$172 Cheap flight deals from Portland (PDX) to Kapaa (LIH)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Portland to Kapaa

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 24 - Thu, Oct 29
PDX
Portland Intl.
LIH
Lihue
$708 Roundtrip, found 5 days ago
$708
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Sat, Oct 24 from Portland Intl. to Lihue, returning Thu, Oct 29, priced at $708 found 5 days ago

Airfares from $172 One Way, $344 Round Trip from Portland to Kapaa

Prices starting at $344 for return flights and $172 for one-way flights to Kapaa were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jan 5 - Tue, Jan 12
PDX
Portland
LIH
Kauai
$344 Roundtrip, found 3 days ago
$344
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Jan 5 from Portland to Kauai, returning Tue, Jan 12, priced at $344 found 3 days ago
Tue, Jan 5 - Tue, Jan 12
PDX
Portland
LIH
Kauai
$350 Roundtrip, found 3 days ago
$350
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Jan 5 from Portland to Kauai, returning Tue, Jan 12, priced at $350 found 3 days ago
Wed, Dec 2 - Wed, Dec 9
PDX
Portland
LIH
Kauai
$351 Roundtrip, found 4 days ago
$351
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Dec 2 from Portland to Kauai, returning Wed, Dec 9, priced at $351 found 4 days ago
Mon, Feb 1 - Sat, Feb 6
PDX
Portland
LIH
Kauai
$389 Roundtrip, found 22 hours ago
$389
Roundtrip
found 22 hours ago
Select United flight, departing Mon, Feb 1 from Portland to Kauai, returning Sat, Feb 6, priced at $389 found 22 hours ago
Tue, Jan 5 - Tue, Jan 12
PDX
Portland
LIH
Kauai
$394 Roundtrip, found 3 days ago
$394
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Jan 5 from Portland to Kauai, returning Tue, Jan 12, priced at $394 found 3 days ago

Kapaa economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Coral Reef
2.5-star property

Hotel Coral Reef

8.4/10 Very Good! (1,021 reviews)

Nov 30 - Dec 5

5 night stay

Portland (PDX) to Lihue (LIH)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,307, price is now $961 per person
$961
per person
found 1 day ago
This hotel is a bit tired but has a fabulous view. The room is dated and needs paint, but everything was clean. As noted, the view, especially for sunrise was great. The desk staff were very helpful and nice. Borrowed a cruiser for the beach trail - same vein… trail was fantastic but bike was definitely tired. Made a nice ticking noise every pedal rotation- good for alerting walkers you’re coming. 😂 On the mainland, I would have been upset by how much I paid for the night, but what are you going to do?

Reviewed on Oct 18, 2026

1 Hotel Hanalei Bay
5.0-star property

1 Hotel Hanalei Bay

9.2/10 Wonderful! (384 reviews)

Nov 30 - Dec 5

5 night stay

Portland (PDX) to Lihue (LIH)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,215, price is now $2,858 per person
$2,858
per person
found 1 day ago
Staff is wonderful and the property is stunning!

Reviewed on Oct 20, 2026

2417 at Lihue Oceanfront Resort
3.5-star property

2417 at Lihue Oceanfront Resort

7/10 Good! (67 reviews)

Nov 30 - Dec 5

5 night stay

Portland (PDX) to Lihue (LIH)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,457, price is now $996 per person
$996
per person
found 1 day ago
There were fruit flies in my room during my entire five day stay. The owner of the room did not leave a phone number so that I can contact them regarding the issue. I was never given an email with the owners information. I asked the front desk and they said I should’ve received an email but I did not. The room needed to be painted and the bathroom shower faucet kept dripping. The doors covering the sliding doors would not open fully so my view of the mountain was blocked. There was only one microwave for the entire hotel so I had to walk from one building to another. There was not enough lights in the room and the overhead lighting had a busted bulb. The bathroom fan did not work.

Reviewed on Oct 22, 2026

Don't see what you're looking for?
See all available trips from Portland to Kapaa
View all trips

More About Flying To Kapaa from Portland

Route Information for Flights from Portland to Kapaa

Origin Airport IATA Code
PDX
Destination Airport IATA Code
LIH
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Portland to Kapaa

Need bargain Portland to Kapaa flights in an instant? Find discount air tickets at Orbitz! At Orbitz, we don’t need to run sales to provide you with low prices on flights.

Find Guaranteed Low Prices wWth Cutting-Edge Mobile Tools

When you’re searching for Portland to Kapaa flights in a hurry, just use our mobile app. Once you’ve booked your air ticket, you can rely on our app to provide you with further details on your trip and to help you to find exclusive offers on hotels we know you’ll love to stay in.

Accumulate Miles and Enjoy Greater Discounts

If you are part of a frequent flyer program, you can also earn miles and points with the qualifying flights you book with Orbitz. Enjoy great deals on your Portland to Kapaa flights and get points and miles in return.

Stay Informed With Personalized Flight Alerts

Orbitz is the top source for low cost flights from Portland to Kapaa. We pride ourselves on not only offering you value for money but providing you with personal travel care. This is why we send you flight alerts about your travel plans at no added cost when you provide us with your email address or phone number.

See Significant Savings That Fit Your Schedule

We make it as easy as possible for you to book great deals on flights from Portland to Kapaa. You won’t be forced to compromise on your schedule—you can pick Portland to Kapaa flights that suit your needs.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.