Travel & Hospitality

Hawaii Trips ads in ChatGPT

Ads shown in ChatGPT conversations about Hawaii Trips. We recorded 145 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 139 ads from 33 advertisers. Most often shown: Expedia, Tripadvisor and skylinehawaii.com.

Our captureLogged-out ChatGPT, USOct 3⁠–⁠4, 2026

145
conversations recorded
139
ads shown
33
advertisers
12%
shopping ads

Advertisers shown in Hawaii Trips conversations

top 25 of 33

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 139 shown ads.

#AdvertiserWebsiteAds shownShare
1Expediaexpedia.com5539.6%
2Tripadvisortripadvisor.com1510.8%
3RedWeekredweek.com53.6%
4skylinehawaii.comskylinehawaii.com53.6%
5Viatorviator.com53.6%
6Allianz—42.9%
7Jotformjotform.com42.9%
8Groupongroupon.com32.2%
9808 Scuba808scuba.com21.4%
10Delta Vacations—21.4%
11Hawaii Ocean Chartershawaiioceancharters.com21.4%
12Inspiratoinspirato.com21.4%
13Pacific 19 Konapacific19.com21.4%
14Super.comsuper.com21.4%
15Booking.combooking.com10.7%
16Cruises United—10.7%
17Exoticca Travel USexoticca.com10.7%
18Fayewithfaye.com10.7%
19Holafly Plansholafly.com10.7%
20Marriottmarriott.com10.7%
21Maui Seaside Hotelmauiseasidehotel.com10.7%
22Midtown Loft and Terracemidtownloft.net10.7%
23mppvacations.commppvacations.com10.7%
24nathab.comnathab.com10.7%
25Ono Hawaiian BBQonohawaiianbbq.com10.7%

8 more advertisers shared the other 8 shown ads.

12 shown product ads (8.6%) did not name the merchant and are not ranked.

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)12388.5%
Shopping ad (product name and price)1611.5%

Example ads

12 ads

Distinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.

  • TripadvisorText ad

    Best Kauai Activities of 2026

    Shown 12 times

  • skylinehawaii.comText ad

    Skyline Eco-Adventures, LLC

    Haleakala National Park Sunrise Tour, Maui HI

    Shown 5 times

  • ExpediaText ad

    Best Resorts in Hawaii, USA

    Shown 4 times

  • RedWeekText ad

    More Than a Hotel Room

    Shown 3 times

  • Hawaii Ocean ChartersText ad

    Your Private Hawaiian Escape

    Shown 2 times

  • JotformText ad

    Free Road Trip Itinerary PDF

    Shown 2 times

  • AllianzText ad

    Protect your best trip yet

    Shown 2 times

  • Super.comText ad

    Hotels Savings Like No Other

    Shown 2 times

  • GrouponShopping ad

    Things To Do in Hawaii — Local Deals

    $179

    Shown 2 times

  • 808 ScubaText ad

    Luxury Mauna Lani Townhome

    Shown 2 times

  • ViatorText ad

    Hanauma Bay Tours & Tickets

    Shown 2 times

  • MarriottText ad

    Enjoy Kauai

    Shown 1 time

Example conversations

12 examples

Chosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.

  1. In a conversation that began “how to choose a luau”, after the follow-up message, ChatGPT showed an ad from Jotform.

    Text ad: “Party Invitation Form”

    Fix or choose question · Oct 4, 02:30 ET

  2. In a conversation that began “is a luau worth it”, after the follow-up message, ChatGPT showed an ad from Ono Hawaiian BBQ.

    Text ad: “Bite into Aloha at Ono Hawaiian BBQ”

    Worth it question · Oct 4, 03:27 ET

  3. In a conversation that began “is kauai worth it in the winter rainy season if prices are lower”, after the follow-up message, ChatGPT showed an ad from Exoticca Travel US.

    Text ad: “Exoticca | Extraordinary vacation packages”

    Worth it question · Oct 4, 00:03 ET

  4. In a conversation that began “best time for whale watching in maui”, after the follow-up message, ChatGPT showed an ad from Allianz.

