Kaupo Holidays

Photo by Tim & Nat ✈

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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 €632 per night from 9 Jul to 10 Jul
€632
9 Jul - 10 Jul
includes taxes & fees
9/10 Wonderful! (976 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 €843 per night from 14 Jul to 15 Jul
€843
14 Jul - 15 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 €632 per night from 14 Jul to 15 Jul
€632
14 Jul - 15 Jul
includes taxes & fees
8.6/10 Excellent! (256 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

Maui Island featuring forests, a cascade and landscape views

Garden of Eden Arboretum

Follow walking trails to discover exotic plants and a century-old tree, enjoy picnics and take photos of a rock famous for appearing in a Hollywood movie.

Garden of Eden Arboretum
Koki Beach Park

Koki Beach Park

If a restful holiday is part of your travel plans, Koki Beach Park might be the perfect place to visit during your trip to Hana. Amble around this relaxing area's seaside or seek out the yoga studios.

Koki Beach Park

Hanawi Natural Forest Reserve

Commune with nature and explore the great outdoors at Hanawi Natural Forest Reserve during your travels in Hana. Discover the sunrises in this romantic area or seek out the yoga studios.

Hanawi Natural Forest Reserve

What to do in Kaupo

Deluxe Inclusive Hana Day Tour

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

€209
per adult
100% of travellers recommend
Road to Hana, and Waterfall Swim, The Ultimate Maui Experiences
Small Group Luxury Road to Hana Waterfalls & Lunch

Famous Road to Hana Waterfalls & Lunch

€200
per traveller
98% of travellers recommend
Famous Road to Hana Waterfalls & Lunch
Mother and daughter with flash lights in cave in Maui

Hana Lava Tube Adventure

€349
per traveller
76% of travellers recommend
Hana Lava Tube Adventure
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.