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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Listing Image for 68 Ka Dr 1 of 50 Listing Image for 68 Ka Dr 2 of 50 Listing Image for 68 Ka Dr 3 of 50 Listing Image for 68 Ka Dr 4 of 50 Listing Image for 68 Ka Dr 5 of 50 Listing Image for 68 Ka Dr 6 of 50 Listing Image for 68 Ka Dr 7 of 50 Listing Image for 68 Ka Dr 8 of 50 Listing Image for 68 Ka Dr 9 of 50 Listing Image for 68 Ka Dr 10 of 50 Listing Image for 68 Ka Dr 11 of 50 Listing Image for 68 Ka Dr 12 of 50 Listing Image for 68 Ka Dr 13 of 50 Listing Image for 68 Ka Dr 14 of 50 Listing Image for 68 Ka Dr 15 of 50 Listing Image for 68 Ka Dr 16 of 50 Listing Image for 68 Ka Dr 17 of 50 Listing Image for 68 Ka Dr 18 of 50 Listing Image for 68 Ka Dr 19 of 50 Listing Image for 68 Ka Dr 20 of 50 Listing Image for 68 Ka Dr 21 of 50 Listing Image for 68 Ka Dr 22 of 50 Listing Image for 68 Ka Dr 23 of 50 Listing Image for 68 Ka Dr 24 of 50 Listing Image for 68 Ka Dr 25 of 50 Listing Image for 68 Ka Dr 26 of 50 Listing Image for 68 Ka Dr 27 of 50 Listing Image for 68 Ka Dr 28 of 50 Listing Image for 68 Ka Dr 29 of 50 Listing Image for 68 Ka Dr 30 of 50 Listing Image for 68 Ka Dr 31 of 50 Listing Image for 68 Ka Dr 32 of 50 Listing Image for 68 Ka Dr 33 of 50 Listing Image for 68 Ka Dr 34 of 50 Listing Image for 68 Ka Dr 35 of 50 Listing Image for 68 Ka Dr 36 of 50 Listing Image for 68 Ka Dr 37 of 50 Listing Image for 68 Ka Dr 38 of 50 Listing Image for 68 Ka Dr 39 of 50 Listing Image for 68 Ka Dr 40 of 50 Listing Image for 68 Ka Dr 41 of 50 Listing Image for 68 Ka Dr 42 of 50 Listing Image for 68 Ka Dr 43 of 50 Listing Image for 68 Ka Dr 44 of 50 Listing Image for 68 Ka Dr 45 of 50 Listing Image for 68 Ka Dr 46 of 50 Listing Image for 68 Ka Dr 47 of 50 Listing Image for 68 Ka Dr 48 of 50 Listing Image for 68 Ka Dr 49 of 50 Listing Image for 68 Ka Dr 50 of 50

