Real Estate Investment Properties for Sale in Kaaawa, HI

Looking for investment property in Kaaawa, HI with high ROI ?

Explore a variety of short-term homes & houses in Kaaawa, HI. Invest wisely with VRBO & Kaaawa, 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 Kaaawa, HI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
51-452 Kamehameha Highway Kaaawa, HI Enjoy country living from this well maintained 3 bedroom 1 bath home with carport, large c...	3 beds \| 1 baths \| 1,088 sq.ft.	$1,299,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.08% Airbnb Rental Income: $null Traditional Rental Income: $3242 Airbnb ROI: N/A Traditional ROI: 1.08%
51-618-c Kamehameha Highway Kaaawa, HI A RARE OPPORTUNITY AT THE FOOTHILLS OF CROUCHING LION IN KAAAWA! This level piece of land ...	2 beds \| 1 baths \| 1,225 sq.ft.	$1,680,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.14% Airbnb Rental Income: $null Traditional Rental Income: $2976 Airbnb ROI: N/A Traditional ROI: -0.14%
51-450 Kekio Road Kaaawa, HI Imagine beginning each day with breathtaking sunrises in the tranquil coastal beauty of pi...	5 beds \| 3 baths \| 2,490 sq.ft.	$1,425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.59% Airbnb Rental Income: $null Traditional Rental Income: $5230 Airbnb ROI: N/A Traditional ROI: 2.59%
51-636 Kamehameha Highway unit: 4413 #4413 Kaaawa, HI Rare opportunity in Kaaawa: a VA Assumable loan with a 3.5% interest rate, a financial hea...	2 beds \| 2 baths \| 757 sq.ft.	$510,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.68% Airbnb Rental Income: $null Traditional Rental Income: $2578 Airbnb ROI: N/A Traditional ROI: 3.68%
Investment Properties for Sale in Other Cities of Hawaii
1555 Kapiolani Boulevard unit: 900 #900 Honolulu , HI Upscale Urban Living. Welcome to the lifestyle you deserve-where sophistication, serenity,...	3 beds \| 3 baths \| 1,800 sq.ft.	$2,450,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 1.49% Airbnb Rental Income: $7467 Traditional Rental Income: $6719 Airbnb ROI: 1.19% Traditional ROI: 1.49%
2969 Kalakaua Avenue unit: 306 #306 Honolulu , HI Don't miss this opportunity for a well priced, beautiful and large 1-bedroom unit a popula...	1 beds \| 1 baths \| 1,100 sq.ft.	$1,385,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 0.5% Airbnb Rental Income: $2642 Traditional Rental Income: $2564 Airbnb ROI: 0.07% Traditional ROI: 0.5%
1088 Bishop Street unit: 3706 #3706 Honolulu , HI THE ONLY LEGAL SHORT-TERM DAILY RENTAL CONDO-HOTEL in the heart of the downtown Honolulu d...	1 beds \| 1 baths \| 798 sq.ft.	$628,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 1.51% Airbnb Rental Income: $2633 Traditional Rental Income: $2222 Airbnb ROI: 1.14% Traditional ROI: 1.51%
60 N Beretania Street unit: 2008 #2008 Honolulu , HI Hey friends! If you're dreaming of an island lifestyle with peaceful ocean views, cityscap...	1 beds \| 1 baths \| 726 sq.ft.	$425,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 4.45% Airbnb Rental Income: $2633 Traditional Rental Income: $2500 Airbnb ROI: 3.2% Traditional ROI: 4.45%
1212 Nuuanu Avenue unit: 3703 #3703 Honolulu , HI This rarely available penthouse offers 1,200 sq ft of beautifully updated living space, fe...	2 beds \| 2 baths \| 1,218 sq.ft.	$749,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.65% Airbnb Rental Income: $4965 Traditional Rental Income: $3738 Airbnb ROI: 3.95% Traditional ROI: 3.65%
1519 Nuuanu Avenue unit: 947 #947 Honolulu , HI PREFERRED CORNER/END UNIT WITH 2 COVERED PARKING STALLS! Situated in the heart of Honolulu...	2 beds \| 1 baths \| 749 sq.ft.	$349,000	Airbnb cash on cash: 9.94% Traditional cash on cash: 6.83% Airbnb Rental Income: $4965 Traditional Rental Income: $2929 Airbnb ROI: 9.94% Traditional ROI: 6.83%
243 Portlock Road Honolulu , HI Discover the epitome of island living in this exquisitely remodeled and impeccably maintai...	5 beds \| 4 baths \| 4,079 sq.ft.	$3,750,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.19% Airbnb Rental Income: $null Traditional Rental Income: $5338 Airbnb ROI: N/A Traditional ROI: -0.19%
1415 Victoria Street #408 Honolulu , HI AMAZING OPPORTUNITY! Take advantage of an assumable VA loan with a low 2.25% interest rate...	1 beds \| 1 baths \| 534 sq.ft.	$349,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 5.12% Airbnb Rental Income: $2633 Traditional Rental Income: $2283 Airbnb ROI: 4.27% Traditional ROI: 5.12%
1717 Mott Smith Drive unit: 3206 #3206 Honolulu , HI Mott-Smith Laniloa is in a convenient, quiet location of Makiki, close to private & public...	1 beds \| 1 baths \| 644 sq.ft.	$515,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 3.13% Airbnb Rental Income: $2330 Traditional Rental Income: $2338 Airbnb ROI: 1.91% Traditional ROI: 3.13%
2333 Kapiolani Boulevard unit: 1008 #1008 Honolulu , HI GREAT MARCO POLO BUILDING VERY SPECIAL HARD to FIND CORNER with HUGE BALCONY 210sq foot wr...	2 beds \| 2 baths \| 930 sq.ft.	$440,000	Airbnb cash on cash: 8.61% Traditional cash on cash: 5.88% Airbnb Rental Income: $5390 Traditional Rental Income: $3176 Airbnb ROI: 8.61% Traditional ROI: 5.88%
4504 Kahala Avenue Honolulu , HI This home is an exceptional buy for the Kahala market. Priced below replacement cost for t...	5 beds \| 8 baths \| 8,325 sq.ft.	$7,400,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.38% Airbnb Rental Income: $null Traditional Rental Income: $9988 Airbnb ROI: N/A Traditional ROI: -0.38%
1925 Kalakaua Avenue unit: 1902 #1902 Honolulu , HI TWO PARKING STALLS AND VIEWS! Maintenance fee includes Air Conditioning, Cable TV Signal, ...	1 beds \| 1 baths \| 546 sq.ft.	$445,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 3.19% Airbnb Rental Income: $2642 Traditional Rental Income: $2096 Airbnb ROI: 2.99% Traditional ROI: 3.19%
440 Seaside Avenue #503 Honolulu , HI 100% coverage for hurricane insurance. Well-maintained 1-bedroom, 1-bath condo in the hea...	1 beds \| 1 baths \| 624 sq.ft.	$360,000	Airbnb cash on cash: 4.14% Traditional cash on cash: 5.19% Airbnb Rental Income: $2642 Traditional Rental Income: $2368 Airbnb ROI: 4.14% Traditional ROI: 5.19%
223 Saratoga Road unit: 3603 #3603 Honolulu , HI Welcome to the elegance of Ka La'i Waikiki Beach #3603, Luxury Hotels & Resorts (formerly ...	2 beds \| 3 baths \| 1,673 sq.ft.	$2,000,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 0.15% Airbnb Rental Income: $5589 Traditional Rental Income: $4688 Airbnb ROI: 0.03% Traditional ROI: 0.15%

