Using a 1031 Exchange on Maui to Leverage Up Without Losing Your Gains to Taxes

1031 Exchange Maui

From the stable cash flow of rental income to the exceptional growth of property value and more, Maui investment properties hold tremendous financial potential. When you sell a rental property or second home, you will ideally enjoy a handsome profit. As is the case with all types of income, Uncle Sam try to take a cut.

Depending on how much appreciation your subject property of the 1031 exchange has had, tax liabilities from selling can be substantial. So, you'll understandably want to avoid taxes, if possible, and maximize your return on your initial investment. Fortunately, you can do so legally with one of the largest wealth-building tools for real estate investors in the US tax code, the 1031 exchange. 

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Understanding Capital Gains Taxation

The federal capital gains tax is considerable and is based on how profitable your investment was and how long you owned the property. Profit is calculated by the difference between the original purchase price and your net sales price minus the cost of improvements. How longed you have owned the property also matters. If you own your investment property on Maui or anywhere else for less than 12 months, your financial gain is taxed at your current ordinary income tax level.

High earners may pay as much as 37 percent on short-term capital gains. If you own the property for less than 12 months, your current income tax bracket will determine the rate you will pay. The highest capital gains tax rate for long-term investments held for more than 12 months is 20 percent.  

Enjoying Appreciation By Reinvesting

A significant financial benefit associated with investing in real estate is appreciation. Unfortunately, the capital gains tax can take away up to 37 percent of that appreciation. The 1031 exchange allows a property owner to participate in a “like-kind exchange,” which requires the seller to reinvest the gains on a replacement property by closing on it within 6 months of the subject property.

By doing so, you can continue building your real estate portfolio without unnecessary taxation. However, you will eventually cash out of your investments, and capital gains tax may be due then. Through one or more 1031 exchanges, however, you may dramatically reduce your overall tax liability over the years. This enables you to build wealth continuously and rapidly.

The Benefits of a 1031 Exchange 

Kapalua Condos For Sale

A 1031 exchange, which is named after the IRS code’s Section 1031, essentially enables you to swap one investment for another similar investment without concern for taxation. There are specific rules and requirements that must be met.

One of the reasons why many people do not take advantage of a 1031 exchange’s benefits is that the rules and requirements may seem onerous.

However, given the ability to potentially save a six-figure sum of money or more, the effort is worthwhile, and the purchase process does not differ substantially from buying with cash or a loan. It just requires retaining a skilled, experienced real estate agent and 1031 intermediary for the process, and having the escrow/title agent be experienced as well. 

Hoolei Condos For Sale

A common real estate investment strategy is to gradually move up to larger, more lucrative properties. For example, an investor may hold a small residential investment property for a few years before selling it for a profit.

The investor may then use the cash proceeds as a down payment on a short-term rentable condo in Kapalua, or on a rental home in Kula, for example.

This process may be repeated with progressively larger and more valuable real estate investments. When the government dips its hand into the pool of cash proceeds between each transaction, your reinvestment capabilities are diminished.

When this diminishment persists across multiple transactions over the years, the impact on your net worth and real estate income can be incredible. You probably already know all of this, though, so let's get into the details and how to make sure you complete the process successfully. 

