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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Sold
Closed: 03/31/2026
Listing Image for 445 Kaukini Loop 1 of 38 Listing Image for 445 Kaukini Loop 2 of 38 Listing Image for 445 Kaukini Loop 3 of 38 Listing Image for 445 Kaukini Loop 4 of 38 Listing Image for 445 Kaukini Loop 5 of 38 Listing Image for 445 Kaukini Loop 6 of 38 Listing Image for 445 Kaukini Loop 7 of 38 Listing Image for 445 Kaukini Loop 8 of 38 Listing Image for 445 Kaukini Loop 9 of 38 Listing Image for 445 Kaukini Loop 10 of 38 Listing Image for 445 Kaukini Loop 11 of 38 Listing Image for 445 Kaukini Loop 12 of 38 Listing Image for 445 Kaukini Loop 13 of 38 Listing Image for 445 Kaukini Loop 14 of 38 Listing Image for 445 Kaukini Loop 15 of 38 Listing Image for 445 Kaukini Loop 16 of 38 Listing Image for 445 Kaukini Loop 17 of 38 Listing Image for 445 Kaukini Loop 18 of 38 Listing Image for 445 Kaukini Loop 19 of 38 Listing Image for 445 Kaukini Loop 20 of 38 Listing Image for 445 Kaukini Loop 21 of 38 Listing Image for 445 Kaukini Loop 22 of 38 Listing Image for 445 Kaukini Loop 23 of 38 Listing Image for 445 Kaukini Loop 24 of 38 Listing Image for 445 Kaukini Loop 25 of 38 Listing Image for 445 Kaukini Loop 26 of 38 Listing Image for 445 Kaukini Loop 27 of 38 Listing Image for 445 Kaukini Loop 28 of 38 Listing Image for 445 Kaukini Loop 29 of 38 Listing Image for 445 Kaukini Loop 30 of 38 Listing Image for 445 Kaukini Loop 31 of 38 Listing Image for 445 Kaukini Loop 32 of 38 Listing Image for 445 Kaukini Loop 33 of 38 Listing Image for 445 Kaukini Loop 34 of 38 Listing Image for 445 Kaukini Loop 35 of 38 Listing Image for 445 Kaukini Loop 36 of 38 Listing Image for 445 Kaukini Loop 37 of 38 Listing Image for 445 Kaukini Loop 38 of 38

$1,560,000

Cliffs at Kahakuloa

445 Kaukini Loop, Wailuku

2 Beds 2 Baths 1,000 SqFt Residential MLS® # 408674 Date Sold: March 31, 2026
Sold
Closed: 09/23/2026
Listing Image for 339 Kai Malu Pl 58b 1 of 50 Listing Image for 339 Kai Malu Pl 58b 2 of 50 Listing Image for 339 Kai Malu Pl 58b 3 of 50 Listing Image for 339 Kai Malu Pl 58b 4 of 50 Listing Image for 339 Kai Malu Pl 58b 5 of 50 Listing Image for 339 Kai Malu Pl 58b 6 of 50 Listing Image for 339 Kai Malu Pl 58b 7 of 50 Listing Image for 339 Kai Malu Pl 58b 8 of 50 Listing Image for 339 Kai Malu Pl 58b 9 of 50 Listing Image for 339 Kai Malu Pl 58b 10 of 50 Listing Image for 339 Kai Malu Pl 58b 11 of 50 Listing Image for 339 Kai Malu Pl 58b 12 of 50 Listing Image for 339 Kai Malu Pl 58b 13 of 50 Listing Image for 339 Kai Malu Pl 58b 14 of 50 Listing Image for 339 Kai Malu Pl 58b 15 of 50 Listing Image for 339 Kai Malu Pl 58b 16 of 50 Listing Image for 339 Kai Malu Pl 58b 17 of 50 Listing Image for 339 Kai Malu Pl 58b 18 of 50 Listing Image for 339 Kai Malu Pl 58b 19 of 50 Listing Image for 339 Kai Malu Pl 58b 20 of 50 Listing Image for 339 Kai Malu Pl 58b 21 of 50 Listing Image for 339 Kai Malu Pl 58b 22 of 50 Listing Image for 339 Kai Malu Pl 58b 23 of 50 Listing Image for 339 Kai Malu Pl 58b 24 of 50 Listing Image for 339 Kai Malu Pl 58b 25 of 50 Listing Image for 339 Kai Malu Pl 58b 26 of 50 Listing Image for 339 Kai Malu Pl 58b 27 of 50 Listing Image for 339 Kai Malu Pl 58b 28 of 50 Listing Image for 339 Kai Malu Pl 58b 29 of 50 Listing Image for 339 Kai Malu Pl 58b 30 of 50 Listing Image for 339 Kai Malu Pl 58b 31 of 50 Listing Image for 339 Kai Malu Pl 58b 32 of 50 Listing Image for 339 Kai Malu Pl 58b 33 of 50 Listing Image for 339 Kai Malu Pl 58b 34 of 50 Listing Image for 339 Kai Malu Pl 58b 35 of 50 Listing Image for 339 Kai Malu Pl 58b 36 of 50 Listing Image for 339 Kai Malu Pl 58b 37 of 50 Listing Image for 339 Kai Malu Pl 58b 38 of 50 Listing Image for 339 Kai Malu Pl 58b 39 of 50 Listing Image for 339 Kai Malu Pl 58b 40 of 50 Listing Image for 339 Kai Malu Pl 58b 41 of 50 Listing Image for 339 Kai Malu Pl 58b 42 of 50 Listing Image for 339 Kai Malu Pl 58b 43 of 50 Listing Image for 339 Kai Malu Pl 58b 44 of 50 Listing Image for 339 Kai Malu Pl 58b 45 of 50 Listing Image for 339 Kai Malu Pl 58b 46 of 50 Listing Image for 339 Kai Malu Pl 58b 47 of 50 Listing Image for 339 Kai Malu Pl 58b 48 of 50 Listing Image for 339 Kai Malu Pl 58b 49 of 50 Listing Image for 339 Kai Malu Pl 58b 50 of 50

