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 100 Ridge Rd 1723 24 1 of 50 Listing Image for 100 Ridge Rd 1723 24 2 of 50 Listing Image for 100 Ridge Rd 1723 24 3 of 50 Listing Image for 100 Ridge Rd 1723 24 4 of 50 Listing Image for 100 Ridge Rd 1723 24 5 of 50 Listing Image for 100 Ridge Rd 1723 24 6 of 50 Listing Image for 100 Ridge Rd 1723 24 7 of 50 Listing Image for 100 Ridge Rd 1723 24 8 of 50 Listing Image for 100 Ridge Rd 1723 24 9 of 50 Listing Image for 100 Ridge Rd 1723 24 10 of 50 Listing Image for 100 Ridge Rd 1723 24 11 of 50 Listing Image for 100 Ridge Rd 1723 24 12 of 50 Listing Image for 100 Ridge Rd 1723 24 13 of 50 Listing Image for 100 Ridge Rd 1723 24 14 of 50 Listing Image for 100 Ridge Rd 1723 24 15 of 50 Listing Image for 100 Ridge Rd 1723 24 16 of 50 Listing Image for 100 Ridge Rd 1723 24 17 of 50 Listing Image for 100 Ridge Rd 1723 24 18 of 50 Listing Image for 100 Ridge Rd 1723 24 19 of 50 Listing Image for 100 Ridge Rd 1723 24 20 of 50 Listing Image for 100 Ridge Rd 1723 24 21 of 50 Listing Image for 100 Ridge Rd 1723 24 22 of 50 Listing Image for 100 Ridge Rd 1723 24 23 of 50 Listing Image for 100 Ridge Rd 1723 24 24 of 50 Listing Image for 100 Ridge Rd 1723 24 25 of 50 Listing Image for 100 Ridge Rd 1723 24 26 of 50 Listing Image for 100 Ridge Rd 1723 24 27 of 50 Listing Image for 100 Ridge Rd 1723 24 28 of 50 Listing Image for 100 Ridge Rd 1723 24 29 of 50 Listing Image for 100 Ridge Rd 1723 24 30 of 50 Listing Image for 100 Ridge Rd 1723 24 31 of 50 Listing Image for 100 Ridge Rd 1723 24 32 of 50 Listing Image for 100 Ridge Rd 1723 24 33 of 50 Listing Image for 100 Ridge Rd 1723 24 34 of 50 Listing Image for 100 Ridge Rd 1723 24 35 of 50 Listing Image for 100 Ridge Rd 1723 24 36 of 50 Listing Image for 100 Ridge Rd 1723 24 37 of 50 Listing Image for 100 Ridge Rd 1723 24 38 of 50 Listing Image for 100 Ridge Rd 1723 24 39 of 50 Listing Image for 100 Ridge Rd 1723 24 40 of 50 Listing Image for 100 Ridge Rd 1723 24 41 of 50 Listing Image for 100 Ridge Rd 1723 24 42 of 50 Listing Image for 100 Ridge Rd 1723 24 43 of 50 Listing Image for 100 Ridge Rd 1723 24 44 of 50 Listing Image for 100 Ridge Rd 1723 24 45 of 50 Listing Image for 100 Ridge Rd 1723 24 46 of 50 Listing Image for 100 Ridge Rd 1723 24 47 of 50 Listing Image for 100 Ridge Rd 1723 24 48 of 50 Listing Image for 100 Ridge Rd 1723 24 49 of 50 Listing Image for 100 Ridge Rd 1723 24 50 of 50