Most Recently Closed Properties on Maui

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New Sold
Closed: 05/15/2026
Listing Image for 2695 S Kihei Rd 4301 1 of 46 Listing Image for 2695 S Kihei Rd 4301 2 of 46 Listing Image for 2695 S Kihei Rd 4301 3 of 46 Listing Image for 2695 S Kihei Rd 4301 4 of 46 Listing Image for 2695 S Kihei Rd 4301 5 of 46 Listing Image for 2695 S Kihei Rd 4301 6 of 46 Listing Image for 2695 S Kihei Rd 4301 7 of 46 Listing Image for 2695 S Kihei Rd 4301 8 of 46 Listing Image for 2695 S Kihei Rd 4301 9 of 46 Listing Image for 2695 S Kihei Rd 4301 10 of 46 Listing Image for 2695 S Kihei Rd 4301 11 of 46 Listing Image for 2695 S Kihei Rd 4301 12 of 46 Listing Image for 2695 S Kihei Rd 4301 13 of 46 Listing Image for 2695 S Kihei Rd 4301 14 of 46 Listing Image for 2695 S Kihei Rd 4301 15 of 46 Listing Image for 2695 S Kihei Rd 4301 16 of 46 Listing Image for 2695 S Kihei Rd 4301 17 of 46 Listing Image for 2695 S Kihei Rd 4301 18 of 46 Listing Image for 2695 S Kihei Rd 4301 19 of 46 Listing Image for 2695 S Kihei Rd 4301 20 of 46 Listing Image for 2695 S Kihei Rd 4301 21 of 46 Listing Image for 2695 S Kihei Rd 4301 22 of 46 Listing Image for 2695 S Kihei Rd 4301 23 of 46 Listing Image for 2695 S Kihei Rd 4301 24 of 46 Listing Image for 2695 S Kihei Rd 4301 25 of 46 Listing Image for 2695 S Kihei Rd 4301 26 of 46 Listing Image for 2695 S Kihei Rd 4301 27 of 46 Listing Image for 2695 S Kihei Rd 4301 28 of 46 Listing Image for 2695 S Kihei Rd 4301 29 of 46 Listing Image for 2695 S Kihei Rd 4301 30 of 46 Listing Image for 2695 S Kihei Rd 4301 31 of 46 Listing Image for 2695 S Kihei Rd 4301 32 of 46 Listing Image for 2695 S Kihei Rd 4301 33 of 46 Listing Image for 2695 S Kihei Rd 4301 34 of 46 Listing Image for 2695 S Kihei Rd 4301 35 of 46 Listing Image for 2695 S Kihei Rd 4301 36 of 46 Listing Image for 2695 S Kihei Rd 4301 37 of 46 Listing Image for 2695 S Kihei Rd 4301 38 of 46 Listing Image for 2695 S Kihei Rd 4301 39 of 46 Listing Image for 2695 S Kihei Rd 4301 40 of 46 Listing Image for 2695 S Kihei Rd 4301 41 of 46 Listing Image for 2695 S Kihei Rd 4301 42 of 46 Listing Image for 2695 S Kihei Rd 4301 43 of 46 Listing Image for 2695 S Kihei Rd 4301 44 of 46 Listing Image for 2695 S Kihei Rd 4301 45 of 46 Listing Image for 2695 S Kihei Rd 4301 46 of 46

$650,000

↓ $109,000

Kamaole Sands 4301

2695 S Kihei Rd 4301, Kihei

2 Beds 2 Baths 1,036 SqFt Residential MLS® # 409119 Date Sold: May 15, 2026
New Sold
Closed: 09/04/2026
Listing Image for 41 Iliwai Loop 1 of 48 Listing Image for 41 Iliwai Loop 2 of 48 Listing Image for 41 Iliwai Loop 3 of 48 Listing Image for 41 Iliwai Loop 4 of 48 Listing Image for 41 Iliwai Loop 5 of 48 Listing Image for 41 Iliwai Loop 6 of 48 Listing Image for 41 Iliwai Loop 7 of 48 Listing Image for 41 Iliwai Loop 8 of 48 Listing Image for 41 Iliwai Loop 9 of 48 Listing Image for 41 Iliwai Loop 10 of 48 Listing Image for 41 Iliwai Loop 11 of 48 Listing Image for 41 Iliwai Loop 12 of 48 Listing Image for 41 Iliwai Loop 13 of 48 Listing Image for 41 Iliwai Loop 14 of 48 Listing Image for 41 Iliwai Loop 15 of 48 Listing Image for 41 Iliwai Loop 16 of 48 Listing Image for 41 Iliwai Loop 17 of 48 Listing Image for 41 Iliwai Loop 18 of 48 Listing Image for 41 Iliwai Loop 19 of 48 Listing Image for 41 Iliwai Loop 20 of 48 Listing Image for 41 Iliwai Loop 21 of 48 Listing Image for 41 Iliwai Loop 22 of 48 Listing Image for 41 Iliwai Loop 23 of 48 Listing Image for 41 Iliwai Loop 24 of 48 Listing Image for 41 Iliwai Loop 25 of 48 Listing Image for 41 Iliwai Loop 26 of 48 Listing Image for 41 Iliwai Loop 27 of 48 Listing Image for 41 Iliwai Loop 28 of 48 Listing Image for 41 Iliwai Loop 29 of 48 Listing Image for 41 Iliwai Loop 30 of 48 Listing Image for 41 Iliwai Loop 31 of 48 Listing Image for 41 Iliwai Loop 32 of 48 Listing Image for 41 Iliwai Loop 33 of 48 Listing Image for 41 Iliwai Loop 34 of 48 Listing Image for 41 Iliwai Loop 35 of 48 Listing Image for 41 Iliwai Loop 36 of 48 Listing Image for 41 Iliwai Loop 37 of 48 Listing Image for 41 Iliwai Loop 38 of 48 Listing Image for 41 Iliwai Loop 39 of 48 Listing Image for 41 Iliwai Loop 40 of 48 Listing Image for 41 Iliwai Loop 41 of 48 Listing Image for 41 Iliwai Loop 42 of 48 Listing Image for 41 Iliwai Loop 43 of 48 Listing Image for 41 Iliwai Loop 44 of 48 Listing Image for 41 Iliwai Loop 45 of 48 Listing Image for 41 Iliwai Loop 46 of 48 Listing Image for 41 Iliwai Loop 47 of 48 Listing Image for 41 Iliwai Loop 48 of 48

