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. 

What's your Maui home or condo worth?

Get a FREE Comparative Market Analysis in today's market.

Read My Complete Guide to Selling Your Home or Condo on Maui

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

Sort by:
New Sold
Closed: 08/10/2026
Listing Image for 528 Kaikoo Pl 1 of 42 Listing Image for 528 Kaikoo Pl 2 of 42 Listing Image for 528 Kaikoo Pl 3 of 42 Listing Image for 528 Kaikoo Pl 4 of 42 Listing Image for 528 Kaikoo Pl 5 of 42 Listing Image for 528 Kaikoo Pl 6 of 42 Listing Image for 528 Kaikoo Pl 7 of 42 Listing Image for 528 Kaikoo Pl 8 of 42 Listing Image for 528 Kaikoo Pl 9 of 42 Listing Image for 528 Kaikoo Pl 10 of 42 Listing Image for 528 Kaikoo Pl 11 of 42 Listing Image for 528 Kaikoo Pl 12 of 42 Listing Image for 528 Kaikoo Pl 13 of 42 Listing Image for 528 Kaikoo Pl 14 of 42 Listing Image for 528 Kaikoo Pl 15 of 42 Listing Image for 528 Kaikoo Pl 16 of 42 Listing Image for 528 Kaikoo Pl 17 of 42 Listing Image for 528 Kaikoo Pl 18 of 42 Listing Image for 528 Kaikoo Pl 19 of 42 Listing Image for 528 Kaikoo Pl 20 of 42 Listing Image for 528 Kaikoo Pl 21 of 42 Listing Image for 528 Kaikoo Pl 22 of 42 Listing Image for 528 Kaikoo Pl 23 of 42 Listing Image for 528 Kaikoo Pl 24 of 42 Listing Image for 528 Kaikoo Pl 25 of 42 Listing Image for 528 Kaikoo Pl 26 of 42 Listing Image for 528 Kaikoo Pl 27 of 42 Listing Image for 528 Kaikoo Pl 28 of 42 Listing Image for 528 Kaikoo Pl 29 of 42 Listing Image for 528 Kaikoo Pl 30 of 42 Listing Image for 528 Kaikoo Pl 31 of 42 Listing Image for 528 Kaikoo Pl 32 of 42 Listing Image for 528 Kaikoo Pl 33 of 42 Listing Image for 528 Kaikoo Pl 34 of 42 Listing Image for 528 Kaikoo Pl 35 of 42 Listing Image for 528 Kaikoo Pl 36 of 42 Listing Image for 528 Kaikoo Pl 37 of 42 Listing Image for 528 Kaikoo Pl 38 of 42 Listing Image for 528 Kaikoo Pl 39 of 42 Listing Image for 528 Kaikoo Pl 40 of 42 Listing Image for 528 Kaikoo Pl 41 of 42 Listing Image for 528 Kaikoo Pl 42 of 42

