Real Estate Investment Properties for Sale in Haleiwa, HI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
59-471 Ke Waena Road Haleiwa, HI This beautifully designed beachfront home is located on the 7 Mile Miracle of the North Sh...	4 beds \| 3 baths \| 2,353 sq.ft.	$5,200,000	Airbnb cash on cash: -0.64% Traditional cash on cash: -0.83% Airbnb Rental Income: $7190 Traditional Rental Income: $4886 Airbnb ROI: -0.64% Traditional ROI: -0.83%
59-555 Makana Road Haleiwa, HI Incredible cedar home located in the peaceful and secluded âSunset Hillsâ âa highly ...	3 beds \| 1 baths \| 1,274 sq.ft.	$2,400,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 0.28% Airbnb Rental Income: $4635 Traditional Rental Income: $3275 Airbnb ROI: 0.46% Traditional ROI: 0.28%
61-365 Kamehameha Highway Haleiwa, HI North Shore's best hidden gem! Private, premium, one-of-a-kind, on a private road. Located...	4 beds \| 3 baths \| 1,535 sq.ft.	$4,000,000	Airbnb cash on cash: -0.38% Traditional cash on cash: -0.64% Airbnb Rental Income: $7190 Traditional Rental Income: $4851 Airbnb ROI: -0.38% Traditional ROI: -0.64%
59-495 Ke Waena Road Haleiwa, HI Welcome to your dream North Shore escapeâperfectly positioned on the world-famous â7-M...	3 beds \| 2 baths \| 1,198 sq.ft.	$3,750,000	Airbnb cash on cash: -0.83% Traditional cash on cash: -0.76% Airbnb Rental Income: $4635 Traditional Rental Income: $3902 Airbnb ROI: -0.83% Traditional ROI: -0.76%
59-75 Hoalua Street Haleiwa, HI Co-ownership Opportunity Available for $1,100,000 Seller will consider selling a 25% co-...	4 beds \| 2 baths \| 1,700 sq.ft.	$4,150,000	Airbnb cash on cash: -0.35% Traditional cash on cash: -0.78% Airbnb Rental Income: $7190 Traditional Rental Income: $4145 Airbnb ROI: -0.35% Traditional ROI: -0.78%
61-275 Kamehameha Highway Haleiwa, HI This stunning beachfront home offers direct access to some of the most famous surf and swi...	5 beds \| 2 baths \| 1,584 sq.ft.	$2,399,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.14% Airbnb Rental Income: $null Traditional Rental Income: $4407 Airbnb ROI: N/A Traditional ROI: -0.14%
59-355 Ke Nui Road Haleiwa, HI Extraordinary once in a lifetime opportunity to own a prestigious beachfront property on t...	5 beds \| 4 baths \| 3,721 sq.ft.	$6,598,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.87% Airbnb Rental Income: $null Traditional Rental Income: $4964 Airbnb ROI: N/A Traditional ROI: -0.87%
62-106 Emerson Road Haleiwa, HI This 2024 renovated 3bed/2 full bath, with 4 brand-new split AC's, laminate flooring throu...	3 beds \| 2 baths \| 1,104 sq.ft.	$1,695,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 1.54% Airbnb Rental Income: $4635 Traditional Rental Income: $4402 Airbnb ROI: 1.07% Traditional ROI: 1.54%
59-635 Akanoho Place Haleiwa, HI Price Reduction! Incredible 1.234 Acre Estate with a 3 Level Custom Home and an interior ...	4 beds \| 5 baths \| 3,950 sq.ft.	$3,770,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 0.59% Airbnb Rental Income: $7190 Traditional Rental Income: $6112 Airbnb ROI: 0.5% Traditional ROI: 0.59%
61-707 Papailoa Road Haleiwa, HI A charming beach house located on coveted Papailoa Road,nestled along Oahuâs world-famou...	5 beds \| 4 baths \| 3,508 sq.ft.	$5,200,000	Airbnb cash on cash: -0.58% Traditional cash on cash: -0.62% Airbnb Rental Income: $7190 Traditional Rental Income: $5606 Airbnb ROI: -0.58% Traditional ROI: -0.62%
59-377 Ke Nui Road Haleiwa, HI Front and center at Pipeline ~ absolutely unbeatable view into the most famous wave in the...	4 beds \| 4 baths \| 2,032 sq.ft.	$6,350,000	Airbnb cash on cash: -0.6% Traditional cash on cash: -0.7% Airbnb Rental Income: $7190 Traditional Rental Income: $5236 Airbnb ROI: -0.6% Traditional ROI: -0.7%
59-165 Ke Nui Road #A Haleiwa, HI Charming Legal Duplex Steps from the Beach â Turnkey & Potential Income-Generating We...	4 beds \| 3 baths \| 1,440 sq.ft.	$1,995,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 0.85% Airbnb Rental Income: $7190 Traditional Rental Income: $3923 Airbnb ROI: 1.87% Traditional ROI: 0.85%
66-342 Aukai Lane #1 Haleiwa, HI Discover your dream home in the heart of Haleiwa, where island living meets modern comfort...	4 beds \| 2 baths \| 1,103 sq.ft.	$2,395,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 0.46% Airbnb Rental Income: $7190 Traditional Rental Income: $3530 Airbnb ROI: 1.48% Traditional ROI: 0.46%
66-303 Haleiwa Road #A203 Haleiwa, HI Haleiwa's only oceanfront condominium complex. Offering VA Assumable Loan to both Veterans...	1 beds \| 2 baths \| 660 sq.ft.	$785,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 1.74% Airbnb Rental Income: $3217 Traditional Rental Income: $2403 Airbnb ROI: 1.86% Traditional ROI: 1.74%
59-496 Pupukea Road Haleiwa, HI TWO PERMITTED HOMES + STUDIO on Private, Gated Acre in Pupukea This rare level one-acre p...	5 beds \| 3 baths \| 1,860 sq.ft.	$2,295,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.57% Airbnb Rental Income: $null Traditional Rental Income: $4523 Airbnb ROI: N/A Traditional ROI: 0.57%
66-166 Waialua Beach Road #A Haleiwa, HI Live the North Shore Dream! Breathe in the fresh country air with this fantastic opportuni...	3 beds \| 3 baths \| 1,322 sq.ft.	$1,495,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 0.97% Airbnb Rental Income: $4635 Traditional Rental Income: $3364 Airbnb ROI: 1.19% Traditional ROI: 0.97%
61-279 Kamehameha Highway Haleiwa, HI Welcome to the Alligator House! An AWARD-WINNING oceanfront masterpiece on Oahuâs legend...	2 beds \| 2 baths \| 1,742 sq.ft.	$1,990,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.04% Airbnb Rental Income: $null Traditional Rental Income: $4175 Airbnb ROI: N/A Traditional ROI: 0.04%
58-015 Maika Place Haleiwa, HI Perfectly positioned in a coveted cul-de-sac between Sunset Beach and Velzyland, this lovi...	5 beds \| 4 baths \| 2,060 sq.ft.	$1,830,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.8% Airbnb Rental Income: $null Traditional Rental Income: $5316 Airbnb ROI: N/A Traditional ROI: 1.8%
58-292 Kamehameha Highway Haleiwa, HI Set back from the road and fully fenced, this laid-back beach home has a great private fee...	3 beds \| 2 baths \| 1,176 sq.ft.	$1,700,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 0.59% Airbnb Rental Income: $4635 Traditional Rental Income: $3323 Airbnb ROI: 0.81% Traditional ROI: 0.59%

