Book the Best HISTORIC Hotels in Maalaea in 2026

A sunset over the ocean with a silhouette of rocks in the foreground.

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Our top choices for Maalaea historic hotels

A balcony with a table set for two, featuring a bottle of wine and two glasses.

A hotel room with a bed, a television on a wooden cabinet, a wicker chair with a red cushion, a nightstand with a lamp, and a framed picture on the wall.

A cozy living area with a patterned sofa, a small table, a surfboard on the wall, a bed, and a kitchenette in the background.

1. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

pablo

CA $137

CA $543 total

includes taxes & fees

Sep 9 - Sep 10

A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

A hotel courtyard with palm trees, a grassy lawn, and a building with balconies.

A balcony with a table set for two, featuring a bottle of wine, two glasses, and a red flower.

A swimming pool surrounded by palm trees and a wooden building with a sloped roof.

2. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

Janet M.

CA $146

CA $556 total

includes taxes & fees

Sep 14 - Sep 15

A balcony with a table set for two, overlooking a beach with palm trees and the ocean.

A nighttime view of a multi-story building with balconies, surrounded by palm trees.

A living room with a sofa, a glass coffee table, a wicker chair, a lamp, and a potted plant.

A pool area with lounge chairs, palm trees, and a building in the background.

3. 🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

North Kihei

Shelley S.

CA $329

CA $893 total

includes taxes & fees

Sep 19 - Sep 20

A balcony with a table set for two, surrounded by lush tropical plants.

A modern kitchen with a central island, a dining area with a table and chairs, and a living room with a sofa and a TV.

A two-story building with a balcony, surrounded by lush greenery and a well-maintained lawn.

A modern kitchen with a white marble countertop, stainless steel sink, and a built-in dishwasher.

4. 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI

Central Kihei

Colleen D.

A bedroom with a bed, a nightstand, a lamp, a bookshelf, and a view of the ocean through a sliding glass door.

A multi-story building with balconies, a grassy lawn, and some plants.

A pool area with two pools, lounge chairs, and a building with balconies.

A beach with clear water, a rocky outcrop, and a mountain in the background.

5. Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available

Central Kihei

Tanya S.

CA $360

CA $1,183 total

includes taxes & fees

Sep 10 - Sep 11

A beach with palm trees, clear blue sky, and ocean.

A swimming pool surrounded by palm trees and a building with a covered patio.

A kitchen with a refrigerator, stove, and island. There is a dining area with a table and chairs, and a living room with a sofa and a lamp.

A hotel with a red roof, multiple floors, and a view of mountains in the background.

6. Beach Steps Away - Cozy Maui Condo Ocean Peek

South Kihei

CA $218

CA $588 total

includes taxes & fees

Sep 8 - Sep 9

A wooden fence with a sign reading "WOODSTOCK" and a peace sign.

A hot tub surrounded by lush greenery, a wooden deck, and a rustic building with a metal roof.

A modern living room with a grey sofa, a wooden coffee table, and a large plant.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

7. Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

North Kihei

Kristin P.

CA $367

CA $1,415 total

includes taxes & fees

Sep 9 - Sep 10

An aerial view of a beach with clear turquoise water, palm trees, and a sandy shore.

A modern kitchen with a central island, bar stools, a built-in oven, and a large flat-screen TV mounted on the wall.

A swimming pool with lounge chairs and palm trees.

An outdoor patio area with seating, a covered section, and tropical plants.

8. Villa 5

South Kihei

Joseph F.

View all properties

Top Maalaea Hotel Reviews

Hyatt Regency Maui Resort & Spa

10/10 Excellent

"Clean room and great location"

The Ritz-Carlton Maui, Kapalua

10/10 Excellent

"Stay was comfortable staff very attentive & accomodating, We stayed in the fire lanai deluxe room (ocen-view) it was amazing. Be prepared to get your steps in going from your room to the main lobby if you’re staying over there, but you will have easy access to the pool and the exclusion will be very much appreciated. Def worth it!!"

Maui Seaside Hotel

10/10 Excellent

"😍😍😍😍"

Maui Beach Hotel

10/10 Excellent

"The room A/C worked great. The bed was comfortable. The bathroom amenities need an update. The carpets and the whole building needs repairs and updates."

OUTRIGGER Kaanapali Beach Resort

8/10 Good

"Great place!"

Frequently asked questions

What should a history buff expect from a stay in Maalaea?

You'll probably want to seek out the sights of historical relevance during your vacation in Maalaea. While you're here, you can visit the waterfront and seaside.

How many historical hotels are there in Maalaea?

Maalaea is home to 307 lodging options bookable on Expedia but not many designated as historic hotels.

What are the most important historical sites and other places in Maalaea?

Favorite places to visit include Maalaea Harbor, Maalaea Beach, and Maalaea Bay Beaches. Additionally, in the area you'll find Kaanapali Beach and Wailea Beach.

What is a historic hotel like in Maalaea?

When you book a historic hotel, you'll stay someplace that has an officially recognized historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the guestrooms or communal spaces of such hotels in Maalaea, giving a sense of history.

What is the difference between a historic hotel and a heritage hotel?

"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The building and architecture of a historic hotel tends to be the most significant aspect. For a heritage hotel, it's often the cultural value along with how it inspired the community.

Do historic hotels in Maalaea have modern facilities?

Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the popular amenities found in a hotel should be available at a historic hotel. Rest assured that when you choose a historic hotel in Maalaea, you won't find yourself staying at a place that is rundown or uncomfortable.

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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Maalaea Historic Hotels

Our top choices for Maalaea historic hotels

1. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

2. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

3. 🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

4. 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI

5. Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available

6. Beach Steps Away - Cozy Maui Condo Ocean Peek