lake & down the majestic...

  • 1 Beds
  • 1 Baths
  • 202614387 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 7 DOM
  • ACTIVE Status
1225 Mokapu Boulevard, Kailua image
1225 Mokapu Boulevard, Kailua $1,690,000

Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and o...

  • 4 Beds
  • 3 Baths
  • 202614340 MLS
  • FS - Fee Simple Tenure
  • 9 DOM
  • ACTIVE Status
646 Wanaao Road, Kailua image
646 Wanaao Road, Kailua $2,000,000

Spacious two story Kailua Home built in 2006 as a multi-generational home. The exterior walls are concrete and the roof is covered in concrete tile. This home sits in t...

  • 7 Beds
  • 5 Baths
  • 202614077 MLS
  • FS - Fee Simple Tenure
  • 10 DOM
  • ACTIVE Status
650 Oneawa Street Unit A, Kailua image
650 Oneawa Street Unit A, Kailua $1,395,000

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
  • FS - Fee Simple Tenure
  • 10 DOM
  • ACTIVE Status
725 Kihapai Place Unit B1, Kailua image
725 Kihapai Place Unit B1, Kailua — 725 Kihapai Pl $495,000

Seller relisted with HUGE Price Reduction! Don't miss this rare opportunity to own a charming 2-bedroom, 1-bath ground floor corner unit in Kailua's highly desirable Coco...

  • 2 Beds
  • 1 Baths
  • 202614153 MLS
  • FS - Fee Simple Tenure
  • 725 Kihapai Pl Bldg.
  • 11 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 340, Kailua image
1015 Aoloa Place Unit 340, Kailua — Poinciana Manor $715,000

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
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 11 DOM
  • ACTIVE Status
240 Kalama Street, Kailua image
240 Kalama Street, Kailua $2,050,000

Relax and enjoy your slice of paradise just blocks from world famous Kailua beaches. There are cool tropical tradewinds for this brand new construction 4 bedroom 3 bath...

  • 4 Beds
  • 3 Baths
  • 202614180 MLS
  • FS - Fee Simple Tenure
  • 11 DOM
  • ACTIVE Status
1325 Akele Street, Kailua image
1325 Akele Street, Kailua $1,695,000

Welcome to the highly sought-after Kaopa neighborhood of Kailua, where pride of ownership is evident throughout the community. Located within the coveted Kaelepulu Elemen...

  • 3 Beds
  • 2 Baths
  • 202614050 MLS
  • FS - Fee Simple Tenure
  • 12 DOM
  • ACTIVE UNDER CONTRACT Status
923 Mokapu Boulevard, Kailua image
923 Mokapu Boulevard, Kailua $1,590,000

Welcome home to this spacious three-bedroom, two-bathroom residence in the highly sought-after Kalaheo Hillside. Freshly painted along with other upgrades throughout, thi...

  • 3 Beds
  • 2 Baths
  • 202614057 MLS
  • FS - Fee Simple Tenure
  • 13 DOM
  • ACTIVE UNDER CONTRACT Status
21 Kalaka Place, Kailua image
21 Kalaka Place, Kailua $11,980,000

Completed in 2022, this classic beachfront home was redesigned into a spacious, modern property. 21 Kalaka's unique elevation offers commanding views and privacy; feature...

  • 5 Beds
  • 5 Baths
  • 202613970 MLS
  • FS - Fee Simple Tenure
  • 14 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 451, Kailua image
1015 Aoloa Place Unit 451, Kailua — Poinciana Manor $725,000

Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the pea...

  • 2 Beds
  • 2 Baths
  • 202611451 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 14 DOM
  • ACTIVE Status
445 Kailua Road Unit 5304, Kailua image
445 Kailua Road Unit 5304, Kailua — Ka Malanai At Kailua $759,000

Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush...

  • 1 Beds
  • 1 Baths
  • 202613740 MLS
  • FS - Fee Simple Tenure
  • Ka Malanai At Kailua Bldg.
  • 14 DOM
  • ACTIVE Status
1350 Lopaka Place, Kailua image
1350 Lopaka Place, Kailua $1,985,000

Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in ...

