2 bedroom homes for sale in Wailea, HI

birds eye view of property with a water and mountain view

bird's eye view with a beach view and a water and mountain view

2 days on Rocket

$7,066 Closing Credit¹

$595,000

2 beds • 2 baths • 728 sqft

2747 S Kihei Rd Unit H001, Kihei HI 96753

#405220, Alexander R Iskenderian RB-23602, Listing Office: Berkshire Hathaway Maui Prop-L

living area with light tile patterned floors, a textured ceiling, and ceiling fan

bird's eye view with a water and mountain view

community pool with a patio, a community hot tub, and fence

2 days on Rocket

$10,000 Closing Credit¹

$1,600,000

2 beds • 2 baths • 1,230 sqft

2695 S Kihei Rd Unit 10314, Kihei HI 96753

#405214, Alan J Craig RS-55980, Ken Wong, Listing Office: Coldwell Banker Island Prop-Ku

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living area featuring ceiling fan, tile patterned flooring, visible vents, and baseboards

5 days on Rocket

$10,000 Closing Credit¹

$2,366,000

2 beds • 3 baths • 1,559 sqft

3150 Wailea Alanui Dr Unit 3202, Kihei HI 96753

#405188, Mardi Werner RS-58540, Listing Office: Coldwell Banker Island Prop-Ku

sunroom / solarium with plenty of natural light

living room with a ceiling fan, a wealth of natural light, and wood finished floors

6 days on Rocket

$10,000 Closing Credit¹

$995,000

2 beds • 2 baths • 1,048 sqft

2619 S Kihei Rd Unit A-101, Kihei HI 96753

#405179, Darla Phillips RS-83278, Alana Rucynski, Listing Office: Hawaii Life (W)

drone / aerial view featuring a view of the beach and a water view

6 days on Rocket

$10,000 Closing Credit¹

$950,000

2 beds • 2 baths • 890 sqft

2653 S Kihei Rd Unit 105, Kihei HI 96753

#405173, Kim Y McLaughlin RS-77917, Listing Office: Island Sotheby's Int'l Rlty(W)

balcony with outdoor dining space and a mountain view

balcony featuring a sunroom and outdoor dining area

7 days on Rocket

$10,000 Closing Credit¹

$1,745,000

2 beds • 2 baths • 1,071 sqft

10 Wailea Ekolu Pl Unit 405, Kihei HI 96753

#405164, Robert H Dein RB-18398, Kenneth Hayo, Listing Office: Maui Real Estate Advisors LLC

exterior space featuring outdoor dining area

living room featuring wallpapered walls, ceiling fan, a textured ceiling, and wood finished floors

kitchen with a center island, open shelves, white cabinets, light stone countertops, and light wood-type flooring

$10,000 Closing Credit¹

$1,099,000

2 beds • 2 baths • 890 sqft

2653 S Kihei Rd Unit 204, Kihei HI 96753

#405142, Sloan Allison RS-82713, Listing Office: Coldwell Banker Island Prop(S)

Room to negotiate?

Median Sold Price

$1.7M

Avg. Sale Time

128 Days

Based on our February 2025 Market Report.

living room with ornamental molding, a wall mounted air conditioner, and light wood-style flooring

bedroom featuring freestanding refrigerator, crown molding, an AC wall unit, light wood-type flooring, and a sink

kitchen featuring light stone counters, light wood finished floors, a ceiling fan, open floor plan, and white cabinetry

$10,000 Closing Credit¹

$1,050,000

2 beds • 2 baths • 1,148 sqft

155 Wailea Ike Pl Unit 16, Kihei HI 96753

#405109, Laurie S Lowson RB-16475, Listing Office: Lowson & Associates

living room with expansive windows, a textured ceiling, and light tile patterned floors

living area featuring a textured ceiling, light wood finished floors, and baseboards

living room featuring a textured ceiling, ceiling fan, wood finished floors, and floor to ceiling windows

$10,000 Closing Credit¹

$899,000

2 beds • 2 baths • 890 sqft

2653 S Kihei Rd Unit 212, Kihei HI 96753

#405069, Sara M Fox RS-76518, Lindsay Simone, Listing Office: Keller Williams Realty Maui-Ki

dining space featuring light tile patterned floors, wood walls, a textured ceiling, and a ceiling fan

living room featuring a textured ceiling, ceiling fan, light tile patterned floors, wood walls, and stairway

living area with a ceiling fan, light tile patterned flooring, wood walls, and a textured ceiling