Real Estate investment in Kaaawa, HI

There are 4 properties for sale in the city of Kaaawa . The median list price in Kaaawa is $1,362,000 and the average price per square foot is $980. In November 2025, the average monthly cash on cash return in Kaaawa is 2.00%. The average monthly rental income in Kaaawa is $3,109.

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

There are 4 investment properties available for sale in Kaaawa.

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

The ROI for Short-Term is higher than the Long-Term in Kaaawa with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Kaaawa, HI

51-452 Kamehameha Highway

Kaaawa, HI

3 beds | 1 baths | 1,088 sq.ft.

$1,299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.08%

Airbnb Rental Income: $null

Traditional Rental Income: $3242

Airbnb ROI: N/A

Traditional ROI: 1.08%

51-618-c Kamehameha Highway

Kaaawa, HI

2 beds | 1 baths | 1,225 sq.ft.

$1,680,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.14%

Airbnb Rental Income: $null

Traditional Rental Income: $2976

Airbnb ROI: N/A

Traditional ROI: -0.14%

51-450 Kekio Road

Kaaawa, HI

5 beds | 3 baths | 2,490 sq.ft.

$1,425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.59%

Airbnb Rental Income: $null

Traditional Rental Income: $5230

Airbnb ROI: N/A

Traditional ROI: 2.59%

51-636 Kamehameha Highway unit: 4413 #4413

Kaaawa, HI

2 beds | 2 baths | 757 sq.ft.

$510,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.68%

Airbnb Rental Income: $null

Traditional Rental Income: $2578

Airbnb ROI: N/A

Traditional ROI: 3.68%

Investment Properties for Sale in Other Cities of Hawaii

Honolulu , HI

3 beds | 3 baths | 1,800 sq.ft.

$2,450,000

Airbnb cash on cash: 1.19%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $7467

Traditional Rental Income: $6719

Airbnb ROI: 1.19%

Traditional ROI: 1.49%

Honolulu , HI

1 beds | 1 baths | 1,100 sq.ft.

$1,385,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 0.5%

Airbnb Rental Income: $2642

Traditional Rental Income: $2564

Airbnb ROI: 0.07%

Traditional ROI: 0.5%

Honolulu , HI

1 beds | 1 baths | 798 sq.ft.

$628,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $2633

Traditional Rental Income: $2222

Airbnb ROI: 1.14%

Traditional ROI: 1.51%

Honolulu , HI

1 beds | 1 baths | 726 sq.ft.

$425,000

Airbnb cash on cash: 3.2%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $2633

Traditional Rental Income: $2500

Airbnb ROI: 3.2%

Traditional ROI: 4.45%

Honolulu , HI

2 beds | 2 baths | 1,218 sq.ft.