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

Sort by:
Listing Image for Haniu Pl Lot 10a 1 of 33 Listing Image for Haniu Pl Lot 10a 2 of 33 Listing Image for Haniu Pl Lot 10a 3 of 33 Listing Image for Haniu Pl Lot 10a 4 of 33 Listing Image for Haniu Pl Lot 10a 5 of 33 Listing Image for Haniu Pl Lot 10a 6 of 33 Listing Image for Haniu Pl Lot 10a 7 of 33 Listing Image for Haniu Pl Lot 10a 8 of 33 Listing Image for Haniu Pl Lot 10a 9 of 33 Listing Image for Haniu Pl Lot 10a 10 of 33 Listing Image for Haniu Pl Lot 10a 11 of 33 Listing Image for Haniu Pl Lot 10a 12 of 33 Listing Image for Haniu Pl Lot 10a 13 of 33 Listing Image for Haniu Pl Lot 10a 14 of 33 Listing Image for Haniu Pl Lot 10a 15 of 33 Listing Image for Haniu Pl Lot 10a 16 of 33 Listing Image for Haniu Pl Lot 10a 17 of 33 Listing Image for Haniu Pl Lot 10a 18 of 33 Listing Image for Haniu Pl Lot 10a 19 of 33 Listing Image for Haniu Pl Lot 10a 20 of 33 Listing Image for Haniu Pl Lot 10a 21 of 33 Listing Image for Haniu Pl Lot 10a 22 of 33 Listing Image for Haniu Pl Lot 10a 23 of 33 Listing Image for Haniu Pl Lot 10a 24 of 33 Listing Image for Haniu Pl Lot 10a 25 of 33 Listing Image for Haniu Pl Lot 10a 26 of 33 Listing Image for Haniu Pl Lot 10a 27 of 33 Listing Image for Haniu Pl Lot 10a 28 of 33 Listing Image for Haniu Pl Lot 10a 29 of 33 Listing Image for Haniu Pl Lot 10a 30 of 33 Listing Image for Haniu Pl Lot 10a 31 of 33 Listing Image for Haniu Pl Lot 10a 32 of 33 Listing Image for Haniu Pl Lot 10a 33 of 33

$3,495,000

Makila Nui

Haniu Pl Lot 10a, Lahaina

0 Beds 0.5 Baths 1,848 SqFt Residential MLS® # 410244

Days on Market: 63

Compass Cell: 808-283-7214

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

$1,350,000

↓ $149,000

Makawao/Olinda/Haliimaile

35 Pukiki Pl A, Makawao/Olinda/Haliimaile

6 Beds 4 Baths 2,304 SqFt Residential MLS® # 410242

Days on Market: 63

Coldwell Banker Island Prop(S) Cell: 808-870-4899

Listing Image for 37 Pukiki Pl B 1 of 28 Listing Image for 37 Pukiki Pl B 2 of 28 Listing Image for 37 Pukiki Pl B 3 of 28 Listing Image for 37 Pukiki Pl B 4 of 28 Listing Image for 37 Pukiki Pl B 5 of 28 Listing Image for 37 Pukiki Pl B 6 of 28 Listing Image for 37 Pukiki Pl B 7 of 28 Listing Image for 37 Pukiki Pl B 8 of 28 Listing Image for 37 Pukiki Pl B 9 of 28 Listing Image for 37 Pukiki Pl B 10 of 28 Listing Image for 37 Pukiki Pl B 11 of 28 Listing Image for 37 Pukiki Pl B 12 of 28 Listing Image for 37 Pukiki Pl B 13 of 28 Listing Image for 37 Pukiki Pl B 14 of 28 Listing Image for 37 Pukiki Pl B 15 of 28 Listing Image for 37 Pukiki Pl B 16 of 28 Listing Image for 37 Pukiki Pl B 17 of 28 Listing Image for 37 Pukiki Pl B 18 of 28 Listing Image for 37 Pukiki Pl B 19 of 28 Listing Image for 37 Pukiki Pl B 20 of 28 Listing Image for 37 Pukiki Pl B 21 of 28 Listing Image for 37 Pukiki Pl B 22 of 28 Listing Image for 37 Pukiki Pl B 23 of 28 Listing Image for 37 Pukiki Pl B 24 of 28 Listing Image for 37 Pukiki Pl B 25 of 28 Listing Image for 37 Pukiki Pl B 26 of 28 Listing Image for 37 Pukiki Pl B 27 of 28 Listing Image for 37 Pukiki Pl B 28 of 28

