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

separator

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%
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.	$3,300,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.31% Airbnb Rental Income: $null Traditional Rental Income: $4795 Airbnb ROI: N/A Traditional ROI: 0.31%
355 Aoloa Street #M206 Kailua, HI Your Upgraded Kailua Retreat Awaits! Live the Kailua lifestyle in this beautifully upgr...	2 beds \| 2 baths \| 814 sq.ft.	$690,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.76% Airbnb Rental Income: $3515 Traditional Rental Income: $2779 Airbnb ROI: 2.7% Traditional ROI: 2.76%
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%
14 Aulike Street #1006 Kailua, HI Stunningly 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: 2.49% Traditional cash on cash: 2.88% Airbnb Rental Income: $3515 Traditional Rental Income: $3007 Airbnb ROI: 2.49% Traditional ROI: 2.88%
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%
322 Aoloa Street #1110 Kailua, HI Embrace 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: 4.52% Traditional cash on cash: 2.49% Airbnb Rental Income: $4324 Traditional Rental Income: $2283 Airbnb ROI: 4.52% Traditional ROI: 2.49%
725 Kihapai Place #B1 Kailua, HI A 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: 4.21% Traditional cash on cash: 3.01% Airbnb Rental Income: $3515 Traditional Rental Income: $2170 Airbnb ROI: 4.21% Traditional ROI: 3.01%
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%
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%
599 Keolu Drive #B Kailua, HI Court 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: 0.61% Traditional cash on cash: 3.14% Airbnb Rental Income: $2449 Traditional Rental Income: $3975 Airbnb ROI: 0.61% Traditional ROI: 3.14%
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%
1015 Aoloa Place #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: 2.91% Traditional cash on cash: 3.01% Airbnb Rental Income: $3515 Traditional Rental Income: $2805 Airbnb ROI: 2.91% Traditional ROI: 3.01%
411 Kaelepulu Drive #E Kailua, HI PRICE REDUCTION - MOTIVATED SELLERS! You'll love this immaculate property; it shows like a...	2 beds \| 3 baths \| 1,632 sq.ft.	$1,275,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 1.53% Airbnb Rental Income: $3515 Traditional Rental Income: $3778 Airbnb ROI: 0.65% Traditional ROI: 1.53%
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%
333 Aoloa Street #325 Kailua, HI Experience the comfort of single-family living in this spacious 3-bedroom, 2.5-bath Garden...	3 beds \| 3 baths \| 1,467 sq.ft.	$879,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 2.9% Airbnb Rental Income: $2449 Traditional Rental Income: $3674 Airbnb ROI: 0.67% Traditional ROI: 2.9%
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%
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%
348h Kaelepulu Drive #608 Kailua, HI LUXURY in every detail! This rare 4-bedroom, 2.5-bath corner end unit at Bluestone in Lani...	4 beds \| 3 baths \| 2,200 sq.ft.	$1,850,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.43% Airbnb Rental Income: $null Traditional Rental Income: $4910 Airbnb ROI: N/A Traditional ROI: 1.43%
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%
391 A Kaelepulu Drive #A Kailua, HI BLUESTONE - 3 bedroom, 3 bath end unit. Exceptional NEW PRICING - Exceptional quality an...	3 beds \| 3 baths \| 1,832 sq.ft.	$1,675,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 1.29% Airbnb Rental Income: $2449 Traditional Rental Income: $4208 Airbnb ROI: -0.22% Traditional ROI: 1.29%

Real Estate investment in Kailua, HI

There are 57 properties for sale in the city of Kailua . The median list price in Kailua is $1,675,000 and the average price per square foot is $836. In November 2025, the average monthly cash on cash return in Kailua is 1.00%. The average monthly rental income in Kailua is $4,256.

Kailua, HI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 57 investment properties available for sale in Kailua.

In 2025, the best neighborhood to buy investment property is Kailua.

The ROI for Short-Term is higher than the Long-Term in Kailua with average rental income of $3,515.

Your search for investment property begins and ends here

Investment Property 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%

610 Milokai Street

Kailua, HI

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

$3,300,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.31%

Airbnb Rental Income: $null

Traditional Rental Income: $4795

Airbnb ROI: N/A

Traditional ROI: 0.31%

355 Aoloa Street #M206

Kailua, HI

2 beds | 2 baths | 814 sq.ft.

$690,000

Airbnb cash on cash: 2.7%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $3515

Traditional Rental Income: $2779

Airbnb ROI: 2.7%

Traditional ROI: 2.76%

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%

14 Aulike Street #1006

Kailua, HI

2 beds | 2 baths | 868 sq.ft.

$725,000

Airbnb cash on cash: 2.49%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $3515

Traditional Rental Income: $3007

Airbnb ROI: 2.49%

Traditional ROI: 2.88%

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