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
3198 Wawae Rd KALAHEO, HI CASH-FLOW MULTI-UNIT PROPERTY. Ideally suited for multi-generational living, private retre...	7 beds \| 4 baths \| 2,950 sq.ft.	$2,499,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.11% Airbnb Rental Income: $2032 Traditional Rental Income: $5270 Airbnb ROI: -0.51% Traditional ROI: 1.11%
3757 Alana Pl KALAHEO, HI This is an estate sell longing for your creative touch and loving tender care. Restore th...	N/A beds \| N/A baths \| 1,199 sq.ft.	$575,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 3.86% Airbnb Rental Income: $3813 Traditional Rental Income: $2735 Airbnb ROI: 4.33% Traditional ROI: 3.86%
1197 Milia St KALAHEO, HI 1197 Milia St, KALAHEO, HI 96741 \| Single Family Residential	4 beds \| 3 baths \| 3,919 sq.ft.	$2,667,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.09% Airbnb Rental Income: $null Traditional Rental Income: $6050 Airbnb ROI: N/A Traditional ROI: 1.09%
3310 Wawae Rd KALAHEO, HI 3310 Wawae Rd, KALAHEO, HI 96741 \| Single Family Residential	1 beds \| 1 baths \| 512 sq.ft.	$1,879,000	Airbnb cash on cash: 0.34% Traditional cash on cash: -0.4% Airbnb Rental Income: $3714 Traditional Rental Income: $1619 Airbnb ROI: 0.34% Traditional ROI: -0.4%
5201 Puuwai Rd KALAHEO, HI 5201 Puuwai Rd, KALAHEO, HI 96741 \| Single Family Residential	3 beds \| 2 baths \| 2,190 sq.ft.	$1,550,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.33% Airbnb Rental Income: $null Traditional Rental Income: $3848 Airbnb ROI: N/A Traditional ROI: 1.33%
Puuwai Rd KALAHEO, HI Puuwai Rd, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$325,000	Airbnb cash on cash: 8.19% Traditional cash on cash: 3.56% Airbnb Rental Income: $3813 Traditional Rental Income: $1572 Airbnb ROI: 8.19% Traditional ROI: 3.56%
Umiumi Rd KALAHEO, HI Umiumi Rd, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$699,000	Airbnb cash on cash: 3.09% Traditional cash on cash: 0.99% Airbnb Rental Income: $3813 Traditional Rental Income: $1621 Airbnb ROI: 3.09% Traditional ROI: 0.99%
1172 Lani NU ' U St KALAHEO, HI Perched on a prime hillside in the sought-after Kakela Makai neighborhood, this newly cons...	3 beds \| 2 baths \| 1,833 sq.ft.	$1,949,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.73% Airbnb Rental Income: $null Traditional Rental Income: $3894 Airbnb ROI: N/A Traditional ROI: 0.73%
3320-B Wawae Rd KALAHEO, HI 3320-B Wawae Rd, KALAHEO, HI 96741 \| Single Family Residential	3 beds \| 3 baths \| 1,834 sq.ft.	$1,595,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.6% Airbnb Rental Income: $null Traditional Rental Income: $2872 Airbnb ROI: N/A Traditional ROI: 0.6%
Kuaaina St KALAHEO, HI Kuaaina St, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$529,000	Airbnb cash on cash: 4.38% Traditional cash on cash: 1.93% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: 4.38% Traditional ROI: 1.93%
3 Lolo Rd KALAHEO, HI 3 Lolo Rd, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$5,900,000	Airbnb cash on cash: -0.75% Traditional cash on cash: -0.97% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: -0.75% Traditional ROI: -0.97%
Kalaheo Dr KALAHEO, HI Kalaheo Dr, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| 1,800 sq.ft.	$480,000	Airbnb cash on cash: 5.17% Traditional cash on cash: 3.88% Airbnb Rental Income: $3813 Traditional Rental Income: $2412 Airbnb ROI: 5.17% Traditional ROI: 3.88%
4278 Kai Ikena Dr KALAHEO, HI 4278 Kai Ikena Dr, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$449,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 2.34% Airbnb Rental Income: $3813 Traditional Rental Income: $1617 Airbnb ROI: 5.61% Traditional ROI: 2.34%
Ikena Pl KALAHEO, HI Ikena Pl, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$899,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 0.73% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: 2.18% Traditional ROI: 0.73%
2-2741 Kaumualii Hwy KALAHEO, HI 2-2741 Kaumualii Hwy, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$2,750,000	Airbnb cash on cash: -0.14% Traditional cash on cash: -0.62% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: -0.14% Traditional ROI: -0.62%
4114 Waha Rd #J KALAHEO, HI 4114 Waha Rd #J, KALAHEO, HI 96741 \| Single Family Residential	6 beds \| 3 baths \| 7,601 sq.ft.	$7,395,000	Airbnb cash on cash: -1.07% Traditional cash on cash: N/A Airbnb Rental Income: $2032 Traditional Rental Income: $0 Airbnb ROI: -1.07% Traditional ROI: N/A
3520 Kakela Makai Dr KALAHEO, HI Stunning 2-story Ocean view home. This home has 4 bedrooms with 4 1/2 bathrooms and oversi...	4 beds \| 4 baths \| 3,696 sq.ft.	$2,999,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $7300 Airbnb ROI: N/A Traditional ROI: 1.46%
2494-A Puu Rd #2 KALAHEO, HI Seller is offering a $10,000 Seller Credit towards Buyer's Closing Costs. This charming, f...	2 beds \| 2 baths \| 1,177 sq.ft.	$1,125,000	Airbnb cash on cash: 5.82% Traditional cash on cash: 1.69% Airbnb Rental Income: $9022 Traditional Rental Income: $3010 Airbnb ROI: 5.82% Traditional ROI: 1.69%
1182 Milia St KALAHEO, HI 1182 Milia St, KALAHEO, HI 96741 \| Single Family Residential	5 beds \| 3 baths \| 3,398 sq.ft.	$2,095,000	Airbnb cash on cash: -0.61% Traditional cash on cash: N/A Airbnb Rental Income: $2032 Traditional Rental Income: $0 Airbnb ROI: -0.61% Traditional ROI: N/A
4580 Kuli Rd KALAHEO, HI 4580 Kuli Rd, KALAHEO, HI 96741 \| Single Family Residential	3 beds \| 2 baths \| 1,597 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.21% Airbnb Rental Income: $null Traditional Rental Income: $2872 Airbnb ROI: N/A Traditional ROI: 1.21%
2521 Texeira LP KALAHEO, HI 2521 Texeira LP, KALAHEO, HI 96741 \| Multi Family	27 beds \| 12 baths \| 9,462 sq.ft.	$4,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.14% Airbnb Rental Income: $null Traditional Rental Income: $32760 Airbnb ROI: N/A Traditional ROI: 6.14%
3215-C Wawae Rd KALAHEO, HI 3215-C Wawae Rd, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$579,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 1.84% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: 4.08% Traditional ROI: 1.84%
5078 Kua Rd KALAHEO, HI 5078 Kua Rd, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$2,395,000	Airbnb cash on cash: 0.03% Traditional cash on cash: -0.52% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: 0.03% Traditional ROI: -0.52%
Lokahi Ln KALAHEO, HI Lokahi Ln, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$495,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 2.36% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: 4.97% Traditional ROI: 2.36%
Kakela Makai Dr KALAHEO, HI Kakela Makai Dr, KALAHEO, HI 96741 \| Other	N/A beds \| N/A baths \| N/A	$650,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 1.35% Airbnb Rental Income: $3813 Traditional Rental Income: $1777 Airbnb ROI: 3.34% Traditional ROI: 1.35%

