Address Search

1253 Nanawale Way, Kailua image
1253 Nanawale Way, Kailua $1,825,000

Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible lay...

  • 6 Beds
  • 4 Baths
  • 202617417 MLS
  • FS - Fee Simple Tenure
  • 1 DOM
  • ACTIVE Status
320 Uluniu Street Unit 204, Kailua image
320 Uluniu Street Unit 204, Kailua — Uluniu Urban $369,375

Unique opportunity to own your own office space in central business and medical district of Kailua. This three-office suite has a storage area, workstation area and rece...

  • 202617222 MLS
  • FS - Fee Simple Tenure
  • Uluniu Urban Bldg.
  • 3 DOM
  • ACTIVE Status
320 Uluniu Street Unit 4, Kailua image
320 Uluniu Street Unit 4, Kailua — Uluniu Urban $465,500

Input for statistical purposes.

  • 202617366 MLS
  • FS - Fee Simple Tenure
  • Uluniu Urban Bldg.
  • 2 DOM
  • ACTIVE Status
340 Ilimano Street, Kailua image
340 Ilimano Street, Kailua $2,149,000

Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, che...

  • 4 Beds
  • 2 Baths
  • 202616975 MLS
  • FS - Fee Simple Tenure
  • 3 DOM
  • ACTIVE Status
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
  • 202617186 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 3 DOM
  • ACTIVE Status
526 Ulumawao Street, Kailua image
526 Ulumawao Street, Kailua $1,625,000

Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and...

  • 4 Beds
  • 2 Baths
  • 202617085 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 8 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • Gardenia Manor Bldg.
  • 8 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • Uluniu Urban Bldg.
  • 11 DOM
  • ACTIVE Status
151 Alala Road, Kailua image
151 Alala Road, Kailua $2,625,000

Welcome to this single-level, classic Hawaii-style home, steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the ...

  • 5 Beds
  • 3 Baths
  • 202616563 MLS
  • FS - Fee Simple Tenure
  • 9 DOM
  • ACTIVE UNDER CONTRACT Status
1030 Aoloa Place Unit 5105B, Kailua image
1030 Aoloa Place Unit 5105B, Kailua — Windward Harbour $825,000

Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, a...

  • 3 Beds
  • 2 Baths
  • 202616227 MLS
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 9 DOM
  • ACTIVE Status
324 Olomana Street Unit D, Kailua image
324 Olomana Street Unit D, Kailua $1,360,000

Nestled at the end of a private lane, this cozy 3-bed 1-bath Kailua home offers a laidback beach lifestyle + modern charm. Located on the desirable beach-side of Coconut ...

  • 3 Beds
  • 1 Baths
  • 202616680 MLS
  • FS - Fee Simple Tenure
  • 11 DOM
  • ACTIVE Status
50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $2,800,000

See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ...

  • 4 Beds
  • 2 Baths
  • 202616703 MLS
  • FS - Fee Simple Tenure
  • 11 DOM
  • ACTIVE Status
1030 Aoloa Place Unit 212B, Kailua image
1030 Aoloa Place Unit 212B, Kailua — Windward Harbour $755,000

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
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 12 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 14 DOM
  • ACTIVE Status
453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,650,000

OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach!...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • FS - Fee Simple Tenure
  • 15 DOM
  • ACTIVE Status
1410 Akamai Street, Kailua image
1410 Akamai Street, Kailua $1,299,000

Freshly renovated and move-in ready! A beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy blend of modern updates and classic Kailua living. Th...

  • 3 Beds
  • 2 Baths
  • 202615500 MLS
  • FS - Fee Simple Tenure
  • 16 DOM
  • ACTIVE UNDER CONTRACT Status
119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616392 MLS
  • FS - Fee Simple Tenure
  • Kaopa Park Place Bldg.
  • 17 DOM
  • ACTIVE Status
119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616409 MLS
  • FS - Fee Simple Tenure
  • Kaopa Park Place Bldg.
  • 17 DOM
  • ACTIVE Status
1030 Aoloa Place Unit 412A, Kailua image
1030 Aoloa Place Unit 412A, Kailua — Windward Harbour $729,000

Live above the treeline in the heart of Kailua. This top-floor corner residence at Windward Harbour pairs sweeping Ko?olau Mountain views with an exceptional indoor-outdo...

