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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Short Term Rental
Listing Image for 500 Bay Dr 34b1-2 1 of 50 Listing Image for 500 Bay Dr 34b1-2 2 of 50 Listing Image for 500 Bay Dr 34b1-2 3 of 50 Listing Image for 500 Bay Dr 34b1-2 4 of 50 Listing Image for 500 Bay Dr 34b1-2 5 of 50 Listing Image for 500 Bay Dr 34b1-2 6 of 50 Listing Image for 500 Bay Dr 34b1-2 7 of 50 Listing Image for 500 Bay Dr 34b1-2 8 of 50 Listing Image for 500 Bay Dr 34b1-2 9 of 50 Listing Image for 500 Bay Dr 34b1-2 10 of 50 Listing Image for 500 Bay Dr 34b1-2 11 of 50 Listing Image for 500 Bay Dr 34b1-2 12 of 50 Listing Image for 500 Bay Dr 34b1-2 13 of 50 Listing Image for 500 Bay Dr 34b1-2 14 of 50 Listing Image for 500 Bay Dr 34b1-2 15 of 50 Listing Image for 500 Bay Dr 34b1-2 16 of 50 Listing Image for 500 Bay Dr 34b1-2 17 of 50 Listing Image for 500 Bay Dr 34b1-2 18 of 50 Listing Image for 500 Bay Dr 34b1-2 19 of 50 Listing Image for 500 Bay Dr 34b1-2 20 of 50 Listing Image for 500 Bay Dr 34b1-2 21 of 50 Listing Image for 500 Bay Dr 34b1-2 22 of 50 Listing Image for 500 Bay Dr 34b1-2 23 of 50 Listing Image for 500 Bay Dr 34b1-2 24 of 50 Listing Image for 500 Bay Dr 34b1-2 25 of 50 Listing Image for 500 Bay Dr 34b1-2 26 of 50 Listing Image for 500 Bay Dr 34b1-2 27 of 50 Listing Image for 500 Bay Dr 34b1-2 28 of 50 Listing Image for 500 Bay Dr 34b1-2 29 of 50 Listing Image for 500 Bay Dr 34b1-2 30 of 50 Listing Image for 500 Bay Dr 34b1-2 31 of 50 Listing Image for 500 Bay Dr 34b1-2 32 of 50 Listing Image for 500 Bay Dr 34b1-2 33 of 50 Listing Image for 500 Bay Dr 34b1-2 34 of 50 Listing Image for 500 Bay Dr 34b1-2 35 of 50 Listing Image for 500 Bay Dr 34b1-2 36 of 50 Listing Image for 500 Bay Dr 34b1-2 37 of 50 Listing Image for 500 Bay Dr 34b1-2 38 of 50 Listing Image for 500 Bay Dr 34b1-2 39 of 50 Listing Image for 500 Bay Dr 34b1-2 40 of 50 Listing Image for 500 Bay Dr 34b1-2 41 of 50 Listing Image for 500 Bay Dr 34b1-2 42 of 50 Listing Image for 500 Bay Dr 34b1-2 43 of 50 Listing Image for 500 Bay Dr 34b1-2 44 of 50 Listing Image for 500 Bay Dr 34b1-2 45 of 50 Listing Image for 500 Bay Dr 34b1-2 46 of 50 Listing Image for 500 Bay Dr 34b1-2 47 of 50 Listing Image for 500 Bay Dr 34b1-2 48 of 50 Listing Image for 500 Bay Dr 34b1-2 49 of 50 Listing Image for 500 Bay Dr 34b1-2 50 of 50

