$799—Hawaii Hilton 2-island trip w/flights

You'll get plenty of sun and sand, plus a taste of local culture, on this Hawaiian beach vacation. This 5-night package visits two iconic beaches to make the most of your time in the island state. You'll stay at two sprawling 4-star Hilton resorts. First, take in the slower nature-focused seaside living on the Big Island. Then, taste the city-and-surf lifestyle of Waikiki on Oahu.

What's included:

• Roundtrip flights into Kona, return from Honolulu
• One-way flight from Kona to Honolulu
• 5 nights in 4-star hotels
  • 2 nights in a Palace Resort View Room at Hilton Waikoloa Village on Big Island
  • 3 nights in an Ocean View Room at Hilton Hawaiian Village Waikiki Beach Resort on Oahu
• Waived resort fees
  • The resort fees cover Wi-Fi, access to complimentary cultural activities, poolside refreshments, outdoor games, yoga, paddleboard rentals and more

When to go: Travel in April–May (varies by city). Fall trips start from +$200. Summer travel dates also available.

Per-person pricing:

• $799 … Los Angeles, San Francisco
• $899 … Oakland, San Diego
• $949 … Seattle
• $999 … Denver, Las Vegas, Phoenix, Portland
• $1099 … Chicago (ORD)
• $1199 … New York (JFK)

About the resorts: Hilton Waikoloa Village is a sprawling oceanfront resort on the Kohala Coast of the Big Island. It's set on 62 acres of gorgeous coastline with multiple pools, a private beach and a 4-acre swimmable saltwater lagoon with wild marine life. When hunger strikes, visit one of seven eateries, including an on-site nightly luau (fees apply). 

As one of the largest hotel resorts in Hawaii, the Hilton Hawaiian Village Waikiki Beach Resort is (like the name suggests) akin to a small village—with five pools, waterslides, a 5-acre saltwater lagoon, 20 restaurants, firework shows and nightly entertainment at your fingertips. The iconic resort is set on Waikiki Beach's widest stretch of sand and is walkable to surrounding restaurants and attractions.

Upgrade: Enhance your stay with upgraded rooms—Makai Tower Ocean View room at Hilton Waikoloa Village and in a Rainbow Tower Lagoon View room at Hilton Hawaiian Village.