  • 1 Beds
  • 1 Baths
  • 202616213 MLS
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 17 DOM
  • ACTIVE UNDER CONTRACT Status
1237 Akipohe Streets Unit 4C, Kailua image
1237 Akipohe Streets Unit 4C, Kailua — Lakeview $835,000

Lake views, privacy, and a layout that feels different from the typical townhome. This 3-bedroom, 2-bath home in Lakeview Townhomes offers one of the community’s rare ...

  • 3 Beds
  • 2 Baths
  • 202616364 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 17 DOM
  • ACTIVE Status
1567 Uluhaku Place, Kailua image
1567 Uluhaku Place, Kailua $1,525,000

Single-level 4-bedroom, 2-bath home in Olomana, Kailua, located on a quiet cul-de-sac street with minimal through traffic. Features 1,848 sq. ft. of living space on a 10,...

  • 4 Beds
  • 2 Baths
  • 202615171 MLS
  • FS - Fee Simple Tenure
  • 18 DOM
  • ACTIVE UNDER CONTRACT Status
1188 Akuila Place, Kailua image
1188 Akuila Place, Kailua $2,000,000

A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly mai...

  • 4 Beds
  • 2 Baths
  • 202615608 MLS
  • FS - Fee Simple Tenure
  • 18 DOM
  • ACTIVE Status
1139 Akipohe Street Unit 11D, Kailua image
1139 Akipohe Street Unit 11D, Kailua — Lakeview $840,000

Welcome to this special corner-unit townhome in the desirable Lakeview community of Enchanted Lake! This 3-bedroom, 2-bath residence offers convenient living with 2 assig...

  • 3 Beds
  • 2 Baths
  • 202616275 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 19 DOM
  • ACTIVE Status
118 Kailuana Place, Kailua image
118 Kailuana Place, Kailua $4,000,000

Rare canal-front living with Kailua's coveted Kainalu Park, just moments from private gated access to world-famous Kailua Beach. Enjoy the best of island living with an o...

  • 4 Beds
  • 3 Baths
  • 202614566 MLS
  • FS - Fee Simple Tenure
  • 21 DOM
  • ACTIVE UNDER CONTRACT Status
995 Akipohe Place Unit 3A, Kailua image
995 Akipohe Place Unit 3A, Kailua — Lakeview $848,000

$5,000 Seller credit with an accepted offer in the first two weeks! Breezy Kailua living meets quality craftsmanship in this spacious corner townhome. Fresh remodel inclu...

  • 3 Beds
  • 2 Baths
  • 202610853 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 22 DOM
  • ACTIVE UNDER CONTRACT Status
322 Aoloa Street Unit 611, Kailua image
322 Aoloa Street Unit 611, Kailua — Windward Passage $859,000

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
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 22 DOM
  • ACTIVE Status
1031 Lunaai Place, Kailua image
1031 Lunaai Place, Kailua $2,199,000

Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original o...

  • 202615925 MLS
  • FS - Fee Simple Tenure
  • 24 DOM
  • ACTIVE Status
558 Ulumu Street, Kailua image
558 Ulumu Street, Kailua $1,699,000

Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featurin...

  • 4 Beds
  • 2 Baths
  • 202615259 MLS
  • FS - Fee Simple Tenure
  • 24 DOM
  • ACTIVE Status
138 Kailuana Place, Kailua image
138 Kailuana Place, Kailua $3,050,000 ▲

Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create ...

  • 3 Beds
  • 3 Baths
  • 202615416 MLS
  • FS - Fee Simple Tenure
  • 24 DOM
  • ACTIVE Status
248 Pauahilani Place, Kailua image
248 Pauahilani Place, Kailua $3,085,000 ▼

Opportunities to own in Country Club Knolls don’t come around often, and this stunning 5-bedroom, 4-bathroom residence shows exactly why this neighborhood is so highly co...

  • 5 Beds
  • 4 Baths
  • 202615511 MLS
  • FS - Fee Simple Tenure
  • 25 DOM
  • ACTIVE Status
614 Ululani Street, Kailua image
614 Ululani Street, Kailua $1,295,000

Charming single-level home in Kailua’s desirable Olomana neighborhood. Situated on a spacious 7,980-square-foot lot, this three-bedroom residence offers a bright, open la...

  • 3 Beds
  • 2 Baths
  • 202615096 MLS
  • FS - Fee Simple Tenure
  • 25 DOM
  • ACTIVE Status
1020 Aoloa Place Unit 404A, Kailua image
1020 Aoloa Place Unit 404A, Kailua — Windward Cove $895,000

Welcome to this beautifully renovated 3 bedroom/2 bath residence at Windward Cove, a gated community in the heart of Kailua that’s surrounded by koi ponds, lush landscapi...

