Title: 5 Stars Hotels in Olowalu, Hawaii from CA $527 - Find Cheap Olowalu Hotels With 5 Stars | Expedia.ca [Olowalu Travel Guide](https://expedia.ca/Olowalu.dx11584)[Hotels in Olowalu](https://expedia.ca/Olowalu-Hotels.d11584.Travel-Guide-Hotels)[Vacation Rentals in Olowalu](https://expedia.ca/Olowalu-Vacation-Rentals.d11584.Travel-Guide-VacationRentals)[Flights to Olowalu](https://expedia.ca/Cheap-Flights-To-Olowalu.d11584.Travel-Guide-Flights)[Things to do in Olowalu](https://expedia.ca/Things-To-Do-In-Olowalu.d11584.Travel-Guide-Activities)[Olowalu Car Rentals](https://expedia.ca/Car-Rentals-In-Olowalu.d11584.Car-Rental-Guide)[Olowalu Vacation Packages](https://expedia.ca/Olowalu.d11584.Destination-Travel-Guides) ![This was a great local spot for snorkeling and much less crowded than the main beaches. You literally park alongside the road at mile marker 14 and walk out onto the beach. Close to shore the water is a little cloudy but if you swim about 50 yards out, the depth increases to about 15 feet and you have clear views of some amazing fish 🐠🐟](https://images.trvl-media.com/place/11584/d420d434-6dd4-421e-91de-078fdbd219b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Elyse ![](https://images.trvl-media.com/place/11584/d420d434-6dd4-421e-91de-078fdbd219b9.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 Olowalu 5 Star Hotels Tonight [Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-03-24&endDate=2026-03-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 25 - Mar 26](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-03-25&endDate=2026-03-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Olowalu 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) ![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) ![Maile Three-Bedroom Presidential Suite](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/2cdd56af.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) ### 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 (1,000 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 Mar 27 - Mar 28 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/e41d1b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/993251db.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 18 - Apr 19 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/6d18f4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/2e099de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/bb9d5140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Maui, Kapalua [](https://www.expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information) Kapalua 9.2/10 Wonderful (1,001 reviews) "It’s Nice Hotel , our room was overlooking the pool, nice and quiet area. Staff were extremely nice and accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronen CA $1,234 CA $1,561 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2980/3ef09912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2980/6796580a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/3000/2980/332a313c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/3000/2980/w5100h3419x0y31-b32ff1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Lanai [](https://www.expedia.ca/Lanai-City-Hotels-Four-Seasons-Resort-Lanai.h2980.Hotel-Information) Lanai City 9.8/10 Exceptional (225 reviews) "Everything was perfect!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chih-Yi CA $1,569 CA $1,862 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Lanai-City-Hotels-Four-Seasons-Resort-Lanai.h2980.Hotel-Information) ![Breakfast, lunch, dinner served; alfresco dining](https://images.trvl-media.com/lodging/1000000/30000/24600/24502/db5ea88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; alfresco dining](https://images.trvl-media.com/lodging/1000000/30000/24600/24502/10d0ab4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, hot stone massages, deep-tissue massages, body wraps](https://images.trvl-media.com/lodging/1000000/30000/24600/24502/bcf29d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24600/24502/a5b1b1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sensei Lanai, A Four Seasons Resort [](https://www.expedia.ca/Lanai-City-Hotels-Sensei-Lanai.h24502.Hotel-Information) Lanai City 9.8/10 Exceptional (139 reviews) "great stay, great experience" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ardalan [](https://www.expedia.ca/Lanai-City-Hotels-Sensei-Lanai.h24502.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/c7f2266e.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) ![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 $1,141 CA $1,437 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5920000/5914200/5914192/eff2c37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels, snorkeling, surfing](https://images.trvl-media.com/lodging/6000000/5920000/5914200/5914192/ce88efc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, DVD player, iPod dock](https://images.trvl-media.com/lodging/6000000/5920000/5914200/5914192/f076c2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels, snorkeling, surfing](https://images.trvl-media.com/lodging/6000000/5920000/5914200/5914192/c5aba844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Resort at Kapalua Bay, Maui [](https://www.expedia.ca/Lahaina-Hotels-Montage-Kapalua-Bay.h5914192.Hotel-Information) Lahaina 9.6/10 Exceptional (209 reviews) "The views are next level. We enjoyed the pools, spa, restaurant and more. It was our second stay there and definitely going back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandy D CA $3,567 CA $4,234 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Lahaina-Hotels-Montage-Kapalua-Bay.h5914192.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) ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/249deb96.