$3,298,000

Kapalua Bay Villas 34B1-2

500 Bay Dr 34b1-2, Kapalua

2 Beds 3 Baths 1,697 SqFt Residential MLS® # 409879

Days on Market: 100

Coldwell Banker Island Prop-KP Cell: 808-344-2677

Short Term Rental
Listing Image for 500 Bay Dr 11b2 1 of 50 Listing Image for 500 Bay Dr 11b2 2 of 50 Listing Image for 500 Bay Dr 11b2 3 of 50 Listing Image for 500 Bay Dr 11b2 4 of 50 Listing Image for 500 Bay Dr 11b2 5 of 50 Listing Image for 500 Bay Dr 11b2 6 of 50 Listing Image for 500 Bay Dr 11b2 7 of 50 Listing Image for 500 Bay Dr 11b2 8 of 50 Listing Image for 500 Bay Dr 11b2 9 of 50 Listing Image for 500 Bay Dr 11b2 10 of 50 Listing Image for 500 Bay Dr 11b2 11 of 50 Listing Image for 500 Bay Dr 11b2 12 of 50 Listing Image for 500 Bay Dr 11b2 13 of 50 Listing Image for 500 Bay Dr 11b2 14 of 50 Listing Image for 500 Bay Dr 11b2 15 of 50 Listing Image for 500 Bay Dr 11b2 16 of 50 Listing Image for 500 Bay Dr 11b2 17 of 50 Listing Image for 500 Bay Dr 11b2 18 of 50 Listing Image for 500 Bay Dr 11b2 19 of 50 Listing Image for 500 Bay Dr 11b2 20 of 50 Listing Image for 500 Bay Dr 11b2 21 of 50 Listing Image for 500 Bay Dr 11b2 22 of 50 Listing Image for 500 Bay Dr 11b2 23 of 50 Listing Image for 500 Bay Dr 11b2 24 of 50 Listing Image for 500 Bay Dr 11b2 25 of 50 Listing Image for 500 Bay Dr 11b2 26 of 50 Listing Image for 500 Bay Dr 11b2 27 of 50 Listing Image for 500 Bay Dr 11b2 28 of 50 Listing Image for 500 Bay Dr 11b2 29 of 50 Listing Image for 500 Bay Dr 11b2 30 of 50 Listing Image for 500 Bay Dr 11b2 31 of 50 Listing Image for 500 Bay Dr 11b2 32 of 50 Listing Image for 500 Bay Dr 11b2 33 of 50 Listing Image for 500 Bay Dr 11b2 34 of 50 Listing Image for 500 Bay Dr 11b2 35 of 50 Listing Image for 500 Bay Dr 11b2 36 of 50 Listing Image for 500 Bay Dr 11b2 37 of 50 Listing Image for 500 Bay Dr 11b2 38 of 50 Listing Image for 500 Bay Dr 11b2 39 of 50 Listing Image for 500 Bay Dr 11b2 40 of 50 Listing Image for 500 Bay Dr 11b2 41 of 50 Listing Image for 500 Bay Dr 11b2 42 of 50 Listing Image for 500 Bay Dr 11b2 43 of 50 Listing Image for 500 Bay Dr 11b2 44 of 50 Listing Image for 500 Bay Dr 11b2 45 of 50 Listing Image for 500 Bay Dr 11b2 46 of 50 Listing Image for 500 Bay Dr 11b2 47 of 50 Listing Image for 500 Bay Dr 11b2 48 of 50 Listing Image for 500 Bay Dr 11b2 49 of 50 Listing Image for 500 Bay Dr 11b2 50 of 50

$2,298,000

↓ $100,000

Kapalua Bay Villas 11B2

500 Bay Dr 11b2, Kapalua

2 Beds 3 Baths 1,503 SqFt Residential MLS® # 409878

Days on Market: 100

Coldwell Banker Island Prop-KP Cell: 808-344-2677

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

$6,398,000

Kapalua Ironwoods 22

22 Ironwood Ln 22, Kapalua

2 Beds 3 Baths 1,935 SqFt Residential MLS® # 409875

Days on Market: 100

Coldwell Banker Island Prop-KP Cell: 808-344-2677

Short Term Rental
Listing Image for 110 Kaanapali Shores Pl 1019 1 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 2 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 3 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 4 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 5 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 6 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 7 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 8 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 9 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 10 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 11 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 12 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 13 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 14 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 15 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 16 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 17 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 18 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 19 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 20 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 21 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 22 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 23 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 24 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 25 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 26 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 27 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 28 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 29 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 30 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 31 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 32 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 33 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 34 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 35 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 36 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 37 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 38 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 39 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 40 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 41 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 42 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 43 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 44 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 45 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 46 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 47 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 48 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 49 of 50 Listing Image for 110 Kaanapali Shores Pl 1019 50 of 50

