Kaupo Vacations

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Find the Best Kaupo Vacation Packages

Kaupo Hotel Deals

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 AED 1,671 per night from May 19 to May 20
AED 1,671
AED 2,165 total
includes taxes & fees
19 May - 20 May
9/10 Wonderful! (956 reviews)
"Ok"

Reviewed on 16 April 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 AED 3,302 per night from Apr 26 to Apr 27
AED 3,302
AED 4,112 total
includes taxes & fees
26 Apr - 27 Apr
9.2/10 Wonderful! (1,000 reviews)
"Peaceful and beautiful"

Reviewed on 8 April 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
8.6/10 Excellent! (251 reviews)
"loved it"

Reviewed on 2 April 2025

Get rates
Wailea Ekolu - CoralTree Residence Collection
See all 155 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.

Frequently asked questions

How much does a Kaupo vacation 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 vacation 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 vacation packages. Traveling in quieter periods means you can usually find lower prices on flights and hotels.
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 vacation package well in advance.
Is it cheaper to book a Kaupo vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations 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 vacation 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 favorite time of year and the type of activities available will also help you decide when to vacation 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 vacation package.

Discover the most popular places to visit in Kaupo

Maui Garden Of Eden - Botanical Gardens & Arboretum

Maui Garden Of Eden - Botanical Gardens & Arboretum

5/5(1 review)

Explore the great outdoors at Maui Garden Of Eden - Botanical Gardens & Arboretum, a lovely green space in Hana. Wander the beaches and seaside in this romantic area.

Maui Garden Of Eden - Botanical Gardens & Arboretum
Black sand beach at maui

Black Sand Beach

Why not spend a lazy afternoon at Black Sand Beach during your trip to Hana? Stroll along the beaches or discover the sunrises in this relaxing area.

Black Sand Beach
Waianapanapa State Park

Waianapanapa State Park

4.5/5(189 reviews)

If a restful vacation is part of your travel plans, Waianapanapa State Park might be the perfect place to seek out during your trip to Hana. Wander the seaside and gardens in this relaxing area.

Waianapanapa State Park