$700,000

Wailuku

528 Kaikoo Pl, Wailuku

6 Beds 2 Baths 2,827 SqFt Residential MLS® # 410035 Date Sold: August 10, 2026
New Sold
Closed: 09/01/2026
Listing Image for 1423 Olinda Rd 1 of 50 Listing Image for 1423 Olinda Rd 2 of 50 Listing Image for 1423 Olinda Rd 3 of 50 Listing Image for 1423 Olinda Rd 4 of 50 Listing Image for 1423 Olinda Rd 5 of 50 Listing Image for 1423 Olinda Rd 6 of 50 Listing Image for 1423 Olinda Rd 7 of 50 Listing Image for 1423 Olinda Rd 8 of 50 Listing Image for 1423 Olinda Rd 9 of 50 Listing Image for 1423 Olinda Rd 10 of 50 Listing Image for 1423 Olinda Rd 11 of 50 Listing Image for 1423 Olinda Rd 12 of 50 Listing Image for 1423 Olinda Rd 13 of 50 Listing Image for 1423 Olinda Rd 14 of 50 Listing Image for 1423 Olinda Rd 15 of 50 Listing Image for 1423 Olinda Rd 16 of 50 Listing Image for 1423 Olinda Rd 17 of 50 Listing Image for 1423 Olinda Rd 18 of 50 Listing Image for 1423 Olinda Rd 19 of 50 Listing Image for 1423 Olinda Rd 20 of 50 Listing Image for 1423 Olinda Rd 21 of 50 Listing Image for 1423 Olinda Rd 22 of 50 Listing Image for 1423 Olinda Rd 23 of 50 Listing Image for 1423 Olinda Rd 24 of 50 Listing Image for 1423 Olinda Rd 25 of 50 Listing Image for 1423 Olinda Rd 26 of 50 Listing Image for 1423 Olinda Rd 27 of 50 Listing Image for 1423 Olinda Rd 28 of 50 Listing Image for 1423 Olinda Rd 29 of 50 Listing Image for 1423 Olinda Rd 30 of 50 Listing Image for 1423 Olinda Rd 31 of 50 Listing Image for 1423 Olinda Rd 32 of 50 Listing Image for 1423 Olinda Rd 33 of 50 Listing Image for 1423 Olinda Rd 34 of 50 Listing Image for 1423 Olinda Rd 35 of 50 Listing Image for 1423 Olinda Rd 36 of 50 Listing Image for 1423 Olinda Rd 37 of 50 Listing Image for 1423 Olinda Rd 38 of 50 Listing Image for 1423 Olinda Rd 39 of 50 Listing Image for 1423 Olinda Rd 40 of 50 Listing Image for 1423 Olinda Rd 41 of 50 Listing Image for 1423 Olinda Rd 42 of 50 Listing Image for 1423 Olinda Rd 43 of 50 Listing Image for 1423 Olinda Rd 44 of 50 Listing Image for 1423 Olinda Rd 45 of 50 Listing Image for 1423 Olinda Rd 46 of 50 Listing Image for 1423 Olinda Rd 47 of 50 Listing Image for 1423 Olinda Rd 48 of 50 Listing Image for 1423 Olinda Rd 49 of 50 Listing Image for 1423 Olinda Rd 50 of 50

$2,500,000

Makawao/Olinda/Haliimaile

1423 Olinda Rd, Makawao/Olinda/Haliimaile

3 Beds 2 Baths 1,632 SqFt Residential MLS® # 409998 Date Sold: September 1, 2026
New Sold
Closed: 07/23/2026
Listing Image for 44 Lino Pl 1 of 44 Listing Image for 44 Lino Pl 2 of 44 Listing Image for 44 Lino Pl 3 of 44 Listing Image for 44 Lino Pl 4 of 44 Listing Image for 44 Lino Pl 5 of 44 Listing Image for 44 Lino Pl 6 of 44 Listing Image for 44 Lino Pl 7 of 44 Listing Image for 44 Lino Pl 8 of 44 Listing Image for 44 Lino Pl 9 of 44 Listing Image for 44 Lino Pl 10 of 44 Listing Image for 44 Lino Pl 11 of 44 Listing Image for 44 Lino Pl 12 of 44 Listing Image for 44 Lino Pl 13 of 44 Listing Image for 44 Lino Pl 14 of 44 Listing Image for 44 Lino Pl 15 of 44 Listing Image for 44 Lino Pl 16 of 44 Listing Image for 44 Lino Pl 17 of 44 Listing Image for 44 Lino Pl 18 of 44 Listing Image for 44 Lino Pl 19 of 44 Listing Image for 44 Lino Pl 20 of 44 Listing Image for 44 Lino Pl 21 of 44 Listing Image for 44 Lino Pl 22 of 44 Listing Image for 44 Lino Pl 23 of 44 Listing Image for 44 Lino Pl 24 of 44 Listing Image for 44 Lino Pl 25 of 44 Listing Image for 44 Lino Pl 26 of 44 Listing Image for 44 Lino Pl 27 of 44 Listing Image for 44 Lino Pl 28 of 44 Listing Image for 44 Lino Pl 29 of 44 Listing Image for 44 Lino Pl 30 of 44 Listing Image for 44 Lino Pl 31 of 44 Listing Image for 44 Lino Pl 32 of 44 Listing Image for 44 Lino Pl 33 of 44 Listing Image for 44 Lino Pl 34 of 44 Listing Image for 44 Lino Pl 35 of 44 Listing Image for 44 Lino Pl 36 of 44 Listing Image for 44 Lino Pl 37 of 44 Listing Image for 44 Lino Pl 38 of 44 Listing Image for 44 Lino Pl 39 of 44 Listing Image for 44 Lino Pl 40 of 44 Listing Image for 44 Lino Pl 41 of 44 Listing Image for 44 Lino Pl 42 of 44 Listing Image for 44 Lino Pl 43 of 44 Listing Image for 44 Lino Pl 44 of 44

