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.

Single Family Homes for Sale in Kailua, HI

Search for Single Family Residential for Sale in Kailua, Hawaii. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 42 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
245 Hualani Street #B Kailua, HI Two blocks from the sandy beach! 4-bedroom 3.5 bath w/ attached garage. Approx. 2596 sf. ...	4 beds \| 4 baths \| 1,961 sq.ft.	$1,640,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.33% Airbnb Rental Income: $null Traditional Rental Income: $4712 Airbnb ROI: N/A Traditional ROI: 1.33%
245 Hualani Street #A Kailua, HI Price Reduced. Cozy 4-bedroom 3 bath + DEN. Well cared for home with approx. 1961 sf inte...	4 beds \| 2 baths \| 1,496 sq.ft.	$1,340,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.54% Airbnb Rental Income: $null Traditional Rental Income: $3972 Airbnb ROI: N/A Traditional ROI: 1.54%
368 S Kalaheo Avenue Kailua, HI Welcome 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 Traditional cash on cash: 1.18% Airbnb Rental Income: $null Traditional Rental Income: $4395 Airbnb ROI: N/A Traditional ROI: 1.18%
637 Manu Oo Street #A Kailua, HI Experience Kailua living! This double-wall constructed home is located in a quiet, tsunami...	4 beds \| 3 baths \| 1,328 sq.ft.	$1,385,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.3% Airbnb Rental Income: $null Traditional Rental Income: $4369 Airbnb ROI: N/A Traditional ROI: 2.3%
926 Aalapapa Drive Kailua, HI Just 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: -1.1% Traditional cash on cash: -0.27% Airbnb Rental Income: $2449 Traditional Rental Income: $5344 Airbnb ROI: -1.1% Traditional ROI: -0.27%
114 Kaelepulu Drive Kailua, HI This 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 Traditional cash on cash: -0.32% Airbnb Rental Income: $null Traditional Rental Income: $5177 Airbnb ROI: N/A Traditional ROI: -0.32%
380 Lama Place Kailua, HI An 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 Traditional cash on cash: -0.59% Airbnb Rental Income: $null Traditional Rental Income: $6148 Airbnb ROI: N/A Traditional ROI: -0.59%
1362 Lopaka Place Kailua, HI If 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 Traditional cash on cash: 0.55% Airbnb Rental Income: $null Traditional Rental Income: $4837 Airbnb ROI: N/A Traditional ROI: 0.55%
1269 Kupau Street Kailua, HI Experience 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: 0.16% Traditional cash on cash: 1.54% Airbnb Rental Income: $2449 Traditional Rental Income: $3457 Airbnb ROI: 0.16% Traditional ROI: 1.54%
846 Mokulua Drive Kailua, HI Fabulous 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 Traditional cash on cash: -0.45% Airbnb Rental Income: $null Traditional Rental Income: $5588 Airbnb ROI: N/A Traditional ROI: -0.45%
631 Punaa Street Kailua, HI NEWLY 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: 0.33% Traditional cash on cash: 1.56% Airbnb Rental Income: $2449 Traditional Rental Income: $3178 Airbnb ROI: 0.33% Traditional ROI: 1.56%
631 Punaa Street #A Kailua, HI NEWLY 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: 1.13% Traditional cash on cash: 1.31% Airbnb Rental Income: $3515 Traditional Rental Income: $2934 Airbnb ROI: 1.13% Traditional ROI: 1.31%
1234 Kelewina Place Kailua, HI This unique, multi-generational property features a total of 5 bdrm and 4.5 bth, offering ...	5 beds \| 5 baths \| 3,478 sq.ft.	$2,487,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.22% Airbnb Rental Income: $null Traditional Rental Income: $8291 Airbnb ROI: N/A Traditional ROI: 2.22%
47 Kailuana Place Kailua, HI Discover the pinnacle of oceanfront living at 47 Kailuana Pl, offering privacy, unmatched ...	5 beds \| 8 baths \| 5,804 sq.ft.	$14,880,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.34% Airbnb Rental Income: $null Traditional Rental Income: $10386 Airbnb ROI: N/A Traditional ROI: -1.34%
1355 Manu Mele Street #A Kailua, HI Enchanting Single-Family Home in Kailua is a rare find. This 3 bedroom, 2 bath home nestle...	3 beds \| 2 baths \| 1,200 sq.ft.	$1,300,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.29% Airbnb Rental Income: $2449 Traditional Rental Income: $3275 Airbnb ROI: 0.11% Traditional ROI: 1.29%
1164 Manulani Street Kailua, HI Price decreased to $1.4M FS plus a $20K Credit at closing! Welcome to your serene retreat ...	4 beds \| 2 baths \| 1,526 sq.ft.	$1,400,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.63% Airbnb Rental Income: $null Traditional Rental Income: $3870 Airbnb ROI: N/A Traditional ROI: 1.63%
465 A Kawailoa Road Kailua, HI Experience the ultimate Hawaii lifestyle in this stunning, 2002 built and renovated 5-bedr...	5 beds \| 3 baths \| 1,992 sq.ft.	$2,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.64% Airbnb Rental Income: $null Traditional Rental Income: $4421 Airbnb ROI: N/A Traditional ROI: 0.64%
1433 Akanahe Place Kailua, HI Set 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: -0.06% Traditional cash on cash: 1.32% Airbnb Rental Income: $2449 Traditional Rental Income: $3815 Airbnb ROI: -0.06% Traditional ROI: 1.32%
1335 Onioni Street Kailua, HI Welcome 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 Traditional cash on cash: 1.18% Airbnb Rental Income: $null Traditional Rental Income: $4256 Airbnb ROI: N/A Traditional ROI: 1.18%
223 Lanipo Drive Kailua, HI Experience elevated island living at 223 Lanipo Drive, a newly renovated Lanikai retreat w...	4 beds \| 4 baths \| 2,667 sq.ft.	$4,850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.07% Airbnb Rental Income: $null Traditional Rental Income: $6363 Airbnb ROI: N/A Traditional ROI: 0.07%
1319 Mokulua Drive Kailua, HI "Recent Price Improvement" Steps from the ocean, this stunning island retreat offers the p...	4 beds \| 5 baths \| 3,908 sq.ft.	$5,997,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.22% Airbnb Rental Income: $null Traditional Rental Income: $8006 Airbnb ROI: N/A Traditional ROI: 0.22%
