Strategies of Buying and Selling Simultaneously

Buying and Selling a Home at the Same Time

You may have found yourself in a position where you would like to buy one property while simultaneously selling another property. While doing this does present some unique challenges, it's completely possible to pull this off with the proper strategy and some degree of flexibility

The reasons and strategies for wanting to buy and sell simultaneously will differ from a primary homeowner looking to relocate to an investor seeking to execute a 1031 exchange to avoid capital gains taxes. In either instance, it's important to have a sound strategy and understand what the undertaking will involve. 

Selling A Primary Residence While Buying Another

There are several different ways to do this and how you do it will depend on your financial philosophies. There isn't necessarily a right and wrong way to approach this, some consider selling their home first the priority and then are willing to rent for a period of 6 months while they find the perfect replacement. This is usually the lowest stress avenue.

Some will be intent on executing the sale and purchase in such a way that both properties close in close succession to remove the extra step of renting. Money is a huge consideration for this move, particularly when financing is involved. In many instances, sellers will need the equity from the sale of their home to fund the down payment on the purchase of the second. 

If Financing is Necessary, Get Prequalified for a New Mortgage First

Before you get serious about selling your home, you should thoroughly research the possibility of buying a new primary residence. The Maui housing market can change rapidly at times, and the lending environment is changing as well. When you get prequalified with a local Maui lender, you can better determine your price range for a new home.

You can get accurate information about the interest rates available for your credit score and other qualifications. In addition, you can confirm that you can afford the loan payment for the size and quality of the home you are interested in.

Discuss Your Plans with a Real Estate Agent

After learning about your prequalification status, consulting with real estate agents in Maui is the next step. An experienced Maui real estate agent can help you determine how long your home may reasonably remain on the market.

In addition, you can get details on a realistic sales price. By analyzing the sales price in combination with closing costs and the current mortgage payoff balance, you can determine the sales proceeds that you have available for a down payment on your new home purchase. 

Newest Maui Properties For Sale

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New Short Term Rental
Listing Image for 760 S Kihei Rd 124 1 of 32 Listing Image for 760 S Kihei Rd 124 2 of 32 Listing Image for 760 S Kihei Rd 124 3 of 32 Listing Image for 760 S Kihei Rd 124 4 of 32 Listing Image for 760 S Kihei Rd 124 5 of 32 Listing Image for 760 S Kihei Rd 124 6 of 32 Listing Image for 760 S Kihei Rd 124 7 of 32 Listing Image for 760 S Kihei Rd 124 8 of 32 Listing Image for 760 S Kihei Rd 124 9 of 32 Listing Image for 760 S Kihei Rd 124 10 of 32 Listing Image for 760 S Kihei Rd 124 11 of 32 Listing Image for 760 S Kihei Rd 124 12 of 32 Listing Image for 760 S Kihei Rd 124 13 of 32 Listing Image for 760 S Kihei Rd 124 14 of 32 Listing Image for 760 S Kihei Rd 124 15 of 32 Listing Image for 760 S Kihei Rd 124 16 of 32 Listing Image for 760 S Kihei Rd 124 17 of 32 Listing Image for 760 S Kihei Rd 124 18 of 32 Listing Image for 760 S Kihei Rd 124 19 of 32 Listing Image for 760 S Kihei Rd 124 20 of 32 Listing Image for 760 S Kihei Rd 124 21 of 32 Listing Image for 760 S Kihei Rd 124 22 of 32 Listing Image for 760 S Kihei Rd 124 23 of 32 Listing Image for 760 S Kihei Rd 124 24 of 32 Listing Image for 760 S Kihei Rd 124 25 of 32 Listing Image for 760 S Kihei Rd 124 26 of 32 Listing Image for 760 S Kihei Rd 124 27 of 32 Listing Image for 760 S Kihei Rd 124 28 of 32 Listing Image for 760 S Kihei Rd 124 29 of 32 Listing Image for 760 S Kihei Rd 124 30 of 32 Listing Image for 760 S Kihei Rd 124 31 of 32 Listing Image for 760 S Kihei Rd 124 32 of 32