$2,235,000

↓ $115,000

Kula/Ulupalakua/Kanaio

68 Ka Dr, Kula/Ulupalakua/Kanaio

3 Beds 3 Baths 2,340 SqFt Residential MLS® # 410282

Days on Market: 60

Compass-W

In Escrow
Listing Image for 978 Lekeona Loop 1 of 40 Listing Image for 978 Lekeona Loop 2 of 40 Listing Image for 978 Lekeona Loop 3 of 40 Listing Image for 978 Lekeona Loop 4 of 40 Listing Image for 978 Lekeona Loop 5 of 40 Listing Image for 978 Lekeona Loop 6 of 40 Listing Image for 978 Lekeona Loop 7 of 40 Listing Image for 978 Lekeona Loop 8 of 40 Listing Image for 978 Lekeona Loop 9 of 40 Listing Image for 978 Lekeona Loop 10 of 40 Listing Image for 978 Lekeona Loop 11 of 40 Listing Image for 978 Lekeona Loop 12 of 40 Listing Image for 978 Lekeona Loop 13 of 40 Listing Image for 978 Lekeona Loop 14 of 40 Listing Image for 978 Lekeona Loop 15 of 40 Listing Image for 978 Lekeona Loop 16 of 40 Listing Image for 978 Lekeona Loop 17 of 40 Listing Image for 978 Lekeona Loop 18 of 40 Listing Image for 978 Lekeona Loop 19 of 40 Listing Image for 978 Lekeona Loop 20 of 40 Listing Image for 978 Lekeona Loop 21 of 40 Listing Image for 978 Lekeona Loop 22 of 40 Listing Image for 978 Lekeona Loop 23 of 40 Listing Image for 978 Lekeona Loop 24 of 40 Listing Image for 978 Lekeona Loop 25 of 40 Listing Image for 978 Lekeona Loop 26 of 40 Listing Image for 978 Lekeona Loop 27 of 40 Listing Image for 978 Lekeona Loop 28 of 40 Listing Image for 978 Lekeona Loop 29 of 40 Listing Image for 978 Lekeona Loop 30 of 40 Listing Image for 978 Lekeona Loop 31 of 40 Listing Image for 978 Lekeona Loop 32 of 40 Listing Image for 978 Lekeona Loop 33 of 40 Listing Image for 978 Lekeona Loop 34 of 40 Listing Image for 978 Lekeona Loop 35 of 40 Listing Image for 978 Lekeona Loop 36 of 40 Listing Image for 978 Lekeona Loop 37 of 40 Listing Image for 978 Lekeona Loop 38 of 40 Listing Image for 978 Lekeona Loop 39 of 40 Listing Image for 978 Lekeona Loop 40 of 40

$989,000

Waiehu Heights

978 Lekeona Loop, Wailuku

3 Beds 2.5 Baths 1,950 SqFt Residential MLS® # 410278

Days on Market: 60

Ihu Properties LLC

Listing Image for 34 Hune One Ln 12-202 1 of 46 Listing Image for 34 Hune One Ln 12-202 2 of 46 Listing Image for 34 Hune One Ln 12-202 3 of 46 Listing Image for 34 Hune One Ln 12-202 4 of 46 Listing Image for 34 Hune One Ln 12-202 5 of 46 Listing Image for 34 Hune One Ln 12-202 6 of 46 Listing Image for 34 Hune One Ln 12-202 7 of 46 Listing Image for 34 Hune One Ln 12-202 8 of 46 Listing Image for 34 Hune One Ln 12-202 9 of 46 Listing Image for 34 Hune One Ln 12-202 10 of 46 Listing Image for 34 Hune One Ln 12-202 11 of 46 Listing Image for 34 Hune One Ln 12-202 12 of 46 Listing Image for 34 Hune One Ln 12-202 13 of 46 Listing Image for 34 Hune One Ln 12-202 14 of 46 Listing Image for 34 Hune One Ln 12-202 15 of 46 Listing Image for 34 Hune One Ln 12-202 16 of 46 Listing Image for 34 Hune One Ln 12-202 17 of 46 Listing Image for 34 Hune One Ln 12-202 18 of 46 Listing Image for 34 Hune One Ln 12-202 19 of 46 Listing Image for 34 Hune One Ln 12-202 20 of 46 Listing Image for 34 Hune One Ln 12-202 21 of 46 Listing Image for 34 Hune One Ln 12-202 22 of 46 Listing Image for 34 Hune One Ln 12-202 23 of 46 Listing Image for 34 Hune One Ln 12-202 24 of 46 Listing Image for 34 Hune One Ln 12-202 25 of 46 Listing Image for 34 Hune One Ln 12-202 26 of 46 Listing Image for 34 Hune One Ln 12-202 27 of 46 Listing Image for 34 Hune One Ln 12-202 28 of 46 Listing Image for 34 Hune One Ln 12-202 29 of 46 Listing Image for 34 Hune One Ln 12-202 30 of 46 Listing Image for 34 Hune One Ln 12-202 31 of 46 Listing Image for 34 Hune One Ln 12-202 32 of 46 Listing Image for 34 Hune One Ln 12-202 33 of 46 Listing Image for 34 Hune One Ln 12-202 34 of 46 Listing Image for 34 Hune One Ln 12-202 35 of 46 Listing Image for 34 Hune One Ln 12-202 36 of 46 Listing Image for 34 Hune One Ln 12-202 37 of 46 Listing Image for 34 Hune One Ln 12-202 38 of 46 Listing Image for 34 Hune One Ln 12-202 39 of 46 Listing Image for 34 Hune One Ln 12-202 40 of 46 Listing Image for 34 Hune One Ln 12-202 41 of 46 Listing Image for 34 Hune One Ln 12-202 42 of 46 Listing Image for 34 Hune One Ln 12-202 43 of 46 Listing Image for 34 Hune One Ln 12-202 44 of 46 Listing Image for 34 Hune One Ln 12-202 45 of 46 Listing Image for 34 Hune One Ln 12-202 46 of 46