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) ### 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 $2,776 CA $3,385 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Kihei-Hotels-Hoolei-At-Grand-Wailea.h1661500.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/7c8ded28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/d996ca06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/de6822ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/4021aaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Lahaina Bungalows & Spa [](https://www.expedia.ca/Lahaina-Hotels-Royal-Lahaina-Bungalows-Spa.h115794140.Hotel-Information) Lahaina 9.2/10 Wonderful (7 reviews) "Clean room and staff is super friendly. Would stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene CA $471 CA $632 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Lahaina-Hotels-Royal-Lahaina-Bungalows-Spa.h115794140.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](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) ![Luxury Condo | Private kitchen](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/05b0fbe2.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/a8f1dd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Private kitchen](https://images.trvl-media.com/lodging/100000000/99780000/99778400/99778371/53237f33.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) ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/29664a25.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 | Living area](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/977a4de3.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) ### 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) ![Condo (1 Bedroom) | View from room](https://images.trvl-media.com/lodging/117000000/116610000/116600700/116600699/90c979ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Property entrance](https://images.trvl-media.com/lodging/117000000/116610000/116600700/116600699/e34848e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | View from room](https://images.trvl-media.com/lodging/117000000/116610000/116600700/116600699/b84c8584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Dining](https://images.trvl-media.com/lodging/117000000/116610000/116600700/116600699/09cc978c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Honua Kai Hokulani Collection by KBM - 4 Units on same floor (201/203/204/211) [](https://www.expedia.ca/Kaanapali-Hotels-KBM-Resorts-Free-CAR-Honua-Kai-Hokulani-Oceanfront-11-Bedroom-Condo-Private-BBQ-On-Balconies-Hkh-201030411.h116600699.Hotel-Information) Kaanapali [](https://www.expedia.ca/Kaanapali-Hotels-KBM-Resorts-Free-CAR-Honua-Kai-Hokulani-Oceanfront-11-Bedroom-Condo-Private-BBQ-On-Balconies-Hkh-201030411.h116600699.Hotel-Information) ![Condo (2 Bedrooms) | View from room](https://images.trvl-media.com/lodging/120000000/119650000/119641300/119641201/447b7df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | View from room](https://images.trvl-media.com/lodging/120000000/119650000/119641300/119641201/bfb050e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Pool](https://images.trvl-media.com/lodging/120000000/119650000/119641300/119641201/w1920h1275x0y0-6bf71d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms)](https://images.trvl-media.com/lodging/120000000/119650000/119641300/119641201/c545a58f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW KBM Resorts Free CAR Kaanapali Shores 6th Floor Ocean View Suite Steps to Pool and Beach Ks-616 [](https://www.expedia.ca/Kaanapali-Hotels-NEW-KBM-Resorts-Free-CAR-Kaanapali-Shores-6th-Floor-Ocean-View-Suite-Steps-To-Pool-Beach-Ks-616.h119641201.Hotel-Information) Kaanapali [](https://www.expedia.ca/Kaanapali-Hotels-NEW-KBM-Resorts-Free-CAR-Kaanapali-Shores-6th-Floor-Ocean-View-Suite-Steps-To-Pool-Beach-Ks-616.h119641201.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 | Extra beds](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/675849fa.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) ![Condo (3 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/117000000/116980000/116973100/116973013/8c95c12b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/117000000/116980000/116973100/116973013/d54a3760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | Dining](https://images.trvl-media.com/lodging/117000000/116980000/116973100/116973013/ae6a48bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | Pool](https://images.trvl-media.com/lodging/117000000/116980000/116973100/116973013/d53ff912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Golf Villas Collection by KBM - 2 Units in same building (17p7/17v3) [](https://www.expedia.ca/Kapalua-Hotels-Spacious-3-Bedroom-Kapalua-Golf-Collection-Multi-Unit-Listing-Same-Enclave-Golf-Course-Views-2-Free-Rental-Cars-Kgv-17p717v3.h116973013.Hotel-Information) Kapalua [](https://www.expedia.ca/Kapalua-Hotels-Spacious-3-Bedroom-Kapalua-Golf-Collection-Multi-Unit-Listing-Same-Enclave-Golf-Course-Views-2-Free-Rental-Cars-Kgv-17p717v3.h116973013.Hotel-Information) ![Condo (1 Bedroom) | Pool](https://images.trvl-media.com/lodging/116000000/115980000/115978000/115977902/e069221b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Dining](https://images.trvl-media.com/lodging/116000000/115980000/115978000/115977902/393494e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | View from room](https://images.trvl-media.com/lodging/116000000/115980000/115978000/115977902/63e6f1b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | View from room](https://images.trvl-media.com/lodging/116000000/115980000/115978000/115977902/08a4897d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hale Ona Loa HOL-102 