Real Estate investment in Kalaheo, HI

There are 32 properties for sale in the city of Kalaheo . The median list price in Kalaheo is $1,534,082 and the average price per square foot is $545. In September 2026, the average monthly cash on cash return in Kalaheo is 2.00%. The average monthly rental income in Kalaheo is $2,872.

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

There are 32 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 $3,813.

Your search for investment property begins and ends here

Investment Property for Sale in Kalaheo, HI

3198 Wawae Rd

KALAHEO, HI

7 beds | 4 baths | 2,950 sq.ft.

$2,499,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 1.11%

Airbnb Rental Income: $2032

Traditional Rental Income: $5270

Airbnb ROI: -0.51%

Traditional ROI: 1.11%

3757 Alana Pl

KALAHEO, HI

N/A beds | N/A baths | 1,199 sq.ft.

$575,000

Airbnb cash on cash: 4.33%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $3813

Traditional Rental Income: $2735

Airbnb ROI: 4.33%

Traditional ROI: 3.86%

1197 Milia St

KALAHEO, HI

4 beds | 3 baths | 3,919 sq.ft.

$2,667,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.09%

Airbnb Rental Income: $null

Traditional Rental Income: $6050

Airbnb ROI: N/A

Traditional ROI: 1.09%

3310 Wawae Rd

KALAHEO, HI

1 beds | 1 baths | 512 sq.ft.

$1,879,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: -0.4%

Airbnb Rental Income: $3714

Traditional Rental Income: $1619

Airbnb ROI: 0.34%

Traditional ROI: -0.4%

5201 Puuwai Rd

KALAHEO, HI

3 beds | 2 baths | 2,190 sq.ft.

$1,550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.33%

Airbnb Rental Income: $null

Traditional Rental Income: $3848

Airbnb ROI: N/A

Traditional ROI: 1.33%

Puuwai Rd

KALAHEO, HI

N/A beds | N/A baths | N/A

$325,000

Airbnb cash on cash: 8.19%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $3813

Traditional Rental Income: $1572

Airbnb ROI: 8.19%

Traditional ROI: 3.56%

Umiumi Rd

KALAHEO, HI

N/A beds | N/A baths | N/A

$699,000

Airbnb cash on cash: 3.09%

Traditional cash on cash: 0.99%

Airbnb Rental Income: $3813

Traditional Rental Income: $1621

Airbnb ROI: 3.09%

Traditional ROI: 0.99%

1172 Lani NU ' U St

KALAHEO, HI

3 beds | 2 baths | 1,833 sq.ft.

$1,949,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.73%

Airbnb Rental Income: $null

Traditional Rental Income: $3894

Airbnb ROI: N/A