$2,699,000

Mahana 1019

110 Kaanapali Shores Pl 1019, Kaanapali

2 Beds 2 Baths 1,214 SqFt Residential MLS® # 409874

Days on Market: 100

Coldwell Banker Island Prop-KP Cell: 808-344-2677

Listing Image for 2450 Piiholo Rd 1 of 39 Listing Image for 2450 Piiholo Rd 2 of 39 Listing Image for 2450 Piiholo Rd 3 of 39 Listing Image for 2450 Piiholo Rd 4 of 39 Listing Image for 2450 Piiholo Rd 5 of 39 Listing Image for 2450 Piiholo Rd 6 of 39 Listing Image for 2450 Piiholo Rd 7 of 39 Listing Image for 2450 Piiholo Rd 8 of 39 Listing Image for 2450 Piiholo Rd 9 of 39 Listing Image for 2450 Piiholo Rd 10 of 39 Listing Image for 2450 Piiholo Rd 11 of 39 Listing Image for 2450 Piiholo Rd 12 of 39 Listing Image for 2450 Piiholo Rd 13 of 39 Listing Image for 2450 Piiholo Rd 14 of 39 Listing Image for 2450 Piiholo Rd 15 of 39 Listing Image for 2450 Piiholo Rd 16 of 39 Listing Image for 2450 Piiholo Rd 17 of 39 Listing Image for 2450 Piiholo Rd 18 of 39 Listing Image for 2450 Piiholo Rd 19 of 39 Listing Image for 2450 Piiholo Rd 20 of 39 Listing Image for 2450 Piiholo Rd 21 of 39 Listing Image for 2450 Piiholo Rd 22 of 39 Listing Image for 2450 Piiholo Rd 23 of 39 Listing Image for 2450 Piiholo Rd 24 of 39 Listing Image for 2450 Piiholo Rd 25 of 39 Listing Image for 2450 Piiholo Rd 26 of 39 Listing Image for 2450 Piiholo Rd 27 of 39 Listing Image for 2450 Piiholo Rd 28 of 39 Listing Image for 2450 Piiholo Rd 29 of 39 Listing Image for 2450 Piiholo Rd 30 of 39 Listing Image for 2450 Piiholo Rd 31 of 39 Listing Image for 2450 Piiholo Rd 32 of 39 Listing Image for 2450 Piiholo Rd 33 of 39 Listing Image for 2450 Piiholo Rd 34 of 39 Listing Image for 2450 Piiholo Rd 35 of 39 Listing Image for 2450 Piiholo Rd 36 of 39 Listing Image for 2450 Piiholo Rd 37 of 39 Listing Image for 2450 Piiholo Rd 38 of 39 Listing Image for 2450 Piiholo Rd 39 of 39

