When you’re in the right place, Maui is magical.
Let us help find your perfect rental:
a. The best way to use our expertise and personalized service is to shoot us a quick email using the handy-dandy contact form below, or give us a call at 808-769-6929. Take a minute to tell us a bit about yourself, and what drew you to Maui — describe what you want out of this trip and your lodging & we’ll mind-meld with you to make some really great suggestions… For real – give it a try!
b. We’re pretty fast, but since we’re actually human beings, we’re not instant (yet!) — so while you’re waiting for your reply, scroll through some of the rentals we’ve written detail articles about below. Or you can start browsing our great MauiGuidebook of hundreds of in-depth articles and high resolution photos. Start digging in with the Sights & Adventures Map – or drop-down though the navbar at the top of every page. (Oh, our home page also has a great variety to get your started.)
Here are some stand-out rentals we have recently reviewed that you might like to get started with:
A New England Style Bed & Breakfast
Here is something you’ll never see featured among the top of any of the mass-market Maui listings: an off-the-beaten path, totally off-grid, Craftsman style Bed & Breakfast!
Windward Garden has just three rooms and is nicely priced at $135-$165/rm. (breakfast included) or $400 for the entire large 3BR house.
Situated at the bottom of a mile long, narrow, somewhat haphazardly paved road in the jungle, this is very close to the start of the Road to Hana and ironically a quite central home-base for Maui adventurers. Walk to waterfalls, along jungle paths, and to the edge of scenic ocean bluffs. This classy B&B will remind you of New England when you’re inside, and of no where else in the world when you’re outside. Check out my full article here.
Check out some other off-the-beaten-path North Shore and Road To Hana vacation rental articles here.
Seriously Direct Oceanfront
Alexa just found this one recently: A direct oceanfront 2BR in the $200′s nightly…yeah, for real!
I was just there last week to do an under-cover recon (call me a cynic, but I bee-lined it over there to find out why the heck it was so cheap), and it was a stunner. Recently remodeled, and the guests were sitting outside and just gushed to me about their stay. They’re Maui regulars (in fact, turned out that the husband was Hawaiian and grew up in Oahu.) They said this was their first time in this unit, and finally found the place they were always looking for.
The icing on the cake for me the day I was there were the dozens of sea turtles with a lucky snorkeler in the middle — this middle-aged guy was so excited, yelling up to his wife every thirty seconds or so, with such an enthusiasm that he reminded me of a little kid — yeah dude, I totally hear you, Maui is awesome!
Check out our detail article here. You can also check out our other West Maui top picks here.

Can't beat that view!
Perfect for an Active Family
Alexa just uncovered this under-the-radar complex with plenty of great units in the $150-$225 range.
I’m the father of four, and when I took my own look at Maalaea Banyan, I was immediately struck with how absolutely perfect it was for active families like ours – decent sized units, plenty of beds, super central location, and not all uppity where you feel like you can’t just be your family.
Sitting on what I like to call a ‘beach of convenience’ – if you’re on a family-style trip, and want a recently remodeled decent oceanfront unit, check out the Maalaea Banyans units I’ve reviewed.
3BR House Wailea/Kihei
I found this great house last year when looking for a place for friends. The pricing is definitely way low for Wailea, in the $250-350 range.
This 3BR house It is right on the line where Wailea meets South Kihei (on the Wailea side.) In a residential neighborhood, the location is super convenient, close to the Piilani Highway (but well away from the sound of it, and walking distance to the beach.)
The rooftop deck here is totally island-style awesome. The owner is a Maui resident and has a great sense of style, the house is kept well, and is within a short drive of some of the best beaches on Maui. Check out the detail article here.
You can check out some other South Maui rentals that we have reviewed here.
Larger 2BR in Gardens; Central Kihei
This was the first condo I wrote about. I’m not a fan of generic condos, and this stood out to me big-time. It isn’t sitting on one of the more popular South Kihei beaches and it doesn’t have an ocean view…and I really didn’t care.
What does stand out is that it is super quiet, and a really sweet garden vibe here. It is also much larger than most of our vacation rental 2BR units – and it just doesn’t feel manufactured or fake; plenty of real folks actually live here. Price range is also moderate coming in at $150-$200 most of the year.
The beach across the street, while small, and not a touristy favorite, is a cultural treasure that virtually no visitors will take the opportunity to appreciate. Stay here, and you will make that your ‘beach of convenience’ and really come to appreciate the genuine Hawaiian spirit that resides there.
So, yeah, this one is close to my heart; you can check out the full article here.
You can also check out some other South Maui rentals that we have reviewed here.
That’s it for now, more to come soon… If you didn’t see that perfect place, take a minute to let us know what it looks like and we’ll find it for you:
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PS – If you came here looking for pushy salespeople, you’re gonna be disappointed. That clever headline for this page? That’s not really our catchy ‘sales pitch’ — it’s our mission.







