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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
1 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
3 DOM
ACTIVE Status

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
4 DOM
ACTIVE Status

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
7 DOM
ACTIVE Status

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
10 DOM
ACTIVE Status

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
13 DOM
ACTIVE Status

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
15 DOM
ACTIVE Status

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
16 DOM
ACTIVE Status

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
18 DOM
ACTIVE UNDER CONTRACT Status

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
18 DOM
ACTIVE Status

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
21 DOM
ACTIVE Status

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
22 DOM
ACTIVE Status

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
23 DOM
ACTIVE Status

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
25 DOM
ACTIVE UNDER CONTRACT Status

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
28 DOM
ACTIVE UNDER CONTRACT Status

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
31 DOM
ACTIVE Status

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
31 DOM
ACTIVE Status

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
31 DOM
ACTIVE Status

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
32 DOM
ACTIVE Status

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
32 DOM
ACTIVE Status

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
32 DOM
PENDING Status

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
33 DOM
ACTIVE UNDER CONTRACT Status

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
36 DOM
ACTIVE UNDER CONTRACT Status

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
38 DOM
ACTIVE Status

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
38 DOM
ACTIVE Status

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
38 DOM
ACTIVE UNDER CONTRACT Status

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
39 DOM
ACTIVE Status

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
40 DOM
ACTIVE Status

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
42 DOM
ACTIVE UNDER CONTRACT Status

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
43 DOM
ACTIVE Status

443 Maluniu Avenue, Kailua $1,598,000

Back on the market and better than before! This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama...

5 Beds
3 Baths
202613151 MLS
FS - Fee Simple Tenure
44 DOM
ACTIVE Status

903 Alahaki Street, Kailua $1,580,000

NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer s...

3 Beds
2 Baths
202612434 MLS
FS - Fee Simple Tenure
44 DOM
ACTIVE UNDER CONTRACT Status

1225 Ulupii Street, Kailua $1,600,000

Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living spa...

9 Beds
4 Baths
202615061 MLS
FS - Fee Simple Tenure
45 DOM
ACTIVE UNDER CONTRACT Status

739 Kahoa Drive, Kailua $1,050,000 ▼

50K PRICE REDUCTION AND READY FOR A BUYER!!! DON'T MISS THIS OPPORTUNITY. Cute Cottage with a fenced in yard that is freshly painted and move in ready. Numerous upgrades ...

2 Beds
1 Baths
202614602 MLS
FS - Fee Simple Tenure
45 DOM
ACTIVE Status

139 Hauoli Street, Kailua $2,398,000 ▼

None

3 Beds
2 Baths
202615055 MLS
FS - Fee Simple Tenure
45 DOM
ACTIVE Status

1036 Mokulua Drive, Kailua $5,798,000

Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-sty...

4 Beds
4 Baths
202614113 MLS
FS - Fee Simple Tenure
45 DOM
ACTIVE Status

1458 Uluhala Place, Kailua $1,725,000 ▼

Nestled in the established Kailua neighborhood of Olomana, this spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and can generate rental...

5 Beds
3 Baths
202614738 MLS
FS - Fee Simple Tenure
47 DOM
ACTIVE Status

743 Akumu Street, Kailua $1,849,000 ▼

Price reduction! Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in th...

3 Beds
3 Baths
202614109 MLS
FS - Fee Simple Tenure
47 DOM
ACTIVE Status

970 Apokula Place, Kailua $1,680,000 ▼

Total Price reduction of $300,000! Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away o...

5 Beds
3 Baths
202610133 MLS
FS - Fee Simple Tenure
51 DOM
ACTIVE Status

75 Kihapai Street Unit 5, Kailua — 75 Kihapai $399,500

Welcome home! Conveniently located one bedroom, one bath condo walking distance to Kailua town's shops and restaurants, and a few minutes bike ride or drive to beautiful ...

1 Beds
1 Baths
202614348 MLS
FS - Fee Simple Tenure
75 Kihapai Bldg.
54 DOM
ACTIVE Status

621 Palawiki Street, Kailua $1,480,000 ▼

New Price, Same Amazing Location! This price improvement creates an exceptional opportunity to own a home in Enchanted Lake Estate. Move-in ready Kailua living in desira...

3 Beds
2 Baths
202614243 MLS
FS - Fee Simple Tenure
53 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.

Kailua Historical Real Estate

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