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:
Sold
Closed: 05/22/2026
Listing Image for 200 Hoopalua Dr 1 of 50 Listing Image for 200 Hoopalua Dr 2 of 50 Listing Image for 200 Hoopalua Dr 3 of 50 Listing Image for 200 Hoopalua Dr 4 of 50 Listing Image for 200 Hoopalua Dr 5 of 50 Listing Image for 200 Hoopalua Dr 6 of 50 Listing Image for 200 Hoopalua Dr 7 of 50 Listing Image for 200 Hoopalua Dr 8 of 50 Listing Image for 200 Hoopalua Dr 9 of 50 Listing Image for 200 Hoopalua Dr 10 of 50 Listing Image for 200 Hoopalua Dr 11 of 50 Listing Image for 200 Hoopalua Dr 12 of 50 Listing Image for 200 Hoopalua Dr 13 of 50 Listing Image for 200 Hoopalua Dr 14 of 50 Listing Image for 200 Hoopalua Dr 15 of 50 Listing Image for 200 Hoopalua Dr 16 of 50 Listing Image for 200 Hoopalua Dr 17 of 50 Listing Image for 200 Hoopalua Dr 18 of 50 Listing Image for 200 Hoopalua Dr 19 of 50 Listing Image for 200 Hoopalua Dr 20 of 50 Listing Image for 200 Hoopalua Dr 21 of 50 Listing Image for 200 Hoopalua Dr 22 of 50 Listing Image for 200 Hoopalua Dr 23 of 50 Listing Image for 200 Hoopalua Dr 24 of 50 Listing Image for 200 Hoopalua Dr 25 of 50 Listing Image for 200 Hoopalua Dr 26 of 50 Listing Image for 200 Hoopalua Dr 27 of 50 Listing Image for 200 Hoopalua Dr 28 of 50 Listing Image for 200 Hoopalua Dr 29 of 50 Listing Image for 200 Hoopalua Dr 30 of 50 Listing Image for 200 Hoopalua Dr 31 of 50 Listing Image for 200 Hoopalua Dr 32 of 50 Listing Image for 200 Hoopalua Dr 33 of 50 Listing Image for 200 Hoopalua Dr 34 of 50 Listing Image for 200 Hoopalua Dr 35 of 50 Listing Image for 200 Hoopalua Dr 36 of 50 Listing Image for 200 Hoopalua Dr 37 of 50 Listing Image for 200 Hoopalua Dr 38 of 50 Listing Image for 200 Hoopalua Dr 39 of 50 Listing Image for 200 Hoopalua Dr 40 of 50 Listing Image for 200 Hoopalua Dr 41 of 50 Listing Image for 200 Hoopalua Dr 42 of 50 Listing Image for 200 Hoopalua Dr 43 of 50 Listing Image for 200 Hoopalua Dr 44 of 50 Listing Image for 200 Hoopalua Dr 45 of 50 Listing Image for 200 Hoopalua Dr 46 of 50 Listing Image for 200 Hoopalua Dr 47 of 50 Listing Image for 200 Hoopalua Dr 48 of 50 Listing Image for 200 Hoopalua Dr 49 of 50 Listing Image for 200 Hoopalua Dr 50 of 50