$2,550,000

↓ $125,000

Kapalua Ridge 1723 24

100 Ridge Rd 1723 24, Kapalua

3 Beds 3 Baths 1,900 SqFt Residential MLS® # 408836

Days on Market: 205

Coldwell Banker Island Prop-KP Cell: 808-250-1583

Short Term Rental
Listing Image for 3600 Wailea Alanui Dr 704 1 of 21 Listing Image for 3600 Wailea Alanui Dr 704 2 of 21 Listing Image for 3600 Wailea Alanui Dr 704 3 of 21 Listing Image for 3600 Wailea Alanui Dr 704 4 of 21 Listing Image for 3600 Wailea Alanui Dr 704 5 of 21 Listing Image for 3600 Wailea Alanui Dr 704 6 of 21 Listing Image for 3600 Wailea Alanui Dr 704 7 of 21 Listing Image for 3600 Wailea Alanui Dr 704 8 of 21 Listing Image for 3600 Wailea Alanui Dr 704 9 of 21 Listing Image for 3600 Wailea Alanui Dr 704 10 of 21 Listing Image for 3600 Wailea Alanui Dr 704 11 of 21 Listing Image for 3600 Wailea Alanui Dr 704 12 of 21 Listing Image for 3600 Wailea Alanui Dr 704 13 of 21 Listing Image for 3600 Wailea Alanui Dr 704 14 of 21 Listing Image for 3600 Wailea Alanui Dr 704 15 of 21 Listing Image for 3600 Wailea Alanui Dr 704 16 of 21 Listing Image for 3600 Wailea Alanui Dr 704 17 of 21 Listing Image for 3600 Wailea Alanui Dr 704 18 of 21 Listing Image for 3600 Wailea Alanui Dr 704 19 of 21 Listing Image for 3600 Wailea Alanui Dr 704 20 of 21 Listing Image for 3600 Wailea Alanui Dr 704 21 of 21

$3,000,000

↓ $250,000

Wailea Elua 704

3600 Wailea Alanui Dr 704, Wailea/Makena

2 Beds 2 Baths 1,416 SqFt Residential MLS® # 408831

Days on Market: 206

Wailea Vacation Rentals

Listing Image for 1444 W Kuiaha Rd 1 of 30 Listing Image for 1444 W Kuiaha Rd 2 of 30 Listing Image for 1444 W Kuiaha Rd 3 of 30 Listing Image for 1444 W Kuiaha Rd 4 of 30 Listing Image for 1444 W Kuiaha Rd 5 of 30 Listing Image for 1444 W Kuiaha Rd 6 of 30 Listing Image for 1444 W Kuiaha Rd 7 of 30 Listing Image for 1444 W Kuiaha Rd 8 of 30 Listing Image for 1444 W Kuiaha Rd 9 of 30 Listing Image for 1444 W Kuiaha Rd 10 of 30 Listing Image for 1444 W Kuiaha Rd 11 of 30 Listing Image for 1444 W Kuiaha Rd 12 of 30 Listing Image for 1444 W Kuiaha Rd 13 of 30 Listing Image for 1444 W Kuiaha Rd 14 of 30 Listing Image for 1444 W Kuiaha Rd 15 of 30 Listing Image for 1444 W Kuiaha Rd 16 of 30 Listing Image for 1444 W Kuiaha Rd 17 of 30 Listing Image for 1444 W Kuiaha Rd 18 of 30 Listing Image for 1444 W Kuiaha Rd 19 of 30 Listing Image for 1444 W Kuiaha Rd 20 of 30 Listing Image for 1444 W Kuiaha Rd 21 of 30 Listing Image for 1444 W Kuiaha Rd 22 of 30 Listing Image for 1444 W Kuiaha Rd 23 of 30 Listing Image for 1444 W Kuiaha Rd 24 of 30 Listing Image for 1444 W Kuiaha Rd 25 of 30 Listing Image for 1444 W Kuiaha Rd 26 of 30 Listing Image for 1444 W Kuiaha Rd 27 of 30 Listing Image for 1444 W Kuiaha Rd 28 of 30 Listing Image for 1444 W Kuiaha Rd 29 of 30 Listing Image for 1444 W Kuiaha Rd 30 of 30

