Single family homes for sale in Wailea, HI

view of yard with a balcony and a patio area

rear view of house featuring stucco siding, a yard, an outdoor pool, a balcony, and a patio area

back of property at dusk featuring stucco siding

4 hours on Rocket

$16,000,000

4 beds • 4 baths • 4,803 sqft

19 Malukai Ln Unit 4, Kihei HI 96753

#405257, Josh Jerman RB-19728, Listing Office: Hawaii Life (W)

view of front of house with a gate and a fenced front yard

property entrance with a garage, driveway, and a balcony

stairs featuring wood finished floors and baseboards

1 day on Rocket

$10,000 Closing Credit¹

$1,625,000

3 beds • 3 baths • 2,180 sqft

2709 Puu Hoolai St, Kihei HI 96753

#405236, Kimberly A Sloan RS-65058, Listing Office: Redfin Corporation

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back of property with solar panels, stairway, a deck with mountain view, and a lawn

spare room featuring ceiling fan, beamed ceiling, and high vaulted ceiling

empty room with visible vents, beamed ceiling, and high vaulted ceiling

3 days on Rocket

$10,000 Closing Credit¹

$1,500,000

3 beds • 2 baths • 1,380 sqft

3010 Kauhale St, Kihei HI 96753

#405210, Marcus Springs RS-80319, Listing Office: Keller Williams Realty Maui-Ki

birds eye view of property featuring a water view and a residential view

aerial view featuring a beach view and a water view

4 days on Rocket

$10,000 Closing Credit¹

$1,849,000

6 beds • 5 baths • 3,248 sqft

2715 Puu Hoolai St, Kihei HI 96753

#405206, Ralph F Gorgoglione RB-23496, Listing Office: Maui Life Homes Inc

view of home's exterior featuring stairs

rear view of property with a patio, a lawn, a playground, and fence

living area featuring a textured ceiling, a wall mounted AC, and a ceiling fan

5 days on Rocket

$10,000 Closing Credit¹

$1,695,000

5 beds • 3 baths • 1,368 sqft

293 Alaume St, Kihei HI 96753

#405200, Kathryn E Petty RB-21619, Listing Office: REMAX Resort Realty

living room featuring a water view, light wood-style flooring, and a ceiling fan

entrance foyer with baseboards, a high ceiling, wood finished floors, and recessed lighting

view of patio / terrace with a water view and a fire pit

6 days on Rocket

$31,000,000

5 beds • 5 baths • 7,244 sqft

3254 S Kihei Rd, Kihei HI 96753

#405195, David W Richardson RB-10780, Josh Jerman, Listing Office: Hawaii Life (W)

pool at dusk featuring an in ground hot tub, a patio, and a fenced in pool

dining space featuring a water view and wood finished floors

pool at dusk featuring ceiling fan, a patio, a mountain view, and an outdoor pool

$12,500,000

4 beds • 5 baths • 5,638 sqft

3878 Wailea Ekolu Pl, Kihei HI 96753

#405123, Bradley S MacArthur RB-17807, Tyler MacArthur, Listing Office: Hawaii Life (W)

Room to negotiate?

Median Sold Price

$1.7M

Avg. Sale Time

128 Days

Based on our February 2025 Market Report.

view of side of home with stucco siding and a balcony

rear view of property with stucco siding, a patio, a balcony, and a fenced in pool

interior space with visible vents, ceiling fan, a tray ceiling, light wood-style floors, and access to outside

$2,695,000

4 beds • 4 baths • 3,191 sqft

221 E Ikea Kai Pl, Kihei HI 96753

#405105, Bruce R Travis RS-79596, Listing Office: eXp Realty

$65,000,000

8 beds • 8 baths • 21,692 sqft

3200 S Kihei Rd, Kihei HI 96753

#405090, Matt G Beall RB-17738, Josh Jerman, Listing Office: Hawaii Life (PR), Hawaii Life (W)

view of pool featuring a yard and a patio

view of front of home with a garage and a front lawn

$3,850,000

3 beds • 3 baths • 3,029 sqft

130 Hokai Pl, Kihei HI 96753

#404914, Bradley S MacArthur RB-17807, Tyler MacArthur, Listing Office: Hawaii Life (W)

rear view of house with a yard and a patio area

living room featuring a towering ceiling and light hardwood / wood-style floors

$6,775,000

4 beds • 5 baths • 4,537 sqft

151 Halau Pl Unit 7, Kihei HI 96753

#404855, David W Richardson RB-10780, Spring Lee, Listing Office: Hawaii Life (W)

patio terrace at dusk featuring a lawn and a water view

$32,500,000

4 beds • 6 baths • 5,435 sqft

3060 S Kihei Rd, Kihei HI 96753

#404835, Ryan MacLaughlin RB-21325, Alex Cortez, Listing Office: Island Sotheby's Int'l Rlty(W)

