Kaupo Holidays

    Plan, book, travel with confidence
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Kaupo

Hana-Maui Resort, a Destination by Hyatt Residence
Hana-Maui Resort, a Destination by Hyatt Residence
4 out of 5
5031 Hana Hwy, Hana, HI
Fully refundableReserve now, pay when you stay
The price is S$747 per night from 12 Dec to 13 Dec
S$747
includes taxes & fees
12 Dec - 13 Dec
9/10 Wonderful! (908 reviews)
"10/10 recommend!! Selma at the front desk welcomes you with open arms like your part of her family! The views from the bungalows are something I will never forget. Very special place ❤️"

Reviewed on 16 Nov,2024

Hana-Maui Resort, a Destination by Hyatt Residence
Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5 out of 5
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is S$1,733 per night from 3 Dec to 4 Dec
S$1,733
includes taxes & fees
3 Dec - 4 Dec
9.2/10 Wonderful! (977 reviews)
"Very nice place!"

Reviewed on 7 Nov,2024

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea Ekolu - CoralTree Residence Collection
Wailea Ekolu - CoralTree Residence Collection
3.5 out of 5
10 Wailea Ekolu Place, Kihei, HI
8.8/10 Excellent! (245 reviews)
"We loved this property! It was more then what we were expected, so comfortable and quiet and super clean and very spacious, we will stay here again."

Reviewed on 17 Nov,2024

Wailea Ekolu - CoralTree Residence Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Kaupo holiday package cost?
Maybe less than you might think — from as low as , as a matter of fact! By bundling flights, hotels and car rentals into a customized package, your trip to Kaupo is just a few clicks away.
How do I get a cheap travel package to Kaupo?
Bundle your hotel and flight bookings, add on extras such as activities, and save with a Kaupo holiday package. You won’t just enjoy superb discounts on your getaway — you’ll have a world of choice within your reach too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 hotels globally. Your affordable holiday begins right here, right now!
How far in advance should I book my Kaupo holiday?
Reserving your seat early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Kaupo sometimes emerge just a few weeks before departure.
What does an Expedia Kaupo travel package include?
From hotels and airfares to car rentals, Expedia can help you craft a Kaupo package that’s ideal for you. Holidaying for a while? Consider a flight, hotel and rental car bundle. If you’re taking a short break, a hotel and airfare deal could be more your style. Experiences can also be added after you’ve booked. Our travel packages make it simple to save and plan.
What should I know before booking a Kaupo travel package?
You can save big by bundling your airfares, hotels and rental cars. Once you’ve created your package, add on fun stuff like activities or tours. Your next awesome holiday is only a couple of clicks away.
Can I choose my airline with a Kaupo Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Just select the carrier you want and put together the perfect Kaupo escape.
If I'm not able to travel, can I cancel my Kaupo holiday package?
You can. We get that things don’t always go to plan, so we’re happy to help if you need to make changes to your Kaupo holiday package. It may be possible to cancel or amend your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Popular places to visit

What to do in Kaupo

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.