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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Closed: 03/31/2026
Listing Image for 3445 Lower Honoapiilani Rd 304 1 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 2 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 3 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 4 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 5 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 6 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 7 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 8 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 9 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 10 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 11 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 12 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 13 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 14 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 15 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 16 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 17 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 18 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 19 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 20 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 21 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 22 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 23 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 24 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 25 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 26 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 27 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 28 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 29 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 30 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 31 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 32 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 33 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 34 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 35 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 36 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 37 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 38 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 39 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 40 of 41 Listing Image for 3445 Lower Honoapiilani Rd 304 41 of 41

$1,053,750

Kaanapali Shores 304

3445 Lower Honoapiilani Rd 304, Kaanapali

2 Beds 2 Baths 988 SqFt Residential MLS® # 408139 Date Sold: March 31, 2026
Sold
Closed: 02/04/2026
Listing Image for 33 Puakea Pl 1 of 48 Listing Image for 33 Puakea Pl 2 of 48 Listing Image for 33 Puakea Pl 3 of 48 Listing Image for 33 Puakea Pl 4 of 48 Listing Image for 33 Puakea Pl 5 of 48 Listing Image for 33 Puakea Pl 6 of 48 Listing Image for 33 Puakea Pl 7 of 48 Listing Image for 33 Puakea Pl 8 of 48 Listing Image for 33 Puakea Pl 9 of 48 Listing Image for 33 Puakea Pl 10 of 48 Listing Image for 33 Puakea Pl 11 of 48 Listing Image for 33 Puakea Pl 12 of 48 Listing Image for 33 Puakea Pl 13 of 48 Listing Image for 33 Puakea Pl 14 of 48 Listing Image for 33 Puakea Pl 15 of 48 Listing Image for 33 Puakea Pl 16 of 48 Listing Image for 33 Puakea Pl 17 of 48 Listing Image for 33 Puakea Pl 18 of 48 Listing Image for 33 Puakea Pl 19 of 48 Listing Image for 33 Puakea Pl 20 of 48 Listing Image for 33 Puakea Pl 21 of 48 Listing Image for 33 Puakea Pl 22 of 48 Listing Image for 33 Puakea Pl 23 of 48 Listing Image for 33 Puakea Pl 24 of 48 Listing Image for 33 Puakea Pl 25 of 48 Listing Image for 33 Puakea Pl 26 of 48 Listing Image for 33 Puakea Pl 27 of 48 Listing Image for 33 Puakea Pl 28 of 48 Listing Image for 33 Puakea Pl 29 of 48 Listing Image for 33 Puakea Pl 30 of 48 Listing Image for 33 Puakea Pl 31 of 48 Listing Image for 33 Puakea Pl 32 of 48 Listing Image for 33 Puakea Pl 33 of 48 Listing Image for 33 Puakea Pl 34 of 48 Listing Image for 33 Puakea Pl 35 of 48 Listing Image for 33 Puakea Pl 36 of 48 Listing Image for 33 Puakea Pl 37 of 48 Listing Image for 33 Puakea Pl 38 of 48 Listing Image for 33 Puakea Pl 39 of 48 Listing Image for 33 Puakea Pl 40 of 48 Listing Image for 33 Puakea Pl 41 of 48 Listing Image for 33 Puakea Pl 42 of 48 Listing Image for 33 Puakea Pl 43 of 48 Listing Image for 33 Puakea Pl 44 of 48 Listing Image for 33 Puakea Pl 45 of 48 Listing Image for 33 Puakea Pl 46 of 48 Listing Image for 33 Puakea Pl 47 of 48 Listing Image for 33 Puakea Pl 48 of 48

