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 43 Pohina St 1602 1 of 47 Listing Image for 43 Pohina St 1602 2 of 47 Listing Image for 43 Pohina St 1602 3 of 47 Listing Image for 43 Pohina St 1602 4 of 47 Listing Image for 43 Pohina St 1602 5 of 47 Listing Image for 43 Pohina St 1602 6 of 47 Listing Image for 43 Pohina St 1602 7 of 47 Listing Image for 43 Pohina St 1602 8 of 47 Listing Image for 43 Pohina St 1602 9 of 47 Listing Image for 43 Pohina St 1602 10 of 47 Listing Image for 43 Pohina St 1602 11 of 47 Listing Image for 43 Pohina St 1602 12 of 47 Listing Image for 43 Pohina St 1602 13 of 47 Listing Image for 43 Pohina St 1602 14 of 47 Listing Image for 43 Pohina St 1602 15 of 47 Listing Image for 43 Pohina St 1602 16 of 47 Listing Image for 43 Pohina St 1602 17 of 47 Listing Image for 43 Pohina St 1602 18 of 47 Listing Image for 43 Pohina St 1602 19 of 47 Listing Image for 43 Pohina St 1602 20 of 47 Listing Image for 43 Pohina St 1602 21 of 47 Listing Image for 43 Pohina St 1602 22 of 47 Listing Image for 43 Pohina St 1602 23 of 47 Listing Image for 43 Pohina St 1602 24 of 47 Listing Image for 43 Pohina St 1602 25 of 47 Listing Image for 43 Pohina St 1602 26 of 47 Listing Image for 43 Pohina St 1602 27 of 47 Listing Image for 43 Pohina St 1602 28 of 47 Listing Image for 43 Pohina St 1602 29 of 47 Listing Image for 43 Pohina St 1602 30 of 47 Listing Image for 43 Pohina St 1602 31 of 47 Listing Image for 43 Pohina St 1602 32 of 47 Listing Image for 43 Pohina St 1602 33 of 47 Listing Image for 43 Pohina St 1602 34 of 47 Listing Image for 43 Pohina St 1602 35 of 47 Listing Image for 43 Pohina St 1602 36 of 47 Listing Image for 43 Pohina St 1602 37 of 47 Listing Image for 43 Pohina St 1602 38 of 47 Listing Image for 43 Pohina St 1602 39 of 47 Listing Image for 43 Pohina St 1602 40 of 47 Listing Image for 43 Pohina St 1602 41 of 47 Listing Image for 43 Pohina St 1602 42 of 47 Listing Image for 43 Pohina St 1602 43 of 47 Listing Image for 43 Pohina St 1602 44 of 47 Listing Image for 43 Pohina St 1602 45 of 47 Listing Image for 43 Pohina St 1602 46 of 47 Listing Image for 43 Pohina St 1602 47 of 47

