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 51 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 with attached garage. Approx. 2596 sf...	4 beds \| 4 baths \| 1,961 sq.ft.	$1,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.18% Airbnb Rental Income: $null Traditional Rental Income: $4712 Airbnb ROI: N/A Traditional ROI: 1.18%
245 Hualani Street #A Kailua, HI Cozy 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 Traditional cash on cash: 1.43% Airbnb Rental Income: $null Traditional Rental Income: $3972 Airbnb ROI: N/A Traditional ROI: 1.43%
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%
1319 Auwaiku Street Kailua, HI Wake 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 Traditional cash on cash: 0.51% Airbnb Rental Income: $null Traditional Rental Income: $3829 Airbnb ROI: N/A Traditional ROI: 0.51%
637 Manu Oo Street #A Kailua, HI 2.75% 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 Traditional cash on cash: 2.3% Airbnb Rental Income: $null Traditional Rental Income: $4369 Airbnb ROI: N/A Traditional ROI: 2.3%
763 Kaipii Street Kailua, HI PRICE 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 Traditional cash on cash: 1.02% Airbnb Rental Income: $null Traditional Rental Income: $3655 Airbnb ROI: N/A Traditional ROI: 1.02%
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: -0.96% Traditional cash on cash: -0.32% Airbnb Rental Income: $3176 Traditional Rental Income: $5177 Airbnb ROI: -0.96% 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: N/A Traditional cash on cash: 1.54% Airbnb Rental Income: $null Traditional Rental Income: $3457 Airbnb ROI: N/A 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: -0.87% Traditional cash on cash: -0.45% Airbnb Rental Income: $3176 Traditional Rental Income: $5588 Airbnb ROI: -0.87% Traditional ROI: -0.45%
876 Aalapapa Drive #B Kailua, HI LANIKAI 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 Traditional cash on cash: -0.21% Airbnb Rental Income: $null Traditional Rental Income: $5026 Airbnb ROI: N/A Traditional ROI: -0.21%
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: N/A Traditional cash on cash: 1.56% Airbnb Rental Income: $null Traditional Rental Income: $3178 Airbnb ROI: N/A 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: 2.88% Traditional cash on cash: 1.31% Airbnb Rental Income: $5795 Traditional Rental Income: $2934 Airbnb ROI: 2.88% Traditional ROI: 1.31%
1234 Kelewina Place Kailua, HI Sought 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% Traditional cash on cash: 2.14% Airbnb Rental Income: $3176 Traditional Rental Income: $8291 Airbnb ROI: -0.33% Traditional ROI: 2.14%
47 Kailuana Place Kailua, HI Discover 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% Traditional cash on cash: -1.34% Airbnb Rental Income: $3176 Traditional Rental Income: $10386 Airbnb ROI: -1.92% Traditional ROI: -1.34%
300 Poopoo Place Kailua, HI Welcome 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 Traditional cash on cash: 0.35% Airbnb Rental Income: $null Traditional Rental Income: $4115 Airbnb ROI: N/A Traditional ROI: 0.35%
146 Kaluamoo Street Kailua, HI First time on the market, this cherished Kalama neighborhood gem is a rare opportunity to ...	4 beds \| 3 baths \| 1,858 sq.ft.	$2,850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.51% Airbnb Rental Income: $null Traditional Rental Income: $4693 Airbnb ROI: N/A Traditional ROI: 0.51%
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.	$1,325,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.25% Airbnb Rental Income: $null Traditional Rental Income: $3275 Airbnb ROI: N/A Traditional ROI: 1.25%
1164 Manulani Street Kailua, HI Price 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 Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $3870 Airbnb ROI: N/A Traditional ROI: 1.46%
1149 Maunawili Road Kailua, HI Nestled 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 Traditional cash on cash: 1.16% Airbnb Rental Income: $null Traditional Rental Income: $5636 Airbnb ROI: N/A Traditional ROI: 1.16%
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.	$2,864,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 0.43% Airbnb Rental Income: $3176 Traditional Rental Income: $4421 Airbnb ROI: -0.31% Traditional ROI: 0.43%
902 Wanaao Road Kailua, HI $100,000 PRICE IMPROVEMENT! Discover the essence of island resort living in this rare wat...	5 beds \| 4 baths \| 3,914 sq.ft.	$2,650,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.8% Airbnb Rental Income: $3176 Traditional Rental Income: $7602 Airbnb ROI: -0.29% Traditional ROI: 1.8%
1408 Auwaiku Street Kailua, HI Luxurious 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% Traditional cash on cash: 2.06% Airbnb Rental Income: $3176 Traditional Rental Income: $7409 Airbnb ROI: -0.48% Traditional ROI: 2.06%
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: N/A Traditional cash on cash: 1.32% Airbnb Rental Income: $null Traditional Rental Income: $3815 Airbnb ROI: N/A 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%
