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Sherman's Travel

Hand-Picked Deals, Expert Advice

Great Vacation Deals vetted by our Experts

Hawaii — Our travel deal experts have picked out the best Hawaii vacation deals, whether you’re planning the perfect honeymoon or a weeklong getaway with the kids in tow. You’ll be saying “aloha” in no time.
Find vacation Deals in Popular Destinations

Featured Hawaii Vacation Deals

from

$1,189

per night

Oahu & Maui: 6-Nt Island Hopping Trip w/Air & Hotel

Hand-Picked Hawaii Vacation Deals

from

$1,155

per night

Oahu & Kauai: 6 Nights w/Air, Hotel & Transfer

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TripMasters.com

from

$1,055

per night

6-Nt Big Island & Oahu Trip w/Air & Transfer

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TripMasters.com

from

$1,309

per night

8-Nt Oahu & Kauai Package w/Air & Transfer

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TripMasters.com

from

$1,365

per night

Hawaii: 8-Nt Oahu & Maui Vacation w/Air & More

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TripMasters.com

from

$1,215

per night

Big Island & Maui, Hawaii: 6 Nts w/Air & Hotel

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TripMasters.com

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$1,159

per night

Maui & Kauai: 6-Nt Getaway w/Air & Transfer

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TripMasters.com

from

$1,695

per night

Oahu, Kauai & Maui: 9 Nts w/Air & Transfers

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TripMasters.com

from

$1,709

per night

9-Nt Big Island, Kauai & Maui Trip w/Air & Transfers

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TripMasters.com

from

$1,749

per night

12-Nt Oahu, Kauai, Maui & Big Island Vacation w/Air & Transfers

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TripMasters.com

from

$1,489

per night

Hawaii: 5 Nts at Luxe Hyatt Kauai Hotel w/Air & Taxes

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TripMasters.com

from

$1,519

per night

Hawaii: 5 Nights at 4-Star Maui Hyatt Hotel w/Air & Breakfast

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TripMasters.com

from

$989

per night

Hawaii: 5 Nights at Oahu Hyatt Hotel w/Air & Taxes

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TripMasters.com

from

$854

per night

5-Night Kauai Island Package w/Air & Hotel

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from

$959

per night

5-Night Kauai Island Package w/Air & Hotel

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from

$1,406

per night

7-Night Maui Island Package w/Air & 4-Star Hotel

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from

$1,501

per night

6-Night Maui Island Package w/Air & 4-Star Hotel

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from

$1,185

per night

4-Night Maui Island Package w/Air & 4-Star Hotel

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from

$1,292

per night

6-Night Maui Island Package w/Air & 4-Star Hotel

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from

$1,649

per night

2-Night Hawaii Package w/Air & 5-Star Hotel

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from

$2,292

per night

9-Night Oahu Island Package w/Air & 4.5-Star Hotel

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Compare Rates to Hawaii

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“Ask the locals where to eat – they usually know the best places to grab a cheap and tasty bite.”

Lisa Hubner Travel Deal Expert

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