$1,297,000

↓ $52,000

Villas at Kehalani 1602

43 Pohina St 1602, Wailuku

3 Beds 2.5 Baths 1,853 SqFt Residential MLS® # 409016

Days on Market: 188

Keller Williams Realty Maui-Ka Cell: 808-495-1428

Listing Image for 720 Hana Hwy 7 1 of 44 Listing Image for 720 Hana Hwy 7 2 of 44 Listing Image for 720 Hana Hwy 7 3 of 44 Listing Image for 720 Hana Hwy 7 4 of 44 Listing Image for 720 Hana Hwy 7 5 of 44 Listing Image for 720 Hana Hwy 7 6 of 44 Listing Image for 720 Hana Hwy 7 7 of 44 Listing Image for 720 Hana Hwy 7 8 of 44 Listing Image for 720 Hana Hwy 7 9 of 44 Listing Image for 720 Hana Hwy 7 10 of 44 Listing Image for 720 Hana Hwy 7 11 of 44 Listing Image for 720 Hana Hwy 7 12 of 44 Listing Image for 720 Hana Hwy 7 13 of 44 Listing Image for 720 Hana Hwy 7 14 of 44 Listing Image for 720 Hana Hwy 7 15 of 44 Listing Image for 720 Hana Hwy 7 16 of 44 Listing Image for 720 Hana Hwy 7 17 of 44 Listing Image for 720 Hana Hwy 7 18 of 44 Listing Image for 720 Hana Hwy 7 19 of 44 Listing Image for 720 Hana Hwy 7 20 of 44 Listing Image for 720 Hana Hwy 7 21 of 44 Listing Image for 720 Hana Hwy 7 22 of 44 Listing Image for 720 Hana Hwy 7 23 of 44 Listing Image for 720 Hana Hwy 7 24 of 44 Listing Image for 720 Hana Hwy 7 25 of 44 Listing Image for 720 Hana Hwy 7 26 of 44 Listing Image for 720 Hana Hwy 7 27 of 44 Listing Image for 720 Hana Hwy 7 28 of 44 Listing Image for 720 Hana Hwy 7 29 of 44 Listing Image for 720 Hana Hwy 7 30 of 44 Listing Image for 720 Hana Hwy 7 31 of 44 Listing Image for 720 Hana Hwy 7 32 of 44 Listing Image for 720 Hana Hwy 7 33 of 44 Listing Image for 720 Hana Hwy 7 34 of 44 Listing Image for 720 Hana Hwy 7 35 of 44 Listing Image for 720 Hana Hwy 7 36 of 44 Listing Image for 720 Hana Hwy 7 37 of 44 Listing Image for 720 Hana Hwy 7 38 of 44 Listing Image for 720 Hana Hwy 7 39 of 44 Listing Image for 720 Hana Hwy 7 40 of 44 Listing Image for 720 Hana Hwy 7 41 of 44 Listing Image for 720 Hana Hwy 7 42 of 44 Listing Image for 720 Hana Hwy 7 43 of 44 Listing Image for 720 Hana Hwy 7 44 of 44

$1,595,000

↓ $55,000

Kuau Shoreview

720 Hana Hwy 7, Spreckelsville/Paia/Kuau

3 Beds 3 Baths 1,743 SqFt Residential MLS® # 409014

Days on Market: 188

Coldwell Banker Island Prop(P) Cell: 808-419-1982

Listing Image for 83 Lau Niu Way #a 1 of 50 Listing Image for 83 Lau Niu Way #a 2 of 50 Listing Image for 83 Lau Niu Way #a 3 of 50 Listing Image for 83 Lau Niu Way #a 4 of 50 Listing Image for 83 Lau Niu Way #a 5 of 50 Listing Image for 83 Lau Niu Way #a 6 of 50 Listing Image for 83 Lau Niu Way #a 7 of 50 Listing Image for 83 Lau Niu Way #a 8 of 50 Listing Image for 83 Lau Niu Way #a 9 of 50 Listing Image for 83 Lau Niu Way #a 10 of 50 Listing Image for 83 Lau Niu Way #a 11 of 50 Listing Image for 83 Lau Niu Way #a 12 of 50 Listing Image for 83 Lau Niu Way #a 13 of 50 Listing Image for 83 Lau Niu Way #a 14 of 50 Listing Image for 83 Lau Niu Way #a 15 of 50 Listing Image for 83 Lau Niu Way #a 16 of 50 Listing Image for 83 Lau Niu Way #a 17 of 50 Listing Image for 83 Lau Niu Way #a 18 of 50 Listing Image for 83 Lau Niu Way #a 19 of 50 Listing Image for 83 Lau Niu Way #a 20 of 50 Listing Image for 83 Lau Niu Way #a 21 of 50 Listing Image for 83 Lau Niu Way #a 22 of 50 Listing Image for 83 Lau Niu Way #a 23 of 50 Listing Image for 83 Lau Niu Way #a 24 of 50 Listing Image for 83 Lau Niu Way #a 25 of 50 Listing Image for 83 Lau Niu Way #a 26 of 50 Listing Image for 83 Lau Niu Way #a 27 of 50 Listing Image for 83 Lau Niu Way #a 28 of 50 Listing Image for 83 Lau Niu Way #a 29 of 50 Listing Image for 83 Lau Niu Way #a 30 of 50 Listing Image for 83 Lau Niu Way #a 31 of 50 Listing Image for 83 Lau Niu Way #a 32 of 50 Listing Image for 83 Lau Niu Way #a 33 of 50 Listing Image for 83 Lau Niu Way #a 34 of 50 Listing Image for 83 Lau Niu Way #a 35 of 50 Listing Image for 83 Lau Niu Way #a 36 of 50 Listing Image for 83 Lau Niu Way #a 37 of 50 Listing Image for 83 Lau Niu Way #a 38 of 50 Listing Image for 83 Lau Niu Way #a 39 of 50 Listing Image for 83 Lau Niu Way #a 40 of 50 Listing Image for 83 Lau Niu Way #a 41 of 50 Listing Image for 83 Lau Niu Way #a 42 of 50 Listing Image for 83 Lau Niu Way #a 43 of 50 Listing Image for 83 Lau Niu Way #a 44 of 50 Listing Image for 83 Lau Niu Way #a 45 of 50 Listing Image for 83 Lau Niu Way #a 46 of 50 Listing Image for 83 Lau Niu Way #a 47 of 50 Listing Image for 83 Lau Niu Way #a 48 of 50 Listing Image for 83 Lau Niu Way #a 49 of 50 Listing Image for 83 Lau Niu Way #a 50 of 50

