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Newest Kailua, HI Single-Family Homes For Sale

1411 Mokulua Drive, Kailua image
1411 Mokulua Drive, Kailua $2,995,000

A TRUE LANIKAI BEACH HOUSE! Calling all water sports enthusiasts! Sandy feet, wet swim trunks & bikinis, surfboards, SUP boards, windsurfers & little groms are all welcom...

  • 4 Beds
  • 3 Baths
  • 202619472 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 1 DOM
241 Kihapai Street Unit A, Kailua image
241 Kihapai Street Unit A, Kailua $1,599,000

Welcome to your ultimate turn-key Kailua retreat! Extensively and beautifully transformed from top to bottom, 241 Kihapai St offers the flawless look of a brand-new home ...

  • 3 Beds
  • 2 Baths
  • 202619920 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 2 DOM
1330 Kuuna Place, Kailua image
1330 Kuuna Place, Kailua $1,849,000

Perched at the top of Keolu Hills on a peaceful cul-de-sac, this inviting home built in 1989 captures breathtaking views of the Ko‘olau Mountains, colorful sunsets, Kailu...

  • 3 Beds
  • 3 Baths
  • 202615753 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 5 DOM
1154 Lunaai Street, Kailua image
1154 Lunaai Street, Kailua $1,829,000

Welcome to this inviting 4-bedroom, 3-bath home, where comfortable living meets the beauty of Hawaii’s tropical surroundings. Enjoy breathtaking mountain views, a spaciou...

  • 4 Beds
  • 3 Baths
  • 202619396 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 7 DOM
532 Ulumalu Street, Kailua image
532 Ulumalu Street, Kailua $1,240,000

Great value in this spacious 3 bedroom 2 bath home in this desirable Pohakupu neighborhood with views of Mt Olomana. This home has close proximity to Castle Hospital, t...

  • 3 Beds
  • 2 Baths
  • 202619290 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 7 DOM
235 Kuupua Street, Kailua image
235 Kuupua Street, Kailua $2,875,000

This well-designed one level Kuulei Tract 3,000 s.f. residence with an extensive addition/renovation in 2007 is ready to welcome you home. Close proximity to Kailua Beach...

  • 4 Beds
  • 3 Baths
  • 202617990 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 9 DOM
1011 Mokulua Drive, Kailua image
1011 Mokulua Drive, Kailua $8,995,000

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
  • 202619411 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 11 DOM
445 Kaimake Loop, Kailua image
445 Kaimake Loop, Kailua $2,995,000

Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in s...

  • 6 Beds
  • 4 Baths
  • 202619508 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 10 DOM
1278 Ulupalakua Street, Kailua image
1278 Ulupalakua Street, Kailua $1,595,000

Priced almost 100k below recent appraisal, this charming Kailua home offers a rare opportunity to own a space filled with warmth, character, and island style. Far from a ...

  • 4 Beds
  • 2 Baths
  • 202618213 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 11 DOM
1310 Kupau Street, Kailua image
1310 Kupau Street, Kailua $1,730,000

Escape to paradise in the heart of the Kailua Beach community. This charming single-level, 3-bedroom, 2-bath home features an airy, open layout with vaulted ceilings & sl...

  • 3 Beds
  • 2 Baths
  • 202618141 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 12 DOM
1253 Nanawale Way, Kailua image
1253 Nanawale Way, Kailua $1,750,000

$50,000 SELLER CREDIT! Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Wa...

  • 6 Beds
  • 4 Baths
  • 202619307 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 13 DOM
675 Ulumalu Street, Kailua image
675 Ulumalu Street, Kailua $1,000,000

Single-level home in Pohakupu on a 7,500 sq ft lot, offered at $1,000,000. This 3-bedroom, 2-bath home has 1,386 sq ft of interior living space, a 596 sq ft lanai, and an...

