Title: 5 Stars Hotels in Kahoolawe, Hawaii from CA $634 - Find Cheap Kahoolawe Hotels With 5 Stars | 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/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 5 Star Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2026-03-22&endDate=2026-03-23&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2026-03-23&endDate=2026-03-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6091328&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kahoolawe 5-star hotels ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/b7f4e2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/fc34a73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/9260ff25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Ocean Front One Bedroom Suite](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Maui at Wailea [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) Wailea 9.6/10 Exceptional (1,002 reviews) "10/10 service, amazing room with gorgeous view! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $1,297 CA $1,629 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/299cd4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, swim-up bar, poolside bar](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/df893a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/e41d1b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 1 Bedroom, Kilohana Corner Suite, (1 King Bed) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/04bfdd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) Wailea 9.4/10 Exceptional (1,000 reviews) "Great location. Clean hotel, friendly staff. Beautiful surroundings. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jamie CA $1,469 CA $1,825 total includes taxes & fees Apr 17 - Apr 18 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d048b5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/e05816aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Regional cuisine](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/bab75c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Wailea, Relais & Chateaux - Adults Only [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) Wailea 9.4/10 Exceptional (1,001 reviews) "Everything was exceptional! Great property, quiet and peaceful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abdulla CA $1,209 CA $1,517 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/3bd64cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/e5099cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/4fa117ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/642c07c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ho‘olei Villas at Grand Wailea [](https://www.expedia.ca/Kihei-Hotels-Hoolei-At-Grand-Wailea.h1661500.Hotel-Information) Wailea 9.6/10 Exceptional (45 reviews) "Womderful home, terrific service, access to hotel amenities was key." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALAN CA $2,876 CA $3,504 total includes taxes & fees Apr 17 - Apr 18 [](https://www.expedia.ca/Kihei-Hotels-Hoolei-At-Grand-Wailea.h1661500.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/b097c053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Living area](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/a0ab1941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/c3c04654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Living area](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/49922dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 2 Oceanview Modern Resort Vistas [](https://www.expedia.ca/Kihei-Hotels-2-2-Oceanview-Modern-Resort-Vistas.h100963582.Hotel-Information) Central Kihei 9.8/10 Exceptional (7 reviews) "The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina [](https://www.expedia.ca/Kihei-Hotels-2-2-Oceanview-Modern-Resort-Vistas.h100963582.Hotel-Information) ![Luxury Apartment | Beach/ocean view](https://images.trvl-media.com/lodging/100000000/99780000/99778400/99778371/725c39a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Extra beds](https://images.trvl-media.com/lodging/100000000/99780000/99778400/99778371/a3ffbcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Extra beds](https://images.trvl-media.com/lodging/100000000/99780000/99778400/99778371/a8f1dd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Private kitchen](https://images.trvl-media.com/lodging/100000000/99780000/99778400/99778371/46d854e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Luxury Hilltop Resort Vistas [](https://www.expedia.ca/Kihei-Hotels-Wailea-Luxury-Hilltop-Resort-Vista.h99778371.Hotel-Information) Wailea 10/10 Exceptional (2 reviews) "very nice place and location 🤗" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryna [](https://www.expedia.ca/Kihei-Hotels-Wailea-Luxury-Hilltop-Resort-Vista.h99778371.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/e9c2591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/8232475d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/c0b8dfb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, swim-up bar, poolside bar](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/eb7843a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui Villa Experience [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui-Villa-Experience.h37220226.Hotel-Information) Wailea 9.8/10 Exceptional (6 reviews) "It’s a decent hotel to stay for the family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sze Wai [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui-Villa-Experience.h37220226.Hotel-Information) ![Luxury Condo | Living area](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/6ed677aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Balcony](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/26b6bec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Extra