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 53 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
691 Kihapai Street #B Kailua, HI BREAKING 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 Traditional cash on cash: 0.91% Airbnb Rental Income: $null Traditional Rental Income: $2294 Airbnb ROI: N/A Traditional ROI: 0.91%
851 Aalapapa Drive Kailua, HI This 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 Traditional cash on cash: 0.16% Airbnb Rental Income: $null Traditional Rental Income: $5740 Airbnb ROI: N/A Traditional ROI: 0.16%
610 Milokai Street Kailua, HI This 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 Traditional cash on cash: 0.37% Airbnb Rental Income: $null Traditional Rental Income: $4795 Airbnb ROI: N/A Traditional ROI: 0.37%
1414 Mokulua Drive Kailua, HI Set 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 Traditional cash on cash: -0.39% Airbnb Rental Income: $null Traditional Rental Income: $6520 Airbnb ROI: N/A Traditional ROI: -0.39%
1312 Aupapaohe Street Kailua, HI ASSUMABLE 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 Traditional cash on cash: 1.23% Airbnb Rental Income: $null Traditional Rental Income: $4240 Airbnb ROI: N/A Traditional ROI: 1.23%
1027 Alahaki Street Kailua, HI Welcome 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 Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $6670 Airbnb ROI: N/A Traditional ROI: 2.88%
21 Kalaka Place Kailua, HI Completed 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% Traditional cash on cash: -0.64% Airbnb Rental Income: $6720 Traditional Rental Income: $8934 Airbnb ROI: -0.96% Traditional ROI: -0.64%
614 Ululani Street Kailua, HI SELLER 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 Traditional cash on cash: 1.1% Airbnb Rental Income: $null Traditional Rental Income: $3450 Airbnb ROI: N/A Traditional ROI: 1.1%
1110 Ilikala Place Kailua, HI Your 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 Traditional cash on cash: 0.07% Airbnb Rental Income: $null Traditional Rental Income: $4691 Airbnb ROI: N/A Traditional ROI: 0.07%
119 Kuailima Drive Kailua, HI Prime 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 Traditional cash on cash: -0.69% Airbnb Rental Income: $null Traditional Rental Income: $3380 Airbnb ROI: N/A Traditional ROI: -0.69%
1307 Noninui Place Kailua, HI Amazing 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 Traditional cash on cash: 1.47% Airbnb Rental Income: $null Traditional Rental Income: $5004 Airbnb ROI: N/A Traditional ROI: 1.47%
1225 Mokapu Boulevard Kailua, HI Experience elevated island living in this fully remodeled, single-level home in the heart ...	3 beds \| 3 baths \| 1,258 sq.ft.	$1,790,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.88% Airbnb Rental Income: $null Traditional Rental Income: $3563 Airbnb ROI: N/A Traditional ROI: 0.88%
223 Lanipo Drive Kailua, HI Experience 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 Traditional cash on cash: 0.21% Airbnb Rental Income: $null Traditional Rental Income: $6363 Airbnb ROI: N/A Traditional ROI: 0.21%
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: N/A Traditional cash on cash: 1.09% Airbnb Rental Income: $null Traditional Rental Income: $2608 Airbnb ROI: N/A Traditional ROI: 1.09%
889 Akumu Street Kailua, HI Tastefully 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% Traditional cash on cash: 2.17% Airbnb Rental Income: $6720 Traditional Rental Income: $7059 Airbnb ROI: 1.36% Traditional ROI: 2.17%
676 Mokapu Road Kailua, HI BEAUTIFUL 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% Traditional cash on cash: 1.19% Airbnb Rental Income: $6720 Traditional Rental Income: $7364 Airbnb ROI: 0.51% Traditional ROI: 1.19%
409 Wanaao Road Kailua, HI A 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 Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $6201 Airbnb ROI: N/A Traditional ROI: 1.41%
1459 Akamai Street Kailua, HI Tucked 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 Traditional cash on cash: 1.93% Airbnb Rental Income: $null Traditional Rental Income: $4575 Airbnb ROI: N/A Traditional ROI: 1.93%
259A Kihapai Street Kailua, HI Imagine... 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 Traditional cash on cash: 0.52% Airbnb Rental Income: $null Traditional Rental Income: $2873 Airbnb ROI: N/A Traditional ROI: 0.52%
1540 Akake Place Kailua, HI Excellent 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 Traditional cash on cash: 1.19% Airbnb Rental Income: $null Traditional Rental Income: $3900 Airbnb ROI: N/A Traditional ROI: 1.19%
1386 Nanialii Street Kailua, HI This 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 Traditional cash on cash: 1.06% Airbnb Rental Income: $null Traditional Rental Income: $4738 Airbnb ROI: N/A Traditional ROI: 1.06%
427 Akoakoa Place Kailua, HI This elegant, fully remodeled & equipped, single level home on a cul-de-sac, is an oasis a...	3 beds \| 3 baths \| 1,816 sq.ft.	$2,280,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.75% Airbnb Rental Income: $null Traditional Rental Income: $4333 Airbnb ROI: N/A Traditional ROI: 0.75%
589 Iana Street Kailua, HI Rarely available house on the very desirable Iana Street. This home has 5 bedrooms, 4 bath...	5 beds \| 4 baths \| 2,938 sq.ft.	$1,799,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 2.4% Airbnb Rental Income: $6720 Traditional Rental Income: $6238 Airbnb ROI: 1.91% Traditional ROI: 2.4%
1342 Nanialii Street Kailua, HI Tucked back in the peaceful Keolu Hills neighborhood sits this charming single-story home....	3 beds \| 2 baths \| 1,089 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.24% Airbnb Rental Income: $null Traditional Rental Income: $3400 Airbnb ROI: N/A Traditional ROI: 1.24%
1614 Paukiki Street Kailua, HI With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs ...	5 beds \| 3 baths \| 2,213 sq.ft.	$1,798,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 1.49% Airbnb Rental Income: $6720 Traditional Rental Income: $4678 Airbnb ROI: 1.93% Traditional ROI: 1.49%
245 Hualani Street #A Kailua, HI BACK ON THE MARKET after a full REFRESH. UPDATED Kitchen & BATHS, New SAMSUNG Appliances (...	4 beds \| 2 baths \| 1,496 sq.ft.	$1,400,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $3948 Airbnb ROI: N/A Traditional ROI: 1.41%
140 Kaelepulu Drive Kailua, HI	3 beds \| 1 baths \| 948 sq.ft.	$1,400,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.82% Airbnb Rental Income: $null Traditional Rental Income: $2932 Airbnb ROI: N/A Traditional ROI: 0.82%
889 Alahaki Street Kailua, HI Huge Price Reduction! Priced Well Below Tax Assessed Value! Don't miss this incredible opp...	3 beds \| 2 baths \| 1,508 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.99% Airbnb Rental Income: $null Traditional Rental Income: $3888 Airbnb ROI: N/A Traditional ROI: 1.99%
260 Kuukama Street Kailua, HI One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms an...	5 beds \| 3 baths \| 3,037 sq.ft.	$2,995,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 0.83% Airbnb Rental Income: $6720 Traditional Rental Income: $5826 Airbnb ROI: 0.68% Traditional ROI: 0.83%
1287 Puualoha Street Kailua, HI Welcome home to beautiful Maunawili! Tucked away on a quiet cul-de-sac and surrounded by l...	4 beds \| 3 baths \| 2,471 sq.ft.	$2,149,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.21% Airbnb Rental Income: $null Traditional Rental Income: $5024 Airbnb ROI: N/A Traditional ROI: 1.21%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kailua, HI

