Browse All Kailua HI Above $1M Properties for Sale

1322 Ulupuni Street, Kailua image
1322 Ulupuni Street, Kailua $1,295,000

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 no further! Welcome ...

  • 3 Beds
  • 2 Baths
  • 202617723 MLS
  • FS - Fee Simple Tenure
  • 2 DOM
  • ACTIVE Status
118 Kaiolena Drive, Kailua image
118 Kaiolena Drive, Kailua $3,200,000

Embrace the ultimate coastal lifestyle in Oahu’s premier beachside enclave. Situated just two houses back from the powder-soft sands and clear turquoise waters of world-r...

  • 202617739 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
1536 Kina Street, Kailua image
1536 Kina Street, Kailua $1,499,000

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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
650 Oneawa Street, Kailua image
650 Oneawa Street, Kailua $1,825,000

More Aloha, A Lot More Possibility! Welcome to this thoughtfully renovated 6+bedroom, 3-bath home offering approximately 2,100 SF of versatile living space. Currently arr...

  • 6 Beds
  • 3 Baths
  • 202617501 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
1320C Kamahele Street Unit 2302, Kailua image
1320C Kamahele Street Unit 2302, Kailua — Bluestone $1,586,800

Welcome to Bluestone – 53 beautiful acres of gated hillside overlooking Kailua! Picture yourself sipping your morning coffee or dining in the evening on your lanai while ...

  • 3 Beds
  • 3 Baths
  • 202617647 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 4 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
322 Aoloa Street Unit 1601, Kailua image
322 Aoloa Street Unit 1601, Kailua — Windward Passage $1,385,000

Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Ori...

  • 3 Beds
  • 2 Baths
  • 202617370 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 4 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
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...

  • 202616097 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
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
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
320 Oneawa Street, Kailua image
320 Oneawa Street, Kailua $1,250,000

Welcome home to Coconut Grove, one of Kailua’s most beloved neighborhoods! This well-maintained 3-bedroom, 1-bath single-family home sits on a very spacious lot, no HOA, ...

  • 3 Beds
  • 1 Baths
  • 202616190 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
  • ACTIVE Status
156C N Kalaheo Avenue, Kailua image
156C N Kalaheo Avenue, Kailua $2,785,000

Just three homes from Kailua Beach. This is exactly the kind of location most people only dream about. Morning walks on the sand, an afternoon swim, paddle before sunset....

  • 4 Beds
  • 3 Baths
  • 202617316 MLS
  • FS - Fee Simple Tenure
  • 5 DOM
  • ACTIVE Status
161 Kuuhoa Place, Kailua image
161 Kuuhoa Place, Kailua $3,450,000

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
  • FS - Fee Simple Tenure
  • 8 DOM
  • ACTIVE Status
1253 Nanawale Way, Kailua image
1253 Nanawale Way, Kailua $1,825,000

Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible lay...

  • 6 Beds
  • 4 Baths
  • 202617417 MLS
  • FS - Fee Simple Tenure
  • 9 DOM
  • ACTIVE Status
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
  • 11 DOM
  • ACTIVE Status
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
  • 14 DOM
  • ACTIVE Status
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
  • 16 DOM
  • ACTIVE Status
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.
  • 19 DOM
  • ACTIVE Status
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
  • 17 DOM
  • ACTIVE Status
324D Olomana Street, Kailua image
324D Olomana Street, 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
  • 19 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 19 DOM
  • ACTIVE Status
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
  • 22 DOM
  • ACTIVE Status
453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,650,000

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! Located on a quiet street in th...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • FS - Fee Simple Tenure
  • 23 DOM
  • ACTIVE Status
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
  • 24 DOM
  • ACTIVE Status
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
  • 26 DOM
  • ACTIVE UNDER CONTRACT Status
1188 Akuila Place, Kailua image
1188 Akuila Place, Kailua $2,000,000

A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly mai...

  • 4 Beds
  • 2 Baths
  • 202615608 MLS
  • FS - Fee Simple Tenure
  • 26 DOM
  • ACTIVE Status
118 Kailuana Place, Kailua image
118 Kailuana Place, Kailua $4,000,000

Rare canal-front living with Kailua's coveted Kainalu Park, just moments from private gated access to world-famous Kailua Beach. Enjoy the best of island living with an o...

  • 4 Beds
  • 3 Baths
  • 202614566 MLS
  • FS - Fee Simple Tenure
  • 29 DOM
  • ACTIVE UNDER CONTRACT Status
1031 Lunaai Place, Kailua image
1031 Lunaai Place, Kailua $2,199,000

Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original o...

  • 202615925 MLS
  • FS - Fee Simple Tenure
  • 32 DOM
  • ACTIVE Status
558 Ulumu Street, Kailua image
558 Ulumu Street, Kailua $1,699,000

Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featurin...

  • 4 Beds
  • 2 Baths
  • 202615259 MLS
  • FS - Fee Simple Tenure
  • 32 DOM
  • ACTIVE Status
138 Kailuana Place, Kailua image
138 Kailuana Place, Kailua $3,050,000 ▲

Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create ...

  • 3 Beds
  • 3 Baths
  • 202615416 MLS
  • FS - Fee Simple Tenure
  • 32 DOM
  • ACTIVE Status
248 Pauahilani Place, Kailua image
248 Pauahilani Place, Kailua $3,085,000 ▼

Opportunities to own in Country Club Knolls don’t come around often, and this stunning 5-bedroom, 4-bathroom residence shows exactly why this neighborhood is so highly co...