by KBM [](https://www.expedia.ca/Honokowai-Hotels-KBM-Resorts-Free-CAR-Garden-View-Hol-102.h115977902.Hotel-Information) Kaanapali CA $628 CA $1,360 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Honokowai-Hotels-KBM-Resorts-Free-CAR-Garden-View-Hol-102.h115977902.Hotel-Information) ![Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Living area](https://images.trvl-media.com/lodging/103000000/102690000/102687900/102687821/f3b06dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102690000/102687900/102687821/d2dcf4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102687900/102687821/0607b3e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Balcony view](https://images.trvl-media.com/lodging/103000000/102690000/102687900/102687821/0992ea7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upscale Luxurious Ocean Resort Vistas [](https://www.expedia.ca/Kihei-Hotels-Upscale-Luxurious-Ocean-Resort-Vistas.h102687821.Hotel-Information) South Kihei [](https://www.expedia.ca/Kihei-Hotels-Upscale-Luxurious-Ocean-Resort-Vistas.h102687821.Hotel-Information) ![Condo (3 Bedrooms) | Property entrance](https://images.trvl-media.com/lodging/120000000/119320000/119312500/119312427/1c66b6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/120000000/119320000/119312500/119312427/81031374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | Property entrance](https://images.trvl-media.com/lodging/120000000/119320000/119312500/119312427/2730a420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | View from room](https://images.trvl-media.com/lodging/120000000/119320000/119312500/119312427/5f131f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203 [](https://www.expedia.ca/Kapalua-Hotels-KBM-Resorts-Luxury-Oceanfront-Villa-At-Montage-Kapalua-Bay-Private-Lanai-And-BBQ-Free-Rental-Car-Malia-At-Montage-Kapalua-Bay.h119312427.Hotel-Information) Kapalua [](https://www.expedia.ca/Kapalua-Hotels-KBM-Resorts-Luxury-Oceanfront-Villa-At-Montage-Kapalua-Bay-Private-Lanai-And-BBQ-Free-Rental-Car-Malia-At-Montage-Kapalua-Bay.h119312427.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-Olowalu-Hotels.s50-0-d11584.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Olowalu-Hotels.s50-0-d11584.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 Olowalu. ![The Westin Maui Resort & Spa, Ka'anapali](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/df8e7249_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Maui Resort & Spa, Ka'anapali 2365 Kaanapali Pkwy Lahaina HI CA $900 CA $1,148 total Apr 12 - Apr 13 includes taxes & fees 9.2/10 Wonderful! (1,015 reviews) [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Royal Lahaina Resort & Bungalows](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/96220cd0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Royal Lahaina Resort & Bungalows 2780 Kekaa Dr Lahaina HI CA $383 CA $527 total Apr 20 - Apr 21 includes taxes & fees 8.6/10 Excellent! (1,713 reviews) [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Hyatt Regency Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19300/19207/00c4eb38_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Maui Resort & Spa 200 Nohea Kai Dr Lahaina HI CA $671 CA $877 total Apr 20 - Apr 21 includes taxes & fees 9.4/10 Exceptional! (1,000 reviews) [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) Still don't see what you're looking for? [See all properties in Olowalu.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=11584&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=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=11584&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=11584&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=11584&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=11584&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=11584&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. ## Learn more about Olowalu Trip time! Discover the local cuisine and beaches in romantic Olowalu. [See all hotels in Olowalu](https://www.expedia.ca/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09&adults=2®ionId=11584) ![This was a great local spot for snorkeling and much less crowded than the main beaches. You literally park alongside the road at mile marker 14 and walk out onto the beach. Close to shore the water is a little cloudy but if you swim about 50 yards out, the depth increases to about 15 feet and you have clear views of some amazing fish 🐠🐟](https://images.trvl-media.com/place/11584/d420d434-6dd4-421e-91de-078fdbd219b9.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high) Photo by Rachel Elyse ## Top Olowalu Hotel Reviews ![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg) ### The Ritz-Carlton Maui, Kapalua 10/10 Excellent "Beach access and pool area was clean" [](https://expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.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 Olowalu ## Five Star Hotels in Olowalu 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 Olowalu 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 Olowalu and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Olowalu 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 Olowalu The results are in, and Olowalu 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 Olowalu! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Olowalu 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 Olowalu? > - Search for the lowest price per night from CA $527 ### What makes a hotel 5 stars in Olowalu? ### Are there any 5-star all-inclusive resorts in Olowalu? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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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