$999,000

Menehune Shores 124

760 S Kihei Rd 124, Kihei

2 Beds 2 Baths 885 SqFt Residential MLS® # 410749

Days on Market: 5

Island Sotheby's International Realty(M) Cell: 808-205-5088

New
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$1,150,000

Pukalani

284 Alalani St, Makawao/Olinda/Haliimaile

2 Beds 1 Bath 720 SqFt Residential MLS® # 410747

Days on Market: 5

Shore To Shore Realty, Inc.

New
Listing Image for 2480 Upper Kanaio Rd 1 of 50 Listing Image for 2480 Upper Kanaio Rd 2 of 50 Listing Image for 2480 Upper Kanaio Rd 3 of 50 Listing Image for 2480 Upper Kanaio Rd 4 of 50 Listing Image for 2480 Upper Kanaio Rd 5 of 50 Listing Image for 2480 Upper Kanaio Rd 6 of 50 Listing Image for 2480 Upper Kanaio Rd 7 of 50 Listing Image for 2480 Upper Kanaio Rd 8 of 50 Listing Image for 2480 Upper Kanaio Rd 9 of 50 Listing Image for 2480 Upper Kanaio Rd 10 of 50 Listing Image for 2480 Upper Kanaio Rd 11 of 50 Listing Image for 2480 Upper Kanaio Rd 12 of 50 Listing Image for 2480 Upper Kanaio Rd 13 of 50 Listing Image for 2480 Upper Kanaio Rd 14 of 50 Listing Image for 2480 Upper Kanaio Rd 15 of 50 Listing Image for 2480 Upper Kanaio Rd 16 of 50 Listing Image for 2480 Upper Kanaio Rd 17 of 50 Listing Image for 2480 Upper Kanaio Rd 18 of 50 Listing Image for 2480 Upper Kanaio Rd 19 of 50 Listing Image for 2480 Upper Kanaio Rd 20 of 50 Listing Image for 2480 Upper Kanaio Rd 21 of 50 Listing Image for 2480 Upper Kanaio Rd 22 of 50 Listing Image for 2480 Upper Kanaio Rd 23 of 50 Listing Image for 2480 Upper Kanaio Rd 24 of 50 Listing Image for 2480 Upper Kanaio Rd 25 of 50 Listing Image for 2480 Upper Kanaio Rd 26 of 50 Listing Image for 2480 Upper Kanaio Rd 27 of 50 Listing Image for 2480 Upper Kanaio Rd 28 of 50 Listing Image for 2480 Upper Kanaio Rd 29 of 50 Listing Image for 2480 Upper Kanaio Rd 30 of 50 Listing Image for 2480 Upper Kanaio Rd 31 of 50 Listing Image for 2480 Upper Kanaio Rd 32 of 50 Listing Image for 2480 Upper Kanaio Rd 33 of 50 Listing Image for 2480 Upper Kanaio Rd 34 of 50 Listing Image for 2480 Upper Kanaio Rd 35 of 50 Listing Image for 2480 Upper Kanaio Rd 36 of 50 Listing Image for 2480 Upper Kanaio Rd 37 of 50 Listing Image for 2480 Upper Kanaio Rd 38 of 50 Listing Image for 2480 Upper Kanaio Rd 39 of 50 Listing Image for 2480 Upper Kanaio Rd 40 of 50 Listing Image for 2480 Upper Kanaio Rd 41 of 50 Listing Image for 2480 Upper Kanaio Rd 42 of 50 Listing Image for 2480 Upper Kanaio Rd 43 of 50 Listing Image for 2480 Upper Kanaio Rd 44 of 50 Listing Image for 2480 Upper Kanaio Rd 45 of 50 Listing Image for 2480 Upper Kanaio Rd 46 of 50 Listing Image for 2480 Upper Kanaio Rd 47 of 50 Listing Image for 2480 Upper Kanaio Rd 48 of 50 Listing Image for 2480 Upper Kanaio Rd 49 of 50 Listing Image for 2480 Upper Kanaio Rd 50 of 50