$1,710,000

↓ $115,000

Keonekai Heights

41 Iliwai Loop, Kihei

4 Beds 3 Baths 2,011 SqFt Residential MLS® # 409616 Date Sold: September 4, 2026
New Sold
Closed: 06/30/2026
Listing Image for 561 Kainalu Pl 1 of 45 Listing Image for 561 Kainalu Pl 2 of 45 Listing Image for 561 Kainalu Pl 3 of 45 Listing Image for 561 Kainalu Pl 4 of 45 Listing Image for 561 Kainalu Pl 5 of 45 Listing Image for 561 Kainalu Pl 6 of 45 Listing Image for 561 Kainalu Pl 7 of 45 Listing Image for 561 Kainalu Pl 8 of 45 Listing Image for 561 Kainalu Pl 9 of 45 Listing Image for 561 Kainalu Pl 10 of 45 Listing Image for 561 Kainalu Pl 11 of 45 Listing Image for 561 Kainalu Pl 12 of 45 Listing Image for 561 Kainalu Pl 13 of 45 Listing Image for 561 Kainalu Pl 14 of 45 Listing Image for 561 Kainalu Pl 15 of 45 Listing Image for 561 Kainalu Pl 16 of 45 Listing Image for 561 Kainalu Pl 17 of 45 Listing Image for 561 Kainalu Pl 18 of 45 Listing Image for 561 Kainalu Pl 19 of 45 Listing Image for 561 Kainalu Pl 20 of 45 Listing Image for 561 Kainalu Pl 21 of 45 Listing Image for 561 Kainalu Pl 22 of 45 Listing Image for 561 Kainalu Pl 23 of 45 Listing Image for 561 Kainalu Pl 24 of 45 Listing Image for 561 Kainalu Pl 25 of 45 Listing Image for 561 Kainalu Pl 26 of 45 Listing Image for 561 Kainalu Pl 27 of 45 Listing Image for 561 Kainalu Pl 28 of 45 Listing Image for 561 Kainalu Pl 29 of 45 Listing Image for 561 Kainalu Pl 30 of 45 Listing Image for 561 Kainalu Pl 31 of 45 Listing Image for 561 Kainalu Pl 32 of 45 Listing Image for 561 Kainalu Pl 33 of 45 Listing Image for 561 Kainalu Pl 34 of 45 Listing Image for 561 Kainalu Pl 35 of 45 Listing Image for 561 Kainalu Pl 36 of 45 Listing Image for 561 Kainalu Pl 37 of 45 Listing Image for 561 Kainalu Pl 38 of 45 Listing Image for 561 Kainalu Pl 39 of 45 Listing Image for 561 Kainalu Pl 40 of 45 Listing Image for 561 Kainalu Pl 41 of 45 Listing Image for 561 Kainalu Pl 42 of 45 Listing Image for 561 Kainalu Pl 43 of 45 Listing Image for 561 Kainalu Pl 44 of 45 Listing Image for 561 Kainalu Pl 45 of 45

