Best Hawaiʻi Vacation Packages for Summer 2025

Best Hawaiʻi Vacation Packages for Summer 2025

Where Can I Find the Best Hawaiʻi Vacation Packages for Summer 2025?

Dreaming of turquoise waters, golden sand, and unforgettable sunsets this summer? You're not alone. Summer 2025 is already shaping up to be one of the busiest travel seasons for Hawaiʻi, and savvy travelers are booking now to lock in the best prices and perks.

Whether you’re planning a romantic getaway, a family vacation, or a group trip with friends, a Hawaiʻi vacation package can save you hundreds while simplifying your itinerary. These bundled deals typically include flights, hotels, and sometimes extras like car rentals, activities, or resort credits.

This guide breaks down the best platforms and providers offering top-tier Hawaiʻi vacation packages for summer 2025 — including online travel agencies (OTAs), airlines, hotel chains, and wholesale clubs.

Why Book a Vacation Package?

Booking a package deal offers several major advantages:

✅ Savings: Bundling flights and hotels together can save you up to 20% or more compared to booking separately.
✅ Convenience: Handle all your travel logistics in one place — flights, lodging, car rentals, and sometimes even excursions.
✅ Perks: Packages often come with resort credits, free breakfast, or room upgrades.
✅ Rewards: Many platforms offer loyalty points or cashback for bookings.


Top Online Travel Agencies (OTAs) for Hawaiʻi Packages

1. Expedia

🌐 expedia.com

Expedia is one of the most comprehensive sites for customizable Hawaiʻi vacation bundles. Users can mix and match flights, hotels, and cars, with access to reviews and VIP perks.

Summer 2025 highlights:

  • Bundled flight + hotel deals to Oʻahu, Maui, Kauaʻi, and Big Island

  • One Key™ rewards: Earn points and redeem for discounts

  • Last-minute flash sales and price-match guarantee

Example deal: 5 nights at Hilton Waikīkī + round-trip flight from LAX = ~$1,299 per person


2. Travelocity & Orbitz

Both powered by Expedia Group, Travelocity and Orbitz offer nearly identical packages to Expedia with different interfaces.

Perks:

  • Access to similar bundle discounts and reviews

  • Orbitz offers Orbucks rewards

  • Travelocity includes 24/7 customer service support


3. Booking.com

🌐 booking.com

While known for hotels, Booking.com also offers “flight + stay” vacation packages, especially for condos and resorts with family-friendly amenities.

Good for:

  • Flexible cancellation options

  • Booking hotels with no prepayment

  • Hidden gems like boutique accommodations and villas


Airlines Offering Hawaiʻi Vacation Packages

Booking directly through airline travel sites can also unlock perks like free checked bags, seat selection, and frequent flyer miles.

Hawaiian Airlines Vacations

🌐 hawaiianairlines.com/vacation-packages

As the state’s flagship carrier, Hawaiian offers flight + hotel + car packages with local expertise and frequent flyer miles.

Why book here:

  • Access to island-hopping options

  • Exclusive rates at top resorts like Outrigger and Sheraton

  • Earn HawaiianMiles on packages


Alaska Airlines Vacations

🌐 alaskaair.com

Popular for West Coast travelers, Alaska offers customizable Hawaiʻi vacation packages with discounts at participating hotels and resorts.

Best for:

  • Travelers from Seattle, Portland, San Diego, or San Jose

  • Mileage Plan members

  • Competitive prices for Maui and Kona


American Airlines Vacations

🌐 aavacations.com

American Airlines offers Hawaiʻi bundles with benefits like 24-hour customer service and AAdvantage miles accrual.

Hot 2025 feature: Exclusive “premium bundles” with room upgrades and flexible travel windows.


 Delta Vacations

🌐 delta.com/vacations

Delta is ideal for travelers flying from East Coast or Midwest cities. Their packages often include premium seats, airport transfers, and bonus miles.

Look for:

  • Waikīkī and Lahaina resort packages

  • Optional insurance and cancellation protection

  • SkyMiles member deals


Hotel Chains with Direct Package Offers

Outrigger Hotels & Resorts

🌐 outrigger.com

This Hawaiʻi-based brand offers seasonal deals and exclusive packages for summer, especially in Waikīkī and Maui.

Summer 2025 promo:

  • Stay 5 nights, get the 6th free

  • $50 resort credit + complimentary breakfast


Hilton Grand Vacations & Hilton Resorts

🌐 hilton.com

Hilton’s vacation packages often include Waikīkī Beach, Hilton Hawaiian Village, and Big Island resorts. Hilton Honors members can earn and redeem points.

Look for:

  • Timeshare preview discounts

  • Spa and dining credits

  • Flexible room upgrade options


Marriott Bonvoy

🌐 vacationpackages.marriott.com

From The Royal Hawaiian to Sheraton Kauaʻi Coconut Beach Resort, Marriott’s Hawaiʻi properties offer direct packages with Bonvoy point incentives and bonus nights.


Costco Travel: A Wholesale Favorite

🌐 costcotravel.com

Costco Travel is one of the best-kept secrets for all-inclusive Hawaiʻi vacation deals — especially for members.

Why it's a top pick:

  • Transparent pricing with taxes included

  • Executive members earn 2% cash back

  • Extras like free breakfast, airport transfers, and rental car upgrades

2025 sample package:

  • 6 nights at Hyatt Regency Maui + car rental + flight = ~$2,250 for two adults

Insider Tips for Booking Hawaiʻi Summer 2025 Packages

✔ Book Early: Summer travel to Hawaiʻi fills up fast. Book 3–6 months in advance for best availability and prices.

✔ Travel in Shoulder Weeks: Early June or late August often have better rates than mid-July.

✔ Compare Across Platforms: Check the same package on Expedia, airline sites, and Costco to spot differences in perks or hidden fees.

✔ Watch for Flash Sales: OTAs frequently offer limited-time promos like “Hawaiʻi Week” with up to 30% off.

✔ Join Loyalty Programs: Maximize your rewards with One Key, Bonvoy, Hilton Honors, or HawaiianMiles.

Final Thoughts

From tropical luxury in Maui to family-friendly adventures on Oʻahu, there’s a perfect Hawaiʻi vacation package waiting for you this summer. Whether you’re booking through Expedia, Hawaiian Airlines, or Costco, these platforms make it easier — and more affordable — to plan your ultimate island getaway.

Ready to book your slice of paradise? I’d be happy to help you compare packages or create a customized itinerary for your 2025 trip to Hawaiʻi. 

Back to blog