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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Kahoolawe, HI ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-10-07&endDate=2025-10-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kahoolawe Historic Hotels ![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/42000000/41540000/41534600/41534563/28d5f716.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/cfe209de.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" CA $124 CA $759 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.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) ![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/19000000/18980000/18978200/18978176/265e1013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/b355457a.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 (293) "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. " CA $138 CA $545 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/342047ec.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) ### 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... CA $320 CA $795 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Kihei-Hotels-100-Walk-Score-To-Eat-Play-Across-From-Kamaole-Beach-2bd-2bd-AC-Kihei-Condo.h23607827.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/w1170h877x0y2-81f58d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/67a48cc1.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) ![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) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.6/10 Exceptional (285) "Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return" CA $138 CA $544 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33932200/33932189/536c7ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33940000/33932200/33932189/d896835c.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) ### 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" CA $244 CA $576 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Kihei-Hotels-Remodeled-ONE-BEDROOM-In-The-Maui-Vista-Beach-Across-The-Street.h33932189.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18960000/18956900/18956812/856b8ba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/19000000/18960000/18956900/18956812/0c2317d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18956900/18956812/34c64e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18956900/18956812/384c6987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis South Kihei 9.6/10 Exceptional (26) "Great location and property." [](https://www.expedia.ca/Kihei-Hotels-Villa-6-Walk-To-The-Beach-From-A-Refined-Apartment-With-A-Patio.h18956812.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18960000/18956700/18956655/865d5afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18956700/18956655/3b9e566a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18960000/18956700/18956655/525b524a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18956700/18956655/f345da10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Ocean View 2 Bedroom Villa Steps To The Beach South Kihei 9.8/10 Exceptional (70) "Fantastic location in Kihei. Onsite amenities (e.g., pool, yoga, washer/dryer) enhanced our stay. Even with other guests at the property, it was quiet and relaxing." [](https://www.expedia.ca/Kihei-Hotels-Villa-4-Ocean-View-2-Bedroom-Villa-Steps-To-The-Beach.h18956655.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/6db14db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/e7439d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/039d3f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/ca790f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach South Kihei 9.8/10 Exceptional (72) "Had a nice time, close to beach and restraunts." CA $360 CA $766 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Kihei-Hotels-Villas-By-The-Cove.h18956757.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201330/245e88b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201330/ce838d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201330/0c3b0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201330/21ef151f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available Central Kihei 9.8/10 Exceptional (146) "The condo was awesome. Great location and very comfortable. We would definitely stay here again!!" CA $322 CA $1,040 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Kihei-Hotels-Large-Oceanfront-2-Br2-Bath-2019-Calendar-Now-Discounted.h34201330.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/d6e42f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/9ca13f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/4b70cdd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/bf891b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 130K Hawaiian Reno on Wailea Blue Golf \*Ocean View Wailea 10/10 Exceptional (34) "We loved our stay at this condo in Wailea!! The golf course and property were meticulously maintained and it was such a peaceful location. We wish we could’ve stayed longer and would definitely stay here again!" CA $349 CA $813 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Kihei-Hotels-100KContemp-Hawaiian-RenoGrand-Champions-On-Wailea-Blue-Golf-CourceOcean-Views.h71633156.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=2025-10-20&endDate=2025-10-21®ionId=6091328&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kahoolawe Hotel Reviews ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Room had a lovely ocean view. Service was superb. The lobby and grounds are magnificent! Great food. This is the best hotel in Maui now. " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Castle Kama'ole Sands](//images.trvl-media.com/lodging/1000000/30000/21100/21083/4531dc20_y.jpg) ### Castle Kama'ole Sands 10/10 Excellent "Front desk was wonderful." 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