$1,124,000

Pukalani Heights

44 Lino Pl, Pukalani

3 Beds 1 Bath 960 SqFt Residential MLS® # 409996 Date Sold: July 23, 2026
New Sold
Closed: 09/17/2026
Listing Image for 3264 Keha Dr 1 of 49 Listing Image for 3264 Keha Dr 2 of 49 Listing Image for 3264 Keha Dr 3 of 49 Listing Image for 3264 Keha Dr 4 of 49 Listing Image for 3264 Keha Dr 5 of 49 Listing Image for 3264 Keha Dr 6 of 49 Listing Image for 3264 Keha Dr 7 of 49 Listing Image for 3264 Keha Dr 8 of 49 Listing Image for 3264 Keha Dr 9 of 49 Listing Image for 3264 Keha Dr 10 of 49 Listing Image for 3264 Keha Dr 11 of 49 Listing Image for 3264 Keha Dr 12 of 49 Listing Image for 3264 Keha Dr 13 of 49 Listing Image for 3264 Keha Dr 14 of 49 Listing Image for 3264 Keha Dr 15 of 49 Listing Image for 3264 Keha Dr 16 of 49 Listing Image for 3264 Keha Dr 17 of 49 Listing Image for 3264 Keha Dr 18 of 49 Listing Image for 3264 Keha Dr 19 of 49 Listing Image for 3264 Keha Dr 20 of 49 Listing Image for 3264 Keha Dr 21 of 49 Listing Image for 3264 Keha Dr 22 of 49 Listing Image for 3264 Keha Dr 23 of 49 Listing Image for 3264 Keha Dr 24 of 49 Listing Image for 3264 Keha Dr 25 of 49 Listing Image for 3264 Keha Dr 26 of 49 Listing Image for 3264 Keha Dr 27 of 49 Listing Image for 3264 Keha Dr 28 of 49 Listing Image for 3264 Keha Dr 29 of 49 Listing Image for 3264 Keha Dr 30 of 49 Listing Image for 3264 Keha Dr 31 of 49 Listing Image for 3264 Keha Dr 32 of 49 Listing Image for 3264 Keha Dr 33 of 49 Listing Image for 3264 Keha Dr 34 of 49 Listing Image for 3264 Keha Dr 35 of 49 Listing Image for 3264 Keha Dr 36 of 49 Listing Image for 3264 Keha Dr 37 of 49 Listing Image for 3264 Keha Dr 38 of 49 Listing Image for 3264 Keha Dr 39 of 49 Listing Image for 3264 Keha Dr 40 of 49 Listing Image for 3264 Keha Dr 41 of 49 Listing Image for 3264 Keha Dr 42 of 49 Listing Image for 3264 Keha Dr 43 of 49 Listing Image for 3264 Keha Dr 44 of 49 Listing Image for 3264 Keha Dr 45 of 49 Listing Image for 3264 Keha Dr 46 of 49 Listing Image for 3264 Keha Dr 47 of 49 Listing Image for 3264 Keha Dr 48 of 49 Listing Image for 3264 Keha Dr 49 of 49