$1,350,000

Kula/Ulupalakua/Kanaio

2480 Upper Kanaio Rd, Kula/Ulupalakua/Kanaio

3 Beds 3 Baths 1,400 SqFt Residential MLS® # 410746

Days on Market: 5

The Agency Maui Cell: 808-344-5575

New Short Term Rental
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$879,900

Kihei Beach 405

36 S Kihei Rd 405, Kihei

1 Bed 2 Baths 769 SqFt Residential MLS® # 410742

Days on Market: 6

Coldwell Banker Island Prop(S) Cell: 808-891-8989

New
Listing Image for 192 Poniu Cir 1 of 50 Listing Image for 192 Poniu Cir 2 of 50 Listing Image for 192 Poniu Cir 3 of 50 Listing Image for 192 Poniu Cir 4 of 50 Listing Image for 192 Poniu Cir 5 of 50 Listing Image for 192 Poniu Cir 6 of 50 Listing Image for 192 Poniu Cir 7 of 50 Listing Image for 192 Poniu Cir 8 of 50 Listing Image for 192 Poniu Cir 9 of 50 Listing Image for 192 Poniu Cir 10 of 50 Listing Image for 192 Poniu Cir 11 of 50 Listing Image for 192 Poniu Cir 12 of 50 Listing Image for 192 Poniu Cir 13 of 50 Listing Image for 192 Poniu Cir 14 of 50 Listing Image for 192 Poniu Cir 15 of 50 Listing Image for 192 Poniu Cir 16 of 50 Listing Image for 192 Poniu Cir 17 of 50 Listing Image for 192 Poniu Cir 18 of 50 Listing Image for 192 Poniu Cir 19 of 50 Listing Image for 192 Poniu Cir 20 of 50 Listing Image for 192 Poniu Cir 21 of 50 Listing Image for 192 Poniu Cir 22 of 50 Listing Image for 192 Poniu Cir 23 of 50 Listing Image for 192 Poniu Cir 24 of 50 Listing Image for 192 Poniu Cir 25 of 50 Listing Image for 192 Poniu Cir 26 of 50 Listing Image for 192 Poniu Cir 27 of 50 Listing Image for 192 Poniu Cir 28 of 50 Listing Image for 192 Poniu Cir 29 of 50 Listing Image for 192 Poniu Cir 30 of 50 Listing Image for 192 Poniu Cir 31 of 50 Listing Image for 192 Poniu Cir 32 of 50 Listing Image for 192 Poniu Cir 33 of 50 Listing Image for 192 Poniu Cir 34 of 50 Listing Image for 192 Poniu Cir 35 of 50 Listing Image for 192 Poniu Cir 36 of 50 Listing Image for 192 Poniu Cir 37 of 50 Listing Image for 192 Poniu Cir 38 of 50 Listing Image for 192 Poniu Cir 39 of 50 Listing Image for 192 Poniu Cir 40 of 50 Listing Image for 192 Poniu Cir 41 of 50 Listing Image for 192 Poniu Cir 42 of 50 Listing Image for 192 Poniu Cir 43 of 50 Listing Image for 192 Poniu Cir 44 of 50 Listing Image for 192 Poniu Cir 45 of 50 Listing Image for 192 Poniu Cir 46 of 50 Listing Image for 192 Poniu Cir 47 of 50 Listing Image for 192 Poniu Cir 48 of 50 Listing Image for 192 Poniu Cir 49 of 50 Listing Image for 192 Poniu Cir 50 of 50

