Browse All Kailua HI Properties for Sale

445 Keolu Drive, Kailua image
445 Keolu Drive, Kailua $2,199,000 ▼

Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open o...

  • 3 Beds
  • 3 Baths
  • 202615714 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
  • ACTIVE Status
1076 Maunawili Road, Kailua image
1076 Maunawili Road, Kailua $1,298,000

**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
  • 202615576 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
  • ACTIVE UNDER CONTRACT Status
219 S Kalaheo Avenue, Kailua image
219 S Kalaheo Avenue, Kailua $2,250,000

An incredible opportunity in one of Kailua’s most sought-after locations, just moments from Kailua Beach and minutes from Kailua Town. Set on an expansive 12,773 sq. ft. ...

  • 4 Beds
  • 3 Baths
  • 202615759 MLS
  • FS - Fee Simple Tenure
  • 37 DOM
  • ACTIVE UNDER CONTRACT Status
350 Aoloa Street Unit C224, Kailua image
350 Aoloa Street Unit C224, Kailua — Koolau Vista $570,000

Welcome home to this adorable 2-bedroom, 1.5-bath condo offering the perfect blend of comfort and convenience in desirable Kailua. The thoughtfully designed first floor f...

  • 2 Beds
  • 2 Baths
  • 202612915 MLS
  • FS - Fee Simple Tenure
  • Koolau Vista Bldg.
  • 38 DOM
  • ACTIVE Status
701 Kihapai Street, Kailua image
701 Kihapai Street, Kailua $1,775,000

Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines m...

  • 3 Beds
  • 2 Baths
  • 202611826 MLS
  • FS - Fee Simple Tenure
  • 39 DOM
  • ACTIVE Status
1247 Ulupalakua Street, Kailua image
1247 Ulupalakua Street, Kailua $1,700,000 ▼

Seriously spacious rare single-story multigenerational home in Kailua’s Pohakupu community offering 6 bedrooms, 5 bathrooms, and a flexible floor plan with plenty of room...

  • 6 Beds
  • 5 Baths
  • 202614426 MLS
  • FS - Fee Simple Tenure
  • 39 DOM
  • ACTIVE Status
1503 Kupau Street, Kailua image
1503 Kupau Street, Kailua $1,288,000

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
  • FS - Fee Simple Tenure
  • 39 DOM
  • ACTIVE UNDER CONTRACT Status
110 N Kalaheo Avenue Unit B, Kailua image
110 N Kalaheo Avenue Unit B, Kailua $3,995,000

Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A pri...

  • 4 Beds
  • 3 Baths
  • 202615408 MLS
  • FS - Fee Simple Tenure
  • 40 DOM
  • ACTIVE Status
1096 Liku Street, Kailua image
1096 Liku Street, Kailua $1,235,000 ▼

Versatile and inviting, this property offers a spacious open floor plan, wet bar hookup, and a level, enclosed yard, ideal for everyday living and entertaining. The overs...

  • 3 Beds
  • 1 Baths
  • 202615389 MLS
  • FS - Fee Simple Tenure
  • 40 DOM
  • ACTIVE Status
348-C Kaelepulu Drive Unit 603, Kailua image
348-C Kaelepulu Drive Unit 603, Kailua — Bluestone $1,485,000

Welcome to an exceptional residence in the prestigious gated community of Bluestone, where sophisticated design, privacy and the best of Kailua living come together. Comp...

  • 2 Beds
  • 3 Baths
  • 202615337 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 40 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 41 DOM
  • ACTIVE Status
823 Halula Place, Kailua image
823 Halula Place, Kailua $2,099,000 ▼

Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes 4 bedrooms, 4 baths, and permitted addition with s...

  • 4 Beds
  • 4 Baths
  • 202615042 MLS
  • FS - Fee Simple Tenure
  • 41 DOM
  • ACTIVE Status
162 Kailuana Loop, Kailua image
162 Kailuana Loop, Kailua $2,790,000 ▼

Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away fro...

  • 4 Beds
  • 2 Baths
  • 202612669 MLS
  • FS - Fee Simple Tenure
  • 43 DOM
  • ACTIVE UNDER CONTRACT Status
1724 Akaakoa Street, Kailua image
1724 Akaakoa Street, Kailua $1,499,999

Welcome to this well-maintained, updated 3-bedroom, 2-bath single-family home tucked away on a peaceful cul-de-sac. Featuring approximately 1,692 sq ft of living space on...

  • 3 Beds
  • 2 Baths
  • 202615210 MLS
  • FS - Fee Simple Tenure
  • 42 DOM
  • ACTIVE UNDER CONTRACT Status
491 Kihapai Street, Kailua image
491 Kihapai Street, Kailua $1,295,000 ▼

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
  • FS - Fee Simple Tenure
  • 44 DOM
  • ACTIVE Status
443 Maluniu Avenue, Kailua image
443 Maluniu Avenue, Kailua $1,598,000

Back on the market and better than before! This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama...

  • 5 Beds
  • 3 Baths
  • 202613151 MLS
  • FS - Fee Simple Tenure
  • 45 DOM
  • ACTIVE Status
903 Alahaki Street, Kailua image
903 Alahaki Street, Kailua $1,580,000

NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer s...

  • 3 Beds
  • 2 Baths
  • 202612434 MLS
  • FS - Fee Simple Tenure
  • 45 DOM
  • ACTIVE UNDER CONTRACT Status
1225 Ulupii Street, Kailua image
1225 Ulupii Street, Kailua $1,600,000

Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living spa...