drone / aerial view with a mountain view

$2,999,999

3 beds • 4 baths • 2,129 sqft

3351 W Lani Ikena Way, Kihei HI 96753

#404777, Allan R Muniz RS-52728, Listing Office: Pali Kai Inc

mediterranean / spanish home with a garage and solar panels

living room featuring wood-type flooring

$3,399,000

5 beds • 3 baths • 3,175 sqft

153 Hokai Pl, Kihei HI 96753

#404700, Alana H Rucynski RS-59516, Lydia Pedro, Listing Office: Hawaii Life (W)

view of pool featuring a patio area and a water view

pool at dusk featuring a patio area and outdoor lounge area

$7,950,000

3 beds • 4 baths • 4,588 sqft

3885 Wailea Ekolu Pl, Kihei HI 96753

#404575, Robert H Dein RB-18398, Kenneth Hayo, Listing Office: Maui Real Estate Advisors LLC

$2,895,000

3 beds • 3 baths • 2,032 sqft

3150 Waiea Pl, Kihei HI 96753

#404562, Max Blair RS-78173, Listing Office: Coldwell Banker Island Prop(S)

hallway with beam ceiling, wood ceiling, and high vaulted ceiling

$10,000 Closing Credit¹

$2,499,500

3 beds • 2 baths • 2,056 sqft

166 Heleuma Pl, Kihei HI 96753

#404501, Christine M Hamilton RB-23420, Listing Office: Coldwell Banker Island Prop(S)

view of front facade featuring a garage and a front lawn

birds eye view of property featuring a water view

drone / aerial view featuring a mountain view

$5,495,000

3 beds • 4 baths • 2,969 sqft

162 Halau Pl Unit 11, Kihei HI 96753

#404472, David W Richardson RB-10780, Spring Lee, Listing Office: Hawaii Life (W), Polaris Pacific

view of front facade featuring a front yard and a garage

stairway with hardwood / wood-style flooring

$10,000 Closing Credit¹

$2,250,000

5 beds • 4 baths • 2,788 sqft

2733 Puu Hoolai St, Kihei HI 96753

#404446, Todd J Hudson RB-21913, Benjamin Finnerty, Listing Office: Keller Williams Realty Maui-Ki

view of front of property with a balcony and a garage

aerial view with a water and mountain view

interior space featuring a water and mountain view

$5,400,000

3 beds • 4 baths • 2,732 sqft

3933 Wailea Ekolu Pl, Kihei HI 96753

#404369, Chase Traphagen RS-83406, Melissa Venit, Listing Office: Coldwell Banker Island Prop-Ku, Coldwell Banker Island Prop(S)

view of front facade featuring a yard and a garage

$10,000 Closing Credit¹

$1,870,000

3 beds • 3 baths • 1,984 sqft

145 Poailani Pl Unit 26, Kihei HI 96753

#404303, Alana H Rucynski RS-59516, Lydia Pedro, Listing Office: Hawaii Life (W)

bird's eye view with a water and mountain view

aerial view at dusk featuring a water view

$3,850,000

3 beds • 4 baths • 2,739 sqft

4351 Wailina St, Kihei HI 96753

#404225, Billy Jalbert RB-19015, Listing Office: The Maui Real Estate Team Inc

view of front facade with a front yard, an attached garage, and stucco siding

aerial view with a water view and a residential view

bird's eye view featuring a residential view and a water view

$3,750,000

4 beds • 3 baths • 3,465 sqft

210 E Panana Pl, Kihei HI 96753

#404224, Josh Jerman RB-19728, Tim Stice, Listing Office: Hawaii Life (W)

mediterranean / spanish-style house featuring a garage and a front lawn

living room featuring ceiling fan with notable chandelier, light hardwood / wood-style floors, and lofted ceiling

$2,695,000

3 beds • 3 baths • 1,852 sqft

109 Hokai Pl, Kihei HI 96753

#404144, Bradley S MacArthur RB-17807, Tyler MacArthur, Listing Office: Hawaii Life (W)

$3,600,000

5 beds • 4 baths • 4,232 sqft

85 Pukolu Pl, Kihei HI 96753

#403762, Sara M Fox RS-76518, Listing Office: Keller Williams Realty Maui-Ki

view of swimming pool featuring an in ground hot tub, a patio area, and a yard

view of yard with french doors and a patio

entrance foyer featuring a towering ceiling

$2,850,000

4 beds • 4 baths • 4,348 sqft

388 Pualoa Nani Pl, Kihei HI 96753

#403671, Tom Tezak RB-21167, Listing Office: Hawaii Life (W)

view of front of property with a garage, a balcony, and a front lawn

birds eye view of property with a water and mountain view

$10,000 Closing Credit¹

$1,750,000

3 beds • 3 baths • 2,000 sqft

221 Mahie Pl, Kihei HI 96753

#403569, Kelly Lau RS-82531, Joshua Feyen, Listing Office: Coldwell Banker Island Prop(P), Coldwell Banker Island Prop-Ku

