Getting Romantic on Oahu

Sunset on Oahu // Photo by Ka

With Valentine's Day approaching, Travel Agent recently brought you the most romantics spots to celebrate the occasion on the Hawaiian Islands of Maui, Kauai and Hawaii Island, commonly referred to as The Big Island. 

Now, we bring you the most romantic spots for love birds heading to Oahu this Valentine's Day and beyond. 

For Proposals

Looking to pop the big question to your loved one in Oahu? First wining and dining him or her in Waikiki could increase a client's chances of getting a yes. Waikiki is the main hub for tourists looking for some shopping, dining, activities and luxury resorts.

When it's time to propose, we suggest any of Waikiki's beautiful beaches. The best beach for some secluded romance, however, is Diamond Head Beach. This a great spot for some light water sports or sunbathing, but the best part is that there are hardly any people on Diamond Head Beach. 

Another unique options for proposing in Oahu is located not too far from Diamond Head Beach. At the top of Leahi, commonly referred to as Diamond Head, is a 760-foot tuff crater that is often considered one of Hawaii's most famous landmarks.

It only takes a short drive or bus ride to get to Diamond Head Crater from Waikiki. This moderately challenging trail includes two sets of stairs, totaling 175 steps, as well as dark, underground tunnels and old military bunkers that require a flashlight. 

If you plan to hike on Saturday morning, be sure to swing by the Kapiolani Community College Farmer’s Market, a farmers market showcasing locally grown food and produce. And don't forget to bring the ring.

Romantic Resorts

The most romantic resorts on Oahu are Turtle Bay Resort and Outrigger Waikiki on the Beach

The biggest hook for Turtle Bay Resort is its recently completed Beach Cottages. The Beach Cottages are set away from the rest of the resort in a secluded parkland on the shore of the bay that gives Turtle Bay its name. From their private lanais, guests enjoy views of Turtle Bay in the foreground and the Pacific just beyond. The cushioned, woven-wicker loveseats on the lanai provide vast views of the ocean’s activities.

Each 740 square-foot cottage has vaulted 15-foot ceilings, polished Brazilian walnut floors, contemporary furnishings and upgraded marble bathrooms with Kalista deep-soaking tubs. 

Additional offerings include a pre-visit online advisory service, an on-arrival greeting with a fresh lei and local artisan snacks, an amenity-of-the-day exclusive to the Beach Cottages, robes and slippers, Hawaiian aromatic teas and robust Hawaiian coffees, and an assortment of beach accessories.


The most romantic feature at Outrigger Waikiki on the Beach is the views it offers of the previously mentioned Diamond Head. 

The resort completed a massive renovation in 2012. The Outrigger Waikiki on the Beach now features all newly renovated guest rooms and corner suites with views of Diamond Head, the Pacific Ocean or views of Waikiki. 

The new oceanfront swimming pool is surrounded by a new pool deck tiled in natural stone with a glass surround for unobstructed ocean views. The interior of this property also has received a facelift with all guest rooms receiving new carpet, furniture, draperies and paint, along with new glass lanai railings in all oceanfront rooms and suites, which help showcase the impressive view from these rooms.


Also, romantic clients should mark their calendar for spring of next year when the Four Seasons Resort Oahu at Ko Olina opens it doors, representing the first Four Seasons Hotels and Resorts property in Oahu. It replaces the old JW Marriott Ihilani Ko Olina Resort & Spa.

The Best Venue for Weddings or Vow Renewals

If clients are looking to tie the knot this Valentine's Day and they want to do it in a church, the best place to pitch is Kawaiahao Church, the first Christian church built on Oahu in 1842.

Known as the "Westminster Abbey of the Pacific," Kawaiahao Church is made of 14,000 coral slabs from ocean reefs that were hauled from the sea by native laborers and missionaries. The church and the grounds were named a National Historic Landmark in 1962.

The Most Romantic Lookout

Looking for a beautiful background to smooch your baby in front of? Head to the Nuuanu Pali Lookout. Just a five-mile drive northeast of downtown Honolulu, the Nuuanu Pali Lookout offers incredible views of the Koolau cliffs and Windward Coast. 

Set more than a 1,000 feet above the Oahu coastline amid mountain peaks shrouded by clouds, the stone terrace overlooks the areas of Kaneohe and Kailua, Mokolii and the University of Hawaii’s marine biology research center, Coconut Island. Other notable landmarks that can be seen are Hawaii Pacific University’s Windward campus, Kaneohe Marine Corps Base and the Hoomaluhia Botanical Garden, which is part of the Honolulu Botanical Gardens.

Visit and keep visiting for all your latest Hawaii news. Be sure to follow Travel Agent's Joe Pike on Twitter @TravelPike.