$4,750,000

Makawao/Olinda/Haliimaile

2450 Piiholo Rd, Makawao/Olinda/Haliimaile

3 Beds 3.5 Baths 3,229 SqFt Residential MLS® # 409873

Days on Market: 100

Coldwell Banker Island Prop(P) Cell: 808-264-3112

Listing Image for 50 Puu Anoano St 1704 1 of 37 Listing Image for 50 Puu Anoano St 1704 2 of 37 Listing Image for 50 Puu Anoano St 1704 3 of 37 Listing Image for 50 Puu Anoano St 1704 4 of 37 Listing Image for 50 Puu Anoano St 1704 5 of 37 Listing Image for 50 Puu Anoano St 1704 6 of 37 Listing Image for 50 Puu Anoano St 1704 7 of 37 Listing Image for 50 Puu Anoano St 1704 8 of 37 Listing Image for 50 Puu Anoano St 1704 9 of 37 Listing Image for 50 Puu Anoano St 1704 10 of 37 Listing Image for 50 Puu Anoano St 1704 11 of 37 Listing Image for 50 Puu Anoano St 1704 12 of 37 Listing Image for 50 Puu Anoano St 1704 13 of 37 Listing Image for 50 Puu Anoano St 1704 14 of 37 Listing Image for 50 Puu Anoano St 1704 15 of 37 Listing Image for 50 Puu Anoano St 1704 16 of 37 Listing Image for 50 Puu Anoano St 1704 17 of 37 Listing Image for 50 Puu Anoano St 1704 18 of 37 Listing Image for 50 Puu Anoano St 1704 19 of 37 Listing Image for 50 Puu Anoano St 1704 20 of 37 Listing Image for 50 Puu Anoano St 1704 21 of 37 Listing Image for 50 Puu Anoano St 1704 22 of 37 Listing Image for 50 Puu Anoano St 1704 23 of 37 Listing Image for 50 Puu Anoano St 1704 24 of 37 Listing Image for 50 Puu Anoano St 1704 25 of 37 Listing Image for 50 Puu Anoano St 1704 26 of 37 Listing Image for 50 Puu Anoano St 1704 27 of 37 Listing Image for 50 Puu Anoano St 1704 28 of 37 Listing Image for 50 Puu Anoano St 1704 29 of 37 Listing Image for 50 Puu Anoano St 1704 30 of 37 Listing Image for 50 Puu Anoano St 1704 31 of 37 Listing Image for 50 Puu Anoano St 1704 32 of 37 Listing Image for 50 Puu Anoano St 1704 33 of 37 Listing Image for 50 Puu Anoano St 1704 34 of 37 Listing Image for 50 Puu Anoano St 1704 35 of 37 Listing Image for 50 Puu Anoano St 1704 36 of 37 Listing Image for 50 Puu Anoano St 1704 37 of 37

$1,295,000

↓ $30,000

Masters 1704

50 Puu Anoano St 1704, Kaanapali

1 Bed 1.5 Baths 901 SqFt Residential MLS® # 409869

Days on Market: 100

Coldwell Banker Island Prop-KP Cell: 808-357-4000

Listing Image for 3601 Lower Honoapiilani Rd 122 1 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 2 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 3 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 4 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 5 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 6 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 7 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 8 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 9 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 10 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 11 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 12 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 13 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 14 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 15 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 16 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 17 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 18 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 19 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 20 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 21 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 22 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 23 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 24 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 25 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 26 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 27 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 28 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 29 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 30 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 31 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 32 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 33 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 34 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 35 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 36 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 37 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 38 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 39 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 40 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 41 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 42 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 43 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 44 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 45 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 46 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 47 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 48 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 49 of 50 Listing Image for 3601 Lower Honoapiilani Rd 122 50 of 50

