Kaupo Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ฿4,531 when you book a flight and hotel together*
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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 ฿19,432 per night from 16 Jul to 17 Jul
฿19,432
฿24,155 total
16 Jul - 17 Jul
includes taxes & fees
9/10 Wonderful! (977 reviews)
"Great hotel in a fun little town! Great staff. The hotel site was planned amazingly well especially in the 50’s when it was built"

Reviewed on 18 Jun 2025

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 ฿24,417 per night from 19 Jul to 20 Jul
฿24,417
฿30,718 total
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Private feel"

Reviewed on 11 Jun 2025

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
The price is ฿9,624 per night from 21 Jul to 22 Jul
฿9,624
฿24,142 total
21 Jul - 22 Jul
includes taxes & fees
8.8/10 Excellent! (257 reviews)
"property was clean and very accessible to what we were doing."

Reviewed on 25 Jun 2025

Wailea Ekolu - CoralTree Residence Collection
See all 152 properties in Kaupo
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.

Popular places to visit

Upper Waikani Falls

Commune with nature and explore the great outdoors at Upper Waikani Falls during your travels in Hana. Wander the beautiful beaches in this romantic area.

Upper Waikani Falls

What to do in Kaupo

Road to Hana Adventure with Breakfast & Lunch

Road to Hana Adventure Tour with Pickup, Breakfast & Lunch

฿7,139
per adult
92% of travellers recommend
Road to Hana Adventure Tour with Pickup, Breakfast & Lunch
Deluxe Inclusive Hana Day Tour

Road to Hana, and Waterfall Swim, The Ultimate Maui Experiences

฿7,833
per adult
100% of travellers recommend
Road to Hana, and Waterfall Swim, The Ultimate Maui Experiences
Road to Hana Premium Picnic via Luxury Limo-Van

Road to Hana Premium Picnic via Luxury Limo-Van

฿12,739
per traveller
90% of travellers recommend
Road to Hana Premium Picnic via Luxury Limo-Van
See all activities in Kaupo

Frequently asked questions

How much does a Kaupo holiday package cost?
You'll find cheap prices on Expedia for your Kaupo break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Kaupo costs.
What are the cheapest months to go to Kaupo?
January, February and June are the best times to look for cheap Kaupo holiday packages. Travelling in quieter periods means you can usually find lower prices on flights and hotels.
How many days is enough for Kaupo?
With a well-planned schedule, you can easily hit the most popular Kaupo sights in a few days. But if you'd like to explore off the beaten track or take day trips, think about booking your Kaupo holiday for longer.
How to find the best Kaupo package deals?
Use Expedia's filters to find some tempting Kaupo package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Kaupo package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Kaupo holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights individually. Better still, you can tailor your Kaupo escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Kaupo?
If you're planning an impromptu Kaupo adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Kaupo?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to holiday in Kaupo.
  2. Budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Kaupo.
  3. Work out your trip length: Think about how much time you want to spend exploring Kaupo. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Kaupo holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.