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:
In Escrow
Listing Image for 85 Hale Alii Pl 1 of 43 Listing Image for 85 Hale Alii Pl 2 of 43 Listing Image for 85 Hale Alii Pl 3 of 43 Listing Image for 85 Hale Alii Pl 4 of 43 Listing Image for 85 Hale Alii Pl 5 of 43 Listing Image for 85 Hale Alii Pl 6 of 43 Listing Image for 85 Hale Alii Pl 7 of 43 Listing Image for 85 Hale Alii Pl 8 of 43 Listing Image for 85 Hale Alii Pl 9 of 43 Listing Image for 85 Hale Alii Pl 10 of 43 Listing Image for 85 Hale Alii Pl 11 of 43 Listing Image for 85 Hale Alii Pl 12 of 43 Listing Image for 85 Hale Alii Pl 13 of 43 Listing Image for 85 Hale Alii Pl 14 of 43 Listing Image for 85 Hale Alii Pl 15 of 43 Listing Image for 85 Hale Alii Pl 16 of 43 Listing Image for 85 Hale Alii Pl 17 of 43 Listing Image for 85 Hale Alii Pl 18 of 43 Listing Image for 85 Hale Alii Pl 19 of 43 Listing Image for 85 Hale Alii Pl 20 of 43 Listing Image for 85 Hale Alii Pl 21 of 43 Listing Image for 85 Hale Alii Pl 22 of 43 Listing Image for 85 Hale Alii Pl 23 of 43 Listing Image for 85 Hale Alii Pl 24 of 43 Listing Image for 85 Hale Alii Pl 25 of 43 Listing Image for 85 Hale Alii Pl 26 of 43 Listing Image for 85 Hale Alii Pl 27 of 43 Listing Image for 85 Hale Alii Pl 28 of 43 Listing Image for 85 Hale Alii Pl 29 of 43 Listing Image for 85 Hale Alii Pl 30 of 43 Listing Image for 85 Hale Alii Pl 31 of 43 Listing Image for 85 Hale Alii Pl 32 of 43 Listing Image for 85 Hale Alii Pl 33 of 43 Listing Image for 85 Hale Alii Pl 34 of 43 Listing Image for 85 Hale Alii Pl 35 of 43 Listing Image for 85 Hale Alii Pl 36 of 43 Listing Image for 85 Hale Alii Pl 37 of 43 Listing Image for 85 Hale Alii Pl 38 of 43 Listing Image for 85 Hale Alii Pl 39 of 43 Listing Image for 85 Hale Alii Pl 40 of 43 Listing Image for 85 Hale Alii Pl 41 of 43 Listing Image for 85 Hale Alii Pl 42 of 43 Listing Image for 85 Hale Alii Pl 43 of 43

$2,850,000

Wailea Fairway Estates

85 Hale Alii Pl, Wailea/Makena

4 Beds 4 Baths 3,204 SqFt Residential MLS® # 410641

Days on Market: 18

Island Sotheby's International Realty(W) Cell: 808-283-7965

Listing Image for 173 Huahua Pl 1 of 29 Listing Image for 173 Huahua Pl 2 of 29 Listing Image for 173 Huahua Pl 3 of 29 Listing Image for 173 Huahua Pl 4 of 29 Listing Image for 173 Huahua Pl 5 of 29 Listing Image for 173 Huahua Pl 6 of 29 Listing Image for 173 Huahua Pl 7 of 29 Listing Image for 173 Huahua Pl 8 of 29 Listing Image for 173 Huahua Pl 9 of 29 Listing Image for 173 Huahua Pl 10 of 29 Listing Image for 173 Huahua Pl 11 of 29 Listing Image for 173 Huahua Pl 12 of 29 Listing Image for 173 Huahua Pl 13 of 29 Listing Image for 173 Huahua Pl 14 of 29 Listing Image for 173 Huahua Pl 15 of 29 Listing Image for 173 Huahua Pl 16 of 29 Listing Image for 173 Huahua Pl 17 of 29 Listing Image for 173 Huahua Pl 18 of 29 Listing Image for 173 Huahua Pl 19 of 29 Listing Image for 173 Huahua Pl 20 of 29 Listing Image for 173 Huahua Pl 21 of 29 Listing Image for 173 Huahua Pl 22 of 29 Listing Image for 173 Huahua Pl 23 of 29 Listing Image for 173 Huahua Pl 24 of 29 Listing Image for 173 Huahua Pl 25 of 29 Listing Image for 173 Huahua Pl 26 of 29 Listing Image for 173 Huahua Pl 27 of 29 Listing Image for 173 Huahua Pl 28 of 29 Listing Image for 173 Huahua Pl 29 of 29