$2,155,000

Kula 200

200 Hoopalua Dr, Pukalani

1 Bed 2 Baths 1,156 SqFt Residential MLS® # 408070 Date Sold: May 22, 2026
Sold
Closed: 04/01/2026
Listing Image for 500a Mikioi Pl 1 of 44 Listing Image for 500a Mikioi Pl 2 of 44 Listing Image for 500a Mikioi Pl 3 of 44 Listing Image for 500a Mikioi Pl 4 of 44 Listing Image for 500a Mikioi Pl 5 of 44 Listing Image for 500a Mikioi Pl 6 of 44 Listing Image for 500a Mikioi Pl 7 of 44 Listing Image for 500a Mikioi Pl 8 of 44 Listing Image for 500a Mikioi Pl 9 of 44 Listing Image for 500a Mikioi Pl 10 of 44 Listing Image for 500a Mikioi Pl 11 of 44 Listing Image for 500a Mikioi Pl 12 of 44 Listing Image for 500a Mikioi Pl 13 of 44 Listing Image for 500a Mikioi Pl 14 of 44 Listing Image for 500a Mikioi Pl 15 of 44 Listing Image for 500a Mikioi Pl 16 of 44 Listing Image for 500a Mikioi Pl 17 of 44 Listing Image for 500a Mikioi Pl 18 of 44 Listing Image for 500a Mikioi Pl 19 of 44 Listing Image for 500a Mikioi Pl 20 of 44 Listing Image for 500a Mikioi Pl 21 of 44 Listing Image for 500a Mikioi Pl 22 of 44 Listing Image for 500a Mikioi Pl 23 of 44 Listing Image for 500a Mikioi Pl 24 of 44 Listing Image for 500a Mikioi Pl 25 of 44 Listing Image for 500a Mikioi Pl 26 of 44 Listing Image for 500a Mikioi Pl 27 of 44 Listing Image for 500a Mikioi Pl 28 of 44 Listing Image for 500a Mikioi Pl 29 of 44 Listing Image for 500a Mikioi Pl 30 of 44 Listing Image for 500a Mikioi Pl 31 of 44 Listing Image for 500a Mikioi Pl 32 of 44 Listing Image for 500a Mikioi Pl 33 of 44 Listing Image for 500a Mikioi Pl 34 of 44 Listing Image for 500a Mikioi Pl 35 of 44 Listing Image for 500a Mikioi Pl 36 of 44 Listing Image for 500a Mikioi Pl 37 of 44 Listing Image for 500a Mikioi Pl 38 of 44 Listing Image for 500a Mikioi Pl 39 of 44 Listing Image for 500a Mikioi Pl 40 of 44 Listing Image for 500a Mikioi Pl 41 of 44 Listing Image for 500a Mikioi Pl 42 of 44 Listing Image for 500a Mikioi Pl 43 of 44 Listing Image for 500a Mikioi Pl 44 of 44

$1,535,000

Maui Meadows

500a Mikioi Pl, Maui Meadows

1 Bed 1 Bath 684 SqFt Residential MLS® # 408119 Date Sold: April 1, 2026
Sold
Closed: 01/23/2026
Listing Image for 123 Punakea Loop Unit A 1 of 29 Listing Image for 123 Punakea Loop Unit A 2 of 29 Listing Image for 123 Punakea Loop Unit A 3 of 29 Listing Image for 123 Punakea Loop Unit A 4 of 29 Listing Image for 123 Punakea Loop Unit A 5 of 29 Listing Image for 123 Punakea Loop Unit A 6 of 29 Listing Image for 123 Punakea Loop Unit A 7 of 29 Listing Image for 123 Punakea Loop Unit A 8 of 29 Listing Image for 123 Punakea Loop Unit A 9 of 29 Listing Image for 123 Punakea Loop Unit A 10 of 29 Listing Image for 123 Punakea Loop Unit A 11 of 29 Listing Image for 123 Punakea Loop Unit A 12 of 29 Listing Image for 123 Punakea Loop Unit A 13 of 29 Listing Image for 123 Punakea Loop Unit A 14 of 29 Listing Image for 123 Punakea Loop Unit A 15 of 29 Listing Image for 123 Punakea Loop Unit A 16 of 29 Listing Image for 123 Punakea Loop Unit A 17 of 29 Listing Image for 123 Punakea Loop Unit A 18 of 29 Listing Image for 123 Punakea Loop Unit A 19 of 29 Listing Image for 123 Punakea Loop Unit A 20 of 29 Listing Image for 123 Punakea Loop Unit A 21 of 29 Listing Image for 123 Punakea Loop Unit A 22 of 29 Listing Image for 123 Punakea Loop Unit A 23 of 29 Listing Image for 123 Punakea Loop Unit A 24 of 29 Listing Image for 123 Punakea Loop Unit A 25 of 29 Listing Image for 123 Punakea Loop Unit A 26 of 29 Listing Image for 123 Punakea Loop Unit A 27 of 29 Listing Image for 123 Punakea Loop Unit A 28 of 29 Listing Image for 123 Punakea Loop Unit A 29 of 29

