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 |
|---|---|---|---|
1392 Nanialii StKailua, HITake in the gorgeous views of Kailua Bay and the ocean from your private lanai and living ... |
4 beds | 2 baths | 1,736 sq.ft. |
$1,650,000 |
Airbnb cash on cash: N/A
|
851 Aalapapa DrKailua, HIThis stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the ... |
4 beds | 3 baths | 2,919 sq.ft. |
$4,350,000 |
Airbnb cash on cash: N/A
|
610 Milokai StKailua, 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
|
749 Oneawa StKailua, HIAmazing value for Kailua! This fully renovated, charming 3-bed, 2-bath + office is private... |
3 beds | 2 baths | 1,466 sq.ft. |
$1,375,000 |
Airbnb cash on cash: N/A
|
437 Kailua Rd #6102Kailua, HI$25,000 Price improvement plus offering seller credits of up to $20,000 with acceptable of... |
2 beds | 2 baths | 1,138 sq.ft. |
$1,125,000 |
Airbnb cash on cash: -0.13%
|
1110 Ilikala PlKailua, HINEW LISTING!! Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui ... |
3 beds | 2 baths | 3,291 sq.ft. |
$4,500,000 |
Airbnb cash on cash: N/A
|
536 Olomana StKailua, 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 PlKailua, HIPrice Improvement! Light & airy! You will love this large spacious 4-bedroom, 2.5-bathroom... |
4 beds | 2 baths | 2,313 sq.ft. |
$1,965,000 |
Airbnb cash on cash: N/A
|
322 Aoloa St #811Kailua, HIDiscover island living at its finest in this spacious 3 bedroom unit which has been conver... |
3 beds | 2 baths | 1,229 sq.ft. |
$960,000 |
Airbnb cash on cash: N/A
|
133 Kahako St #AKailua, HIEnjoy a landscaped tropical oasis on the hillside in Kailua Bluffs. You will love the priv... |
3 beds | 1 baths | 948 sq.ft. |
$925,000 |
Airbnb cash on cash: N/A
|
846 Mokulua DrKailua, HIFabulous Waterfront Estate in Lanikai!! A tropical serene oasis where you can entertain wi... |
5 beds | 3 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 Pl #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 DrKailua, 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 DrKailua, HISteps from the ocean, this stunning island retreat offers the perfect blend of luxury, com... |
4 beds | 5 baths | 3,908 sq.ft. |
$5,100,000 |
Airbnb cash on cash: N/A
|
338 Manono St #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 DrKailua, 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
|
1193 Kika PlKailua, HILocated in the highly desirable neighborhood of Maunawili, this beautifully remodeled home... |
4 beds | 3 baths | 2,632 sq.ft. |
$1,858,000 |
Airbnb cash on cash: N/A
|
1586 Mokulua DrKailua, HIA charming jewel box on the bright blue waters of Lanikai - at the very end of the coveted... |
3 beds | 4 baths | 2,887 sq.ft. |
$12,500,000 |
Airbnb cash on cash: N/A
|
29 Alala RdKailua, 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%
|
137 Oko St #901Kailua, HIJUST REDUCED! Seller wants to sell! Great corner unit in Aikahi Gardens now available! Aik... |
3 beds | 2 baths | 1,307 sq.ft. |
$825,000 |
Airbnb cash on cash: N/A
|
889 Akumu StKailua, HITastefully renovated and move-in ready, this spacious 5-bedroom, 4-bath Enchanted Lake hom... |
5 beds | 4 baths | 3,073 sq.ft. |
$2,199,900 |
Airbnb cash on cash: N/A
|
3182 Kuau St #702Kailua, HIWelcome to Aikahi Gardens, a desirable community less than a mile from the beach and close... |
2 beds | 1 baths | 1,048 sq.ft. |
$775,000 |
Airbnb cash on cash: 0.1%
|
676 Mokapu RdKailua, HIPrestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versat... |
5 beds | 4 baths | 3,962 sq.ft. |
$3,288,000 |
Airbnb cash on cash: N/A
|
322 Aoloa St #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
|
368 Keolu DrKailua, 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. |
$1,260,000 |
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
|
322 Aoloa St #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 Pl #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%
|
42-100 Old Kalanianaole Rd #8Kailua, HI42-100 Old Kalanianaole Rd #8, Kailua, HI 96734 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$2,199,000 |
Airbnb cash on cash: -0.66%
|
333 Aoloa St #306Kailua, HITop floor! 3-bedroom, 2-bath, 2-parking unit at Gardenia Manor in Kailua. Newly painted in... |
3 beds | 2 baths | 1,118 sq.ft. |
$699,000 |
Airbnb cash on cash: N/A
|
1015 Aoloa Pl #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: -0.22%
|
14 Aulike St #904Kailua, HIDiscover a premier opportunity to own one of the few condos in Kailua Town offering true 1... |
2 beds | 1 baths | 861 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.21%
|
824 N Kalaheo Ave #AKailua, HI824 N Kalaheo Ave #A, Kailua, HI 96734 | Single Family Residential |
5 beds | 4 baths | 3,958 sq.ft. |
$2,995,000 |
Airbnb cash on cash: N/A
|
1240 Mokulua DrKailua, HI1240 Mokulua Dr, Kailua, HI 96734 | Single Family Residential |
9 beds | 9 baths | 10,326 sq.ft. |
$31,000,000 |
Airbnb cash on cash: N/A
|
846 Aalapapa DrKailua, HI846 Aalapapa Dr, Kailua, HI 96734 | Single Family Residential |
7 beds | 5 baths | 5,356 sq.ft. |
$4,980,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Kailua, HI
There are 81 properties for sale in the city of Kailua . The median list price in Kailua is $2,030,000 and the average price per square foot is $749. In March 2026, the average monthly cash on cash return in Kailua is 1.00%. The average monthly rental income in Kailua is $3,760.