$4,150,000

↓ $40,850,000

Maui Meadows

3264 Keha Dr, Maui Meadows

5 Beds 5 Baths 3,245 SqFt Residential MLS® # 409863 Date Sold: September 17, 2026
New Sold
Closed: 07/27/2026
Listing Image for 36 Kakawahie St 1 of 50 Listing Image for 36 Kakawahie St 2 of 50 Listing Image for 36 Kakawahie St 3 of 50 Listing Image for 36 Kakawahie St 4 of 50 Listing Image for 36 Kakawahie St 5 of 50 Listing Image for 36 Kakawahie St 6 of 50 Listing Image for 36 Kakawahie St 7 of 50 Listing Image for 36 Kakawahie St 8 of 50 Listing Image for 36 Kakawahie St 9 of 50 Listing Image for 36 Kakawahie St 10 of 50 Listing Image for 36 Kakawahie St 11 of 50 Listing Image for 36 Kakawahie St 12 of 50 Listing Image for 36 Kakawahie St 13 of 50 Listing Image for 36 Kakawahie St 14 of 50 Listing Image for 36 Kakawahie St 15 of 50 Listing Image for 36 Kakawahie St 16 of 50 Listing Image for 36 Kakawahie St 17 of 50 Listing Image for 36 Kakawahie St 18 of 50 Listing Image for 36 Kakawahie St 19 of 50 Listing Image for 36 Kakawahie St 20 of 50 Listing Image for 36 Kakawahie St 21 of 50 Listing Image for 36 Kakawahie St 22 of 50 Listing Image for 36 Kakawahie St 23 of 50 Listing Image for 36 Kakawahie St 24 of 50 Listing Image for 36 Kakawahie St 25 of 50 Listing Image for 36 Kakawahie St 26 of 50 Listing Image for 36 Kakawahie St 27 of 50 Listing Image for 36 Kakawahie St 28 of 50 Listing Image for 36 Kakawahie St 29 of 50 Listing Image for 36 Kakawahie St 30 of 50 Listing Image for 36 Kakawahie St 31 of 50 Listing Image for 36 Kakawahie St 32 of 50 Listing Image for 36 Kakawahie St 33 of 50 Listing Image for 36 Kakawahie St 34 of 50 Listing Image for 36 Kakawahie St 35 of 50 Listing Image for 36 Kakawahie St 36 of 50 Listing Image for 36 Kakawahie St 37 of 50 Listing Image for 36 Kakawahie St 38 of 50 Listing Image for 36 Kakawahie St 39 of 50 Listing Image for 36 Kakawahie St 40 of 50 Listing Image for 36 Kakawahie St 41 of 50 Listing Image for 36 Kakawahie St 42 of 50 Listing Image for 36 Kakawahie St 43 of 50 Listing Image for 36 Kakawahie St 44 of 50 Listing Image for 36 Kakawahie St 45 of 50 Listing Image for 36 Kakawahie St 46 of 50 Listing Image for 36 Kakawahie St 47 of 50 Listing Image for 36 Kakawahie St 48 of 50 Listing Image for 36 Kakawahie St 49 of 50 Listing Image for 36 Kakawahie St 50 of 50

$935,000

Wailuku

36 Kakawahie St, Wailuku

3 Beds 2.5 Baths 1,457 SqFt Residential MLS® # 410086 Date Sold: July 27, 2026
New Sold
Closed: 08/10/2026
Listing Image for 5135 A Kipulu Pl 1 of 40 Listing Image for 5135 A Kipulu Pl 2 of 40 Listing Image for 5135 A Kipulu Pl 3 of 40 Listing Image for 5135 A Kipulu Pl 4 of 40 Listing Image for 5135 A Kipulu Pl 5 of 40 Listing Image for 5135 A Kipulu Pl 6 of 40 Listing Image for 5135 A Kipulu Pl 7 of 40 Listing Image for 5135 A Kipulu Pl 8 of 40 Listing Image for 5135 A Kipulu Pl 9 of 40 Listing Image for 5135 A Kipulu Pl 10 of 40 Listing Image for 5135 A Kipulu Pl 11 of 40 Listing Image for 5135 A Kipulu Pl 12 of 40 Listing Image for 5135 A Kipulu Pl 13 of 40 Listing Image for 5135 A Kipulu Pl 14 of 40 Listing Image for 5135 A Kipulu Pl 15 of 40 Listing Image for 5135 A Kipulu Pl 16 of 40 Listing Image for 5135 A Kipulu Pl 17 of 40 Listing Image for 5135 A Kipulu Pl 18 of 40 Listing Image for 5135 A Kipulu Pl 19 of 40 Listing Image for 5135 A Kipulu Pl 20 of 40 Listing Image for 5135 A Kipulu Pl 21 of 40 Listing Image for 5135 A Kipulu Pl 22 of 40 Listing Image for 5135 A Kipulu Pl 23 of 40 Listing Image for 5135 A Kipulu Pl 24 of 40 Listing Image for 5135 A Kipulu Pl 25 of 40 Listing Image for 5135 A Kipulu Pl 26 of 40 Listing Image for 5135 A Kipulu Pl 27 of 40 Listing Image for 5135 A Kipulu Pl 28 of 40 Listing Image for 5135 A Kipulu Pl 29 of 40 Listing Image for 5135 A Kipulu Pl 30 of 40 Listing Image for 5135 A Kipulu Pl 31 of 40 Listing Image for 5135 A Kipulu Pl 32 of 40 Listing Image for 5135 A Kipulu Pl 33 of 40 Listing Image for 5135 A Kipulu Pl 34 of 40 Listing Image for 5135 A Kipulu Pl 35 of 40 Listing Image for 5135 A Kipulu Pl 36 of 40 Listing Image for 5135 A Kipulu Pl 37 of 40 Listing Image for 5135 A Kipulu Pl 38 of 40 Listing Image for 5135 A Kipulu Pl 39 of 40 Listing Image for 5135 A Kipulu Pl 40 of 40