$999,000

Wailuku

192 Poniu Cir, Wailuku

3 Beds 2 Baths 1,185 SqFt Residential MLS® # 410741

Days on Market: 6

Coldwell Banker Island Prop-Ku Cell: 808-757-6161

Listing Image for 197 Laau Loke Loop Lot 6 1 of 7 Listing Image for 197 Laau Loke Loop Lot 6 2 of 7 Listing Image for 197 Laau Loke Loop Lot 6 3 of 7 Listing Image for 197 Laau Loke Loop Lot 6 4 of 7 Listing Image for 197 Laau Loke Loop Lot 6 5 of 7 Listing Image for 197 Laau Loke Loop Lot 6 6 of 7 Listing Image for 197 Laau Loke Loop Lot 6 7 of 7

$1,539,000

Anuhea at Kehalani

197 Laau Loke Loop Lot 6, Wailuku

3 Beds 2 Baths 1,529 SqFt Residential MLS® # 410732

Days on Market: 8

Towne Island Homes, Ltd

View 6 More Listings

Apply for a Home Equity Loan

While you may ideally want to sell your current house before buying a new one, this may not be an absolute requirement for some sellers. You could tap into your home’s equity by applying for an equity line of credit. Before moving forward with this possibility, be aware that the payment on the new home equity line will affect your debt-to-income ratio.

Mortgage lenders review your debt-to-income ratio as part of their qualification process. Because of this, you should discuss this option in detail with your lender to ensure that it will not impair your ability to qualify for a new mortgage.

Recent Sales on Maui

Sold
Closed: 08/17/2026
Listing Image for 2255 Lower Kula Rd A 1 of 50 Listing Image for 2255 Lower Kula Rd A 2 of 50 Listing Image for 2255 Lower Kula Rd A 3 of 50 Listing Image for 2255 Lower Kula Rd A 4 of 50 Listing Image for 2255 Lower Kula Rd A 5 of 50 Listing Image for 2255 Lower Kula Rd A 6 of 50 Listing Image for 2255 Lower Kula Rd A 7 of 50 Listing Image for 2255 Lower Kula Rd A 8 of 50 Listing Image for 2255 Lower Kula Rd A 9 of 50 Listing Image for 2255 Lower Kula Rd A 10 of 50 Listing Image for 2255 Lower Kula Rd A 11 of 50 Listing Image for 2255 Lower Kula Rd A 12 of 50 Listing Image for 2255 Lower Kula Rd A 13 of 50 Listing Image for 2255 Lower Kula Rd A 14 of 50 Listing Image for 2255 Lower Kula Rd A 15 of 50 Listing Image for 2255 Lower Kula Rd A 16 of 50 Listing Image for 2255 Lower Kula Rd A 17 of 50 Listing Image for 2255 Lower Kula Rd A 18 of 50 Listing Image for 2255 Lower Kula Rd A 19 of 50 Listing Image for 2255 Lower Kula Rd A 20 of 50 Listing Image for 2255 Lower Kula Rd A 21 of 50 Listing Image for 2255 Lower Kula Rd A 22 of 50 Listing Image for 2255 Lower Kula Rd A 23 of 50 Listing Image for 2255 Lower Kula Rd A 24 of 50 Listing Image for 2255 Lower Kula Rd A 25 of 50 Listing Image for 2255 Lower Kula Rd A 26 of 50 Listing Image for 2255 Lower Kula Rd A 27 of 50 Listing Image for 2255 Lower Kula Rd A 28 of 50 Listing Image for 2255 Lower Kula Rd A 29 of 50 Listing Image for 2255 Lower Kula Rd A 30 of 50 Listing Image for 2255 Lower Kula Rd A 31 of 50 Listing Image for 2255 Lower Kula Rd A 32 of 50 Listing Image for 2255 Lower Kula Rd A 33 of 50 Listing Image for 2255 Lower Kula Rd A 34 of 50 Listing Image for 2255 Lower Kula Rd A 35 of 50 Listing Image for 2255 Lower Kula Rd A 36 of 50 Listing Image for 2255 Lower Kula Rd A 37 of 50 Listing Image for 2255 Lower Kula Rd A 38 of 50 Listing Image for 2255 Lower Kula Rd A 39 of 50 Listing Image for 2255 Lower Kula Rd A 40 of 50 Listing Image for 2255 Lower Kula Rd A 41 of 50 Listing Image for 2255 Lower Kula Rd A 42 of 50 Listing Image for 2255 Lower Kula Rd A 43 of 50 Listing Image for 2255 Lower Kula Rd A 44 of 50 Listing Image for 2255 Lower Kula Rd A 45 of 50 Listing Image for 2255 Lower Kula Rd A 46 of 50 Listing Image for 2255 Lower Kula Rd A 47 of 50 Listing Image for 2255 Lower Kula Rd A 48 of 50 Listing Image for 2255 Lower Kula Rd A 49 of 50 Listing Image for 2255 Lower Kula Rd A 50 of 50

