Real Estate Investment Properties for Sale in Kihei, HI

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

Explore a variety of short-term homes & houses in Kihei, HI. Invest wisely with VRBO & Kihei, HI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Kihei, HI

Search for Single Family Residential for Sale in Kihei, Hawaii. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 77 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
144 Halau Pl Kihei, HI Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures th...	3 beds \| 4 baths \| 3,666 sq.ft.	$9,395,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.71% Airbnb Rental Income: $5465 Traditional Rental Income: $5599 Airbnb ROI: -0.85% Traditional ROI: -0.71%
53 Waikai St Kihei, HI Motivated Seller â Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is hig...	4 beds \| 3 baths \| 2,400 sq.ft.	$1,875,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.02% Airbnb Rental Income: $null Traditional Rental Income: $4626 Airbnb ROI: N/A Traditional ROI: 1.02%
19 Hoolalei Way Kihei, HI 19 Hoâolalei Way â where thoughtful design meets the essence of South Maui living.Â Th...	3 beds \| 3 baths \| 2,130 sq.ft.	$1,665,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.49% Airbnb Rental Income: $5465 Traditional Rental Income: $4374 Airbnb ROI: 1.49% Traditional ROI: 1.49%
15 Laukahi St Kihei, HI Tired of stairs?? This stunning, single-level residence, located in upscale Moana Estates,...	3 beds \| 3 baths \| 1,868 sq.ft.	$1,899,999	Airbnb cash on cash: 1.04% Traditional cash on cash: 0.85% Airbnb Rental Income: $5465 Traditional Rental Income: $4023 Airbnb ROI: 1.04% Traditional ROI: 0.85%
2760 Umeke Cir #94 Kihei, HI Also listed under Condominium MLS# 408082. Welcome to Hokulani Golf Villas, Home #94. A go...	2 beds \| 2 baths \| 1,902 sq.ft.	$1,995,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 0.16% Airbnb Rental Income: $3824 Traditional Rental Income: $4148 Airbnb ROI: -0.46% Traditional ROI: 0.16%
182 Ponana St Kihei, HI Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool an...	3 beds \| 3 baths \| 2,088 sq.ft.	$2,195,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 0.69% Airbnb Rental Income: $5465 Traditional Rental Income: $4288 Airbnb ROI: 0.73% Traditional ROI: 0.69%
30 Ponana St Kihei, HI Welcome to 30 Ponana St. in highly coveted Keawakapu views, an incredible well-kept neighb...	3 beds \| 2 baths \| 1,912 sq.ft.	$1,869,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 1.16% Airbnb Rental Income: $5465 Traditional Rental Income: $4275 Airbnb ROI: 1.21% Traditional ROI: 1.16%
220 Oluea Cir Kihei, HI Single-Level Gem in North Kihei â Walk to the Beach! Why settle for a condo with high fe...	3 beds \| 2 baths \| 1,332 sq.ft.	$1,175,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 1.76% Airbnb Rental Income: $5465 Traditional Rental Income: $3453 Airbnb ROI: 2.6% Traditional ROI: 1.76%
3179 S Noho Loihi Way Kihei, HI Perfection is in the details, and luxury is in the lifestyle. Located on the sun drenched ...	4 beds \| 4 baths \| 2,873 sq.ft.	$3,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $5594 Airbnb ROI: N/A Traditional ROI: 0.4%
3977 Wailea Ekolu Pl Kihei, HI This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11...	4 beds \| 6 baths \| 4,079 sq.ft.	$6,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.38% Airbnb Rental Income: $null Traditional Rental Income: $6032 Airbnb ROI: N/A Traditional ROI: -0.38%
3386 E Lani Ikena Way Kihei, HI Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with...	3 beds \| 3 baths \| 2,360 sq.ft.	$2,225,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 0.75% Airbnb Rental Income: $5465 Traditional Rental Income: $4394 Airbnb ROI: 0.74% Traditional ROI: 0.75%
118 Waiapo St Kihei, HI Could this be the nicest home in Kamaliâi Alayna? Beautifully remodeled in 2021, this 3-...	3 beds \| 3 baths \| 1,560 sq.ft.	$1,100,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 2.25% Airbnb Rental Income: $5465 Traditional Rental Income: $3701 Airbnb ROI: 2.9% Traditional ROI: 2.25%