  • 9 Beds
  • 4 Baths
  • 202615061 MLS
  • FS - Fee Simple Tenure
  • 46 DOM
  • ACTIVE UNDER CONTRACT Status
739 Kahoa Drive Unit A, Kailua image
739 Kahoa Drive Unit A, Kailua $1,649,000

Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. This CPR is only attached at the carport and VA approved. Numerous upgrades include a second...

  • 4 Beds
  • 3 Baths
  • 202614603 MLS
  • FS - Fee Simple Tenure
  • 46 DOM
  • ACTIVE UNDER CONTRACT Status
739 Kahoa Drive, Kailua image
739 Kahoa Drive, Kailua $1,050,000 ▼

50K PRICE REDUCTION AND READY FOR A BUYER!!! DON'T MISS THIS OPPORTUNITY. Cute Cottage with a fenced in yard that is freshly painted and move in ready. Numerous upgrades ...

  • 2 Beds
  • 1 Baths
  • 202614602 MLS
  • FS - Fee Simple Tenure
  • 46 DOM
  • ACTIVE Status
139 Hauoli Street, Kailua image
139 Hauoli Street, Kailua $2,398,000 ▼

None

  • 3 Beds
  • 2 Baths
  • 202615055 MLS
  • FS - Fee Simple Tenure
  • 46 DOM
  • ACTIVE Status
1036 Mokulua Drive, Kailua image
1036 Mokulua Drive, Kailua $5,798,000

Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-sty...

  • 4 Beds
  • 4 Baths
  • 202614113 MLS
  • FS - Fee Simple Tenure
  • 46 DOM
  • ACTIVE Status
1458 Uluhala Place, Kailua image
1458 Uluhala Place, Kailua $1,725,000 ▼

Nestled in the established Kailua neighborhood of Olomana, this spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and can generate rental...

  • 5 Beds
  • 3 Baths
  • 202614738 MLS
  • FS - Fee Simple Tenure
  • 48 DOM
  • ACTIVE Status
743 Akumu Street, Kailua image
743 Akumu Street, Kailua $1,849,000 ▼

Price reduction! Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in th...

  • 3 Beds
  • 3 Baths
  • 202614109 MLS
  • FS - Fee Simple Tenure
  • 48 DOM
  • ACTIVE Status
1312 Aupapaohe Street, Kailua image
1312 Aupapaohe Street, Kailua $1,699,000

2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, sp...

  • 3 Beds
  • 3 Baths
  • 202614621 MLS
  • FS - Fee Simple Tenure
  • 50 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.
  • 51 DOM
  • ACTIVE Status
970 Apokula Place, Kailua image
970 Apokula Place, Kailua $1,680,000 ▼

Total Price reduction of $300,000! Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away o...

  • 5 Beds
  • 3 Baths
  • 202610133 MLS
  • FS - Fee Simple Tenure
  • 52 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.
  • 55 DOM
  • ACTIVE Status
621 Palawiki Street, Kailua image
621 Palawiki Street, Kailua $1,480,000 ▼

New Price, Same Amazing Location! This price improvement creates an exceptional opportunity to own a home in Enchanted Lake Estate. Move-in ready Kailua living in desira...

  • 3 Beds
  • 2 Baths
  • 202614243 MLS
  • FS - Fee Simple Tenure
  • 54 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
  • 55 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.
  • 55 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.
  • 55 DOM
  • ACTIVE Status
1225 Mokapu Boulevard, Kailua image
1225 Mokapu Boulevard, Kailua $1,619,000 ▼

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
  • 57 DOM
  • ACTIVE Status
646 Wanaao Road, Kailua image
646 Wanaao Road, Kailua $1,990,000 ▼

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
  • 58 DOM
  • PENDING Status
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
  • FS - Fee Simple Tenure
  • 58 DOM
  • ACTIVE Status
725 Kihapai Place Unit B1, Kailua image
725 Kihapai Place Unit B1, Kailua — 725 Kihapai Pl $459,000 ▼

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.
  • 59 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 340, Kailua image
1015 Aoloa Place Unit 340, Kailua — Poinciana Manor $689,999 ▼

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.
  • 59 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 451, Kailua image
1015 Aoloa Place Unit 451, Kailua — Poinciana Manor $699,999 ▼

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.
  • 62 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.
  • 62 DOM
  • ACTIVE UNDER CONTRACT 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
  • 63 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
  • 64 DOM
  • ACTIVE Status
433 Kaimake Loop Unit A, Kailua image
433 Kaimake Loop Unit A, Kailua $1,430,000 ▼

SELLER SAYS SELL!! You don't miss this incredible opportunity to own a beautiful family home on a quiet, private loop in the heart of Kailua! Ideally located just minute...

  • 4 Beds
  • 3 Baths
  • 202613595 MLS
  • FS - Fee Simple Tenure
  • 65 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
  • 65 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
  • 66 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.
  • 67 DOM
  • ACTIVE Status
447-A Manono Street, Kailua image
447-A Manono Street, Kailua $1,379,000 ▼

HIGHLY MOTIVATED SELLERS! Welcome to this beautifully upgraded single-level home in Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this ho...

  • 3 Beds
  • 2 Baths
  • 202611762 MLS
  • FS - Fee Simple Tenure
  • 67 DOM
  • ACTIVE Status
1254 Ulupii Street, Kailua image
1254 Ulupii Street, Kailua $1,495,000

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
  • 202613582 MLS
  • FS - Fee Simple Tenure
  • 68 DOM
  • ACTIVE 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
  • 69 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
  • 73 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.
  • 112 DOM
  • ACTIVE UNDER CONTRACT 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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