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Booking Hawaii Inter-Island Travel in the Southwest Era

July 8, 2019 by Island Miler

Recently, I booked a trip to Kona for Mrs. Island Miler and I. Things are quite different from the last time we traveled inter-island, so let’s talk about booking Hawaii inter-island travel in the Southwest era.

Southwest launched its Hawaii service earlier this year and, until recently, has been growing rapidly in the islands. I’ve always hesitated to fly with them, though, since they don’t have assigned seating. But, thanks to their 5,000 points kama’aina launch offer, I’ve finally decided to give them a try.

Cost Comparison

Now, the reason we’re going to Kona is to burn Marriott Bonvoy certificates. So, my goal for this trip was to keep out-of-pocket costs as low as possible. Looking at the cash rates for our desired travel dates, things weren’t looking too bad. Roundtrip fares on Hawaiian were pricing around $124 per person.

Booking Hawaii Inter-Island Travel in the Southwest Era

Things were slightly cheaper with Southwest at around $118 per person.

Booking Hawaii Inter-Island Travel in the Southwest Era

Both of those itineraries are for early morning departures out of HNL and early evening returns out of KOA. I tried to build a similar itinerary on Mokulele, but damn… They require two stops to get from HNL to KOA and back. And they want $260 for the privilege!

Booking Hawaii Inter-Island Travel in the Southwest Era

Um, yeah… I’m not paying double the price to take three to four hours to fly between Honolulu and Kona. And, mind you, all of the above prices are for a single passenger; there’s two of us so I’d be paying double of all the above prices.

Award Pricing

I’d really rather not spend $250 to fly us to Kona and back either, so naturally, I looked at award pricing. Hawaiian’s base price for inter-island award tickets is 15,000 miles. For the flights I wanted, they were asking for 16,000 miles plus $11.20 per passenger.

Southwest, on the other hand, was charging 7,112 miles plus $11.20 per passenger.

Booking Hawaii Inter-Island Travel in the Southwest Era

That’s a lot fewer miles than what Hawaiian Airlines is asking for, though both Mrs. Island Miler and I had 5,000 Rapid Rewards points each. Not quite enough for the award ticket as priced.

Transferring Points

Luckily, Rapid Rewards is a Chase Ultimate Rewards transfer partner. And if it’s one thing I have a decent amount of, it’s Chase Ultimate Rewards. So, I transferred 2,112 points to both Mrs. Island Miler’s and my own Rapid Rewards accounts.

So, our total for this trip, minus the 5,000 free points, was 4,224 Ultimate Rewards points. Yeah, that may not be the best use of the points, but meh. I earned more points than that recently for making a reimbursable purchase through the Ultimate Rewards shopping portal, so I don’t mind.

Given the low award cost with Southwest, we’re finally giving them a try. Wish us luck! It’ll be an interesting experience at the very least.

Booking Hawaii Inter-Island Travel in the Southwest Era, Final Thoughts

So, as far as cash rates go, the difference in price between Hawaiian and Southwest is minimal. Rewards pricing, though, differs immensely. Especially since Ultimate Rewards points are WAY easier to earn than HawaiianMiles. But that’s not the whole story.

With Hawaiian, HawaiianMiles members pay $25 for your first checked bag each way. If you have their crap credit card, though, you the cardholder gets one free checked bag, though your companion still needs to pay unless they’re a cardholder too. Southwest, on the other hand, gives you two free checked bags. But with no assigned seating, I’m tempted to spend $15 per segment per person for EarlyBird Check-In. We’ll see, though, as doing so will cost me $60 roundtrip for the both of us. But that’s still cheaper than the $100 roundtrip I’d spend for the both of us to check a bag on Hawaiian.

In the end, if you’re paying cash, right now, Hawaiian and Southwest are pretty evenly matched. Southwest edges out Hawaiian more if you don’t care about assigned seats and need to check a bag (or two) and don’t have the Hawaiian card. However, if seat assignments and the possibility of sitting in a first class product matters, then Hawaiian is the better choice. Just be prepared to pay those checked bag fees.

As far as award pricing goes, though? Southwest all the way. Especially since Ultimate Rewards points transfer 1:1 to Rapid Rewards. And, remember, you earn 3x points on all dining and travel spend (including parking) with the Chase Sapphire Reserve. Plus you can earn 5x points quarterly bonus categories with the Freedom and 1.5 points per dollar on all other spend with the Freedom Unlimited. So those points add up QUICK!

Filed Under: Hawaii, Hawaiian Airlines, Island Miler, Southwest Tagged With: hawaii, hawaii inter-island flights, hawaii inter-island travel, Hawaiian, Hawaiian Air, hawaiian Airlines, HawaiianMiles, Inter-island flights, inter-island travel, Mokulele, Mokulele Air, mokulele airlines, Rapid Rewards, Southwest, Southwest Air, Southwest Air Hawaii, southwest airlines, Southwest Airlines Hawaii, Southwest Airlines Rapid Rewards, Southwest Rapid Rewards

Reader Interactions

Comments

  1. Lisa says

    July 8, 2019 at 7:03 AM

    Please share where you are staying with your Marriott Bonvoy certificates and if you have stayed at this property (reviews?). Thank you.

    • Island Miler says

      July 8, 2019 at 9:12 AM

      Aloha Lisa, on the Big Island, I’m burning my certificates at the Westin Hapuna Beach. I’ve never been before, though.

  2. Lisa Spicer says

    July 8, 2019 at 9:41 AM

    Thanks for the update. It looks like a nice property. I hope you write up your experience after your trip. We are heading to the Big Island for the first time over Thanksgiving. Aloha!

    • Island Miler says

      July 8, 2019 at 10:15 AM

      I most certainly will, stay tuned! In the meantime, if you’d like any tips for the Big Island let me know here or at islandmiler@icloud.com. Always happy to help. Aloha!

  3. Mike says

    July 8, 2019 at 11:56 AM

    Keep us posted on your SW experience. I can’t imagine it is much different than flying with Hawaiian. I have the CP and I’m hoping they expand to Kauai before the end of 2019.

    • Island Miler says

      July 8, 2019 at 12:19 PM

      Will do! I think the biggest differences, though, are going to be around seating, boarding, and airport experience. I’m not a fan of Southwest’s terminal location and lack of jetway access, nor do I like the lack of assigned seating, but we’ll see! As far as Kauai before the end of the year, though, I think that’s going to depend on the Boeing 737 MAX debacle. The Airline is short nearly three dozen jets now because of the grounding and has essentially halted Hawaii expansion for the time being.

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