Kaupo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Tim & Nat ✈
    deals illustration

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Your Kaupo Vacation

Enjoy amazing adventures when you lock in a Kaupo vacation package. Whether you're a foodie, history buff or just a traveler who loves discovering new places, there's something for everyone in this lively city. Any trip to Kaupo needs a well-planned itinerary. Fill yours with attractions like Bamboo Forest, Oheo Gulch and Pools of Oheo. Check out Expedia's extensive range of travel options and book your ideal vacation to Kaupo today.

Top Kaupo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (341 reviews)
Property is close to the beach and many dining options. It would be great to have onsite laundry

Reviewed on Mar. 6, 2025

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (190 reviews)
This place doesn’t have beach access but close to beaches that do

Reviewed on Jul. 7, 2025

Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
I loved this property. I felt like a part of the property and like the staff was ohana. Perfectly quaint.

Reviewed on Jul. 9, 2025

Kahana Villa

Kahana Villa

3 out of 5
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (338 reviews)
very clean and spacious. Great for families. Definitely recommend.

Reviewed on Jul. 8, 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (479 reviews)
The location was great! Loved the restaurants & beaches near by. Calm & friendly neighborhood. The room was comfy, clean & had everything we needed. Staff was amazing & super helpful with things to do & restaurant recommendations.

Reviewed on Jul. 8, 2025

Ready to book your vacation to Kaupo?

 

Choose your dates

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 CA $820 per night from Jul 15 to Jul 16
CA $820
CA $1,020 total
Jul 15 - Jul 16
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 Jun. 18, 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 CA $976 per night from Jul 20 to Jul 21
CA $976
CA $1,232 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Private feel"

Reviewed on Jun. 11, 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 CA $406 per night from Jul 15 to Jul 16
CA $406
CA $1,019 total
Jul 15 - Jul 16
includes taxes & fees
8.8/10 Excellent! (257 reviews)
"property was clean and very accessible to what we were doing."

Reviewed on Jun. 25, 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Kaupo

Hamoa Beach

Hamoa Beach

4.5/5(3 reviews)

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

Hamoa Beach
Maui Island featuring forest scenes, landscape views and a park

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
Hana Bay Beach Park

Hana Bay Beach Park

If a restful vacation is part of your travel plans, Hana Bay Beach Park might be the perfect place to seek out during your trip to Hana. Stroll along the seaside or discover the sunrises in this romantic area.

Hana Bay Beach Park

What to do in Kaupo

Private Waterfall, Rainforest & Handcrafted Chocolate Tour

Haiku: Waterfall, Rainforest, and Handcrafted Chocolate Tour

CA $175
per adult
100% of travellers recommend
Haiku: Waterfall, Rainforest, and Handcrafted Chocolate Tour
Road to Hana on Oahu

Day Trip to Heavenly Hana from Oahu

CA $717
per adult
90% of travellers recommend
Day Trip to Heavenly Hana from Oahu
Helicopter flying near sea cave in Hana

North Shore & Hana Rainforest Helicopter Tour with Taro Plantation Landing

CA $518
per adult
96% of travellers recommend
North Shore & Hana Rainforest Helicopter Tour with Taro Plantation Landing
See all activities in Kaupo

Frequently asked questions

How much does a Kaupo vacation package cost?
You'll find cheap prices from CA $837 on Expedia for your Kaupo break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Kaupo costs.
What are the cheapest months to go to Kaupo?
If you're hoping to book a cheap Kaupo vacation package, consider travelling in January, February and June. You're likely to find lower prices on airfares and hotels during these quieter months --- perfect for budget-conscious travellers.
How many days is enough for Kaupo?
Generally, a handful of days is enough to go to the top sights during your Kaupo vacation. However, if you want to have some time to chill out or go on day trips, consider extending your itinerary.
How to find the best Kaupo package deals?
Bagging a cheap Kaupo package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Kaupo package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Kaupo vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Kaupo vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Kaupo?
If you're planning a spur-of-the-moment Kaupo vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Kaupo?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Kaupo.
  2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Kaupo.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to get to in Kaupo. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Kaupo vacation package that brings all your bookings together.

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