691 Kihapai Street #B

Kailua, HI

2 beds | 1 baths | 600 sq.ft.

$1,000,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.91%

Airbnb Rental Income: $null

Traditional Rental Income: $2294

Airbnb ROI: N/A

Traditional ROI: 0.91%

851 Aalapapa Drive

Kailua, HI

4 beds | 4 baths | 2,919 sq.ft.

$4,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.16%

Airbnb Rental Income: $null

Traditional Rental Income: $5740

Airbnb ROI: N/A

Traditional ROI: 0.16%

610 Milokai Street

Kailua, HI

4 beds | 2 baths | 2,515 sq.ft.

$3,155,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.37%

Airbnb Rental Income: $null

Traditional Rental Income: $4795

Airbnb ROI: N/A

Traditional ROI: 0.37%

1414 Mokulua Drive

Kailua, HI

4 beds | 4 baths | 2,857 sq.ft.

$7,745,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.39%

Airbnb Rental Income: $null

Traditional Rental Income: $6520

Airbnb ROI: N/A

Traditional ROI: -0.39%

1312 Aupapaohe Street

Kailua, HI

3 beds | 3 baths | 2,000 sq.ft.

$1,795,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.23%

Airbnb Rental Income: $null

Traditional Rental Income: $4240

Airbnb ROI: N/A

Traditional ROI: 1.23%

1027 Alahaki Street

Kailua, HI

3 beds | 4 baths | 1,625 sq.ft.

$1,700,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.88%

Airbnb Rental Income: $null

Traditional Rental Income: $6670

Airbnb ROI: N/A

Traditional ROI: 2.88%

21 Kalaka Place

Kailua, HI

5 beds | 5 baths | 3,519 sq.ft.

$11,980,000

Airbnb cash on cash: -0.96%

Traditional cash on cash: -0.64%

Airbnb Rental Income: $6720

Traditional Rental Income: $8934

Airbnb ROI: -0.96%

Traditional ROI: -0.64%

614 Ululani Street

Kailua, HI

3 beds | 2 baths | 1,164 sq.ft.

$1,380,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.1%

Airbnb Rental Income: $null

Traditional Rental Income: $3450

Airbnb ROI: N/A