$3,700,000

↓ $100,000

Launiupoko

83 Lau Niu Way #a, Lahaina

3 Beds 3.5 Baths 2,481 SqFt Residential MLS® # 409005

Days on Market: 189

Keller Williams Realty Maui-Ka Cell: 808-283-4595

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

$1,569,000

↓ $10,000

The Island at Maui Lani

11 Meleana Pl, Kahului

4 Beds 3 Baths 2,088 SqFt Residential MLS® # 409000

Days on Market: 189

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

Short Term Rental
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$1,980,000

Kapalua Ridge 1223,24

100 Ridge Rd 1223,24, Kapalua

2 Beds 3 Baths 1,756 SqFt Residential MLS® # 408998

Days on Market: 190

Coldwell Banker Island Prop-KP Cell: 808-463-2445

In Escrow Short Term Rental
Listing Image for 50 Nohea Kai Dr 4104 1 of 48 Listing Image for 50 Nohea Kai Dr 4104 2 of 48 Listing Image for 50 Nohea Kai Dr 4104 3 of 48 Listing Image for 50 Nohea Kai Dr 4104 4 of 48 Listing Image for 50 Nohea Kai Dr 4104 5 of 48 Listing Image for 50 Nohea Kai Dr 4104 6 of 48 Listing Image for 50 Nohea Kai Dr 4104 7 of 48 Listing Image for 50 Nohea Kai Dr 4104 8 of 48 Listing Image for 50 Nohea Kai Dr 4104 9 of 48 Listing Image for 50 Nohea Kai Dr 4104 10 of 48 Listing Image for 50 Nohea Kai Dr 4104 11 of 48 Listing Image for 50 Nohea Kai Dr 4104 12 of 48 Listing Image for 50 Nohea Kai Dr 4104 13 of 48 Listing Image for 50 Nohea Kai Dr 4104 14 of 48 Listing Image for 50 Nohea Kai Dr 4104 15 of 48 Listing Image for 50 Nohea Kai Dr 4104 16 of 48 Listing Image for 50 Nohea Kai Dr 4104 17 of 48 Listing Image for 50 Nohea Kai Dr 4104 18 of 48 Listing Image for 50 Nohea Kai Dr 4104 19 of 48 Listing Image for 50 Nohea Kai Dr 4104 20 of 48 Listing Image for 50 Nohea Kai Dr 4104 21 of 48 Listing Image for 50 Nohea Kai Dr 4104 22 of 48 Listing Image for 50 Nohea Kai Dr 4104 23 of 48 Listing Image for 50 Nohea Kai Dr 4104 24 of 48 Listing Image for 50 Nohea Kai Dr 4104 25 of 48 Listing Image for 50 Nohea Kai Dr 4104 26 of 48 Listing Image for 50 Nohea Kai Dr 4104 27 of 48 Listing Image for 50 Nohea Kai Dr 4104 28 of 48 Listing Image for 50 Nohea Kai Dr 4104 29 of 48 Listing Image for 50 Nohea Kai Dr 4104 30 of 48 Listing Image for 50 Nohea Kai Dr 4104 31 of 48 Listing Image for 50 Nohea Kai Dr 4104 32 of 48 Listing Image for 50 Nohea Kai Dr 4104 33 of 48 Listing Image for 50 Nohea Kai Dr 4104 34 of 48 Listing Image for 50 Nohea Kai Dr 4104 35 of 48 Listing Image for 50 Nohea Kai Dr 4104 36 of 48 Listing Image for 50 Nohea Kai Dr 4104 37 of 48 Listing Image for 50 Nohea Kai Dr 4104 38 of 48 Listing Image for 50 Nohea Kai Dr 4104 39 of 48 Listing Image for 50 Nohea Kai Dr 4104 40 of 48 Listing Image for 50 Nohea Kai Dr 4104 41 of 48 Listing Image for 50 Nohea Kai Dr 4104 42 of 48 Listing Image for 50 Nohea Kai Dr 4104 43 of 48 Listing Image for 50 Nohea Kai Dr 4104 44 of 48 Listing Image for 50 Nohea Kai Dr 4104 45 of 48 Listing Image for 50 Nohea Kai Dr 4104 46 of 48 Listing Image for 50 Nohea Kai Dr 4104 47 of 48 Listing Image for 50 Nohea Kai Dr 4104 48 of 48