$1,499,000

Kula/Ulupalakua/Kanaio

2255 Lower Kula Rd A, Kula/Ulupalakua/Kanaio

3 Beds 2 Baths 1,451 SqFt Residential MLS® # 410344 Date Sold: August 17, 2026
Sold
Closed: 07/21/2026
159 Auhana Rd, Kihei

$995,000

↓ $3,000

Kihei

159 Auhana Rd, Kihei

2 Beds 2 Baths 1,034 SqFt Residential MLS® # 410335 Date Sold: July 21, 2026
Sold
Closed: 09/11/2026
Listing Image for 110 Kaanapali Shores Pl 915 1 of 42 Listing Image for 110 Kaanapali Shores Pl 915 2 of 42 Listing Image for 110 Kaanapali Shores Pl 915 3 of 42 Listing Image for 110 Kaanapali Shores Pl 915 4 of 42 Listing Image for 110 Kaanapali Shores Pl 915 5 of 42 Listing Image for 110 Kaanapali Shores Pl 915 6 of 42 Listing Image for 110 Kaanapali Shores Pl 915 7 of 42 Listing Image for 110 Kaanapali Shores Pl 915 8 of 42 Listing Image for 110 Kaanapali Shores Pl 915 9 of 42 Listing Image for 110 Kaanapali Shores Pl 915 10 of 42 Listing Image for 110 Kaanapali Shores Pl 915 11 of 42 Listing Image for 110 Kaanapali Shores Pl 915 12 of 42 Listing Image for 110 Kaanapali Shores Pl 915 13 of 42 Listing Image for 110 Kaanapali Shores Pl 915 14 of 42 Listing Image for 110 Kaanapali Shores Pl 915 15 of 42 Listing Image for 110 Kaanapali Shores Pl 915 16 of 42 Listing Image for 110 Kaanapali Shores Pl 915 17 of 42 Listing Image for 110 Kaanapali Shores Pl 915 18 of 42 Listing Image for 110 Kaanapali Shores Pl 915 19 of 42 Listing Image for 110 Kaanapali Shores Pl 915 20 of 42 Listing Image for 110 Kaanapali Shores Pl 915 21 of 42 Listing Image for 110 Kaanapali Shores Pl 915 22 of 42 Listing Image for 110 Kaanapali Shores Pl 915 23 of 42 Listing Image for 110 Kaanapali Shores Pl 915 24 of 42 Listing Image for 110 Kaanapali Shores Pl 915 25 of 42 Listing Image for 110 Kaanapali Shores Pl 915 26 of 42 Listing Image for 110 Kaanapali Shores Pl 915 27 of 42 Listing Image for 110 Kaanapali Shores Pl 915 28 of 42 Listing Image for 110 Kaanapali Shores Pl 915 29 of 42 Listing Image for 110 Kaanapali Shores Pl 915 30 of 42 Listing Image for 110 Kaanapali Shores Pl 915 31 of 42 Listing Image for 110 Kaanapali Shores Pl 915 32 of 42 Listing Image for 110 Kaanapali Shores Pl 915 33 of 42 Listing Image for 110 Kaanapali Shores Pl 915 34 of 42 Listing Image for 110 Kaanapali Shores Pl 915 35 of 42 Listing Image for 110 Kaanapali Shores Pl 915 36 of 42 Listing Image for 110 Kaanapali Shores Pl 915 37 of 42 Listing Image for 110 Kaanapali Shores Pl 915 38 of 42 Listing Image for 110 Kaanapali Shores Pl 915 39 of 42 Listing Image for 110 Kaanapali Shores Pl 915 40 of 42 Listing Image for 110 Kaanapali Shores Pl 915 41 of 42 Listing Image for 110 Kaanapali Shores Pl 915 42 of 42