139 Waaula Way Kihei, HI Located in the exclusive gated community of Wailea Kai, 139 Waaula Way is a custom-built 3...	3 beds \| 4 baths \| 2,788 sq.ft.	$2,695,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.8% Airbnb Rental Income: $5465 Traditional Rental Income: $5271 Airbnb ROI: 0.43% Traditional ROI: 0.8%
230 E Panana Pl Kihei, HI A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This ...	3 beds \| 4 baths \| 2,582 sq.ft.	$2,848,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 0.67% Airbnb Rental Income: $5465 Traditional Rental Income: $5237 Airbnb ROI: 0.34% Traditional ROI: 0.67%
199 E Ikea Moku Pl Kihei, HI INCREDIBLE OPPORTUNITY for the right Buyer! Welcome to 199 E. Ikea Moku Place, a refined ...	4 beds \| 3 baths \| 3,195 sq.ft.	$2,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.66% Airbnb Rental Income: $null Traditional Rental Income: $4567 Airbnb ROI: N/A Traditional ROI: 0.66%
210 E Panana Pl Kihei, HI Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home...	4 beds \| 3 baths \| 3,465 sq.ft.	$3,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.42% Airbnb Rental Income: $null Traditional Rental Income: $5059 Airbnb ROI: N/A Traditional ROI: 0.42%
52 Ohukai Rd Kihei, HI Premier North Kihei Multi-Unit Investment Opportunity. Located in the highly desirable Nor...	4 beds \| 4 baths \| 2,444 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.41% Airbnb Rental Income: $null Traditional Rental Income: $5218 Airbnb ROI: N/A Traditional ROI: 2.41%
41 Iliwai Loop Kihei, HI Ocean views, golden sunsets, and the effortless South Kihei lifestyle-this beautifully rem...	4 beds \| 3 baths \| 2,011 sq.ft.	$1,895,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.43% Airbnb Rental Income: $null Traditional Rental Income: $4401 Airbnb ROI: N/A Traditional ROI: 1.43%
3378 E Lani Ikena Way Kihei, HI The newly completed Wailea estate blends contemporary design with Mauiâs natural beauty....	4 beds \| 5 baths \| 3,328 sq.ft.	$4,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $5782 Airbnb ROI: N/A Traditional ROI: 0.4%
27 Waihili Pl Kihei, HI Calling all Savvy Investors and 1st time homebuyers! Great opportunity to own a centrally ...	3 beds \| 3 baths \| 1,434 sq.ft.	$949,900	Airbnb cash on cash: 3.45% Traditional cash on cash: 2.52% Airbnb Rental Income: $5465 Traditional Rental Income: $3541 Airbnb ROI: 3.45% Traditional ROI: 2.52%
7595 Makena Rd Kihei, HI Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle o...	4 beds \| 5 baths \| 4,778 sq.ft.	$23,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -1% Airbnb Rental Income: $null Traditional Rental Income: $5942 Airbnb ROI: N/A Traditional ROI: -1%
14 Halapa Pl Kihei, HI Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece...	4 beds \| 5 baths \| 5,126 sq.ft.	$11,998,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.84% Airbnb Rental Income: $null Traditional Rental Income: $5010 Airbnb ROI: N/A Traditional ROI: -0.84%
1756 Halama Street Kihei, HI Exclusive and rarely available beachfront property on Kihei Maui's south shore. With breat...	3 beds \| 2 baths \| 1,412 sq.ft.	$5,999,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.83% Airbnb Rental Income: $5465 Traditional Rental Income: $4460 Airbnb ROI: -0.85% Traditional ROI: -0.83%
2670 Kanakanui Rd Kihei, HI Shut the world out behind the gates of this renovated, solar-driven Keonekai Heights resid...	4 beds \| 3 baths \| 1,948 sq.ft.	$1,535,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.03% Airbnb Rental Income: $null Traditional Rental Income: $3384 Airbnb ROI: N/A Traditional ROI: 1.03%
744 Lanina Pl Kihei, HI Eclectic, exotic, bursting with energy this Maui Meadows home is such a special spot on th...	4 beds \| 4 baths \| 3,399 sq.ft.	$3,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.49% Airbnb Rental Income: $null Traditional Rental Income: $5824 Airbnb ROI: N/A Traditional ROI: 0.49%
3002 S Kihei Rd Kihei, HI Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of...	3 beds \| 3 baths \| 5,468 sq.ft.	$15,500,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.97% Airbnb Rental Income: $5465 Traditional Rental Income: $4419 Airbnb ROI: -0.98% Traditional ROI: -0.97%
3142 Waiea Pl Kihei, HI Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and eas...	3 beds \| 3 baths \| 1,902 sq.ft.	$2,695,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 0.07% Airbnb Rental Income: $5465 Traditional Rental Income: $4096 Airbnb ROI: 0.17% Traditional ROI: 0.07%