$5,200,000

Kaanapali Alii 4104

50 Nohea Kai Dr 4104, Kaanapali

2 Beds 2 Baths 1,643 SqFt Residential MLS® # 408996

Days on Market: 190

Keller Williams Realty Maui-L Cell: 808-264-3337

Listing Image for 2160 Kamehameha V Hwy 1 of 45 Listing Image for 2160 Kamehameha V Hwy 2 of 45 Listing Image for 2160 Kamehameha V Hwy 3 of 45 Listing Image for 2160 Kamehameha V Hwy 4 of 45 Listing Image for 2160 Kamehameha V Hwy 5 of 45 Listing Image for 2160 Kamehameha V Hwy 6 of 45 Listing Image for 2160 Kamehameha V Hwy 7 of 45 Listing Image for 2160 Kamehameha V Hwy 8 of 45 Listing Image for 2160 Kamehameha V Hwy 9 of 45 Listing Image for 2160 Kamehameha V Hwy 10 of 45 Listing Image for 2160 Kamehameha V Hwy 11 of 45 Listing Image for 2160 Kamehameha V Hwy 12 of 45 Listing Image for 2160 Kamehameha V Hwy 13 of 45 Listing Image for 2160 Kamehameha V Hwy 14 of 45 Listing Image for 2160 Kamehameha V Hwy 15 of 45 Listing Image for 2160 Kamehameha V Hwy 16 of 45 Listing Image for 2160 Kamehameha V Hwy 17 of 45 Listing Image for 2160 Kamehameha V Hwy 18 of 45 Listing Image for 2160 Kamehameha V Hwy 19 of 45 Listing Image for 2160 Kamehameha V Hwy 20 of 45 Listing Image for 2160 Kamehameha V Hwy 21 of 45 Listing Image for 2160 Kamehameha V Hwy 22 of 45 Listing Image for 2160 Kamehameha V Hwy 23 of 45 Listing Image for 2160 Kamehameha V Hwy 24 of 45 Listing Image for 2160 Kamehameha V Hwy 25 of 45 Listing Image for 2160 Kamehameha V Hwy 26 of 45 Listing Image for 2160 Kamehameha V Hwy 27 of 45 Listing Image for 2160 Kamehameha V Hwy 28 of 45 Listing Image for 2160 Kamehameha V Hwy 29 of 45 Listing Image for 2160 Kamehameha V Hwy 30 of 45 Listing Image for 2160 Kamehameha V Hwy 31 of 45 Listing Image for 2160 Kamehameha V Hwy 32 of 45 Listing Image for 2160 Kamehameha V Hwy 33 of 45 Listing Image for 2160 Kamehameha V Hwy 34 of 45 Listing Image for 2160 Kamehameha V Hwy 35 of 45 Listing Image for 2160 Kamehameha V Hwy 36 of 45 Listing Image for 2160 Kamehameha V Hwy 37 of 45 Listing Image for 2160 Kamehameha V Hwy 38 of 45 Listing Image for 2160 Kamehameha V Hwy 39 of 45 Listing Image for 2160 Kamehameha V Hwy 40 of 45 Listing Image for 2160 Kamehameha V Hwy 41 of 45 Listing Image for 2160 Kamehameha V Hwy 42 of 45 Listing Image for 2160 Kamehameha V Hwy 43 of 45 Listing Image for 2160 Kamehameha V Hwy 44 of 45 Listing Image for 2160 Kamehameha V Hwy 45 of 45