$1,195,000

Mahana 915

110 Kaanapali Shores Pl 915, Kaanapali

1 Bed 2 Baths 854 SqFt Residential MLS® # 410331 Date Sold: September 11, 2026
Sold
Closed: 07/22/2026
530 Kaiwahine St, Kihei

$850,000

Hale Piilani

530 Kaiwahine St, Kihei

7 Beds 4 Baths 2,478 SqFt Residential MLS® # 410330 Date Sold: July 22, 2026
Sold
Closed: 09/09/2026
Listing Image for 28 Hookano Pl 1 of 50 Listing Image for 28 Hookano Pl 2 of 50 Listing Image for 28 Hookano Pl 3 of 50 Listing Image for 28 Hookano Pl 4 of 50 Listing Image for 28 Hookano Pl 5 of 50 Listing Image for 28 Hookano Pl 6 of 50 Listing Image for 28 Hookano Pl 7 of 50 Listing Image for 28 Hookano Pl 8 of 50 Listing Image for 28 Hookano Pl 9 of 50 Listing Image for 28 Hookano Pl 10 of 50 Listing Image for 28 Hookano Pl 11 of 50 Listing Image for 28 Hookano Pl 12 of 50 Listing Image for 28 Hookano Pl 13 of 50 Listing Image for 28 Hookano Pl 14 of 50 Listing Image for 28 Hookano Pl 15 of 50 Listing Image for 28 Hookano Pl 16 of 50 Listing Image for 28 Hookano Pl 17 of 50 Listing Image for 28 Hookano Pl 18 of 50 Listing Image for 28 Hookano Pl 19 of 50 Listing Image for 28 Hookano Pl 20 of 50 Listing Image for 28 Hookano Pl 21 of 50 Listing Image for 28 Hookano Pl 22 of 50 Listing Image for 28 Hookano Pl 23 of 50 Listing Image for 28 Hookano Pl 24 of 50 Listing Image for 28 Hookano Pl 25 of 50 Listing Image for 28 Hookano Pl 26 of 50 Listing Image for 28 Hookano Pl 27 of 50 Listing Image for 28 Hookano Pl 28 of 50 Listing Image for 28 Hookano Pl 29 of 50 Listing Image for 28 Hookano Pl 30 of 50 Listing Image for 28 Hookano Pl 31 of 50 Listing Image for 28 Hookano Pl 32 of 50 Listing Image for 28 Hookano Pl 33 of 50 Listing Image for 28 Hookano Pl 34 of 50 Listing Image for 28 Hookano Pl 35 of 50 Listing Image for 28 Hookano Pl 36 of 50 Listing Image for 28 Hookano Pl 37 of 50 Listing Image for 28 Hookano Pl 38 of 50 Listing Image for 28 Hookano Pl 39 of 50 Listing Image for 28 Hookano Pl 40 of 50 Listing Image for 28 Hookano Pl 41 of 50 Listing Image for 28 Hookano Pl 42 of 50 Listing Image for 28 Hookano Pl 43 of 50 Listing Image for 28 Hookano Pl 44 of 50 Listing Image for 28 Hookano Pl 45 of 50 Listing Image for 28 Hookano Pl 46 of 50 Listing Image for 28 Hookano Pl 47 of 50 Listing Image for 28 Hookano Pl 48 of 50 Listing Image for 28 Hookano Pl 49 of 50 Listing Image for 28 Hookano Pl 50 of 50