755 Kaipii Street Kailua, HI SUPER CUTE & CHARMING 3BD/1BA KAILUA home is freshly remodeled w/stylish updates! Enjoy NE...	3 beds \| 1 baths \| 892 sq.ft.	$1,250,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 0.91% Airbnb Rental Income: $2449 Traditional Rental Income: $2719 Airbnb ROI: 0.16% Traditional ROI: 0.91%
338 Manono Street #B Kailua, HI Kailua 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: 1.21% Traditional cash on cash: 1.09% Airbnb Rental Income: $3515 Traditional Rental Income: $2608 Airbnb ROI: 1.21% Traditional ROI: 1.09%
1338 Kuuna Place Kailua, HI UNBELIEVABLE PRICE ADJUSTMENT!!! Meticulously Maintained 4-Bedroom Home with amazing K...	4 beds \| 3 baths \| 1,705 sq.ft.	$1,989,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.91% Airbnb Rental Income: $null Traditional Rental Income: $4067 Airbnb ROI: N/A Traditional ROI: 0.91%
472 A N Kainalu Drive Kailua, HI Completed in 2022, this custom home blends high-end finishes with thoughtful design in a p...	4 beds \| 6 baths \| 2,901 sq.ft.	$3,900,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.02% Airbnb Rental Income: $null Traditional Rental Income: $8067 Airbnb ROI: N/A Traditional ROI: 1.02%
1456 Mokulua Drive Kailua, HI Imagine waking to the soothing rhythm of waves, stepping onto your private lanai, and gazi...	3 beds \| 4 baths \| 2,141 sq.ft.	$9,000,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -0.57% Airbnb Rental Income: $2449 Traditional Rental Income: $5721 Airbnb ROI: -1.03% Traditional ROI: -0.57%
1227 Mowai Street Kailua, HI Nestled 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: 1.41% Traditional cash on cash: 1.76% Airbnb Rental Income: $3515 Traditional Rental Income: $3065 Airbnb ROI: 1.41% Traditional ROI: 1.76%
339 Ilimalia Loop Kailua, HI Located in the highly desirable Kailua beach community, this spacious mid-century modern, ...	4 beds \| 2 baths \| 1,828 sq.ft.	$1,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.81% Airbnb Rental Income: $null Traditional Rental Income: $4386 Airbnb ROI: N/A Traditional ROI: 1.81%
1193 Kika Place Kailua, HI Located in the highly desirable neighborhood of Maunawili, this beautifully remodeled home...	4 beds \| 3 baths \| 2,632 sq.ft.	$2,050,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.23% Airbnb Rental Income: $null Traditional Rental Income: $5264 Airbnb ROI: N/A Traditional ROI: 1.23%
101 Kailuana Place Kailua, HI Kailua Beachside Living at 101 Kailuana unlocks the Lifestyle youâve been dreaming of! R...	4 beds \| 3 baths \| 2,136 sq.ft.	$3,998,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.36% Airbnb Rental Income: $null Traditional Rental Income: $4802 Airbnb ROI: N/A Traditional ROI: -0.36%
1586 Mokulua Drive Kailua, HI A charming jewel box on the bright blue waters of Lanikai â at the very end of the covet...	4 beds \| 5 baths \| 2,887 sq.ft.	$12,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.48% Airbnb Rental Income: $null Traditional Rental Income: $7400 Airbnb ROI: N/A Traditional ROI: -0.48%
1324 Kuuna Street Kailua, HI Wow check out this fixer in good condition. Home was recently painted inside. Home needs...	3 beds \| 2 baths \| 1,218 sq.ft.	$1,195,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 1.42% Airbnb Rental Income: $2449 Traditional Rental Income: $3282 Airbnb ROI: 0.13% Traditional ROI: 1.42%
29 Alala Road #0 Kailua, HI Your 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: 0.69% Traditional cash on cash: 0.67% Airbnb Rental Income: $3515 Traditional Rental Income: $2714 Airbnb ROI: 0.69% Traditional ROI: 0.67%
810 N Kalaheo Avenue #F Kailua, HI Situated only 4 homes off of Kailua Beach on a private lane this exquisite sanctuary await...	4 beds \| 4 baths \| 2,873 sq.ft.	$4,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.05% Airbnb Rental Income: $null Traditional Rental Income: $6465 Airbnb ROI: N/A Traditional ROI: 0.05%
1230 Lola Place Kailua, HI Open House Sunday, Oct 5, 12â3 PM. Imagine waking up every morning to breathtaking Ko'ol...	4 beds \| 3 baths \| 1,742 sq.ft.	$1,700,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.21% Airbnb Rental Income: $null Traditional Rental Income: $4128 Airbnb ROI: N/A Traditional ROI: 1.21%
889 Akumu Street Kailua, HI Tastefully renovated and move-in ready, this spacious 5-bedroom, 4-bath home in Enchanted ...	5 beds \| 4 baths \| 3,073 sq.ft.	$2,300,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $7059 Airbnb ROI: N/A Traditional ROI: 2.02%
743 Akumu Street Kailua, HI Location, location, location! Donât miss this incredible opportunity to own a charming 4...	4 beds \| 2 baths \| 1,631 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $4231 Airbnb ROI: N/A Traditional ROI: 2.65%
126 Onekea Drive Kailua, HI This impeccable Lanikai residence is an architectural gem, crafted with exquisite millwork...	5 beds \| 4 baths \| 3,644 sq.ft.	$6,450,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.42% Airbnb Rental Income: $null Traditional Rental Income: $6765 Airbnb ROI: N/A Traditional ROI: -0.42%
279 Kakahiaka Street Kailua, HI Welcome to your Kailua retreat! This rarely available canal-front property offers a perfe...	4 beds \| 3 baths \| 1,872 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.82% Airbnb Rental Income: $null Traditional Rental Income: $4841 Airbnb ROI: N/A Traditional ROI: 0.82%
676 Mokapu Road Kailua, HI Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versat...	5 beds \| 4 baths \| 3,962 sq.ft.	$3,499,999	Airbnb cash on cash: N/A Traditional cash on cash: 1% Airbnb Rental Income: $null Traditional Rental Income: $7364 Airbnb ROI: N/A Traditional ROI: 1%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kailua, HI

