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: 06/29/2026
Listing Image for 130 Kai Malina Pkwy Sr 232 1 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 2 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 3 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 4 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 5 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 6 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 7 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 8 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 9 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 10 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 11 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 12 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 13 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 14 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 15 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 16 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 17 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 18 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 19 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 20 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 21 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 22 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 23 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 24 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 25 of 26 Listing Image for 130 Kai Malina Pkwy Sr 232 26 of 26

$750,000

↓ $125,000

Honua Kai - Hoku Lani SR 232

130 Kai Malina Pkwy Sr 232, Kaanapali

1 Bed 1 Bath 620 SqFt Residential MLS® # 408024 Date Sold: June 29, 2026
Sold
Closed: 02/25/2026
Listing Image for 2661 Kekaa Dr C-103 1 of 50 Listing Image for 2661 Kekaa Dr C-103 2 of 50 Listing Image for 2661 Kekaa Dr C-103 3 of 50 Listing Image for 2661 Kekaa Dr C-103 4 of 50 Listing Image for 2661 Kekaa Dr C-103 5 of 50 Listing Image for 2661 Kekaa Dr C-103 6 of 50 Listing Image for 2661 Kekaa Dr C-103 7 of 50 Listing Image for 2661 Kekaa Dr C-103 8 of 50 Listing Image for 2661 Kekaa Dr C-103 9 of 50 Listing Image for 2661 Kekaa Dr C-103 10 of 50 Listing Image for 2661 Kekaa Dr C-103 11 of 50 Listing Image for 2661 Kekaa Dr C-103 12 of 50 Listing Image for 2661 Kekaa Dr C-103 13 of 50 Listing Image for 2661 Kekaa Dr C-103 14 of 50 Listing Image for 2661 Kekaa Dr C-103 15 of 50 Listing Image for 2661 Kekaa Dr C-103 16 of 50 Listing Image for 2661 Kekaa Dr C-103 17 of 50 Listing Image for 2661 Kekaa Dr C-103 18 of 50 Listing Image for 2661 Kekaa Dr C-103 19 of 50 Listing Image for 2661 Kekaa Dr C-103 20 of 50 Listing Image for 2661 Kekaa Dr C-103 21 of 50 Listing Image for 2661 Kekaa Dr C-103 22 of 50 Listing Image for 2661 Kekaa Dr C-103 23 of 50 Listing Image for 2661 Kekaa Dr C-103 24 of 50 Listing Image for 2661 Kekaa Dr C-103 25 of 50 Listing Image for 2661 Kekaa Dr C-103 26 of 50 Listing Image for 2661 Kekaa Dr C-103 27 of 50 Listing Image for 2661 Kekaa Dr C-103 28 of 50 Listing Image for 2661 Kekaa Dr C-103 29 of 50 Listing Image for 2661 Kekaa Dr C-103 30 of 50 Listing Image for 2661 Kekaa Dr C-103 31 of 50 Listing Image for 2661 Kekaa Dr C-103 32 of 50 Listing Image for 2661 Kekaa Dr C-103 33 of 50 Listing Image for 2661 Kekaa Dr C-103 34 of 50 Listing Image for 2661 Kekaa Dr C-103 35 of 50 Listing Image for 2661 Kekaa Dr C-103 36 of 50 Listing Image for 2661 Kekaa Dr C-103 37 of 50 Listing Image for 2661 Kekaa Dr C-103 38 of 50 Listing Image for 2661 Kekaa Dr C-103 39 of 50 Listing Image for 2661 Kekaa Dr C-103 40 of 50 Listing Image for 2661 Kekaa Dr C-103 41 of 50 Listing Image for 2661 Kekaa Dr C-103 42 of 50 Listing Image for 2661 Kekaa Dr C-103 43 of 50 Listing Image for 2661 Kekaa Dr C-103 44 of 50 Listing Image for 2661 Kekaa Dr C-103 45 of 50 Listing Image for 2661 Kekaa Dr C-103 46 of 50 Listing Image for 2661 Kekaa Dr C-103 47 of 50 Listing Image for 2661 Kekaa Dr C-103 48 of 50 Listing Image for 2661 Kekaa Dr C-103 49 of 50 Listing Image for 2661 Kekaa Dr C-103 50 of 50