$975,000

Kula/Ulupalakua/Kanaio

28 Hookano Pl, Kula/Ulupalakua/Kanaio

3 Beds 1.5 Baths 1,104 SqFt Residential MLS® # 410322 Date Sold: September 9, 2026
Sold
Closed: 08/28/2026
Listing Image for 1195 Omaopio Rd Unit A 1 of 42 Listing Image for 1195 Omaopio Rd Unit A 2 of 42 Listing Image for 1195 Omaopio Rd Unit A 3 of 42 Listing Image for 1195 Omaopio Rd Unit A 4 of 42 Listing Image for 1195 Omaopio Rd Unit A 5 of 42 Listing Image for 1195 Omaopio Rd Unit A 6 of 42 Listing Image for 1195 Omaopio Rd Unit A 7 of 42 Listing Image for 1195 Omaopio Rd Unit A 8 of 42 Listing Image for 1195 Omaopio Rd Unit A 9 of 42 Listing Image for 1195 Omaopio Rd Unit A 10 of 42 Listing Image for 1195 Omaopio Rd Unit A 11 of 42 Listing Image for 1195 Omaopio Rd Unit A 12 of 42 Listing Image for 1195 Omaopio Rd Unit A 13 of 42 Listing Image for 1195 Omaopio Rd Unit A 14 of 42 Listing Image for 1195 Omaopio Rd Unit A 15 of 42 Listing Image for 1195 Omaopio Rd Unit A 16 of 42 Listing Image for 1195 Omaopio Rd Unit A 17 of 42 Listing Image for 1195 Omaopio Rd Unit A 18 of 42 Listing Image for 1195 Omaopio Rd Unit A 19 of 42 Listing Image for 1195 Omaopio Rd Unit A 20 of 42 Listing Image for 1195 Omaopio Rd Unit A 21 of 42 Listing Image for 1195 Omaopio Rd Unit A 22 of 42 Listing Image for 1195 Omaopio Rd Unit A 23 of 42 Listing Image for 1195 Omaopio Rd Unit A 24 of 42 Listing Image for 1195 Omaopio Rd Unit A 25 of 42 Listing Image for 1195 Omaopio Rd Unit A 26 of 42 Listing Image for 1195 Omaopio Rd Unit A 27 of 42 Listing Image for 1195 Omaopio Rd Unit A 28 of 42 Listing Image for 1195 Omaopio Rd Unit A 29 of 42 Listing Image for 1195 Omaopio Rd Unit A 30 of 42 Listing Image for 1195 Omaopio Rd Unit A 31 of 42 Listing Image for 1195 Omaopio Rd Unit A 32 of 42 Listing Image for 1195 Omaopio Rd Unit A 33 of 42 Listing Image for 1195 Omaopio Rd Unit A 34 of 42 Listing Image for 1195 Omaopio Rd Unit A 35 of 42 Listing Image for 1195 Omaopio Rd Unit A 36 of 42 Listing Image for 1195 Omaopio Rd Unit A 37 of 42 Listing Image for 1195 Omaopio Rd Unit A 38 of 42 Listing Image for 1195 Omaopio Rd Unit A 39 of 42 Listing Image for 1195 Omaopio Rd Unit A 40 of 42 Listing Image for 1195 Omaopio Rd Unit A 41 of 42 Listing Image for 1195 Omaopio Rd Unit A 42 of 42

$1,600,000

Kula/Ulupalakua/Kanaio

1195 Omaopio Rd Unit A, Kula/Ulupalakua/Kanaio

4 Beds 2 Baths 1,456 SqFt Residential MLS® # 410314 Date Sold: August 28, 2026
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Consider a Bridge Loan

When looking at how to buy a house before selling yours, a bridge loan may be a great solution. A bridge loan, a short-term loan with a higher interest rate, can be used to refinance your current home mortgage or pull equity out as a second lien.

