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322 Aoloa Street Unit 709, Kailua — Windward Passage $699,000

On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Updated kitchen ap...

2 Beds
2 Baths
202528439 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
217 DOM
ACTIVE Status

851 Aalapapa Drive, Kailua $4,250,000 ▼

This stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the gorgeous community of Lanikai. Do not miss the opportunity to reside in this imp...

4 Beds
4 Baths
202527969 MLS
FS - Fee Simple Tenure
233 DOM
ACTIVE UNDER CONTRACT Status

1386 Nanialii Street, Kailua $2,099,000 ▼

The BEST Value in Kailua at just over $600/sq ft for this custom built, move in ready home!!! If Security, Privacy & TONS of Space are important to you, this is a Must S...

4 Beds
3 Baths
202525463 MLS
FS - Fee Simple Tenure
124 DOM
ACTIVE Status

1459 Akamai Street, Kailua $1,488,000

Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This...

4 Beds
3 Baths
202525520 MLS
FS - Fee Simple Tenure
259 DOM
ACTIVE UNDER CONTRACT Status

223 Lanipo Drive, Kailua $4,300,000 ▼

Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just two blocks from a se...

4 Beds
4 Baths
202525307 MLS
FS - Fee Simple Tenure
265 DOM
ACTIVE Status

676 Mokapu Road, Kailua $3,098,000 ▼

BEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versatile living options with possible seperate entrances, 3 bed...

5 Beds
4 Baths
202522041 MLS
FS - Fee Simple Tenure
293 DOM
ACTIVE Status

3182 Kuau Street Unit 702, Kailua — Aikahi Gardens $810,000 ▲

SELLER WILL RELEASE VA ELIGIBILITY FOR VA ASSUMABLE LOAN! VA Loan at 2.5% with a monthly mortgage of $2,748!! Remaining balance is $502,000. Welcome to Aikahi Gardens, a ...

2 Beds
2 Baths
202521443 MLS
FS - Fee Simple Tenure
Aikahi Gardens Bldg.
307 DOM
ACTIVE UNDER CONTRACT Status

572C N Kalaheo Avenue, Kailua $18,880,000

Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in ...

12 Beds
16 Baths
202520168 MLS
FS - Fee Simple Tenure
325 DOM
ACTIVE Status

29 Alala Road, Kailua $1,495,000

Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kai...

2 Beds
2 Baths
202519242 MLS
FS - Fee Simple Tenure
332 DOM
ACTIVE UNDER CONTRACT Status

1233 Keolu Drive, Kailua $1,450,000 ▼

Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a ...

5 Beds
3 Baths
202519336 MLS
FS - Fee Simple Tenure
334 DOM
ACTIVE Status

322 Aoloa Street Unit 208, Kailua — Windward Passage $469,999 ▼

Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath...

1 Beds
1 Baths
202513528 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
425 DOM
ACTIVE Status

54 Maluniu Avenue, Kailua $5,388,000 ▼

PRICE REDUCTION! 5.5% cap rate on current income! This exceptional property offers 10 apartment units and 2 ground floor retail units in prestigious Kailua. The buildin...

202510044 MLS
FS - Fee Simple Tenure
475 DOM
ACTIVE Status

42-311 Old Kalanianaole Road, Kailua image

42-311 Old Kalanianaole Road, Kailua $1,799,000 ▼

Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural be...

202507960 MLS
FS - Fee Simple Tenure
483 DOM
ACTIVE Status

508 N Kalaheo Avenue, Kailua $50,000,000

Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With ...

12 Beds
15 Baths
202327941 MLS
FS - Fee Simple Tenure
962 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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