$520,000

Maui Eldorado C-103

2661 Kekaa Dr C-103, Kaanapali

1 Bed 1 Bath 960 SqFt Residential MLS® # 408169 Date Sold: February 25, 2026
Sold
Closed: 10/02/2026
Listing Image for 65 Wili Okai Way 1 of 50 Listing Image for 65 Wili Okai Way 2 of 50 Listing Image for 65 Wili Okai Way 3 of 50 Listing Image for 65 Wili Okai Way 4 of 50 Listing Image for 65 Wili Okai Way 5 of 50 Listing Image for 65 Wili Okai Way 6 of 50 Listing Image for 65 Wili Okai Way 7 of 50 Listing Image for 65 Wili Okai Way 8 of 50 Listing Image for 65 Wili Okai Way 9 of 50 Listing Image for 65 Wili Okai Way 10 of 50 Listing Image for 65 Wili Okai Way 11 of 50 Listing Image for 65 Wili Okai Way 12 of 50 Listing Image for 65 Wili Okai Way 13 of 50 Listing Image for 65 Wili Okai Way 14 of 50 Listing Image for 65 Wili Okai Way 15 of 50 Listing Image for 65 Wili Okai Way 16 of 50 Listing Image for 65 Wili Okai Way 17 of 50 Listing Image for 65 Wili Okai Way 18 of 50 Listing Image for 65 Wili Okai Way 19 of 50 Listing Image for 65 Wili Okai Way 20 of 50 Listing Image for 65 Wili Okai Way 21 of 50 Listing Image for 65 Wili Okai Way 22 of 50 Listing Image for 65 Wili Okai Way 23 of 50 Listing Image for 65 Wili Okai Way 24 of 50 Listing Image for 65 Wili Okai Way 25 of 50 Listing Image for 65 Wili Okai Way 26 of 50 Listing Image for 65 Wili Okai Way 27 of 50 Listing Image for 65 Wili Okai Way 28 of 50 Listing Image for 65 Wili Okai Way 29 of 50 Listing Image for 65 Wili Okai Way 30 of 50 Listing Image for 65 Wili Okai Way 31 of 50 Listing Image for 65 Wili Okai Way 32 of 50 Listing Image for 65 Wili Okai Way 33 of 50 Listing Image for 65 Wili Okai Way 34 of 50 Listing Image for 65 Wili Okai Way 35 of 50 Listing Image for 65 Wili Okai Way 36 of 50 Listing Image for 65 Wili Okai Way 37 of 50 Listing Image for 65 Wili Okai Way 38 of 50 Listing Image for 65 Wili Okai Way 39 of 50 Listing Image for 65 Wili Okai Way 40 of 50 Listing Image for 65 Wili Okai Way 41 of 50 Listing Image for 65 Wili Okai Way 42 of 50 Listing Image for 65 Wili Okai Way 43 of 50 Listing Image for 65 Wili Okai Way 44 of 50 Listing Image for 65 Wili Okai Way 45 of 50 Listing Image for 65 Wili Okai Way 46 of 50 Listing Image for 65 Wili Okai Way 47 of 50 Listing Image for 65 Wili Okai Way 48 of 50 Listing Image for 65 Wili Okai Way 49 of 50 Listing Image for 65 Wili Okai Way 50 of 50

$5,997,000

↓ $3,503,000

Puunoa

65 Wili Okai Way, Lahaina

5 Beds 5.5 Baths 5,777 SqFt Residential MLS® # 408146 Date Sold: October 2, 2026
Sold
Closed: 04/02/2026
Listing Image for 30 Laukahi St 1 of 45 Listing Image for 30 Laukahi St 2 of 45 Listing Image for 30 Laukahi St 3 of 45 Listing Image for 30 Laukahi St 4 of 45 Listing Image for 30 Laukahi St 5 of 45 Listing Image for 30 Laukahi St 6 of 45 Listing Image for 30 Laukahi St 7 of 45 Listing Image for 30 Laukahi St 8 of 45 Listing Image for 30 Laukahi St 9 of 45 Listing Image for 30 Laukahi St 10 of 45 Listing Image for 30 Laukahi St 11 of 45 Listing Image for 30 Laukahi St 12 of 45 Listing Image for 30 Laukahi St 13 of 45 Listing Image for 30 Laukahi St 14 of 45 Listing Image for 30 Laukahi St 15 of 45 Listing Image for 30 Laukahi St 16 of 45 Listing Image for 30 Laukahi St 17 of 45 Listing Image for 30 Laukahi St 18 of 45 Listing Image for 30 Laukahi St 19 of 45 Listing Image for 30 Laukahi St 20 of 45 Listing Image for 30 Laukahi St 21 of 45 Listing Image for 30 Laukahi St 22 of 45 Listing Image for 30 Laukahi St 23 of 45 Listing Image for 30 Laukahi St 24 of 45 Listing Image for 30 Laukahi St 25 of 45 Listing Image for 30 Laukahi St 26 of 45 Listing Image for 30 Laukahi St 27 of 45 Listing Image for 30 Laukahi St 28 of 45 Listing Image for 30 Laukahi St 29 of 45 Listing Image for 30 Laukahi St 30 of 45 Listing Image for 30 Laukahi St 31 of 45 Listing Image for 30 Laukahi St 32 of 45 Listing Image for 30 Laukahi St 33 of 45 Listing Image for 30 Laukahi St 34 of 45 Listing Image for 30 Laukahi St 35 of 45 Listing Image for 30 Laukahi St 36 of 45 Listing Image for 30 Laukahi St 37 of 45 Listing Image for 30 Laukahi St 38 of 45 Listing Image for 30 Laukahi St 39 of 45 Listing Image for 30 Laukahi St 40 of 45 Listing Image for 30 Laukahi St 41 of 45 Listing Image for 30 Laukahi St 42 of 45 Listing Image for 30 Laukahi St 43 of 45 Listing Image for 30 Laukahi St 44 of 45 Listing Image for 30 Laukahi St 45 of 45