880 Akiu Place Kailua, HI Live, Love, Lake Life! This delightful and well maintained 3 BR/2 BA, single-family home c...	3 beds \| 2 baths \| 1,646 sq.ft.	$2,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.7% Airbnb Rental Income: $null Traditional Rental Income: $4050 Airbnb ROI: N/A Traditional ROI: 0.7%
1049 Uluopihi Loop Kailua, HI Fully remodeled luxury home in highly desirable Pohakupu, Kailua! This beautifully upgrade...	5 beds \| 3 baths \| 2,272 sq.ft.	$1,999,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.46% Airbnb Rental Income: $3176 Traditional Rental Income: $5015 Airbnb ROI: 0.08% Traditional ROI: 1.46%
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%
535 Maluniu Avenue Kailua, HI Welcome to Your New Kailua Home! This cozy 3 bedroom, 2.5 bath single-family home is just ...	3 beds \| 3 baths \| 1,038 sq.ft.	$1,435,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.07% Airbnb Rental Income: $null Traditional Rental Income: $3269 Airbnb ROI: N/A Traditional ROI: 1.07%
1319 Mokulua Drive Kailua, HI Steps from the ocean, this stunning island retreat offers the perfect blend of luxury, com...	4 beds \| 5 baths \| 3,908 sq.ft.	$6,295,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.17% Airbnb Rental Income: $null Traditional Rental Income: $8006 Airbnb ROI: N/A Traditional ROI: 0.17%
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: N/A Traditional cash on cash: 0.91% Airbnb Rental Income: $null Traditional Rental Income: $2719 Airbnb ROI: N/A Traditional ROI: 0.91%
410 Kalama Street #D Kailua, HI Tucked away at the end of a peaceful lane just off Kalama Street, this 3-bedroom, 2-bath h...	3 beds \| 2 baths \| 1,576 sq.ft.	$1,275,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.9% Airbnb Rental Income: $null Traditional Rental Income: $3872 Airbnb ROI: N/A Traditional ROI: 1.9%
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: 3.03% Traditional cash on cash: 1.09% Airbnb Rental Income: $5795 Traditional Rental Income: $2608 Airbnb ROI: 3.03% 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%
567 Kawailoa Road #D Kailua, HI Experience the best of Kailua living in this beautifully updated 4-bed, 3-bath beach home ...	4 beds \| 3 baths \| 2,295 sq.ft.	$2,475,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.5% Airbnb Rental Income: $null Traditional Rental Income: $5105 Airbnb ROI: N/A Traditional ROI: 0.5%
438 Keolu Drive Kailua, HI Welcome to 438 Keolu Drive â a beautifully upgraded single level Kailua home located in ...	3 beds \| 2 baths \| 2,237 sq.ft.	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.81% Airbnb Rental Income: $null Traditional Rental Income: $4426 Airbnb ROI: N/A Traditional ROI: 1.81%
1454 Aalapapa Drive Kailua, HI Located in the heart of Lanikai, this rarely available property offers a unique opportunit...	1 beds \| 1 baths \| 888 sq.ft.	$2,200,000	Airbnb cash on cash: -0.74% Traditional cash on cash: -0.78% Airbnb Rental Income: $3361 Traditional Rental Income: $2532 Airbnb ROI: -0.74% Traditional ROI: -0.78%
734 Kaipii Street Kailua, HI Tucked away on a private lane in Coconut Grove, this renovated 5BD/2.5BA single-level Kail...	5 beds \| 3 baths \| 2,214 sq.ft.	$1,565,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 1.57% Airbnb Rental Income: $3176 Traditional Rental Income: $4835 Airbnb ROI: -0.07% Traditional ROI: 1.57%
1181 Lunahana Place Kailua, HI Discover the charm of this single-level home nestled on a generous 11,118 sqft lot in the ...	3 beds \| 2 baths \| 1,410 sq.ft.	$1,588,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.12% Airbnb Rental Income: $null Traditional Rental Income: $3655 Airbnb ROI: N/A Traditional ROI: 1.12%

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.

$1,750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.18%

Airbnb Rental Income: $null

Traditional Rental Income: $4712

Airbnb ROI: N/A

Traditional ROI: 1.18%

245 Hualani Street #A

Kailua, HI

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

$1,400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3972

Airbnb ROI: N/A

Traditional ROI: 1.43%

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%

1319 Auwaiku Street

Kailua, HI

3 beds | 3 baths | 1,632 sq.ft.

$1,878,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.51%

Airbnb Rental Income: $null

Traditional Rental Income: $3829

Airbnb ROI: N/A

Traditional ROI: 0.51%

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%

763 Kaipii Street

Kailua, HI

4 beds | 2 baths | 1,520 sq.ft.

$1,699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.02%

Airbnb Rental Income: $null

Traditional Rental Income: $3655

Airbnb ROI: N/A

Traditional ROI: 1.02%

114 Kaelepulu Drive

Kailua, HI

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

$4,600,000

Airbnb cash on cash: -0.96%

Traditional cash on cash: -0.32%

Airbnb Rental Income: $3176

Traditional Rental Income: $5177

Airbnb ROI: -0.96%

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