$10,000 Closing Credit¹

$1,895,000

2 beds • 3 baths • 1,133 sqft

3300 Wailea Alanui Dr Unit 25B, Kihei HI 96753

#405025, Terry Alling RS-74771, Jeff Walter, Listing Office: Coldwell Banker Island Prop-Ku, Coldwell Banker Island Prop(S)

living area with baseboards, ceiling fan, dark wood finished floors, and recessed lighting

kitchen with a peninsula, a breakfast bar area, light countertops, and white cabinets

kitchen featuring a peninsula, light countertops, white electric range oven, and white cabinetry

$6,591 Closing Credit¹

$555,000

2 beds • 1 bath • 625 sqft

160 Keonekai Rd Unit 14-202, Kihei HI 96753

#405024, Nathalie C Mullinix RB-17596, Listing Office: Nathalie Mullinix Rlty Universal Inc

$10,000 Closing Credit¹

$1,729,000

2 beds • 2 baths • 1,071 sqft

10 Wailea Ekolu Pl Unit 105, Kihei HI 96753

#405018, Michele M White RS-71240, Listing Office: Coldwell Banker Island Prop(S)

corridor with beamed ceiling, a chandelier, high vaulted ceiling, and light tile patterned floors

$10,000 Closing Credit¹

$1,788,500

2 beds • 2 baths • 1,071 sqft

10 Wailea Ekolu Pl Unit 706, Kihei HI 96753

#404989, Jai N Jimenez RS-65141, Listing Office: Hawaii Life (W)

view of home's community featuring a water and mountain view and a yard

living room featuring ceiling fan, carpet flooring, and high vaulted ceiling

$10,000 Closing Credit¹

$1,400,000

2 beds • 2 baths • 1,056 sqft

155 Wailea Ike Pl Unit 76, Kihei HI 96753

#404944, Kento Tanaka-Tamaki RS-80011, Listing Office: Coldwell Banker Island Prop(S)

kitchen with sink, light tile patterned floors, dishwasher, ceiling fan, and light stone countertops

kitchen featuring appliances with stainless steel finishes, a kitchen breakfast bar, and kitchen peninsula

tiled living room with a wall unit AC and ceiling fan

$6,888 Closing Credit¹

$580,000

2 beds • 2 baths • 733 sqft

2747 S Kihei Rd Unit H208, Kihei HI 96753

#404872, Josh Guthrie RS-75774, Listing Office: PKR Realty

kitchen with a kitchen island, appliances with stainless steel finishes, decorative backsplash, light tile patterned floors, and light stone countertops

kitchen with light stone counters, sink, decorative backsplash, and appliances with stainless steel finishes

dining room featuring sink, light tile patterned floors, and ceiling fan

$10,000 Closing Credit¹

$1,475,000

2 beds • 2 baths • 1,188 sqft

2695 S Kihei Rd Unit 4412, Kihei HI 96753

#404848, Kassandra Starr Teems RS-82679, Listing Office: Coldwell Banker Island Prop(S)

kitchen with sink, plenty of natural light, wall chimney range hood, and appliances with stainless steel finishes

$10,000 Closing Credit¹

$2,395,000

2 beds • 3 baths • 1,559 sqft

3150 Wailea Alanui Dr Unit 2902, Kihei HI 96753

#404804, Bradley S MacArthur RB-17807, Tyler MacArthur, Listing Office: Hawaii Life (W)

$4,995,000

2 beds • 2 baths • 1,313 sqft

4850 Makena Alanui Rd Unit F207, Kihei HI 96753

#404766, Riette G Jenkins RB-17543, Conner Jenkins, Listing Office: Coldwell Banker Island Prop(S)

aerial view at dusk featuring a water view

$10,000 Closing Credit¹

$849,000

2 beds • 2 baths • 1,115 sqft

2881 S Kihei Rd Unit 55, Kihei HI 96753

#404729, Nancy Holzer-Benson RB-19797, Listing Office: Grand Pacific Resorts Hawaii

aerial view with a water view and a beach view

$10,000 Closing Credit¹

$859,888

2 beds • 2 baths • 890 sqft

2653 S Kihei Rd Unit 201, Kihei HI 96753

#404715, Erica L Haleakala RB-23571, Listing Office: Hawaii Life (W)

kitchen featuring wooden ceiling, stainless steel appliances, and white cabinetry

kitchen featuring white cabinets, appliances with stainless steel finishes, a center island, sink, and a breakfast bar area

living room featuring an AC wall unit, wood ceiling, beamed ceiling, high vaulted ceiling, and ceiling fan