$4,500,000

Kula I'o

173 Huahua Pl, Kula/Ulupalakua/Kanaio

5 Beds 5 Baths 3,593 SqFt Residential MLS® # 410637

Days on Market: 17

Big Wave Realty LLC

Listing Image for 465 & 467 Hana Hwy 1 of 50 Listing Image for 465 & 467 Hana Hwy 2 of 50 Listing Image for 465 & 467 Hana Hwy 3 of 50 Listing Image for 465 & 467 Hana Hwy 4 of 50 Listing Image for 465 & 467 Hana Hwy 5 of 50 Listing Image for 465 & 467 Hana Hwy 6 of 50 Listing Image for 465 & 467 Hana Hwy 7 of 50 Listing Image for 465 & 467 Hana Hwy 8 of 50 Listing Image for 465 & 467 Hana Hwy 9 of 50 Listing Image for 465 & 467 Hana Hwy 10 of 50 Listing Image for 465 & 467 Hana Hwy 11 of 50 Listing Image for 465 & 467 Hana Hwy 12 of 50 Listing Image for 465 & 467 Hana Hwy 13 of 50 Listing Image for 465 & 467 Hana Hwy 14 of 50 Listing Image for 465 & 467 Hana Hwy 15 of 50 Listing Image for 465 & 467 Hana Hwy 16 of 50 Listing Image for 465 & 467 Hana Hwy 17 of 50 Listing Image for 465 & 467 Hana Hwy 18 of 50 Listing Image for 465 & 467 Hana Hwy 19 of 50 Listing Image for 465 & 467 Hana Hwy 20 of 50 Listing Image for 465 & 467 Hana Hwy 21 of 50 Listing Image for 465 & 467 Hana Hwy 22 of 50 Listing Image for 465 & 467 Hana Hwy 23 of 50 Listing Image for 465 & 467 Hana Hwy 24 of 50 Listing Image for 465 & 467 Hana Hwy 25 of 50 Listing Image for 465 & 467 Hana Hwy 26 of 50 Listing Image for 465 & 467 Hana Hwy 27 of 50 Listing Image for 465 & 467 Hana Hwy 28 of 50 Listing Image for 465 & 467 Hana Hwy 29 of 50 Listing Image for 465 & 467 Hana Hwy 30 of 50 Listing Image for 465 & 467 Hana Hwy 31 of 50 Listing Image for 465 & 467 Hana Hwy 32 of 50 Listing Image for 465 & 467 Hana Hwy 33 of 50 Listing Image for 465 & 467 Hana Hwy 34 of 50 Listing Image for 465 & 467 Hana Hwy 35 of 50 Listing Image for 465 & 467 Hana Hwy 36 of 50 Listing Image for 465 & 467 Hana Hwy 37 of 50 Listing Image for 465 & 467 Hana Hwy 38 of 50 Listing Image for 465 & 467 Hana Hwy 39 of 50 Listing Image for 465 & 467 Hana Hwy 40 of 50 Listing Image for 465 & 467 Hana Hwy 41 of 50 Listing Image for 465 & 467 Hana Hwy 42 of 50 Listing Image for 465 & 467 Hana Hwy 43 of 50 Listing Image for 465 & 467 Hana Hwy 44 of 50 Listing Image for 465 & 467 Hana Hwy 45 of 50 Listing Image for 465 & 467 Hana Hwy 46 of 50 Listing Image for 465 & 467 Hana Hwy 47 of 50 Listing Image for 465 & 467 Hana Hwy 48 of 50 Listing Image for 465 & 467 Hana Hwy 49 of 50 Listing Image for 465 & 467 Hana Hwy 50 of 50

