
Kailua Kona
Lavish Lovers’ Escape in Kailua-Kona
Indulge in a luxe, oceanfront weekend on the Kona Coast with private sails, sunset dinners, and spa-level relaxation. This itinerary focuses on ultra-romantic experiences, VIP treatment, and the area’s best high-end dining and resorts for an unforgettable couples’ getaway.
Where to Stay

Four Seasons Resort Hualalai
Ultra-luxury oceanfront resort north of Kailua-Kona with multiple pools, world-class golf, an onsite swimmable aquarium, spa, and exceptional dining.[1]

Kona Village, A Rosewood Resort
High-end, bungalow-style resort on the Kona Coast with private hale accommodations, beautiful pools, beach access, and serene grounds.[4]
Good to Know
Book Signature Experiences Well in Advance
Reserve manta ray night snorkels, Mauna Kea summit tours, and top restaurants like Merriman’s and Ulu Ocean Grill several weeks out, especially for weekend dates and sunset time slots.
Splurge on Private or Small-Group Options
When choosing cruises, tours, or transfers, favor private charters or limited-capacity groups for more space, better service, and a calmer vibe.
Time Your Days Around Sunrises and Sunsets
Plan at least one sunrise (on the coast or up Mauna Kea) and both a waterfront and high-elevation sunset; build meals and activities around these golden hours.
Pack Smart for Luxe Meets Adventure
Bring resort-casual outfits and light layers along with reef-safe sunscreen, water shoes, and motion-sickness remedies if you’re prone to seasickness.
Respect Local Culture and Natural Sites
Learn a few Hawaiian words, heed kapu (no entry) signs, stay on marked paths, and never touch coral or wildlife—even on guided tours.
Your Weekend Itinerary

Merriman's Big Island
Upscale farm-to-table Hawaiian cuisine in a romantic setting; order the nightly fresh catch and the paniolo steak.

Papa Kona Restaurant & Bar
Waterfront spot in Kailua-Kona with great brunch and cocktails; try the loco moco or crab cake eggs Benedict.

Umekes Fish Market Bar & Grill
Casual-upscale spot known for excellent poke bowls and fresh fish, plus creative cocktails.
Kona Style - Deluxe Morning Snorkel & Sail
Catamaran cruise from Kailua-Kona or Keauhou with snorkeling at Kealakekua Bay and lounging on deck.

Fair Wind Cruises - Kealakekua Bay Snorkel
Premium snorkel cruise with slides, platforms, and excellent gear to explore one of Hawaii’s top marine preserves.

Fair Wind Cruises - Manta Ray Night Snorkel
Evening boat tour to snorkel with giant manta rays under lights in Keauhou Bay.

Ulu Ocean Grill at Four Seasons Resort Hualalai
Oceanfront fine dining with sushi, seafood, and Pacific Rim dishes; reserve a table right by the water for sunset.

Hualalai Trading Company
Chic café/market at Four Seasons Hualalai offering excellent coffee, pastries, and light breakfast.
Mauna Kea Summit Adventures (Mauna Kea Sunset & Stargazing Tour)
Guided luxury tour from Kona up to Mauna Kea for sunset above the clouds and telescope stargazing at 9,000+ feet.

Kona Coffee Living History Farm
Outdoor museum and working coffee farm in Captain Cook, showcasing the history of Kona coffee with tastings and guided walks.
Ensemble Therapy Massage & Wellness (Kailua-Kona)
Boutique spa offering couples massages and customized treatments in a peaceful setting.
14 activities across 3 days
Map
Map unavailable
Start planning your trip with this itinerary in Takeoff.
Don't have the app? Download it free on the App Store.