With interest-only payments, you can tap into your equity to use as a down payment to purchase a second home. You can also potentially decrease your first home’s mortgage payments, which will be beneficial if the closing dates do not align perfectly.

Choose a Low Down Payment Loan Program

While many mortgage lenders will require you to make a sizable down payment when you buy a house, there are lending solutions available that allow you to put down 5% or less. A Fannie Mae loan, for example, only requires 3% down. While the interest rates on these loans are competitive, you may be responsible for Mortgage Payment Insurance (MPI).

MPI could add hundreds of dollars to your monthly mortgage payment. With a low down payment loan, however, you may not need to access your current home’s equity to complete your purchase.

Borrow Against Your Retirement Account

Generally, your retirement account’s funds are inaccessible to you until you reach the age of 59.5 years old. Most withdrawals taken before you reach this age can trigger a penalty and will be taxable. However, the IRS allows you to withdraw funds without penalty to buy a house.

There are specific rules and requirements that you should research thoroughly before pursuing this option. Your retirement account funds can be used for a down payment as well as closing costs, and this could eliminate the need to sell your house before buying a new one.

Add a Contingency to the Sales Contract

If you have determined that the other options available are not suitable for your unique situation, another possibility is available. When considering how to buy a second home without selling the first, a sales contingency could be written into the new sales contract. A sales contingency can be worded so that your purchase is dependent on the sale of the current house. 

While this can seem like the perfect solution, be aware that many sellers may not accept this contingency. Like you, other sellers may be trying to sell their house to buy another property. If they delay their sale because of a sales contingency, they may not be able to structure their own timeline to suit their needs. Your real estate agent can work with you to structure a sales contingency with an agreeable seller.

Turn Your Home Into an Investment Property

If you are concerned about the possibility of having two mortgage payments at the same time, you could consider renting out your first home. The monthly rent from your rental property could cover its mortgage payment, property taxes, and other expenses. The remaining rental income is a profit that can be used as desired.

If you are unable to qualify for a new home loan for your purchase with the old mortgage in place, renting the property can help. Once you have a signed lease in place on your first home, your mortgage lender can apply that income to your debt-to-income ratio. 

Before turning your home into a rental, consult with your realtor. Your real estate agent can provide you with a fair market rental rate for the property. This information is required to determine if its monthly rent will cover its expenses. The IRS allows you to write off many property expenses, including upkeep costs, management fees, property taxes, etc. Depending on the situation, a property owner could possibly turn a profit on a rental house while enjoying a tax loss.

Consider Buying a Second Home

Buying a second home has advantages to consider as well. If you buy a second home, you can enjoy traveling back and forth between the locations as desired. When you are not using a home for personal use, you could rent it out as a rental property. A second home also has tax benefits

Even if you do not use the second home to produce rental income, you may qualify for the same homeowner tax deductions as you benefit from with your first home. Before buying a second home or turning your current home into a rental property, consider speaking to a tax advisor and a management company to explore all of the financial ramifications in detail.

Executing a 1031 Exchange

1031 Exchange Maui

When doing a 1031 exchange, you'll typically be selling the property you are going to exchange first and then immedietley seeking a replacement property. Read my full rundown on how to successfully navigate the process here

Explore Your Options Today

Keep in mind that you can combine multiple solutions presented here as you walk through the real estate process. For example, you could take out a home equity loan on your current home to access down payment funds to purchase your second home. At the same time, you could turn your first home into a rental property to generate monthly income.

This example is only one of many ways to combine these solutions and set up a scenario that suits your needs. Contact a local real estate agent to learn more about the housing and rental market.

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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