$259 Cheap flight deals from Boston (BOS) to Makawao (OGG)

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This Weekend's Flight Deals from Boston to Makawao

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.

Sun, May 31 - Thu, Jun 4
BOS
Logan Intl.
OGG
Kahului
$681 Roundtrip, found 2 days ago
$681
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sun, May 31 from Logan Intl. to Kahului, returning Thu, Jun 4, priced at $681 found 2 days ago

Airfares from $259 One Way, $510 Round Trip from Boston to Makawao

Prices starting at $510 for return flights and $259 for one-way flights to Makawao 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, Aug 24 - Tue, Sep 1
BOS
Boston
OGG
Maui
$510 Roundtrip, found 5 days ago
$510
Roundtrip
found 5 days ago
Select United flight, departing Mon, Aug 24 from Boston to Maui, returning Tue, Sep 1, priced at $510 found 5 days ago
Mon, Aug 24 - Tue, Sep 1
BOS
Boston
OGG
Maui
$520 Roundtrip, found 5 days ago
$520
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Aug 24 from Boston to Maui, returning Tue, Sep 1, priced at $520 found 5 days ago
Mon, Aug 24 - Tue, Sep 1
BOS
Boston
OGG
Maui
$526 Roundtrip, found 5 days ago
$526
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Aug 24 from Boston to Maui, returning Tue, Sep 1, priced at $526 found 5 days ago
Mon, Aug 24 - Tue, Sep 1
BOS
Boston
OGG
Maui
$530 Roundtrip, found 5 days ago
$530
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Aug 24 from Boston to Maui, returning Tue, Sep 1, priced at $530 found 5 days ago
Wed, Oct 28 - Mon, Nov 2
BOS
Boston
OGG
Maui
$565 Roundtrip, found 5 days ago
$565
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Oct 28 from Boston to Maui, returning Mon, Nov 2, priced at $565 found 5 days ago

Makawao economy flight packages

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

Maui Beach Vacation Club

8.4/10 Very Good! (871 reviews)

Jul 16 - Jul 21

5 night stay

Boston (BOS) to Kahului (OGG)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $2,146, price is now $1,419 per person
$1,419
per person
found 20 hours ago
Excellent place to stay. Kīhei is one of the best areas of Maui to stay. Low key and not overly crowded but still areas close by for more action.

Reviewed on Jan 3, 2026

Hampton Inn & Suites Maui North Shore
3.0-star property

Hampton Inn & Suites Maui North Shore

9.2/10 Wonderful! (238 reviews)

Jun 25 - Jun 30

5 night stay

Boston (BOS) to Kahului (OGG)

American Airlines • Roundtrip • Coach
Price was $2,166, price is now $1,564 per person
$1,564
per person
found 1 day ago
no ocean. Clean room. Friendly staff. Excellent service

Reviewed on Mar 13, 2026

Mana Kai Maui- Official Onsite Rental
3.5-star property

Mana Kai Maui- Official Onsite Rental

9/10 Wonderful! (1,009 reviews)

Jun 25 - Jun 30

5 night stay

Boston (BOS) to Kahului (OGG)

American Airlines • Roundtrip • Coach
Price was $2,868, price is now $2,140 per person
$2,140
per person
found 1 day ago
Excellent experience with this resort! Astonishing views with sunset! Fantastic snorkeling condition with tons of fish!

Reviewed on Jan 1, 2026

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Makawao first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Maui North Shore
3.0-star property

Hampton Inn & Suites Maui North Shore

9.2/10 Wonderful! (238 reviews)

Jul 7 - Jul 12

5 night stay

Boston (BOS) to Kahului (OGG)

Delta • Non-stop • FirstClass

Kahului (OGG) to Boston (BOS)

Alaska Airlines • Non-stop • FirstClass
Price was $3,339, price is now $2,790 per person
$2,790
per person
found 1 day ago
no ocean. Clean room. Friendly staff. Excellent service

Reviewed on Mar 13, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
5.0-star property

Hotel Wailea, Relais & Chateaux - Adults Only

9.4/10 Exceptional! (1,003 reviews)

Jul 7 - Jul 12

5 night stay

Boston (BOS) to Kahului (OGG)

Delta • Non-stop • FirstClass

Kahului (OGG) to Boston (BOS)

Alaska Airlines • Non-stop • FirstClass
Price was $5,927, price is now $4,364 per person
$4,364
per person
found 1 day ago
Very serene, not crowded and no children. Perfect for an intimate getaway.

Reviewed on Mar 22, 2025

Wailea Beach Resort - Marriott, Maui
4.5-star property

Wailea Beach Resort - Marriott, Maui

9.2/10 Wonderful! (1,000 reviews)

Jul 7 - Jul 12

5 night stay

Boston (BOS) to Kahului (OGG)

Delta • Non-stop • FirstClass

Kahului (OGG) to Boston (BOS)

Alaska Airlines • Non-stop • FirstClass
Price was $4,643, price is now $3,924 per person
$3,924
per person
found 1 day 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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More About Flying To Makawao from Boston

Route Information for Flights from Boston to Makawao

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

Boston to Makawao

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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.