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

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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.	$999,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 0.81% Airbnb Rental Income: $5491 Traditional Rental Income: $2288 Airbnb ROI: 3.07% Traditional ROI: 0.81%
3198 WAWAE RD KALAHEO, HI CASH-FLOW MULTI-UNIT PROPERTY. Ideally suited for multi-generational living, private retre...	7 beds \| 5 baths \| 2,950 sq.ft.	$2,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.11% Airbnb Rental Income: $null Traditional Rental Income: $5270 Airbnb ROI: N/A Traditional ROI: 1.11%
Investment Properties for Sale in Other Cities of Hawaii
5333 Likini Street unit: 110 Honolulu , HI A rare value opportunity in a secure, gated community. This newly upgraded and renovated g...	2 beds \| 1 baths \| 955 sq.ft.	$550,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 0.92% Airbnb Rental Income: $4412 Traditional Rental Income: $2877 Airbnb ROI: 2.11% Traditional ROI: 0.92%
1088 Bishop Street unit: 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: -2.71% Traditional cash on cash: -1.39% Airbnb Rental Income: $1964 Traditional Rental Income: $2222 Airbnb ROI: -2.71% Traditional ROI: -1.39%
1088 Bishop Street unit: 1126 Honolulu , HI Located in the heart of Downtown Honolulu, 1088 Bishop Street #1126 offers a unique opport...	1 beds \| 1 baths \| 774 sq.ft.	$400,000	Airbnb cash on cash: -4.85% Traditional cash on cash: -3.1% Airbnb Rental Income: $1964 Traditional Rental Income: $2105 Airbnb ROI: -4.85% Traditional ROI: -3.1%
7228 Onohi Street Honolulu , HI Beautifully UPGRADED 3-bed/2-bath home offers privacy, lush, landscaped grounds & seamless...	3 beds \| 2 baths \| 2,128 sq.ft.	$2,325,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.74% Airbnb Rental Income: $null Traditional Rental Income: $4416 Airbnb ROI: N/A Traditional ROI: 0.74%
411 Opihikao Place #251 Honolulu , HI Rare, turnkey waterfront townhome with private boat dock in gated Kuapa Isle, Hawaii Kai. ...	3 beds \| 3 baths \| 1,518 sq.ft.	$1,620,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $4151 Airbnb ROI: N/A Traditional ROI: 1.4%
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%
1323 Makiki Street unit: A104 Honolulu , HI Ready-to-move-in 2-bedrooms, 1 bathroom with 1 assigned parking stall. Unit on the ground ...	2 beds \| 1 baths \| 841 sq.ft.	$352,000	Airbnb cash on cash: 9.02% Traditional cash on cash: 6.03% Airbnb Rental Income: $4410 Traditional Rental Income: $2497 Airbnb ROI: 9.02% Traditional ROI: 6.03%
1617 Clark Street unit: 404 Honolulu , HI Delight in the comfort of this beautiful 1-bedroom, 1-bathroom condo located in Punahou Su...	1 beds \| 1 baths \| 654 sq.ft.	$285,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.36% Airbnb Rental Income: $2251 Traditional Rental Income: $2164 Airbnb ROI: 1.58% Traditional ROI: 3.36%
2499 Kapiolani Boulevard #2703 Honolulu , HI This beautiful 2-bedroom, 2-bathroom unit offers breathtaking views of Diamond Head and th...	2 beds \| 2 baths \| 829 sq.ft.	$558,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 4.36% Airbnb Rental Income: $4410 Traditional Rental Income: $3067 Airbnb ROI: 5.16% Traditional ROI: 4.36%
1740 S Beretania Street unit: 9 Honolulu , HI Discover refined island living in this elegant 2-bedroom, 2.5-bathroom residence located i...	2 beds \| 3 baths \| 1,938 sq.ft.	$1,400,000	Airbnb cash on cash: -2.44% Traditional cash on cash: -1.05% Airbnb Rental Income: $4410 Traditional Rental Income: $5290 Airbnb ROI: -2.44% Traditional ROI: -1.05%
4218 Kaimanahila Street Honolulu , HI Enjoy a luxury island lifestyle in this gorgeous DH residence on Kaimanahila St! Built in ...	4 beds \| 6 baths \| 4,832 sq.ft.	$6,180,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.35% Airbnb Rental Income: $null Traditional Rental Income: $9316 Airbnb ROI: N/A Traditional ROI: 0.35%
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 #3603 Honolulu , HI Experience unparalleled luxury at Ka La'i Waikiki Beach #3603 where five-star living meets...	2 beds \| 3 baths \| 1,673 sq.ft.	$2,000,000	Airbnb cash on cash: -2.9% Traditional cash on cash: -2.47% Airbnb Rental Income: $4885 Traditional Rental Income: $4688 Airbnb ROI: -2.9% Traditional ROI: -2.47%

Real Estate investment in Kalaheo, HI

There are 2 properties for sale in the city of Kalaheo . The median list price in Kalaheo is $949,500 and the average price per square foot is $459. In April 2026, the average monthly cash on cash return in Kalaheo is 1.00%. The average monthly rental income in Kalaheo is $5,270.

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

There are 2 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 $5,491.

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.

$999,000

Airbnb cash on cash: 3.07%

Traditional cash on cash: 0.81%

Airbnb Rental Income: $5491

Traditional Rental Income: $2288

Airbnb ROI: 3.07%

Traditional ROI: 0.81%

3198 WAWAE RD

KALAHEO, HI

7 beds | 5 baths | 2,950 sq.ft.

$2,499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.11%

Airbnb Rental Income: $null

Traditional Rental Income: $5270

Airbnb ROI: N/A

Traditional ROI: 1.11%

Investment Properties for Sale in Other Cities of Hawaii

Honolulu , HI

2 beds | 1 baths | 955 sq.ft.

$550,000

Airbnb cash on cash: 2.11%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $4412

Traditional Rental Income: $2877

Airbnb ROI: 2.11%

Traditional ROI: 0.92%

Honolulu , HI

1 beds | 1 baths | 798 sq.ft.

$628,000

Airbnb cash on cash: -2.71%

Traditional cash on cash: -1.39%

Airbnb Rental Income: $1964

Traditional Rental Income: $2222

Airbnb ROI: -2.71%

Traditional ROI: -1.39%

Honolulu , HI

1 beds | 1 baths | 774 sq.ft.

$400,000

Airbnb cash on cash: -4.85%

Traditional cash on cash: -3.1%

Airbnb Rental Income: $1964

Traditional Rental Income: $2105

Airbnb ROI: -4.85%

Traditional ROI: -3.1%

Honolulu , HI

3 beds | 2 baths | 2,128 sq.ft.

$2,325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.74%

Airbnb Rental Income: $null

Traditional Rental Income: $4416

Airbnb ROI: N/A

Traditional ROI: 0.74%

Honolulu , HI

3 beds | 3 baths | 1,518 sq.ft.

$1,620,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.4%

Airbnb Rental Income: $null

Traditional Rental Income: $4151

Airbnb ROI: N/A

Traditional ROI: 1.4%

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

2 beds | 1 baths | 841 sq.ft.

$352,000

Airbnb cash on cash: 9.02%