Real Estate investment in Haleiwa, HI

There are 19 properties for sale in the city of Haleiwa . The median list price in Haleiwa is $2,399,000 and the average price per square foot is $1,290. In September 2025, the average monthly cash on cash return in Haleiwa is N/A%. The average monthly rental income in Haleiwa is $4,402.

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

There are 19 investment properties available for sale in Haleiwa.

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

The ROI for Short-Term is higher than the Long-Term in Haleiwa with average rental income of $7,190.

Your search for investment property begins and ends here

Investment Property for Sale in Haleiwa, HI

59-471 Ke Waena Road

Haleiwa, HI

4 beds | 3 baths | 2,353 sq.ft.

$5,200,000

Airbnb cash on cash: -0.64%

Traditional cash on cash: -0.83%

Airbnb Rental Income: $7190

Traditional Rental Income: $4886

Airbnb ROI: -0.64%

Traditional ROI: -0.83%

59-555 Makana Road

Haleiwa, HI

3 beds | 1 baths | 1,274 sq.ft.

$2,400,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 0.28%

Airbnb Rental Income: $4635

Traditional Rental Income: $3275

Airbnb ROI: 0.46%

Traditional ROI: 0.28%

61-365 Kamehameha Highway

Haleiwa, HI

4 beds | 3 baths | 1,535 sq.ft.

$4,000,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: -0.64%

Airbnb Rental Income: $7190

Traditional Rental Income: $4851

Airbnb ROI: -0.38%

Traditional ROI: -0.64%

59-495 Ke Waena Road

Haleiwa, HI

3 beds | 2 baths | 1,198 sq.ft.

$3,750,000

Airbnb cash on cash: -0.83%

Traditional cash on cash: -0.76%

Airbnb Rental Income: $4635

Traditional Rental Income: $3902

Airbnb ROI: -0.83%

Traditional ROI: -0.76%

59-75 Hoalua Street

Haleiwa, HI

4 beds | 2 baths | 1,700 sq.ft.

$4,150,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: -0.78%

Airbnb Rental Income: $7190

Traditional Rental Income: $4145

Airbnb ROI: -0.35%

Traditional ROI: -0.78%

61-275 Kamehameha Highway

Haleiwa, HI

5 beds | 2 baths | 1,584 sq.ft.

$2,399,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.14%

Airbnb Rental Income: $null

Traditional Rental Income: $4407

Airbnb ROI: N/A

Traditional ROI: -0.14%

59-355 Ke Nui Road

Haleiwa, HI

5 beds | 4 baths | 3,721 sq.ft.

$6,598,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.87%

Airbnb Rental Income: $null

Traditional Rental Income: $4964

Airbnb ROI: N/A

Traditional ROI: -0.87%

62-106 Emerson Road

Haleiwa, HI

3 beds | 2 baths | 1,104 sq.ft.

$1,695,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $4635

Traditional Rental Income: $4402

Airbnb ROI: 1.07%