Kaupo Holidays

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Top Flight + Hotel Deals in Kaupo

Price found within the past 48 hours. Click for updated prices.
Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
per person
3 Mar - 7 Mar
found 1 day ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
8.8/10 Excellent! (175 reviews)
We loved having the beautiful green space to enjoy the water view. The condition of the room was not good. Some doors couldn't be locked. Some windows couldn't be opened. We communicated this to the person on staff. She never showed she was very interested in helping. A security guy was there and got involved. No AC so opening doors and windows was important. Person on staff both days we were there seemed to not care at all about our experience and needs. Wouldn't stay there again.

Reviewed on 4 Jan 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
per person
3 Mar - 7 Mar
found 1 day ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
decent view. not as close to water as expected but overall decent

Reviewed on 10 Jan 2025

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
3 Mar - 7 Mar
found 1 day ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (1,592 reviews)
The staff was so friendly and helpful. The property was clean and has gorgeous views. We saw so much from our lanai from tons of sea turtles; dolphins; and even a large whale. Also a short walk takes you to a large parking lot with a huge variety of AMAZING food trucks to choose from. It’s a very convenient location.

Reviewed on 4 Jan 2025

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
Wailea
Save 100% on your flight
per person
3 Mar - 7 Mar
found 1 day ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Always a great stay here.

Reviewed on 11 Dec 2024

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
3 Mar - 7 Mar
found 1 day ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (3,399 reviews)
Staff are very friendly and efficient. Grounds and pools are beautiful. Units are very spacious, clean and functional - could just use a bit of updating especially bathrooms.

Reviewed on 9 Jan 2025

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 €526 per night from 10 Feb to 11 Feb
€526
includes taxes & fees
10 Feb - 11 Feb
9/10 Wonderful! (923 reviews)
"This is a small, quiet resort with beautiful views of the ocean. The bungalows are very comfortable. It was a very relaxing place to stay for a couple of days while hiking and exploring Hana and the surrounding area. The staff was very attentive and friendly. Recommend waking up for an early morning ..."

Reviewed on 6 Jan 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 €1,259 per night from 13 Jan to 14 Jan
€1,259
includes taxes & fees
13 Jan - 14 Jan
9.2/10 Wonderful! (994 reviews)
"Hotel Wailea is a gem! Beautiful grounds and stunning architectural designs! Impeccable service and attention to guest needs. No better hotel in Maui!"

Reviewed on 31 Dec 2024

Hotel Wailea, Relais & Chateaux - Adults Only
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Kihei
9.8/10 Exceptional! (114 reviews)
Amazing everything
"The property is absolutely incredible. Elaine provided all the information in advance and instructions were all very clear. The place itself is nicely setup. The kitchen had all the things needed for some quick meals and probably more if you wanted to do some additional cooking. For us at least, ..."

Reviewed on 19 Dec 2024

Get rates
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
See all 153 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 holiday package cost?
You’ll find cheap prices from €987 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.

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 romantic area's seaside or seek out the yoga studios.

Koki Beach Park

What to do in Kaupo

Private Waterfall, Rainforest & Handcrafted Chocolate Tour

Private Waterfall, Rainforest & Handcrafted Chocolate Tour

€123
per adult
Private Waterfall, Rainforest & Handcrafted Chocolate Tour
Helicopter flying near sea cave in Hana

North Shore & Hana Rainforest Helicopter Tour with Taro Plantation Landing

€344
per adult
96% of travellers recommend
North Shore & Hana Rainforest Helicopter Tour with Taro Plantation Landing
Road To Hana Self-Guided Driving Audio Tour Bundle

Maui Tours: Self-Guided Driving Bundle

€19
per traveller
100% of travellers recommend
Maui Tours: Self-Guided Driving Bundle
See all activities in Kaupo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.