$770,000

↓ $29,000

Paukukalo

561 Kainalu Pl, Wailuku

3 Beds 2 Baths 936 SqFt Residential MLS® # 409455 Date Sold: June 30, 2026
New Sold
Closed: 03/31/2026
Listing Image for 1 Bay Dr 3603 1 of 3 Listing Image for 1 Bay Dr 3603 2 of 3 Listing Image for 1 Bay Dr 3603 3 of 3

$295,000

Residences on Kapalua Bay 3603

1 Bay Dr 3603, Kapalua

3 Beds 3.5 Baths 2,065 SqFt Residential Income MLS® # 409149 Date Sold: March 31, 2026
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New Sold
Closed: 10/06/2026
Listing Image for 115 Kai La Pl 36a 1 of 50 Listing Image for 115 Kai La Pl 36a 2 of 50 Listing Image for 115 Kai La Pl 36a 3 of 50 Listing Image for 115 Kai La Pl 36a 4 of 50 Listing Image for 115 Kai La Pl 36a 5 of 50 Listing Image for 115 Kai La Pl 36a 6 of 50 Listing Image for 115 Kai La Pl 36a 7 of 50 Listing Image for 115 Kai La Pl 36a 8 of 50 Listing Image for 115 Kai La Pl 36a 9 of 50 Listing Image for 115 Kai La Pl 36a 10 of 50 Listing Image for 115 Kai La Pl 36a 11 of 50 Listing Image for 115 Kai La Pl 36a 12 of 50 Listing Image for 115 Kai La Pl 36a 13 of 50 Listing Image for 115 Kai La Pl 36a 14 of 50 Listing Image for 115 Kai La Pl 36a 15 of 50 Listing Image for 115 Kai La Pl 36a 16 of 50 Listing Image for 115 Kai La Pl 36a 17 of 50 Listing Image for 115 Kai La Pl 36a 18 of 50 Listing Image for 115 Kai La Pl 36a 19 of 50 Listing Image for 115 Kai La Pl 36a 20 of 50 Listing Image for 115 Kai La Pl 36a 21 of 50 Listing Image for 115 Kai La Pl 36a 22 of 50 Listing Image for 115 Kai La Pl 36a 23 of 50 Listing Image for 115 Kai La Pl 36a 24 of 50 Listing Image for 115 Kai La Pl 36a 25 of 50 Listing Image for 115 Kai La Pl 36a 26 of 50 Listing Image for 115 Kai La Pl 36a 27 of 50 Listing Image for 115 Kai La Pl 36a 28 of 50 Listing Image for 115 Kai La Pl 36a 29 of 50 Listing Image for 115 Kai La Pl 36a 30 of 50 Listing Image for 115 Kai La Pl 36a 31 of 50 Listing Image for 115 Kai La Pl 36a 32 of 50 Listing Image for 115 Kai La Pl 36a 33 of 50 Listing Image for 115 Kai La Pl 36a 34 of 50 Listing Image for 115 Kai La Pl 36a 35 of 50 Listing Image for 115 Kai La Pl 36a 36 of 50 Listing Image for 115 Kai La Pl 36a 37 of 50 Listing Image for 115 Kai La Pl 36a 38 of 50 Listing Image for 115 Kai La Pl 36a 39 of 50 Listing Image for 115 Kai La Pl 36a 40 of 50 Listing Image for 115 Kai La Pl 36a 41 of 50 Listing Image for 115 Kai La Pl 36a 42 of 50 Listing Image for 115 Kai La Pl 36a 43 of 50 Listing Image for 115 Kai La Pl 36a 44 of 50 Listing Image for 115 Kai La Pl 36a 45 of 50 Listing Image for 115 Kai La Pl 36a 46 of 50 Listing Image for 115 Kai La Pl 36a 47 of 50 Listing Image for 115 Kai La Pl 36a 48 of 50 Listing Image for 115 Kai La Pl 36a 49 of 50 Listing Image for 115 Kai La Pl 36a 50 of 50