$1,850,000

Kawela

2160 Kamehameha V Hwy, Molokai

5 Beds 2.5 Baths 2,925 SqFt Residential MLS® # 408994

Days on Market: 191

Molokai Vacation Properties Cell: 808-658-1717

View 7 More Listings

Apply for a Home Equity Loan

While you may ideally want to sell your current house before buying a new one, this may not be an absolute requirement for some sellers. You could tap into your home’s equity by applying for an equity line of credit. Before moving forward with this possibility, be aware that the payment on the new home equity line will affect your debt-to-income ratio.

Mortgage lenders review your debt-to-income ratio as part of their qualification process. Because of this, you should discuss this option in detail with your lender to ensure that it will not impair your ability to qualify for a new mortgage.

Recent Sales on Maui

Sold
Closed: 02/20/2026
Listing Image for 676 Kai Hele Ku St B 1 of 45 Listing Image for 676 Kai Hele Ku St B 2 of 45 Listing Image for 676 Kai Hele Ku St B 3 of 45 Listing Image for 676 Kai Hele Ku St B 4 of 45 Listing Image for 676 Kai Hele Ku St B 5 of 45 Listing Image for 676 Kai Hele Ku St B 6 of 45 Listing Image for 676 Kai Hele Ku St B 7 of 45 Listing Image for 676 Kai Hele Ku St B 8 of 45 Listing Image for 676 Kai Hele Ku St B 9 of 45 Listing Image for 676 Kai Hele Ku St B 10 of 45 Listing Image for 676 Kai Hele Ku St B 11 of 45 Listing Image for 676 Kai Hele Ku St B 12 of 45 Listing Image for 676 Kai Hele Ku St B 13 of 45 Listing Image for 676 Kai Hele Ku St B 14 of 45 Listing Image for 676 Kai Hele Ku St B 15 of 45 Listing Image for 676 Kai Hele Ku St B 16 of 45 Listing Image for 676 Kai Hele Ku St B 17 of 45 Listing Image for 676 Kai Hele Ku St B 18 of 45 Listing Image for 676 Kai Hele Ku St B 19 of 45 Listing Image for 676 Kai Hele Ku St B 20 of 45 Listing Image for 676 Kai Hele Ku St B 21 of 45 Listing Image for 676 Kai Hele Ku St B 22 of 45 Listing Image for 676 Kai Hele Ku St B 23 of 45 Listing Image for 676 Kai Hele Ku St B 24 of 45 Listing Image for 676 Kai Hele Ku St B 25 of 45 Listing Image for 676 Kai Hele Ku St B 26 of 45 Listing Image for 676 Kai Hele Ku St B 27 of 45 Listing Image for 676 Kai Hele Ku St B 28 of 45 Listing Image for 676 Kai Hele Ku St B 29 of 45 Listing Image for 676 Kai Hele Ku St B 30 of 45 Listing Image for 676 Kai Hele Ku St B 31 of 45 Listing Image for 676 Kai Hele Ku St B 32 of 45 Listing Image for 676 Kai Hele Ku St B 33 of 45 Listing Image for 676 Kai Hele Ku St B 34 of 45 Listing Image for 676 Kai Hele Ku St B 35 of 45 Listing Image for 676 Kai Hele Ku St B 36 of 45 Listing Image for 676 Kai Hele Ku St B 37 of 45 Listing Image for 676 Kai Hele Ku St B 38 of 45 Listing Image for 676 Kai Hele Ku St B 39 of 45 Listing Image for 676 Kai Hele Ku St B 40 of 45 Listing Image for 676 Kai Hele Ku St B 41 of 45 Listing Image for 676 Kai Hele Ku St B 42 of 45 Listing Image for 676 Kai Hele Ku St B 43 of 45 Listing Image for 676 Kai Hele Ku St B 44 of 45 Listing Image for 676 Kai Hele Ku St B 45 of 45