$2,900,000

↓ $290,000

Haiku

1444 W Kuiaha Rd, Haiku

6 Beds 3 Baths 3,698 SqFt Residential MLS® # 408817

Days on Market: 208

Nathalie Mullinix Rlty Universal Inc

Short Term Rental
Listing Image for 2430 S Kihei Rd 519 1 of 42 Listing Image for 2430 S Kihei Rd 519 2 of 42 Listing Image for 2430 S Kihei Rd 519 3 of 42 Listing Image for 2430 S Kihei Rd 519 4 of 42 Listing Image for 2430 S Kihei Rd 519 5 of 42 Listing Image for 2430 S Kihei Rd 519 6 of 42 Listing Image for 2430 S Kihei Rd 519 7 of 42 Listing Image for 2430 S Kihei Rd 519 8 of 42 Listing Image for 2430 S Kihei Rd 519 9 of 42 Listing Image for 2430 S Kihei Rd 519 10 of 42 Listing Image for 2430 S Kihei Rd 519 11 of 42 Listing Image for 2430 S Kihei Rd 519 12 of 42 Listing Image for 2430 S Kihei Rd 519 13 of 42 Listing Image for 2430 S Kihei Rd 519 14 of 42 Listing Image for 2430 S Kihei Rd 519 15 of 42 Listing Image for 2430 S Kihei Rd 519 16 of 42 Listing Image for 2430 S Kihei Rd 519 17 of 42 Listing Image for 2430 S Kihei Rd 519 18 of 42 Listing Image for 2430 S Kihei Rd 519 19 of 42 Listing Image for 2430 S Kihei Rd 519 20 of 42 Listing Image for 2430 S Kihei Rd 519 21 of 42 Listing Image for 2430 S Kihei Rd 519 22 of 42 Listing Image for 2430 S Kihei Rd 519 23 of 42 Listing Image for 2430 S Kihei Rd 519 24 of 42 Listing Image for 2430 S Kihei Rd 519 25 of 42 Listing Image for 2430 S Kihei Rd 519 26 of 42 Listing Image for 2430 S Kihei Rd 519 27 of 42 Listing Image for 2430 S Kihei Rd 519 28 of 42 Listing Image for 2430 S Kihei Rd 519 29 of 42 Listing Image for 2430 S Kihei Rd 519 30 of 42 Listing Image for 2430 S Kihei Rd 519 31 of 42 Listing Image for 2430 S Kihei Rd 519 32 of 42 Listing Image for 2430 S Kihei Rd 519 33 of 42 Listing Image for 2430 S Kihei Rd 519 34 of 42 Listing Image for 2430 S Kihei Rd 519 35 of 42 Listing Image for 2430 S Kihei Rd 519 36 of 42 Listing Image for 2430 S Kihei Rd 519 37 of 42 Listing Image for 2430 S Kihei Rd 519 38 of 42 Listing Image for 2430 S Kihei Rd 519 39 of 42 Listing Image for 2430 S Kihei Rd 519 40 of 42 Listing Image for 2430 S Kihei Rd 519 41 of 42 Listing Image for 2430 S Kihei Rd 519 42 of 42