245 Hualani Street #B

Kailua, HI

4 beds | 4 baths | 1,961 sq.ft.

$1,640,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.33%

Airbnb Rental Income: $null

Traditional Rental Income: $4712

Airbnb ROI: N/A

Traditional ROI: 1.33%

245 Hualani Street #A

Kailua, HI

4 beds | 2 baths | 1,496 sq.ft.

$1,340,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.54%

Airbnb Rental Income: $null

Traditional Rental Income: $3972

Airbnb ROI: N/A

Traditional ROI: 1.54%

368 S Kalaheo Avenue

Kailua, HI

4 beds | 2 baths | 1,875 sq.ft.

$1,899,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.18%

Airbnb Rental Income: $null

Traditional Rental Income: $4395

Airbnb ROI: N/A

Traditional ROI: 1.18%

637 Manu Oo Street #A

Kailua, HI

4 beds | 3 baths | 1,328 sq.ft.

$1,385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.3%

Airbnb Rental Income: $null

Traditional Rental Income: $4369

Airbnb ROI: N/A

Traditional ROI: 2.3%

926 Aalapapa Drive

Kailua, HI

3 beds | 4 baths | 1,988 sq.ft.

$4,500,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: -0.27%

Airbnb Rental Income: $2449

Traditional Rental Income: $5344

Airbnb ROI: -1.1%

Traditional ROI: -0.27%

114 Kaelepulu Drive

Kailua, HI

5 beds | 3 baths | 2,346 sq.ft.

$4,600,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.32%

Airbnb Rental Income: $null

Traditional Rental Income: $5177

Airbnb ROI: N/A

Traditional ROI: -0.32%

380 Lama Place

Kailua, HI

4 beds | 5 baths | 4,497 sq.ft.

$10,800,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.59%

Airbnb Rental Income: $null

Traditional Rental Income: $6148

Airbnb ROI: N/A

Traditional ROI: -0.59%

1362 Lopaka Place

Kailua, HI

4 beds | 3 baths | 3,350 sq.ft.

$2,188,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.55%

Airbnb Rental Income: $null

Traditional Rental Income: $4837

Airbnb ROI: N/A