Exterior view of The Ambassador Hotel of Waikiki with tropical landscaping
Retro charm meets modern island living at The Ambassador Hotel of Waikiki, offering a fresh perspective on Honolulu’s vibrant hospitality scenePhoto Courtesy of The Ambassador Hotel of Waikiki

Trade Snow for Sunshine: Why Honolulu Is the Ultimate Winter Escape

From Whale Watching and Waikiki Surf Lessons to Festive Lights and Retro-Luxe Stays, Honolulu Delivers a Sun-Soaked Twist on the Holiday Season
4 min read

A Winter Escape Redefined

For those ready to swap frost for warmth and sleigh bells for ocean waves, Honolulu offers a quintessential winter getaway. In December, the Hawaiian capital glows with the spirit of the season — not with snowflakes, but with white-sand beaches, golden sunsets, and the joyful hum of island life. With balmy temperatures hovering in the 70s and 80s, it’s the perfect setting for travelers seeking both adventure and relaxation without the bite of winter’s chill.

Outdoor Adventures and Ocean Encounters

December marks the beginning of humpback whale season, a natural spectacle that draws visitors to Oahu’s shores. Whale watching tours departing from Honolulu offer the chance to witness these majestic creatures breach against a backdrop of sapphire seas and volcanic silhouettes — an awe-inspiring reminder of the island’s connection to nature.

For those eager to be part of the action, Waikiki’s milder winter surf provides an ideal playground for beginners. The Jamie O’Brien School of Surf Waikiki, located at The Twin Fin Hotel, welcomes aspiring surfers with a laid-back yet professional approach. Founded by Oahu native and hall-of-fame pro surfer Jamie O’Brien, the school is known for its personalized lessons, premium gear, and insider knowledge of the island’s iconic breaks. Just steps from the sand, it’s an accessible way to immerse oneself in Honolulu’s surf culture — one gentle wave at a time.

On land, Honolulu’s energy continues with the Honolulu Marathon on December 14. As the fourth largest marathon in the United States, it brings together seasoned athletes and first-time runners alike. The race’s scenic course winds through Honolulu’s landmarks, from the downtown skyline to the volcanic slopes of Diamond Head. Unlike most marathons, there are no qualification requirements or time limits, making it as welcoming as it is challenging.

Poolside cabanas at The Ambassador Hotel Waikiki
Poolside cabanas and vintage flair define the Waikiki Swim & Social Club experiencePhoto Courtesy of The Ambassador Hotel of Waikiki
Exterior view of The Ambassador Hotel of Waikiki with tropical landscaping
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The Spirit of the Season

Even without snow, Honolulu captures the festive spirit with its own tropical charm. The city sparkles with events and activations that blend Hawaiian hospitality with holiday cheer. The Festival of Lights boat parade transforms the harbor into a floating celebration of color and creativity, while Honolulu City Lights illuminates downtown with giant trees, twinkling displays, and a palpable sense of community.

For families, the Twas the Light Before Christmas experience at the Hawai‘i Convention Center offers a whimsical indoor escape. Visitors can glide across an ice-skating rink, explore immersive light rooms, shop at the holiday market, and enjoy seasonal treats — proof that even in paradise, winter wonder can thrive.

Modern double guest room at The Ambassador Hotel Waikiki
Guest rooms balance modern comfort with soft tropical tones and views of Honolulu’s skylinePhoto Courtesy of The Ambassador Hotel of Waikiki

Where to Stay: The Ambassador Hotel of Waikiki

Just a short stroll from the Convention Center, The Ambassador Hotel of Waikiki, part of the Tapestry Collection by Hilton, captures the essence of contemporary Hawaiian style. As the first Tapestry Collection property in the islands, it celebrates Honolulu’s dynamic personality with a design that fuses retro nostalgia and modern flair.

The Ambassador’s social spaces are vibrant and inviting, encouraging connection and discovery. Its lofted bunk-bed rooms — the only of their kind in Waikiki — make it a favorite among families and groups of friends. Many rooms feature views of Diamond Head and the Pacific, framing each morning and evening in postcard-perfect hues.

Guests enjoy a blend of recreation and relaxation through curated amenities. Complimentary bikes and beach rentals from Beach Candy Waikiki make seaside exploration effortless, while group fitness classes such as poolside Pilates and traditional hula lessons bring wellness and culture together. The hotel also embraces community engagement, offering opportunities to join local stewardship initiatives like the King Kalakaua Park clean-up — a thoughtful nod to preserving the island’s beauty.

Dining at Favorite Son extends the hotel’s welcoming energy. The restaurant pairs hearty comfort food with live local entertainment, creating an atmosphere that feels both casual and refined. Nearby, the Waikiki Swim & Social Club offers a retro-inspired pool scene that perfectly captures the laid-back allure of island life — where cocktails, sunshine, and good company carry the season forward long after the holidays end.

Favorite Son Cafe at the Ambassador
Favorite Son Cafe at The Ambassador Hotel WaikikiPhoto Courtesy of The Ambassador Hotel of Waikiki

Endless Summer in the Pacific

In Honolulu, winter feels like an invitation — to slow down, to explore, and to embrace warmth in every sense. Between its outdoor adventures, festive celebrations, and design-forward hospitality, the city transforms the idea of a holiday escape. It’s not about leaving the season behind; it’s about rediscovering it under a softer, sunnier light.

For travelers craving connection, comfort, and a change of scenery, there’s no better time to trade snow for sand — and let Honolulu redefine what the holidays can feel like.
Exterior view of The Ambassador Hotel of Waikiki with tropical landscaping
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