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 |
|---|---|---|---|
350 Aoloa Street #A236Kailua, HI**Motivated Seller: Lowest price with "AS-IS" condition** Rarely available unit at Koolau ... |
2 beds | 2 baths | 783 sq.ft. |
$530,000 |
Airbnb cash on cash: 7.67%
|
245 Hualani Street #BKailua, HITwo blocks from the sandy beach! 4-bedroom 3.5 bath with attached garage. Approx. 2596 sf... |
4 beds | 4 baths | 1,961 sq.ft. |
$1,750,000 |
Airbnb cash on cash: N/A
|
245 Hualani Street #AKailua, HICozy 4 bedroom 3 bath + DEN. Well cared for home with approx. 1961 sf interior and a smart... |
4 beds | 2 baths | 1,496 sq.ft. |
$1,400,000 |
Airbnb cash on cash: N/A
|
368 S Kalaheo AvenueKailua, HIWelcome to 368 S Kalaheo Aveâa rare chance to own a true piece of paradise, literally j... |
4 beds | 2 baths | 1,875 sq.ft. |
$1,899,000 |
Airbnb cash on cash: N/A
|
1319 Auwaiku StreetKailua, HIWake up to breathtaking Ocean Views from this beautifully updated hillside home in Keolu H... |
3 beds | 3 baths | 1,632 sq.ft. |
$1,878,000 |
Airbnb cash on cash: N/A
|
1020 Aoloa Place #210BKailua, HIFully remodeled and ready to move in; welcome to Windward Cove, your beautiful dream-come-... |
3 beds | 2 baths | 1,200 sq.ft. |
$925,000 |
Airbnb cash on cash: N/A
|
637 Manu Oo Street #AKailua, HI2.75% interest rate assumable by anyone, military or civilian! Experience Kailua living! T... |
4 beds | 3 baths | 1,328 sq.ft. |
$1,385,000 |
Airbnb cash on cash: N/A
|
763 Kaipii StreetKailua, HIPRICE REDUCED! Tremendous value home with large spacious lot! Experience the perfect blend... |
4 beds | 2 baths | 1,520 sq.ft. |
$1,699,000 |
Airbnb cash on cash: N/A
|
14 Aulike Street #1006Kailua, HIStunningly updated high-floor corner unit at Meridian East, offering sweeping views of Kai... |
2 beds | 2 baths | 868 sq.ft. |
$725,000 |
Airbnb cash on cash: 5.3%
|
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: -0.96%
|
380 Lama PlaceKailua, HIAn artistic masterpiece of design and architecture. Sculpted into Lanikai hillside 380 ... |
4 beds | 5 baths | 4,497 sq.ft. |
$10,800,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street #1110Kailua, HIEmbrace Windward Oahu living in this 11th-floor 1-bed/1-bath at pet-friendly Windward Pass... |
1 beds | 1 baths | 713 sq.ft. |
$595,000 |
Airbnb cash on cash: 3.08%
|
725 Kihapai Place #B1Kailua, HIA rare gem nestled in the heart of Kailuaâs Coconut Grove neighborhood! This charming 2-... |
2 beds | 1 baths | 520 sq.ft. |
$505,000 |
Airbnb cash on cash: 8.24%
|
1362 Lopaka PlaceKailua, HIIf you are looking for natural beauty and maximum privacy, you have found your residence. ... |
4 beds | 3 baths | 3,350 sq.ft. |
$2,188,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street #612Kailua, HICool Kailua Town living will be yours in this remodeled 3 bedroom, 2 bath, & 2 parking res... |
3 beds | 2 baths | 1,244 sq.ft. |
$950,000 |
Airbnb cash on cash: N/A
|
1269 Kupau StreetKailua, HIExperience island living at its finest at 1269 Kupau Street in Kailua. Renovated in 2022, ... |
3 beds | 2 baths | 1,284 sq.ft. |
$1,250,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street #1305Kailua, HIExperience luxury in this 2-bedroom, 2-bathroom condominium on the 13th floor with sweepin... |
2 beds | 2 baths | 964 sq.ft. |
$820,000 |
Airbnb cash on cash: 4.42%
|
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: -0.87%
|
876 Aalapapa Drive #BKailua, HILANIKAI OASIS Secretly nestled at the start of Lanikai, this architectural accomplishment ... |
4 beds | 3 baths | 3,201 sq.ft. |
$5,200,000 |
Airbnb cash on cash: N/A
|
599 Keolu Drive #BKailua, HICourt ordered sale. Under Contract. No longer available for showings at this time to fac... |
3 beds | 3 baths | 1,380 sq.ft. |
$899,000 |
Airbnb cash on cash: N/A
|
631 Punaa StreetKailua, HINEWLY REMODELED! Price Reduction â ACT NOW! Welcome to 631 Punaa Street, a beautifully ... |
3 beds | 2 baths | 936 sq.ft. |
$1,155,000 |
Airbnb cash on cash: N/A
|
