Glenwood Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Glenwood Vacation

When you book a Glenwood vacation package, you can really enjoy your adventure to the fullest. Delve into the best things about this fun-filled city knowing that all your travel arrangements have been organized before you go. Fill your free time with visits to Akatsuka Orchid Gardens, 2400 Fahrenheit Art Glass and Volcano Garden Arts, some of the things you really should see during a trip to Glenwood. A couple of clicks is all it takes to build your ideal Glenwood vacation on Expedia.

Top Glenwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hoomaikai Blessing's

Hoomaikai Blessing's

CA $1,297
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Hilo (ITO)
9.6/10 Exceptional! (96 reviews)
Clean, breakfast was a bonus. Make sure you have ear plugs, the frogs and roosters can be loud !

Reviewed on Aug 10, 2026

Kehena Mauka Nui LGBTQ Clothing Optional

Kehena Mauka Nui LGBTQ Clothing Optional

Kehena Beach Estates
CA $1,562
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Hilo (ITO)
9.4/10 Exceptional! (36 reviews)
I have stayed here multiple times and have enjoy my stay every time. Only regret is that I need to get dressed when I leave. Bummer.

Reviewed on Jul 29, 2026

Ala Kai Bed & Breakfast

Ala Kai Bed & Breakfast

CA $2,624
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Hilo (ITO)
9.4/10 Exceptional! (124 reviews)
Well-situated to beautiful coastal walking. Friendly, helpful proprietors, quiet and comfortable

Reviewed on Feb 12, 2026

Volcano Acres Ranch B&B

Volcano Acres Ranch B&B

CA $2,399
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Hilo (ITO)
9.6/10 Exceptional! (214 reviews)
Staying at Volcano Acres was truly one of the most special parts of my Big Island trip. The peaceful pond, adorable animals, and beautiful surroundings made it feel like a little sanctuary. Inside, every detail showed so much thought and care: the comfortable cotton sheets, cozy robe, delicious coffee, helpful notebook, and all the little touches that made the room feel warm and welcoming. The breakfast was exceptional: fresh, high-quality, and beautifully prepared. I especially loved the wonderful fresh papaya Evie prepared. You could feel the care that went into everything. But what made this stay unforgettable was Theresa. She is the kind of person who puts her whole heart into what she does, and I could genuinely feel her kindness and caring throughout my stay. I feel lucky not only to have stayed here, but to have met her and had the chance to have a meaningful conversation with her. This is much more than a beautiful place to stay. It has heart, and that is something you don’t find everywhere. I left feeling genuinely grateful that I chose this place. ❤️🌿

Reviewed on Aug 20, 2026

Ma'ukele Lodge

Ma'ukele Lodge

CA $2,382
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Hilo (ITO)
9.4/10 Exceptional! (156 reviews)
Staying here was a once in a lifetime experience! We were just steps away from the ocean which was breathtaking to view from lava rock cliffs. Our accommodations really set the vibe for this part of the Big Island. It was very tropical and like living in a rain forest with the greenery and fragrant flowers. The outdoor shower was a refreshing experience ( though an indoor shower is available, this outdoor shower is a must-do). Everything you need for a comfortable stay is provided, many little thoughtful touches. The accommodations were very clean. The hosts are very friendly and helpful. They are very passionate about living on this part of the island and eager to share their excitement with you. Breakfasts are delicious! Especially all of the fresh fruit. The lodge is a destination in and of itself, not just a place to sleep after seeing other places on the island.

Reviewed on May 26, 2026

Ready to book your vacation to Glenwood?

Choose your dates

Glenwood Hotel Deals

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

93 Banyan Dr Hilo HI
Fully refundableReserve now, pay when you stay
CA $225
CA $330 total
Aug 31 - Sep 1
includes taxes & fees
Grand Naniloa Hotel Hilo - a Doubletree by Hilton
Hilo Hawaiian Hotel, Trademark Collection by Wyndham

Hilo Hawaiian Hotel, Trademark Collection by Wyndham

71 Banyan Dr Hilo HI
Fully refundableReserve now, pay when you stay
CA $189
CA $273 total
Sep 10 - Sep 11
includes taxes & fees
8.2/10 Very good! (1,343 reviews)
"The front desk was not friendly, the experience was terrible!"

Reviewed on Aug 20, 2026

Hilo Hawaiian Hotel, Trademark Collection by Wyndham
SCP Hilo Hotel

SCP Hilo Hotel

126 Banyan Way Hilo HI
Fully refundableReserve now, pay when you stay
CA $200
CA $278 total
Sep 10 - Sep 11
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Clean room"

Reviewed on Aug 22, 2026

SCP Hilo Hotel
See all 966 properties in Glenwood
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.

What to do in Glenwood

Hilo Shore Excursion: Volcano Safari Lava Caves & Black Sand

Hilo Shore Excursion: Volcano Safari Lava Caves & Black Sand

CA $225
per adult
96% of travellers recommend
Hilo Shore Excursion: Volcano Safari Lava Caves & Black Sand
Hilo Cruise Day Tours

Hilo Cruise Day Tours

CA $171
per adult
Hilo Cruise Day Tours
Big Island Adventure Bundle: 5 Epic Audio Driving Tours

Big Island Adventure Bundle: 5 Epic Audio Driving Tours

CA $49
per traveller
78% of travellers recommend
Big Island Adventure Bundle: 5 Epic Audio Driving Tours
See all activities in Glenwood

Frequently asked questions

How much does a Glenwood vacation package cost?
Offering excellent value package deals from CA $1,297 on Expedia, you'll be surprised at how little a vacation to Glenwood costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Glenwood?
If you're looking to book a cheap Glenwood vacation package, consider travelling in January, February and March. You'll generally find lower rates on flights and accommodations during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Glenwood?
Usually, a handful of days is enough to go to the major attractions during your Glenwood vacation. However, if you want to have time to relax or take day trips, think about extending your trip.
How to find the best Glenwood package deals?
Finding a cheap Glenwood package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Glenwood package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Glenwood vacation as a package?
You can enjoy significant savings on your next Glenwood escape by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Glenwood?
If you're planning a spur-of-the-moment Glenwood vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Glenwood?
  1. Choose when to go: Check your diary and pack your bags. Your preferred time of year and the available activities will also help you decide when to visit Glenwood.
  2. Set a budget: Factor in expenses like flights, transportation and food when calculating how much to save for your trip to Glenwood. Then, select a property that suits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Decide how long to go for: Now that you're more familiar with Glenwood, you can figure out the perfect length of your break. Pull together a draft itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the right Glenwood vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.