Title: Book the Best HISTORIC Hotels in Kahoolawe in 2025 | Expedia.ca [Kahoolawe Travel Guide](https://expedia.ca/Kahoolawe.dx6091328)[Hotels in Kahoolawe](https://expedia.ca/Kahoolawe-Hotels.d6091328.Travel-Guide-Hotels)[Vacation Rentals in Kahoolawe](https://expedia.ca/Kahoolawe-Vacation-Rentals.d6091328.Travel-Guide-VacationRentals)[Flights to Kahoolawe](https://expedia.ca/Cheap-Flights-To-Kahoolawe.d6091328.Travel-Guide-Flights)[Kahoolawe Car Rentals](https://expedia.ca/Car-Rentals-In-Kahoolawe.d6091328.Car-Rental-Guide)[Kahoolawe Vacation Packages](https://expedia.ca/Kahoolawe.d6091328.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/historic.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Kahoolawe, HI from CA $546 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Kahoolawe Historic Hotels Tonight [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kahoolawe Historic Hotels ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/w1170h877x0y2-81f58d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/8d132e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/24d26a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Memory foam beds, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/e0e05110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.6/10 Exceptional (286) "Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) morgan J. CA $139 CA $549 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/89e2225f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/265e1013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/a9c993e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/79fb7e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.8/10 Exceptional (295) "Locally convenient, price was right for the location, property management was on top of things and made sure that we were well taken car of. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $175 CA $598 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/380917d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/03065965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/3d9b83c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/3dd81efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🤙 Nov-Dec-Jan SPECIALS 🏝️ at the classic LIVE ALOHA SUITE North Kihei 10/10 Exceptional (136) "We stayed here for 3 nights. Location was great, view was breathtaking!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica v. CA $421 CA $1,012 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Kihei-Hotels-Welcome-Back-To-The-Clean-Live-Aloha-Suite.h32999423.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33940000/33932200/33932189/dd40bf79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33940000/33932200/33932189/907ecfe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33932200/33932189/649c1f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33932200/33932189/536c7ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled ONE BEDROOM in the Maui Vista. Beach across the street! South Kihei 9.6/10 Exceptional (21) "Very close to everything, great food truck spot nearby! And beaches Just a short walk" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alyssa c. CA $221 CA $546 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Kihei-Hotels-Remodeled-ONE-BEDROOM-In-The-Maui-Vista-Beach-Across-The-Street.h33932189.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/c8c5508b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/66397b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/0f082a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/28d5f716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI Central Kihei 9.2/10 Wonderful (20) "Nice place would stay there again. Close to beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen D. CA $254 CA $928 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.Hotel-Information) ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/f51ef1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/195be5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/54837c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/dcb9cee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo South Kihei 9.6/10 Exceptional (18) "Great place to stay! Our family of a 1 year old and 6 adults stayed at this Condo in Kihei for 5 days. The condo was clean and supplied with everything we needed- from beach gear to baby accommodations (high chair and pack n play). The beach is within walking distance. The parking stalls were compact size and a little tight for the suv we had but other than that everything met our expectations. Communication with Rebecca (the owner) was great, she responded as soon as she could. Overall it was... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole G. CA $392 CA $895 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Kihei-Hotels-100-Walk-Score-To-Eat-Play-Across-From-Kamaole-Beach-2bd-2bd-AC-Kihei-Condo.h23607827.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72130000/72127500/72127432/8381a8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72130000/72127500/72127432/3a8a822b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/73000000/72130000/72127500/72127432/3268078f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/73000000/72130000/72127500/72127432/61cd6442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Your Oceanside Dream at Kihei Surfside South Kihei 9.8/10 Exceptional (17) "My wife and I stayed here for just under a week, celebrating her 40th birthday. Our stay was amazing - the property was just as described and had everything we needed (including laundry access and other amenities). The location was best - close to everything and with a beautiful view. My wife has already said if we can make it back, she wants to stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blaine M. CA $352 CA $763 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Kihei-Hotels-Enjoy-Your-Oceanside-Dream-At-Kihei-Surfside-209.h72127432.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/209de1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/4bfd25da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/bdf44dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/5f393287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 100KContemporaryHawaiian Reno in Wailea-Beach/Golf Wailea 10/10 Exceptional (38) "Great location and every detail was perfect." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Krista W. CA $306 CA $763 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Kihei-Hotels-100KContemporaryHawaiian-Reno-In-Wailea-BeachGolf.h57584863.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/84c3c2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/7ac65615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/d9b2ba99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/cf2ae5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub North Kihei 9.6/10 Exceptional (107) "Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael B. CA $354 CA $1,403 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/31000000/30520000/30516100/30516021/9b687da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30520000/30516100/30516021/54e609c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30520000/30516100/30516021/w1195h893x0y0-bbb53623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30520000/30516100/30516021/32085e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation in Paradise at our charming condo by the best of everything Maui offers Wailea 9.8/10 Exceptional (102) "Very nice, we love the close pool and all of the amenities. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derrol A. CA $451 CA $1,208 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Kihei-Hotels-Oasisparadisespectacularbreathtaking-You-Dont-Want-To-Miss-This-One.h30516021.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06®ionId=6091328&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6091328) ## Top Kahoolawe Hotel Reviews ![Castle Kama'ole Sands](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/4531dc20_y.jpg) ### Castle Kama'ole Sands 10/10 Excellent "Clean room | Staff | Family-friendly | Kitchen" [](https://expedia.ca/Kihei-Hotels-Castle-Kamaole-Sands.h21083.Hotel-Information) ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Amazing hotel and spa" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ## Explore a world of travel with Expedia - 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