$1,900,000

Mauka Estates

33 Puakea Pl, Kula/Ulupalakua/Kanaio

4 Beds 3 Baths 2,257 SqFt Residential MLS® # 408241 Date Sold: February 4, 2026
Sold
Closed: 07/22/2026
Listing Image for 112 Pulelehua St 1 of 50 Listing Image for 112 Pulelehua St 2 of 50 Listing Image for 112 Pulelehua St 3 of 50 Listing Image for 112 Pulelehua St 4 of 50 Listing Image for 112 Pulelehua St 5 of 50 Listing Image for 112 Pulelehua St 6 of 50 Listing Image for 112 Pulelehua St 7 of 50 Listing Image for 112 Pulelehua St 8 of 50 Listing Image for 112 Pulelehua St 9 of 50 Listing Image for 112 Pulelehua St 10 of 50 Listing Image for 112 Pulelehua St 11 of 50 Listing Image for 112 Pulelehua St 12 of 50 Listing Image for 112 Pulelehua St 13 of 50 Listing Image for 112 Pulelehua St 14 of 50 Listing Image for 112 Pulelehua St 15 of 50 Listing Image for 112 Pulelehua St 16 of 50 Listing Image for 112 Pulelehua St 17 of 50 Listing Image for 112 Pulelehua St 18 of 50 Listing Image for 112 Pulelehua St 19 of 50 Listing Image for 112 Pulelehua St 20 of 50 Listing Image for 112 Pulelehua St 21 of 50 Listing Image for 112 Pulelehua St 22 of 50 Listing Image for 112 Pulelehua St 23 of 50 Listing Image for 112 Pulelehua St 24 of 50 Listing Image for 112 Pulelehua St 25 of 50 Listing Image for 112 Pulelehua St 26 of 50 Listing Image for 112 Pulelehua St 27 of 50 Listing Image for 112 Pulelehua St 28 of 50 Listing Image for 112 Pulelehua St 29 of 50 Listing Image for 112 Pulelehua St 30 of 50 Listing Image for 112 Pulelehua St 31 of 50 Listing Image for 112 Pulelehua St 32 of 50 Listing Image for 112 Pulelehua St 33 of 50 Listing Image for 112 Pulelehua St 34 of 50 Listing Image for 112 Pulelehua St 35 of 50 Listing Image for 112 Pulelehua St 36 of 50 Listing Image for 112 Pulelehua St 37 of 50 Listing Image for 112 Pulelehua St 38 of 50 Listing Image for 112 Pulelehua St 39 of 50 Listing Image for 112 Pulelehua St 40 of 50 Listing Image for 112 Pulelehua St 41 of 50 Listing Image for 112 Pulelehua St 42 of 50 Listing Image for 112 Pulelehua St 43 of 50 Listing Image for 112 Pulelehua St 44 of 50 Listing Image for 112 Pulelehua St 45 of 50 Listing Image for 112 Pulelehua St 46 of 50 Listing Image for 112 Pulelehua St 47 of 50 Listing Image for 112 Pulelehua St 48 of 50 Listing Image for 112 Pulelehua St 49 of 50 Listing Image for 112 Pulelehua St 50 of 50

$4,500,000

↓ $600,000

Pineapple Hill

112 Pulelehua St, Kapalua

3 Beds 2.5 Baths 4,504 SqFt Residential MLS® # 407964 Date Sold: July 22, 2026
Sold
Closed: 06/12/2026
Listing Image for 1065 Umeke St 106 1 of 36 Listing Image for 1065 Umeke St 106 2 of 36 Listing Image for 1065 Umeke St 106 3 of 36 Listing Image for 1065 Umeke St 106 4 of 36 Listing Image for 1065 Umeke St 106 5 of 36 Listing Image for 1065 Umeke St 106 6 of 36 Listing Image for 1065 Umeke St 106 7 of 36 Listing Image for 1065 Umeke St 106 8 of 36 Listing Image for 1065 Umeke St 106 9 of 36 Listing Image for 1065 Umeke St 106 10 of 36 Listing Image for 1065 Umeke St 106 11 of 36 Listing Image for 1065 Umeke St 106 12 of 36 Listing Image for 1065 Umeke St 106 13 of 36 Listing Image for 1065 Umeke St 106 14 of 36 Listing Image for 1065 Umeke St 106 15 of 36 Listing Image for 1065 Umeke St 106 16 of 36 Listing Image for 1065 Umeke St 106 17 of 36 Listing Image for 1065 Umeke St 106 18 of 36 Listing Image for 1065 Umeke St 106 19 of 36 Listing Image for 1065 Umeke St 106 20 of 36 Listing Image for 1065 Umeke St 106 21 of 36 Listing Image for 1065 Umeke St 106 22 of 36 Listing Image for 1065 Umeke St 106 23 of 36 Listing Image for 1065 Umeke St 106 24 of 36 Listing Image for 1065 Umeke St 106 25 of 36 Listing Image for 1065 Umeke St 106 26 of 36 Listing Image for 1065 Umeke St 106 27 of 36 Listing Image for 1065 Umeke St 106 28 of 36 Listing Image for 1065 Umeke St 106 29 of 36 Listing Image for 1065 Umeke St 106 30 of 36 Listing Image for 1065 Umeke St 106 31 of 36 Listing Image for 1065 Umeke St 106 32 of 36 Listing Image for 1065 Umeke St 106 33 of 36 Listing Image for 1065 Umeke St 106 34 of 36 Listing Image for 1065 Umeke St 106 35 of 36 Listing Image for 1065 Umeke St 106 36 of 36