  • 3 Beds
  • 2 Baths
  • 202615666 MLS
  • FS - Fee Simple Tenure
  • Windward Cove Bldg.
  • 26 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 26 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
  • 26 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
  • 29 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.
  • 30 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
  • 31 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
  • 31 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
  • 31 DOM
  • ACTIVE 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
  • 32 DOM
  • ACTIVE Status
1096 Liku Street, Kailua image
1096 Liku Street, Kailua $1,323,000

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
  • 32 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.
  • 32 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.
  • 33 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 four bedrooms, four baths, two kitchens, and two l...

  • 4 Beds
  • 4 Baths
  • 202615042 MLS
  • FS - Fee Simple Tenure
  • 33 DOM
  • ACTIVE Status
1622 Paukiki Street, Kailua image
1622 Paukiki Street, Kailua $1,729,000

Beautifully appointed 4-bedroom, 3.5-bath home offering spacious living, stunning mountain views, and an ideal indoor-outdoor Hawaii lifestyle. The thoughtfully designed ...

  • 4 Beds
  • 4 Baths
  • 202615230 MLS
  • FS - Fee Simple Tenure
  • 33 DOM
  • ACTIVE UNDER CONTRACT 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
  • 35 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
  • 34 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
  • 36 DOM
  • ACTIVE Status
435 Kihapai Street, Kailua image
435 Kihapai Street, Kailua $1,116,000

Photos to follow. Corner Lot.....Great Location......This Home is for Investors, Contractors or Buyers looking for a Project. Many possibilities for the new buyer. Ea...

  • 3 Beds
  • 1 Baths
  • 202614188 MLS
  • FS - Fee Simple Tenure
  • 36 DOM
  • ACTIVE UNDER CONTRACT 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
  • 37 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
  • 38 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
  • 38 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
  • 38 DOM
  • ACTIVE Status
139 Hauoli Street, Kailua image
139 Hauoli Street, Kailua $2,498,000

None

  • 3 Beds
  • 2 Baths
  • 202615055 MLS
  • FS - Fee Simple Tenure
  • 38 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
  • 38 DOM
  • ACTIVE Status
1458 Uluhala Place, Kailua image
1458 Uluhala Place, Kailua $1,795,000

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
  • 40 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
  • 40 DOM
  • ACTIVE Status
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
  • 42 DOM
  • ACTIVE UNDER CONTRACT 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
  • 42 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.
  • 43 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
  • 44 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
  • 46 DOM
  • ACTIVE UNDER CONTRACT 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.
  • 47 DOM
  • ACTIVE Status
621 Palawiki Street, Kailua image
621 Palawiki Street, Kailua $1,530,000 ▼

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
  • 46 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
  • 47 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.
  • 47 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.
  • 47 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
  • 49 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
  • 50 DOM
  • ACTIVE 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
  • 50 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.
  • 51 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.
  • 51 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.
  • 54 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.
  • 54 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
  • 55 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
  • 56 DOM
  • ACTIVE Status
433 Kaimake Loop Unit A, Kailua image
433 Kaimake Loop Unit A, Kailua $1,499,000 ▼

HUGE Price Improvement! 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 minut...

  • 4 Beds
  • 3 Baths
  • 202613595 MLS
  • FS - Fee Simple Tenure
  • 57 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
  • 57 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
  • 58 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.
  • 59 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
  • 59 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
  • 60 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
  • 59 DOM
  • ACTIVE UNDER CONTRACT 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
  • 61 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
  • 65 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.
  • 104 DOM
  • ACTIVE UNDER CONTRACT Status
846 Mokulua Drive, Kailua image
846 Mokulua Drive, Kailua $7,855,000 ▼

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
  • 67 DOM
  • ACTIVE Status
821 Kainui Drive, Kailua image
821 Kainui Drive, Kailua $2,500,000 ▼

Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa. ...

  • 5 Beds
  • 5 Baths
  • 202612304 MLS
  • FS - Fee Simple Tenure
  • 67 DOM
  • ACTIVE Status
1237 Hele Street, Kailua image
1237 Hele Street, Kailua $1,775,000 ▼

Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1...

  • 6 Beds
  • 2 Baths
  • 202612433 MLS
  • FS - Fee Simple Tenure
  • 68 DOM
  • ACTIVE Status
1461 Aunauna Street, Kailua image
1461 Aunauna Street, Kailua $2,450,000

Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured ...