$1,029,000

↓ $20,000

Kai Ani Village 12-202

34 Hune One Ln 12-202, Kihei

3 Beds 2 Baths 1,306 SqFt Residential MLS® # 410270

Days on Market: 60

Coldwell Banker Island Prop-Ku Cell: 808-495-7750

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

$1,169,000

↓ $30,000

Plantation Village

40 Leie St, Makawao/Olinda/Haliimaile

4 Beds 2 Baths 1,695 SqFt Residential MLS® # 410269

Days on Market: 60

Keller Williams Realty Maui-Ka Cell: 808-268-3681

Listing Image for 156 Alaluana Rd 1 of 46 Listing Image for 156 Alaluana Rd 2 of 46 Listing Image for 156 Alaluana Rd 3 of 46 Listing Image for 156 Alaluana Rd 4 of 46 Listing Image for 156 Alaluana Rd 5 of 46 Listing Image for 156 Alaluana Rd 6 of 46 Listing Image for 156 Alaluana Rd 7 of 46 Listing Image for 156 Alaluana Rd 8 of 46 Listing Image for 156 Alaluana Rd 9 of 46 Listing Image for 156 Alaluana Rd 10 of 46 Listing Image for 156 Alaluana Rd 11 of 46 Listing Image for 156 Alaluana Rd 12 of 46 Listing Image for 156 Alaluana Rd 13 of 46 Listing Image for 156 Alaluana Rd 14 of 46 Listing Image for 156 Alaluana Rd 15 of 46 Listing Image for 156 Alaluana Rd 16 of 46 Listing Image for 156 Alaluana Rd 17 of 46 Listing Image for 156 Alaluana Rd 18 of 46 Listing Image for 156 Alaluana Rd 19 of 46 Listing Image for 156 Alaluana Rd 20 of 46 Listing Image for 156 Alaluana Rd 21 of 46 Listing Image for 156 Alaluana Rd 22 of 46 Listing Image for 156 Alaluana Rd 23 of 46 Listing Image for 156 Alaluana Rd 24 of 46 Listing Image for 156 Alaluana Rd 25 of 46 Listing Image for 156 Alaluana Rd 26 of 46 Listing Image for 156 Alaluana Rd 27 of 46 Listing Image for 156 Alaluana Rd 28 of 46 Listing Image for 156 Alaluana Rd 29 of 46 Listing Image for 156 Alaluana Rd 30 of 46 Listing Image for 156 Alaluana Rd 31 of 46 Listing Image for 156 Alaluana Rd 32 of 46 Listing Image for 156 Alaluana Rd 33 of 46 Listing Image for 156 Alaluana Rd 34 of 46 Listing Image for 156 Alaluana Rd 35 of 46 Listing Image for 156 Alaluana Rd 36 of 46 Listing Image for 156 Alaluana Rd 37 of 46 Listing Image for 156 Alaluana Rd 38 of 46 Listing Image for 156 Alaluana Rd 39 of 46 Listing Image for 156 Alaluana Rd 40 of 46 Listing Image for 156 Alaluana Rd 41 of 46 Listing Image for 156 Alaluana Rd 42 of 46 Listing Image for 156 Alaluana Rd 43 of 46 Listing Image for 156 Alaluana Rd 44 of 46 Listing Image for 156 Alaluana Rd 45 of 46 Listing Image for 156 Alaluana Rd 46 of 46

