Real Estate Investment Properties for Sale in Wailea, HI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Wailea, Hawaii at the moment.
Other Investment Properties for Sale in Hawaii
1555 Kapiolani Boulevard #1900 Honolulu , HI One Ala Moana is located adjacent to Ala Moana Shopping Center, offering convenient access...	3 beds \| 3 baths \| 1,800 sq.ft.	$2,750,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 0.17% Airbnb Rental Income: $7010 Traditional Rental Income: $5235 Airbnb ROI: 0.34% Traditional ROI: 0.17%
1555 Kapiolani Boulevard #900 Honolulu , HI Upscale Urban Living. Welcome to the lifestyle you deserveâwhere sophistication, serenit...	3 beds \| 3 baths \| 1,800 sq.ft.	$2,450,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 1.49% Airbnb Rental Income: $7010 Traditional Rental Income: $6719 Airbnb ROI: 1.02% Traditional ROI: 1.49%
1555 Kapiolani Boulevard #2302 Honolulu , HI An exceptional opportunity to acquire one of Grand Penthouses. This top floor unit with am...	3 beds \| 4 baths \| 4,069 sq.ft.	$6,700,000	Airbnb cash on cash: -1.36% Traditional cash on cash: -1.03% Airbnb Rental Income: $7010 Traditional Rental Income: $7742 Airbnb ROI: -1.36% Traditional ROI: -1.03%
2969 Kalakaua Avenue #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: 0.22% Traditional cash on cash: 0.5% Airbnb Rental Income: $2877 Traditional Rental Income: $2564 Airbnb ROI: 0.22% Traditional ROI: 0.5%
1088 Bishop Street #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: 1.51% Traditional cash on cash: 1.51% Airbnb Rental Income: $2892 Traditional Rental Income: $2222 Airbnb ROI: 1.51% Traditional ROI: 1.51%
60 N Beretania Street #2008 Honolulu , HI Hey friends! If youâre dreaming of an island lifestyle with peaceful ocean views, citysc...	1 beds \| 1 baths \| 726 sq.ft.	$425,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 4.45% Airbnb Rental Income: $2892 Traditional Rental Income: $2500 Airbnb ROI: 3.74% Traditional ROI: 4.45%
66 Queen Street #2802 Honolulu , HI High Floor - Low Price! Seller's are already packing their bags! Open floor plan 2 bedro...	2 beds \| 2 baths \| 1,253 sq.ft.	$678,888	Airbnb cash on cash: 5.11% Traditional cash on cash: 4.6% Airbnb Rental Income: $5184 Traditional Rental Income: $3805 Airbnb ROI: 5.11% Traditional ROI: 4.6%
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%
1717 Mott Smith Drive #707 Honolulu , HI Welcome to your second chance at this highly sought-after Mott-Smith Laniloa unit, now wit...	2 beds \| 2 baths \| 873 sq.ft.	$475,000	Airbnb cash on cash: 6.46% Traditional cash on cash: 4.87% Airbnb Rental Income: $4682 Traditional Rental Income: $3006 Airbnb ROI: 6.46% Traditional ROI: 4.87%
1717 Mott Smith Drive #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: 2.33% Traditional cash on cash: 3.13% Airbnb Rental Income: $2575 Traditional Rental Income: $2338 Airbnb ROI: 2.33% Traditional ROI: 3.13%
1617 Clark Street #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.	$290,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 5.93% Airbnb Rental Income: $2931 Traditional Rental Income: $2164 Airbnb ROI: 6.26% Traditional ROI: 5.93%
2333 Kapiolani Boulevard #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.	$449,000	Airbnb cash on cash: 7.16% Traditional cash on cash: 5.74% Airbnb Rental Income: $4753 Traditional Rental Income: $3176 Airbnb ROI: 7.16% Traditional ROI: 5.74%
1740 S Beretania Street #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.	$1,250,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.78% Airbnb Rental Income: $4753 Traditional Rental Income: $5290 Airbnb ROI: 1.47% Traditional ROI: 2.78%
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 #1902 Honolulu , HI Location and views! Pavilion at Waikiki's location offers convenience with edge of Waikik...	1 beds \| 1 baths \| 546 sq.ft.	$445,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 3.19% Airbnb Rental Income: $2877 Traditional Rental Income: $2096 Airbnb ROI: 3.46% Traditional ROI: 3.19%

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

There are 1 investment properties available for sale in Wailea.

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

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

Your search for investment property begins and ends here

Investment Property for Sale in Wailea, HI

Other Investment Properties for Sale in Hawaii

Honolulu , HI

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

$2,750,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $7010

Traditional Rental Income: $5235

Airbnb ROI: 0.34%

Traditional ROI: 0.17%

Honolulu , HI

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

$2,450,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $7010

Traditional Rental Income: $6719

Airbnb ROI: 1.02%

Traditional ROI: 1.49%

Honolulu , HI

3 beds | 4 baths | 4,069 sq.ft.

$6,700,000

Airbnb cash on cash: -1.36%

Traditional cash on cash: -1.03%

Airbnb Rental Income: $7010

Traditional Rental Income: $7742

Airbnb ROI: -1.36%

Traditional ROI: -1.03%

Honolulu , HI

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

$1,385,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 0.5%

Airbnb Rental Income: $2877

Traditional Rental Income: $2564

Airbnb ROI: 0.22%

Traditional ROI: 0.5%

Honolulu , HI

1 beds | 1 baths | 798 sq.ft.

$628,000

Airbnb cash on cash: 1.51%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $2892

Traditional Rental Income: $2222

Airbnb ROI: 1.51%

Traditional ROI: 1.51%

Honolulu , HI

1 beds | 1 baths | 726 sq.ft.

$425,000

Airbnb cash on cash: 3.74%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $2892

Traditional Rental Income: $2500

Airbnb ROI: 3.74%

Traditional ROI: 4.45%

Honolulu , HI

2 beds | 2 baths | 1,253 sq.ft.

$678,888

Airbnb cash on cash: 5.11%

Traditional cash on cash: 4.6%

Airbnb Rental Income: $5184

Traditional Rental Income: $3805

Airbnb ROI: 5.11%

Traditional ROI: 4.6%

Honolulu , HI

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%

Honolulu , HI

2 beds | 2 baths | 873 sq.ft.

$475,000

Airbnb cash on cash: 6.46%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $4682