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Kaupo flight + hotel packages

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 8
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby. Discover genuine guest reviews for Aston Mahana at Kaanapali along with the latest prices and availability – book now.
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 8
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a beach locale, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby. Discover genuine guest reviews for Aston Kaanapali Shores along with the latest prices and availability – book now.
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 8
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Aston Maui Hill along with the latest prices and availability – book now.
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 8
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this beach condo in Kaanapali. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby. Discover genuine guest reviews for Aston at The Whaler on Kaanapali Beach along with the latest prices and availability – book now.
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 8
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy free parking, 2 outdoor pools, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby. Discover genuine guest reviews for Aston Maui Kaanapali Villas along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Top Kaupo hotels 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
Free cancellation
Reserve now, pay when you stay
The price is CA $697 per night
CA $697
per night
May 4 - May 5
Stay at this spa resort in Hana. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hana Coast Gallery and Hana Cultural Center are located nearby. Discover genuine guest reviews for Hana-Maui Resort, a Destination by Hyatt Residence along with the latest prices and availability – book now.
Spa
Pool
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
The price is CA $1,238 per night
CA $1,238
per night
Apr. 30 - May 1
Stay at this 5-star luxury resort in Kihei. Enjoy 3 restaurants, a full-service spa, and breakfast. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Hotel Wailea, Relais & Chateaux - Adults Only, in Wailea neighborhood, along with the latest prices and availability – book now.
Spa
Pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Get rates
Stay at this cottage in Kihei. Enjoy a water park, WiFi, and onsite parking. Our guests praise the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted, in Wailea neighborhood, along with the latest prices and availability – book now.
Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

The price is CA $406 per night
CA $406
per night
Apr. 24 - Apr. 25
Stay at this cottage in Hana. Enjoy WiFi, onsite parking, and a garden. Our guests praise the clean rooms in our reviews. Popular attractions Hana Lava Tubes and Kaʻeleku Caverns are located nearby. Discover genuine guest reviews for Secluded cottage on Tropical flower farm along with the latest prices and availability – book now.
Kitchen
Outdoor space
Fabulous views! Very private. Private pool, spa and yard on 1 acre!

Fabulous views! Very private. Private pool, spa and yard on 1 acre!

Get rates
Stay at this family-friendly vacation home in Kihei. Enjoy free WiFi, private pools, and a water park. Our guests praise the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Fabulous views! Very private. Private pool, spa and yard on 1 acre! , in Wailea neighborhood, along with the latest prices and availability – book now.
Hot tub
Pool
Wailea Ekolu - CoralTree Residence Collection

Wailea Ekolu - CoralTree Residence Collection

3.5 out of 5
10 Wailea Ekolu Place, Kihei, HI
Get rates
Stay at this 3.5-star golf condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Wailea Ekolu - CoralTree Residence Collection, in Wailea neighborhood, along with the latest prices and availability – book now.
Pool
Parking included
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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

Image for Waianapanapa State Park

Waianapanapa State Park

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
Image for Hana Forest Reserve

Hana Forest Reserve

Explore the great outdoors at Hana Forest Reserve, a lovely green space in Hana. Wander the beaches and seaside in this relaxing area.

Hana Forest Reserve
Image for Red Sand Beach

Red Sand Beach

Why not spend a carefree afternoon at Red Sand Beach during your travels in Hana? Discover the sunrises in this romantic area, or seek out the yoga studios.

Red Sand Beach

Frequently asked questions

How much are vacation packages to Kaupo?
Travelocity offers hotel and flight vacation packages starting as low as CA $2,220. With such great bargains, you’ll be saying hello to Kaupo before too long.
Where can I get the best vacation package deals for Kaupo?
It’s hard to beat Travelocity when it comes to finding your Kaupo package deal. There are at least 400 partner airlines and 665,000 worldwide properties to choose from. Book your trip now and get ready to tick another destination off your bucket list.
Why should I purchase my Kaupo vacation package via Travelocity?
Nothing tops the satisfaction of knowing you’ve scored the best price around — that’s our Price Match Guarantee. Add to that our impressive range of destinations and 24/7 team of customer service professionals and you’ve got the blueprint for a hassle-free vacation.
Can I save on my Kaupo car rental if I combine it with a hotel or flight?
Sure can. And our Kaupo vacation packages will help you do it. In just a few clicks you can save money as well as time by combining your bookings. Pick up the keys to your rental car and do your vacation your way. Searching for things to do? Add some activities or experiences to your package and save on those too.
What is the best time of year to go to Kaupo?
Vacationing in the quietest months, , comes with a few upsides — think better-value hotels and less pushing past hordes of tourists. But there’s a real appeal to the destination during the busy season. More events are likely to be on and more attractions will be open in . If you’re on a budget, offers the cheapest hotel rates. You can expect to pay more for a room in .
Can I go on vacation to Kaupo at this time?
We have all the knowledge to ensure your vacation dreams come true, so before booking a ticket to Kaupo, read through our Covid-19 Travel Advisor. Here you’ll discover all the up-to-date info on travel restrictions, quarantine policies and other important advice.