Your Island, Your Adventure for an Unforgettable Hawaiian Escape

This Experience for 2 Includes:

6 nights at a menu of Outrigger Resorts - choose the islands and duration that inspire you most.

Outrigger Waikiki Beach Resort - City View room. Hotel is located directly on Waikki Beach. Options for experiences include an Oahu Grand Circle Tour or Pearl Harbor, Memorial & City Tour

Kona: Outrigger Kona Resort and Spa - Resort view overlooks Keauhou Bay. Adventure choices include Volcano Adventure Tour or Outrigger Kona Luau: Feast & Fire.

Kauai: Outrigger Kauai Beach Resort & Spa - Garden View room is nestled along a golden stretch of shoreline near Lihue. Adventure choices includes Kauai Movie Sites Tour, Waimea Canyon & Fern Grotto, Koke'e Adventure, or Luau Kalamaku.

Maui: Outrigger Ka'anapali Beach Resort - Premium Garden View room. Resort is located along one of Maui's most iconic stretches of shoreline. Adventure choices include Haleakala Sunrise Tour with Breakfast or Sunset Tour with Dinner, Road to Hana Adventure or Best of Maui Food Tour.

Experience Hawaii your way with the freedom to choose - or divide your stay between - any of four enchanting islands: O'ahu, Maui, Kaua'i, or the Big Island of Hawai'i. Each six-night getaway for two includes luxurious accommodations at an Outrigger Resort, and an adventure to explore the island. Dive into history at Pearl Harbor, watch the sunrise over Haleakalā, explore volcanic landscapes in Kona, or cruise through the cinematic beauty of Kaua'i.

Whether you savor six serene nights in one paradise or split your stay between multiple islands for the adventure, every moment is curated for wonder, relaxation, and discovery. With Winspire's expert booking and concierge service, your dream island-hopping Hawaiian escape begins exactly how you imagine it.