  • 4 Beds
  • 3 Baths
  • 202613204 MLS
  • FS - Fee Simple Tenure
  • 15 DOM
  • ACTIVE UNDER CONTRACT Status
824 N Kalaheo Avenue Unit A, Kailua image
824 N Kalaheo Avenue Unit A, Kailua $2,750,000

Best Value in Beachside, Kailua priced under tax assessed value! Only seven homes away from the beach without the oceanfront premium. Set within the private 14-home Hale ...

  • 5 Beds
  • 5 Baths
  • 202613874 MLS
  • FS - Fee Simple Tenure
  • 16 DOM
  • ACTIVE Status
433 Kaimake Loop Unit A, Kailua image
433 Kaimake Loop Unit A, Kailua $1,625,000

Well-maintained single-family home located on a quiet private loop in one of Kailua's most desirable neighborhoods, offering a welcoming, family-friendly atmosphere. Idea...

  • 4 Beds
  • 3 Baths
  • 202613595 MLS
  • FS - Fee Simple Tenure
  • 17 DOM
  • ACTIVE Status
1127 Lauloa Street, Kailua image
1127 Lauloa Street, Kailua $2,050,000

Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, ...

  • 4 Beds
  • 2 Baths
  • 202613001 MLS
  • FS - Fee Simple Tenure
  • 17 DOM
  • ACTIVE Status
50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $3,295,000

Discover a rarely available mid-century modern retreat in beachside Kailua. First time on the market. This single-level home showcases timeless design, featuring a classi...

  • 4 Beds
  • 2 Baths
  • 202613516 MLS
  • FS - Fee Simple Tenure
  • 17 DOM
  • ACTIVE Status
1308 Kuuna Street, Kailua image
1308 Kuuna Street, Kailua $1,870,000

Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striki...

  • 4 Beds
  • 4 Baths
  • 202613694 MLS
  • FS - Fee Simple Tenure
  • 18 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 19 DOM
  • ACTIVE Status
447-A Manono Street, Kailua image
447-A Manono Street, Kailua $1,450,000

WELCOME to this beautifully upgraded single-level home in the heart of Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this home blends mod...

  • 3 Beds
  • 2 Baths
  • 202611762 MLS
  • FS - Fee Simple Tenure
  • 19 DOM
  • ACTIVE Status
1433 Mapuana Place, Kailua image
1433 Mapuana Place, Kailua $1,595,000

Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. N...

  • 4 Beds
  • 3 Baths
  • 202613493 MLS
  • FS - Fee Simple Tenure
  • 19 DOM
  • ACTIVE Status
1254 Ulupii Street, Kailua image
1254 Ulupii Street, Kailua $1,495,000

Charming home with separate cottage. Home is updated with lovely merbau (Indonesian hardwood) floors, kitchen and bath. Main house has three bedrooms & one bath. Carport...

  • 3 Beds
  • 2 Baths
  • 202613582 MLS
  • FS - Fee Simple Tenure
  • 20 DOM
  • ACTIVE Status
1436 Hele Street, Kailua image
1436 Hele Street, Kailua $1,350,000

Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the prope...

  • 2 Beds
  • 1 Baths
  • 202613552 MLS
  • FS - Fee Simple Tenure
  • 19 DOM
  • ACTIVE UNDER CONTRACT Status
71 Namala Place, Kailua image
71 Namala Place, Kailua $3,930,000

Fully remodeled in 2013, this elegant beachside home on Namala offers effortless living on one of Kailua's most desirable streets. Enjoy private beach access and the rare...

  • 4 Beds
  • 3 Baths
  • 202612634 MLS
  • FS - Fee Simple Tenure
  • 20 DOM
  • PENDING Status
565 Auwina Street, Kailua image
565 Auwina Street, Kailua $1,975,000

A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-...

