As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

The Hawaiian Islands are home to countless luxury oceanfront resorts with modern amenities, but sometimes, we crave timeless charm. Instead of heading to an overcrowded tourist hotspot along the coast for your next staycation, why not take a step back in time at this beautiful inn that dates all the way back to the 1920s and is sure to make you feel right at home. 

Showing off old Hawaiian charm at its finest, the Old Wailuku Inn at Ulupono is a welcome respite for anyone who wants to get off the beaten path and truly relax.
Old Wailuku Inn/Website
The inn was originally built in 1924 by a wealthy Maui banker as a wedding gift for his daughter-in-law, the Old Wailuku Inn has been lovingly restored by its island-born and raised proprietors.
Old Wailuku Inn/Website
As soon as you step foot into the property, you’ll feel right at home. The warm, inviting inn provides guests with a truly local experience and features seven rooms in the main house as well as three cozy rooms in the Vagabond’s House cottage.
Old Wailuku Inn/Website
Amenities and accommodations include private whirlpool tubs, soft, fluffy towels, and Aveda personal care products, fine cotton linens that will have you sleeping like a baby, and beautiful garden views as well as a coffee maker, hairdryer, ironing board, television, and wi-fi access.
Old Wailuku Inn/Website

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Guests will also enjoy a delicious, gourmet breakfast, made using fresh, locally-grown ingredients.
Old Wailuku Inn/Website
Complimentary snacks and soft drinks as well as beach towels, mats, and coolers are also available.
The inn’s decor, including its beautifully-landscapes grounds, pay tribute to Don Blanding, a Hawaiian poet laureate of the 1920s and 1930s. Each of the ten distinct guest rooms is dedicated to one of the flowers featured in is “My Old Hawaiian Garden.”
Old Wailuku Inn/Website
Down to the smallest detail, the Old Wailuku Inn perfectly blends historic charm with the conveniences and luxuries modern travelers enjoy.
Old Wailuku Inn/Website
No matter which of these gorgeous suites you choose from, we’re sure your stay at the Old Wailuku Inn will be as relaxing as you hoped.
Old Wailuku Inn/Website

With rates starting at just over $200 per night with no resort fee and a variety of special pricing options, a relaxing stay at the Old Wailuku Inn doesn’t have to break the bank. For more information or to book your stay, head on over to their website. You can also follow them on Facebook.

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2199 Kahookele St, Wailuku, HI 96793, USA