$980,000

Napilihau

5135 A Kipulu Pl, Napili/Kahana/Honokowai

5 Beds 3 Baths 1,304 SqFt Residential MLS® # 409877 Date Sold: August 10, 2026
New Sold
Closed: 08/19/2026
Listing Image for 505 Kamehameiki Rd 1 of 50 Listing Image for 505 Kamehameiki Rd 2 of 50 Listing Image for 505 Kamehameiki Rd 3 of 50 Listing Image for 505 Kamehameiki Rd 4 of 50 Listing Image for 505 Kamehameiki Rd 5 of 50 Listing Image for 505 Kamehameiki Rd 6 of 50 Listing Image for 505 Kamehameiki Rd 7 of 50 Listing Image for 505 Kamehameiki Rd 8 of 50 Listing Image for 505 Kamehameiki Rd 9 of 50 Listing Image for 505 Kamehameiki Rd 10 of 50 Listing Image for 505 Kamehameiki Rd 11 of 50 Listing Image for 505 Kamehameiki Rd 12 of 50 Listing Image for 505 Kamehameiki Rd 13 of 50 Listing Image for 505 Kamehameiki Rd 14 of 50 Listing Image for 505 Kamehameiki Rd 15 of 50 Listing Image for 505 Kamehameiki Rd 16 of 50 Listing Image for 505 Kamehameiki Rd 17 of 50 Listing Image for 505 Kamehameiki Rd 18 of 50 Listing Image for 505 Kamehameiki Rd 19 of 50 Listing Image for 505 Kamehameiki Rd 20 of 50 Listing Image for 505 Kamehameiki Rd 21 of 50 Listing Image for 505 Kamehameiki Rd 22 of 50 Listing Image for 505 Kamehameiki Rd 23 of 50 Listing Image for 505 Kamehameiki Rd 24 of 50 Listing Image for 505 Kamehameiki Rd 25 of 50 Listing Image for 505 Kamehameiki Rd 26 of 50 Listing Image for 505 Kamehameiki Rd 27 of 50 Listing Image for 505 Kamehameiki Rd 28 of 50 Listing Image for 505 Kamehameiki Rd 29 of 50 Listing Image for 505 Kamehameiki Rd 30 of 50 Listing Image for 505 Kamehameiki Rd 31 of 50 Listing Image for 505 Kamehameiki Rd 32 of 50 Listing Image for 505 Kamehameiki Rd 33 of 50 Listing Image for 505 Kamehameiki Rd 34 of 50 Listing Image for 505 Kamehameiki Rd 35 of 50 Listing Image for 505 Kamehameiki Rd 36 of 50 Listing Image for 505 Kamehameiki Rd 37 of 50 Listing Image for 505 Kamehameiki Rd 38 of 50 Listing Image for 505 Kamehameiki Rd 39 of 50 Listing Image for 505 Kamehameiki Rd 40 of 50 Listing Image for 505 Kamehameiki Rd 41 of 50 Listing Image for 505 Kamehameiki Rd 42 of 50 Listing Image for 505 Kamehameiki Rd 43 of 50 Listing Image for 505 Kamehameiki Rd 44 of 50 Listing Image for 505 Kamehameiki Rd 45 of 50 Listing Image for 505 Kamehameiki Rd 46 of 50 Listing Image for 505 Kamehameiki Rd 47 of 50 Listing Image for 505 Kamehameiki Rd 48 of 50 Listing Image for 505 Kamehameiki Rd 49 of 50 Listing Image for 505 Kamehameiki Rd 50 of 50

