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.

Buffington Investment Property for Sale in Kailua, HI

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

Showing 36 Buffington Investment Property 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 unit: B #B Kailua, HI Two blocks from the sandy beach! 4-bedroom 3.5 bath w/ attached garage. Approx. 2596 sf. i...	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 unit: A #A Kailua, HI Price Reduced. Cozy 4-bedroom 3 bath + DEN. Well cared for home with approx. 1961 sf inter...	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%
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.	$4,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.09% Airbnb Rental Income: $null Traditional Rental Income: $5740 Airbnb ROI: N/A Traditional ROI: 0.09%
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.	$3,225,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.34% Airbnb Rental Income: $null Traditional Rental Income: $4795 Airbnb ROI: N/A Traditional ROI: 0.34%
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: N/A Traditional cash on cash: -0.27% Airbnb Rental Income: $null Traditional Rental Income: $5344 Airbnb ROI: N/A Traditional ROI: -0.27%
1307 Noninui Place Kailua, HI Light & airy! You will love this large spacious 4-bedroom, 2.5-bathroom home and appreciat...	4 beds \| 3 baths \| 2,313 sq.ft.	$1,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.38% Airbnb Rental Income: $null Traditional Rental Income: $5004 Airbnb ROI: N/A Traditional ROI: 1.38%
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%
725 Kihapai Place unit: B1 #B1 Kailua, HI A rare gem nestled in the heart of Kailua's Coconut Grove neighborhood! This charming 2-be...	2 beds \| 1 baths \| 520 sq.ft.	$505,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 3.01% Airbnb Rental Income: $2602 Traditional Rental Income: $2170 Airbnb ROI: 2.6% Traditional ROI: 3.01%
599 Keolu Drive unit: B #B Kailua, HI Court 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 Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $3975 Airbnb ROI: N/A Traditional ROI: 3.14%
1015 Aoloa Place unit: 437 #437 Kailua, HI Bright and Airy! Top floor end unit with a garden view! Two lanais, cathedral ceilings, an...	2 beds \| 2 baths \| 944 sq.ft.	$650,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.01% Airbnb Rental Income: $2602 Traditional Rental Income: $2805 Airbnb ROI: 1.65% Traditional ROI: 3.01%
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.	$4,585,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.13% Airbnb Rental Income: $null Traditional Rental Income: $6363 Airbnb ROI: N/A Traditional ROI: 0.13%
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.	$5,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.31% Airbnb Rental Income: $null Traditional Rental Income: $8006 Airbnb ROI: N/A Traditional ROI: 0.31%
338 Manono Street unit: B #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: 0.49% Traditional cash on cash: 1.09% Airbnb Rental Income: $2602 Traditional Rental Income: $2608 Airbnb ROI: 0.49% Traditional ROI: 1.09%
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.	$8,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.55% Airbnb Rental Income: $null Traditional Rental Income: $5721 Airbnb ROI: N/A Traditional ROI: -0.55%
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: 0.58% Traditional cash on cash: 1.76% Airbnb Rental Income: $2602 Traditional Rental Income: $3065 Airbnb ROI: 0.58% Traditional ROI: 1.76%
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.	$1,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.3% Airbnb Rental Income: $null Traditional Rental Income: $5264 Airbnb ROI: N/A Traditional ROI: 1.3%
101 Kailuana Place Kailua, HI NEWLY PRICED! Kailua Beachside Living at 101 Kailuana unlocks the Lifestyle you've been dr...	4 beds \| 3 baths \| 2,136 sq.ft.	$3,600,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.29% Airbnb Rental Income: $null Traditional Rental Income: $4802 Airbnb ROI: N/A Traditional ROI: -0.29%
29 Alala Road unit: 0 #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: 0.14% Traditional cash on cash: 0.67% Airbnb Rental Income: $2602 Traditional Rental Income: $2714 Airbnb ROI: 0.14% Traditional ROI: 0.67%
810 N Kalaheo Avenue unit: F #F Kailua, HI Situated only 4 homes off of Kailua Beach on a private lane this exquisite sanctuary await...	4 beds \| 3 baths \| 2,873 sq.ft.	$3,900,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.08% Airbnb Rental Income: $null Traditional Rental Income: $6465 Airbnb ROI: N/A Traditional ROI: 0.08%
137 Oko Street unit: 901 #901 Kailua, HI Great corner unit in Aikahi Gardens now available! Aikahi Gardens is a complex convenientl...	3 beds \| 2 baths \| 1,307 sq.ft.	$840,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.7% Airbnb Rental Income: $null Traditional Rental Income: $3340 Airbnb ROI: N/A Traditional ROI: 2.7%
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.	$2,249,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $7059 Airbnb ROI: N/A Traditional ROI: 2.08%
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.	$3,489,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.01% Airbnb Rental Income: $null Traditional Rental Income: $7364 Airbnb ROI: N/A Traditional ROI: 1.01%
358 Kaelepulu Drive unit: 702 #702 Kailua, HI Discover the ultimate island retreat at the prestigious Complex Bluestone, nestled in the ...	3 beds \| 3 baths \| 1,821 sq.ft.	$1,445,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.7% Airbnb Rental Income: $null Traditional Rental Income: $4273 Airbnb ROI: N/A Traditional ROI: 1.7%
409 Wanaao Road Kailua, HI Experience the Best of Kailua Living in this beautifully upgraded 4-bed/3.5 bath home feat...	4 beds \| 4 baths \| 2,483 sq.ft.	$2,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.31% Airbnb Rental Income: $null Traditional Rental Income: $6201 Airbnb ROI: N/A Traditional ROI: 1.31%
149A Haokea Drive Kailua, HI Incredible location near the beach in Lanikai! Tucked away with plenty of privacy, a cute ...	4 beds \| 3 baths \| 2,002 sq.ft.	$3,300,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.04% Airbnb Rental Income: $null Traditional Rental Income: $4713 Airbnb ROI: N/A Traditional ROI: -0.04%
322 Aoloa Street unit: 1512 #1512 Kailua, HI Experience sophisticated island living in this stunning Windward Passage condo, in the hea...	3 beds \| 2 baths \| 1,244 sq.ft.	$998,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.46% Airbnb Rental Income: $null Traditional Rental Income: $3688 Airbnb ROI: N/A Traditional ROI: 2.46%
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%
1159 Loho Street Kailua, HI Beautifully fully renovated inside and out, this move-in ready home offers exceptional fle...	5 beds \| 3 baths \| 2,099 sq.ft.	$1,698,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.85% Airbnb Rental Income: $null Traditional Rental Income: $4911 Airbnb ROI: N/A Traditional ROI: 1.85%
244 Kihapai Street unit: A #A Kailua, HI Brand new construction in Kailua's Coconut Grove neighborhood! This 2-story, 5-bedroom, 3-...	5 beds \| 3 baths \| 3,157 sq.ft.	$2,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.44% Airbnb Rental Income: $null Traditional Rental Income: $5486 Airbnb ROI: N/A Traditional ROI: 1.44%
1015 Aoloa Place unit: 243 #243 Kailua, HI The Best of Kailua Living! This thoughtfully upgraded unit w/2-bed, 2-bath & 2 covered pkg...	2 beds \| 2 baths \| 959 sq.ft.	$765,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 2.48% Airbnb Rental Income: $2602 Traditional Rental Income: $2761 Airbnb ROI: 1.38% Traditional ROI: 2.48%
355 Aoloa Street unit: L202 #L202 Kailua, HI Welcome to Hokulani in Kailua- in the heart of one of Oahu's most coveted beach communitie...	2 beds \| 2 baths \| 814 sq.ft.	$700,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 2.79% Airbnb Rental Income: $2602 Traditional Rental Income: $2795 Airbnb ROI: 1.54% Traditional ROI: 2.79%
14 Aulike Street unit: 306 #306 Kailua, HI Have you been looking to live in the highly desirable Kailua Town that provides a relaxed,...	2 beds \| 2 baths \| 990 sq.ft.	$575,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 4.51% Airbnb Rental Income: $2602 Traditional Rental Income: $3253 Airbnb ROI: 2.14% Traditional ROI: 4.51%
445 Kawailoa Road unit: 5 #5 Kailua, HI The Windsurfer at Kalilua Beach Park is one of the more exclusive locations in Kailua, as ...	2 beds \| 3 baths \| 1,248 sq.ft.	$1,350,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 0.62% Airbnb Rental Income: $2602 Traditional Rental Income: $3061 Airbnb ROI: -0.24% Traditional ROI: 0.62%
385G Kaelepulu Drive unit: 1207 #1207 Kailua, HI Welcome to Bluestone: Live the ultimate Kailua lifestyle! Discover this exquisite, light-f...	3 beds \| 3 baths \| 1,821 sq.ft.	$1,650,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.59% Airbnb Rental Income: $null Traditional Rental Income: $4452 Airbnb ROI: N/A Traditional ROI: 1.59%
368 Keolu Drive Kailua, HI Welcome to 368 Keolu Drive, a spacious 5-bedroom, 3-bath home in the heart of Kailua offer...	5 beds \| 3 baths \| 1,784 sq.ft.	$1,375,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.56% Airbnb Rental Income: $null Traditional Rental Income: $4028 Airbnb ROI: N/A Traditional ROI: 1.56%
1202 Lola Way Kailua, HI Discover a rare opportunity in the quiet Maunawili community, tucked against the majestic ...	3 beds \| 2 baths \| 2,801 sq.ft.	$1,900,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.53% Airbnb Rental Income: $null Traditional Rental Income: $5071 Airbnb ROI: N/A Traditional ROI: 1.53%