$1,100,000

Paki Maui 122

3601 Lower Honoapiilani Rd 122, Napili/Kahana/Honokowai

2 Beds 2 Baths 1,082 SqFt Residential MLS® # 409868

Days on Market: 100

Keller Williams Realty Maui-L Cell: 808-264-4617

View 7 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: 03/30/2026
Listing Image for 25 Hoihoi Pl A 1 of 27 Listing Image for 25 Hoihoi Pl A 2 of 27 Listing Image for 25 Hoihoi Pl A 3 of 27 Listing Image for 25 Hoihoi Pl A 4 of 27 Listing Image for 25 Hoihoi Pl A 5 of 27 Listing Image for 25 Hoihoi Pl A 6 of 27 Listing Image for 25 Hoihoi Pl A 7 of 27 Listing Image for 25 Hoihoi Pl A 8 of 27 Listing Image for 25 Hoihoi Pl A 9 of 27 Listing Image for 25 Hoihoi Pl A 10 of 27 Listing Image for 25 Hoihoi Pl A 11 of 27 Listing Image for 25 Hoihoi Pl A 12 of 27 Listing Image for 25 Hoihoi Pl A 13 of 27 Listing Image for 25 Hoihoi Pl A 14 of 27 Listing Image for 25 Hoihoi Pl A 15 of 27 Listing Image for 25 Hoihoi Pl A 16 of 27 Listing Image for 25 Hoihoi Pl A 17 of 27 Listing Image for 25 Hoihoi Pl A 18 of 27 Listing Image for 25 Hoihoi Pl A 19 of 27 Listing Image for 25 Hoihoi Pl A 20 of 27 Listing Image for 25 Hoihoi Pl A 21 of 27 Listing Image for 25 Hoihoi Pl A 22 of 27 Listing Image for 25 Hoihoi Pl A 23 of 27 Listing Image for 25 Hoihoi Pl A 24 of 27 Listing Image for 25 Hoihoi Pl A 25 of 27 Listing Image for 25 Hoihoi Pl A 26 of 27 Listing Image for 25 Hoihoi Pl A 27 of 27

$895,000

Kula/Ulupalakua/Kanaio

25 Hoihoi Pl A, Kula/Ulupalakua/Kanaio

1 Bed 1 Bath 864 SqFt Residential MLS® # 408601 Date Sold: March 30, 2026
Sold
Closed: 04/06/2026
Listing Image for 208 Molokai Hema St 1 of 41 Listing Image for 208 Molokai Hema St 2 of 41 Listing Image for 208 Molokai Hema St 3 of 41 Listing Image for 208 Molokai Hema St 4 of 41 Listing Image for 208 Molokai Hema St 5 of 41 Listing Image for 208 Molokai Hema St 6 of 41 Listing Image for 208 Molokai Hema St 7 of 41 Listing Image for 208 Molokai Hema St 8 of 41 Listing Image for 208 Molokai Hema St 9 of 41 Listing Image for 208 Molokai Hema St 10 of 41 Listing Image for 208 Molokai Hema St 11 of 41 Listing Image for 208 Molokai Hema St 12 of 41 Listing Image for 208 Molokai Hema St 13 of 41 Listing Image for 208 Molokai Hema St 14 of 41 Listing Image for 208 Molokai Hema St 15 of 41 Listing Image for 208 Molokai Hema St 16 of 41 Listing Image for 208 Molokai Hema St 17 of 41 Listing Image for 208 Molokai Hema St 18 of 41 Listing Image for 208 Molokai Hema St 19 of 41 Listing Image for 208 Molokai Hema St 20 of 41 Listing Image for 208 Molokai Hema St 21 of 41 Listing Image for 208 Molokai Hema St 22 of 41 Listing Image for 208 Molokai Hema St 23 of 41 Listing Image for 208 Molokai Hema St 24 of 41 Listing Image for 208 Molokai Hema St 25 of 41 Listing Image for 208 Molokai Hema St 26 of 41 Listing Image for 208 Molokai Hema St 27 of 41 Listing Image for 208 Molokai Hema St 28 of 41 Listing Image for 208 Molokai Hema St 29 of 41 Listing Image for 208 Molokai Hema St 30 of 41 Listing Image for 208 Molokai Hema St 31 of 41 Listing Image for 208 Molokai Hema St 32 of 41 Listing Image for 208 Molokai Hema St 33 of 41 Listing Image for 208 Molokai Hema St 34 of 41 Listing Image for 208 Molokai Hema St 35 of 41 Listing Image for 208 Molokai Hema St 36 of 41 Listing Image for 208 Molokai Hema St 37 of 41 Listing Image for 208 Molokai Hema St 38 of 41 Listing Image for 208 Molokai Hema St 39 of 41 Listing Image for 208 Molokai Hema St 40 of 41 Listing Image for 208 Molokai Hema St 41 of 41