$1,497,700

↓ $29,300

Royal Mauian 519

2430 S Kihei Rd 519, Kihei

2 Beds 2 Baths 864 SqFt Residential MLS® # 408806

Days on Market: 208

Keller Williams Realty Maui-Ka Cell: 808-385-0882

Listing Image for 50 Puu Anoano St 2204 1 of 45 Listing Image for 50 Puu Anoano St 2204 2 of 45 Listing Image for 50 Puu Anoano St 2204 3 of 45 Listing Image for 50 Puu Anoano St 2204 4 of 45 Listing Image for 50 Puu Anoano St 2204 5 of 45 Listing Image for 50 Puu Anoano St 2204 6 of 45 Listing Image for 50 Puu Anoano St 2204 7 of 45 Listing Image for 50 Puu Anoano St 2204 8 of 45 Listing Image for 50 Puu Anoano St 2204 9 of 45 Listing Image for 50 Puu Anoano St 2204 10 of 45 Listing Image for 50 Puu Anoano St 2204 11 of 45 Listing Image for 50 Puu Anoano St 2204 12 of 45 Listing Image for 50 Puu Anoano St 2204 13 of 45 Listing Image for 50 Puu Anoano St 2204 14 of 45 Listing Image for 50 Puu Anoano St 2204 15 of 45 Listing Image for 50 Puu Anoano St 2204 16 of 45 Listing Image for 50 Puu Anoano St 2204 17 of 45 Listing Image for 50 Puu Anoano St 2204 18 of 45 Listing Image for 50 Puu Anoano St 2204 19 of 45 Listing Image for 50 Puu Anoano St 2204 20 of 45 Listing Image for 50 Puu Anoano St 2204 21 of 45 Listing Image for 50 Puu Anoano St 2204 22 of 45 Listing Image for 50 Puu Anoano St 2204 23 of 45 Listing Image for 50 Puu Anoano St 2204 24 of 45 Listing Image for 50 Puu Anoano St 2204 25 of 45 Listing Image for 50 Puu Anoano St 2204 26 of 45 Listing Image for 50 Puu Anoano St 2204 27 of 45 Listing Image for 50 Puu Anoano St 2204 28 of 45 Listing Image for 50 Puu Anoano St 2204 29 of 45 Listing Image for 50 Puu Anoano St 2204 30 of 45 Listing Image for 50 Puu Anoano St 2204 31 of 45 Listing Image for 50 Puu Anoano St 2204 32 of 45 Listing Image for 50 Puu Anoano St 2204 33 of 45 Listing Image for 50 Puu Anoano St 2204 34 of 45 Listing Image for 50 Puu Anoano St 2204 35 of 45 Listing Image for 50 Puu Anoano St 2204 36 of 45 Listing Image for 50 Puu Anoano St 2204 37 of 45 Listing Image for 50 Puu Anoano St 2204 38 of 45 Listing Image for 50 Puu Anoano St 2204 39 of 45 Listing Image for 50 Puu Anoano St 2204 40 of 45 Listing Image for 50 Puu Anoano St 2204 41 of 45 Listing Image for 50 Puu Anoano St 2204 42 of 45 Listing Image for 50 Puu Anoano St 2204 43 of 45 Listing Image for 50 Puu Anoano St 2204 44 of 45 Listing Image for 50 Puu Anoano St 2204 45 of 45

$1,550,000

↓ $100,000

Masters 2204

50 Puu Anoano St 2204, Kaanapali

2 Beds 2 Baths 1,512 SqFt Residential MLS® # 408805

Days on Market: 209

Real Broker Cell: 808-205-2787

Listing Image for 70 Iliahi Way 1 of 50 Listing Image for 70 Iliahi Way 2 of 50 Listing Image for 70 Iliahi Way 3 of 50 Listing Image for 70 Iliahi Way 4 of 50 Listing Image for 70 Iliahi Way 5 of 50 Listing Image for 70 Iliahi Way 6 of 50 Listing Image for 70 Iliahi Way 7 of 50 Listing Image for 70 Iliahi Way 8 of 50 Listing Image for 70 Iliahi Way 9 of 50 Listing Image for 70 Iliahi Way 10 of 50 Listing Image for 70 Iliahi Way 11 of 50 Listing Image for 70 Iliahi Way 12 of 50 Listing Image for 70 Iliahi Way 13 of 50 Listing Image for 70 Iliahi Way 14 of 50 Listing Image for 70 Iliahi Way 15 of 50 Listing Image for 70 Iliahi Way 16 of 50 Listing Image for 70 Iliahi Way 17 of 50 Listing Image for 70 Iliahi Way 18 of 50 Listing Image for 70 Iliahi Way 19 of 50 Listing Image for 70 Iliahi Way 20 of 50 Listing Image for 70 Iliahi Way 21 of 50 Listing Image for 70 Iliahi Way 22 of 50 Listing Image for 70 Iliahi Way 23 of 50 Listing Image for 70 Iliahi Way 24 of 50 Listing Image for 70 Iliahi Way 25 of 50 Listing Image for 70 Iliahi Way 26 of 50 Listing Image for 70 Iliahi Way 27 of 50 Listing Image for 70 Iliahi Way 28 of 50 Listing Image for 70 Iliahi Way 29 of 50 Listing Image for 70 Iliahi Way 30 of 50 Listing Image for 70 Iliahi Way 31 of 50 Listing Image for 70 Iliahi Way 32 of 50 Listing Image for 70 Iliahi Way 33 of 50 Listing Image for 70 Iliahi Way 34 of 50 Listing Image for 70 Iliahi Way 35 of 50 Listing Image for 70 Iliahi Way 36 of 50 Listing Image for 70 Iliahi Way 37 of 50 Listing Image for 70 Iliahi Way 38 of 50 Listing Image for 70 Iliahi Way 39 of 50 Listing Image for 70 Iliahi Way 40 of 50 Listing Image for 70 Iliahi Way 41 of 50 Listing Image for 70 Iliahi Way 42 of 50 Listing Image for 70 Iliahi Way 43 of 50 Listing Image for 70 Iliahi Way 44 of 50 Listing Image for 70 Iliahi Way 45 of 50 Listing Image for 70 Iliahi Way 46 of 50 Listing Image for 70 Iliahi Way 47 of 50 Listing Image for 70 Iliahi Way 48 of 50 Listing Image for 70 Iliahi Way 49 of 50 Listing Image for 70 Iliahi Way 50 of 50