  • 4 Beds
  • 2 Baths
  • 202613279 MLS
  • FS - Fee Simple Tenure
  • 20 DOM
  • ACTIVE UNDER CONTRACT Status
811 Maluniu Avenue, Kailua image
811 Maluniu Avenue, Kailua $1,200,000

Welcome to this sweet beach town cottage on the island of Oahu, situated just a few blocks from Kailua Beach. Located in a quiet area of Maluniu Ave in Coconut Grove, thi...

  • 2 Beds
  • 1 Baths
  • 202611596 MLS
  • FS - Fee Simple Tenure
  • 20 DOM
  • PENDING Status
559 Iana Street, Kailua image
559 Iana Street, Kailua $1,650,000

Great value, located in one of Kailua's most desirable neighborhoods! No through traffic, and surrounded by Golf Course & Canal front homes. Spacious layout, with lots of...

  • 4 Beds
  • 3 Baths
  • 202613492 MLS
  • FS - Fee Simple Tenure
  • 21 DOM
  • ACTIVE Status
410-A Kalama Street, Kailua image
410-A Kalama Street, Kailua $1,580,000

Hidden Flag Lot Home. Kalama Tract Modernized. Powered by the Sun.

  • 4 Beds
  • 2 Baths
  • 202612982 MLS
  • FS - Fee Simple Tenure
  • 21 DOM
  • ACTIVE UNDER CONTRACT Status
1302 Kamahele Street Unit 2402, Kailua image
1302 Kamahele Street Unit 2402, Kailua — Bluestone $1,650,000

Welcome to Bluestone – where island living meets everyday luxury! Picture yourself sipping your morning coffee or dining in the evening on your lanai while looking across...

  • 2 Beds
  • 3 Baths
  • 202612833 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 22 DOM
  • ACTIVE UNDER CONTRACT Status
14 Aulike Street Unit 906, Kailua image
14 Aulike Street Unit 906, Kailua — Meridian East $650,000

Kailua's BEST BUY is EZ to see! Open July 12th from 2 pm to 4 pm! Tastefully updated high-floor, middle unit at Meridian East offering 180° views of Kailua Bay from Mokap...

  • 2 Beds
  • 2 Baths
  • 202613406 MLS
  • FS - Fee Simple Tenure
  • Meridian East Bldg.
  • 24 DOM
  • PENDING Status
1247 Kahili Street, Kailua image
1247 Kahili Street, Kailua $3,400,000

Who's ready for NEW? Rarely available, fully renovated waterfront retreat on Enchanted Lake with panoramic 180-degree lake and mountain views. All permits are closed for ...

  • 4 Beds
  • 3 Baths
  • 202613350 MLS
  • FS - Fee Simple Tenure
  • 24 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • FS - Fee Simple Tenure
  • 25 DOM
  • ACTIVE Status
1030 Aoloa Place Unit 2/302B, Kailua image
1030 Aoloa Place Unit 2/302B, Kailua — Windward Harbour $925,000

Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua ele...

  • 3 Beds
  • 2 Baths
  • 202608120 MLS
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 64 DOM
  • ACTIVE UNDER CONTRACT Status
689 Keolu Drive, Kailua image
689 Keolu Drive, Kailua $1,375,000

Opportunity awaits in this well-priced 4-bedroom, 3-bathroom home in the highly desirable Enchanted Lake neighborhood. Bursting with potential, this property offers the p...

  • 4 Beds
  • 3 Baths
  • 202611885 MLS
  • FS - Fee Simple Tenure
  • 26 DOM
  • ACTIVE UNDER CONTRACT Status
1076 Maunawili Road, Kailua image
1076 Maunawili Road, Kailua $1,328,000

**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, m...

  • 3 Beds
  • 2 Baths
  • 202613210 MLS
  • FS - Fee Simple Tenure
  • 26 DOM
  • ACTIVE Status
846 Mokulua Drive, Kailua image
846 Mokulua Drive, Kailua $7,880,000

Experience one-of-a-kind oceanfront living in the heart of Lanikai. Nestled along the shoreline in one of Hawai?i's most coveted neighborhoods, this private tropical retr...

  • 5 Beds
  • 4 Baths
  • 202613137 MLS
  • FS - Fee Simple Tenure
  • 27 DOM
  • ACTIVE Status

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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