$1,174,500

Kahului Town Development

208 Molokai Hema St, Kahului

3 Beds 1 Bath 877 SqFt Residential MLS® # 408597 Date Sold: April 6, 2026
Sold
Closed: 09/03/2026
Listing Image for 300 Mahana Ridge St 1 of 50 Listing Image for 300 Mahana Ridge St 2 of 50 Listing Image for 300 Mahana Ridge St 3 of 50 Listing Image for 300 Mahana Ridge St 4 of 50 Listing Image for 300 Mahana Ridge St 5 of 50 Listing Image for 300 Mahana Ridge St 6 of 50 Listing Image for 300 Mahana Ridge St 7 of 50 Listing Image for 300 Mahana Ridge St 8 of 50 Listing Image for 300 Mahana Ridge St 9 of 50 Listing Image for 300 Mahana Ridge St 10 of 50 Listing Image for 300 Mahana Ridge St 11 of 50 Listing Image for 300 Mahana Ridge St 12 of 50 Listing Image for 300 Mahana Ridge St 13 of 50 Listing Image for 300 Mahana Ridge St 14 of 50 Listing Image for 300 Mahana Ridge St 15 of 50 Listing Image for 300 Mahana Ridge St 16 of 50 Listing Image for 300 Mahana Ridge St 17 of 50 Listing Image for 300 Mahana Ridge St 18 of 50 Listing Image for 300 Mahana Ridge St 19 of 50 Listing Image for 300 Mahana Ridge St 20 of 50 Listing Image for 300 Mahana Ridge St 21 of 50 Listing Image for 300 Mahana Ridge St 22 of 50 Listing Image for 300 Mahana Ridge St 23 of 50 Listing Image for 300 Mahana Ridge St 24 of 50 Listing Image for 300 Mahana Ridge St 25 of 50 Listing Image for 300 Mahana Ridge St 26 of 50 Listing Image for 300 Mahana Ridge St 27 of 50 Listing Image for 300 Mahana Ridge St 28 of 50 Listing Image for 300 Mahana Ridge St 29 of 50 Listing Image for 300 Mahana Ridge St 30 of 50 Listing Image for 300 Mahana Ridge St 31 of 50 Listing Image for 300 Mahana Ridge St 32 of 50 Listing Image for 300 Mahana Ridge St 33 of 50 Listing Image for 300 Mahana Ridge St 34 of 50 Listing Image for 300 Mahana Ridge St 35 of 50 Listing Image for 300 Mahana Ridge St 36 of 50 Listing Image for 300 Mahana Ridge St 37 of 50 Listing Image for 300 Mahana Ridge St 38 of 50 Listing Image for 300 Mahana Ridge St 39 of 50 Listing Image for 300 Mahana Ridge St 40 of 50 Listing Image for 300 Mahana Ridge St 41 of 50 Listing Image for 300 Mahana Ridge St 42 of 50 Listing Image for 300 Mahana Ridge St 43 of 50 Listing Image for 300 Mahana Ridge St 44 of 50 Listing Image for 300 Mahana Ridge St 45 of 50 Listing Image for 300 Mahana Ridge St 46 of 50 Listing Image for 300 Mahana Ridge St 47 of 50 Listing Image for 300 Mahana Ridge St 48 of 50 Listing Image for 300 Mahana Ridge St 49 of 50 Listing Image for 300 Mahana Ridge St 50 of 50