$999,000

Makawao/Olinda/Haliimaile

37 Pukiki Pl B, Makawao/Olinda/Haliimaile

2 Beds 1 Bath 1,001 SqFt Residential MLS® # 410243

Days on Market: 63

Coldwell Banker Island Prop(S) Cell: 808-870-4899

Short Term Rental
Listing Image for 2560 Kekaa Dr N302 1 of 48 Listing Image for 2560 Kekaa Dr N302 2 of 48 Listing Image for 2560 Kekaa Dr N302 3 of 48 Listing Image for 2560 Kekaa Dr N302 4 of 48 Listing Image for 2560 Kekaa Dr N302 5 of 48 Listing Image for 2560 Kekaa Dr N302 6 of 48 Listing Image for 2560 Kekaa Dr N302 7 of 48 Listing Image for 2560 Kekaa Dr N302 8 of 48 Listing Image for 2560 Kekaa Dr N302 9 of 48 Listing Image for 2560 Kekaa Dr N302 10 of 48 Listing Image for 2560 Kekaa Dr N302 11 of 48 Listing Image for 2560 Kekaa Dr N302 12 of 48 Listing Image for 2560 Kekaa Dr N302 13 of 48 Listing Image for 2560 Kekaa Dr N302 14 of 48 Listing Image for 2560 Kekaa Dr N302 15 of 48 Listing Image for 2560 Kekaa Dr N302 16 of 48 Listing Image for 2560 Kekaa Dr N302 17 of 48 Listing Image for 2560 Kekaa Dr N302 18 of 48 Listing Image for 2560 Kekaa Dr N302 19 of 48 Listing Image for 2560 Kekaa Dr N302 20 of 48 Listing Image for 2560 Kekaa Dr N302 21 of 48 Listing Image for 2560 Kekaa Dr N302 22 of 48 Listing Image for 2560 Kekaa Dr N302 23 of 48 Listing Image for 2560 Kekaa Dr N302 24 of 48 Listing Image for 2560 Kekaa Dr N302 25 of 48 Listing Image for 2560 Kekaa Dr N302 26 of 48 Listing Image for 2560 Kekaa Dr N302 27 of 48 Listing Image for 2560 Kekaa Dr N302 28 of 48 Listing Image for 2560 Kekaa Dr N302 29 of 48 Listing Image for 2560 Kekaa Dr N302 30 of 48 Listing Image for 2560 Kekaa Dr N302 31 of 48 Listing Image for 2560 Kekaa Dr N302 32 of 48 Listing Image for 2560 Kekaa Dr N302 33 of 48 Listing Image for 2560 Kekaa Dr N302 34 of 48 Listing Image for 2560 Kekaa Dr N302 35 of 48 Listing Image for 2560 Kekaa Dr N302 36 of 48 Listing Image for 2560 Kekaa Dr N302 37 of 48 Listing Image for 2560 Kekaa Dr N302 38 of 48 Listing Image for 2560 Kekaa Dr N302 39 of 48 Listing Image for 2560 Kekaa Dr N302 40 of 48 Listing Image for 2560 Kekaa Dr N302 41 of 48 Listing Image for 2560 Kekaa Dr N302 42 of 48 Listing Image for 2560 Kekaa Dr N302 43 of 48 Listing Image for 2560 Kekaa Dr N302 44 of 48 Listing Image for 2560 Kekaa Dr N302 45 of 48 Listing Image for 2560 Kekaa Dr N302 46 of 48 Listing Image for 2560 Kekaa Dr N302 47 of 48 Listing Image for 2560 Kekaa Dr N302 48 of 48