  • 3 Beds
  • 2 Baths
  • 202619286 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 13 DOM
1254 Ulupii Street, Kailua image
1254 Ulupii Street, Kailua $1,445,000

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
  • 202619271 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 14 DOM
237 Kihapai Street Unit A, Kailua image
237 Kihapai Street Unit A, Kailua $1,650,000

This home is all about the views. Framed by the beautiful mountains and the marsh, the spacious deck offers the perfect setting to enjoy your morning coffee or unwind at ...

  • 4 Beds
  • 2 Baths
  • 202618352 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 18 DOM
225 Awakea Road, Kailua image
225 Awakea Road, Kailua $2,295,000

Classic Kailua charm meets modern comfort in this beautifully updated 4-bedroom, 2.5-bath home offering 2,520 square feet of living space, just a short stroll from Kailua...

  • 4 Beds
  • 3 Baths
  • 202619050 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 18 DOM
398 Kaimake Loop, Kailua image
398 Kaimake Loop, Kailua $1,250,000

A rare opportunity in a desirable Kailua location! Just minutes from Kailua Beach and a short stroll to Kalaheo Neighborhood Park, this property offers the chance to crea...

  • 3 Beds
  • 1 Baths
  • 202618566 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 18 DOM
935 Mokulua Drive, Kailua image
935 Mokulua Drive, Kailua $3,650,000

Step back into the timeless charm of old Lanikai, where the classic beach cottage lifestyle endures and life moves to the rhythm of the ocean. With its traditional board-...

  • 3 Beds
  • 3 Baths
  • 202618976 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 18 DOM
427 Kawainui Street Unit B, Kailua image
427 Kawainui Street Unit B, Kailua $1,350,000

Come and see!! Coconut Grove charm, completely reimagined. Fully remodeled in 2021, this thoughtfully designed home blends modern comfort with the warmth and character of...

  • 2 Beds
  • 1 Baths
  • 202615974 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 19 DOM
554-A Auwai Street, Kailua image
554-A Auwai Street, Kailua $1,125,000

KAILUA COCONUT GROVE Opportunity awaits in this fee-simple 3-bedroom, 2-bath home on a 5,000 sq. ft. flag lot. Enjoy added privacy, a carport, yard space, and desirable s...

  • 3 Beds
  • 2 Baths
  • 202618584 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 19 DOM
118 Kaiolena Drive, Kailua image
118 Kaiolena Drive, Kailua $3,200,000

Rare Lanikai Opportunity | 16,125 SQ FT Cleared & Level Parcel Offered at $3,200,000 Embrace the ultimate coastal lifestyle in Oahu's premier beachside enclave. Situated ...

  • 202617896 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 19 DOM
636 Kaiemi Street Unit A, Kailua image
636 Kaiemi Street Unit A, Kailua $1,850,000

Located in the Koolaupoku neighborhood, on a quiet street - 4 bedrooms, 3 bathrooms. Single Level open concept home with covered patio. Full street facing property with 2...

  • 4 Beds
  • 3 Baths
  • 202618881 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 20 DOM
563 Alihi Place, Kailua image
563 Alihi Place, Kailua $1,645,000

Meet your favorite morning spot: a sun-filled living room framed by distinctive trapezoid windows, where natural light pours in and beautiful mountain views set the tone ...

  • 3 Beds
  • 2 Baths
  • 202618852 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 21 DOM
413 Kihapai Street Unit A, Kailua image
413 Kihapai Street Unit A, Kailua $1,200,000

Your own Kailua cottage on a 5,000 sf lot, with no maintenance fees and a $10,000 seller credit toward buyer’s closing costs. Tucked down a quiet private lane in Coconut ...

  • 2 Beds
  • 1 Baths
  • 202618788 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 21 DOM
1458 Uluhala Place, Kailua image
1458 Uluhala Place, Kailua $1,695,000

This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger hom...

  • 5 Beds
  • 3 Baths
  • 202618644 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 25 DOM
1575 Ulupii Street, Kailua image
1575 Ulupii Street, Kailua $1,895,000

Set against the dramatic backdrop of Olomana, this charming single-level Mid-Century Modern home offers timeless character, an inviting open-concept layout, and a spaciou...