$1,650,000

Piiholo

156 Alaluana Rd, Makawao/Olinda/Haliimaile

2 Beds 2 Baths 1,831 SqFt Residential MLS® # 410267

Days on Market: 61

Coldwell Banker Island Prop(P) Cell: 808-205-2175

Short Term Rental
Listing Image for 5 Puakukui Pl 5-2 1 of 18 Listing Image for 5 Puakukui Pl 5-2 2 of 18 Listing Image for 5 Puakukui Pl 5-2 3 of 18 Listing Image for 5 Puakukui Pl 5-2 4 of 18 Listing Image for 5 Puakukui Pl 5-2 5 of 18 Listing Image for 5 Puakukui Pl 5-2 6 of 18 Listing Image for 5 Puakukui Pl 5-2 7 of 18 Listing Image for 5 Puakukui Pl 5-2 8 of 18 Listing Image for 5 Puakukui Pl 5-2 9 of 18 Listing Image for 5 Puakukui Pl 5-2 10 of 18 Listing Image for 5 Puakukui Pl 5-2 11 of 18 Listing Image for 5 Puakukui Pl 5-2 12 of 18 Listing Image for 5 Puakukui Pl 5-2 13 of 18 Listing Image for 5 Puakukui Pl 5-2 14 of 18 Listing Image for 5 Puakukui Pl 5-2 15 of 18 Listing Image for 5 Puakukui Pl 5-2 16 of 18 Listing Image for 5 Puakukui Pl 5-2 17 of 18 Listing Image for 5 Puakukui Pl 5-2 18 of 18

$1,234,567

Puamana 5-2

5 Puakukui Pl 5-2, Lahaina

2 Beds 2 Baths 1,801 SqFt Residential MLS® # 410264

Days on Market: 62

Keller Williams Realty Maui-L Cell: 808-283-1452

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: 03/16/2026
Listing Image for 50 Nohea Kai Dr 1-801 1 of 27 Listing Image for 50 Nohea Kai Dr 1-801 2 of 27 Listing Image for 50 Nohea Kai Dr 1-801 3 of 27 Listing Image for 50 Nohea Kai Dr 1-801 4 of 27 Listing Image for 50 Nohea Kai Dr 1-801 5 of 27 Listing Image for 50 Nohea Kai Dr 1-801 6 of 27 Listing Image for 50 Nohea Kai Dr 1-801 7 of 27 Listing Image for 50 Nohea Kai Dr 1-801 8 of 27 Listing Image for 50 Nohea Kai Dr 1-801 9 of 27 Listing Image for 50 Nohea Kai Dr 1-801 10 of 27 Listing Image for 50 Nohea Kai Dr 1-801 11 of 27 Listing Image for 50 Nohea Kai Dr 1-801 12 of 27 Listing Image for 50 Nohea Kai Dr 1-801 13 of 27 Listing Image for 50 Nohea Kai Dr 1-801 14 of 27 Listing Image for 50 Nohea Kai Dr 1-801 15 of 27 Listing Image for 50 Nohea Kai Dr 1-801 16 of 27 Listing Image for 50 Nohea Kai Dr 1-801 17 of 27 Listing Image for 50 Nohea Kai Dr 1-801 18 of 27 Listing Image for 50 Nohea Kai Dr 1-801 19 of 27 Listing Image for 50 Nohea Kai Dr 1-801 20 of 27 Listing Image for 50 Nohea Kai Dr 1-801 21 of 27 Listing Image for 50 Nohea Kai Dr 1-801 22 of 27 Listing Image for 50 Nohea Kai Dr 1-801 23 of 27 Listing Image for 50 Nohea Kai Dr 1-801 24 of 27 Listing Image for 50 Nohea Kai Dr 1-801 25 of 27 Listing Image for 50 Nohea Kai Dr 1-801 26 of 27 Listing Image for 50 Nohea Kai Dr 1-801 27 of 27