$1,750,000

↓ $149,000

Moana Estates

30 Laukahi St, Kihei

5 Beds 4 Baths 2,707 SqFt Residential MLS® # 407950 Date Sold: April 2, 2026
Sold
Closed: 04/20/2026
Listing Image for 235 Keonekai Rd 1 of 50 Listing Image for 235 Keonekai Rd 2 of 50 Listing Image for 235 Keonekai Rd 3 of 50 Listing Image for 235 Keonekai Rd 4 of 50 Listing Image for 235 Keonekai Rd 5 of 50 Listing Image for 235 Keonekai Rd 6 of 50 Listing Image for 235 Keonekai Rd 7 of 50 Listing Image for 235 Keonekai Rd 8 of 50 Listing Image for 235 Keonekai Rd 9 of 50 Listing Image for 235 Keonekai Rd 10 of 50 Listing Image for 235 Keonekai Rd 11 of 50 Listing Image for 235 Keonekai Rd 12 of 50 Listing Image for 235 Keonekai Rd 13 of 50 Listing Image for 235 Keonekai Rd 14 of 50 Listing Image for 235 Keonekai Rd 15 of 50 Listing Image for 235 Keonekai Rd 16 of 50 Listing Image for 235 Keonekai Rd 17 of 50 Listing Image for 235 Keonekai Rd 18 of 50 Listing Image for 235 Keonekai Rd 19 of 50 Listing Image for 235 Keonekai Rd 20 of 50 Listing Image for 235 Keonekai Rd 21 of 50 Listing Image for 235 Keonekai Rd 22 of 50 Listing Image for 235 Keonekai Rd 23 of 50 Listing Image for 235 Keonekai Rd 24 of 50 Listing Image for 235 Keonekai Rd 25 of 50 Listing Image for 235 Keonekai Rd 26 of 50 Listing Image for 235 Keonekai Rd 27 of 50 Listing Image for 235 Keonekai Rd 28 of 50 Listing Image for 235 Keonekai Rd 29 of 50 Listing Image for 235 Keonekai Rd 30 of 50 Listing Image for 235 Keonekai Rd 31 of 50 Listing Image for 235 Keonekai Rd 32 of 50 Listing Image for 235 Keonekai Rd 33 of 50 Listing Image for 235 Keonekai Rd 34 of 50 Listing Image for 235 Keonekai Rd 35 of 50 Listing Image for 235 Keonekai Rd 36 of 50 Listing Image for 235 Keonekai Rd 37 of 50 Listing Image for 235 Keonekai Rd 38 of 50 Listing Image for 235 Keonekai Rd 39 of 50 Listing Image for 235 Keonekai Rd 40 of 50 Listing Image for 235 Keonekai Rd 41 of 50 Listing Image for 235 Keonekai Rd 42 of 50 Listing Image for 235 Keonekai Rd 43 of 50 Listing Image for 235 Keonekai Rd 44 of 50 Listing Image for 235 Keonekai Rd 45 of 50 Listing Image for 235 Keonekai Rd 46 of 50 Listing Image for 235 Keonekai Rd 47 of 50 Listing Image for 235 Keonekai Rd 48 of 50 Listing Image for 235 Keonekai Rd 49 of 50 Listing Image for 235 Keonekai Rd 50 of 50

