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Wailuku: Maui Investment Properties for SaleWailuku palm trees and an ocean view of the city | Maui investment properties for sale

Located just West of Kahului, at the mouth of the lush Iao Valley, Wailuku is a quaint town near the West Maui Mountains that’s rich in Hawaiian history. In 1790, King Kamehameha defeated Kalanikupule of Maui and Oahu to unite the Hawaiian Islands in the Battle of Iao Valley, which occurred here in Wailuku. In the 1800s, Wailuku became the monarchy’s center, and even still today has Maui’s federal, state, and county buildings. The main hospital is in Wailuku as well.

Wailuku Luxury Real Estate

Wailuku’s Main Street is a must-see location, with many charming family-owned shops and restaurants that have been operating for generations. You might want to plan your trip accordingly to experience the Wailuku First Friday event. Every first Friday of each month, from 6-9 p.m., a local event celebrates local arts and culture, with plenty of food, music, art, talent, and clothing.

If you’re looking for a remarkable town with plenty of history, Wailuku is a great area to check out Maui investment properties for sale.

See current Wailuku listings.

Contact us today to see all available houses in Maui!

Latest Wailuku Listings For Sale

50 HAUOLI St Unit 302, Wailuku image
50 HAUOLI St Unit 302, Wailuku — Milowai $660,000

Expansive Ocean Views! Only a few swaying Palm Trees stand between you and the big blue Pacific! Enjoy the sunrise as it comes up over Haleakala, the stunning Maui scener...

  • 2 Beds
  • 2 Baths
  • 399004 MLS
  • Milowai Bldg.
  • Leasehold Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

Kauna Lipo Dr, Wailuku image
Kauna Lipo Dr, Wailuku $715,000

Build your own custom home in the beautifully gated Wai'olu Estates subdivision in Kehalani! Lot 15 is the largest lot currently for sale in Wai'olu Estates at the time o...

  • 399000 MLS
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

66 Kupaloke St, Wailuku image
66 Kupaloke St, Wailuku $1,216,000

Welcome home to Anuhea at Kehalani, a brand new 164-single family home community. This home features a vaulted ceiling in the second-floor great room, oversized dual glaz...

  • 3 Beds
  • 2.5 Baths
  • 398992 MLS
  • Fee Simple Tenure
Courtesy of Towne Island Homes, Ltd

Listing courtesy of Towne Island Homes, Ltd.

1790 Piihana Rd, Wailuku image
1790 Piihana Rd, Wailuku $825,000

Come and see this beautiful home conveniently located in Wailuku just minutes from stores, shopping, and other amenities with No HOA fees. With updated new kitchen, bathr...

  • 3 Beds
  • 2 Baths
  • 398991 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

Kauna Lipo Dr, Wailuku image
Kauna Lipo Dr, Wailuku $565,500

Wai'olu Estates at Kehalani is Maui's newest subdivision offering custom build sites. Conveniently located in central Maui, these lots sit at the top of the Kehalani com...

  • 398968 MLS
  • Fee Simple Tenure
Courtesy of West Maui Land Company Inc

Listing courtesy of West Maui Land Company Inc.

2198 Mokuhau Rd, Wailuku image
2198 Mokuhau Rd, Wailuku $275,000

Discover a fantastic opportunity in beautiful Happy Valley. Set on a hillside location, this land parcel offers potential for your dream home. Embrace the natural beauty ...

  • 3 Beds
  • 1 Baths
  • 398962 MLS
  • Fee Simple Tenure
Courtesy of Ihu Properties LLC

Listing courtesy of Ihu Properties LLC.

10 Piwai Ln Unit 45-103, Wailuku image
10 Piwai Ln Unit 45-103, Wailuku — Iao Parkside Iv-C $550,000

HIGHLY DESIRED Ground Floor unit, away from the very busy Eha Street. Tucked behind Waiaka and Waipaa Lanes, you will find this cozy 795 sq. ft. unit with (2) assigned p...

  • 2 Beds
  • 2 Baths
  • 398953 MLS
  • Iao Parkside Iv-C Bldg.
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

2086 Helena Pl, Wailuku image
2086 Helena Pl, Wailuku $999,000

Welcome home. Idyllically located in the heart of Maui’s historic Wailuku Town, lies 2086 Helena Place, a charming newly-updated home that boasts serenity, privacy and an...

  • 4 Beds
  • 2 Baths
  • 398939 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

158 N Market St, Wailuku image
158 N Market St, Wailuku $795,000

Welcome to 158 N. Market Street, a unique opportunity to own mixed-use vacant land in the heart of downtown Wailuku. This listing includes 2 parcels: TMK 2-3-4-17-21 (158...

  • 398869 MLS
  • Fee Simple Tenure
Courtesy of The Agency Maui

Listing courtesy of The Agency Maui.

Kahekili Hwy, Wailuku image
Kahekili Hwy, Wailuku $678,000

Incredible Ocean Views, wonderful trade wind weather and NO Homeowner Association! This is your opportunity to own 7+ acres of vacant land on the Island of Maui. Breathta...

  • 398835 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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