$1,985,000

Hokulani Golf Villas 106

1065 Umeke St 106, Kihei

2 Beds 2 Baths 1,902 SqFt Residential MLS® # 407240 Date Sold: June 12, 2026
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Sold
Closed: 06/08/2026
Listing Image for 50 Napili Pl 219 1 of 28 Listing Image for 50 Napili Pl 219 2 of 28 Listing Image for 50 Napili Pl 219 3 of 28 Listing Image for 50 Napili Pl 219 4 of 28 Listing Image for 50 Napili Pl 219 5 of 28 Listing Image for 50 Napili Pl 219 6 of 28 Listing Image for 50 Napili Pl 219 7 of 28 Listing Image for 50 Napili Pl 219 8 of 28 Listing Image for 50 Napili Pl 219 9 of 28 Listing Image for 50 Napili Pl 219 10 of 28 Listing Image for 50 Napili Pl 219 11 of 28 Listing Image for 50 Napili Pl 219 12 of 28 Listing Image for 50 Napili Pl 219 13 of 28 Listing Image for 50 Napili Pl 219 14 of 28 Listing Image for 50 Napili Pl 219 15 of 28 Listing Image for 50 Napili Pl 219 16 of 28 Listing Image for 50 Napili Pl 219 17 of 28 Listing Image for 50 Napili Pl 219 18 of 28 Listing Image for 50 Napili Pl 219 19 of 28 Listing Image for 50 Napili Pl 219 20 of 28 Listing Image for 50 Napili Pl 219 21 of 28 Listing Image for 50 Napili Pl 219 22 of 28 Listing Image for 50 Napili Pl 219 23 of 28 Listing Image for 50 Napili Pl 219 24 of 28 Listing Image for 50 Napili Pl 219 25 of 28 Listing Image for 50 Napili Pl 219 26 of 28 Listing Image for 50 Napili Pl 219 27 of 28 Listing Image for 50 Napili Pl 219 28 of 28

$625,000

↓ $49,900

Napili Surf 219

50 Napili Pl 219, Napili/Kahana/Honokowai

0 Beds 1 Bath 409 SqFt Residential MLS® # 407968 Date Sold: June 8, 2026
Sold
Closed: 02/11/2026
Listing Image for 2846 Omaopio Rd 1 of 50 Listing Image for 2846 Omaopio Rd 2 of 50 Listing Image for 2846 Omaopio Rd 3 of 50 Listing Image for 2846 Omaopio Rd 4 of 50 Listing Image for 2846 Omaopio Rd 5 of 50 Listing Image for 2846 Omaopio Rd 6 of 50 Listing Image for 2846 Omaopio Rd 7 of 50 Listing Image for 2846 Omaopio Rd 8 of 50 Listing Image for 2846 Omaopio Rd 9 of 50 Listing Image for 2846 Omaopio Rd 10 of 50 Listing Image for 2846 Omaopio Rd 11 of 50 Listing Image for 2846 Omaopio Rd 12 of 50 Listing Image for 2846 Omaopio Rd 13 of 50 Listing Image for 2846 Omaopio Rd 14 of 50 Listing Image for 2846 Omaopio Rd 15 of 50 Listing Image for 2846 Omaopio Rd 16 of 50 Listing Image for 2846 Omaopio Rd 17 of 50 Listing Image for 2846 Omaopio Rd 18 of 50 Listing Image for 2846 Omaopio Rd 19 of 50 Listing Image for 2846 Omaopio Rd 20 of 50 Listing Image for 2846 Omaopio Rd 21 of 50 Listing Image for 2846 Omaopio Rd 22 of 50 Listing Image for 2846 Omaopio Rd 23 of 50 Listing Image for 2846 Omaopio Rd 24 of 50 Listing Image for 2846 Omaopio Rd 25 of 50 Listing Image for 2846 Omaopio Rd 26 of 50 Listing Image for 2846 Omaopio Rd 27 of 50 Listing Image for 2846 Omaopio Rd 28 of 50 Listing Image for 2846 Omaopio Rd 29 of 50 Listing Image for 2846 Omaopio Rd 30 of 50 Listing Image for 2846 Omaopio Rd 31 of 50 Listing Image for 2846 Omaopio Rd 32 of 50 Listing Image for 2846 Omaopio Rd 33 of 50 Listing Image for 2846 Omaopio Rd 34 of 50 Listing Image for 2846 Omaopio Rd 35 of 50 Listing Image for 2846 Omaopio Rd 36 of 50 Listing Image for 2846 Omaopio Rd 37 of 50 Listing Image for 2846 Omaopio Rd 38 of 50 Listing Image for 2846 Omaopio Rd 39 of 50 Listing Image for 2846 Omaopio Rd 40 of 50 Listing Image for 2846 Omaopio Rd 41 of 50 Listing Image for 2846 Omaopio Rd 42 of 50 Listing Image for 2846 Omaopio Rd 43 of 50 Listing Image for 2846 Omaopio Rd 44 of 50 Listing Image for 2846 Omaopio Rd 45 of 50 Listing Image for 2846 Omaopio Rd 46 of 50 Listing Image for 2846 Omaopio Rd 47 of 50 Listing Image for 2846 Omaopio Rd 48 of 50 Listing Image for 2846 Omaopio Rd 49 of 50 Listing Image for 2846 Omaopio Rd 50 of 50