$2,180,000

Kaanapali Alii 1-801

50 Nohea Kai Dr 1-801, Kaanapali

1 Bed 2 Baths 1,441 SqFt Residential MLS® # 409051 Date Sold: March 16, 2026
Sold
Closed: 05/04/2026
Listing Image for 26 Kakawahie St 81 1 of 43 Listing Image for 26 Kakawahie St 81 2 of 43 Listing Image for 26 Kakawahie St 81 3 of 43 Listing Image for 26 Kakawahie St 81 4 of 43 Listing Image for 26 Kakawahie St 81 5 of 43 Listing Image for 26 Kakawahie St 81 6 of 43 Listing Image for 26 Kakawahie St 81 7 of 43 Listing Image for 26 Kakawahie St 81 8 of 43 Listing Image for 26 Kakawahie St 81 9 of 43 Listing Image for 26 Kakawahie St 81 10 of 43 Listing Image for 26 Kakawahie St 81 11 of 43 Listing Image for 26 Kakawahie St 81 12 of 43 Listing Image for 26 Kakawahie St 81 13 of 43 Listing Image for 26 Kakawahie St 81 14 of 43 Listing Image for 26 Kakawahie St 81 15 of 43 Listing Image for 26 Kakawahie St 81 16 of 43 Listing Image for 26 Kakawahie St 81 17 of 43 Listing Image for 26 Kakawahie St 81 18 of 43 Listing Image for 26 Kakawahie St 81 19 of 43 Listing Image for 26 Kakawahie St 81 20 of 43 Listing Image for 26 Kakawahie St 81 21 of 43 Listing Image for 26 Kakawahie St 81 22 of 43 Listing Image for 26 Kakawahie St 81 23 of 43 Listing Image for 26 Kakawahie St 81 24 of 43 Listing Image for 26 Kakawahie St 81 25 of 43 Listing Image for 26 Kakawahie St 81 26 of 43 Listing Image for 26 Kakawahie St 81 27 of 43 Listing Image for 26 Kakawahie St 81 28 of 43 Listing Image for 26 Kakawahie St 81 29 of 43 Listing Image for 26 Kakawahie St 81 30 of 43 Listing Image for 26 Kakawahie St 81 31 of 43 Listing Image for 26 Kakawahie St 81 32 of 43 Listing Image for 26 Kakawahie St 81 33 of 43 Listing Image for 26 Kakawahie St 81 34 of 43 Listing Image for 26 Kakawahie St 81 35 of 43 Listing Image for 26 Kakawahie St 81 36 of 43 Listing Image for 26 Kakawahie St 81 37 of 43 Listing Image for 26 Kakawahie St 81 38 of 43 Listing Image for 26 Kakawahie St 81 39 of 43 Listing Image for 26 Kakawahie St 81 40 of 43 Listing Image for 26 Kakawahie St 81 41 of 43 Listing Image for 26 Kakawahie St 81 42 of 43 Listing Image for 26 Kakawahie St 81 43 of 43

