Real Estate Investment Properties for Sale in Kalaheo, HI

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3942 WAHA RD KALAHEO, HI Well-maintained 2 bedroom, 2 bathroom plantation-era cottage situated on nearly half an ac...	2 beds \| 2 baths \| 1,289 sq.ft.	$1,050,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 0.72% Airbnb Rental Income: $6455 Traditional Rental Income: $2288 Airbnb ROI: 3.69% Traditional ROI: 0.72%
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.	$2,350,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 1.6% Airbnb Rental Income: $7467 Traditional Rental Income: $6719 Airbnb ROI: 1.29% Traditional ROI: 1.6%
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.	$3,490,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.13% Airbnb Rental Income: $null Traditional Rental Income: $5338 Airbnb ROI: N/A Traditional ROI: -0.13%
235 Portlock Road Honolulu , HI Located in the prestigious Portlock neighborhood, this gated residence offers privacy and ...	5 beds \| 6 baths \| 4,736 sq.ft.	$4,900,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.57% Airbnb Rental Income: $null Traditional Rental Income: $10125 Airbnb ROI: N/A Traditional ROI: 0.57%
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: 2% Traditional cash on cash: 3.13% Airbnb Rental Income: $2379 Traditional Rental Income: $2338 Airbnb ROI: 2% 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.	$439,000	Airbnb cash on cash: 8.96% Traditional cash on cash: 5.9% Airbnb Rental Income: $5549 Traditional Rental Income: $3176 Airbnb ROI: 8.96% Traditional ROI: 5.9%
4218 Kaimanahila Street Honolulu , HI Enjoy a luxury island lifestyle in this gorgeous Diamond Head residence on Kaimanahila St!...	4 beds \| 6 baths \| 4,832 sq.ft.	$6,380,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.3% Airbnb Rental Income: $null Traditional Rental Income: $9316 Airbnb ROI: N/A Traditional ROI: 0.3%
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%
223 Saratoga Road unit: 3603 #3603 Honolulu , HI Welcome to the new elegance of Ka La'i Waikiki Beach #3603, Luxury Hotels & Resorts Hotel/...	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%
1717 Ala Wai Boulevard unit: 1109 #1109 Honolulu , HI Experience the best of island living at the gateway to Waikiki! This bright and spacious 2...	2 beds \| 2 baths \| 928 sq.ft.	$515,000	Airbnb cash on cash: 7.33% Traditional cash on cash: 4.7% Airbnb Rental Income: $5549 Traditional Rental Income: $3167 Airbnb ROI: 7.33% Traditional ROI: 4.7%
2500 Kalakaua Avenue unit: 903 #903 Honolulu , HI Live the beachfront lifestyle in this beautifully updated 1-bedroom, 1-bath condo at Foste...	1 beds \| 1 baths \| 805 sq.ft.	$1,150,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1% Airbnb Rental Income: $2642 Traditional Rental Income: $2758 Airbnb ROI: 0.31% Traditional ROI: 1%
2547 Ala Wai Boulevard unit: 1001 #1001 Honolulu , HI MASSIVE 3-Bedroom, 2 Bathroom 10th floor rarely available PENTHOUSE located in the heart o...	3 beds \| 2 baths \| 2,012 sq.ft.	$990,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 4.03% Airbnb Rental Income: $5950 Traditional Rental Income: $5331 Airbnb ROI: 3.42% Traditional ROI: 4.03%
411 Hobron Lane unit: 3005 #3005 Honolulu , HI Experience island living at its finest in this beautifully maintained 1-bedroom, 1-bath oc...	1 beds \| 1 baths \| 552 sq.ft.	$500,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 3.19% Airbnb Rental Income: $2642 Traditional Rental Income: $2298 Airbnb ROI: 2.58% Traditional ROI: 3.19%
2161 Kalia Road unit: 1112 #1112 Honolulu , HI Rarely available high-floor 1 bed/1 bath unit with spectacular ocean views in the only pri...	1 beds \| 1 baths \| 706 sq.ft.	$2,000,000	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.78% Airbnb Rental Income: $2642 Traditional Rental Income: $2543 Airbnb ROI: -1.06% Traditional ROI: -0.78%
229 Paoakalani Avenue unit: 1405(Nuc) #1405(Nuc) Honolulu , HI This unit is part of a Hotel Pool managed by Aston Hotel Rental Program. All showings are ...	1 beds \| 1 baths \| 546 sq.ft.	$649,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 1.69% Airbnb Rental Income: $2642 Traditional Rental Income: $2337 Airbnb ROI: 1.15% Traditional ROI: 1.69%

Real Estate investment in Kalaheo, HI

There are 1 properties for sale in the city of Kalaheo . The median list price in Kalaheo is $1,050,000 and the average price per square foot is $571. In January 2026, the average monthly cash on cash return in Kalaheo is 1.00%. The average monthly rental income in Kalaheo is $4,435.

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

There are 1 investment properties available for sale in Kalaheo.

In 2026, the best neighborhood to buy investment property is KALAHEO.

The ROI for Short-Term is higher than the Long-Term in Kalaheo with average rental income of $6,455.

Your search for investment property begins and ends here

Investment Property for Sale in Kalaheo, HI

3942 WAHA RD

KALAHEO, HI

2 beds | 2 baths | 1,289 sq.ft.

$1,050,000

Airbnb cash on cash: 3.69%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $6455

Traditional Rental Income: $2288

Airbnb ROI: 3.69%

Traditional ROI: 0.72%

Investment Properties for Sale in Other Cities of Hawaii

Honolulu , HI

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

$2,350,000

Airbnb cash on cash: 1.29%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $7467

Traditional Rental Income: $6719

Airbnb ROI: 1.29%

Traditional ROI: 1.6%

Honolulu , HI

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%

Honolulu , HI

5 beds | 4 baths | 4,079 sq.ft.

$3,490,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.13%

Airbnb Rental Income: $null

Traditional Rental Income: $5338

Airbnb ROI: N/A

Traditional ROI: -0.13%

Honolulu , HI

5 beds | 6 baths | 4,736 sq.ft.

$4,900,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.57%

Airbnb Rental Income: $null

Traditional Rental Income: $10125

Airbnb ROI: N/A

Traditional ROI: 0.57%

Honolulu , HI

1 beds | 1 baths | 644 sq.ft.

$515,000

Airbnb cash on cash: 2%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $2379

Traditional Rental Income: $2338

Airbnb ROI: 2%

Traditional ROI: 3.13%

Honolulu , HI

2 beds | 2 baths | 930 sq.ft.

$439,000

Airbnb cash on cash: 8.96%

Traditional cash on cash: 5.9%

Airbnb Rental Income: $5549

Traditional Rental Income: $3176

Airbnb ROI: 8.96%

Traditional ROI: 5.9%

Honolulu , HI

4 beds | 6 baths | 4,832 sq.ft.

$6,380,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.3%

Airbnb Rental Income: $null

Traditional Rental Income: $9316

Airbnb ROI: N/A

Traditional ROI: 0.3%

Honolulu , HI

5 beds | 8 baths | 8,325 sq.ft.

$7,400,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.38%