Exclusive Big Island Vacation Deals
Big Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel
Price was $831, price is now $636 per person
$636
per person
Aug 14 - Aug 17
just found
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Ogunquit River Inn & Suites
Save 100% on your flight
Price was $1,183, price is now $749 per person
$749
per person
Aug 14 - Aug 17
just found
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.
The Meadowmere Resort
Save 100% on your flight
Price was $2,584, price is now $1,653 per person
$1,653
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a sauna on site.
Cliff House Maine
Bald Head
Save 100% on your flight
Price was $3,346, price is now $2,443 per person
$2,443
per person
Jul 5 - Jul 10
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Blind Tiger Portland – Carleton Street
West End
Price was $1,397, price is now $1,062 per person
$1,062
per person
Jul 20 - Jul 23
found 16 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Enjoy the free on-the-go breakfast each morning. Concierge services are provided for your convenience.
Newagen Seaside Inn
Price was $1,280, price is now $976 per person
$976
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
This hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a bowling alley and a playground, and families will appreciate the picnic area. Enjoy the gym and perks like free self parking and free WiFi.
Top Big Island hotel deals
Stunning lakefront home with a boathouse, private dock, firepit and lake views
Wakefield NH
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Lake Wentworth Inn
427 Center St Wolfeboro NH
$181 nightly
The price is $196 total per night
$196 total
Jun 17 - Jun 18
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A terrace and a computer station are also provided.
Pool
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.