Travel Advisor

Alyssa Olea

Expertise

Luxury,
Family Travel,
Hawai'i

Based in

Kaua'i, Hawai'i

Minimum booking Budget

$500/night

Travel Advisor

Alyssa Olea

Profile details

About

A Hawai'i-based travel enthusiast who spends too much time reading.

Travel style

Travel is more than just a destination. It's about the connections we make, the memories we cherish and the stories that shape us. I create meaningful, one-of-a-kind experiences designed to bring people closer — whether it's couples celebrating love, families making lifelong memories or honeymooners seeking adventure and romance. With deep-rooted expertise in the Hawaiian islands, I specialize in crafting personalized itineraries that go beyond the typical tourist spot. Immerse yourself in the heart of a destination through local culture, hidden gems and unforgettable adventures.

Favorite hotels

Ko'a Kea Resort on Poipu Beach

Charming Kauai resort with oceanfront suites perfect for a romantic holiday.

Fora Perks

★
$100 food / beverage credit.
★
Welcome treat in room on arrival.
★
Upgrade & guaranteed late check-out.

Grand Wailea, A Waldorf Astoria Resort

A beachfront belle on forty tropical acres in Maui, known for its authentic cultural workshops, huge pool, pampering spa and gorgeous over-lagoon restaurant.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade whenever possible.

Four Seasons Resort Maui at Wailea

Expect spot-on service, a mix of upscale restaurants and a prime location overlooking famed Wailea Beach.

Fora Perks

★
When you book Four Seasons through Fora, you will enjoy exclusive Four Seasons Preferred Partner benefits. Your advisor will be pleased to give you more details.

Get in touch with Alyssa

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Alyssa within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).