$2,095,000

↓ $295,000

Kai Malu 58B

339 Kai Malu Pl 58b, Wailea/Makena

3 Beds 2.5 Baths 1,796 SqFt Residential MLS® # 408760 Date Sold: September 23, 2026
Sold
Closed: 03/05/2026
Listing Image for 1260 Makawao Ave 1 of 35 Listing Image for 1260 Makawao Ave 2 of 35 Listing Image for 1260 Makawao Ave 3 of 35 Listing Image for 1260 Makawao Ave 4 of 35 Listing Image for 1260 Makawao Ave 5 of 35 Listing Image for 1260 Makawao Ave 6 of 35 Listing Image for 1260 Makawao Ave 7 of 35 Listing Image for 1260 Makawao Ave 8 of 35 Listing Image for 1260 Makawao Ave 9 of 35 Listing Image for 1260 Makawao Ave 10 of 35 Listing Image for 1260 Makawao Ave 11 of 35 Listing Image for 1260 Makawao Ave 12 of 35 Listing Image for 1260 Makawao Ave 13 of 35 Listing Image for 1260 Makawao Ave 14 of 35 Listing Image for 1260 Makawao Ave 15 of 35 Listing Image for 1260 Makawao Ave 16 of 35 Listing Image for 1260 Makawao Ave 17 of 35 Listing Image for 1260 Makawao Ave 18 of 35 Listing Image for 1260 Makawao Ave 19 of 35 Listing Image for 1260 Makawao Ave 20 of 35 Listing Image for 1260 Makawao Ave 21 of 35 Listing Image for 1260 Makawao Ave 22 of 35 Listing Image for 1260 Makawao Ave 23 of 35 Listing Image for 1260 Makawao Ave 24 of 35 Listing Image for 1260 Makawao Ave 25 of 35 Listing Image for 1260 Makawao Ave 26 of 35 Listing Image for 1260 Makawao Ave 27 of 35 Listing Image for 1260 Makawao Ave 28 of 35 Listing Image for 1260 Makawao Ave 29 of 35 Listing Image for 1260 Makawao Ave 30 of 35 Listing Image for 1260 Makawao Ave 31 of 35 Listing Image for 1260 Makawao Ave 32 of 35 Listing Image for 1260 Makawao Ave 33 of 35 Listing Image for 1260 Makawao Ave 34 of 35 Listing Image for 1260 Makawao Ave 35 of 35

$1,100,000

Makawao

1260 Makawao Ave, Makawao/Olinda/Haliimaile

2 Beds 1 Bath 1,544 SqFt Residential MLS® # 408575 Date Sold: March 5, 2026
Sold
Closed: 05/22/2026
Listing Image for 255 Kepuhi Pl 4a03/1243 1 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 2 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 3 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 4 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 5 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 6 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 7 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 8 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 9 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 10 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 11 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 12 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 13 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 14 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 15 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 16 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 17 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 18 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 19 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 20 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 21 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 22 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 23 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 24 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 25 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 26 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 27 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 28 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 29 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 30 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 31 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 32 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 33 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 34 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 35 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 36 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 37 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 38 of 39 Listing Image for 255 Kepuhi Pl 4a03/1243 39 of 39

