$251 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.

Sat, Jul 25 - Tue, Sep 1
BOS
Logan Intl.
OGG
Kahului
$703 Roundtrip, found 7 hours ago
$703
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Sat, Jul 25 from Logan Intl. to Kahului, returning Tue, Sep 1, priced at $703 found 7 hours ago

Airfares from $251 One Way, $523 Round Trip from Boston to Makawao

Prices starting at $523 for return flights and $251 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.

Sat, Oct 31 - Fri, Nov 13
BOS
Boston
OGG
Maui
$523 Roundtrip, found 1 day ago
$523
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Oct 31 from Boston to Maui, returning Fri, Nov 13, priced at $523 found 1 day ago
Wed, Oct 21 - Tue, Oct 27
BOS
Boston
OGG
Maui
$526 Roundtrip, found 2 days ago
$526
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Oct 21 from Boston to Maui, returning Tue, Oct 27, priced at $526 found 2 days ago
Sat, Oct 31 - Fri, Nov 13
BOS
Boston
OGG
Maui
$528 Roundtrip, found 1 day ago
$528
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Oct 31 from Boston to Maui, returning Fri, Nov 13, priced at $528 found 1 day ago
Fri, Sep 25 - Mon, Oct 5
BOS
Boston
OGG
Maui
$541 Roundtrip, found 4 days ago
$541
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Fri, Sep 25 from Boston to Maui, returning Mon, Oct 5, priced at $541 found 4 days ago
Sat, Aug 29 - Fri, Sep 4
BOS
Boston
OGG
Maui
$570 Roundtrip, found 2 hours ago
$570
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Aug 29 from Boston to Maui, returning Fri, Sep 4, priced at $570 found 2 hours 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! (912 reviews)

Aug 24 - Aug 31

7 night stay

Boston (BOS) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Price was $1,542, price is now $1,137 per person
$1,137
per person
found 1 day ago
This was a good place to stay with a family and be centrally located. We could cook in our room and used the BBQ a couple times. We enjoyed the pool and hung out there almost every evening after a day exploring. I appreciate the cleanliness of the pool and other community areas. For the money, it’s a solid place to stay. But the quality of the room was lacking. Several things broke while we were there and had clearly been glued together previously to hide a previous break (e.g. handle to the microwave and shower door). The sofa bead was broken and sofa sheets were dirty when we got there. It was quite loud at night sometimes with the windows open; people talking in the walkways woke us up many times. This probably depends where your room is. Overall, I would recommend if you want an affordable place to stay and have a full kitchen, which really was a huge benefit with kids for a week.

Reviewed on Jul 20, 2026

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

Hotel Wailea, Relais & Chateaux - Adults Only

9.4/10 Exceptional! (1,001 reviews)

Sep 3 - Sep 8

5 night stay

Boston (BOS) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,231, price is now $2,305 per person
$2,305
per person
found 18 hours ago
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on Jul 8, 2026

Royal Lahaina Bungalows & Spa
5.0-star property

Royal Lahaina Bungalows & Spa

7.8/10 Good! (19 reviews)

Sep 5 - Sep 12

7 night stay

Boston (BOS) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Price was $2,171, price is now $1,554 per person
$1,554
per person
found 11 hours ago
Check-in was a near disaster; the hotel had no record of our booking and I had to repeatedly display my Hotels.com reservation. The issue took nearly an hour to resolve. When we finally got access to our room, we found it without bedding, towels or soap, a problem which took two calls to resolve. Things were much smoother after that first day.

Reviewed on Jul 18, 2026

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Makawao first class flight packages

Price found within the past 48 hours. Click for updated prices.
Mana Kai Maui- Official Onsite Rental
3.5-star property

Mana Kai Maui- Official Onsite Rental

9/10 Wonderful! (1,008 reviews)

Sep 7 - Sep 14

7 night stay

Boston (BOS) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $5,086, price is now $4,141 per person
$4,141
per person
found 11 hours ago
We had a great stay! Although the restaurant on the resort is under construction!

Reviewed on Jul 21, 2026

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

Hotel Wailea, Relais & Chateaux - Adults Only

9.4/10 Exceptional! (1,001 reviews)

Sep 7 - Sep 14

7 night stay

Boston (BOS) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $7,359, price is now $5,281 per person
$5,281
per person
found 11 hours ago
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on Jul 8, 2026

Fairmont Kea Lani Maui
5.0-star property

Fairmont Kea Lani Maui

9.4/10 Exceptional! (1,003 reviews)

Sep 7 - Sep 14

7 night stay

Boston (BOS) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $5,827, price is now $4,733 per person
$4,733
per person
found 11 hours ago
We had a nice time and the hotel was nice. It’s definitely fairly lively with kiddos. The adult pool is close to a main restaurant so not a lot of true quiet time anywhere on property. Rooms are spacious, clean and nice verandas. All the restaurants were tasty. The kids slide for those coming with families is definitely a hit. Overall we enjoyed our time but would have liked a few more adult/quiet pool options for reading and relaxing.

Reviewed on Jul 19, 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.