$5,350,000

↓ $600,000

Mahana Estates

300 Mahana Ridge St, Kapalua

4 Beds 4.5 Baths 3,156 SqFt Residential MLS® # 408595 Date Sold: September 3, 2026
Sold
Closed: 09/04/2026
Listing Image for 119 Unahe Pl Lot 134 1 of 8 Listing Image for 119 Unahe Pl Lot 134 2 of 8 Listing Image for 119 Unahe Pl Lot 134 3 of 8 Listing Image for 119 Unahe Pl Lot 134 4 of 8 Listing Image for 119 Unahe Pl Lot 134 5 of 8 Listing Image for 119 Unahe Pl Lot 134 6 of 8 Listing Image for 119 Unahe Pl Lot 134 7 of 8 Listing Image for 119 Unahe Pl Lot 134 8 of 8

$1,430,000

The Parkways at Maui Lani

119 Unahe Pl Lot 134, Kahului

4 Beds 3 Baths 2,474 SqFt Residential MLS® # 408591 Date Sold: September 4, 2026
Sold
Closed: 09/01/2026
Listing Image for 111 Unahe Pl Lot 132-a 1 of 11 Listing Image for 111 Unahe Pl Lot 132-a 2 of 11 Listing Image for 111 Unahe Pl Lot 132-a 3 of 11 Listing Image for 111 Unahe Pl Lot 132-a 4 of 11 Listing Image for 111 Unahe Pl Lot 132-a 5 of 11 Listing Image for 111 Unahe Pl Lot 132-a 6 of 11 Listing Image for 111 Unahe Pl Lot 132-a 7 of 11 Listing Image for 111 Unahe Pl Lot 132-a 8 of 11 Listing Image for 111 Unahe Pl Lot 132-a 9 of 11 Listing Image for 111 Unahe Pl Lot 132-a 10 of 11 Listing Image for 111 Unahe Pl Lot 132-a 11 of 11

$1,480,000

↓ $102,000

The Parkways at Maui Lani

111 Unahe Pl Lot 132-a, Kahului

4 Beds 3 Baths 2,021 SqFt Residential MLS® # 408590 Date Sold: September 1, 2026
Sold
Closed: 02/23/2026
Listing Image for 469 Kaao Cir 1 of 31 Listing Image for 469 Kaao Cir 2 of 31 Listing Image for 469 Kaao Cir 3 of 31 Listing Image for 469 Kaao Cir 4 of 31 Listing Image for 469 Kaao Cir 5 of 31 Listing Image for 469 Kaao Cir 6 of 31 Listing Image for 469 Kaao Cir 7 of 31 Listing Image for 469 Kaao Cir 8 of 31 Listing Image for 469 Kaao Cir 9 of 31 Listing Image for 469 Kaao Cir 10 of 31 Listing Image for 469 Kaao Cir 11 of 31 Listing Image for 469 Kaao Cir 12 of 31 Listing Image for 469 Kaao Cir 13 of 31 Listing Image for 469 Kaao Cir 14 of 31 Listing Image for 469 Kaao Cir 15 of 31 Listing Image for 469 Kaao Cir 16 of 31 Listing Image for 469 Kaao Cir 17 of 31 Listing Image for 469 Kaao Cir 18 of 31 Listing Image for 469 Kaao Cir 19 of 31 Listing Image for 469 Kaao Cir 20 of 31 Listing Image for 469 Kaao Cir 21 of 31 Listing Image for 469 Kaao Cir 22 of 31 Listing Image for 469 Kaao Cir 23 of 31 Listing Image for 469 Kaao Cir 24 of 31 Listing Image for 469 Kaao Cir 25 of 31 Listing Image for 469 Kaao Cir 26 of 31 Listing Image for 469 Kaao Cir 27 of 31 Listing Image for 469 Kaao Cir 28 of 31 Listing Image for 469 Kaao Cir 29 of 31 Listing Image for 469 Kaao Cir 30 of 31 Listing Image for 469 Kaao Cir 31 of 31

$880,000

Kahului

469 Kaao Cir, Kahului

3 Beds 2 Baths 960 SqFt Residential MLS® # 408586 Date Sold: February 23, 2026
View 6 More Listings

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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