$3,750,000

Lahaina

70 Iliahi Way, Lahaina

2 Beds 3 Baths 994 SqFt Residential MLS® # 408799

Days on Market: 209

Island Sotheby's International Realty(L) Cell: 808-205-5201

Listing Image for 6900 Hana Hwy 1 of 50 Listing Image for 6900 Hana Hwy 2 of 50 Listing Image for 6900 Hana Hwy 3 of 50 Listing Image for 6900 Hana Hwy 4 of 50 Listing Image for 6900 Hana Hwy 5 of 50 Listing Image for 6900 Hana Hwy 6 of 50 Listing Image for 6900 Hana Hwy 7 of 50 Listing Image for 6900 Hana Hwy 8 of 50 Listing Image for 6900 Hana Hwy 9 of 50 Listing Image for 6900 Hana Hwy 10 of 50 Listing Image for 6900 Hana Hwy 11 of 50 Listing Image for 6900 Hana Hwy 12 of 50 Listing Image for 6900 Hana Hwy 13 of 50 Listing Image for 6900 Hana Hwy 14 of 50 Listing Image for 6900 Hana Hwy 15 of 50 Listing Image for 6900 Hana Hwy 16 of 50 Listing Image for 6900 Hana Hwy 17 of 50 Listing Image for 6900 Hana Hwy 18 of 50 Listing Image for 6900 Hana Hwy 19 of 50 Listing Image for 6900 Hana Hwy 20 of 50 Listing Image for 6900 Hana Hwy 21 of 50 Listing Image for 6900 Hana Hwy 22 of 50 Listing Image for 6900 Hana Hwy 23 of 50 Listing Image for 6900 Hana Hwy 24 of 50 Listing Image for 6900 Hana Hwy 25 of 50 Listing Image for 6900 Hana Hwy 26 of 50 Listing Image for 6900 Hana Hwy 27 of 50 Listing Image for 6900 Hana Hwy 28 of 50 Listing Image for 6900 Hana Hwy 29 of 50 Listing Image for 6900 Hana Hwy 30 of 50 Listing Image for 6900 Hana Hwy 31 of 50 Listing Image for 6900 Hana Hwy 32 of 50 Listing Image for 6900 Hana Hwy 33 of 50 Listing Image for 6900 Hana Hwy 34 of 50 Listing Image for 6900 Hana Hwy 35 of 50 Listing Image for 6900 Hana Hwy 36 of 50 Listing Image for 6900 Hana Hwy 37 of 50 Listing Image for 6900 Hana Hwy 38 of 50 Listing Image for 6900 Hana Hwy 39 of 50 Listing Image for 6900 Hana Hwy 40 of 50 Listing Image for 6900 Hana Hwy 41 of 50 Listing Image for 6900 Hana Hwy 42 of 50 Listing Image for 6900 Hana Hwy 43 of 50 Listing Image for 6900 Hana Hwy 44 of 50 Listing Image for 6900 Hana Hwy 45 of 50 Listing Image for 6900 Hana Hwy 46 of 50 Listing Image for 6900 Hana Hwy 47 of 50 Listing Image for 6900 Hana Hwy 48 of 50 Listing Image for 6900 Hana Hwy 49 of 50 Listing Image for 6900 Hana Hwy 50 of 50