$1,440,000

Kihei

235 Keonekai Rd, Kihei

3 Beds 3 Baths 1,832 SqFt Residential MLS® # 408126 Date Sold: April 20, 2026
Sold
Closed: 08/12/2026
Listing Image for 3600 Wailea Alanui Dr 708 1 of 50 Listing Image for 3600 Wailea Alanui Dr 708 2 of 50 Listing Image for 3600 Wailea Alanui Dr 708 3 of 50 Listing Image for 3600 Wailea Alanui Dr 708 4 of 50 Listing Image for 3600 Wailea Alanui Dr 708 5 of 50 Listing Image for 3600 Wailea Alanui Dr 708 6 of 50 Listing Image for 3600 Wailea Alanui Dr 708 7 of 50 Listing Image for 3600 Wailea Alanui Dr 708 8 of 50 Listing Image for 3600 Wailea Alanui Dr 708 9 of 50 Listing Image for 3600 Wailea Alanui Dr 708 10 of 50 Listing Image for 3600 Wailea Alanui Dr 708 11 of 50 Listing Image for 3600 Wailea Alanui Dr 708 12 of 50 Listing Image for 3600 Wailea Alanui Dr 708 13 of 50 Listing Image for 3600 Wailea Alanui Dr 708 14 of 50 Listing Image for 3600 Wailea Alanui Dr 708 15 of 50 Listing Image for 3600 Wailea Alanui Dr 708 16 of 50 Listing Image for 3600 Wailea Alanui Dr 708 17 of 50 Listing Image for 3600 Wailea Alanui Dr 708 18 of 50 Listing Image for 3600 Wailea Alanui Dr 708 19 of 50 Listing Image for 3600 Wailea Alanui Dr 708 20 of 50 Listing Image for 3600 Wailea Alanui Dr 708 21 of 50 Listing Image for 3600 Wailea Alanui Dr 708 22 of 50 Listing Image for 3600 Wailea Alanui Dr 708 23 of 50 Listing Image for 3600 Wailea Alanui Dr 708 24 of 50 Listing Image for 3600 Wailea Alanui Dr 708 25 of 50 Listing Image for 3600 Wailea Alanui Dr 708 26 of 50 Listing Image for 3600 Wailea Alanui Dr 708 27 of 50 Listing Image for 3600 Wailea Alanui Dr 708 28 of 50 Listing Image for 3600 Wailea Alanui Dr 708 29 of 50 Listing Image for 3600 Wailea Alanui Dr 708 30 of 50 Listing Image for 3600 Wailea Alanui Dr 708 31 of 50 Listing Image for 3600 Wailea Alanui Dr 708 32 of 50 Listing Image for 3600 Wailea Alanui Dr 708 33 of 50 Listing Image for 3600 Wailea Alanui Dr 708 34 of 50 Listing Image for 3600 Wailea Alanui Dr 708 35 of 50 Listing Image for 3600 Wailea Alanui Dr 708 36 of 50 Listing Image for 3600 Wailea Alanui Dr 708 37 of 50 Listing Image for 3600 Wailea Alanui Dr 708 38 of 50 Listing Image for 3600 Wailea Alanui Dr 708 39 of 50 Listing Image for 3600 Wailea Alanui Dr 708 40 of 50 Listing Image for 3600 Wailea Alanui Dr 708 41 of 50 Listing Image for 3600 Wailea Alanui Dr 708 42 of 50 Listing Image for 3600 Wailea Alanui Dr 708 43 of 50 Listing Image for 3600 Wailea Alanui Dr 708 44 of 50 Listing Image for 3600 Wailea Alanui Dr 708 45 of 50 Listing Image for 3600 Wailea Alanui Dr 708 46 of 50 Listing Image for 3600 Wailea Alanui Dr 708 47 of 50 Listing Image for 3600 Wailea Alanui Dr 708 48 of 50 Listing Image for 3600 Wailea Alanui Dr 708 49 of 50 Listing Image for 3600 Wailea Alanui Dr 708 50 of 50