$10,000 Closing Credit¹

$1,649,000

2 beds • 2 baths • 1,188 sqft

2695 S Kihei Rd Unit 10-408, Kihei HI 96753

#404688, Max Nevius RS-80474, Listing Office: Coldwell Banker Island Prop-Ku

kitchen featuring wooden ceiling, dishwashing machine, and kitchen peninsula

kitchen featuring white fridge, a kitchen island, beam ceiling, sink, and decorative light fixtures

$10,000 Closing Credit¹

$1,650,000

2 beds • 2 baths • 1,244 sqft

2777 S Kihei Rd Unit I-209, Kihei HI 96753

#404666, Roger R Pleski RS-64819, Amanda Kittle, Listing Office: Coldwell Banker Island Prop(S)

view of water feature featuring a mountain view and a view of the beach

aerial view at dusk with a mountain view

$4,985,000

2 beds • 2 baths • 1,313 sqft

4850 Makena Alanui Rd Unit E-205, Kihei HI 96753

#404657, Leslie M Smith RS-42147, Listing Office: Hawaii Life (W)

kitchen featuring white cabinetry, light hardwood / wood-style flooring, beamed ceiling, and a water view

kitchen with kitchen peninsula, white cabinets, appliances with stainless steel finishes, beamed ceiling, and sink

kitchen with decorative light fixtures, hardwood / wood-style floors, beam ceiling, white cabinets, and sink

$10,000 Closing Credit¹

$1,595,000

2 beds • 2 baths • 1,214 sqft

2777 S Kihei Rd Unit L-205, Kihei HI 96753

#404651, Matthew Iannaccio, Listing Office: eXp Realty

view of patio featuring ceiling fan, an outdoor hangout area, and a balcony

$10,000 Closing Credit¹

$1,850,000

2 beds • 2 baths • 1,194 sqft

3150 Wailea Alanui Dr Unit 3304, Kihei HI 96753

#404644, Gary J Mooers RB-18535, Aron Graziano, Listing Office: Coldwell Banker Island Prop(S), Coldwell Banker Island Prop-Ku

interior space with light carpet, a towering ceiling, sink, decorative light fixtures, and a mountain view

drone / aerial view featuring a water and mountain view

$2,850,000

2 beds • 2 baths • 1,574 sqft

172 Holomoana Way Unit 11B, Kihei HI 96753

#404595, Napua L Banks RS-70280, Listing Office: Island Sotheby's Int'l Rlty(W)

$10,000 Closing Credit¹

$1,595,000

2 beds • 2 baths • 1,071 sqft

10 Wailea Ekolu Pl Unit 1603, Kihei HI 96753

#404571, Carla K Lorimor RB-21404, Listing Office: Polaris Pacific

unfurnished living room with ceiling fan, sink, and light hardwood / wood-style flooring

unfurnished living room with light hardwood / wood-style floors and ceiling fan

kitchen with black electric cooktop, white cabinetry, and sink

$6,282 Closing Credit¹

$529,000

2 beds • 1 bath • 625 sqft

160 Keonekai Rd Unit 14-205, Kihei HI 96753

#404545, Mateo Manzari RB-24388, Listing Office: Coldwell Banker Island Prop-Ku

property view of water featuring a view of the beach

balcony with a water view and a beach view

carpeted bedroom with access to exterior, a textured ceiling, a water view, and ceiling fan

$10,000 Closing Credit¹

$2,083,500

2 beds • 2 baths • 767 sqft

2960 S Kihei Rd Unit 607, Kihei HI 96753

#404533, Jeff Simon RB-19092, Listing Office: Hawaii Life (W)

living room featuring ceiling fan and light hardwood / wood-style flooring

spare room with ceiling fan, french doors, and light wood-type flooring

living room featuring an AC wall unit, ceiling fan, and light hardwood / wood-style flooring

$7,111 Closing Credit¹

$598,800

2 beds • 2 baths • 750 sqft

160 Keonekai Rd Unit 9-202, Kihei HI 96753

#404423, Kirstin Shipe RS-79880, Listing Office: Whalers Investment Group LLC

kitchen with white cabinetry, a kitchen bar, light wood-type flooring, and sink

kitchen with stainless steel oven, ventilation hood, black electric cooktop, tasteful backsplash, and white cabinetry