pool at dusk with a patio, area for grilling, and a bar

$3,975,000

3 beds • 3 baths • 3,024 sqft

194 E Panana Pl, Kihei HI 96753

#403559, Josh Jerman RB-19728, Lina Duong, Listing Office: Hawaii Life (W), Coldwell Banker Island Prop-Ku

property exterior at twilight featuring a balcony

details featuring a water view and hardwood / wood-style flooring

$9,500,000

5 beds • 6 baths • 4,845 sqft

169 Halau Pl Lot 4, Kihei HI 96753

#403546, Yvienne Peterson RS-57071, Gerrit Peterson, Listing Office: The Agency Maui

front of property featuring a garage and a front lawn

aerial view featuring a water and mountain view

$10,000 Closing Credit¹

$2,495,000

5 beds • 4 baths • 2,660 sqft

126 Ahekolo St, Kihei HI 96753

#403465, Roger R Pleski RS-64819, Amanda Kittle, Listing Office: Coldwell Banker Island Prop(S)

rear view of property featuring stucco siding, outdoor lounge area, a balcony, a patio area, and a mountain view

view of swimming pool featuring a patio area, a fenced in pool, and a water view

rear view of house featuring a balcony, a patio area, fence, and stucco siding

$3,790,000

4 beds • 3 baths • 2,843 sqft

162 W Ikea Kai Pl, Kihei HI 96753

#403173, Jeff Simon RB-19092, Josh Jerman, Listing Office: Hawaii Life (W)

balcony featuring a water and mountain view

dining space featuring beam ceiling, high vaulted ceiling, and ceiling fan

view of mountain feature featuring a water view

$5,600,000

3 beds • 4 baths • 3,817 sqft

4281 Wailina Pl, Kihei HI 96753

#403161, M. Kathleen Worley RB-12090, Listing Office: Pali Kai Inc

living room featuring light tile patterned flooring, a water view, crown molding, and ceiling fan

dining space with a water view, ornamental molding, and light tile patterned floors

pool at dusk with a patio and a water view

$15,750,000

4 beds • 4 baths • 3,550 sqft

4406 Makena Rd Unit B, Kihei HI 96753

#403071, Ryan MacLaughlin RB-21325, Janna Schlag, Listing Office: Island Sotheby's Int'l Rlty(W), Bello Realty Inc

view of front facade with a garage, a sunroom, and a front lawn

interior space with beamed ceiling, light tile patterned flooring, sink, and ceiling fan

unfurnished room with wood ceiling, beamed ceiling, ceiling fan, and light tile patterned flooring

$10,000 Closing Credit¹

$1,575,000

3 beds • 3 baths • 1,876 sqft

2735 Panepoo St, Kihei HI 96753

#402986, Tom Tezak RB-21167, Listing Office: Hawaii Life (W)

view of front facade with a balcony and a garage

$10,000 Closing Credit¹

$1,885,000

5 beds • 4 baths • 2,336 sqft

2755 Panepoo St, Kihei HI 96753

#402626, Howard Dinits RB-20780, Listing Office: Dinits Realty

back house at dusk with a mountain view, a balcony, and a patio area

pool at dusk featuring an outdoor fire pit and a patio area

$13,500,000

4 beds • 5 baths • 5,126 sqft

14 Halapa Pl Lot 8, Kihei HI 96753

#402175, Diane K Pool RB-17896, Listing Office: Hawaii Life (W)

$18,000,000

3 beds • 3 baths • 5,468 sqft

3002 S Kihei Rd, Kihei HI 96753

#401631, Josh Jerman RB-19728, Tim Stice, Listing Office: Hawaii Life (W)

mediterranean / spanish house featuring a balcony

$2,795,000

4 beds • 3 baths • 3,195 sqft

199 E Ikea Moku Pl, Kihei HI 96753

#401624, Robert H Dein RB-18398, Kenneth Hayo, Listing Office: Maui Real Estate Advisors LLC

16-472 Oliana St, Keaau HI, 96749, 2 bedrooms, 2 baths house for sale

Listing photo 2 for 16-472 Oliana St, Keaau HI 96749

Listing photo 3 for 16-472 Oliana St, Keaau HI 96749

Backup offers

$5,807 Closing Credit¹

$489,000

2 beds • 2 baths • 1,062 sqft

16-472 Oliana St, Keaau HI 96749

#705576, Listing Office: Ah Chong Realty, LLC

Wailea, HI Real Estate Market Overview

Browse 39 homes for sale in Wailea, HI. View properties, photos, nearby real estate with school and housing market information. The number of homes for sale in Wailea, HI increased by 6.7% between January 2025 and February 2025. The median list price of listings available in February 2025 was $1,789,125, while the average time on the real estate market was 128 days. Wailea, HI housing market in February 2025 saw over 0 listings sold above listed price, more than 0 sold at listed price and over 13 sold below.

From Rocket Homes Real Estate and based on county public records data

Single family homes for sale in Wailea, HI

Wailea, HI Real Estate Market Overview

What is it like to live in Wailea, HI

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