$2,000,000

Mahanalua Nui

676 Kai Hele Ku St B, Lahaina

2 Beds 2 Baths 999 SqFt Residential MLS® # 407804 Date Sold: February 20, 2026
Sold
Closed: 07/02/2026
Listing Image for 110 Kamehameiki Rd 1 of 50 Listing Image for 110 Kamehameiki Rd 2 of 50 Listing Image for 110 Kamehameiki Rd 3 of 50 Listing Image for 110 Kamehameiki Rd 4 of 50 Listing Image for 110 Kamehameiki Rd 5 of 50 Listing Image for 110 Kamehameiki Rd 6 of 50 Listing Image for 110 Kamehameiki Rd 7 of 50 Listing Image for 110 Kamehameiki Rd 8 of 50 Listing Image for 110 Kamehameiki Rd 9 of 50 Listing Image for 110 Kamehameiki Rd 10 of 50 Listing Image for 110 Kamehameiki Rd 11 of 50 Listing Image for 110 Kamehameiki Rd 12 of 50 Listing Image for 110 Kamehameiki Rd 13 of 50 Listing Image for 110 Kamehameiki Rd 14 of 50 Listing Image for 110 Kamehameiki Rd 15 of 50 Listing Image for 110 Kamehameiki Rd 16 of 50 Listing Image for 110 Kamehameiki Rd 17 of 50 Listing Image for 110 Kamehameiki Rd 18 of 50 Listing Image for 110 Kamehameiki Rd 19 of 50 Listing Image for 110 Kamehameiki Rd 20 of 50 Listing Image for 110 Kamehameiki Rd 21 of 50 Listing Image for 110 Kamehameiki Rd 22 of 50 Listing Image for 110 Kamehameiki Rd 23 of 50 Listing Image for 110 Kamehameiki Rd 24 of 50 Listing Image for 110 Kamehameiki Rd 25 of 50 Listing Image for 110 Kamehameiki Rd 26 of 50 Listing Image for 110 Kamehameiki Rd 27 of 50 Listing Image for 110 Kamehameiki Rd 28 of 50 Listing Image for 110 Kamehameiki Rd 29 of 50 Listing Image for 110 Kamehameiki Rd 30 of 50 Listing Image for 110 Kamehameiki Rd 31 of 50 Listing Image for 110 Kamehameiki Rd 32 of 50 Listing Image for 110 Kamehameiki Rd 33 of 50 Listing Image for 110 Kamehameiki Rd 34 of 50 Listing Image for 110 Kamehameiki Rd 35 of 50 Listing Image for 110 Kamehameiki Rd 36 of 50 Listing Image for 110 Kamehameiki Rd 37 of 50 Listing Image for 110 Kamehameiki Rd 38 of 50 Listing Image for 110 Kamehameiki Rd 39 of 50 Listing Image for 110 Kamehameiki Rd 40 of 50 Listing Image for 110 Kamehameiki Rd 41 of 50 Listing Image for 110 Kamehameiki Rd 42 of 50 Listing Image for 110 Kamehameiki Rd 43 of 50 Listing Image for 110 Kamehameiki Rd 44 of 50 Listing Image for 110 Kamehameiki Rd 45 of 50 Listing Image for 110 Kamehameiki Rd 46 of 50 Listing Image for 110 Kamehameiki Rd 47 of 50 Listing Image for 110 Kamehameiki Rd 48 of 50 Listing Image for 110 Kamehameiki Rd 49 of 50 Listing Image for 110 Kamehameiki Rd 50 of 50

