Most expensive homes for sale in Wailea, HI

$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)

$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)

$20,000,000

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)

$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)

$16,500,000

4 beds • 6 baths • 4,273 sqft

4000 Wailea Alanui Dr Unit 1202/1204, Kihei, HI 96753

#404089, Robert H Dein RB-18398, Kenneth Hayo, Listing Office: Maui Real Estate Advisors LLC

$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)

$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

$15,500,000

3 beds • 4 baths • 3,415 sqft

4850 Makena Alanui Rd Unit A-103, Kihei, HI 96753

#405065, Ryan MacLaughlin RB-21325, Alex Cortez, Listing Office: Island Sotheby's Int'l Rlty(W)

$14,990,000

3 beds • 4 baths • 2,879 sqft

3800 Wailea Alanui Dr Unit B-101, Kihei, HI 96753

#404305, Dennis Rush RB-16109, Listing Office: Compass

$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)

$12,900,000

3 beds • 3 baths • 3,850 sqft

4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753

#403646, Dave Wagner RB-15525, Renee Zaima, Listing Office: Wailea Point Realty, Inc.

$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)

$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

$9,300,000

5 beds • 6 baths • 4,821 sqft

4000 Wailea Alanui Drive 802 & 804, Kihei, HI 96753

#404264, Dennis Rush RB-16109, Listing Office: Compass

$8,600,000

3 beds • 3 baths • 1,961 sqft

3800 Wailea Alanui Blvd Unit Ph405, Kihei, HI 96753

#404028, Jolanta Frazier RB-18632, Listing Office: Coldwell Banker Island Prop(S)

$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

$7,400,000

3 beds • 3 baths • 1,961 sqft

3800 Wailea Alanui Blvd Unit J505, Kihei, HI 96753

#404004, David McAlear RS-81791, Listing Office: Coldwell Banker Island Prop-Ku

$6,975,000

4 beds • 3 baths • 2,892 sqft

3800 Wailea Alanui Blvd Unit K-208, Kihei, HI 96753

#404046, Robert H Dein RB-18398, Kenneth Hayo, Listing Office: Maui Real Estate Advisors LLC

$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)

$6,250,000

3 beds • 4 baths • 2,889 sqft

3800 Wailea Alanui Dr Unit G101, Kihei, HI 96753

#404390, Josh Jerman RB-19728, Listing Office: Hawaii Life (W)

$6,250,000

3 beds • 4 baths • 2,426 sqft

63 Hoolei Cir Unit B2, Kihei, HI 96753

#404896, Dano Sayles RB-16779, Anthony Sayles, Listing Office: Coldwell Banker Island Prop(S)

$6,050,000

3 beds • 4 baths • 2,419 sqft

4000 Wailea Alanui Dr Unit 2502, Kihei, HI 96753

#401515, Dave Wagner RB-15525, Listing Office: Wailea Point Realty, Inc.

$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

$5,495,000

3 beds • 4 baths • 3,817 sqft

4281 Wailina Pl, Kihei, HI 96753

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

$5,400,000

3 beds • 4 baths • 2,554 sqft

4000 Wailea Alanui Dr Unit 801, Kihei, HI 96753

#400755, Riette G Jenkins RB-17543, Listing Office: Coldwell Banker Island Prop(S)

$5,395,000

3 beds • 4 baths • 2,619 sqft

15 Kiloa St Unit N4, Kihei, HI 96753

#404658, Dano Sayles RB-16779, Anthony Sayles, Listing Office: Coldwell Banker Island Prop(S)

$5,295,000

3 beds • 4 baths • 2,426 sqft

99 Hoolei Cir Unit E5, Kihei, HI 96753

#403391, Dano Sayles RB-16779, Anthony Sayles, Listing Office: Coldwell Banker Island Prop(S)

$5,200,000

3 beds • 4 baths • 2,426 sqft

81-2 Makakehau St Unit 81-2 H2, Kihei, HI 96753

#405484, Derek C Stattin 01935733, Listing Office: Waiola Realty

$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)

$4,795,000

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)

$4,795,000

3 beds • 4 baths • 2,426 sqft

12 Hoolei Cir Unit S-2, Kihei, HI 96753

#404869, Kevin A Spaise RS-65562, Listing Office: Keller Williams Realty Maui-Ki

$4,750,000

2 beds • 2 baths • 1,379 sqft

4850 Makena Alanui Rd Unit F201, Kihei, HI 96753

#405582, Carla K Lorimor RB-21404, Listing Office: Polaris Pacific

$4,695,000

3 beds • 4 baths • 2,426 sqft

24 Hoolei Cir Unit T2, Kihei, HI 96753

#405333, Mike Marshall RS-78986, Joshua Broady, Listing Office: Real Broker LLC

$4,500,000

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)

$4,395,000

4 beds • 5 baths • 3,780 sqft

176 W Panana Pl, Kihei, HI 96753

#405457, Gary J Mooers RB-18535, Listing Office: Coldwell Banker Island Prop(S)

$4,395,000

2 beds • 2 baths • 1,899 sqft

3800 Wailea Alanui Dr Unit J 106, Kihei, HI 96753

#405335, Karen A Olsen RS-60692, Listing Office: Keller Williams Realty Maui-Ki

$4,200,000

4 beds • 4 baths • 2,986 sqft

187 Heleuma Pl, Kihei, HI 96753

#401323, Mino McLean RB-21623, Sam Utley, Listing Office: Island Sotheby's Int'l Rlty(M)

$4,150,000

3 beds • 3 baths • 1,742 sqft

60 Kai Malu Dr Unit 202, Kihei, HI 96753

#404245, Dale E Richardson RB-20855, Listing Office: Hawaii Life (W)

$4,050,000

2 beds • 2 baths • 1,186 sqft

4400 Makena Rd Unit 408, Kihei, HI 96753

#401483, Phylleen P Jackson RB-16740, Listing Office: Coldwell Banker Island Prop(S)

$3,995,000

4 beds • 3 baths • 2,873 sqft

3179 S Noho Loihi Way, Kihei, HI 96753

#405683, David W Richardson RB-10780, Listing Office: Hawaii Life (W)