$4,995,000

Spreckelsville/Paia/Kuau

465 & 467 Hana Hwy, Spreckelsville/Paia/Kuau

3 Beds 2 Baths 2,072 SqFt Residential MLS® # 410634

Days on Market: 17

Maui Real Estate Advisors LLC 808-875-4444

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

$2,700,000

Kulamanu

50 Kaalele Pl, Kula/Ulupalakua/Kanaio

4 Beds 3 Baths 3,300 SqFt Residential MLS® # 410633

Days on Market: 17

Island Sotheby's International Realty(M) Cell: 808-283-3131

Listing Image for 742 Kekona Pl 1 of 50 Listing Image for 742 Kekona Pl 2 of 50 Listing Image for 742 Kekona Pl 3 of 50 Listing Image for 742 Kekona Pl 4 of 50 Listing Image for 742 Kekona Pl 5 of 50 Listing Image for 742 Kekona Pl 6 of 50 Listing Image for 742 Kekona Pl 7 of 50 Listing Image for 742 Kekona Pl 8 of 50 Listing Image for 742 Kekona Pl 9 of 50 Listing Image for 742 Kekona Pl 10 of 50 Listing Image for 742 Kekona Pl 11 of 50 Listing Image for 742 Kekona Pl 12 of 50 Listing Image for 742 Kekona Pl 13 of 50 Listing Image for 742 Kekona Pl 14 of 50 Listing Image for 742 Kekona Pl 15 of 50 Listing Image for 742 Kekona Pl 16 of 50 Listing Image for 742 Kekona Pl 17 of 50 Listing Image for 742 Kekona Pl 18 of 50 Listing Image for 742 Kekona Pl 19 of 50 Listing Image for 742 Kekona Pl 20 of 50 Listing Image for 742 Kekona Pl 21 of 50 Listing Image for 742 Kekona Pl 22 of 50 Listing Image for 742 Kekona Pl 23 of 50 Listing Image for 742 Kekona Pl 24 of 50 Listing Image for 742 Kekona Pl 25 of 50 Listing Image for 742 Kekona Pl 26 of 50 Listing Image for 742 Kekona Pl 27 of 50 Listing Image for 742 Kekona Pl 28 of 50 Listing Image for 742 Kekona Pl 29 of 50 Listing Image for 742 Kekona Pl 30 of 50 Listing Image for 742 Kekona Pl 31 of 50 Listing Image for 742 Kekona Pl 32 of 50 Listing Image for 742 Kekona Pl 33 of 50 Listing Image for 742 Kekona Pl 34 of 50 Listing Image for 742 Kekona Pl 35 of 50 Listing Image for 742 Kekona Pl 36 of 50 Listing Image for 742 Kekona Pl 37 of 50 Listing Image for 742 Kekona Pl 38 of 50 Listing Image for 742 Kekona Pl 39 of 50 Listing Image for 742 Kekona Pl 40 of 50 Listing Image for 742 Kekona Pl 41 of 50 Listing Image for 742 Kekona Pl 42 of 50 Listing Image for 742 Kekona Pl 43 of 50 Listing Image for 742 Kekona Pl 44 of 50 Listing Image for 742 Kekona Pl 45 of 50 Listing Image for 742 Kekona Pl 46 of 50 Listing Image for 742 Kekona Pl 47 of 50 Listing Image for 742 Kekona Pl 48 of 50 Listing Image for 742 Kekona Pl 49 of 50 Listing Image for 742 Kekona Pl 50 of 50