$865,000

Kamani at Kehalani 81

26 Kakawahie St 81, Wailuku

3 Beds 2.5 Baths 1,457 SqFt Residential MLS® # 409045 Date Sold: May 4, 2026
Sold
Closed: 08/25/2026
Listing Image for 149 Luluka Pl 1 of 50 Listing Image for 149 Luluka Pl 2 of 50 Listing Image for 149 Luluka Pl 3 of 50 Listing Image for 149 Luluka Pl 4 of 50 Listing Image for 149 Luluka Pl 5 of 50 Listing Image for 149 Luluka Pl 6 of 50 Listing Image for 149 Luluka Pl 7 of 50 Listing Image for 149 Luluka Pl 8 of 50 Listing Image for 149 Luluka Pl 9 of 50 Listing Image for 149 Luluka Pl 10 of 50 Listing Image for 149 Luluka Pl 11 of 50 Listing Image for 149 Luluka Pl 12 of 50 Listing Image for 149 Luluka Pl 13 of 50 Listing Image for 149 Luluka Pl 14 of 50 Listing Image for 149 Luluka Pl 15 of 50 Listing Image for 149 Luluka Pl 16 of 50 Listing Image for 149 Luluka Pl 17 of 50 Listing Image for 149 Luluka Pl 18 of 50 Listing Image for 149 Luluka Pl 19 of 50 Listing Image for 149 Luluka Pl 20 of 50 Listing Image for 149 Luluka Pl 21 of 50 Listing Image for 149 Luluka Pl 22 of 50 Listing Image for 149 Luluka Pl 23 of 50 Listing Image for 149 Luluka Pl 24 of 50 Listing Image for 149 Luluka Pl 25 of 50 Listing Image for 149 Luluka Pl 26 of 50 Listing Image for 149 Luluka Pl 27 of 50 Listing Image for 149 Luluka Pl 28 of 50 Listing Image for 149 Luluka Pl 29 of 50 Listing Image for 149 Luluka Pl 30 of 50 Listing Image for 149 Luluka Pl 31 of 50 Listing Image for 149 Luluka Pl 32 of 50 Listing Image for 149 Luluka Pl 33 of 50 Listing Image for 149 Luluka Pl 34 of 50 Listing Image for 149 Luluka Pl 35 of 50 Listing Image for 149 Luluka Pl 36 of 50 Listing Image for 149 Luluka Pl 37 of 50 Listing Image for 149 Luluka Pl 38 of 50 Listing Image for 149 Luluka Pl 39 of 50 Listing Image for 149 Luluka Pl 40 of 50 Listing Image for 149 Luluka Pl 41 of 50 Listing Image for 149 Luluka Pl 42 of 50 Listing Image for 149 Luluka Pl 43 of 50 Listing Image for 149 Luluka Pl 44 of 50 Listing Image for 149 Luluka Pl 45 of 50 Listing Image for 149 Luluka Pl 46 of 50 Listing Image for 149 Luluka Pl 47 of 50 Listing Image for 149 Luluka Pl 48 of 50 Listing Image for 149 Luluka Pl 49 of 50 Listing Image for 149 Luluka Pl 50 of 50

$1,400,000

Kihei

149 Luluka Pl, Kihei

3 Beds 2 Baths 960 SqFt Residential MLS® # 409035 Date Sold: August 25, 2026
Sold
Closed: 06/15/2026
Listing Image for 99 Honuea Pl 1 of 50 Listing Image for 99 Honuea Pl 2 of 50 Listing Image for 99 Honuea Pl 3 of 50 Listing Image for 99 Honuea Pl 4 of 50 Listing Image for 99 Honuea Pl 5 of 50 Listing Image for 99 Honuea Pl 6 of 50 Listing Image for 99 Honuea Pl 7 of 50 Listing Image for 99 Honuea Pl 8 of 50 Listing Image for 99 Honuea Pl 9 of 50 Listing Image for 99 Honuea Pl 10 of 50 Listing Image for 99 Honuea Pl 11 of 50 Listing Image for 99 Honuea Pl 12 of 50 Listing Image for 99 Honuea Pl 13 of 50 Listing Image for 99 Honuea Pl 14 of 50 Listing Image for 99 Honuea Pl 15 of 50 Listing Image for 99 Honuea Pl 16 of 50 Listing Image for 99 Honuea Pl 17 of 50 Listing Image for 99 Honuea Pl 18 of 50 Listing Image for 99 Honuea Pl 19 of 50 Listing Image for 99 Honuea Pl 20 of 50 Listing Image for 99 Honuea Pl 21 of 50 Listing Image for 99 Honuea Pl 22 of 50 Listing Image for 99 Honuea Pl 23 of 50 Listing Image for 99 Honuea Pl 24 of 50 Listing Image for 99 Honuea Pl 25 of 50 Listing Image for 99 Honuea Pl 26 of 50 Listing Image for 99 Honuea Pl 27 of 50 Listing Image for 99 Honuea Pl 28 of 50 Listing Image for 99 Honuea Pl 29 of 50 Listing Image for 99 Honuea Pl 30 of 50 Listing Image for 99 Honuea Pl 31 of 50 Listing Image for 99 Honuea Pl 32 of 50 Listing Image for 99 Honuea Pl 33 of 50 Listing Image for 99 Honuea Pl 34 of 50 Listing Image for 99 Honuea Pl 35 of 50 Listing Image for 99 Honuea Pl 36 of 50 Listing Image for 99 Honuea Pl 37 of 50 Listing Image for 99 Honuea Pl 38 of 50 Listing Image for 99 Honuea Pl 39 of 50 Listing Image for 99 Honuea Pl 40 of 50 Listing Image for 99 Honuea Pl 41 of 50 Listing Image for 99 Honuea Pl 42 of 50 Listing Image for 99 Honuea Pl 43 of 50 Listing Image for 99 Honuea Pl 44 of 50 Listing Image for 99 Honuea Pl 45 of 50 Listing Image for 99 Honuea Pl 46 of 50 Listing Image for 99 Honuea Pl 47 of 50 Listing Image for 99 Honuea Pl 48 of 50 Listing Image for 99 Honuea Pl 49 of 50 Listing Image for 99 Honuea Pl 50 of 50

