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 |
|---|---|---|---|
691 Kihapai Street #BKailua, HIBREAKING NEWS: Seller offering potential assumable mortgage to veterans only currently at ... |
2 beds | 1 baths | 600 sq.ft. |
$1,000,000 |
Airbnb cash on cash: N/A
|
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. |
$4,250,000 |
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
|
1414 Mokulua DriveKailua, HISet on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island ret... |
4 beds | 4 baths | 2,857 sq.ft. |
$7,745,000 |
Airbnb cash on cash: N/A
|
1312 Aupapaohe StreetKailua, HIASSUMABLE LOAN AT 2.75 % Multi-Generational view home with extensive indoor-outdoor living... |
3 beds | 3 baths | 2,000 sq.ft. |
$1,795,000 |
Airbnb cash on cash: N/A
|
1027 Alahaki StreetKailua, HIWelcome to this well-maintained single-level home located in a highly desirable location c... |
3 beds | 4 baths | 1,625 sq.ft. |
$1,700,000 |
Airbnb cash on cash: N/A
|
21 Kalaka PlaceKailua, HICompleted in 2022, this classic beachfront home was redesigned into a spacious, modern pro... |
5 beds | 5 baths | 3,519 sq.ft. |
$11,980,000 |
Airbnb cash on cash: -0.96%
|
614 Ululani StreetKailua, HISELLER FINANCING AVAILABLE. Highly desirable Kailua location. Discover the charm of Oloman... |
3 beds | 2 baths | 1,164 sq.ft. |
$1,380,000 |
Airbnb cash on cash: N/A
|
633 Keolu DriveKailua, HIWelcome Home to this 4 bedroom 2 bath home located just minutes away from the center of th... |
4 beds | 2 baths | 1,408 sq.ft. |
$1,585,000 |
Airbnb cash on cash: N/A
|
1015 Aoloa Place #252Kailua, HIHow often does the BEST PRICED 2 bedroom in Kailua's Poinciana Manor come with a renovated... |
2 beds | 2 baths | 944 sq.ft. |
$630,000 |
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. |
$3,880,000 |
Airbnb cash on cash: N/A
|
119 Kuailima DriveKailua, HIPrime Lanikai Location and Large, Level Land! This lot is 40% larger than a standard Lanik... |
3 beds | 1 baths | 1,000 sq.ft. |
$3,680,000 |
Airbnb cash on cash: N/A
|
355 Aoloa Street #Q102Kailua, HILocated in the heart of Kailua Town, this ground floor 2-bedroom, 2-bathroom, 1-covered pa... |
2 beds | 2 baths | 814 sq.ft. |
$699,000 |
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 #1608Kailua, HIWelcome home to the Windward Passage! This one bedroom sixteenth floor condo has floor to ... |
1 beds | 1 baths | 737 sq.ft. |
$635,000 |
Airbnb cash on cash: 4.42%
|
599 Keolu Drive #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
|
322 Aoloa Street #1708Kailua, HIRare high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mo... |
1 beds | 1 baths | 737 sq.ft. |
$645,000 |
Airbnb cash on cash: 4.32%
|
1225 Mokapu BoulevardKailua, HIExperience elevated island living in this fully remodeled, single-level home in the heart ... |
3 beds | 3 baths | 1,258 sq.ft. |
$1,770,000 |
Airbnb cash on cash: N/A
|
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
|
338 Manono Street #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: 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. |
$2,168,000 |
Airbnb cash on cash: 1.36%
|
676 Mokapu RoadKailua, HIBEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathro... |
5 beds | 4 baths | 3,962 sq.ft. |
$3,100,000 |
Airbnb cash on cash: 0.51%
|
409 Wanaao RoadKailua, HIA brand new roof and now offered at $105,000 below original list price - your opportunity ... |
4 beds | 4 baths | 2,483 sq.ft. |
$2,395,000 |
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
|
322 Aoloa Street #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: N/A
|
259A Kihapai StreetKailua, HIImagine... A unique, one-of-a-kind offering in Kailua. A placid stream, visiting ducks, ra... |
3 beds | 2 baths | 912 sq.ft. |
$1,500,000 |
Airbnb cash on cash: N/A
|
1015 Aoloa Place #217Kailua, HIDiscover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poi... |
2 beds | 2 baths | 959 sq.ft. |
$710,000 |
Airbnb cash on cash: N/A
|
1540 Akake PlaceKailua, HIExcellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhood... |
4 beds | 2 baths | 1,598 sq.ft. |
$1,699,000 |
Airbnb cash on cash: N/A
|
1015 Aoloa Place #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: N/A
|
14 Aulike Street #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. |
$650,000 |
Airbnb cash on cash: N/A
|
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. |
$2,125,000 |
Airbnb cash on cash: N/A
|
409 Kailua Road #7106Kailua, HIExperience the convenience and charm of life in the heart of Kailua with a rare feature th... |
2 beds | 2 baths | 1,270 sq.ft. |
$1,075,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Kailua, HI
There are 78 properties for sale in the city of Kailua . The median list price in Kailua is $1,501,225 and the average price per square foot is $889. In June 2026, the average monthly cash on cash return in Kailua is 1.00%. The average monthly rental income in Kailua is $3,754.