$3,549,000

Makila Plantation

123 Punakea Loop Unit A, Lahaina

2 Beds 3 Baths 1,000 SqFt Residential MLS® # 408061 Date Sold: January 23, 2026
Sold
Closed: 10/08/2026
Listing Image for 150 Naniloa Dr 1 of 50 Listing Image for 150 Naniloa Dr 2 of 50 Listing Image for 150 Naniloa Dr 3 of 50 Listing Image for 150 Naniloa Dr 4 of 50 Listing Image for 150 Naniloa Dr 5 of 50 Listing Image for 150 Naniloa Dr 6 of 50 Listing Image for 150 Naniloa Dr 7 of 50 Listing Image for 150 Naniloa Dr 8 of 50 Listing Image for 150 Naniloa Dr 9 of 50 Listing Image for 150 Naniloa Dr 10 of 50 Listing Image for 150 Naniloa Dr 11 of 50 Listing Image for 150 Naniloa Dr 12 of 50 Listing Image for 150 Naniloa Dr 13 of 50 Listing Image for 150 Naniloa Dr 14 of 50 Listing Image for 150 Naniloa Dr 15 of 50 Listing Image for 150 Naniloa Dr 16 of 50 Listing Image for 150 Naniloa Dr 17 of 50 Listing Image for 150 Naniloa Dr 18 of 50 Listing Image for 150 Naniloa Dr 19 of 50 Listing Image for 150 Naniloa Dr 20 of 50 Listing Image for 150 Naniloa Dr 21 of 50 Listing Image for 150 Naniloa Dr 22 of 50 Listing Image for 150 Naniloa Dr 23 of 50 Listing Image for 150 Naniloa Dr 24 of 50 Listing Image for 150 Naniloa Dr 25 of 50 Listing Image for 150 Naniloa Dr 26 of 50 Listing Image for 150 Naniloa Dr 27 of 50 Listing Image for 150 Naniloa Dr 28 of 50 Listing Image for 150 Naniloa Dr 29 of 50 Listing Image for 150 Naniloa Dr 30 of 50 Listing Image for 150 Naniloa Dr 31 of 50 Listing Image for 150 Naniloa Dr 32 of 50 Listing Image for 150 Naniloa Dr 33 of 50 Listing Image for 150 Naniloa Dr 34 of 50 Listing Image for 150 Naniloa Dr 35 of 50 Listing Image for 150 Naniloa Dr 36 of 50 Listing Image for 150 Naniloa Dr 37 of 50 Listing Image for 150 Naniloa Dr 38 of 50 Listing Image for 150 Naniloa Dr 39 of 50 Listing Image for 150 Naniloa Dr 40 of 50 Listing Image for 150 Naniloa Dr 41 of 50 Listing Image for 150 Naniloa Dr 42 of 50 Listing Image for 150 Naniloa Dr 43 of 50 Listing Image for 150 Naniloa Dr 44 of 50 Listing Image for 150 Naniloa Dr 45 of 50 Listing Image for 150 Naniloa Dr 46 of 50 Listing Image for 150 Naniloa Dr 47 of 50 Listing Image for 150 Naniloa Dr 48 of 50 Listing Image for 150 Naniloa Dr 49 of 50 Listing Image for 150 Naniloa Dr 50 of 50

