What to Do (and Wear) in Maui! | Do Say Give

What to Do (and Wear) in Maui!


We received so many wonderful recommendations on our recent trip to Maui so I wanted to share them with DoSayGive readers – plus all the Hawaiian inspired outfits I packed!

Dress c/o Lilly Pulitzer | Sunglasses | Bracelet

Whenever I pack for a trip I really look to the locale for inspiration. You can probably see that in my *attempt* to have that laid back yet cool California feel on our Santa Barbara trip.

So when my husband told me he had a business trip to Maui I couldn’t wait to pack some colorful, island-inspired looks for the both us. This Lilly dress was too perfect for words and I had to pack this more demure Vineyard Vines Hawaiian shirt for my husband.

dress | hat

It was our first time to Maui and it was even better than I imagined! We went in the beginning of February which happened to be the best time of the year for whale watching. The humpback whales were nothing short of magnificent. We didn’t even need to do a whale watching tour because they were so close to the shore. We just sat in the pool and watched them!

DoSayGive readers are so “in the know” when it comes to fabulous recommendations so I wanted to compile all the Maui recommendations in one post, including things to do and things to eat!

dress | shoes

What to Do:

Luau at Feast of Lele in Lahaina

Trilogy’s half day snorkel in Molikini

Whale watching with Pacific Whale Foundation

Spa at the Montage

Grand Jewels for estate jewelry

Road to Hana (plan for at least a half a day)

Helicopter Tour


Kayaking at your hotel

Kapalua golf courses (Plantation Course is more challenging than the Bay course)

Haleakala – Drive to dormant volcano (1.5-2 hours)

Warren and Annabelle’s Magic Show (family show in afternoon)

swimsuit (on sale!) | wrap skirt | sunglasses

What to Eat:

Mama’s Fish House (most recommended for views!)

Drinks at the Four Seasons if you are staying in Waliea area

Lahaina Grill

Da Kitchen (my favorite meal was near the airport!)

MonkeyPod Kitchen (casual)

Sansei for sushi



Pacific O’s

Sea House Grill

Brunch at the Plantation House

Flatbread Pizza in Paia

Tin Roof

Star Noodle in Lahaina


dress | shoes | shirt


Island Vintage Shaved Ice

Ululani’s Hawaiian Shaved Ice

Leoda’s (pies)

Lapperts Ice Cream

coverup | hat

Where to Stay:

We stayed in the Wailea area and really loved how all the hotels connected by a scenic oceanfront walking path which made walking to dinner romantic and fun.

My impression of the hotels in this area: The Four Seasons is gorgeous and like out of a movie. The Grand Wailea would be a child’s dream – waterslides galore!

We stayed at the Marriott (Wailea Beach Resort) and they had an adult pool (above) and a children’s area in another area so it could function as couples getaway or a family destination. We didn’t see the Fairmont but have heard it’s wonderful. And the Andaz looked lovely as well.

There are many parts of Maui, though. Share your favorite hotel below as well as your other recommendations!

Read more travel posts here.







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  1. We stayed at the Ritz Carlton in Kapalua and it was magnificent! We were there in February and the whales were amazing. We loved the area. It was walking distance to Sansei and we could have walked to Merrimans but took the shuttle. We rented a car so we went all over the island but I have to say that Kapalua was my favorite part. The people at the Ritz Carlton were amazing and the hotel was so beautitul!