31 Waikalani Hema Pl Kihei, HI Experience the Serenity of South Maui Living! Tucked away on a quiet cul-de-sac in the hea...	4 beds \| 3 baths \| 2,318 sq.ft.	$1,499,999	Airbnb cash on cash: N/A Traditional cash on cash: 1.72% Airbnb Rental Income: $null Traditional Rental Income: $4040 Airbnb ROI: N/A Traditional ROI: 1.72%
1614 Halama St Kihei, HI Discover true oceanfront luxury at 1614 Halama Street. This stunning beachfront home offer...	4 beds \| 4 baths \| 3,511 sq.ft.	$9,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.2% Airbnb Rental Income: $null Traditional Rental Income: $4941 Airbnb ROI: N/A Traditional ROI: -1.2%
19 Malukai Ln #4 Kihei, HI Step into a world of refined elegance and beachfront luxury in Maluhia at Waileaâa sanct...	4 beds \| 5 baths \| 4,803 sq.ft.	$14,750,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.3% Airbnb Rental Income: $null Traditional Rental Income: $5915 Airbnb ROI: N/A Traditional ROI: -1.3%
162 W Ikea Kai Pl Kihei, HI Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exception...	4 beds \| 3 baths \| 2,843 sq.ft.	$3,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.26% Airbnb Rental Income: $null Traditional Rental Income: $4719 Airbnb ROI: N/A Traditional ROI: 0.26%
4950 Makena Rd #8 Kihei, HI Nestled into a gated residential condominium community on Mauiâs sun-drenched south shor...	4 beds \| 5 baths \| 4,328 sq.ft.	$17,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.56% Airbnb Rental Income: $null Traditional Rental Income: $8105 Airbnb ROI: N/A Traditional ROI: -1.56%
521 Kupulau Dr Kihei, HI Nestled in the highly sought-after Maui Meadows neighborhood, this unique pole home on Kup...	3 beds \| 2 baths \| 2,111 sq.ft.	$1,999,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 1.2% Airbnb Rental Income: $5465 Traditional Rental Income: $4324 Airbnb ROI: 1.22% Traditional ROI: 1.2%
159 Auhana Rd Kihei, HI Incredible opportunity awaits! Large .41 acre level lot with great ocean views near top So...	2 beds \| 2 baths \| 1,034 sq.ft.	$1,195,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 1.07% Airbnb Rental Income: $3824 Traditional Rental Income: $3009 Airbnb ROI: 1.06% Traditional ROI: 1.07%
487 Hoala Dr Kihei, HI A true family home offering expansive living space and room to breathe. This beautifully r...	4 beds \| 4 baths \| 3,296 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.39% Airbnb Rental Income: $null Traditional Rental Income: $7023 Airbnb ROI: N/A Traditional ROI: 0.39%
3254 S Kihei Rd Kihei, HI Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 h...	5 beds \| 6 baths \| 7,244 sq.ft.	$24,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.67% Airbnb Rental Income: $null Traditional Rental Income: $7963 Airbnb ROI: N/A Traditional ROI: -1.67%
194 Kamakoi Loop Kihei, HI Kihei Oasis with Private Pool and Modern Island Living! Welcome to 194 Kamakoi Loop, a st...	3 beds \| 3 baths \| 1,936 sq.ft.	$1,744,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 1.38% Airbnb Rental Income: $5465 Traditional Rental Income: $4111 Airbnb ROI: 1.54% Traditional ROI: 1.38%
7421 Makena Rd Kihei, HI Tranquility. Exclusivity. Privacy. All are embodied within this ultimate ocean-lovers retr...	4 beds \| 5 baths \| 4,544 sq.ft.	$19,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.42% Airbnb Rental Income: $null Traditional Rental Income: $7909 Airbnb ROI: N/A Traditional ROI: -1.42%
160 Kuli Puu St Kihei, HI Have you been looking for that open pallet fixer upper? Well, here it is! The water dama...	5 beds \| 3 baths \| 2,164 sq.ft.	$1,800,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.29% Airbnb Rental Income: $null Traditional Rental Income: $4805 Airbnb ROI: N/A Traditional ROI: 1.29%
2597 Moolio Pl Kihei, HI Pacific Terrace in South Kihei is one of the most charming neighborhoods on the island, pe...	4 beds \| 3 baths \| 1,912 sq.ft.	$1,850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.8% Airbnb Rental Income: $null Traditional Rental Income: $3995 Airbnb ROI: N/A Traditional ROI: 0.8%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kihei, HI

