10-Night Hawaii Itinerary

Hawaii Itinerary

2 Nights in Waikiki, 4 Nights in Kauai, 4 Nights in Maui

  • Day 1: Waikiki
  • Day 2: Waikiki
  • Day 3: Kauai
  • Day 4: Kauai
  • Day 5: Kauai
  • Day 6: Kauai
  • Day 7: Maui
  • Day 8: Maui
  • Day 9: Maui
  • Day 10: Maui

Trip Description: This romantic journey begins in Waikiki, where you’ll check into a gorgeous beachfront hotel for your first night of R&R. The next day is yours — whether you’d like to take a tour of Pearl Harbor, have a lazy beach day or stalk out the best seafood and shave ice on the island.

The next morning, wake up for a quick flight to Kauai, home to dramatic cliffs and lush rainforest. Here, you’ll spend your days taking scenic drives along the Na Pali Coast, literally chasing waterfalls despite TLC’s advice not to, snorkeling and sunbathing on Kauai’s golden beaches. Four nights later, you’ll trade this adventure for the magic of Maui.

The romance capital of Hawaii, Maui will steal your heart with its unique 30-mile stretch of beaches. Morning couples can wake up early to experience the Haleakala volcano at sunrise. The days that follow will be filled with as much activity or relaxation as you like. Take the road to Hana for a scenic drive along this famous winding highway, or spend your day unwinding in the spa. A few poke bowls later, your trip will come to a close with a traditional Hawaiian luau — because there’s no better way to truly embrace the spirit of Aloha.

*ESTIMATED LAND ONLY PRICING (no longhaul air)

Ballin’ On a Budget

  • 4-star hotels throughout the trip
  • Daily breakfast
  • All intra-country flights
  • Standard car rental in Maui and Kauai
  • All taxes and fees

The Damage (what your wallet can expect):

  • April-June, September-December: $2799 per person
  • July-August, January-March: $3299 per person

The Splurge:

  • 5-star hotels throughout the trip
  • Daily breakfast
  • All intra-country flights
  • Luxury car rental in Maui and Kauai
  • Private helicopter tour over Kauai
  • All taxes and fees

The Damage (what your wallet can expect):

  • April-June, September-December: $3599 per person
  • July-August, January-March: $3999 per person

*Note: Prices listed on this page are based on season, and may rise or fall based on the exact dates you select.

Click here to start planning your Hawaii trip!