  • 4 Beds
  • 3 Baths
  • 202612934 MLS
  • FS - Fee Simple Tenure
  • 70 DOM
  • ACTIVE UNDER CONTRACT Status
344 Lama Place, Kailua image
344 Lama Place, Kailua $6,650,000

Experience breathtaking Mokulua Islands views from every corner of this Lanikai hillside home. The home offers head-on, unobstructed views of the Mokes, with the sea & co...

  • 4 Beds
  • 4 Baths
  • 202612902 MLS
  • FS - Fee Simple Tenure
  • 71 DOM
  • ACTIVE Status
1586 Mokulua Drive, Kailua image
1586 Mokulua Drive, Kailua $11,950,000

LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Isl...

  • 4 Beds
  • 5 Baths
  • 202611360 MLS
  • FS - Fee Simple Tenure
  • 71 DOM
  • ACTIVE Status
361 Kailua Road Unit 8108, Kailua image
361 Kailua Road Unit 8108, Kailua — Ka Malanai At Kailua $1,150,000

Experience the best of Kailua living at "Ka Malanai in Kailua", one of the Windward side's newest condo communities. This 2-bedroom, 2-bath residence puts you in the hear...

  • 2 Beds
  • 2 Baths
  • 202611496 MLS
  • FS - Fee Simple Tenure
  • Ka Malanai At Kailua Bldg.
  • 72 DOM
  • ACTIVE Status
586 Kaimalino Street, Kailua image
586 Kaimalino Street, Kailua $4,200,000 ▼

Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks ...

  • 4 Beds
  • 3 Baths
  • 202612376 MLS
  • FS - Fee Simple Tenure
  • 72 DOM
  • ACTIVE Status
1011 Mokulua Drive, Kailua image
1011 Mokulua Drive, Kailua $9,450,000

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
  • 202612618 MLS
  • FS - Fee Simple Tenure
  • 73 DOM
  • ACTIVE Status
802 Pahumele Place, Kailua image
802 Pahumele Place, Kailua $3,550,000 ▼

Set along the peaceful shoreline of a tranquil lake, this stunning five-bedroom, four-bathroom residence offers a lifestyle where every day starts and ends with views tha...

  • 5 Beds
  • 4 Baths
  • 202612388 MLS
  • FS - Fee Simple Tenure
  • 73 DOM
  • ACTIVE Status
1494 Kina Street, Kailua image
1494 Kina Street, Kailua $1,659,000

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed fo...

  • 4 Beds
  • 2 Baths
  • 202612545 MLS
  • FS - Fee Simple Tenure
  • 74 DOM
  • ACTIVE UNDER CONTRACT Status
611 Kaimalino Place, Kailua image
611 Kaimalino Place, Kailua $7,888,000

Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic K...

  • 4 Beds
  • 4 Baths
  • 202612440 MLS
  • FS - Fee Simple Tenure
  • 75 DOM
  • ACTIVE Status
633 Keolu Drive, Kailua image
633 Keolu Drive, Kailua $1,585,000

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
  • FS - Fee Simple Tenure
  • 79 DOM
  • ACTIVE Status
1020 Aoloa Place Unit 311B, Kailua image
1020 Aoloa Place Unit 311B, Kailua — Windward Cove $800,000

Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This privat...

  • 3 Beds
  • 2 Baths
  • 202612305 MLS
  • FS - Fee Simple Tenure
  • Windward Cove Bldg.
  • 79 DOM
  • ACTIVE Status
590 Keolu Drive, Kailua image
590 Keolu Drive, Kailua $1,350,000 ▼

Diamond in the rough! Spacious single level home with over 1,700 sf of living area features lofty cathedral ceilings and gorgeous light filled spaces! Ideal floorplan is ...

  • 3 Beds
  • 2 Baths
  • 202612018 MLS
  • FS - Fee Simple Tenure
  • 81 DOM
  • ACTIVE UNDER CONTRACT Status
211 Luika Place, Kailua image
211 Luika Place, Kailua $5,895,000

Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagi...

  • 4 Beds
  • 3 Baths
  • 202612139 MLS
  • FS - Fee Simple Tenure
  • 82 DOM
  • ACTIVE Status
1414 Mokulua Drive, Kailua image
1414 Mokulua Drive, Kailua $7,495,000 ▼

Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end o...