144 Halau Pl

Kihei, HI

3 beds | 4 baths | 3,666 sq.ft.

$9,395,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: -0.71%

Airbnb Rental Income: $5465

Traditional Rental Income: $5599

Airbnb ROI: -0.85%

Traditional ROI: -0.71%

53 Waikai St

Kihei, HI

4 beds | 3 baths | 2,400 sq.ft.

$1,875,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.02%

Airbnb Rental Income: $null

Traditional Rental Income: $4626

Airbnb ROI: N/A

Traditional ROI: 1.02%

19 Hoolalei Way

Kihei, HI

3 beds | 3 baths | 2,130 sq.ft.

$1,665,000

Airbnb cash on cash: 1.49%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $5465

Traditional Rental Income: $4374

Airbnb ROI: 1.49%

Traditional ROI: 1.49%

15 Laukahi St

Kihei, HI

3 beds | 3 baths | 1,868 sq.ft.

$1,899,999

Airbnb cash on cash: 1.04%

Traditional cash on cash: 0.85%

Airbnb Rental Income: $5465

Traditional Rental Income: $4023

Airbnb ROI: 1.04%

Traditional ROI: 0.85%

2760 Umeke Cir #94

Kihei, HI

2 beds | 2 baths | 1,902 sq.ft.

$1,995,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 0.16%

Airbnb Rental Income: $3824

Traditional Rental Income: $4148

Airbnb ROI: -0.46%

Traditional ROI: 0.16%

182 Ponana St

Kihei, HI

3 beds | 3 baths | 2,088 sq.ft.

$2,195,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 0.69%

Airbnb Rental Income: $5465

Traditional Rental Income: $4288

Airbnb ROI: 0.73%

Traditional ROI: 0.69%

30 Ponana St

Kihei, HI

3 beds | 2 baths | 1,912 sq.ft.

$1,869,000

Airbnb cash on cash: 1.21%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $5465

Traditional Rental Income: $4275

Airbnb ROI: 1.21%

Traditional ROI: 1.16%

220 Oluea Cir

Kihei, HI

3 beds | 2 baths | 1,332 sq.ft.

$1,175,000

Airbnb cash on cash: 2.6%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $5465

Traditional Rental Income: $3453

Airbnb ROI: 2.6%