$1,175,000

↓ $475,000

Fleming Track

150 Naniloa Dr, Wailuku

3 Beds 2 Baths 2,548 SqFt Residential MLS® # 408036 Date Sold: October 8, 2026
Sold
Closed: 04/02/2026
Listing Image for 20 Cooke Rd 1 of 44 Listing Image for 20 Cooke Rd 2 of 44 Listing Image for 20 Cooke Rd 3 of 44 Listing Image for 20 Cooke Rd 4 of 44 Listing Image for 20 Cooke Rd 5 of 44 Listing Image for 20 Cooke Rd 6 of 44 Listing Image for 20 Cooke Rd 7 of 44 Listing Image for 20 Cooke Rd 8 of 44 Listing Image for 20 Cooke Rd 9 of 44 Listing Image for 20 Cooke Rd 10 of 44 Listing Image for 20 Cooke Rd 11 of 44 Listing Image for 20 Cooke Rd 12 of 44 Listing Image for 20 Cooke Rd 13 of 44 Listing Image for 20 Cooke Rd 14 of 44 Listing Image for 20 Cooke Rd 15 of 44 Listing Image for 20 Cooke Rd 16 of 44 Listing Image for 20 Cooke Rd 17 of 44 Listing Image for 20 Cooke Rd 18 of 44 Listing Image for 20 Cooke Rd 19 of 44 Listing Image for 20 Cooke Rd 20 of 44 Listing Image for 20 Cooke Rd 21 of 44 Listing Image for 20 Cooke Rd 22 of 44 Listing Image for 20 Cooke Rd 23 of 44 Listing Image for 20 Cooke Rd 24 of 44 Listing Image for 20 Cooke Rd 25 of 44 Listing Image for 20 Cooke Rd 26 of 44 Listing Image for 20 Cooke Rd 27 of 44 Listing Image for 20 Cooke Rd 28 of 44 Listing Image for 20 Cooke Rd 29 of 44 Listing Image for 20 Cooke Rd 30 of 44 Listing Image for 20 Cooke Rd 31 of 44 Listing Image for 20 Cooke Rd 32 of 44 Listing Image for 20 Cooke Rd 33 of 44 Listing Image for 20 Cooke Rd 34 of 44 Listing Image for 20 Cooke Rd 35 of 44 Listing Image for 20 Cooke Rd 36 of 44 Listing Image for 20 Cooke Rd 37 of 44 Listing Image for 20 Cooke Rd 38 of 44 Listing Image for 20 Cooke Rd 39 of 44 Listing Image for 20 Cooke Rd 40 of 44 Listing Image for 20 Cooke Rd 41 of 44 Listing Image for 20 Cooke Rd 42 of 44 Listing Image for 20 Cooke Rd 43 of 44 Listing Image for 20 Cooke Rd 44 of 44

$1,375,000

Kula/Ulupalakua/Kanaio

20 Cooke Rd, Kula/Ulupalakua/Kanaio

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 408208 Date Sold: April 2, 2026
Sold
Closed: 02/27/2026
Listing Image for 2481 Kaanapali Pkwy 316 1 of 50 Listing Image for 2481 Kaanapali Pkwy 316 2 of 50 Listing Image for 2481 Kaanapali Pkwy 316 3 of 50 Listing Image for 2481 Kaanapali Pkwy 316 4 of 50 Listing Image for 2481 Kaanapali Pkwy 316 5 of 50 Listing Image for 2481 Kaanapali Pkwy 316 6 of 50 Listing Image for 2481 Kaanapali Pkwy 316 7 of 50 Listing Image for 2481 Kaanapali Pkwy 316 8 of 50 Listing Image for 2481 Kaanapali Pkwy 316 9 of 50 Listing Image for 2481 Kaanapali Pkwy 316 10 of 50 Listing Image for 2481 Kaanapali Pkwy 316 11 of 50 Listing Image for 2481 Kaanapali Pkwy 316 12 of 50 Listing Image for 2481 Kaanapali Pkwy 316 13 of 50 Listing Image for 2481 Kaanapali Pkwy 316 14 of 50 Listing Image for 2481 Kaanapali Pkwy 316 15 of 50 Listing Image for 2481 Kaanapali Pkwy 316 16 of 50 Listing Image for 2481 Kaanapali Pkwy 316 17 of 50 Listing Image for 2481 Kaanapali Pkwy 316 18 of 50 Listing Image for 2481 Kaanapali Pkwy 316 19 of 50 Listing Image for 2481 Kaanapali Pkwy 316 20 of 50 Listing Image for 2481 Kaanapali Pkwy 316 21 of 50 Listing Image for 2481 Kaanapali Pkwy 316 22 of 50 Listing Image for 2481 Kaanapali Pkwy 316 23 of 50 Listing Image for 2481 Kaanapali Pkwy 316 24 of 50 Listing Image for 2481 Kaanapali Pkwy 316 25 of 50 Listing Image for 2481 Kaanapali Pkwy 316 26 of 50 Listing Image for 2481 Kaanapali Pkwy 316 27 of 50 Listing Image for 2481 Kaanapali Pkwy 316 28 of 50 Listing Image for 2481 Kaanapali Pkwy 316 29 of 50 Listing Image for 2481 Kaanapali Pkwy 316 30 of 50 Listing Image for 2481 Kaanapali Pkwy 316 31 of 50 Listing Image for 2481 Kaanapali Pkwy 316 32 of 50 Listing Image for 2481 Kaanapali Pkwy 316 33 of 50 Listing Image for 2481 Kaanapali Pkwy 316 34 of 50 Listing Image for 2481 Kaanapali Pkwy 316 35 of 50 Listing Image for 2481 Kaanapali Pkwy 316 36 of 50 Listing Image for 2481 Kaanapali Pkwy 316 37 of 50 Listing Image for 2481 Kaanapali Pkwy 316 38 of 50 Listing Image for 2481 Kaanapali Pkwy 316 39 of 50 Listing Image for 2481 Kaanapali Pkwy 316 40 of 50 Listing Image for 2481 Kaanapali Pkwy 316 41 of 50 Listing Image for 2481 Kaanapali Pkwy 316 42 of 50 Listing Image for 2481 Kaanapali Pkwy 316 43 of 50 Listing Image for 2481 Kaanapali Pkwy 316 44 of 50 Listing Image for 2481 Kaanapali Pkwy 316 45 of 50 Listing Image for 2481 Kaanapali Pkwy 316 46 of 50 Listing Image for 2481 Kaanapali Pkwy 316 47 of 50 Listing Image for 2481 Kaanapali Pkwy 316 48 of 50 Listing Image for 2481 Kaanapali Pkwy 316 49 of 50 Listing Image for 2481 Kaanapali Pkwy 316 50 of 50

