$312 Cheap flight deals from Winston-Salem (GSO) to Lahaina (OGG)

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Airfares from $312 One Way, $616 Round Trip from Winston-Salem to Lahaina

Prices starting at $616 for return flights and $312 for one-way flights to Lahaina were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Nov 2 - Tue, Nov 3
GSO
Greensboro
OGG
Maui
$616 Roundtrip, found 1 day ago
$616
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 2 from Greensboro to Maui, returning Tue, Nov 3, priced at $616 found 1 day ago
Mon, Nov 2 - Tue, Nov 3
GSO
Greensboro
OGG
Maui
$718 Roundtrip, found 1 day ago
$718
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 2 from Greensboro to Maui, returning Tue, Nov 3, priced at $718 found 1 day ago
Mon, Nov 2 - Tue, Nov 3
GSO
Greensboro
OGG
Maui
$741 Roundtrip, found 1 day ago
$741
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 2 from Greensboro to Maui, returning Tue, Nov 3, priced at $741 found 1 day ago
Mon, Nov 2 - Tue, Nov 3
GSO
Greensboro
OGG
Maui
$761 Roundtrip, found 1 day ago
$761
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 2 from Greensboro to Maui, returning Tue, Nov 3, priced at $761 found 1 day ago
Wed, Sep 16 - Sun, Sep 20
GSO
Greensboro
OGG
Maui
$764 Roundtrip, found 5 days ago
$764
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Sep 16 from Greensboro to Maui, returning Sun, Sep 20, priced at $764 found 5 days ago

Lahaina economy flight packages

Price found within the past 48 hours. Click for updated prices.
Kaanapali Maui at the Eldorado by OUTRIGGER
3.0-star property

Kaanapali Maui at the Eldorado by OUTRIGGER

8.6/10 Excellent! (871 reviews)

Mar 17 - Mar 24

7 night stay

Greensboro (GSO) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,100, price is now $1,517 per person
$1,517
per person
found 20 hours ago
There was a issue with bugs

Reviewed on Oct 14, 2025

The Whaler Resort Kaanapali Beach
4.0-star property

The Whaler Resort Kaanapali Beach

9.6/10 Exceptional! (292 reviews)

Mar 17 - Mar 24

7 night stay

Greensboro (GSO) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,750, price is now $2,712 per person
$2,712
per person
found 20 hours ago
Wailea Beach Resort - Marriott, Maui
4.5-star property

Wailea Beach Resort - Marriott, Maui

9.2/10 Wonderful! (1,001 reviews)

Mar 17 - Mar 24

7 night stay

Greensboro (GSO) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,088, price is now $3,749 per person
$3,749
per person
found 20 hours ago
Beautiful property, came in to our room with flowers and swan towel animals on the bed. Nice touch, also got fresh pressed juice and Lei’s at check in. The staff was super accommodating and kind. This is a top-notch resort for sure. We stayed at a different resort for most of our time and then stayed at this one for our wedding night, we got the sun deck room with the bathtub, shower and fireplace outside and it was amazing and we were there in January. I cannot imagine staying anywhere else on this side of the island. We enjoyed the saltwater adult only infinity pool. The only thing I will say about this property is there wasn’t really beach access because there was giant rocks there may have been beach access somewhere. The property is so big we may have missed a “beach” area though. It is a very short drive to many beautiful beaches.

Reviewed on Jan 22, 2026

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Lahaina packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
3.0-star property

Kahana Beach Vacation Club

8.4/10 Very Good! (744 reviews)

Mar 17 - Mar 24

7 night stay

Greensboro (GSO) to Kahului (OGG)

American Airlines • Non-stop • PremiumEconomy

Kahului (OGG) to Greensboro (GSO)

United • Non-stop • PremiumEconomy
Price was $3,746, price is now $2,881 per person
$2,881
per person
found 18 hours ago
Highly recommended! Gorgeous ocean views, clean room, nice staff.

Reviewed on Sep 7, 2025

OUTRIGGER Kaanapali Beach Resort
3.5-star property

OUTRIGGER Kaanapali Beach Resort

9/10 Wonderful! (1,465 reviews)

Mar 17 - Mar 24

7 night stay

Greensboro (GSO) to Kahului (OGG)

American Airlines • Non-stop • PremiumEconomy

Kahului (OGG) to Greensboro (GSO)

United • Non-stop • PremiumEconomy
Price was $4,497, price is now $3,351 per person
$3,351
per person
found 18 hours ago
The Outrigger was an amazing place to stay. We walked out the door and to the beach about 100 yards away. We went snorkeling right off the beach and saw turtles, and so many beautiful fish and coral. The people who ran the Outrigger had many complimentary, fun things to do at the hotel every day, like weaving baskets, hula dancing lessons, and learning to play different instruments. All of the people working there were very friendly and helpful. If we have the chance to go back to Maui, we would definitely stay there again.

Reviewed on Jun 16, 2025

Wailea Beach Resort - Marriott, Maui
4.5-star property

Wailea Beach Resort - Marriott, Maui

9.2/10 Wonderful! (1,001 reviews)

Mar 17 - Mar 24

7 night stay

Greensboro (GSO) to Kahului (OGG)

American Airlines • Non-stop • PremiumEconomy

Kahului (OGG) to Greensboro (GSO)

United • Non-stop • PremiumEconomy
Price was $6,331, price is now $5,025 per person
$5,025
per person
found 18 hours ago
Beautiful property, came in to our room with flowers and swan towel animals on the bed. Nice touch, also got fresh pressed juice and Lei’s at check in. The staff was super accommodating and kind. This is a top-notch resort for sure. We stayed at a different resort for most of our time and then stayed at this one for our wedding night, we got the sun deck room with the bathtub, shower and fireplace outside and it was amazing and we were there in January. I cannot imagine staying anywhere else on this side of the island. We enjoyed the saltwater adult only infinity pool. The only thing I will say about this property is there wasn’t really beach access because there was giant rocks there may have been beach access somewhere. The property is so big we may have missed a “beach” area though. It is a very short drive to many beautiful beaches.

Reviewed on Jan 22, 2026

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See all available trips from Winston-Salem to Lahaina
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More About Flying To Lahaina from Winston-Salem

Route Information for Flights from Winston-Salem to Lahaina

Origin Airport IATA Code
GSO
Destination Airport IATA Code
OGG
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Winston-Salem to Lahaina

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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.