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Luxury Homes in Kailua, HI
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Luxury Homes in Kailua, HI

Luxury Homes in Kailua, HI

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24 of 91 Listings
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Luxury Homes in Kailua, HI

24 of 91 Listings

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JJ

Jeffrey Jonas

Realty.com

Lic. #RB-19860

Call Jeffrey
  1. 235 Kuupua Street — photoNew6Active

    $2,875,000

    4 bd · 3 ba · 2,591 sqft

    235 Kuupua Street, Kailua, HI

    Margy Grosswendt · Margy Grosswendt RE Agency LLC

  2. 445 Kaimake Loop — photoNew25Active

    $2,995,000

    6 bd · 4 ba · 3,579 sqft

    445 Kaimake Loop, Kailua, HI

    Maribeth Agbayani George · MG Hawaii Realty, LLC

  3. 1278 Ulupalakua Street — photo25Active

    $1,595,000

    4 bd · 2 ba · 1,978 sqft

    1278 Ulupalakua Street, Kailua, HI

    Cyndia Pilkington · Coldwell Banker Realty

  4. 1011 Mokulua Drive — photo25Active

    $8,995,000

    4 bd · 7 ba · 5,188 sqft

    1011 Mokulua Drive, Kailua, HI

    Tracy Allen · Coldwell Banker Realty

  5. 1310 Kupau Street — photo24Active

    $1,730,000

    3 bd · 2 ba · 1,536 sqft

    1310 Kupau Street, Kailua, HI

    Kathleen M Funk-Linton · Coldwell Banker Realty

  6. 675 Ulumalu Street — photo19Active

    $1,000,000

    3 bd · 2 ba · 1,386 sqft

    675 Ulumalu Street, Kailua, HI

    Corinda S Wong · Hawaii Modern Realty

  7. 1253 Nanawale Way — photo25Active

    $1,750,000

    6 bd · 4 ba · 2,248 sqft

    1253 Nanawale Way, Kailua, HI

    Tiare Lando · Real Broker

  8. 1254 Ulupii Street — photo24Active

    $1,445,000

    3 bd · 2 ba · 1,476 sqft

    1254 Ulupii Street, Kailua, HI

    Ann M Cuseo · Carvill Sotheby's Intl. Realty

  9. 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

  10. 935 Mokulua Drive — photo22Active

    $3,650,000

    3 bd · 3 ba · 2,061 sqft

    935 Mokulua Drive, Kailua, HI

    Jeanie Schmaltz · Hawaii Life

  11. 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

  12. 118 Kaiolena Drive — photo24Active

    $3,200,000

    0 bd · 0 ba · 0 sqft

    118 Kaiolena Drive, Kailua, HI

    Mary A Farkash · Corcoran Pacific Properties

  13. 554-A Auwai Street — photoOpen house Sun, Oct 25 · 2:00 PM14Active

    $1,125,000

    3 bd · 2 ba · 1,008 sqft

    554-A Auwai Street, Kailua, HI

    Derek Kamm · Coldwell Banker Island Prop

  14. 427 Kawainui Street Unit B — photo25Active

    $1,350,000

    2 bd · 1 ba · 780 sqft

    427 Kawainui Street Unit B, Kailua, HI

    Mari Hirano · List Sotheby's Int'l Realty

  15. 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

  16. 413 Kihapai Street Unit a — photo18Active

    $1,200,000

    2 bd · 1 ba · 600 sqft

    413 Kihapai Street Unit a, Kailua, HI

    Cindy Siok · At Home Hawaii LLC

  17. 563 Alihi Place — photo25Active

    $1,645,000

    3 bd · 2 ba · 1,776 sqft

    563 Alihi Place, Kailua, HI

    Sissy Sosner · Coldwell Banker Realty

  18. 824 N Kalaheo Avenue Unit a — photo22Active

    $2,495,000

    5 bd · 5 ba · 3,958 sqft

    824 N Kalaheo Avenue Unit a, Kailua, HI

    Will Tanaka · Koi Realty

  19. 1315 Kupau Street — photo25Active

    $2,228,000

    6 bd · 4 ba · 3,022 sqft

    1315 Kupau Street, Kailua, HI

    Sam Paltikian · Coldwell Banker Realty

  20. 1342 Mokolea Drive — photo25Active

    $3,490,000

    5 bd · 3 ba · 2,377 sqft

    1342 Mokolea Drive, Kailua, HI

    Stacy L Dees · Compass

  21. 958 Mokulua Drive — photo22Active

    $15,250,000

    5 bd · 5 ba · 6,997 sqft

    958 Mokulua Drive, Kailua, HI

    Noel Pietsch Shaw · Hawaii Life

  22. 839 Oneawa Street — photo1Active

    $1,590,000

    6 bd · 3 ba · 2,884 sqft

    839 Oneawa Street, Kailua, HI

    Ernest M Yagi · Engel & Volkers Honolulu

  23. 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

  24. 1010 Koohoo Place — photo25Active

    $3,999,000

    5 bd · 4 ba · 2,716 sqft

    1010 Koohoo Place, Kailua, HI

    Barbara Baehler · Compass

12…4

About Luxury Homes in Kailua, HI

Luxury Homes in Kailua, HI: 91 active listings as of October 19, 2026, 18:16 UTC.

Explore Kailua homes

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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

    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.