Historic Hotels & Resorts in Kaanapali from NZ$660

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Best Kaanapali Historic Hotels

Paia Inn - 3 Bedroom Ocean Front Beach House

10.0 out of 10, Exceptional, (1)
"This is a beautiful property in an absolutely amazing location. We love love LOVED Paia - it is away from the more touristy areas of Maui, has great shops and restaurants, and it was so incredible to be directly on the beach while also being smack in the middle of town. When I booked, I did not realize that this house is part of a hotel, which made it a bit difficult to find at first, but it turned out to be great because we had the best of both worlds - our own house/space but with the...
The price is NZ$2,254
includes taxes & fees
4 Oct - 5 Oct
Paia Inn - 3 Bedroom Ocean Front Beach House

Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️

10.0 out of 10, Exceptional, (157)
"Beautiful and clean studio condo overlooking the ocean in a beautiful resort. Very comfortable king bed as well. Thank you Thomas."
The price is NZ$660
includes taxes & fees
18 Oct - 19 Oct
Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️

PREMIUM 5 STAR OV "J" UNIT - TOP FLOOR MODERN LUXURY J206

9.8 out of 10, Exceptional, (64)
"Clean and practically designed. Quiet relaxing home with a great view and short walk to BlackRock."
PREMIUM 5 STAR OV "J" UNIT - TOP FLOOR MODERN LUXURY J206

Sep/Oct 2025 SPECIAL *TOP FLOOR REMODELED OV 1BR * A204

10.0 out of 10, Exceptional, (29)
"Highly recommend this condo to anyone visiting the Lahaina area. Nice amenities and great location."
The price is NZ$932
includes taxes & fees
16 Oct - 17 Oct
Sep/Oct 2025 SPECIAL *TOP FLOOR REMODELED OV 1BR * A204

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

9.8 out of 10, Exceptional, (147)
"Beautiful! The balcony overlooking the ocean was amazing—clean and comfortable!"
The price is NZ$849
includes taxes & fees
31 Oct - 1 Nov
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

Time to Spoil Yourself! Deluxe Ocean Front and Steps to N. Kaanapali Beach ~

9.4 out of 10, Exceptional, (30)
"Excellent location adjacent to the beach and pool. Loved our stay!!"
The price is NZ$1,974
includes taxes & fees
16 Oct - 17 Oct
Time to Spoil Yourself! Deluxe Ocean Front and Steps to N. Kaanapali Beach ~

Perfect for Couples! Family Size - Ocean & Golf Views! Owner-Host - Not for Sale

10.0 out of 10, Exceptional, (136)
"Condo was clean & well stocked with everything we needed and more for our family vacation. A great location close to Whaler’s Village and plenty of space for all of us to spread out and enjoy Maui. Natalie was extremely helpful and responsive during our stay. "
The price is NZ$1,748
includes taxes & fees
24 Oct - 25 Oct
Perfect for Couples! Family Size - Ocean & Golf Views! Owner-Host - Not for Sale

Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

10.0 out of 10, Exceptional, (23)
"Beautifully maintained property with a great location and views of the ocean. It was perfect for our family of four."
The price is NZ$3,485
includes taxes & fees
4 Oct - 5 Oct
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

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

9.2 out of 10, Wonderful, (20)
"Nice place would stay there again. Close to beach"
The price is NZ$923
includes taxes & fees
4 Oct - 5 Oct
200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI

Nov 16-Dec 15 239/day OCEANFRONT walkout 1bdrm 2ba sleeps 4, pool,lawn & beach.

9.8 out of 10, Exceptional, (121)
"Very relaxing perfect for leaving the crowds behind and just being still."
The price is NZ$1,026
includes taxes & fees
4 Oct - 5 Oct
Nov 16-Dec 15 239/day OCEANFRONT walkout 1bdrm 2ba sleeps 4, pool,lawn & beach.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Kaanapali Hotel Reviews

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Frequently asked questions

What should a history buff expect from a stay in Kaanapali?
Sights with historical relevance in Kaanapali are probably at the top of your travel itinerary. While you're here, you might want to visit the major shopping area and relaxing spas. You can also take some time enjoying the popular beaches.
How many historically relevant hotels will I find in Kaanapali?
In Kaanapali, there are 3810 hotels and other accommodation options bookable on Expedia, including 19 historic hotels or hotels close to historic sites.
What are the top historical sites and other places to visit in Kaanapali?
Favourite places to visit include Kaanapali Beach, Black Rock and Whalers Village. A couple of additional sights to add to your itinerary are Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses.
What is a historic hotel like in Kaanapali?
Historic hotels give guests a chance to stay in a place that's been recognised with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers — any building that's been identified as being of special interest. These types of hotels in Kaanapali often retain original characteristics like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Mainly heritage hotels draw meaning from the place's cultural value and how it shaped the community.
Do historic hotels in Kaanapali have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, but interiors include modern conveniences and safety features. Tourists who book a stay can expect the usual amenities you'd find in a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. Booking a historic hotel in Kaanapali doesn't mean you're picking a place that's uncomfortable for guests or rundown.