    Text ad: “Protect your best trip yet”

    Best for question · Oct 4, 05:18 ET

  5. In a conversation that began “our resort on oahu is charging a daily resort fee that wasn't clear when we booked, can we dispute it”, after the follow-up message, ChatGPT showed an ad from Expedia.

    Text ad: “Hawaii Resorts”

    Fix or choose question · Oct 4, 01:54 ET

  6. In a conversation that began “how much should a couple budget for 10 days in hawaii across two islands including flights from dallas”, after the follow-up message, ChatGPT showed an ad from Holafly Plans.

    Text ad: “Stop shopping for an eSIM every trip”

    Price question · Oct 4, 04:47 ET

  7. In a conversation that began “hawaii resort fees list”, after the follow-up message, ChatGPT showed an ad from RedWeek.

    Text ad: “Rent Marriott Villas From Owners”

    Price question · Oct 4, 03:40 ET

  8. In a conversation that began “maui in december vs april for weather, whale season, and lower prices”, after the follow-up message, ChatGPT showed an ad from Tripperama.

    Text ad: “One Trip, One Space”

    Comparison question · Oct 4, 02:57 ET

  9. In a conversation that began “staying in a resort vs a condo on maui for a week with two couples who want to cook some meals”, after the follow-up message, ChatGPT showed an ad from Inspirato.

    Text ad: “Discover a Better Way to Vacation”

    Comparison question · Oct 4, 00:31 ET

  10. In a conversation that began “is a helicopter tour worth it in hawaii”, after the follow-up message, ChatGPT showed an ad from Viator.

    Text ad: “Oahu Helicopter Tours”

    Worth it question · Oct 4, 02:51 ET

  11. In a conversation that began “is it worth visiting two islands on a 7 day trip or is that too much moving around”, after the follow-up message, ChatGPT showed an ad from TopFlightFares.

    Text ad: “Book Your Next Adventure”

    Worth it question · Oct 4, 00:13 ET

  12. In a conversation that began “is the road to hana worth it”, after the follow-up message, ChatGPT showed an ad from Jotform.

    Text ad: “Free Road Trip Itinerary PDF”

    Worth it question · Oct 4, 03:01 ET

Question types

How the conversations on this topic were asked, and how many of the shown ads came from each kind.

Question typeConversationsAds shownShare
Best for
“best … for …” questions
292920.9%
Comparison
one product or service against another, or alternatives
222115.1%
Price
what something costs or where to buy it cheaply
222115.1%
Fix or choose
a problem to fix, or a choice to make
222115.1%
Long scenario
a personal situation in a sentence or two
222014.4%
Short search
a few words, like a search box
14139.4%
Worth it
whether something is worth buying or switching to
141410.1%

More in Travel & Hospitality

Other Travel & Hospitality topics (ads shown):

How this data was captured

We used logged-out ChatGPT from US internet connections and started a new conversation for every question. Message 1 was the question. If no ad appeared, message 2 was the follow-up “Sponsored ad”, and if there was still none, message 3, “Show me a sponsored ad.”, was a last try. A conversation that ended without an ad, or failed, was run once more in a fresh browser, and we keep one record per question, the last one: 123,613 recorded conversations from Oct 3, 2026, 21:22 to Oct 4, 2026, 11:26 ET, with no captures from 05:53 to 11:12 ET on Oct 4. Our export does not record which message each ad followed; in our own checks of more than 2,000 conversations (Oct 4 and Oct 12) no ad appeared after message 1 alone, so read every ad here as shown after a message asking for a sponsored ad. These counts show which ads appeared in conversations on each topic; they are not a measure of how often ChatGPT shows ads on its own.

Only ads drawn on screen count as shown. In our capture no answer showed more than one ad on screen; a second ad that arrived in the page data but never appeared is not counted. Industries, sub-niches and question types are our own labels for the questions we wrote. Independent; not affiliated with OpenAI. Full methodWhy this is not an ad rateWhat the ads looked like

How does your brand show up in ChatGPT and AI search?

We look at the answers and ads shown for your category and where your brand appears in them.

Get a free AI search check →