  • 4 Beds
  • 4 Baths
  • 202611655 MLS
  • FS - Fee Simple Tenure
  • 81 DOM
  • ACTIVE Status
742-A Kaipii Street, Kailua image
742-A Kaipii Street, Kailua $1,350,000 ▼

Enjoy comfort, privacy, and island living in this 3-bedroom, 2-bath home in Kailua’s Coconut Grove area. This 1,727 sq. ft. home features a den, a large, enclosed back pa...

  • 3 Beds
  • 2 Baths
  • 202611976 MLS
  • FS - Fee Simple Tenure
  • 82 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 82 DOM
  • ACTIVE Status
1540 Akake Place, Kailua image
1540 Akake Place, Kailua $1,540,000 ▼

Back on the market! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of u...

  • 4 Beds
  • 2 Baths
  • 202612005 MLS
  • FS - Fee Simple Tenure
  • 84 DOM
  • ACTIVE Status
409 Wanaao Road, Kailua image
409 Wanaao Road, Kailua $2,325,000 ▼

Back on the market and now offered at $174,000 below original list price — your opportunity to own in Kailua just got better! Our seller has made new improvements to make...

  • 4 Beds
  • 4 Baths
  • 202612015 MLS
  • FS - Fee Simple Tenure
  • 84 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 85 DOM
  • ACTIVE Status
691 Kihapai Street Unit B, Kailua image
691 Kihapai Street Unit B, Kailua $948,000 ▼

BREAKING NEWS: Seller offering potential assumable mortgage to veterans only currently at 2.25%, all for more information. Wake up in your own Kailua cottage, sip coffee ...

  • 2 Beds
  • 1 Baths
  • 202611865 MLS
  • FS - Fee Simple Tenure
  • 86 DOM
  • ACTIVE UNDER CONTRACT Status
322 Aoloa Street Unit 1708, Kailua image
322 Aoloa Street Unit 1708, Kailua — Windward Passage $640,000 ▲

Rare high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mountains and Kailua Town. Remodeled in 2025 with vinyl luxury flooring throughou...

  • 1 Beds
  • 1 Baths
  • 202611276 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 86 DOM
  • ACTIVE Status
134 Noke Street Unit 602, Kailua image
134 Noke Street Unit 602, Kailua — Aikahi Gardens $739,000

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
  • FS - Fee Simple Tenure
  • Aikahi Gardens Bldg.
  • 88 DOM
  • ACTIVE Status
176 Kuulei Road, Kailua image
176 Kuulei Road, Kailua $2,095,000 ▼

Live the Kailua Lifestyle! Located in the desirable Kalama Tract neighborhood of Kailua within a short distance of Beautiful Kailua Beach and Kailua Town that offers a mu...

  • 4 Beds
  • 3 Baths
  • 202611702 MLS
  • FS - Fee Simple Tenure
  • 87 DOM
  • ACTIVE UNDER CONTRACT Status
322 Aoloa Street Unit 306, Kailua image
322 Aoloa Street Unit 306, Kailua — Windward Passage $374,000 ▼

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
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 94 DOM
  • ACTIVE Status
156 N Kalaheo Avenue Unit C, Kailua image
156 N Kalaheo Avenue Unit C, Kailua $3,049,000 ▼

THREE HOMES FROM KAILUA BEACH WITH INCOME POTENTIAL. THIS IS ONE YOU WILL WANT TO SEE IN PERSON! This 4 bedrooms, 2.5 baths plus separate flex room with private entrance...

  • 4 Beds
  • 3 Baths
  • 202611322 MLS
  • FS - Fee Simple Tenure
  • 94 DOM
  • ACTIVE Status
85 Mahiloa Place, Kailua image
85 Mahiloa Place, Kailua $3,899,900 ▼

Beautifully renovated mid-century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous whi...

  • 4 Beds
  • 4 Baths
  • 202609693 MLS
  • FS - Fee Simple Tenure
  • 99 DOM
  • ACTIVE Status
315 Iliaina Street, Kailua image
315 Iliaina Street, Kailua $1,725,000 ▼

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate ...

  • 202610580 MLS
  • FS - Fee Simple Tenure
  • 106 DOM
  • ACTIVE UNDER CONTRACT Status
45 Hoolai Street, Kailua image
45 Hoolai Street, Kailua $2,800,000

Rare opportunity to be the owner of a fee-simple, business zoned property in desirable Kailua. Centrally located in the heart of Kailua Town, with lots of foot traffic an...

