HMO Landlords & Investors in Kent

You’ve Just Found Kent’s
Best-Kept HMO Secret!

HMO Portfolio Building | Specialist HMO Lettings | Free Online Community

We Build & Manage HMOs across Kent that generate serious, sustainable cashflow, with systems and strategies designed to grow your wealth, not your workload.

Deliver better projects, faster, and know exactly what materials to use (and what to avoid). Get the 100+ Page ‘Mastering HMO Projects’ book sent straight to your inbox below.

Fancy 6 Months FREE Lettings Management?

...And That’s Just the Start

That’s right.

We’ll run your HMO, top to bottom, for six months, completely free.

Because we’ve built something better than the industry standard, and now it’s time to put our money where our mouth is.

But Pineapple isn’t just a lettings agency – Pineapple Living
We’re an investment company – Pineapple Investment Group

  • We build portfolios.
  • We manage high-performing HMOs.
  • And we’ve been doing it for years, in the dark, with a string of award nominations, a loyal client base, and some of the most profitable rental stock in Kent.

So what do we have to share with you here today?

  • A done-for-you portfolio building service for serious investors who want results, not “property coaching.”
  • A lettings agency that was built selfishly for ourselves, with a bold NEW mission.
  • A free community that gives away the tools we used to build a £12M portfolio, for anyone who wants to do it themselves…or see what we did.

If you’re an HMO landlord, or an HMO investor with your eye on generational wealth, passive income, or building something you can pass down to your kids, this is where you start.

Built by investors, for investors…

For You

Walk with me… 👇

Portfolio Building & Who We Work With

We didn’t set out to offer a portfolio building service.

It happened because, back in the early days, investors kept calling us after seeing our names on planning applications.

We didn’t even have a website at the time.

“Hey, are you the guys doing that HMO on “Thingy-majig street?”
“Can you help me do the same?”

The answer tentatively became: yes.

So we started doing what we already knew, but for other investors.

Implementation.

Most of our clients didn’t want to “learn property.”

They just wanted to own great assets that worked from day one.

Cashflowing, clean, compliant, and ready to refinance.

The result, not the lesson.

So that’s what we do.

  • We source the property;
  • We plan the strategy;
  • We run the refurb with our partner build team;
  • We get it valued and refinanced;
  • Hit it with our best in class marketing strategy;
  • And we hand it over, with tenants moving in and systems already running;
  • Then manage it like it’s our very own.

It’s NOT passive. It’s NOT DIY.
It’s done with you, and done properly for you.

We do have a waitlist, and you can join it through our free community, ‘The Kent HMO Alliance’.

And we give away £10,000s worth of free tools, spreadsheets, video training, and step-by-step guides just to help you, and host calls and Q&A’s for Landlords and Investors. We call it the HMO Mastery Pack, and you can grab it quickly here:

And you’ll get access to the community as well. 👌

We take on new clients directly from inside the community when slots open up.

It’s how we provide value while you wait, and to be honest… it’s better than what other people charge for… (we’ve all got scars from the ‘training’ circuit after all)

But, there’s something else I want you to know… 👇

pineapple investment group london office

Offices in Maidstone and London WC1

A Lettings Agency Built Out of Frustration, Now Delivering Top 5% Returns for our clients.

We spent years building a lettings agency for ourselves, and for the portfolio clients who trusted us to deliver the exact service we wanted as investors, not just rent collection and organising certificates and advertising rooms.

It was tough. Very tough.

But… we weren’t happy leaving our properties in the hands of agents who saw them as “just another property on the books to earn from.”

They didn’t think like investors.

They didn’t protect or increase the profit in the way we wanted.

It felt transactional – We’ll take ‘this’ slice of the pie in exchange for ‘this’ service,

Rather thanHow do we help grow the pie

So we built our own HMO Specialist Lettings Agency called Pineapple Living.

Our mission?

“To make our clients as much revenue as possible by optimising and increasing the value of their rooms, without forgetting the fundamentals of good property management and compliance.”

We have an awesome team too.

