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 |
|---|---|---|---|
245 Hualani Street unit: B #BKailua, HITwo blocks from the sandy beach! 4-bedroom 3.5 bath w/ attached garage. Approx. 2596 sf. i... |
4 beds | 4 baths | 1,961 sq.ft. |
$1,640,000 |
Airbnb cash on cash: N/A
|
245 Hualani Street unit: A #AKailua, HIPrice Reduced. Cozy 4-bedroom 3 bath + DEN. Well cared for home with approx. 1961 sf inter... |
4 beds | 2 baths | 1,496 sq.ft. |
$1,340,000 |
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. |
$3,225,000 |
Airbnb cash on cash: N/A
|
926 Aalapapa DriveKailua, HIJust one block from iconic Lanikai Beach, this 2025 fully remodeled luxury retreat pairs t... |
3 beds | 4 baths | 1,988 sq.ft. |
$4,500,000 |
Airbnb cash on cash: N/A
|
1307 Noninui PlaceKailua, HILight & airy! You will love this large spacious 4-bedroom, 2.5-bathroom home and appreciat... |
4 beds | 3 baths | 2,313 sq.ft. |
$1,995,000 |
Airbnb cash on cash: N/A
|
114 Kaelepulu DriveKailua, HIThis beautifully remodeled 5-bedroom, 3-bathroom home is a rare find, just 2 houses from t... |
5 beds | 3 baths | 2,346 sq.ft. |
$4,600,000 |
Airbnb cash on cash: N/A
|
725 Kihapai Place unit: B1 #B1Kailua, HIA rare gem nestled in the heart of Kailua's Coconut Grove neighborhood! This charming 2-be... |
2 beds | 1 baths | 520 sq.ft. |
$505,000 |
Airbnb cash on cash: 2.6%
|
599 Keolu Drive unit: B #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: 437 #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: 1.65%
|
223 Lanipo DriveKailua, HIExperience elevated island living in this fully renovated Lanikai retreat where luxury, pr... |
4 beds | 4 baths | 2,667 sq.ft. |
$4,585,000 |
Airbnb cash on cash: N/A
|
1319 Mokulua DriveKailua, HI"Recent Price Improvement" Steps from the ocean, this stunning island retreat offers the p... |
4 beds | 5 baths | 3,908 sq.ft. |
$5,599,000 |
Airbnb cash on cash: N/A
|
338 Manono Street unit: B #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. |
$8,500,000 |
Airbnb cash on cash: N/A
|
1227 Mowai StreetKailua, HINestled in the highly sought-after Keolu Hills, this vintage 2-bedroom, 1.5 bathroom home ... |
2 beds | 2 baths | 969 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.58%
|
1193 Kika PlaceKailua, HILocated in the highly desirable neighborhood of Maunawili, this beautifully remodeled home... |
4 beds | 3 baths | 2,632 sq.ft. |
$1,995,000 |
Airbnb cash on cash: N/A
|
101 Kailuana PlaceKailua, HIKailua Beachside Living at 101 Kailuana unlocks the Lifestyle you've been dreaming of! Rar... |
4 beds | 3 baths | 2,136 sq.ft. |
$3,600,000 |
Airbnb cash on cash: N/A
|
29 Alala Road unit: 0 #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%
|
810 N Kalaheo Avenue unit: F #FKailua, HISituated only 4 homes off of Kailua Beach on a private lane this exquisite sanctuary await... |
4 beds | 3 baths | 2,873 sq.ft. |
$3,900,000 |
Airbnb cash on cash: N/A
|
137 Oko Street unit: 901 #901Kailua, HIGreat corner unit in Aikahi Gardens now available! Aikahi Gardens is a complex convenientl... |
3 beds | 2 baths | 1,307 sq.ft. |
$840,000 |
Airbnb cash on cash: N/A
|
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. |
$2,249,999 |
Airbnb cash on cash: N/A