$1,900,000

Hana

6900 Hana Hwy, Hana

3 Beds 3 Baths 2,938 SqFt Residential MLS® # 408797

Days on Market: 209

Real Broker Cell: 808-205-2787

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: 11/07/2025
402 Puaehu St, Wailuku

$1,445,000

Ilima at Kehalani

402 Puaehu St, Wailuku

3 Beds 2 Baths 1,845 SqFt Residential MLS® # 407670 Date Sold: November 7, 2025
Sold
Closed: 02/18/2026
Listing Image for 588 Pohaku St 1 of 31 Listing Image for 588 Pohaku St 2 of 31 Listing Image for 588 Pohaku St 3 of 31 Listing Image for 588 Pohaku St 4 of 31 Listing Image for 588 Pohaku St 5 of 31 Listing Image for 588 Pohaku St 6 of 31 Listing Image for 588 Pohaku St 7 of 31 Listing Image for 588 Pohaku St 8 of 31 Listing Image for 588 Pohaku St 9 of 31 Listing Image for 588 Pohaku St 10 of 31 Listing Image for 588 Pohaku St 11 of 31 Listing Image for 588 Pohaku St 12 of 31 Listing Image for 588 Pohaku St 13 of 31 Listing Image for 588 Pohaku St 14 of 31 Listing Image for 588 Pohaku St 15 of 31 Listing Image for 588 Pohaku St 16 of 31 Listing Image for 588 Pohaku St 17 of 31 Listing Image for 588 Pohaku St 18 of 31 Listing Image for 588 Pohaku St 19 of 31 Listing Image for 588 Pohaku St 20 of 31 Listing Image for 588 Pohaku St 21 of 31 Listing Image for 588 Pohaku St 22 of 31 Listing Image for 588 Pohaku St 23 of 31 Listing Image for 588 Pohaku St 24 of 31 Listing Image for 588 Pohaku St 25 of 31 Listing Image for 588 Pohaku St 26 of 31 Listing Image for 588 Pohaku St 27 of 31 Listing Image for 588 Pohaku St 28 of 31 Listing Image for 588 Pohaku St 29 of 31 Listing Image for 588 Pohaku St 30 of 31 Listing Image for 588 Pohaku St 31 of 31

$1,100,000

Kahului

588 Pohaku St, Kahului

3 Beds 1 Bath 1,443 SqFt Residential MLS® # 407665 Date Sold: February 18, 2026
Sold
Closed: 03/24/2026
Listing Image for 2624 Moolio Pl 1 of 41 Listing Image for 2624 Moolio Pl 2 of 41 Listing Image for 2624 Moolio Pl 3 of 41 Listing Image for 2624 Moolio Pl 4 of 41 Listing Image for 2624 Moolio Pl 5 of 41 Listing Image for 2624 Moolio Pl 6 of 41 Listing Image for 2624 Moolio Pl 7 of 41 Listing Image for 2624 Moolio Pl 8 of 41 Listing Image for 2624 Moolio Pl 9 of 41 Listing Image for 2624 Moolio Pl 10 of 41 Listing Image for 2624 Moolio Pl 11 of 41 Listing Image for 2624 Moolio Pl 12 of 41 Listing Image for 2624 Moolio Pl 13 of 41 Listing Image for 2624 Moolio Pl 14 of 41 Listing Image for 2624 Moolio Pl 15 of 41 Listing Image for 2624 Moolio Pl 16 of 41 Listing Image for 2624 Moolio Pl 17 of 41 Listing Image for 2624 Moolio Pl 18 of 41 Listing Image for 2624 Moolio Pl 19 of 41 Listing Image for 2624 Moolio Pl 20 of 41 Listing Image for 2624 Moolio Pl 21 of 41 Listing Image for 2624 Moolio Pl 22 of 41 Listing Image for 2624 Moolio Pl 23 of 41 Listing Image for 2624 Moolio Pl 24 of 41 Listing Image for 2624 Moolio Pl 25 of 41 Listing Image for 2624 Moolio Pl 26 of 41 Listing Image for 2624 Moolio Pl 27 of 41 Listing Image for 2624 Moolio Pl 28 of 41 Listing Image for 2624 Moolio Pl 29 of 41 Listing Image for 2624 Moolio Pl 30 of 41 Listing Image for 2624 Moolio Pl 31 of 41 Listing Image for 2624 Moolio Pl 32 of 41 Listing Image for 2624 Moolio Pl 33 of 41 Listing Image for 2624 Moolio Pl 34 of 41 Listing Image for 2624 Moolio Pl 35 of 41 Listing Image for 2624 Moolio Pl 36 of 41 Listing Image for 2624 Moolio Pl 37 of 41 Listing Image for 2624 Moolio Pl 38 of 41 Listing Image for 2624 Moolio Pl 39 of 41 Listing Image for 2624 Moolio Pl 40 of 41 Listing Image for 2624 Moolio Pl 41 of 41