$2,300,000

Kai Malu 36A

115 Kai La Pl 36a, Wailea/Makena

3 Beds 2.5 Baths 1,852 SqFt Residential MLS® # 409574 Date Sold: October 6, 2026
New Sold
Closed: 07/29/2026
Listing Image for 2695 S Kihei Rd 6-402 1 of 47 Listing Image for 2695 S Kihei Rd 6-402 2 of 47 Listing Image for 2695 S Kihei Rd 6-402 3 of 47 Listing Image for 2695 S Kihei Rd 6-402 4 of 47 Listing Image for 2695 S Kihei Rd 6-402 5 of 47 Listing Image for 2695 S Kihei Rd 6-402 6 of 47 Listing Image for 2695 S Kihei Rd 6-402 7 of 47 Listing Image for 2695 S Kihei Rd 6-402 8 of 47 Listing Image for 2695 S Kihei Rd 6-402 9 of 47 Listing Image for 2695 S Kihei Rd 6-402 10 of 47 Listing Image for 2695 S Kihei Rd 6-402 11 of 47 Listing Image for 2695 S Kihei Rd 6-402 12 of 47 Listing Image for 2695 S Kihei Rd 6-402 13 of 47 Listing Image for 2695 S Kihei Rd 6-402 14 of 47 Listing Image for 2695 S Kihei Rd 6-402 15 of 47 Listing Image for 2695 S Kihei Rd 6-402 16 of 47 Listing Image for 2695 S Kihei Rd 6-402 17 of 47 Listing Image for 2695 S Kihei Rd 6-402 18 of 47 Listing Image for 2695 S Kihei Rd 6-402 19 of 47 Listing Image for 2695 S Kihei Rd 6-402 20 of 47 Listing Image for 2695 S Kihei Rd 6-402 21 of 47 Listing Image for 2695 S Kihei Rd 6-402 22 of 47 Listing Image for 2695 S Kihei Rd 6-402 23 of 47 Listing Image for 2695 S Kihei Rd 6-402 24 of 47 Listing Image for 2695 S Kihei Rd 6-402 25 of 47 Listing Image for 2695 S Kihei Rd 6-402 26 of 47 Listing Image for 2695 S Kihei Rd 6-402 27 of 47 Listing Image for 2695 S Kihei Rd 6-402 28 of 47 Listing Image for 2695 S Kihei Rd 6-402 29 of 47 Listing Image for 2695 S Kihei Rd 6-402 30 of 47 Listing Image for 2695 S Kihei Rd 6-402 31 of 47 Listing Image for 2695 S Kihei Rd 6-402 32 of 47 Listing Image for 2695 S Kihei Rd 6-402 33 of 47 Listing Image for 2695 S Kihei Rd 6-402 34 of 47 Listing Image for 2695 S Kihei Rd 6-402 35 of 47 Listing Image for 2695 S Kihei Rd 6-402 36 of 47 Listing Image for 2695 S Kihei Rd 6-402 37 of 47 Listing Image for 2695 S Kihei Rd 6-402 38 of 47 Listing Image for 2695 S Kihei Rd 6-402 39 of 47 Listing Image for 2695 S Kihei Rd 6-402 40 of 47 Listing Image for 2695 S Kihei Rd 6-402 41 of 47 Listing Image for 2695 S Kihei Rd 6-402 42 of 47 Listing Image for 2695 S Kihei Rd 6-402 43 of 47 Listing Image for 2695 S Kihei Rd 6-402 44 of 47 Listing Image for 2695 S Kihei Rd 6-402 45 of 47 Listing Image for 2695 S Kihei Rd 6-402 46 of 47 Listing Image for 2695 S Kihei Rd 6-402 47 of 47