$2,400,000

↓ $497,000

Kula/Ulupalakua/Kanaio

110 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

3 Beds 3 Baths 3,606 SqFt Residential MLS® # 407790 Date Sold: July 2, 2026
Sold
Closed: 06/17/2026
Listing Image for 1702 Haiku Rd Unit B 1 of 47 Listing Image for 1702 Haiku Rd Unit B 2 of 47 Listing Image for 1702 Haiku Rd Unit B 3 of 47 Listing Image for 1702 Haiku Rd Unit B 4 of 47 Listing Image for 1702 Haiku Rd Unit B 5 of 47 Listing Image for 1702 Haiku Rd Unit B 6 of 47 Listing Image for 1702 Haiku Rd Unit B 7 of 47 Listing Image for 1702 Haiku Rd Unit B 8 of 47 Listing Image for 1702 Haiku Rd Unit B 9 of 47 Listing Image for 1702 Haiku Rd Unit B 10 of 47 Listing Image for 1702 Haiku Rd Unit B 11 of 47 Listing Image for 1702 Haiku Rd Unit B 12 of 47 Listing Image for 1702 Haiku Rd Unit B 13 of 47 Listing Image for 1702 Haiku Rd Unit B 14 of 47 Listing Image for 1702 Haiku Rd Unit B 15 of 47 Listing Image for 1702 Haiku Rd Unit B 16 of 47 Listing Image for 1702 Haiku Rd Unit B 17 of 47 Listing Image for 1702 Haiku Rd Unit B 18 of 47 Listing Image for 1702 Haiku Rd Unit B 19 of 47 Listing Image for 1702 Haiku Rd Unit B 20 of 47 Listing Image for 1702 Haiku Rd Unit B 21 of 47 Listing Image for 1702 Haiku Rd Unit B 22 of 47 Listing Image for 1702 Haiku Rd Unit B 23 of 47 Listing Image for 1702 Haiku Rd Unit B 24 of 47 Listing Image for 1702 Haiku Rd Unit B 25 of 47 Listing Image for 1702 Haiku Rd Unit B 26 of 47 Listing Image for 1702 Haiku Rd Unit B 27 of 47 Listing Image for 1702 Haiku Rd Unit B 28 of 47 Listing Image for 1702 Haiku Rd Unit B 29 of 47 Listing Image for 1702 Haiku Rd Unit B 30 of 47 Listing Image for 1702 Haiku Rd Unit B 31 of 47 Listing Image for 1702 Haiku Rd Unit B 32 of 47 Listing Image for 1702 Haiku Rd Unit B 33 of 47 Listing Image for 1702 Haiku Rd Unit B 34 of 47 Listing Image for 1702 Haiku Rd Unit B 35 of 47 Listing Image for 1702 Haiku Rd Unit B 36 of 47 Listing Image for 1702 Haiku Rd Unit B 37 of 47 Listing Image for 1702 Haiku Rd Unit B 38 of 47 Listing Image for 1702 Haiku Rd Unit B 39 of 47 Listing Image for 1702 Haiku Rd Unit B 40 of 47 Listing Image for 1702 Haiku Rd Unit B 41 of 47 Listing Image for 1702 Haiku Rd Unit B 42 of 47 Listing Image for 1702 Haiku Rd Unit B 43 of 47 Listing Image for 1702 Haiku Rd Unit B 44 of 47 Listing Image for 1702 Haiku Rd Unit B 45 of 47 Listing Image for 1702 Haiku Rd Unit B 46 of 47 Listing Image for 1702 Haiku Rd Unit B 47 of 47