  • 4 Beds
  • 3 Baths
  • 202618639 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 25 DOM
315 A Ulupaina Street, Kailua image
315 A Ulupaina Street, Kailua $969,000

Great location for this tucked away 2 bedroom 1 bath Kailua cottage. Located on a quiet lane off of Ulupaina Street where there is a wide private driveway with access fo...

  • 2 Beds
  • 1 Baths
  • 202618404 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 27 DOM
824 N Kalaheo Avenue Unit A, Kailua image
824 N Kalaheo Avenue Unit A, Kailua $2,495,000

Unbeatable value for a beachside estate inside Hale Kai Surf & Racquet Club, a private 14-home community in Kailua. A private access lane leads straight to the sand at Ka...

  • 5 Beds
  • 5 Baths
  • 202618299 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 27 DOM
1315 Kupau Street, Kailua image
1315 Kupau Street, Kailua $2,228,000

Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus...

  • 6 Beds
  • 4 Baths
  • 202618361 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 29 DOM
914 Mokulua Drive, Kailua image
914 Mokulua Drive, Kailua $8,100,000

Set along an exceptional stretch of Lanikai beachfront, 914 Mokulua Drive offers direct access to white sand with 75 linear feet of ocean frontage, bordered by naupaka fo...

  • 3 Beds
  • 5 Baths
  • 202618112 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 29 DOM
1342 Mokolea Drive, Kailua image
1342 Mokolea Drive, Kailua $3,490,000

Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath h...

  • 5 Beds
  • 3 Baths
  • 202617667 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 34 DOM
958 Mokulua Drive, Kailua image
958 Mokulua Drive, Kailua $15,250,000

This exceptional Lanikai beachfront estate features over half an acre of land extending from the street directly to the sand and ocean. Unlike many of the neighboring pro...

  • 5 Beds
  • 5 Baths
  • 202609183 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 36 DOM
839 Oneawa Street, Kailua image
839 Oneawa Street, Kailua $1,590,000

“I Love Kailua” - Experience the ultimate Hawaii lifestyle in a town famous for world-renowned beaches, vibrant open markets, abundant eateries, and boutique shopping, a...

  • 6 Beds
  • 3 Baths
  • 202617350 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 37 DOM
1322 Ulupuni Street, Kailua image
1322 Ulupuni Street, Kailua $1,249,000 ▼

PRICE IMPROVEMENT!!! Have you been searching for your forever home to raise a young family and build lasting memories? Or maybe looking for a home to age-in-place? Look ...

  • 3 Beds
  • 2 Baths
  • 202617723 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 39 DOM
1536 Kina Street, Kailua image
1536 Kina Street, Kailua $1,449,000 ▼

Welcome to 1536 Kina Street — a rare opportunity to own a generously sized 5-bedroom, 2-bath single-family home in the heart of Kailua. Nestled in a great neighborhood, t...

  • 5 Beds
  • 2 Baths
  • 202617232 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
650 Oneawa Street, Kailua image
650 Oneawa Street, Kailua $1,600,000 ▼

More Aloha, A Lot More Possibility! Short Sale and potential 5.75% VA Assumable for any buyer! Welcome to this thoughtfully renovated 6+bedroom, 3-bath home offering appr...

  • 6 Beds
  • 3 Baths
  • 202617501 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
1010 Koohoo Place, Kailua image
1010 Koohoo Place, Kailua $3,999,000

Panoramic turquoise ocean views set the stage for this exceptional Lanikai hillside property. Perched high enough to capture refreshing trade winds and breathtaking vista...

  • 5 Beds
  • 4 Baths
  • 202612764 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
676 Mokapu Road, Kailua image
676 Mokapu Road, Kailua $2,999,000

Live the Kailua lifestyle at 676 Mokapu—where beach days, poolside evenings & flexible island living come together in one exceptional 5BR/4BA home plus a bonus private-en...

