Kaupo Holidays from AU$1,944

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Your Kaupo Holiday

Our Kaupo holiday packages offer countless opportunities to uncover new sights, sounds and activities. And with all of the travel arrangements taken care of, you can let go and enjoy your city break without a care in the world. Fill your free time with visits to Bamboo Forest, Oheo Gulch and Pools of Oheo, some of the attractions you really should see during your trip to Kaupo. A couple of quick clicks is all it takes to put together the ultimate Kaupo holiday on Expedia.

The Latest Kaupo Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Kahana Villa

Kahana Villa

3 out of 5
per person
12 Oct - 18 Oct
found 3 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8/10 Very Good! (341 reviews)
I’ve been trying to reach this property since I’ve checked out. I left behind in the room a Nikon camera and have not been able to get a hold of them to retrieve my item. Communication is difficult. Please contact me.

Reviewed on 1 Aug. 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
per person
12 Oct - 18 Oct
found 3 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.4/10 Very Good! (1,385 reviews)
Amazing view, room at a great price

Reviewed on 7 Aug. 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
per person
12 Oct - 18 Oct
found 4 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.4/10 Very Good! (486 reviews)
The location to the beach was great. The pool was lovely. The bbqs were clean. Groceries are close by. Quiet aera.

Reviewed on 6 Aug. 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
12 Oct - 18 Oct
found 2 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.6/10 Exceptional! (210 reviews)
I highly recommend this resort. Its prime location near the beach makes it incredibly convenient for guests, and it’s just a short distance from all the main coral reef tour departures. The proximity to local attractions and activities adds great value to the stay, especially for those looking to explore the natural beauty of the area.

Reviewed on 4 Aug. 2025

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
per person
12 Oct - 18 Oct
found 3 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9/10 Wonderful! (1,635 reviews)
Check-in was easy, the staff were very friendly and helpful. The room was clean and comfortable. Great place to stay.

Reviewed on 8 Aug. 2025

Kaupo Holiday

Kaupo Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)
Max Temp Winter
24ºC
Max Temp Summer
27ºC
Top Sights
Red Sand Beach, Hamoa Beach and Koki Beach Park

Our pick of the best Kaupo Hotel Deals

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 AU$1,379 per night from 19 Aug to 20 Aug
AU$1,379
19 Aug - 20 Aug
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Amazing and relaxing resort
"It was an amazing boutique resort the property is beautiful and very relaxing a different vibe from the other Wailea resorts the staff is great and the amenities are nice including the shuttles to anywhere in the Wailea area. Definitely would come back and say if you get a chance to check it out ..."

Reviewed on 23 Jul. 2025

Hotel Wailea, Relais & Chateaux - Adults Only
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 AU$953 per night from 6 Sept to 7 Sept
AU$953
6 Sept - 7 Sept
includes taxes & fees
9/10 Wonderful! (987 reviews)
"My husband and I stayed at the Hana Maui resort for our honeymoon. We stayed for 10 nights, which we were quickly told by locals is much longer than most people tend to stay in Hāna. We are so glad that we did! This resort is beautiful, clean, and perfect for anyone who enjoys a quiet stay. Upon ..."

Reviewed on 6 Aug. 2025

Hana-Maui Resort, a Destination by Hyatt Residence
Oceanview Condo in Hana-Let the ocean lull you to sleep

Oceanview Condo in Hana-Let the ocean lull you to sleep

Hana
The price is AU$718 per night from 16 Aug to 17 Aug
AU$718
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (102 reviews)
Hāna stay
"View is awesome! Love the sound of the ocean. Wish there was AC as it was humid."

Reviewed on 22 Jun. 2025

Oceanview Condo in Hana-Let the ocean lull you to sleep
See all 149 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 Holidays
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Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Kaupo

Maui Garden Of Eden - Botanical Gardens & Arboretum

Maui Garden Of Eden - Botanical Gardens & Arboretum

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 relaxing area.

Maui Garden Of Eden - Botanical Gardens & Arboretum
Hamoa Beach

Hamoa Beach

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

Hamoa Beach
Maui Island showing forests, a waterfall 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

What to do in Kaupo

Road To Hana Self-Guided Driving Audio Tour Bundle

Best of Maui: Self-Guided Driving Audio Tour Bundle

AU$38
per traveller
100% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
Maui Pineapple Farm Tour

Maui Pineapple Farm Tour

AU$145
per adult
88% of travellers recommend
Maui Pineapple Farm Tour
Hawaiian Islands Self-Guided Driving Audio Tour Bundle

Hawaiian Islands Self-Guided Driving Audio Tour Bundle

AU$56
per traveller
Hawaiian Islands Self-Guided Driving Audio Tour Bundle
See all activities in Kaupo

Frequently asked questions

How much does a Kaupo holiday package cost?
You'll find cheap prices from AU$1,944 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.