  • 5 Beds
  • 4 Baths
  • 202615511 MLS
  • FS - Fee Simple Tenure
  • 33 DOM
  • ACTIVE Status
614 Ululani Street, Kailua image
614 Ululani Street, Kailua $1,295,000

Charming single-level home in Kailua’s desirable Olomana neighborhood. Situated on a spacious 7,980-square-foot lot, this three-bedroom residence offers a bright, open la...

  • 3 Beds
  • 2 Baths
  • 202615096 MLS
  • FS - Fee Simple Tenure
  • 33 DOM
  • ACTIVE Status
117 Kailuana Place, Kailua image
117 Kailuana Place, Kailua $3,300,000

First time on the market in over 50 years! Discover the rare opportunity to own a 2,396 sq ft Kailua Beachside home in the highly desirable Kailuana Place neighborhood. B...

  • 4 Beds
  • 3 Baths
  • 202615672 MLS
  • FS - Fee Simple Tenure
  • 33 DOM
  • PENDING Status
445 Keolu Drive, Kailua image
445 Keolu Drive, Kailua $2,199,000 ▼

Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open o...

  • 3 Beds
  • 3 Baths
  • 202615714 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
  • ACTIVE Status
1076 Maunawili Road, Kailua image
1076 Maunawili Road, Kailua $1,298,000

**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, m...

  • 3 Beds
  • 2 Baths
  • 202615576 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
  • ACTIVE UNDER CONTRACT Status
219 S Kalaheo Avenue, Kailua image
219 S Kalaheo Avenue, Kailua $2,250,000

An incredible opportunity in one of Kailua’s most sought-after locations, just moments from Kailua Beach and minutes from Kailua Town. Set on an expansive 12,773 sq. ft. ...

  • 4 Beds
  • 3 Baths
  • 202615759 MLS
  • FS - Fee Simple Tenure
  • 37 DOM
  • ACTIVE UNDER CONTRACT Status
701 Kihapai Street, Kailua image
701 Kihapai Street, Kailua $1,775,000

Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines m...

  • 3 Beds
  • 2 Baths
  • 202611826 MLS
  • FS - Fee Simple Tenure
  • 39 DOM
  • ACTIVE Status
1247 Ulupalakua Street, Kailua image
1247 Ulupalakua Street, Kailua $1,700,000 ▼

Seriously spacious rare single-story multigenerational home in Kailua’s Pohakupu community offering 6 bedrooms, 5 bathrooms, and a flexible floor plan with plenty of room...

  • 6 Beds
  • 5 Baths
  • 202614426 MLS
  • FS - Fee Simple Tenure
  • 39 DOM
  • ACTIVE Status
1503 Kupau Street, Kailua image
1503 Kupau Street, Kailua $1,288,000

Enjoy the cool trade wind breezes on the top of Keolu Hills. Single level home with 3 bedrooms, 2 baths and a den or additional office space. A fenced yard with a water s...

  • 3 Beds
  • 2 Baths
  • 202615339 MLS
  • FS - Fee Simple Tenure
  • 39 DOM
  • ACTIVE UNDER CONTRACT Status
110 N Kalaheo Avenue Unit B, Kailua image
110 N Kalaheo Avenue Unit B, Kailua $3,995,000

Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A pri...

  • 4 Beds
  • 3 Baths
  • 202615408 MLS
  • FS - Fee Simple Tenure
  • 40 DOM
  • ACTIVE Status
1096 Liku Street, Kailua image
1096 Liku Street, Kailua $1,235,000 ▼

Versatile and inviting, this property offers a spacious open floor plan, wet bar hookup, and a level, enclosed yard, ideal for everyday living and entertaining. The overs...

  • 3 Beds
  • 1 Baths
  • 202615389 MLS
  • FS - Fee Simple Tenure
  • 40 DOM
  • ACTIVE Status
348-C Kaelepulu Drive Unit 603, Kailua image
348-C Kaelepulu Drive Unit 603, Kailua — Bluestone $1,485,000

Welcome to an exceptional residence in the prestigious gated community of Bluestone, where sophisticated design, privacy and the best of Kailua living come together. Comp...

  • 2 Beds
  • 3 Baths
  • 202615337 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 40 DOM
  • ACTIVE UNDER CONTRACT Status
823 Halula Place, Kailua image
823 Halula Place, Kailua $2,099,000 ▼

Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes 4 bedrooms, 4 baths, and permitted addition with s...

  • 4 Beds
  • 4 Baths
  • 202615042 MLS
  • FS - Fee Simple Tenure
  • 41 DOM
  • ACTIVE Status
162 Kailuana Loop, Kailua image
162 Kailuana Loop, Kailua $2,790,000 ▼

Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away fro...

  • 4 Beds
  • 2 Baths
  • 202612669 MLS
  • FS - Fee Simple Tenure
  • 43 DOM
  • ACTIVE UNDER CONTRACT Status
1724 Akaakoa Street, Kailua image
1724 Akaakoa Street, Kailua $1,499,999

Welcome to this well-maintained, updated 3-bedroom, 2-bath single-family home tucked away on a peaceful cul-de-sac. Featuring approximately 1,692 sq ft of living space on...

  • 3 Beds
  • 2 Baths
  • 202615210 MLS
  • FS - Fee Simple Tenure
  • 42 DOM
  • ACTIVE UNDER CONTRACT Status
491 Kihapai Street, Kailua image
491 Kihapai Street, Kailua $1,295,000 ▼

Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates inclu...

  • 2 Beds
  • 1 Baths
  • 202615245 MLS
  • FS - Fee Simple Tenure
  • 44 DOM
  • ACTIVE Status

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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