  • 5 Beds
  • 4 Baths
  • 202617659 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
1447 Onioni Street, Kailua image
1447 Onioni Street, Kailua $1,875,000

Tucked into Keolu Hills, this highly upgraded home feels like a private retreat, positioned to capture cooling trade winds and beautiful mountain and ocean views. Offerin...

  • 4 Beds
  • 2 Baths
  • 202617566 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 41 DOM
56 Namala Place, Kailua image
56 Namala Place, Kailua $4,859,999

This elegant two-story 6 bedroom and 4 bathroom home blends functional layout with a distinct tropical Hawaiian aesthetic. The expansive main floor includes two living ar...

  • 6 Beds
  • 4 Baths
  • 202617181 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
426 Keaniani Street, Kailua image
426 Keaniani Street, Kailua $1,769,000

Enjoy the Kailua lifestyle in Coconut Grove with a LEGAL Ohana unit w/ Separate Electrical Meter, 37 PV Solar Panels + 3 Batteries, and attractive Assumable Loan terms fo...

  • 4 Beds
  • 3 Baths
  • 202617440 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 41 DOM
865 N Kalaheo Avenue, Kailua image
865 N Kalaheo Avenue, Kailua $4,900,000

This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direc...

  • 11 Beds
  • 8 Baths
  • 202616094 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
1166 Akuila Place, Kailua image
1166 Akuila Place, Kailua $2,250,000

Modern Kailua living meets a peaceful natural setting in Enchanted Lake! This beautifully renovated 3-bedroom, 2-bath home features soaring ceilings and an open layout th...

  • 3 Beds
  • 2 Baths
  • 202617425 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
320 Oneawa Street, Kailua image
320 Oneawa Street, Kailua $1,239,000 ▼

PRICE IMPROVEMENT + $25,000 SELLER CREDIT! Discover this charming 3-bedroom, 1-bath single-family home in Kailua's desirable Coconut Grove neighborhood! Situated on a spa...

  • 3 Beds
  • 1 Baths
  • 202616190 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
156C N Kalaheo Avenue, Kailua image
156C N Kalaheo Avenue, Kailua $2,550,000 ▼

WHAT WOULD IT TAKE TO MAKE THIS YOURS? Now offered at $2,550,000, this versatile Beachside property presents an exciting opportunity just three homes from Kailua Beach! ...

  • 4 Beds
  • 3 Baths
  • 202617316 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 42 DOM
161 Kuuhoa Place, Kailua image
161 Kuuhoa Place, Kailua $3,350,000 ▼

Welcome to a rare opportunity in coveted Kuulei Tract, where the best of Kailua living comes together on an expansive 12,000+ square foot lot just a short walk from Kailu...

  • 3 Beds
  • 4 Baths
  • 202617433 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 45 DOM
526 Ulumawao Street, Kailua image
526 Ulumawao Street, Kailua $1,525,000 ▼

$100,000 Price Improvement. Incredible Value and Best Buy on the Market. This highly desirable, single story, 4 bedroom, 2 bath home is located in the beautiful neighbo...

  • 4 Beds
  • 2 Baths
  • 202617085 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 51 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 53 DOM
151 Alala Road, Kailua image
151 Alala Road, Kailua $2,625,000

Live that Kailua lifestyle! Single-level, classic Hawaii-style home, only steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See th...

  • 5 Beds
  • 3 Baths
  • 202616563 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 54 DOM
50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $2,800,000

See this single-level beachside residence. First time on the market. Classic Kamaaina redwood mid century style with private pool. Move-in ready with the opportunity to m...

  • 4 Beds
  • 2 Baths
  • 202616703 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 56 DOM
453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,539,500 ▼

MAJOR PRICE REDUCTION & EXTRAORDINARY VALUE!! E komo mai to this charming pool home in one of Kailua's most sought after neighborhoods, with less than a mile walk to beau...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 60 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.

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