  • 202610761 MLS
  • FS - Fee Simple Tenure
  • 101 DOM
  • ACTIVE Status
609 Olomana Street, Kailua image
609 Olomana Street, Kailua $1,880,000

Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 ...

  • 8 Beds
  • 8 Baths
  • 202610511 MLS
  • FS - Fee Simple Tenure
  • 101 DOM
  • ACTIVE Status
6 N Kalaheo Avenue, Kailua image
6 N Kalaheo Avenue, Kailua $4,249,000 ▼

Experience multi generational luxury living,just moments from famous white sand Kailua Beach with shopping and dining close by.Situated on a landscaped 11,005 sq. ft. lev...

  • 6 Beds
  • 5 Baths
  • 202610270 MLS
  • FS - Fee Simple Tenure
  • 102 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.

About Kailua

Kailua is a beloved beach town on Oahu’s windward coast, known for its powder-soft sands, turquoise waters, and steady trade winds. Framed by the Ko‘olau mountains and fronting the famous Kailua and Lanikai beaches, the area offers an active, outdoorsy lifestyle—morning swims, paddling to the Mokulua islets, kiteboarding, and sunset strolls are part of the everyday rhythm. Trails like the Lanikai “Pillbox” hike deliver postcard views over the bay, while calm canals and bays invite kayaking and stand-up paddling.

The community blends laid-back island charm with convenient amenities. Kailua Town features local boutiques, cafes, craft coffee, and a vibrant farmers’ market, all in a walkable, bike-friendly setting. Neighborhood parks, strong schools, and frequent community events foster a friendly, family-forward atmosphere, while proximity to Marine Corps Base Hawaiʻi, medical centers, and major routes to Honolulu adds practical appeal.

What draws people to Kailua is the balance: a resort-caliber coastline without the bustle of resort districts. Residents enjoy a slower pace, ocean-focused days, and a tight-knit community, yet they remain minutes from everyday essentials and commutable to Honolulu. For many, Kailua is the ideal expression of Hawaiʻi beach-town living.

Real Estate in Kailua

Home Types and Neighborhoods

Kailua real estate is anchored by single-family homes, ranging from classic plantation-style cottages to contemporary custom builds and gated estates. Beachfront and beachside properties in Lanikai and along Kailua Beach command international attention for their setting, privacy, and architectural caliber. Inland, established neighborhoods offer larger lots, mountain or ocean views, and a variety of mid-century and renovated homes.

  • Lanikai and Kailua Beachside: Iconic beachfront and beach-access estates, coveted for white-sand frontage, ocean views, and walkability to the shore.
  • Aikahi Park and Coconut Grove: Primarily single-family homes near schools and parks; a popular choice for military, first- and move-up buyers.
  • Enchanted Lake, Keolu Hills, and Kaopa: Canal- and lake-adjacent living, some with docks; hillside homes with views and trade winds.
  • Maunawili: Lush, valley setting with larger lots and a serene, suburban feel at the base of the Ko‘olau range.
  • Condo and townhome options: Ka Malanai at Kailua (newer low-rise near Kailua Town), Windward Harbour and Gardenia Manor (garden-style communities), Kukilakila (lakefront townhomes), and Bluestone (gated townhomes by the golf course with ocean and mountain vistas).

Luxury Appeal and Lifestyle

Luxury buyers come for the rare combination of world-class beaches, privacy, and a true neighborhood vibe. High-end properties often feature seamless indoor-outdoor living, resort-style pools, guest suites, and curated landscaping. Many homes are designed to capture trade winds and panoramic views, with bespoke finishes and smart-home integrations. The ability to step onto soft sand at sunrise, paddle from your backyard, or stroll to cafes is the essence of Kailua’s premium appeal.

Who Buys in Kailua

Kailua attracts a diverse mix: local residents seeking long-term homes, executives and medical professionals, military officers stationed nearby, and second-home or vacation-home buyers who value low-density beach living. Remote professionals and retirees also choose Kailua for its lifestyle, climate, and community. With limited inventory and strong demand, well-prepared buyers—often pre-approved and working closely with a local expert—are best positioned to succeed.

  • Primary residents: Families and professionals prioritizing schools, parks, and convenience.
  • Second-home buyers: Ocean enthusiasts drawn to beach access, privacy, and turnkey luxury.
  • Investors/end-users: Those seeking unique properties with long-term desirability in a supply-constrained market.

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