Fair, firm, and performance-obsessed. (Thank you Sheila, Anne & Leida)

  • 79% of our landlords now sit in the top 5% of rental values in their areas
  • Our rooms stay filled, because we create rooms people actually want to live in,
  • And we manage everything like it’s our own money on the line

No scare tactics if you want to leave. No tie-ins. No fee-padding. Just genuine asset management with an investor mindset.

Want to see how we do it?
Click the “Pineapple Living” tab in the menu bar at the top and take a closer look.

Or this link:

Or keep reading, we’re not done yet. 👇

Book a Call and Let’s Go. Or Take a Tiny Step Towards Us.
Totally your choice...

Now, you’re still here with me, so maybe something’s clicked

Maybe you’re tired of the same agent excuses.

Maybe you’re done trying to piece together how to build a property business from YouTube videos and Instagram reels.

Either way, we’ve built something you can step into immediately and see results.

No fluff. No BS. Just real support, real tools, digital assets that actually move the needle for your business, and real value.

Here’s how to take the next step:

1. 👉 Book a Call (link below)
Want to talk about building your portfolio or testing our management service with 6 months free to start you off?
Book in and we’ll map out what’s possible.

Or 2. 👉 Join the Kent HMO Alliance (Free)
This is where everything starts.
Inside you’ll find:

  • Step-by-step guides
  • Walkthrough videos
  • Deal stack Templates and calculators we use ourselves
  • Real case studies from our own projects
  • AND… A waitlist for services, so when you’re ready to move forward, we go together.

It’s 2025.

Google, Youtube… ChatGPT?

Information is free now (or should be).

But, curated, laser focused education from people that do this every day… way more valuable.

(And still Free from us)

Have it.

Use it.

We made it for people just like you anyways.  

And when you’re ready to implement? We’ll take care of that for you.

You’re not just another landlord to us.

You’re building something that matters to you.

And that matters to me too.

To your success! 🎩

claremont gardens

Greg and Stuart – the people behind Pineapple!

Services

HMO Landlord?

Enjoy Landlording Again with 6 months free management

HMO Lettings Management, by investors, for investors, with all of the tiny details and perks that make being a HMO Landlord feel as it should.

You invest, we manage. 

[We don’t take on every property, but we aim to help every Landlord we come into contact with. Slots are limited. Looking for new management? Let’s talk!]

HMO Investor?

Portfolio Builder

Our fully end-to-end HMO Portfolio building service, from award nominated investors in Kent. From sourcing, strategy, planning, building works, we handle it all so you can focus on living your best life.

We currently have a waitlist and we select clients exclusively from inside our private community ‘The Kent HMO Alliance’.

 [If you’re interested, grab some FREE training inside with our HMO Mastery Pack and you’ll automatically join The Kent HMO Alliance. We promise to give you value inside until a spot opens up, and when it does, you’ll be the first to know!]

Testimonials

FAQ: You've got questions, we've got answers

We don’t just give advice—we do the work. From sourcing great HMO deals in Kent and securing all-money-out opportunities to managing planning, refurbishments, and tenants, we handle the entire process.

For investors, we structure your portfolio for growth, shortlist opportunities, control the process for you and ensure compliance, and longevity of the investment. You’ll be holding it for years so it needs to perform now, and in the future. We’ll make sure it does.

For landlords, we manage your HMOs like they’re our own, minimising voids with hands on management, keeping tenants happy, and staying compliant in this turbulent time.

Want regular updates? Prefer a hands-off approach? We tailor our service to fit your needs, so you can focus on your life while we build your HMO wealth.

We take a data-driven, transparent approach. Before you buy, we break down everything, purchase price, taxes, refurb costs, rental projections, and exit strategies. There are steps to take that increase the likelihood of success. Figuring them out yourself will work, but if you’re looking for efficiency, we can save you years of trial and error and added expense.

Often, we’re buying the properties we suggest for our clients anyway for our own portfolio, so if you want them for yourself, they already have our stamp of approval. Our strategies are backed by real market data and years of hands-on experience in Kent. No hidden costs, no surprises, just informed decisions made together.

Both.

