Kailua, HI · Curated MLS Search

Homes for Sale in Kailua, HI

An editorially curated view of every active homes for sale listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.

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About Homes for Sale in Kailua, HI

Kailua sits on the windward side of Oahu. The trade winds come in steady, and the rain keeps everything green. The beach is the real draw here: soft sand, water the color of glass, and a stretch locals have fought hard to keep low-key. Paddlers and joggers own the mornings, before the sun gets mean.

Town runs slow. There's a walkable strip of shops and restaurants, plus a farmers market that pulls a crowd every week. In the neighborhoods, kids still ride bikes after school. This is a residential place at heart, quieter than Honolulu, and folks who land here tend to dig in for decades.

Why Buy Homes for Sale in Kailua, HI?

Buy in Kailua and you trade the hustle for room to breathe, while staying close enough to drive into the city for work. Homes hold their value because demand rarely lets up and inventory stays tight. You're paying for the lifestyle. The beach, the weather, the people who wave when you walk past. For a lot of buyers that math works, and they never look back.

Ready to find your ideal homes for sale in Kailua? Contact KEVIN PEDERSEN | RS-77808 today at (808) 398-4147 to schedule a showing or start your personalized home search.

Kailua, HI Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

Next Steps in Kailua, HI

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Reply from KEVIN PEDERSEN | RS-77808

Homes for Sale in Kailua, HI

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
  • 1 DOM
304 Manae Street, Kailua image
304 Manae Street, Kailua $900,000

None

  • 4 Beds
  • 2 Baths
  • 202615351 MLS
  • FS - Fee Simple Tenure
  • 70 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
  • 202617186 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 1 DOM
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
  • 4 DOM
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
  • 6 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
  • FS - Fee Simple Tenure
  • Gardenia Manor Bldg.
  • 6 DOM
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.
  • 9 DOM
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
  • 7 DOM
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.
  • 7 DOM
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
  • 9 DOM
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
  • 9 DOM
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.
  • 10 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
  • FS - Fee Simple Tenure
  • 12 DOM
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
  • 13 DOM
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
  • 14 DOM
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.
  • 15 DOM
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.
  • 15 DOM
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.
  • 15 DOM
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.
  • 15 DOM
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
  • 16 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.