$2,895,000

2 beds • 2 baths • 1,505 sqft

3300 Wailea Alanui Dr Unit 32A, Kihei HI 96753

#404412, Don McEntire RB-17876, Listing Office: McEntire Realty

carpeted dining area featuring high vaulted ceiling, ceiling fan, and sink

living room with light carpet, a towering ceiling, and ceiling fan

$10,000 Closing Credit¹

$1,400,000

2 beds • 2 baths • 1,052 sqft

2777 S Kihei Rd Unit C210, Kihei HI 96753

#404403, Roger R Pleski RS-64819, Amanda Kittle, Listing Office: Coldwell Banker Island Prop(S)

kitchen with appliances with stainless steel finishes, vaulted ceiling, pendant lighting, and sink

carpeted dining room featuring lofted ceiling

living room with a wall mounted AC, light colored carpet, high vaulted ceiling, and ceiling fan

$2,995,000

2 beds • 2 baths • 1,172 sqft

3300 Wailea Alanui Dr Unit 32C, Kihei HI 96753

#404404, Roger R Pleski RS-64819, Amanda Kittle, Listing Office: Coldwell Banker Island Prop(S)

living room featuring a wealth of natural light, crown molding, and ceiling fan

dining area with ceiling fan and ornamental molding

$3,700,000

2 beds • 2 baths • 1,536 sqft

3600 Wailea Alanui Dr Unit 2109, Kihei HI 96753

#404381, Geoffrey J Cook RS-75108, Maeghan Pocock, Listing Office: Century 21 Island Homes

aerial view at dusk featuring a mountain view

view of home's exterior featuring a lawn

$6,294 Closing Credit¹

$530,000

2 beds • 1 bath • 625 sqft

160 Keonekai Rd Unit 12-106, Kihei HI 96753

#404356, Theresa Short RB-23716, Mark Short, Listing Office: Keller Williams Realty Maui-Ka

back house at dusk with a yard, a balcony, and a water view

view of community with a mountain view and a yard

$10,000 Closing Credit¹

$1,775,000

2 beds • 2 baths • 1,194 sqft

3200 Wailea Alanui Dr Unit 1505, Kihei HI 96753

#404349, Bob Hansen RB-17532, Clint Hansen, Listing Office: Maui Luxury Real Estate LLC

dining room featuring light tile patterned floors

kitchen with stainless steel appliances, stone countertops, a kitchen breakfast bar, and light brown cabinetry

$9,619 Closing Credit¹

$810,000

2 beds • 2 baths • 1,048 sqft

2619 S Kihei Rd Unit B 205, Kihei HI 96753

#404344, Nathan E Moore RS-71561, Wendi Ching, Listing Office: Kumulani Vacations&Realty

view of pool featuring a community hot tub, a water view, and a yard

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

view of community with a residential view and a yard

$10,000 Closing Credit¹

$1,595,000

2 beds • 2 baths • 1,242 sqft

3200 Wailea Alanui Dr Unit 1001, Kihei HI 96753

#404299, Ryan MacLaughlin RB-21325, Alex Cortez, Listing Office: Island Sotheby's Int'l Rlty(W)

living room with ceiling fan and hardwood / wood-style flooring

living room featuring ceiling fan and dark hardwood / wood-style floors

$10,000 Closing Credit¹

$1,427,000

2 beds • 2 baths • 1,194 sqft

3150 Wailea Alanui Dr Unit 2404, Kihei HI 96753

#404291, Jan Bryan RS-69056, Listing Office: Coldwell Banker Island Prop(S)

birds eye view of property with a water view

$6,876 Closing Credit¹

$579,000

2 beds • 2 baths • 750 sqft

160 Keonekai Rd Unit 7201, Kihei HI 96753

#404276, Riette G Jenkins RB-17543, Listing Office: Coldwell Banker Island Prop(S)

Wailea, HI Real Estate Market Overview

Browse 74 2 bedroom homes for sale in Wailea, HI. View properties, photos, nearby real estate with school and housing market information. The inventory of homes for sale in Wailea, HI between January 2025 and February 2025 increased by 6.7%. While the average time on the market in February 2025 was 128 days, the median list price was $1,789,125. 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

2 bedroom homes for sale in Wailea, HI

Wailea, HI Real Estate Market Overview

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