For HMO investors

Off market HMOs,
before anyone else

We work with HMO owners who want to sell quietly, away from the portals. Join our investor list and we’ll send you the deals that fit what you’re looking for, before they go anywhere else.

  • Off market only
  • London and the South East
  • Licensed HMOs and blocks
  • Management on hand if you want it
Our track record

Successful deals

Tonbridge Road, MaidstoneBlock of flatsTonbridge RoadMaidstone · off market
Holland Road, Maidstone6 bed HMOHolland RoadMaidstone · off market
Upper Fant Road, Maidstone8 bed HMOUpper Fant RoadMaidstone · off market
Charles Street, Maidstone8 bed HMOCharles StreetMaidstone
Fisher Street, Maidstone7 bed HMOFisher StreetMaidstone
Hayle Road, Maidstone9 bed HMOHayle RoadMaidstone
Hayle Road, MaidstoneExisting 11 bed HMOHayle RoadMaidstone
College Avenue, Gillingham8 bed HMOCollege AvenueGillingham
Boundary Road, Chatham6 bed HMOBoundary RoadChatham
Single letGreen StreetGillingham
Berkley Road, GravesendBlock of flatsBerkley RoadGravesend
Berkley Road, Gravesend10 bed HMOBerkley RoadGravesend
Parrock Street, GravesendBlock of flatsParrock StreetGravesend
Heathfield Road, Croydon8 bed HMOHeathfield RoadCroydon · off market
Clive Way, Crawley6 bed HMOClive WayCrawley
5 bed HMOCaburn HeightsCrawley
Single letNewlands ParkCrawley
Bower Terrace, MaidstoneBlock of flatsBower TerraceMaidstone
Saltdean Park Road beforeSaltdean Park Road afterBeforeAfterBlock of flatsSaltdean Park RoadSaltdean
Claremont Gardens, SurbitonBlock of flatsClaremont GardensSurbiton
How it works

First look at the right deals

  1. Tell us what you want

    Areas, budget, cash or mortgage, turnkey or a project. Two minutes.

  2. We find the sellers

    Owners who don’t want a board outside or their tenants spooked come to us first.

  3. You get first look

    When something fits your brief, we send it to you before it goes anywhere else.

  4. We can run it for you

    Pineapple Living manages HMOs across London, Sussex and Kent, so the handover is seamless.

Why buy an existing HMO

New HMOs are getting harder. Existing ones aren’t

  1. 1

    Councils are closing the door

    Since 23rd July 2025, Maidstone can refuse new HMOs that need planning where more than 10% of homes within 100m are already HMOs, or where they’d sandwich a family home.

  2. 2

    Article 4 is spreading

    Swale brought one in in June 2026, Gravesham agreed in May 2026 to keep working towards one, and Maidstone councillors are pushing for one in Fant. Once it lands, even a small new HMO needs planning.

  3. 3

    Licensing keeps getting stricter

    Medway’s new additional licensing starts on 4th January 2027, and London boroughs keep renewing theirs at higher fees. A house that’s already licensed and compliant has done the hard part.

  4. 4

    The tenants haven’t gone anywhere

    Hospitals, councils, colleges and London commuters still need rooms. A typical Maidstone room lets for around £750 a month with bills, and en suites go for about £60 more (SpareRoom, October 2026).

  5. 5

    It earns from day one

    Buy one that’s licensed and let, and the rent starts at completion. No build, no planning wait, no empty months.

Fewer new HMOs, same demand. That’s why the best deals are existing HMOs bought off market, before anyone else sees them.

Buying an HMO? Let's make sure it stacks

Before you commit, we check the price, planning, licensing, works, rents, costs, cash flow and your exit options. £499.

HMO Deal Check · £499

Buying an HMO? Let's make sure it stacks before you commit

  • Are you overpaying? We look at the commercial value, not just bricks and mortar
  • Planning: Article 4, restricted areas, will you struggle to get it through
  • Licensing you'll need and what it involves
  • Works needed and what they're likely to cost
  • Room rates in that street and whether it actually stacks
  • Your operating costs: bills, management, maintenance, compliance
  • Your net cash flow at today's interest rates
  • Your exit: what it will be worth after the works, and how the valuers will approach it

£499 for one property. Pay securely by card, then we'll be in touch for the details.