$1,100,000

Makawao/Olinda/Haliimaile

742 Kekona Pl, Makawao/Olinda/Haliimaile

3 Beds 2 Baths 1,030 SqFt Residential MLS® # 410627

Days on Market: 17

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

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

$1,495,000

Napili/Kahana/Honokowai

17 Hui F Rd, Napili/Kahana/Honokowai

2 Beds 1 Bath 616 SqFt Residential MLS® # 410625

Days on Market: 18

Coldwell Banker Island Prop(S) Cell: 808-866-2334

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: 07/28/2026
Listing Image for 828 Mahealani St 1 of 50 Listing Image for 828 Mahealani St 2 of 50 Listing Image for 828 Mahealani St 3 of 50 Listing Image for 828 Mahealani St 4 of 50 Listing Image for 828 Mahealani St 5 of 50 Listing Image for 828 Mahealani St 6 of 50 Listing Image for 828 Mahealani St 7 of 50 Listing Image for 828 Mahealani St 8 of 50 Listing Image for 828 Mahealani St 9 of 50 Listing Image for 828 Mahealani St 10 of 50 Listing Image for 828 Mahealani St 11 of 50 Listing Image for 828 Mahealani St 12 of 50 Listing Image for 828 Mahealani St 13 of 50 Listing Image for 828 Mahealani St 14 of 50 Listing Image for 828 Mahealani St 15 of 50 Listing Image for 828 Mahealani St 16 of 50 Listing Image for 828 Mahealani St 17 of 50 Listing Image for 828 Mahealani St 18 of 50 Listing Image for 828 Mahealani St 19 of 50 Listing Image for 828 Mahealani St 20 of 50 Listing Image for 828 Mahealani St 21 of 50 Listing Image for 828 Mahealani St 22 of 50 Listing Image for 828 Mahealani St 23 of 50 Listing Image for 828 Mahealani St 24 of 50 Listing Image for 828 Mahealani St 25 of 50 Listing Image for 828 Mahealani St 26 of 50 Listing Image for 828 Mahealani St 27 of 50 Listing Image for 828 Mahealani St 28 of 50 Listing Image for 828 Mahealani St 29 of 50 Listing Image for 828 Mahealani St 30 of 50 Listing Image for 828 Mahealani St 31 of 50 Listing Image for 828 Mahealani St 32 of 50 Listing Image for 828 Mahealani St 33 of 50 Listing Image for 828 Mahealani St 34 of 50 Listing Image for 828 Mahealani St 35 of 50 Listing Image for 828 Mahealani St 36 of 50 Listing Image for 828 Mahealani St 37 of 50 Listing Image for 828 Mahealani St 38 of 50 Listing Image for 828 Mahealani St 39 of 50 Listing Image for 828 Mahealani St 40 of 50 Listing Image for 828 Mahealani St 41 of 50 Listing Image for 828 Mahealani St 42 of 50 Listing Image for 828 Mahealani St 43 of 50 Listing Image for 828 Mahealani St 44 of 50 Listing Image for 828 Mahealani St 45 of 50 Listing Image for 828 Mahealani St 46 of 50 Listing Image for 828 Mahealani St 47 of 50 Listing Image for 828 Mahealani St 48 of 50 Listing Image for 828 Mahealani St 49 of 50 Listing Image for 828 Mahealani St 50 of 50

$1,335,000

Piilani Villages Phase I

828 Mahealani St, Kihei

3 Beds 2 Baths 1,610 SqFt Residential MLS® # 409937 Date Sold: July 28, 2026
Sold
Closed: 08/07/2026
Listing Image for 2003 Kahekili Hwy 1 of 13 Listing Image for 2003 Kahekili Hwy 2 of 13 Listing Image for 2003 Kahekili Hwy 3 of 13 Listing Image for 2003 Kahekili Hwy 4 of 13 Listing Image for 2003 Kahekili Hwy 5 of 13 Listing Image for 2003 Kahekili Hwy 6 of 13 Listing Image for 2003 Kahekili Hwy 7 of 13 Listing Image for 2003 Kahekili Hwy 8 of 13 Listing Image for 2003 Kahekili Hwy 9 of 13 Listing Image for 2003 Kahekili Hwy 10 of 13 Listing Image for 2003 Kahekili Hwy 11 of 13 Listing Image for 2003 Kahekili Hwy 12 of 13 Listing Image for 2003 Kahekili Hwy 13 of 13

$1,200,000

Wailuku

2003 Kahekili Hwy, Wailuku

7 Beds 4 Baths 2,038 SqFt Residential MLS® # 409932 Date Sold: August 7, 2026
Sold
Closed: 06/12/2026
45 Hokupa St 24, Makawao/Olinda/Haliimaile

$1,645,000

Hokuula

45 Hokupa St 24, Makawao/Olinda/Haliimaile

4 Beds 2.5 Baths 2,280 SqFt Residential MLS® # 409930 Date Sold: June 12, 2026
Sold
Closed: 06/12/2026
Listing Image for 734 Wailupe Dr 1 of 2 Listing Image for 734 Wailupe Dr 2 of 2