$1,630,000

Kihei

99 Honuea Pl, Kihei

4 Beds 3 Baths 2,572 SqFt Residential MLS® # 409034 Date Sold: June 15, 2026
Sold
Closed: 08/07/2026
Listing Image for 303 Alani Pl 1 of 49 Listing Image for 303 Alani Pl 2 of 49 Listing Image for 303 Alani Pl 3 of 49 Listing Image for 303 Alani Pl 4 of 49 Listing Image for 303 Alani Pl 5 of 49 Listing Image for 303 Alani Pl 6 of 49 Listing Image for 303 Alani Pl 7 of 49 Listing Image for 303 Alani Pl 8 of 49 Listing Image for 303 Alani Pl 9 of 49 Listing Image for 303 Alani Pl 10 of 49 Listing Image for 303 Alani Pl 11 of 49 Listing Image for 303 Alani Pl 12 of 49 Listing Image for 303 Alani Pl 13 of 49 Listing Image for 303 Alani Pl 14 of 49 Listing Image for 303 Alani Pl 15 of 49 Listing Image for 303 Alani Pl 16 of 49 Listing Image for 303 Alani Pl 17 of 49 Listing Image for 303 Alani Pl 18 of 49 Listing Image for 303 Alani Pl 19 of 49 Listing Image for 303 Alani Pl 20 of 49 Listing Image for 303 Alani Pl 21 of 49 Listing Image for 303 Alani Pl 22 of 49 Listing Image for 303 Alani Pl 23 of 49 Listing Image for 303 Alani Pl 24 of 49 Listing Image for 303 Alani Pl 25 of 49 Listing Image for 303 Alani Pl 26 of 49 Listing Image for 303 Alani Pl 27 of 49 Listing Image for 303 Alani Pl 28 of 49 Listing Image for 303 Alani Pl 29 of 49 Listing Image for 303 Alani Pl 30 of 49 Listing Image for 303 Alani Pl 31 of 49 Listing Image for 303 Alani Pl 32 of 49 Listing Image for 303 Alani Pl 33 of 49 Listing Image for 303 Alani Pl 34 of 49 Listing Image for 303 Alani Pl 35 of 49 Listing Image for 303 Alani Pl 36 of 49 Listing Image for 303 Alani Pl 37 of 49 Listing Image for 303 Alani Pl 38 of 49 Listing Image for 303 Alani Pl 39 of 49 Listing Image for 303 Alani Pl 40 of 49 Listing Image for 303 Alani Pl 41 of 49 Listing Image for 303 Alani Pl 42 of 49 Listing Image for 303 Alani Pl 43 of 49 Listing Image for 303 Alani Pl 44 of 49 Listing Image for 303 Alani Pl 45 of 49 Listing Image for 303 Alani Pl 46 of 49 Listing Image for 303 Alani Pl 47 of 49 Listing Image for 303 Alani Pl 48 of 49 Listing Image for 303 Alani Pl 49 of 49