322 Aoloa Street #1708Kailua, HIWelcome to your new retreat at Windward Passage! This 1-bedroom, 1-bathroom Kailua condomi... |
1 beds | 1 baths | 737 sq.ft. |
$635,000 |
Airbnb cash on cash: 2.75%
|
1020 Aoloa Place #109BKailua, HILowest Priced 3 bed/2 bath in Kailua Beautifully refreshed ground floor 3-bed, 2-bath i... |
3 beds | 2 baths | 1,200 sq.ft. |
$785,000 |
Airbnb cash on cash: N/A
|
350 Aoloa Street #B227Kailua, HIRarely available unit at Koolau Vista with two bedrooms, one full bath, one half bath, and... |
2 beds | 2 baths | 783 sq.ft. |
$575,000 |
Airbnb cash on cash: 7%
|
631 Punaa Street #AKailua, HINEWLY REMODELED!! Price reduction. ACT NOW! Welcome to 631-A Punaa Street, a newly constru... |
2 beds | 1 baths | 1,050 sq.ft. |
$1,165,000 |
Airbnb cash on cash: 2.88%
|
1020 Aoloa Place #307BKailua, HICalling All Eligible VA Buyers â Assumable Loan at 2.375%! Take advantage of this rare o... |
3 beds | 2 baths | 1,320 sq.ft. |
$910,000 |
Airbnb cash on cash: N/A
|
1234 Kelewina PlaceKailua, HISought after upper Maunawili Estates, Kailua. With majestic panoramic mountain views, enjo... |
5 beds | 5 baths | 3,478 sq.ft. |
$2,552,000 |
Airbnb cash on cash: -0.33%
|
47 Kailuana PlaceKailua, HIDiscover the pinnacle of oceanfront living at 47 Kailuana Pl, offering ultimate privacy, u... |
5 beds | 8 baths | 5,804 sq.ft. |
$14,880,000 |
Airbnb cash on cash: -1.92%
|
300 Poopoo PlaceKailua, HIWelcome home to resplendent and world-renowned views of sweeping turquoise waters, iconic ... |
3 beds | 3 baths | 1,700 sq.ft. |
$2,790,000 |
Airbnb cash on cash: N/A
|
1015 Aoloa Place #437Kailua, HIBright and airy, top-floor end unit with a garden view! Two lanais, cathedral ceilings, an... |
2 beds | 2 baths | 944 sq.ft. |
$718,000 |
Airbnb cash on cash: 5.38%
|
191 Oko Street #2501Kailua, HIWelcome to Aikahi Gardens, a charming Kailua community conveniently located in the sought ... |
3 beds | 2 baths | 1,307 sq.ft. |
$845,000 |
Airbnb cash on cash: N/A
|
411 Kaelepulu Drive #EKailua, HIPRICE REDUCTION - MOTIVATED SELLERS! You'll love this immaculate property; it shows like a... |
2 beds | 3 baths | 1,632 sq.ft. |
$1,300,000 |
Airbnb cash on cash: 2.19%
|
1355 Manu Mele Street #AKailua, HIEnchanting Single-Family Home in Kailua is a rare find. This 3 bedroom, 2 bath home nestle... |
3 beds | 2 baths | 1,200 sq.ft. |
$1,325,000 |
Airbnb cash on cash: N/A
|
1164 Manulani StreetKailua, HIPrice decrease to $1,499,995! Welcome to your serene retreat in the coveted Keolu Hills ne... |
4 beds | 2 baths | 1,526 sq.ft. |
$1,499,995 |
Airbnb cash on cash: N/A
|
389 Kaelepulu Drive #1501Kailua, HIDon't miss this exceptional 3-bedroom, 2.5-bath townhouse in the highly sought-after Blues... |
3 beds | 3 baths | 1,832 sq.ft. |
$1,329,500 |
Airbnb cash on cash: N/A
|
1149 Maunawili RoadKailua, HINestled in lush, scenic Maunawili, this stunning and artfully designed 4-bedroom, 3-bath h... |
4 beds | 3 baths | 3,811 sq.ft. |
$2,400,000 |
Airbnb cash on cash: N/A
|
465 A Kawailoa RoadKailua, HIExperience the ultimate Hawaii lifestyle in this stunning, 2002 built and renovated 5-bedr... |
5 beds | 3 baths | 1,992 sq.ft. |
$2,864,000 |
Airbnb cash on cash: -0.31%
|
1408 Auwaiku StreetKailua, HILuxurious Kailua Retreat with Stunning Views AND Income Potential! Welcome to your private... |
5 beds | 4 baths | 2,996 sq.ft. |
$2,099,000 |
Airbnb cash on cash: -0.48%
|
1433 Akanahe PlaceKailua, HISet on a corner lot in a cul-de-sac, this is a wonderful opportunity in vibrant Kailua, ju... |
3 beds | 2 baths | 1,530 sq.ft. |
$1,528,000 |
Airbnb cash on cash: N/A
|
1335 Onioni StreetKailua, HIWelcome to 1335 Onioni Street â a rare opportunity in Keolu Hills offering sweeping ocea... |
4 beds | 2 baths | 1,800 sq.ft. |
$1,575,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Kailua, HI
There are 70 properties for sale in the city of Kailua . The median list price in Kailua is $1,499,500 and the average price per square foot is $817. In September 2025, the average monthly cash on cash return in Kailua is 1.00%. The average monthly rental income in Kailua is $3,922.