|
676 Mokapu RoadKailua, HIPrestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versat... |
5 beds | 4 baths | 3,962 sq.ft. |
$3,489,000 |
Airbnb cash on cash: N/A
|
358 Kaelepulu Drive unit: 702 #702Kailua, HIDiscover the ultimate island retreat at the prestigious Complex Bluestone, nestled in the ... |
3 beds | 3 baths | 1,821 sq.ft. |
$1,445,000 |
Airbnb cash on cash: N/A
|
409 Wanaao RoadKailua, HIExperience the Best of Kailua Living in this beautifully upgraded 4-bed/3.5 bath home feat... |
4 beds | 4 baths | 2,483 sq.ft. |
$2,499,000 |
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. |
$3,300,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street unit: 1512 #1512Kailua, HIExperience sophisticated island living in this stunning Windward Passage condo, in the hea... |
3 beds | 2 baths | 1,244 sq.ft. |
$998,000 |
Airbnb cash on cash: N/A
|
1459 Akamai StreetKailua, HITucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3... |
4 beds | 3 baths | 2,062 sq.ft. |
$1,488,000 |
Airbnb cash on cash: N/A
|
1159 Loho StreetKailua, HIBeautifully fully renovated inside and out, this move-in ready home offers exceptional fle... |
5 beds | 3 baths | 2,099 sq.ft. |
$1,698,000 |
Airbnb cash on cash: N/A
|
244 Kihapai Street unit: A #AKailua, HIBrand new construction in Kailua's Coconut Grove neighborhood! This 2-story, 5-bedroom, 3-... |
5 beds | 3 baths | 3,157 sq.ft. |
$2,200,000 |
Airbnb cash on cash: N/A
|
1015 Aoloa Place unit: 243 #243Kailua, HIThe Best of Kailua Living! This thoughtfully upgraded unit w/2-bed, 2-bath & 2 covered pkg... |
2 beds | 2 baths | 959 sq.ft. |
$765,000 |
Airbnb cash on cash: 1.38%
|
355 Aoloa Street unit: L202 #L202Kailua, HIWelcome to Hokulani in Kailua- in the heart of one of Oahu's most coveted beach communitie... |
2 beds | 2 baths | 814 sq.ft. |
$700,000 |
Airbnb cash on cash: 1.54%
|
14 Aulike Street unit: 306 #306Kailua, HIHave you been looking to live in the highly desirable Kailua Town that provides a relaxed,... |
2 beds | 2 baths | 990 sq.ft. |
$575,000 |
Airbnb cash on cash: 2.14%
|
445 Kawailoa Road unit: 5 #5Kailua, HIThe Windsurfer at Kalilua Beach Park is one of the more exclusive locations in Kailua, as ... |
2 beds | 3 baths | 1,248 sq.ft. |
$1,350,000 |
Airbnb cash on cash: -0.24%
|
385G Kaelepulu Drive unit: 1207 #1207Kailua, HIWelcome to Bluestone: Live the ultimate Kailua lifestyle! Discover this exquisite, light-f... |
3 beds | 3 baths | 1,821 sq.ft. |
$1,650,000 |
Airbnb cash on cash: N/A
|
368 Keolu DriveKailua, HIWelcome to 368 Keolu Drive, a spacious 5-bedroom, 3-bath home in the heart of Kailua offer... |
5 beds | 3 baths | 1,784 sq.ft. |
$1,375,000 |
Airbnb cash on cash: N/A
|
1202 Lola WayKailua, HIDiscover a rare opportunity in the quiet Maunawili community, tucked against the majestic ... |
3 beds | 2 baths | 2,801 sq.ft. |
$1,900,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Kailua, HI
There are 35 properties for sale in the city of Kailua . The median list price in Kailua is $1,650,000 and the average price per square foot is $851. In December 2025, the average monthly cash on cash return in Kailua is 1.00%. The average monthly rental income in Kailua is $4,644.