Destinations Guide

Hawaii

Maui, Oahu, Kauaʻi and the Big Island — choose the right island with expert help.

Volcanoes, waterfalls, sea turtles and some of the most beautiful beaches in the world — no passport required. Hawaii is one of our most-requested destinations, and each island has a completely different personality. We help you choose the right island (or two) and the right side of that island.

Choose your island

Hawaiian beach with palm trees and green mountains

  • Maui — Road to Hana, Haleakalā sunrise, Wailea and Kāʻanapali resorts. Great for honeymoons.
  • Oahu — Waikīkī energy, Pearl Harbor, the North Shore. Best for first-timers and families.
  • Kauaʻi — the Garden Isle: Nā Pali Coast, Waimea Canyon, quiet and lush.
  • Big Island — active volcanoes, Kona coffee, manta-ray night snorkels.

When to go

Hawaii is warm year-round. April–May and September–October bring the best rates and fewer crowds. Winter (December–April) is humpback-whale season and big-wave season on north shores. Summer and holidays book up early — reserve 6–9 months out.

Sample trip ideas

  • Maui & Kauaʻi 10-night two-island — oceanfront condo in Kāʻanapali, Nā Pali boat tour, inter-island flight included.
  • Oahu family week — Waikīkī suite, Pearl Harbor, Polynesian Cultural Center, surf lessons.
  • Big Island adventure — Hawaiʻi Volcanoes National Park, manta snorkel, Mauna Kea stargazing.

Tropical sunset over the ocean

Insider tips

  • Rental cars sell out — we reserve yours when we book the hotel.
  • Hotel resort fees and parking add up; we quote the true total.
  • Plan Haleakalā sunrise reservations and popular hikes ahead — permits are required.
  • Pack reef-safe sunscreen; Hawaii bans many chemical sunscreens.

What we handle

  • Flights from Denver (DEN) and connections that make sense
  • Resort or hotel matched to your travel style and budget
  • Private or shared transfers, excursions and dinner reservations
  • Travel insurance options and entry-requirement reminders
  • Support while you are away — after hours, call, text, or email for emergencies and we’ll get back as quickly as possible

Ready to plan?

Tell us your dates, who is traveling and what you love — we will send a custom proposal, usually within one business day. Start planning your Hawaii trip or call us at 303-678-7080. Prefer email? Write bookmytrip@twinpeakstravel.com.

Why book Hawaii with us

A real advisor in your corner

  • First-hand resort knowledge
    We match the property to your travel style — not to a commission table.
  • No booking fees on packages
    You pay the same or less than booking online, with a person to call.
  • Help when plans change
    Flight delays, weather or a lost bag — we fix it while you relax.
  • Worldwide since 1987
    Decades of supplier relationships mean upgrades and perks.

Plan my Hawaii trip Call 303-678-7080

YOUR Dream Vacation Awaits!

Give us a call and we'll give you the world.

Real advisors, personal service and insider rates — at no extra cost to you.