$949,000

↓ $30,000

Wailuku

303 Alani Pl, Wailuku

3 Beds 3 Baths 2,123 SqFt Residential MLS® # 409032 Date Sold: August 7, 2026
Sold
Closed: 08/10/2026
Listing Image for 45 Kanani Rd 204 1 of 50 Listing Image for 45 Kanani Rd 204 2 of 50 Listing Image for 45 Kanani Rd 204 3 of 50 Listing Image for 45 Kanani Rd 204 4 of 50 Listing Image for 45 Kanani Rd 204 5 of 50 Listing Image for 45 Kanani Rd 204 6 of 50 Listing Image for 45 Kanani Rd 204 7 of 50 Listing Image for 45 Kanani Rd 204 8 of 50 Listing Image for 45 Kanani Rd 204 9 of 50 Listing Image for 45 Kanani Rd 204 10 of 50 Listing Image for 45 Kanani Rd 204 11 of 50 Listing Image for 45 Kanani Rd 204 12 of 50 Listing Image for 45 Kanani Rd 204 13 of 50 Listing Image for 45 Kanani Rd 204 14 of 50 Listing Image for 45 Kanani Rd 204 15 of 50 Listing Image for 45 Kanani Rd 204 16 of 50 Listing Image for 45 Kanani Rd 204 17 of 50 Listing Image for 45 Kanani Rd 204 18 of 50 Listing Image for 45 Kanani Rd 204 19 of 50 Listing Image for 45 Kanani Rd 204 20 of 50 Listing Image for 45 Kanani Rd 204 21 of 50 Listing Image for 45 Kanani Rd 204 22 of 50 Listing Image for 45 Kanani Rd 204 23 of 50 Listing Image for 45 Kanani Rd 204 24 of 50 Listing Image for 45 Kanani Rd 204 25 of 50 Listing Image for 45 Kanani Rd 204 26 of 50 Listing Image for 45 Kanani Rd 204 27 of 50 Listing Image for 45 Kanani Rd 204 28 of 50 Listing Image for 45 Kanani Rd 204 29 of 50 Listing Image for 45 Kanani Rd 204 30 of 50 Listing Image for 45 Kanani Rd 204 31 of 50 Listing Image for 45 Kanani Rd 204 32 of 50 Listing Image for 45 Kanani Rd 204 33 of 50 Listing Image for 45 Kanani Rd 204 34 of 50 Listing Image for 45 Kanani Rd 204 35 of 50 Listing Image for 45 Kanani Rd 204 36 of 50 Listing Image for 45 Kanani Rd 204 37 of 50 Listing Image for 45 Kanani Rd 204 38 of 50 Listing Image for 45 Kanani Rd 204 39 of 50 Listing Image for 45 Kanani Rd 204 40 of 50 Listing Image for 45 Kanani Rd 204 41 of 50 Listing Image for 45 Kanani Rd 204 42 of 50 Listing Image for 45 Kanani Rd 204 43 of 50 Listing Image for 45 Kanani Rd 204 44 of 50 Listing Image for 45 Kanani Rd 204 45 of 50 Listing Image for 45 Kanani Rd 204 46 of 50 Listing Image for 45 Kanani Rd 204 47 of 50 Listing Image for 45 Kanani Rd 204 48 of 50 Listing Image for 45 Kanani Rd 204 49 of 50 Listing Image for 45 Kanani Rd 204 50 of 50

$750,000

↓ $95,000

Kalama Kai 204

45 Kanani Rd 204, Kihei

3 Beds 2 Baths 844 SqFt Residential MLS® # 409024 Date Sold: August 10, 2026
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Consider a Bridge Loan

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

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

Choose a Low Down Payment Loan Program

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

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

Borrow Against Your Retirement Account

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

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

Add a Contingency to the Sales Contract

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

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

Turn Your Home Into an Investment Property

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

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

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

Consider Buying a Second Home

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

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

Executing a 1031 Exchange

1031 Exchange Maui

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

Explore Your Options Today

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

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

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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