Real Estate Investment Properties for Sale in Kailua, HI
Looking for investment property in Kailua, HI with high ROI ?
Explore a variety of short-term homes & houses in Kailua, HI. Invest wisely with VRBO & Kailua, HI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Kailua, HI
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
851 Aalapapa DriveKailua, HIThis stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the ... |
4 beds | 4 baths | 2,919 sq.ft. |
$4,350,000 |
Airbnb cash on cash: N/A
|
610 Milokai StreetKailua, HIThis architecturally striking home is nestled in the serene Kaimalino Neighborhood, situat... |
4 beds | 2 baths | 2,515 sq.ft. |
$3,155,000 |
Airbnb cash on cash: N/A
|
614 Ululani StreetKailua, HIWelcome to 614 Ululani Street, an exceptional gem, rarely available & highly sought-after ... |
3 beds | 2 baths | 1,164 sq.ft. |
$1,460,000 |
Airbnb cash on cash: N/A
|
1110 Ilikala PlaceKailua, HIYour dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with acc... |
3 beds | 3 baths | 3,291 sq.ft. |
$4,250,000 |
Airbnb cash on cash: N/A
|
536 Olomana StreetKailua, HIBEAUTIFULLY RENOVATED in 2022 and tucked into one of Kailua's most beloved neighborhoods, ... |
3 beds | 2 baths | 1,301 sq.ft. |
$1,449,000 |
Airbnb cash on cash: N/A
|
1307 Noninui PlaceKailua, HIAmazing New Price! Light & airy! You will love this large spacious 4-bedroom, 2.5-bathroom... |
4 beds | 3 baths | 2,313 sq.ft. |
$1,925,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street unit: 811Kailua, HIHUGE $60K+ PRICE DEDUCTION! Discover island living at its finest in this spacious 3 bedroo... |
3 beds | 2 baths | 1,229 sq.ft. |
$899,000 |
Airbnb cash on cash: N/A
|
846 Mokulua DriveKailua, HIFabulous Waterfront Estate in Lanikai!! A tropical serene oasis where you can entertain wi... |
5 beds | 4 baths | 4,612 sq.ft. |
$7,888,000 |
Airbnb cash on cash: N/A
|
599 Keolu Drive unit: BKailua, HICourt ordered sale. Under Contract. No longer available for showings at this time to facil... |
3 beds | 3 baths | 1,380 sq.ft. |
$899,000 |
Airbnb cash on cash: N/A
|
1015 Aoloa Place unit: 437Kailua, HIBright and Airy! Top floor end unit with a garden view! Two lanais, cathedral ceilings, an... |
2 beds | 2 baths | 944 sq.ft. |
$650,000 |
Airbnb cash on cash: 0%
|
223 Lanipo DriveKailua, HIExperience elevated island living in this fully renovated Lanikai retreat where luxury, pr... |
4 beds | 4 baths | 2,667 sq.ft. |
$4,300,000 |
Airbnb cash on cash: N/A
|
1319 Mokulua DriveKailua, HISteps from the ocean, this stunning island retreat offers the perfect blend of luxury, com... |
4 beds | 5 baths | 3,908 sq.ft. |
$4,995,000 |
Airbnb cash on cash: N/A
|
338 Manono Street unit: BKailua, HIKailua Fixer Upper in Coconut Grove with Desirable Large Lot at End of Lane! Massive Oppor... |
2 beds | 1 baths | 843 sq.ft. |
$1,125,000 |
Airbnb cash on cash: 0.49%
|
1456 Mokulua DriveKailua, HIImagine waking to the soothing rhythm of waves, stepping onto your private lanai, and gazi... |
3 beds | 4 baths | 2,141 sq.ft. |
$7,800,000 |
Airbnb cash on cash: N/A
|
29 Alala Road unit: 0Kailua, HIYour gateway to turquoise waters, soft white sand, and the quintessential island lifestyle... |
2 beds | 2 baths | 636 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 0.14%
|
889 Akumu StreetKailua, HITastefully renovated and move-in ready, this spacious 5-bedroom, 4-bath Enchanted Lake hom... |
5 beds | 4 baths | 3,073 sq.ft. |
$2,168,000 |
Airbnb cash on cash: N/A
|
3182 Kuau Street unit: 702Kailua, HIWelcome to Aikahi Gardens, a desirable community less than a mile from the beach and close... |
2 beds | 2 baths | 1,048 sq.ft. |
$775,000 |
Airbnb cash on cash: 0.1%
|
676 Mokapu RoadKailua, HIBEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathro... |
5 beds | 4 baths | 3,962 sq.ft. |
$3,288,000 |
Airbnb cash on cash: N/A
|
149A Haokea DriveKailua, HIIncredible location near the beach in Lanikai! Tucked away with plenty of privacy, a cute ... |
4 beds | 3 baths | 2,002 sq.ft. |
$2,980,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street unit: 1512Kailua, HIExperience sophisticated island living in this stunning Windward Passage condo, in the hea... |
3 beds | 2 baths | 1,244 sq.ft. |
$975,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street unit: 709Kailua, HIOn the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing ... |
2 beds | 2 baths | 956 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.36%
|
1015 Aoloa Place unit: 217Kailua, HINEW LISTING!! Discover island living in this beautifully maintained 2 bdrm/2 bath condo at... |
2 beds | 2 baths | 959 sq.ft. |
$720,000 |
Airbnb cash on cash: -0.26%
|
1015 Aoloa Place unit: 247Kailua, HIExperience the best of Kailua living! This beautifully updated 959 sq ft unit offers a mod... |
2 beds | 2 baths | 959 sq.ft. |
$719,000 |
Airbnb cash on cash: -0.2%
|
14 Aulike Street unit: 904Kailua, HIDiscover a premier opportunity to own one of the few condos in Kailua Town offering true 1... |
2 beds | 2 baths | 861 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.21%
|
1386 Nanialii StreetKailua, HIThis beautiful home provides the perfect blend of Security, Privacy & TONS of space!! The ... |
4 beds | 3 baths | 3,459 sq.ft. |
$2,345,000 |
Airbnb cash on cash: N/A
|
32 Pilipu Place unit: AKailua, HIWelcome to your beachside paradise-just one lot from the ocean and directly next to the be... |
4 beds | 2 baths | 2,970 sq.ft. |
$3,600,000 |
Airbnb cash on cash: N/A
|
592 Kaimalino StreetKailua, HIRarely available OCEANFRONT gem in the prestigious KAIMALINO neighborhood in Kailua offeri... |
4 beds | 3 baths | 1,517 sq.ft. |
$3,495,000 |
Airbnb cash on cash: N/A
|
638 Keolu DriveKailua, HICompletely ready to move right in! Brand new gorgeous plank ceramic tile floors throughout... |
5 beds | 3 baths | 2,067 sq.ft. |
$2,100,000 |
Airbnb cash on cash: N/A
|
110 N Kalaheo Avenue unit: AKailua, HITucked along a quiet lane in coveted Beachside Kalaheo, this LEED Gold-certified residence... |
5 beds | 4 baths | 3,329 sq.ft. |
$4,850,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Kailua, HI
There are 62 properties for sale in the city of Kailua . The median list price in Kailua is $1,572,500 and the average price per square foot is $850. In April 2026, the average monthly cash on cash return in Kailua is 1.00%. The average monthly rental income in Kailua is $3,918.