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Homes Under $2.75M in Kailua, HI
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3 bedsWith a pool

Homes Under $2.75M in Kailua, HI

Homes Under $2.75M in Kailua, HI

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24 of 78 Listings
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Homes Under $2.75M in Kailua, HI

24 of 78 Listings

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #RB-19860

Call Jeffrey
  1. NewOpen house Sat, Oct 3 · 1:00 PMActive

    $1,600,000

    3 bd · 2 ba · 1,960 sqft

    119 Kuulei Road, Kailua, HI

    John W Stallings · eXp Realty

  2. 1458 Uluhala Place — photoNewOpen house Sun, Oct 4 · 2:00 PM10Active

    $1,695,000

    5 bd · 3 ba · 2,729 sqft

    1458 Uluhala Place, Kailua, HI

    Beth Yoshimura · Coldwell Banker Realty

  3. 1575 Ulupii Street — photoNewOpen house Sun, Oct 4 · 2:00 PM18Active

    $1,895,000

    4 bd · 3 ba · 2,554 sqft

    1575 Ulupii Street, Kailua, HI

    Diane O Ito · Coldwell Banker Realty

  4. 315 a Ulupaina Street — photoOpen house Sun, Oct 4 · 2:00 PM22Active

    $969,000

    2 bd · 1 ba · 660 sqft

    315 a Ulupaina Street, Kailua, HI

    Mary M Beddow · Hawaii Modern Realty

  5. 824 N Kalaheo Avenue a — photoOpen house Sat, Oct 3 · 1:00 PM22Active

    $2,495,000

    5 bd · 5 ba · 3,958 sqft

    824 N Kalaheo Avenue a, Kailua, HI

    Will Tanaka · Koi Realty

  6. 1315 Kupau Street — photo25Active

    $2,228,000

    6 bd · 4 ba · 3,022 sqft

    1315 Kupau Street, Kailua, HI

    Sam Paltikian · Coldwell Banker Realty

  7. 322 Aoloa Street 1706 — photoOpen house Sun, Oct 4 · 2:00 PM25Active

    $595,000

    1 bd · 1 ba · 737 sqft

    322 Aoloa Street 1706, Kailua, HI

    Sherine M Duncan · eXp Realty

  8. 1322 Ulupuni Street — photo25Active

    $1,295,000

    3 bd · 2 ba · 1,008 sqft

    1322 Ulupuni Street, Kailua, HI

    Daniel K Ihara · Keller Williams Honolulu

  9. 978-A Akipohe Place 2a — photo24Active

    $845,000

    3 bd · 2 ba · 1,367 sqft

    978-A Akipohe Place 2a, Kailua, HI

    Daniel K Ihara · Keller Williams Honolulu

  10. 320 Oneawa Street — photoOpen house Sun, Oct 4 · 2:00 PM24Active

    $1,250,000

    3 bd · 1 ba · 972 sqft

    320 Oneawa Street, Kailua, HI

    Brittni Friedlander · eXp Realty

  11. 322 Aoloa Street 1601 — photoOpen house Sun, Oct 4 · 2:00 PM25Active

    $1,385,000

    3 bd · 2 ba · 1,229 sqft

    322 Aoloa Street 1601, Kailua, HI

    Sherine M Duncan · eXp Realty

  12. 1166 Akuila Place — photoOpen house Sun, Oct 4 · 2:00 PM24Active

    $2,250,000

    3 bd · 2 ba · 1,620 sqft

    1166 Akuila Place, Kailua, HI

    Sal Gonzalez · REMAX Hawaii

  13. 650 Oneawa Street — photoPrice ReducedOpen house Sun, Oct 4 · 2:00 PM24Active

    $1,725,000

    6 bd · 3 ba · 2,259 sqft

    650 Oneawa Street, Kailua, HI

    Shannon L King · Island Living Homes

  14. 711 Wailepo Place 205 — photoOpen house Sun, Oct 4 · 2:00 PM21Active

    $615,000

    2 bd · 2 ba · 671 sqft

    711 Wailepo Place 205, Kailua, HI

    Lynn I Wells · Homequest LLC

  15. 426 Keaniani Street — photo25Active

    $1,769,000

    4 bd · 3 ba · 1,990 sqft

    426 Keaniani Street, Kailua, HI

    Koa Cassady · Coldwell Banker Realty

  16. 1536 Kina Street — photoPrice ReducedOpen house Sun, Oct 4 · 2:00 PM25Active

    $1,449,000

    5 bd · 2 ba · 2,060 sqft

    1536 Kina Street, Kailua, HI

    Brandon MK Hirokawa · KLU Real Estate Inc.

  17. 1253 Nanawale Way — photoPrice ReducedOpen house Sun, Oct 4 · 2:00 PM25Active

    $1,799,000

    6 bd · 4 ba · 2,248 sqft

    1253 Nanawale Way, Kailua, HI

    Tiare Lando · Real Broker

  18. 526 Ulumawao Street — photo20Active

    $1,625,000

    4 bd · 2 ba · 1,682 sqft

    526 Ulumawao Street, Kailua, HI

    Steven Cohen · Hawaii Preferred Properties

  19. 1375 Kupau Street — photo20Active

    $1,498,000

    3 bd · 2 ba · 1,058 sqft

    1375 Kupau Street, Kailua, HI

    Scott R Carvill · Carvill Sotheby's Intl. Realty

  20. 1030 Aoloa Place 5105B — photoOpen house Sun, Oct 4 · 2:00 PM25Active

    $825,000

    3 bd · 2 ba · 1,200 sqft

    1030 Aoloa Place 5105B, Kailua, HI

    Bert N Zdenek · Golden Pineapple Group

  21. 151 Alala Road — photoOpen house Sun, Oct 4 · 2:00 PM25Active

    $2,625,000

    5 bd · 3 ba · 2,533 sqft

    151 Alala Road, Kailua, HI

    Shari M Hooks · Coldwell Banker Realty

  22. 1030 Aoloa Place 212B — photo24Active

    $755,000

    3 bd · 2 ba · 1,200 sqft

    1030 Aoloa Place 212B, Kailua, HI

    Miranda Fiel · Hawaii Modern Realty

  23. 453 Iliaina Street — photoPrice Reduced25Active

    $1,595,000

    3 bd · 2 ba · 1,620 sqft

    453 Iliaina Street, Kailua, HI

    Chris Shomo · eXp Realty

  24. 1410 Akamai Street — photoPrice ReducedOpen house Sun, Oct 4 · 2:00 PM25Active

    $1,289,000

    3 bd · 2 ba · 986 sqft

    1410 Akamai Street, Kailua, HI

    Keoni Monahan · Compass

12…4

About Homes Under $2.75M in Kailua, HI

Homes Under $2.75M in Kailua, HI: 78 active listings as of October 3, 2026, 13:47 UTC.

Property types among these 78 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence4760.3%
Condominium2937.2%

Explore Kailua homes

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Listing data & MLS disclosures

HiCentral MLS (Honolulu Board of REALTORS)
Based on information from the Multiple Listing Service of HiCentral MLS, Ltd. listings last updated on 2026-10-03 03:05:40 UTC. Information is deemed reliable but not guaranteed.
Listing information ©2026 HiCentral MLS, Inc®. All Rights Reserved.
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    Your local brokerage

    JJ

    Jeffrey Jonas

    Realty.com

    Lic. #RB-19860

    Call Jeffrey

    Kailua, HI community profile

    Area
    24.7 sq. mi.

    Source: HJN community data

    Kailua housing market

    September 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 33 sales · as of Sep 28, 2026

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $1,725,000
    Homes for sale
    107

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    1.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,806 sq. ft.