Ho’olei- Maui

By January 20, 2016Blog, Travel
Grand Wailea Resort

It’s no big secret that Maui (and Hawaii in general) tops most peoples must-do trips, and departing from a frozen tundra country like Canada there’s clearly no better time to see Maui then in the dead of winter. I’ve had the pleasure of going to Maui a few times, most recently last dead of winter (aka Polar Vortex of ’15) and I can attest to the instant gratification that is sunshine, palm trees and actual smiling people. Maui is surrounded by all this, and rugged natural beauty, sprinkling six vastly different sub-regions of varying climates all on this one glorious island. Bored of the beach? Climb a crater, and pack a sweater- it’ll be roughly 10- 20 ºc cooler up there (10,000 feet up give or take). From the jungle like rainforests (and fantastic waterfalls) that dot the Hana Highway, to the pristine beaches like Makena Beach, here’s my best bets for the best that Maui offers.

Ho'olei at Grand Wailea

Ho’olei at Grand Wailea

Like any good real estate agent will tell you, it’s all about location and while Maui is compact in size (a mere 1,884 km²) you still want to maximize your vacation by choosing a spot that speaks to you. Into golf? Consider staying near Kaanapali Beach. Paia, on the North Shore is the top pick for surfers with it’s reliably massive waves. Lahaina is kitschy, cutesy and adorable, but ultimately a little too touristy for me. I prefer staying south, in Wailea, at Ho’olei.

House at Ho'olei at Grand Wailea

House at Ho’olei at Grand Wailea

Renting a house is not only a comfortable and spacious luxury but it can also be a more cost effective choice when traveling with a family. My two daughters shack up and share a room, and in past trips we’ve shared a house with grandparents, nieces and other extended family members (let’s face it- free babysitters).

Deluxe Kitchen...swoon!

Deluxe Kitchen…swoon!

Glam Squad not required

Glam Squad not required

One of your biggest expenses in Maui will ultimately be food and drink. The prices fluctuate, but reliably are inflated- almost everything (other than local grown food) has to be shipped in- at great expense. A box of Lucky Charms can set you back $12 US, which seems steep until you see the prices at the nearby restaurants. Shop smart (there’s a Safeway in Kihei) and eat out sparingly. We end up buying tons of local fresh produce from farmers markets and snapping up biggie sized fresh tuna steaks for easy meals back at the house. The houses in the subdivision are all tricked out- elevators, lanais on both top and bottom floors (if you can swing a higher up house you’ll be afforded with panoramic ocean views, which all but guarantee whale watching from the comfort of your bathrobe). Service is outstanding at this resort, they will even grocery shop for you prior to your arrival, ensuring a well stocked fridge full of favourites when you *finally* land. The concierge will take care of all your bookings, luaus, surfing lessons, restaurant reservations, they will take care of everything.

Guest Room Ho'olei at Grand Wailea

Guest Room Ho’olei at Grand Wailea

Master Bedroom Ho'olei at Grand Wailea

Master Bedroom Ho’olei at Grand Wailea

Master Bedroom Ho'olei at Grand Wailea

Master Bedroom Ho’olei at Grand Wailea

Ho’olei Poolside

Ho’olei Poolside

While Ho’olei has their own beautifully landscaped pools (and hot tubs!) just adjacent is the spectacular Grand Wailea resort, with it’s sprawling pools, bars and restaurants. We always ‘opt-in’ and rent a house that comes with full pool privileges, and end up spending a ton of our time at the water slides and sipping Wailea Splashes pool side.

But resort life is for the weak and infirm. Or maybe I just get stir crazy after a few days…either way, Maui is super safe, the locals are friendly and out going and there’s too much to see and do so don’t linger poolside too long!

Stay tuned for part two! Where to eat and what to do!

Join the discussion 3 Comments

  • Krista says:

    Bookmarking this one since Hawaii is on our bucket list. Will have to wait a few years, though, since the next few years of travel are all spoken for already (because of course they are). Gorgeous photos, as always.

    • Libby says:

      Thanks for checking it out Krista! Maui isn’t going anywhere anytime soon- and with the dollar in it’s current state, your travel plans hopefully don’t include the US!

  • […] Only some luaus include the exciting fire show, and the Old Lahaina isn’t one of them. We tucked into The Grand Luau at The Grand Wailea Resort which is definitely more touristy- this show features some aerial acrobats as well as a fire show ending- which included them bringing my five year old daughter up on stage to light a guys straw pants on fire. Memories- they’re made in Maui. Now, where to stay and how to get there! Check out my earlier post on the sumptuous surroundings that is Ho’olei. […]

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