Your search for investment property begins and ends here

Buffington Investment Property for Sale in Kailua, HI

245 Hualani Street unit: B #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 unit: A #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%

851 Aalapapa Drive

Kailua, HI

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

$4,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.09%

Airbnb Rental Income: $null

Traditional Rental Income: $5740

Airbnb ROI: N/A

Traditional ROI: 0.09%

610 Milokai Street

Kailua, HI

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

$3,225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.34%

Airbnb Rental Income: $null

Traditional Rental Income: $4795

Airbnb ROI: N/A

Traditional ROI: 0.34%

926 Aalapapa Drive

Kailua, HI

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

$4,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.27%

Airbnb Rental Income: $null

Traditional Rental Income: $5344

Airbnb ROI: N/A

Traditional ROI: -0.27%

1307 Noninui Place

Kailua, HI

4 beds | 3 baths | 2,313 sq.ft.

$1,995,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.38%

Airbnb Rental Income: $null

Traditional Rental Income: $5004

Airbnb ROI: N/A

Traditional ROI: 1.38%

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%

725 Kihapai Place unit: B1 #B1

Kailua, HI

2 beds | 1 baths | 520 sq.ft.

$505,000

Airbnb cash on cash: 2.6%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $2602

Traditional Rental Income: $2170

Airbnb ROI: 2.6%