$800,000

↓ $75,000

Haiku

1702 Haiku Rd Unit B, Haiku

3 Beds 2 Baths 1,101 SqFt Residential MLS® # 407789 Date Sold: June 17, 2026
Sold
Closed: 01/22/2026
Listing Image for 50 Poha Pl 1 of 50 Listing Image for 50 Poha Pl 2 of 50 Listing Image for 50 Poha Pl 3 of 50 Listing Image for 50 Poha Pl 4 of 50 Listing Image for 50 Poha Pl 5 of 50 Listing Image for 50 Poha Pl 6 of 50 Listing Image for 50 Poha Pl 7 of 50 Listing Image for 50 Poha Pl 8 of 50 Listing Image for 50 Poha Pl 9 of 50 Listing Image for 50 Poha Pl 10 of 50 Listing Image for 50 Poha Pl 11 of 50 Listing Image for 50 Poha Pl 12 of 50 Listing Image for 50 Poha Pl 13 of 50 Listing Image for 50 Poha Pl 14 of 50 Listing Image for 50 Poha Pl 15 of 50 Listing Image for 50 Poha Pl 16 of 50 Listing Image for 50 Poha Pl 17 of 50 Listing Image for 50 Poha Pl 18 of 50 Listing Image for 50 Poha Pl 19 of 50 Listing Image for 50 Poha Pl 20 of 50 Listing Image for 50 Poha Pl 21 of 50 Listing Image for 50 Poha Pl 22 of 50 Listing Image for 50 Poha Pl 23 of 50 Listing Image for 50 Poha Pl 24 of 50 Listing Image for 50 Poha Pl 25 of 50 Listing Image for 50 Poha Pl 26 of 50 Listing Image for 50 Poha Pl 27 of 50 Listing Image for 50 Poha Pl 28 of 50 Listing Image for 50 Poha Pl 29 of 50 Listing Image for 50 Poha Pl 30 of 50 Listing Image for 50 Poha Pl 31 of 50 Listing Image for 50 Poha Pl 32 of 50 Listing Image for 50 Poha Pl 33 of 50 Listing Image for 50 Poha Pl 34 of 50 Listing Image for 50 Poha Pl 35 of 50 Listing Image for 50 Poha Pl 36 of 50 Listing Image for 50 Poha Pl 37 of 50 Listing Image for 50 Poha Pl 38 of 50 Listing Image for 50 Poha Pl 39 of 50 Listing Image for 50 Poha Pl 40 of 50 Listing Image for 50 Poha Pl 41 of 50 Listing Image for 50 Poha Pl 42 of 50 Listing Image for 50 Poha Pl 43 of 50 Listing Image for 50 Poha Pl 44 of 50 Listing Image for 50 Poha Pl 45 of 50 Listing Image for 50 Poha Pl 46 of 50 Listing Image for 50 Poha Pl 47 of 50 Listing Image for 50 Poha Pl 48 of 50 Listing Image for 50 Poha Pl 49 of 50 Listing Image for 50 Poha Pl 50 of 50

$3,700,000

Kula 200

50 Poha Pl, Makawao/Olinda/Haliimaile

6 Beds 5 Baths 5,103 SqFt Residential MLS® # 407781 Date Sold: January 22, 2026
Sold
Closed: 03/31/2026
50 Puu Anoano St 2304, Kaanapali

$1,785,000

Masters 2304

50 Puu Anoano St 2304, Kaanapali

2 Beds 2 Baths 1,512 SqFt Residential MLS® # 407778 Date Sold: March 31, 2026
Sold
Closed: 11/14/2025
Listing Image for 517 Imi Pl 1 of 3 Listing Image for 517 Imi Pl 2 of 3 Listing Image for 517 Imi Pl 3 of 3

$1,600,000

Wailuku

517 Imi Pl, Wailuku

7 Beds 1 Bath 2,277 SqFt Residential Income MLS® # 407758 Date Sold: November 14, 2025
View 6 More Listings

Consider a Bridge Loan

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

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

Choose a Low Down Payment Loan Program

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

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

Borrow Against Your Retirement Account

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

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

Add a Contingency to the Sales Contract

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

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

Turn Your Home Into an Investment Property

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

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

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

Consider Buying a Second Home

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

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

Executing a 1031 Exchange

1031 Exchange Maui

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

Explore Your Options Today

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

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

Get In Touch With Evan!

Evan Harlow Maui

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

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