$195,000

West Molokai Resort 4A03/1243

255 Kepuhi Pl 4a03/1243, Molokai

0 Beds 1 Bath 378 SqFt Residential MLS® # 408651 Date Sold: May 22, 2026
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Sold
Closed: 06/12/2026
Listing Image for 145 N Kihei Rd 232 1 of 24 Listing Image for 145 N Kihei Rd 232 2 of 24 Listing Image for 145 N Kihei Rd 232 3 of 24 Listing Image for 145 N Kihei Rd 232 4 of 24 Listing Image for 145 N Kihei Rd 232 5 of 24 Listing Image for 145 N Kihei Rd 232 6 of 24 Listing Image for 145 N Kihei Rd 232 7 of 24 Listing Image for 145 N Kihei Rd 232 8 of 24 Listing Image for 145 N Kihei Rd 232 9 of 24 Listing Image for 145 N Kihei Rd 232 10 of 24 Listing Image for 145 N Kihei Rd 232 11 of 24 Listing Image for 145 N Kihei Rd 232 12 of 24 Listing Image for 145 N Kihei Rd 232 13 of 24 Listing Image for 145 N Kihei Rd 232 14 of 24 Listing Image for 145 N Kihei Rd 232 15 of 24 Listing Image for 145 N Kihei Rd 232 16 of 24 Listing Image for 145 N Kihei Rd 232 17 of 24 Listing Image for 145 N Kihei Rd 232 18 of 24 Listing Image for 145 N Kihei Rd 232 19 of 24 Listing Image for 145 N Kihei Rd 232 20 of 24 Listing Image for 145 N Kihei Rd 232 21 of 24 Listing Image for 145 N Kihei Rd 232 22 of 24 Listing Image for 145 N Kihei Rd 232 23 of 24 Listing Image for 145 N Kihei Rd 232 24 of 24

$755,000

↓ $213,000

Sugar Beach Resort 232

145 N Kihei Rd 232, Kihei

1 Bed 1 Bath 613 SqFt Residential MLS® # 408606 Date Sold: June 12, 2026
Sold
Closed: 08/27/2026
Listing Image for 28 Hauwahine Ln F-203 1 of 46 Listing Image for 28 Hauwahine Ln F-203 2 of 46 Listing Image for 28 Hauwahine Ln F-203 3 of 46 Listing Image for 28 Hauwahine Ln F-203 4 of 46 Listing Image for 28 Hauwahine Ln F-203 5 of 46 Listing Image for 28 Hauwahine Ln F-203 6 of 46 Listing Image for 28 Hauwahine Ln F-203 7 of 46 Listing Image for 28 Hauwahine Ln F-203 8 of 46 Listing Image for 28 Hauwahine Ln F-203 9 of 46 Listing Image for 28 Hauwahine Ln F-203 10 of 46 Listing Image for 28 Hauwahine Ln F-203 11 of 46 Listing Image for 28 Hauwahine Ln F-203 12 of 46 Listing Image for 28 Hauwahine Ln F-203 13 of 46 Listing Image for 28 Hauwahine Ln F-203 14 of 46 Listing Image for 28 Hauwahine Ln F-203 15 of 46 Listing Image for 28 Hauwahine Ln F-203 16 of 46 Listing Image for 28 Hauwahine Ln F-203 17 of 46 Listing Image for 28 Hauwahine Ln F-203 18 of 46 Listing Image for 28 Hauwahine Ln F-203 19 of 46 Listing Image for 28 Hauwahine Ln F-203 20 of 46 Listing Image for 28 Hauwahine Ln F-203 21 of 46 Listing Image for 28 Hauwahine Ln F-203 22 of 46 Listing Image for 28 Hauwahine Ln F-203 23 of 46 Listing Image for 28 Hauwahine Ln F-203 24 of 46 Listing Image for 28 Hauwahine Ln F-203 25 of 46 Listing Image for 28 Hauwahine Ln F-203 26 of 46 Listing Image for 28 Hauwahine Ln F-203 27 of 46 Listing Image for 28 Hauwahine Ln F-203 28 of 46 Listing Image for 28 Hauwahine Ln F-203 29 of 46 Listing Image for 28 Hauwahine Ln F-203 30 of 46 Listing Image for 28 Hauwahine Ln F-203 31 of 46 Listing Image for 28 Hauwahine Ln F-203 32 of 46 Listing Image for 28 Hauwahine Ln F-203 33 of 46 Listing Image for 28 Hauwahine Ln F-203 34 of 46 Listing Image for 28 Hauwahine Ln F-203 35 of 46 Listing Image for 28 Hauwahine Ln F-203 36 of 46 Listing Image for 28 Hauwahine Ln F-203 37 of 46 Listing Image for 28 Hauwahine Ln F-203 38 of 46 Listing Image for 28 Hauwahine Ln F-203 39 of 46 Listing Image for 28 Hauwahine Ln F-203 40 of 46 Listing Image for 28 Hauwahine Ln F-203 41 of 46 Listing Image for 28 Hauwahine Ln F-203 42 of 46 Listing Image for 28 Hauwahine Ln F-203 43 of 46 Listing Image for 28 Hauwahine Ln F-203 44 of 46 Listing Image for 28 Hauwahine Ln F-203 45 of 46 Listing Image for 28 Hauwahine Ln F-203 46 of 46