$782,000

↓ $97,000

Kamaole Sands 6-402

2695 S Kihei Rd 6-402, Kihei

2 Beds 2 Baths 1,188 SqFt Residential MLS® # 409267 Date Sold: July 29, 2026
New Sold
Closed: 05/22/2026
Listing Image for 250 Ulana St 1 of 49 Listing Image for 250 Ulana St 2 of 49 Listing Image for 250 Ulana St 3 of 49 Listing Image for 250 Ulana St 4 of 49 Listing Image for 250 Ulana St 5 of 49 Listing Image for 250 Ulana St 6 of 49 Listing Image for 250 Ulana St 7 of 49 Listing Image for 250 Ulana St 8 of 49 Listing Image for 250 Ulana St 9 of 49 Listing Image for 250 Ulana St 10 of 49 Listing Image for 250 Ulana St 11 of 49 Listing Image for 250 Ulana St 12 of 49 Listing Image for 250 Ulana St 13 of 49 Listing Image for 250 Ulana St 14 of 49 Listing Image for 250 Ulana St 15 of 49 Listing Image for 250 Ulana St 16 of 49 Listing Image for 250 Ulana St 17 of 49 Listing Image for 250 Ulana St 18 of 49 Listing Image for 250 Ulana St 19 of 49 Listing Image for 250 Ulana St 20 of 49 Listing Image for 250 Ulana St 21 of 49 Listing Image for 250 Ulana St 22 of 49 Listing Image for 250 Ulana St 23 of 49 Listing Image for 250 Ulana St 24 of 49 Listing Image for 250 Ulana St 25 of 49 Listing Image for 250 Ulana St 26 of 49 Listing Image for 250 Ulana St 27 of 49 Listing Image for 250 Ulana St 28 of 49 Listing Image for 250 Ulana St 29 of 49 Listing Image for 250 Ulana St 30 of 49 Listing Image for 250 Ulana St 31 of 49 Listing Image for 250 Ulana St 32 of 49 Listing Image for 250 Ulana St 33 of 49 Listing Image for 250 Ulana St 34 of 49 Listing Image for 250 Ulana St 35 of 49 Listing Image for 250 Ulana St 36 of 49 Listing Image for 250 Ulana St 37 of 49 Listing Image for 250 Ulana St 38 of 49 Listing Image for 250 Ulana St 39 of 49 Listing Image for 250 Ulana St 40 of 49 Listing Image for 250 Ulana St 41 of 49 Listing Image for 250 Ulana St 42 of 49 Listing Image for 250 Ulana St 43 of 49 Listing Image for 250 Ulana St 44 of 49 Listing Image for 250 Ulana St 45 of 49 Listing Image for 250 Ulana St 46 of 49 Listing Image for 250 Ulana St 47 of 49 Listing Image for 250 Ulana St 48 of 49 Listing Image for 250 Ulana St 49 of 49

$1,690,000

Maui Uplands

250 Ulana St, Makawao/Olinda/Haliimaile

3 Beds 2 Baths 1,312 SqFt Residential MLS® # 409264 Date Sold: May 22, 2026
New Sold
Closed: 06/05/2026
Listing Image for 1090 Eha St 27-106 1 of 40 Listing Image for 1090 Eha St 27-106 2 of 40 Listing Image for 1090 Eha St 27-106 3 of 40 Listing Image for 1090 Eha St 27-106 4 of 40 Listing Image for 1090 Eha St 27-106 5 of 40 Listing Image for 1090 Eha St 27-106 6 of 40 Listing Image for 1090 Eha St 27-106 7 of 40 Listing Image for 1090 Eha St 27-106 8 of 40 Listing Image for 1090 Eha St 27-106 9 of 40 Listing Image for 1090 Eha St 27-106 10 of 40 Listing Image for 1090 Eha St 27-106 11 of 40 Listing Image for 1090 Eha St 27-106 12 of 40 Listing Image for 1090 Eha St 27-106 13 of 40 Listing Image for 1090 Eha St 27-106 14 of 40 Listing Image for 1090 Eha St 27-106 15 of 40 Listing Image for 1090 Eha St 27-106 16 of 40 Listing Image for 1090 Eha St 27-106 17 of 40 Listing Image for 1090 Eha St 27-106 18 of 40 Listing Image for 1090 Eha St 27-106 19 of 40 Listing Image for 1090 Eha St 27-106 20 of 40 Listing Image for 1090 Eha St 27-106 21 of 40 Listing Image for 1090 Eha St 27-106 22 of 40 Listing Image for 1090 Eha St 27-106 23 of 40 Listing Image for 1090 Eha St 27-106 24 of 40 Listing Image for 1090 Eha St 27-106 25 of 40 Listing Image for 1090 Eha St 27-106 26 of 40 Listing Image for 1090 Eha St 27-106 27 of 40 Listing Image for 1090 Eha St 27-106 28 of 40 Listing Image for 1090 Eha St 27-106 29 of 40 Listing Image for 1090 Eha St 27-106 30 of 40 Listing Image for 1090 Eha St 27-106 31 of 40 Listing Image for 1090 Eha St 27-106 32 of 40 Listing Image for 1090 Eha St 27-106 33 of 40 Listing Image for 1090 Eha St 27-106 34 of 40 Listing Image for 1090 Eha St 27-106 35 of 40 Listing Image for 1090 Eha St 27-106 36 of 40 Listing Image for 1090 Eha St 27-106 37 of 40 Listing Image for 1090 Eha St 27-106 38 of 40 Listing Image for 1090 Eha St 27-106 39 of 40 Listing Image for 1090 Eha St 27-106 40 of 40