$820,000

Waiehu Heights

734 Wailupe Dr, Wailuku

3 Beds 3 Baths 1,484 SqFt Residential MLS® # 409928 Date Sold: June 12, 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: 07/15/2026
Listing Image for 2191 S Kihei Rd 1405 1 of 42 Listing Image for 2191 S Kihei Rd 1405 2 of 42 Listing Image for 2191 S Kihei Rd 1405 3 of 42 Listing Image for 2191 S Kihei Rd 1405 4 of 42 Listing Image for 2191 S Kihei Rd 1405 5 of 42 Listing Image for 2191 S Kihei Rd 1405 6 of 42 Listing Image for 2191 S Kihei Rd 1405 7 of 42 Listing Image for 2191 S Kihei Rd 1405 8 of 42 Listing Image for 2191 S Kihei Rd 1405 9 of 42 Listing Image for 2191 S Kihei Rd 1405 10 of 42 Listing Image for 2191 S Kihei Rd 1405 11 of 42 Listing Image for 2191 S Kihei Rd 1405 12 of 42 Listing Image for 2191 S Kihei Rd 1405 13 of 42 Listing Image for 2191 S Kihei Rd 1405 14 of 42 Listing Image for 2191 S Kihei Rd 1405 15 of 42 Listing Image for 2191 S Kihei Rd 1405 16 of 42 Listing Image for 2191 S Kihei Rd 1405 17 of 42 Listing Image for 2191 S Kihei Rd 1405 18 of 42 Listing Image for 2191 S Kihei Rd 1405 19 of 42 Listing Image for 2191 S Kihei Rd 1405 20 of 42 Listing Image for 2191 S Kihei Rd 1405 21 of 42 Listing Image for 2191 S Kihei Rd 1405 22 of 42 Listing Image for 2191 S Kihei Rd 1405 23 of 42 Listing Image for 2191 S Kihei Rd 1405 24 of 42 Listing Image for 2191 S Kihei Rd 1405 25 of 42 Listing Image for 2191 S Kihei Rd 1405 26 of 42 Listing Image for 2191 S Kihei Rd 1405 27 of 42 Listing Image for 2191 S Kihei Rd 1405 28 of 42 Listing Image for 2191 S Kihei Rd 1405 29 of 42 Listing Image for 2191 S Kihei Rd 1405 30 of 42 Listing Image for 2191 S Kihei Rd 1405 31 of 42 Listing Image for 2191 S Kihei Rd 1405 32 of 42 Listing Image for 2191 S Kihei Rd 1405 33 of 42 Listing Image for 2191 S Kihei Rd 1405 34 of 42 Listing Image for 2191 S Kihei Rd 1405 35 of 42 Listing Image for 2191 S Kihei Rd 1405 36 of 42 Listing Image for 2191 S Kihei Rd 1405 37 of 42 Listing Image for 2191 S Kihei Rd 1405 38 of 42 Listing Image for 2191 S Kihei Rd 1405 39 of 42 Listing Image for 2191 S Kihei Rd 1405 40 of 42 Listing Image for 2191 S Kihei Rd 1405 41 of 42 Listing Image for 2191 S Kihei Rd 1405 42 of 42

$850,000

Maui Vista 1405

2191 S Kihei Rd 1405, Kihei

2 Beds 2 Baths 822 SqFt Residential MLS® # 409915 Date Sold: July 15, 2026
Sold
Closed: 07/27/2026
Listing Image for 3275 Kihapai Pl 1 of 17 Listing Image for 3275 Kihapai Pl 2 of 17 Listing Image for 3275 Kihapai Pl 3 of 17 Listing Image for 3275 Kihapai Pl 4 of 17 Listing Image for 3275 Kihapai Pl 5 of 17 Listing Image for 3275 Kihapai Pl 6 of 17 Listing Image for 3275 Kihapai Pl 7 of 17 Listing Image for 3275 Kihapai Pl 8 of 17 Listing Image for 3275 Kihapai Pl 9 of 17 Listing Image for 3275 Kihapai Pl 10 of 17 Listing Image for 3275 Kihapai Pl 11 of 17 Listing Image for 3275 Kihapai Pl 12 of 17 Listing Image for 3275 Kihapai Pl 13 of 17 Listing Image for 3275 Kihapai Pl 14 of 17 Listing Image for 3275 Kihapai Pl 15 of 17 Listing Image for 3275 Kihapai Pl 16 of 17 Listing Image for 3275 Kihapai Pl 17 of 17

$1,305,000

Pukalani

3275 Kihapai Pl, Pukalani

3 Beds 2 Baths 1,144 SqFt Residential MLS® # 409897 Date Sold: July 27, 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.