Where to Stay on Maui, Hawaii: Wailea vs Kaanapali | How to Pick the Place Right for You

This debate gets heated in the forums, where to stay on Maui – Wailea or Kaanapali? You are in the right place because we’re breaking down the pros and cons of where to stay on Maui!

Do you want a luxury Maui vacation? Do you want more nightlife? Are you looking for the best snorkeling on Maui? Do you want to stay in a vacation rental or resort? These are the types of questions we answer when it comes to where to stay on Maui.

There is no right answer because it depends on what type of Hawaii vacation you are looking to have with your friend(s), partner, or family.

Wailea and Kaanapali are the main resort areas on Maui, Hawaii. And for good reason. They have the best beaches, snorkeling coves, and weather on the island.

Now that you know where to stay, finish your planning with our Maui itinerary! With one download, your dream Hawaii vacation is planned:

Need a hotel now? Here are our favorite Hawaii hotels (note, these are affiliate links which means we earn a few dollars at no cost to you when you click) Thanks for watching!
Westin Maui Kaanapali
Sheraton Kaanapali
Hotel Wailea

Where to Stay on Maui: Kaanapali or Wailea
00:00 Intro
00:50 Where is Kaanapali and Wailea located on Maui?
01:48 The best weather
02:38 The best beaches
03:56 The best sunsets
04:13 The best snorkeling spots
04:58 The best nightlife and happy hours
05:44 The best resorts and vacation rentals (prices)
07:33 Jordan and Erica’s favorite place to stay

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Here’s Erica’s FREE One Week Maui Itinerary with Kids –

We also love to share our FREE 5-Day Oahu Itinerary –
OUR CAMERA GEAR (keep it simple for your vacation!):
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The Best Hawaiian Island for First-Timers video –

Lahaina, Maui Ghost Town Bike Ride (April 3rd, 2020) –

Where to Stay in Hawaii: Hotels vs Vacation Rentals –


  1. failure because they didn't say which they prefer.

    in other words, if they were to book a room at either location where money was no object which would they pick?

  2. Ka'anapali is wonderful but feels a bit too kitschy. Went to Whaler's Village and even the shopping center which felt like an outlet mall. The saving grace was an ABC store. Looks like Wailea is more like a good escape if you want the resort getaway but the price tag comes with it. However the aquarium and Kihei are much closer so you don't have to get sucked in and herded around like the Ka'anapali tour busses. haha.

  3. When we went to Maui we stayed in the Grand Wailea which is a nice and private resort that offered a beach with great snorkeling and reefs to visit, also an activity pool with bars and slides for people to enjoy. This is the more kid friendly hotel in Wailea and offers rooms and condos. Staying in the condos offered us a beautiful sunset along the resort.

  4. We are planning a vacation with our 12 year old son & 14 year old daughter and wanted to know which area would have more to for them, or the better/more fun resorts? Also, do you think Maui would be the best island for them, or do you think Oahu or one of the other islands would be better? Thanks!! Great video!!

  5. We are (my son 10 and my husband)Ooo no allmost forgot my 2 kitty cats😻 looking for a long term rental in Maui ,we love our stay in Kauai ,very nice! And we love to move to Maui if we can findsomethingg less $$$$$$$ !, Any tips, Please🙏

  6. I loved the Fairmont in Wailea in 2016. I am coming back this year and I am staying at the Ritz Carlton in Ka'anapali.

  7. I came across your channel over the weekend while planning my Maui Honeymoon and this video just made my decision on where to stay so much easier! Thank you so much for sharing! See you in Ka’anapali this October!

  8. Hi! I’m so glad I watched this! I want to go to Maui in July/ aug. where can we stay that has the best white sand beaches ? I have a 9 & 11 year old and would love to find an ocean front rental that is not too crazy expensive! Thnx!!

  9. Hi guys! great vid! You both are easy to listen to…so cheery!!! Anyway, what do you guys think about the Aston Kaanapali Shores Beach Resort (condos)?

  10. I’ve stayed all over and I love the Hyatt in kaanapali the luau there is great! I love The Grand Wailea too it has the best beach!

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