$1,250,000

Ke Alii Ocean Villas F-203

28 Hauwahine Ln F-203, Kihei

2 Beds 2 Baths 1,375 SqFt Residential MLS® # 408768 Date Sold: August 27, 2026
Sold
Closed: 06/15/2026
Listing Image for 263 Kahoma Village Loop 12-101 1 of 26 Listing Image for 263 Kahoma Village Loop 12-101 2 of 26 Listing Image for 263 Kahoma Village Loop 12-101 3 of 26 Listing Image for 263 Kahoma Village Loop 12-101 4 of 26 Listing Image for 263 Kahoma Village Loop 12-101 5 of 26 Listing Image for 263 Kahoma Village Loop 12-101 6 of 26 Listing Image for 263 Kahoma Village Loop 12-101 7 of 26 Listing Image for 263 Kahoma Village Loop 12-101 8 of 26 Listing Image for 263 Kahoma Village Loop 12-101 9 of 26 Listing Image for 263 Kahoma Village Loop 12-101 10 of 26 Listing Image for 263 Kahoma Village Loop 12-101 11 of 26 Listing Image for 263 Kahoma Village Loop 12-101 12 of 26 Listing Image for 263 Kahoma Village Loop 12-101 13 of 26 Listing Image for 263 Kahoma Village Loop 12-101 14 of 26 Listing Image for 263 Kahoma Village Loop 12-101 15 of 26 Listing Image for 263 Kahoma Village Loop 12-101 16 of 26 Listing Image for 263 Kahoma Village Loop 12-101 17 of 26 Listing Image for 263 Kahoma Village Loop 12-101 18 of 26 Listing Image for 263 Kahoma Village Loop 12-101 19 of 26 Listing Image for 263 Kahoma Village Loop 12-101 20 of 26 Listing Image for 263 Kahoma Village Loop 12-101 21 of 26 Listing Image for 263 Kahoma Village Loop 12-101 22 of 26 Listing Image for 263 Kahoma Village Loop 12-101 23 of 26 Listing Image for 263 Kahoma Village Loop 12-101 24 of 26 Listing Image for 263 Kahoma Village Loop 12-101 25 of 26 Listing Image for 263 Kahoma Village Loop 12-101 26 of 26

$830,000

↓ $69,000

Kahoma Village 12-101

263 Kahoma Village Loop 12-101, Lahaina

3 Beds 2 Baths 1,075 SqFt Residential MLS® # 408818 Date Sold: June 15, 2026
Sold
Closed: 05/08/2026
Listing Image for 4310 Lower Honoapiilani Rd 302 1 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 2 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 3 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 4 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 5 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 6 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 7 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 8 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 9 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 10 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 11 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 12 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 13 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 14 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 15 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 16 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 17 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 18 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 19 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 20 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 21 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 22 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 23 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 24 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 25 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 26 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 27 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 28 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 29 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 30 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 31 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 32 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 33 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 34 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 35 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 36 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 37 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 38 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 39 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 40 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 41 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 42 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 43 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 44 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 45 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 46 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 47 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 48 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 49 of 50 Listing Image for 4310 Lower Honoapiilani Rd 302 50 of 50

$650,000

Kahana Manor 302

4310 Lower Honoapiilani Rd 302, Napili/Kahana/Honokowai

2 Beds 2 Baths 920 SqFt Residential MLS® # 408672 Date Sold: May 8, 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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