$1,195,000

Kaanapali Royal N302

2560 Kekaa Dr N302, Kaanapali

2 Beds 2 Baths 1,540 SqFt Residential MLS® # 410237

Days on Market: 63

Coldwell Banker Island Prop-KP Cell: 808-283-3067

In Escrow
Listing Image for 682 Malimali St Kenolio Lot #46 1 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 2 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 3 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 4 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 5 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 6 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 7 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 8 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 9 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 10 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 11 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 12 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 13 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 14 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 15 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 16 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 17 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 18 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 19 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 20 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 21 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 22 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 23 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 24 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 25 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 26 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 27 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 28 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 29 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 30 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 31 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 32 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 33 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 34 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 35 of 36 Listing Image for 682 Malimali St Kenolio Lot #46 36 of 36

$1,250,000

↓ $50,000

Kenolio Estates

682 Malimali St Kenolio Lot #46, Kihei

4 Beds 3 Baths 2,140 SqFt Residential MLS® # 410235

Days on Market: 63

Island Sotheby's International Realty(L) Cell: 808-281-4024

In Escrow
Listing Image for 325 Kiele St 1 of 50 Listing Image for 325 Kiele St 2 of 50 Listing Image for 325 Kiele St 3 of 50 Listing Image for 325 Kiele St 4 of 50 Listing Image for 325 Kiele St 5 of 50 Listing Image for 325 Kiele St 6 of 50 Listing Image for 325 Kiele St 7 of 50 Listing Image for 325 Kiele St 8 of 50 Listing Image for 325 Kiele St 9 of 50 Listing Image for 325 Kiele St 10 of 50 Listing Image for 325 Kiele St 11 of 50 Listing Image for 325 Kiele St 12 of 50 Listing Image for 325 Kiele St 13 of 50 Listing Image for 325 Kiele St 14 of 50 Listing Image for 325 Kiele St 15 of 50 Listing Image for 325 Kiele St 16 of 50 Listing Image for 325 Kiele St 17 of 50 Listing Image for 325 Kiele St 18 of 50 Listing Image for 325 Kiele St 19 of 50 Listing Image for 325 Kiele St 20 of 50 Listing Image for 325 Kiele St 21 of 50 Listing Image for 325 Kiele St 22 of 50 Listing Image for 325 Kiele St 23 of 50 Listing Image for 325 Kiele St 24 of 50 Listing Image for 325 Kiele St 25 of 50 Listing Image for 325 Kiele St 26 of 50 Listing Image for 325 Kiele St 27 of 50 Listing Image for 325 Kiele St 28 of 50 Listing Image for 325 Kiele St 29 of 50 Listing Image for 325 Kiele St 30 of 50 Listing Image for 325 Kiele St 31 of 50 Listing Image for 325 Kiele St 32 of 50 Listing Image for 325 Kiele St 33 of 50 Listing Image for 325 Kiele St 34 of 50 Listing Image for 325 Kiele St 35 of 50 Listing Image for 325 Kiele St 36 of 50 Listing Image for 325 Kiele St 37 of 50 Listing Image for 325 Kiele St 38 of 50 Listing Image for 325 Kiele St 39 of 50 Listing Image for 325 Kiele St 40 of 50 Listing Image for 325 Kiele St 41 of 50 Listing Image for 325 Kiele St 42 of 50 Listing Image for 325 Kiele St 43 of 50 Listing Image for 325 Kiele St 44 of 50 Listing Image for 325 Kiele St 45 of 50 Listing Image for 325 Kiele St 46 of 50 Listing Image for 325 Kiele St 47 of 50 Listing Image for 325 Kiele St 48 of 50 Listing Image for 325 Kiele St 49 of 50 Listing Image for 325 Kiele St 50 of 50