$479,000

Iao Parkside 27-106

1090 Eha St 27-106, Wailuku

2 Beds 1 Bath 663 SqFt Residential MLS® # 409357 Date Sold: June 5, 2026
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Requirements for a 1031 Exchange on Maui

What does it take to protect your wealth through a 1031 exchange on Maui? The most common type of 1031 exchange is a delayed exchange. With this type of exchange, you are given 45 days after the sale of one property to identify a “like-kind” property that you want to invest in.

To comply with the IRS’s tax guidelines, you must then close on the property you identified within 180 days of the sale of the original property.

West Maui Condos For Sale

The IRS code specifically states that a 1031 exchange is for similar investments only. This may sound constricting, but it actually is a very lenient rule. For example, you can exchange a small apartment complex for a large retail center or a plot of land for an office building investment, a condo for a home, etc.

Essentially, you must exchange a real estate investment for a real estate investment. Keep in mind that a 1031 exchange does not pertain to a personal residence, but there is a loophole for exchanging vacation homes. The 1031 exchange addendum is added to the Hawaii Purchase Contract and is coordinated by the intermediary assigned during escrow.

The Exchange Process

A delayed 1031 exchange is completed through a qualified intermediary, also known as a QI. You must set up the 1031 exchange before the sale of your original subject property has been finalized. The funds from that sale will be transferred immediately to a holding account via the qualified intermediary.

It can take time and leverage to secure suitable investment properties on Maui, so your search for a replacement property should begin before the sale of the relinquished property is finalized. However, you have 45 days to identify the property that you wish to buy.

Be aware that you must notify the IRS of the property that you intend to buy, and that must be the property that you eventually close on. You may actually choose up to three properties, and you must close on one of the identified properties to avoid paying capital gains tax.

You will then walk through the purchase process for the new property as you normally would. The seller will sign a disclosure related to the 1031 exchange upfront, but all other aspects of the purchase will proceed as usual. At closing, the QI will disperse the held funds directly to the closing agent, and the transaction will be complete.

Different Types of 1031 Exchanges

The other types of 1031 exchanges are reverse exchanges, simultaneous exchanges, and improvement exchanges. A reverse 1031 exchange occurs when the investor purchases the replacement property before selling the relinquished property. A simultaneous exchange is when the relinquished property is sold at the same time the replacement property is purchased.

An improvement exchange enables the investor to use the proceeds from the relinquished property to make capital improvements on the replacement property.

In Conclusion

While a 1031 exchange on Maui or anywhere else requires extra effort and inevitably involves more paperwork, the effort can be well-rewarded. Using a skilled realtor with 1031 experience will be a great help, of course.  Keep in mind that there is no limit to the number of 1031 exchanges you can do.

I have extensive experience representing clients exchanging into and out of Maui. If you are interested in a 1031 exchange,  please reach out to me, and I can connect you with my preferred qualified intermediaries, who can answer your questions and guide you through the process seamlessly. 

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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