$3,000,000

Kula/Ulupalakua/Kanaio

505 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

3 Beds 3 Baths 3,294 SqFt Residential MLS® # 409971 Date Sold: August 19, 2026
New Sold
Closed: 09/02/2026
Listing Image for 191 N Kihei Rd 608 1 of 50 Listing Image for 191 N Kihei Rd 608 2 of 50 Listing Image for 191 N Kihei Rd 608 3 of 50 Listing Image for 191 N Kihei Rd 608 4 of 50 Listing Image for 191 N Kihei Rd 608 5 of 50 Listing Image for 191 N Kihei Rd 608 6 of 50 Listing Image for 191 N Kihei Rd 608 7 of 50 Listing Image for 191 N Kihei Rd 608 8 of 50 Listing Image for 191 N Kihei Rd 608 9 of 50 Listing Image for 191 N Kihei Rd 608 10 of 50 Listing Image for 191 N Kihei Rd 608 11 of 50 Listing Image for 191 N Kihei Rd 608 12 of 50 Listing Image for 191 N Kihei Rd 608 13 of 50 Listing Image for 191 N Kihei Rd 608 14 of 50 Listing Image for 191 N Kihei Rd 608 15 of 50 Listing Image for 191 N Kihei Rd 608 16 of 50 Listing Image for 191 N Kihei Rd 608 17 of 50 Listing Image for 191 N Kihei Rd 608 18 of 50 Listing Image for 191 N Kihei Rd 608 19 of 50 Listing Image for 191 N Kihei Rd 608 20 of 50 Listing Image for 191 N Kihei Rd 608 21 of 50 Listing Image for 191 N Kihei Rd 608 22 of 50 Listing Image for 191 N Kihei Rd 608 23 of 50 Listing Image for 191 N Kihei Rd 608 24 of 50 Listing Image for 191 N Kihei Rd 608 25 of 50 Listing Image for 191 N Kihei Rd 608 26 of 50 Listing Image for 191 N Kihei Rd 608 27 of 50 Listing Image for 191 N Kihei Rd 608 28 of 50 Listing Image for 191 N Kihei Rd 608 29 of 50 Listing Image for 191 N Kihei Rd 608 30 of 50 Listing Image for 191 N Kihei Rd 608 31 of 50 Listing Image for 191 N Kihei Rd 608 32 of 50 Listing Image for 191 N Kihei Rd 608 33 of 50 Listing Image for 191 N Kihei Rd 608 34 of 50 Listing Image for 191 N Kihei Rd 608 35 of 50 Listing Image for 191 N Kihei Rd 608 36 of 50 Listing Image for 191 N Kihei Rd 608 37 of 50 Listing Image for 191 N Kihei Rd 608 38 of 50 Listing Image for 191 N Kihei Rd 608 39 of 50 Listing Image for 191 N Kihei Rd 608 40 of 50 Listing Image for 191 N Kihei Rd 608 41 of 50 Listing Image for 191 N Kihei Rd 608 42 of 50 Listing Image for 191 N Kihei Rd 608 43 of 50 Listing Image for 191 N Kihei Rd 608 44 of 50 Listing Image for 191 N Kihei Rd 608 45 of 50 Listing Image for 191 N Kihei Rd 608 46 of 50 Listing Image for 191 N Kihei Rd 608 47 of 50 Listing Image for 191 N Kihei Rd 608 48 of 50 Listing Image for 191 N Kihei Rd 608 49 of 50 Listing Image for 191 N Kihei Rd 608 50 of 50

$205,000

Kealia 608

191 N Kihei Rd 608, Kihei

1 Bed 1 Bath 556 SqFt Residential MLS® # 409945 Date Sold: September 2, 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.

Provide a valid email address.
Newsletter consent

Posted by Evan Harlow R(S) on

Enjoy this blog post? Click here to subscribe for updates

Tags

Email Send a link to post via Email

Leave A Comment

e.g. yourwebsitename.com
Please note that your email address is kept private upon posting.