★★★★★
If you’re a HMO owner in Kent, use these guys. They are the best managing agent in the County… Since moving to Pineapple, the phone has stopped ringing with problems, and our tenants are happy.
Kelvin Maye · October 2026 · Trustpilot
★★★★★
I was looking to speak to a HMO managing agent in Kent and was advised to speak to Pineapple group… Thank you Greg for being generous with your time and for the amazing insights you shared with me about the HMO market in Kent.
Ahmed Alhusseiny · October 2026 · Trustpilot
★★★★★
I had the opportunity to have a 30 minute call with Greg regarding setting up an HMO in Kent… Our conversation was incredibly helpful and gave me valuable guidance as I continue my HMO journey.
Ganesh Pun · August 2026 · Trustpilot
★★★★★
I brought my first property sourced by Pineapple which was great because the property was perfect for what I wanted… Using Pineapple gave me the confidence to invest and I couldn't recommend them enough.
Laine Hilden · May 2025 · Trustpilot
★★★★★
Dealing with Pineapple Living has been a pleasure… The property is excellent and maintained to a high standard. The whole process from application to moving in went very smoothly.
Steve Myers · August 2025 · Trustpilot
★★★★★
Greg and Stuart has been an invaluable sourcing agent for me in completing a UK property purchase in a short time frame.
Poter Wong · September 2024 · Trustpilot
★★★★★
I was a tenant with Pineapple for over a year, and it was one of the best properties I’ve stayed in… Any issues that came up in the property were resolved very quickly.
Alagen Rebecca · April 2025 · Trustpilot
★★★★★
Great people to work with. The team at Pineapple do exactly what they say they are going to do, exactly when they say they are going to do it! How Refreshing!
Trustpilot reviewer · February 2026 · Trustpilot
★★★★★
Very helpful professional advice.
Trustpilot reviewer · July 2026 · Trustpilot
★★★★★
A great agent who truly know the market and simultaneously care about both the landlord’s property and the tenants needs!
Niall Scott-Underdown · October 2025 · Trustpilot
★★★★★
I was initially expecting a short call, but Greg went above and beyond giving me advice and pointing out things which I hadn’t considered.
Justin · October 2024 · Trustpilot
★★★★★
I had a recent telephone meeting with Greg where he gave me excellent advice, helping me navigate the HMO market. His knowledge surrounding all things HMO is incredible.
Viking Customer · November 2025 · Trustpilot
★★★★★
He went past the call of duty to explain the ins and outs of UK property investment and advise me on a project I was already considering. His help was invaluable in my decision making.
Emilie Baha · October 2024 · Trustpilot
★★★★★
I met with Greg at Pineapple Investment Group who thoroughly guided me through the whole process. The team were fantastic from start to finish.
Jennifer · October 2024 · Trustpilot
★★★★★
They were able to guide me through the process with professionalism and quick responses… They even saved me a huge sum of money on sales tax by picking up on something that others missed!
Andrew Symonette · September 2023 · Trustpilot
★★★★★
Good sound advice and a clear sensible approach along the whole value chain.
Bryan Wilson · October 2024 · Trustpilot
★★★★★
Greg gave me some amazing advice and guidance… I felt listened to and that he understood my individual needs.
Sean Brice · May 2024 · Trustpilot
★★★★★
10/10 on communication, always someone to talk to if you have questions.
Paul Whiddett · April 2026 · Trustpilot
★★★★★
As an overseas buyer, I’ve bought several houses in the UK. One of them is with Pineapple Investment Group. They are definitely the best! They are very responsive and helpful throughout the process.
Irene · November 2023 · Trustpilot
★★★★★
Their customer service was exceptional—so friendly, responsive, respectful, and understanding.
Shade Johnson · September 2026 · Trustpilot
★★★★★
A trusted partner who helped me manage the renovation project remotely on time and within budget.
Ellen Wong · September 2023 · Trustpilot
★★★★★
From start to finish, Anne, Stuart and Greg were absolutely fantastic. They went above and beyond…
Tobias S · January 2026 · Trustpilot
★★★★★
The people are extremely knowledgeable and the resources they offer are the best I’ve seen in the industry.
Steve · April 2024 · Trustpilot
★★★★★
I was looking to speak to a HMO managing agent in Kent and was advised to speak to Pineapple group… Thank you Greg for being generous with your time and for the amazing insights you shared with me about the HMO market in Kent.
Ahmed Alhusseiny · October 2026 · Trustpilot
Join our investor list

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Want to Maximise Your HMO Profits Without the Guesswork?

You don’t need to figure it out alone. We’ve already tested, built, and refined HMOs across Kent—now you can plug straight into what works. Here’s what you’ll get right away:

  • The 100+ page Mastering HMO Projects book — step-by-step guidance on what to do, what to buy, what to avoid, and how to pull it all together.
  • Instant access to the Kent HMO Alliance community — connect with active investors, het real insights on how the world of HMO investing in Kent is operating NOW, and tap into ££££s of free training.
  • The HMO Mastery Pack — tools, checklists, and templates to fast-track your next project and save months of trial and error.