$1,100,000

Wailuku

325 Kiele St, Wailuku

2 Beds 1.5 Baths 1,379 SqFt Residential MLS® # 410233

Days on Market: 63

REMAX Hawaii Maui

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: 05/04/2026
Listing Image for 219 Hoohale Pl 1 of 42 Listing Image for 219 Hoohale Pl 2 of 42 Listing Image for 219 Hoohale Pl 3 of 42 Listing Image for 219 Hoohale Pl 4 of 42 Listing Image for 219 Hoohale Pl 5 of 42 Listing Image for 219 Hoohale Pl 6 of 42 Listing Image for 219 Hoohale Pl 7 of 42 Listing Image for 219 Hoohale Pl 8 of 42 Listing Image for 219 Hoohale Pl 9 of 42 Listing Image for 219 Hoohale Pl 10 of 42 Listing Image for 219 Hoohale Pl 11 of 42 Listing Image for 219 Hoohale Pl 12 of 42 Listing Image for 219 Hoohale Pl 13 of 42 Listing Image for 219 Hoohale Pl 14 of 42 Listing Image for 219 Hoohale Pl 15 of 42 Listing Image for 219 Hoohale Pl 16 of 42 Listing Image for 219 Hoohale Pl 17 of 42 Listing Image for 219 Hoohale Pl 18 of 42 Listing Image for 219 Hoohale Pl 19 of 42 Listing Image for 219 Hoohale Pl 20 of 42 Listing Image for 219 Hoohale Pl 21 of 42 Listing Image for 219 Hoohale Pl 22 of 42 Listing Image for 219 Hoohale Pl 23 of 42 Listing Image for 219 Hoohale Pl 24 of 42 Listing Image for 219 Hoohale Pl 25 of 42 Listing Image for 219 Hoohale Pl 26 of 42 Listing Image for 219 Hoohale Pl 27 of 42 Listing Image for 219 Hoohale Pl 28 of 42 Listing Image for 219 Hoohale Pl 29 of 42 Listing Image for 219 Hoohale Pl 30 of 42 Listing Image for 219 Hoohale Pl 31 of 42 Listing Image for 219 Hoohale Pl 32 of 42 Listing Image for 219 Hoohale Pl 33 of 42 Listing Image for 219 Hoohale Pl 34 of 42 Listing Image for 219 Hoohale Pl 35 of 42 Listing Image for 219 Hoohale Pl 36 of 42 Listing Image for 219 Hoohale Pl 37 of 42 Listing Image for 219 Hoohale Pl 38 of 42 Listing Image for 219 Hoohale Pl 39 of 42 Listing Image for 219 Hoohale Pl 40 of 42 Listing Image for 219 Hoohale Pl 41 of 42 Listing Image for 219 Hoohale Pl 42 of 42