$1,530,000

Omaopio Homesteads

2846 Omaopio Rd, Kula/Ulupalakua/Kanaio

2 Beds 2 Baths 1,270 SqFt Residential MLS® # 408043 Date Sold: February 11, 2026
Sold
Closed: 09/01/2026
Listing Image for 3543 Lower Honoapiilani Rd A107 1 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 2 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 3 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 4 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 5 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 6 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 7 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 8 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 9 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 10 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 11 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 12 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 13 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 14 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 15 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 16 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 17 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 18 of 19 Listing Image for 3543 Lower Honoapiilani Rd A107 19 of 19

$175,000

↓ $74,950

Papakea Resort A107

3543 Lower Honoapiilani Rd A107, Napili/Kahana/Honokowai

1 Bed 1 Bath 642 SqFt Residential MLS® # 408115 Date Sold: September 1, 2026
Sold
Closed: 06/16/2026
Listing Image for 483 S Kihei Rd 215 1 of 50 Listing Image for 483 S Kihei Rd 215 2 of 50 Listing Image for 483 S Kihei Rd 215 3 of 50 Listing Image for 483 S Kihei Rd 215 4 of 50 Listing Image for 483 S Kihei Rd 215 5 of 50 Listing Image for 483 S Kihei Rd 215 6 of 50 Listing Image for 483 S Kihei Rd 215 7 of 50 Listing Image for 483 S Kihei Rd 215 8 of 50 Listing Image for 483 S Kihei Rd 215 9 of 50 Listing Image for 483 S Kihei Rd 215 10 of 50 Listing Image for 483 S Kihei Rd 215 11 of 50 Listing Image for 483 S Kihei Rd 215 12 of 50 Listing Image for 483 S Kihei Rd 215 13 of 50 Listing Image for 483 S Kihei Rd 215 14 of 50 Listing Image for 483 S Kihei Rd 215 15 of 50 Listing Image for 483 S Kihei Rd 215 16 of 50 Listing Image for 483 S Kihei Rd 215 17 of 50 Listing Image for 483 S Kihei Rd 215 18 of 50 Listing Image for 483 S Kihei Rd 215 19 of 50 Listing Image for 483 S Kihei Rd 215 20 of 50 Listing Image for 483 S Kihei Rd 215 21 of 50 Listing Image for 483 S Kihei Rd 215 22 of 50 Listing Image for 483 S Kihei Rd 215 23 of 50 Listing Image for 483 S Kihei Rd 215 24 of 50 Listing Image for 483 S Kihei Rd 215 25 of 50 Listing Image for 483 S Kihei Rd 215 26 of 50 Listing Image for 483 S Kihei Rd 215 27 of 50 Listing Image for 483 S Kihei Rd 215 28 of 50 Listing Image for 483 S Kihei Rd 215 29 of 50 Listing Image for 483 S Kihei Rd 215 30 of 50 Listing Image for 483 S Kihei Rd 215 31 of 50 Listing Image for 483 S Kihei Rd 215 32 of 50 Listing Image for 483 S Kihei Rd 215 33 of 50 Listing Image for 483 S Kihei Rd 215 34 of 50 Listing Image for 483 S Kihei Rd 215 35 of 50 Listing Image for 483 S Kihei Rd 215 36 of 50 Listing Image for 483 S Kihei Rd 215 37 of 50 Listing Image for 483 S Kihei Rd 215 38 of 50 Listing Image for 483 S Kihei Rd 215 39 of 50 Listing Image for 483 S Kihei Rd 215 40 of 50 Listing Image for 483 S Kihei Rd 215 41 of 50 Listing Image for 483 S Kihei Rd 215 42 of 50 Listing Image for 483 S Kihei Rd 215 43 of 50 Listing Image for 483 S Kihei Rd 215 44 of 50 Listing Image for 483 S Kihei Rd 215 45 of 50 Listing Image for 483 S Kihei Rd 215 46 of 50 Listing Image for 483 S Kihei Rd 215 47 of 50 Listing Image for 483 S Kihei Rd 215 48 of 50 Listing Image for 483 S Kihei Rd 215 49 of 50 Listing Image for 483 S Kihei Rd 215 50 of 50

$635,000

↓ $55,000

Kihei Holiday 215

483 S Kihei Rd 215, Kihei

2 Beds 1 Bath 880 SqFt Residential MLS® # 407946 Date Sold: June 16, 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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