$975,000

Whaler 316

2481 Kaanapali Pkwy 316, Kaanapali

0 Beds 1 Bath 542 SqFt Residential MLS® # 408199 Date Sold: February 27, 2026
Sold
Closed: 02/27/2026
Listing Image for 235 Lau Oliwa Loop 44 1 of 44 Listing Image for 235 Lau Oliwa Loop 44 2 of 44 Listing Image for 235 Lau Oliwa Loop 44 3 of 44 Listing Image for 235 Lau Oliwa Loop 44 4 of 44 Listing Image for 235 Lau Oliwa Loop 44 5 of 44 Listing Image for 235 Lau Oliwa Loop 44 6 of 44 Listing Image for 235 Lau Oliwa Loop 44 7 of 44 Listing Image for 235 Lau Oliwa Loop 44 8 of 44 Listing Image for 235 Lau Oliwa Loop 44 9 of 44 Listing Image for 235 Lau Oliwa Loop 44 10 of 44 Listing Image for 235 Lau Oliwa Loop 44 11 of 44 Listing Image for 235 Lau Oliwa Loop 44 12 of 44 Listing Image for 235 Lau Oliwa Loop 44 13 of 44 Listing Image for 235 Lau Oliwa Loop 44 14 of 44 Listing Image for 235 Lau Oliwa Loop 44 15 of 44 Listing Image for 235 Lau Oliwa Loop 44 16 of 44 Listing Image for 235 Lau Oliwa Loop 44 17 of 44 Listing Image for 235 Lau Oliwa Loop 44 18 of 44 Listing Image for 235 Lau Oliwa Loop 44 19 of 44 Listing Image for 235 Lau Oliwa Loop 44 20 of 44 Listing Image for 235 Lau Oliwa Loop 44 21 of 44 Listing Image for 235 Lau Oliwa Loop 44 22 of 44 Listing Image for 235 Lau Oliwa Loop 44 23 of 44 Listing Image for 235 Lau Oliwa Loop 44 24 of 44 Listing Image for 235 Lau Oliwa Loop 44 25 of 44 Listing Image for 235 Lau Oliwa Loop 44 26 of 44 Listing Image for 235 Lau Oliwa Loop 44 27 of 44 Listing Image for 235 Lau Oliwa Loop 44 28 of 44 Listing Image for 235 Lau Oliwa Loop 44 29 of 44 Listing Image for 235 Lau Oliwa Loop 44 30 of 44 Listing Image for 235 Lau Oliwa Loop 44 31 of 44 Listing Image for 235 Lau Oliwa Loop 44 32 of 44 Listing Image for 235 Lau Oliwa Loop 44 33 of 44 Listing Image for 235 Lau Oliwa Loop 44 34 of 44 Listing Image for 235 Lau Oliwa Loop 44 35 of 44 Listing Image for 235 Lau Oliwa Loop 44 36 of 44 Listing Image for 235 Lau Oliwa Loop 44 37 of 44 Listing Image for 235 Lau Oliwa Loop 44 38 of 44 Listing Image for 235 Lau Oliwa Loop 44 39 of 44 Listing Image for 235 Lau Oliwa Loop 44 40 of 44 Listing Image for 235 Lau Oliwa Loop 44 41 of 44 Listing Image for 235 Lau Oliwa Loop 44 42 of 44 Listing Image for 235 Lau Oliwa Loop 44 43 of 44 Listing Image for 235 Lau Oliwa Loop 44 44 of 44