$1,765,000

↓ $60,000

Pacific Terrace

2624 Moolio Pl, Kihei

4 Beds 3 Baths 2,870 SqFt Residential MLS® # 407664 Date Sold: March 24, 2026
Sold
Closed: 03/25/2026
Listing Image for 656 S Alu Rd 1 of 49 Listing Image for 656 S Alu Rd 2 of 49 Listing Image for 656 S Alu Rd 3 of 49 Listing Image for 656 S Alu Rd 4 of 49 Listing Image for 656 S Alu Rd 5 of 49 Listing Image for 656 S Alu Rd 6 of 49 Listing Image for 656 S Alu Rd 7 of 49 Listing Image for 656 S Alu Rd 8 of 49 Listing Image for 656 S Alu Rd 9 of 49 Listing Image for 656 S Alu Rd 10 of 49 Listing Image for 656 S Alu Rd 11 of 49 Listing Image for 656 S Alu Rd 12 of 49 Listing Image for 656 S Alu Rd 13 of 49 Listing Image for 656 S Alu Rd 14 of 49 Listing Image for 656 S Alu Rd 15 of 49 Listing Image for 656 S Alu Rd 16 of 49 Listing Image for 656 S Alu Rd 17 of 49 Listing Image for 656 S Alu Rd 18 of 49 Listing Image for 656 S Alu Rd 19 of 49 Listing Image for 656 S Alu Rd 20 of 49 Listing Image for 656 S Alu Rd 21 of 49 Listing Image for 656 S Alu Rd 22 of 49 Listing Image for 656 S Alu Rd 23 of 49 Listing Image for 656 S Alu Rd 24 of 49 Listing Image for 656 S Alu Rd 25 of 49 Listing Image for 656 S Alu Rd 26 of 49 Listing Image for 656 S Alu Rd 27 of 49 Listing Image for 656 S Alu Rd 28 of 49 Listing Image for 656 S Alu Rd 29 of 49 Listing Image for 656 S Alu Rd 30 of 49 Listing Image for 656 S Alu Rd 31 of 49 Listing Image for 656 S Alu Rd 32 of 49 Listing Image for 656 S Alu Rd 33 of 49 Listing Image for 656 S Alu Rd 34 of 49 Listing Image for 656 S Alu Rd 35 of 49 Listing Image for 656 S Alu Rd 36 of 49 Listing Image for 656 S Alu Rd 37 of 49 Listing Image for 656 S Alu Rd 38 of 49 Listing Image for 656 S Alu Rd 39 of 49 Listing Image for 656 S Alu Rd 40 of 49 Listing Image for 656 S Alu Rd 41 of 49 Listing Image for 656 S Alu Rd 42 of 49 Listing Image for 656 S Alu Rd 43 of 49 Listing Image for 656 S Alu Rd 44 of 49 Listing Image for 656 S Alu Rd 45 of 49 Listing Image for 656 S Alu Rd 46 of 49 Listing Image for 656 S Alu Rd 47 of 49 Listing Image for 656 S Alu Rd 48 of 49 Listing Image for 656 S Alu Rd 49 of 49