$2,750,000

↓ $450,000

Wailea Elua 708

3600 Wailea Alanui Dr 708, Wailea/Makena

2 Beds 2 Baths 1,259 SqFt Residential MLS® # 407970 Date Sold: August 12, 2026
Sold
Closed: 10/07/2026
Listing Image for 50 Nohea Kai Dr 212 1 of 25 Listing Image for 50 Nohea Kai Dr 212 2 of 25 Listing Image for 50 Nohea Kai Dr 212 3 of 25 Listing Image for 50 Nohea Kai Dr 212 4 of 25 Listing Image for 50 Nohea Kai Dr 212 5 of 25 Listing Image for 50 Nohea Kai Dr 212 6 of 25 Listing Image for 50 Nohea Kai Dr 212 7 of 25 Listing Image for 50 Nohea Kai Dr 212 8 of 25 Listing Image for 50 Nohea Kai Dr 212 9 of 25 Listing Image for 50 Nohea Kai Dr 212 10 of 25 Listing Image for 50 Nohea Kai Dr 212 11 of 25 Listing Image for 50 Nohea Kai Dr 212 12 of 25 Listing Image for 50 Nohea Kai Dr 212 13 of 25 Listing Image for 50 Nohea Kai Dr 212 14 of 25 Listing Image for 50 Nohea Kai Dr 212 15 of 25 Listing Image for 50 Nohea Kai Dr 212 16 of 25 Listing Image for 50 Nohea Kai Dr 212 17 of 25 Listing Image for 50 Nohea Kai Dr 212 18 of 25 Listing Image for 50 Nohea Kai Dr 212 19 of 25 Listing Image for 50 Nohea Kai Dr 212 20 of 25 Listing Image for 50 Nohea Kai Dr 212 21 of 25 Listing Image for 50 Nohea Kai Dr 212 22 of 25 Listing Image for 50 Nohea Kai Dr 212 23 of 25 Listing Image for 50 Nohea Kai Dr 212 24 of 25 Listing Image for 50 Nohea Kai Dr 212 25 of 25

$1,300,000

↓ $199,000

Kaanapali Alii 212

50 Nohea Kai Dr 212, Kaanapali

1 Bed 2 Baths 1,439 SqFt Residential MLS® # 407952 Date Sold: October 7, 2026
Sold
Closed: 06/15/2026
Listing Image for 70 Olina St 1 of 50 Listing Image for 70 Olina St 2 of 50 Listing Image for 70 Olina St 3 of 50 Listing Image for 70 Olina St 4 of 50 Listing Image for 70 Olina St 5 of 50 Listing Image for 70 Olina St 6 of 50 Listing Image for 70 Olina St 7 of 50 Listing Image for 70 Olina St 8 of 50 Listing Image for 70 Olina St 9 of 50 Listing Image for 70 Olina St 10 of 50 Listing Image for 70 Olina St 11 of 50 Listing Image for 70 Olina St 12 of 50 Listing Image for 70 Olina St 13 of 50 Listing Image for 70 Olina St 14 of 50 Listing Image for 70 Olina St 15 of 50 Listing Image for 70 Olina St 16 of 50 Listing Image for 70 Olina St 17 of 50 Listing Image for 70 Olina St 18 of 50 Listing Image for 70 Olina St 19 of 50 Listing Image for 70 Olina St 20 of 50 Listing Image for 70 Olina St 21 of 50 Listing Image for 70 Olina St 22 of 50 Listing Image for 70 Olina St 23 of 50 Listing Image for 70 Olina St 24 of 50 Listing Image for 70 Olina St 25 of 50 Listing Image for 70 Olina St 26 of 50 Listing Image for 70 Olina St 27 of 50 Listing Image for 70 Olina St 28 of 50 Listing Image for 70 Olina St 29 of 50 Listing Image for 70 Olina St 30 of 50 Listing Image for 70 Olina St 31 of 50 Listing Image for 70 Olina St 32 of 50 Listing Image for 70 Olina St 33 of 50 Listing Image for 70 Olina St 34 of 50 Listing Image for 70 Olina St 35 of 50 Listing Image for 70 Olina St 36 of 50 Listing Image for 70 Olina St 37 of 50 Listing Image for 70 Olina St 38 of 50 Listing Image for 70 Olina St 39 of 50 Listing Image for 70 Olina St 40 of 50 Listing Image for 70 Olina St 41 of 50 Listing Image for 70 Olina St 42 of 50 Listing Image for 70 Olina St 43 of 50 Listing Image for 70 Olina St 44 of 50 Listing Image for 70 Olina St 45 of 50 Listing Image for 70 Olina St 46 of 50 Listing Image for 70 Olina St 47 of 50 Listing Image for 70 Olina St 48 of 50 Listing Image for 70 Olina St 49 of 50 Listing Image for 70 Olina St 50 of 50

$1,100,000

↓ $199,000

The Parkways at Maui Lani

70 Olina St, Kahului

5 Beds 3.5 Baths 2,531 SqFt Residential MLS® # 407923 Date Sold: June 15, 2026
View 8 More Listings

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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