$850,000

Milo Court at Kehalani 44

235 Lau Oliwa Loop 44, Wailuku

3 Beds 2.5 Baths 1,457 SqFt Residential MLS® # 407941 Date Sold: February 27, 2026
Sold
Closed: 07/16/2026
Listing Image for 460 Kinaole Cir 1 of 42 Listing Image for 460 Kinaole Cir 2 of 42 Listing Image for 460 Kinaole Cir 3 of 42 Listing Image for 460 Kinaole Cir 4 of 42 Listing Image for 460 Kinaole Cir 5 of 42 Listing Image for 460 Kinaole Cir 6 of 42 Listing Image for 460 Kinaole Cir 7 of 42 Listing Image for 460 Kinaole Cir 8 of 42 Listing Image for 460 Kinaole Cir 9 of 42 Listing Image for 460 Kinaole Cir 10 of 42 Listing Image for 460 Kinaole Cir 11 of 42 Listing Image for 460 Kinaole Cir 12 of 42 Listing Image for 460 Kinaole Cir 13 of 42 Listing Image for 460 Kinaole Cir 14 of 42 Listing Image for 460 Kinaole Cir 15 of 42 Listing Image for 460 Kinaole Cir 16 of 42 Listing Image for 460 Kinaole Cir 17 of 42 Listing Image for 460 Kinaole Cir 18 of 42 Listing Image for 460 Kinaole Cir 19 of 42 Listing Image for 460 Kinaole Cir 20 of 42 Listing Image for 460 Kinaole Cir 21 of 42 Listing Image for 460 Kinaole Cir 22 of 42 Listing Image for 460 Kinaole Cir 23 of 42 Listing Image for 460 Kinaole Cir 24 of 42 Listing Image for 460 Kinaole Cir 25 of 42 Listing Image for 460 Kinaole Cir 26 of 42 Listing Image for 460 Kinaole Cir 27 of 42 Listing Image for 460 Kinaole Cir 28 of 42 Listing Image for 460 Kinaole Cir 29 of 42 Listing Image for 460 Kinaole Cir 30 of 42 Listing Image for 460 Kinaole Cir 31 of 42 Listing Image for 460 Kinaole Cir 32 of 42 Listing Image for 460 Kinaole Cir 33 of 42 Listing Image for 460 Kinaole Cir 34 of 42 Listing Image for 460 Kinaole Cir 35 of 42 Listing Image for 460 Kinaole Cir 36 of 42 Listing Image for 460 Kinaole Cir 37 of 42 Listing Image for 460 Kinaole Cir 38 of 42 Listing Image for 460 Kinaole Cir 39 of 42 Listing Image for 460 Kinaole Cir 40 of 42 Listing Image for 460 Kinaole Cir 41 of 42 Listing Image for 460 Kinaole Cir 42 of 42

$930,000

↓ $59,000

Kihei

460 Kinaole Cir, Kihei

3 Beds 2 Baths 1,048 SqFt Residential MLS® # 407962 Date Sold: July 16, 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.