$1,200,000

Kilohana

219 Hoohale Pl, Kihei

3 Beds 2 Baths 1,241 SqFt Residential MLS® # 408990 Date Sold: May 4, 2026
Sold
Closed: 04/27/2026
Listing Image for 130 Kuhuoi St 1 of 50 Listing Image for 130 Kuhuoi St 2 of 50 Listing Image for 130 Kuhuoi St 3 of 50 Listing Image for 130 Kuhuoi St 4 of 50 Listing Image for 130 Kuhuoi St 5 of 50 Listing Image for 130 Kuhuoi St 6 of 50 Listing Image for 130 Kuhuoi St 7 of 50 Listing Image for 130 Kuhuoi St 8 of 50 Listing Image for 130 Kuhuoi St 9 of 50 Listing Image for 130 Kuhuoi St 10 of 50 Listing Image for 130 Kuhuoi St 11 of 50 Listing Image for 130 Kuhuoi St 12 of 50 Listing Image for 130 Kuhuoi St 13 of 50 Listing Image for 130 Kuhuoi St 14 of 50 Listing Image for 130 Kuhuoi St 15 of 50 Listing Image for 130 Kuhuoi St 16 of 50 Listing Image for 130 Kuhuoi St 17 of 50 Listing Image for 130 Kuhuoi St 18 of 50 Listing Image for 130 Kuhuoi St 19 of 50 Listing Image for 130 Kuhuoi St 20 of 50 Listing Image for 130 Kuhuoi St 21 of 50 Listing Image for 130 Kuhuoi St 22 of 50 Listing Image for 130 Kuhuoi St 23 of 50 Listing Image for 130 Kuhuoi St 24 of 50 Listing Image for 130 Kuhuoi St 25 of 50 Listing Image for 130 Kuhuoi St 26 of 50 Listing Image for 130 Kuhuoi St 27 of 50 Listing Image for 130 Kuhuoi St 28 of 50 Listing Image for 130 Kuhuoi St 29 of 50 Listing Image for 130 Kuhuoi St 30 of 50 Listing Image for 130 Kuhuoi St 31 of 50 Listing Image for 130 Kuhuoi St 32 of 50 Listing Image for 130 Kuhuoi St 33 of 50 Listing Image for 130 Kuhuoi St 34 of 50 Listing Image for 130 Kuhuoi St 35 of 50 Listing Image for 130 Kuhuoi St 36 of 50 Listing Image for 130 Kuhuoi St 37 of 50 Listing Image for 130 Kuhuoi St 38 of 50 Listing Image for 130 Kuhuoi St 39 of 50 Listing Image for 130 Kuhuoi St 40 of 50 Listing Image for 130 Kuhuoi St 41 of 50 Listing Image for 130 Kuhuoi St 42 of 50 Listing Image for 130 Kuhuoi St 43 of 50 Listing Image for 130 Kuhuoi St 44 of 50 Listing Image for 130 Kuhuoi St 45 of 50 Listing Image for 130 Kuhuoi St 46 of 50 Listing Image for 130 Kuhuoi St 47 of 50 Listing Image for 130 Kuhuoi St 48 of 50 Listing Image for 130 Kuhuoi St 49 of 50 Listing Image for 130 Kuhuoi St 50 of 50

$975,000

Kahului

130 Kuhuoi St, Kahului

3 Beds 2 Baths 856 SqFt Residential MLS® # 408987 Date Sold: April 27, 2026
Sold
Closed: 06/30/2026
Listing Image for 557 Maalo St 1 of 39 Listing Image for 557 Maalo St 2 of 39 Listing Image for 557 Maalo St 3 of 39 Listing Image for 557 Maalo St 4 of 39 Listing Image for 557 Maalo St 5 of 39 Listing Image for 557 Maalo St 6 of 39 Listing Image for 557 Maalo St 7 of 39 Listing Image for 557 Maalo St 8 of 39 Listing Image for 557 Maalo St 9 of 39 Listing Image for 557 Maalo St 10 of 39 Listing Image for 557 Maalo St 11 of 39 Listing Image for 557 Maalo St 12 of 39 Listing Image for 557 Maalo St 13 of 39 Listing Image for 557 Maalo St 14 of 39 Listing Image for 557 Maalo St 15 of 39 Listing Image for 557 Maalo St 16 of 39 Listing Image for 557 Maalo St 17 of 39 Listing Image for 557 Maalo St 18 of 39 Listing Image for 557 Maalo St 19 of 39 Listing Image for 557 Maalo St 20 of 39 Listing Image for 557 Maalo St 21 of 39 Listing Image for 557 Maalo St 22 of 39 Listing Image for 557 Maalo St 23 of 39 Listing Image for 557 Maalo St 24 of 39 Listing Image for 557 Maalo St 25 of 39 Listing Image for 557 Maalo St 26 of 39 Listing Image for 557 Maalo St 27 of 39 Listing Image for 557 Maalo St 28 of 39 Listing Image for 557 Maalo St 29 of 39 Listing Image for 557 Maalo St 30 of 39 Listing Image for 557 Maalo St 31 of 39 Listing Image for 557 Maalo St 32 of 39 Listing Image for 557 Maalo St 33 of 39 Listing Image for 557 Maalo St 34 of 39 Listing Image for 557 Maalo St 35 of 39 Listing Image for 557 Maalo St 36 of 39 Listing Image for 557 Maalo St 37 of 39 Listing Image for 557 Maalo St 38 of 39 Listing Image for 557 Maalo St 39 of 39