$1,555,000

↓ $144,000

Wailuku Heights

656 S Alu Rd, Wailuku

4 Beds 3 Baths 2,842 SqFt Residential MLS® # 407658 Date Sold: March 25, 2026
Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

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Sold
Closed: 02/04/2026
Listing Image for 4400 Makena Rd 604 1 of 50 Listing Image for 4400 Makena Rd 604 2 of 50 Listing Image for 4400 Makena Rd 604 3 of 50 Listing Image for 4400 Makena Rd 604 4 of 50 Listing Image for 4400 Makena Rd 604 5 of 50 Listing Image for 4400 Makena Rd 604 6 of 50 Listing Image for 4400 Makena Rd 604 7 of 50 Listing Image for 4400 Makena Rd 604 8 of 50 Listing Image for 4400 Makena Rd 604 9 of 50 Listing Image for 4400 Makena Rd 604 10 of 50 Listing Image for 4400 Makena Rd 604 11 of 50 Listing Image for 4400 Makena Rd 604 12 of 50 Listing Image for 4400 Makena Rd 604 13 of 50 Listing Image for 4400 Makena Rd 604 14 of 50 Listing Image for 4400 Makena Rd 604 15 of 50 Listing Image for 4400 Makena Rd 604 16 of 50 Listing Image for 4400 Makena Rd 604 17 of 50 Listing Image for 4400 Makena Rd 604 18 of 50 Listing Image for 4400 Makena Rd 604 19 of 50 Listing Image for 4400 Makena Rd 604 20 of 50 Listing Image for 4400 Makena Rd 604 21 of 50 Listing Image for 4400 Makena Rd 604 22 of 50 Listing Image for 4400 Makena Rd 604 23 of 50 Listing Image for 4400 Makena Rd 604 24 of 50 Listing Image for 4400 Makena Rd 604 25 of 50 Listing Image for 4400 Makena Rd 604 26 of 50 Listing Image for 4400 Makena Rd 604 27 of 50 Listing Image for 4400 Makena Rd 604 28 of 50 Listing Image for 4400 Makena Rd 604 29 of 50 Listing Image for 4400 Makena Rd 604 30 of 50 Listing Image for 4400 Makena Rd 604 31 of 50 Listing Image for 4400 Makena Rd 604 32 of 50 Listing Image for 4400 Makena Rd 604 33 of 50 Listing Image for 4400 Makena Rd 604 34 of 50 Listing Image for 4400 Makena Rd 604 35 of 50 Listing Image for 4400 Makena Rd 604 36 of 50 Listing Image for 4400 Makena Rd 604 37 of 50 Listing Image for 4400 Makena Rd 604 38 of 50 Listing Image for 4400 Makena Rd 604 39 of 50 Listing Image for 4400 Makena Rd 604 40 of 50 Listing Image for 4400 Makena Rd 604 41 of 50 Listing Image for 4400 Makena Rd 604 42 of 50 Listing Image for 4400 Makena Rd 604 43 of 50 Listing Image for 4400 Makena Rd 604 44 of 50 Listing Image for 4400 Makena Rd 604 45 of 50 Listing Image for 4400 Makena Rd 604 46 of 50 Listing Image for 4400 Makena Rd 604 47 of 50 Listing Image for 4400 Makena Rd 604 48 of 50 Listing Image for 4400 Makena Rd 604 49 of 50 Listing Image for 4400 Makena Rd 604 50 of 50

$4,600,000

Polo Beach Club 604

4400 Makena Rd 604, Wailea/Makena

2 Beds 2 Baths 1,303 SqFt Residential MLS® # 407656 Date Sold: February 4, 2026
Sold
Closed: 03/16/2026
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$1,725,000

↓ $74,900

Hokulani Golf Villas 102

1323 Umeke Cir 102, Kihei

2 Beds 2 Baths 1,831 SqFt Residential MLS® # 407654 Date Sold: March 16, 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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