For investors looking to scale with expert help that offer a good fit for us, we’ve created a full-service portfolio building service, you set the budget, we do the rest. You can be as involved, or not, as you like, safe in the knowledge we’ve got a tight grip on the reigns and your best interests in mind.

For those starting out, we provide free resources and a growing online community for HMO landlords and Investors in Kent. The Kent HMO Alliance. Honestly, it’s the best place to start. Bags of free stuff in there that we use every day, and videos to help you understand what to do to find great deals. make sure to click the subscribe to email list when you join, as we send our video training and more resources as we build them. There’s a community forum too so you can ask all the questions you like on there and we’ll come back to you, or book 1:1 calls…as long as you’re contributing too. Share, train, grow!

We’re not just a letting agency, we’re experienced HMO investors with a £12M portfolio and a track record of delivering all-money-out deals and 30-60% ROI projects in Kent.

Unlike generic agents, we solve the challenges HMO landlords face, using proven systems to make investing smoother and more profitable. Whether you need expert management or you’re building a portfolio, we’ve got you covered.

Traditional letting agents are great for exchanging money for service, but at least in our experience, they miss the growth mindset that Investors like you and me have instinctively. Imagine an experienced investor at the controls of your property business every day… now imagine it free for 6 months when you join. Thats Pineapple Living. 

Plus, our free resources and HMO Community provide ongoing support, whether you’re starting out or scaling up.

Kent and the South East are our focus, and where our deep industry knowledge and network are based and focused. However, we’re open to opportunities elsewhere in the south east. Got something in mind? If we can make it happen and we’re the right fit for it, we’ll tell you. Just reach out and let’s chat!

Best thing to do is join our community or book a call. HMO challenges vary, some need simple fixes, others need deeper intervention. 

HMOs that don’t make as much money, typically suffer from at least one of these 4 things, and are mostly solvable

– Wrong tenants (Marketing or Maintenance issue)

– Maintenance Pileups (Cashflow or Management issue)

– Absentee Management (Management or Strategy issue)

– Wrong location (Core strategy issue…and this is the toughest to solve) 

It’s likely we can at least help you make more sense of what’s going on so you can make smart choices, for you.

Tell us what’s going wrong, and we’ll share our honest take on what we’d do. If theres a next step or a fix we can implement, we’ll let you know. 

Reach out. 

The Kent HMO Alliance, hosted on our platform (Kajabi) is where we host our free resources and community. Funny name ‘Kajabi’ but it’s just an easy way for us to store content. You’ll need to signup (free) login and from there you’ll have access to expert guides for Kent’s HMO Landlords and Investors, exclusive content, checklists, ROI calculators, spreadsheets, and a step-by-step process for building an HMO the way we do them for ourselves…and videos getting granular on what to buy, that makes a great HMO. Honestly, it’s how we do it for ourselves, and well worth the time to watch, read, understand. 

From there, we have a forum & community and host regular meetups over video where we discuss opportunities, whats going on in the market, and answer questions. It’s a collaborative approach, so if you hear or see something thats useful, post it, share it with the community and lets make it a voice for Landlords and Investors across Kent. 

We’re in the group weekly to answer questions. It’s a safe space, and there are no bad questions. 

Need a specific resource? Or you’re stuck and just want help, Just ask! 

We take clients directly from the community, so it’s a must do first step if you’re thinking about engaging us for any of our services. 

Yes, but we have a waitlist for full-service clients. We only take a few each year to ensure they get our full attention and our exclusive HMO specialist build team aren’t juggling too many projects.

If no slots are open, we recommend joining The Kent HMO Alliance Community and you can join the waitlist from there. Most investors wait 3-6 months for a slot anyway, so while you wait, you’ll get valuable insights and resources to prepare so when the time comes you’ll be fully ready to start.

Landlords looking for 6 months free management, thats the best place to start too. You’ll be asked to join anyway so hit the button, sign up, reach out and we’ll be in touch. If you qualify and we have space, we’ll let you know next steps. Bags of free stuff to take advantage of while you wait!

We select clients directly from the waitlist, it’s the fairest way. If you’re serious about investing or becoming a Landlord, start there.

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.