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3 bedsWith a pool
4 Bedroom Homes in Kailua, HI
26 listings

4 Bedroom Homes in Kailua, HI

4 Bedroom Homes in Kailua, HI

Show Map
24 of 26 Listings
Map

4 Bedroom Homes in Kailua, HI

24 of 26 Listings

  1. 235 Kuupua Street — photoNew6

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #RB-19860

Call Jeffrey
Active

$2,875,000

4 bd · 3 ba · 2,591 sqft

235 Kuupua Street, Kailua, HI

Margy Grosswendt · Margy Grosswendt RE Agency LLC

  • 1278 Ulupalakua Street — photo25Active

    $1,595,000

    4 bd · 2 ba · 1,978 sqft

    1278 Ulupalakua Street, Kailua, HI

    Cyndia Pilkington · Coldwell Banker Realty

  • 1011 Mokulua Drive — photo25Active

    $8,995,000

    4 bd · 7 ba · 5,188 sqft

    1011 Mokulua Drive, Kailua, HI

    Tracy Allen · Coldwell Banker Realty

  • 225 Awakea Road — photo25Active

    $2,295,000

    4 bd · 3 ba · 2,520 sqft

    225 Awakea Road, Kailua, HI

    Eric R Olson · Carvill Sotheby's Intl. Realty

  • 237 Kihapai Street Unit a — photo25Active

    $1,650,000

    4 bd · 2 ba · 1,248 sqft

    237 Kihapai Street Unit a, Kailua, HI

    Jennifer Nicole Schultz · Keller Williams Honolulu

  • 636 Kaiemi Street Unit a — photo25Active

    $1,850,000

    4 bd · 3 ba · 1,656 sqft

    636 Kaiemi Street Unit a, Kailua, HI

    Peter M Chessen · Coldwell Banker Realty

  • 156C N Kalaheo Avenue — photoPrice Reduced25Active

    $2,550,000

    4 bd · 3 ba · 1,989 sqft

    156C N Kalaheo Avenue, Kailua, HI

    Lynn Young Soldat · Coldwell Banker Realty

  • 526 Ulumawao Street — photoPrice Reduced25Active

    $1,525,000

    4 bd · 2 ba · 1,682 sqft

    526 Ulumawao Street, Kailua, HI

    Steven Cohen · Hawaii Preferred Properties

  • 50 Kalaka Place — photo25Active

    $2,800,000

    4 bd · 2 ba · 1,866 sqft

    50 Kalaka Place, Kailua, HI

    Leilani R Ornellas · Coldwell Banker Realty

  • 1188 Akuila Place — photoPrice Reduced25Active

    $1,925,000

    4 bd · 2 ba · 2,079 sqft

    1188 Akuila Place, Kailua, HI

    Veronica Munez · Redfin Corporation

  • 558 Ulumu Street — photoPrice Reduced25Active

    $1,625,000

    4 bd · 2 ba · 1,469 sqft

    558 Ulumu Street, Kailua, HI

    Michael D DeMello · Redfin Corporation

  • 110 N Kalaheo Avenue Unit B — photo25Active

    $3,995,000

    4 bd · 3 ba · 2,650 sqft

    110 N Kalaheo Avenue Unit B, Kailua, HI

    Chelsey Nicole Wall · Compass

  • 823 Halula Place — photoPrice Reduced25Active

    $2,099,000

    4 bd · 4 ba · 2,113 sqft

    823 Halula Place, Kailua, HI

    Matthew Foster · SC Realty, LLC

  • 1036 Mokulua Drive — photo25Active

    $5,798,000

    4 bd · 4 ba · 2,504 sqft

    1036 Mokulua Drive, Kailua, HI

    Cynthia L Nash · Hawaii Life

  • 1225 Mokapu Boulevard — photoPrice Reduced17Active

    $1,580,000

    4 bd · 3 ba · 1,674 sqft

    1225 Mokapu Boulevard, Kailua, HI

    Solana S Grover · SC Realty, LLC

  • 1127 Lauloa Street — photo25Active

    $2,050,000

    4 bd · 2 ba · 1,666 sqft

    1127 Lauloa Street, Kailua, HI

    Tiare K Kabazawa · Coldwell Banker Realty

  • 433 Kaimake Loop Unit a — photoPrice Reduced17Active

    $1,395,000

    4 bd · 3 ba · 1,640 sqft

    433 Kaimake Loop Unit a, Kailua, HI

    Nicole K Mariani · Corcoran Pacific Properties

  • 319 Kihapai Street C — photo17Active

    $1,350,000

    4 bd · 2 ba · 1,972 sqft

    319 Kihapai Street C, Kailua, HI

    Jewel Henderson-DeGerald · Real Broker

  • 1586 Mokulua Drive — photo25Active

    $11,950,000

    4 bd · 5 ba · 2,887 sqft

    1586 Mokulua Drive, Kailua, HI

    Alesia D Barnes · Compass

  • 344 Lama Place — photo25Active

    $6,650,000

    4 bd · 4 ba · 2,924 sqft

    344 Lama Place, Kailua, HI

    Bryn W Kaufman · OahuRE.com

  • 586 Kaimalino Street — photoPrice Reduced25Active

    $4,200,000

    4 bd · 3 ba · 3,905 sqft

    586 Kaimalino Street, Kailua, HI

    Cynthia L Nash · Hawaii Life

  • 611 Kaimalino Place — photoPrice Reduced25Active

    $7,488,000

    4 bd · 4 ba · 3,529 sqft

    611 Kaimalino Place, Kailua, HI

    Joelle A Foti · Hawaii Modern Realty

  • 633 Keolu Drive — photoPrice Reduced25Active

    $1,495,000

    4 bd · 2 ba · 1,408 sqft

    633 Keolu Drive, Kailua, HI

    Sherine M Duncan · eXp Realty

  • 409 Wanaao Road — photoPrice Reduced24Active

    $2,295,000

    4 bd · 4 ba · 2,483 sqft

    409 Wanaao Road, Kailua, HI

    Cathy Bridges · Compass

  • 12

    Explore Kailua homes

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    Your local brokerage

    JJ

    Jeffrey Jonas

    Realty.com

    Lic. #RB-19860

    Call Jeffrey

    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 2026-10-19 03:00:44 UTC. Information is deemed reliable but not guaranteed.
    Listing information ©2026 HiCentral MLS, Inc®. All Rights Reserved.

    Kailua, HI community profile

    Area
    24.7 sq. mi.

    Source: HJN community data

    Kailua housing market

    September 2026

    Kailua 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 36 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 24, 2026

    Median sale price
    $1,453,000$1,030,000–$1,950,000 typical range
    Price per sq. ft.
    $937
    Sales
    31
    Paid in cash
    29.0%

    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
    -3.6%

    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.