beds](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/7861cddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Private kitchen](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/570ec027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally Located Elegant Vistas [](https://www.expedia.ca/Kihei-Hotels-Centrally-Located-Elegant-Vistas.h96448155.Hotel-Information) South Kihei 10/10 Exceptional (1 review) "Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edwin [](https://www.expedia.ca/Kihei-Hotels-Centrally-Located-Elegant-Vistas.h96448155.Hotel-Information) ![Luxury Apartment, Ocean View | Living area](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/c44f01d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/dac19e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Ocean View | Balcony](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/ce85adf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Ocean View | Living area](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/e6bf99f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Kihei Paradise Vistas [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Kihei-Paradise-Vistas.h103891972.Hotel-Information) Central Kihei 10/10 Exceptional (2 reviews) "This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mae [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Kihei-Paradise-Vistas.h103891972.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kahoolawe-Hotels.s50-0-d6091328.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kahoolawe-Hotels.s50-0-d6091328.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kahoolawe. ![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/c8a50cb9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Wailea Beach Resort - Marriott, Maui 3700 Wailea Alanui Dr Kihei HI CA $955 CA $1,230 total Apr 20 - Apr 21 includes taxes & fees 9.2/10 Wonderful! (1,003 reviews) [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Andaz Maui at Wailea Resort - a concept by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/7aeb47cb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Andaz Maui at Wailea Resort - a concept by Hyatt 3550 Wailea Alanui Dr Kihei HI CA $1,235 CA $1,547 total Apr 11 - Apr 12 includes taxes & fees 9.2/10 Wonderful! (1,000 reviews) [](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Hilton Grand Vacations Club Maui Bay Villas](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/7df1f408_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Grand Vacations Club Maui Bay Villas 575 S Kihei Road Kihei HI CA $493 CA $634 total Apr 5 - Apr 6 includes taxes & fees 9.2/10 Wonderful! (282 reviews) [](https://expedia.ca/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.Hotel-Information) Still don't see what you're looking for? [See all properties in Kahoolawe.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6091328&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6091328&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6091328&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6091328&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6091328&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6091328&star=50&star=50&amenities=WATER_PARK) 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 Kahoolawe Hotel Reviews ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d048b5ef_y.jpg) ### Hotel Wailea, Relais & Chateaux - Adults Only 10/10 Excellent "Literally the best hotel experience I’ve had. " [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Four Seasons Resort Maui at Wailea](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/b7f4e2f0_y.jpg) ### Four Seasons Resort Maui at Wailea 10/10 Excellent "Four Seasons is worth every penny, every time. They are excellent. This property and the service is unmatched in the area. I stayed all of last week and then came back. Staff is so excellent. Property is gorgeous. It's just perfect. A lot of things aren't worth the price these days, but I have to say this hotel is worth the money. 5 stars." [](https://expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/299cd4dc_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Staff was incredibly welcoming and helpful. Bar/restaurant staff were amazing. Pools were clean and poolside servers were very friendly. Overall an amazing property with wonderful staff" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ## Find out more about Kahoolawe ## Five Star Hotels in Kahoolawe There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Kahoolawe so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Kahoolawe and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Kahoolawe Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Kahoolawe The results are in, and Kahoolawe 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Kahoolawe! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Kahoolawe today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Kahoolawe? > - Search for the lowest price per night from CA $634 ### What makes a hotel 5 stars in Kahoolawe? ### Are there any 5-star all-inclusive resorts in Kahoolawe? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Maui ](https://www.expedia.ca/1Star-Maui-Hotels.s10-0-d180073.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Kahului ](https://www.expedia.ca/2Star-Kahului-Hotels.s20-0-d2646.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Kihei ](https://www.expedia.ca/2Star-Kihei-Hotels.s20-0-d9304.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Kuau ](https://www.expedia.ca/2Star-Kuau-Hotels.s20-0-d553248635975748672.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Lahaina ](https://www.expedia.ca/2Star-Lahaina-Hotels.s20-0-d8499.Travel-Guide-Filter-Hotels) - 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