$800,000

Kahului

557 Maalo St, Kahului

3 Beds 1 Bath 680 SqFt Residential MLS® # 408981 Date Sold: June 30, 2026
Sold
Closed: 08/25/2026
Listing Image for 70 Hauoli St 220 1 of 50 Listing Image for 70 Hauoli St 220 2 of 50 Listing Image for 70 Hauoli St 220 3 of 50 Listing Image for 70 Hauoli St 220 4 of 50 Listing Image for 70 Hauoli St 220 5 of 50 Listing Image for 70 Hauoli St 220 6 of 50 Listing Image for 70 Hauoli St 220 7 of 50 Listing Image for 70 Hauoli St 220 8 of 50 Listing Image for 70 Hauoli St 220 9 of 50 Listing Image for 70 Hauoli St 220 10 of 50 Listing Image for 70 Hauoli St 220 11 of 50 Listing Image for 70 Hauoli St 220 12 of 50 Listing Image for 70 Hauoli St 220 13 of 50 Listing Image for 70 Hauoli St 220 14 of 50 Listing Image for 70 Hauoli St 220 15 of 50 Listing Image for 70 Hauoli St 220 16 of 50 Listing Image for 70 Hauoli St 220 17 of 50 Listing Image for 70 Hauoli St 220 18 of 50 Listing Image for 70 Hauoli St 220 19 of 50 Listing Image for 70 Hauoli St 220 20 of 50 Listing Image for 70 Hauoli St 220 21 of 50 Listing Image for 70 Hauoli St 220 22 of 50 Listing Image for 70 Hauoli St 220 23 of 50 Listing Image for 70 Hauoli St 220 24 of 50 Listing Image for 70 Hauoli St 220 25 of 50 Listing Image for 70 Hauoli St 220 26 of 50 Listing Image for 70 Hauoli St 220 27 of 50 Listing Image for 70 Hauoli St 220 28 of 50 Listing Image for 70 Hauoli St 220 29 of 50 Listing Image for 70 Hauoli St 220 30 of 50 Listing Image for 70 Hauoli St 220 31 of 50 Listing Image for 70 Hauoli St 220 32 of 50 Listing Image for 70 Hauoli St 220 33 of 50 Listing Image for 70 Hauoli St 220 34 of 50 Listing Image for 70 Hauoli St 220 35 of 50 Listing Image for 70 Hauoli St 220 36 of 50 Listing Image for 70 Hauoli St 220 37 of 50 Listing Image for 70 Hauoli St 220 38 of 50 Listing Image for 70 Hauoli St 220 39 of 50 Listing Image for 70 Hauoli St 220 40 of 50 Listing Image for 70 Hauoli St 220 41 of 50 Listing Image for 70 Hauoli St 220 42 of 50 Listing Image for 70 Hauoli St 220 43 of 50 Listing Image for 70 Hauoli St 220 44 of 50 Listing Image for 70 Hauoli St 220 45 of 50 Listing Image for 70 Hauoli St 220 46 of 50 Listing Image for 70 Hauoli St 220 47 of 50 Listing Image for 70 Hauoli St 220 48 of 50 Listing Image for 70 Hauoli St 220 49 of 50 Listing Image for 70 Hauoli St 220 50 of 50

$920,000

↓ $229,000

Maalaea Kai 220

70 Hauoli St 220, Maalaea

2 Beds 2 Baths 878 SqFt Residential MLS® # 408972 Date Sold: August 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.

Read the Guide
Sold
Closed: 05/08/2026
Listing Image for 121 S. Lehua St 1 of 5 Listing Image for 121 S. Lehua St 2 of 5 Listing Image for 121 S. Lehua St 3 of 5 Listing Image for 121 S. Lehua St 4 of 5 Listing Image for 121 S. Lehua St 5 of 5

$1,000,000

Kahului

121 S. Lehua St, Kahului

3 Beds 1 Bath 1,265 SqFt Residential MLS® # 408971 Date Sold: May 8, 2026
Sold
Closed: 08/28/2026
Listing Image for 19 Kuaiwa Way 23-b 1 of 39 Listing Image for 19 Kuaiwa Way 23-b 2 of 39 Listing Image for 19 Kuaiwa Way 23-b 3 of 39 Listing Image for 19 Kuaiwa Way 23-b 4 of 39 Listing Image for 19 Kuaiwa Way 23-b 5 of 39 Listing Image for 19 Kuaiwa Way 23-b 6 of 39 Listing Image for 19 Kuaiwa Way 23-b 7 of 39 Listing Image for 19 Kuaiwa Way 23-b 8 of 39 Listing Image for 19 Kuaiwa Way 23-b 9 of 39 Listing Image for 19 Kuaiwa Way 23-b 10 of 39 Listing Image for 19 Kuaiwa Way 23-b 11 of 39 Listing Image for 19 Kuaiwa Way 23-b 12 of 39 Listing Image for 19 Kuaiwa Way 23-b 13 of 39 Listing Image for 19 Kuaiwa Way 23-b 14 of 39 Listing Image for 19 Kuaiwa Way 23-b 15 of 39 Listing Image for 19 Kuaiwa Way 23-b 16 of 39 Listing Image for 19 Kuaiwa Way 23-b 17 of 39 Listing Image for 19 Kuaiwa Way 23-b 18 of 39 Listing Image for 19 Kuaiwa Way 23-b 19 of 39 Listing Image for 19 Kuaiwa Way 23-b 20 of 39 Listing Image for 19 Kuaiwa Way 23-b 21 of 39 Listing Image for 19 Kuaiwa Way 23-b 22 of 39 Listing Image for 19 Kuaiwa Way 23-b 23 of 39 Listing Image for 19 Kuaiwa Way 23-b 24 of 39 Listing Image for 19 Kuaiwa Way 23-b 25 of 39 Listing Image for 19 Kuaiwa Way 23-b 26 of 39 Listing Image for 19 Kuaiwa Way 23-b 27 of 39 Listing Image for 19 Kuaiwa Way 23-b 28 of 39 Listing Image for 19 Kuaiwa Way 23-b 29 of 39 Listing Image for 19 Kuaiwa Way 23-b 30 of 39 Listing Image for 19 Kuaiwa Way 23-b 31 of 39 Listing Image for 19 Kuaiwa Way 23-b 32 of 39 Listing Image for 19 Kuaiwa Way 23-b 33 of 39 Listing Image for 19 Kuaiwa Way 23-b 34 of 39 Listing Image for 19 Kuaiwa Way 23-b 35 of 39 Listing Image for 19 Kuaiwa Way 23-b 36 of 39 Listing Image for 19 Kuaiwa Way 23-b 37 of 39 Listing Image for 19 Kuaiwa Way 23-b 38 of 39 Listing Image for 19 Kuaiwa Way 23-b 39 of 39

$750,000

Iliahi at Kehalani 23-B

19 Kuaiwa Way 23-b, Wailuku

3 Beds 2.5 Baths 1,258 SqFt Residential MLS® # 408962 Date Sold: August 28, 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.

Provide a valid email address.
Newsletter consent

Posted by Evan Harlow R(S) on

Enjoy this blog post? Click here to subscribe for updates

Tags

Email Send a link to post via Email

Leave A Comment

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