Title: Wailea-Makena Vacation Rentals from CA $579: Short-Term Rentals for 2026 | Expedia.ca [Wailea-Makena Travel Guide](https://expedia.ca/Wailea-Makena.dx553248635975748982)[Hotels in Wailea-Makena](https://expedia.ca/Wailea-Makena-Hotels.d553248635975748982.Travel-Guide-Hotels)[Flights to Wailea-Makena](https://expedia.ca/Cheap-Flights-To-Wailea-Makena.d553248635975748982.Travel-Guide-Flights)[Things to do in Wailea-Makena](https://expedia.ca/Things-To-Do-In-Wailea-Makena.d553248635975748982.Travel-Guide-Activities)[Wailea-Makena Car Rentals](https://expedia.ca/Car-Rentals-In-Wailea-Makena.d553248635975748982.Car-Rental-Guide)[Wailea-Makena Vacation Packages](https://expedia.ca/Wailea-Makena.d553248635975748982.Destination-Travel-Guides) ![Keawakapu Beach showing a hotel, landscape views and a coastal town](https://images.trvl-media.com/place/6069119/72a7efa5-5210-4f1e-a844-c51dec932954.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Wailea-Makena Vacation Rentals - ![](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 prices for these dates In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wailea-Makena vacation rentals ![Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/abca45f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/6918496a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tennis court](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/1a64b291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/78a25dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Maui Hill [](https://www.expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) South Kihei 9.0/10 Wonderful (854) "Clean room, attentive staff, and tons of things for kids and adults alike to do! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty CA $491 CA $579 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/5d185f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/be0e51c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Queen Beds, Air conditioning, Ocean View](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/769e4e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/88e4e20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Signature Residences at Maui Banyan [](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) South Kihei 9.6/10 Exceptional (4) "Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melinda CA $114 CA $807 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1230000/1220700/1220602/9f7463cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Oceanfront (102) | Property amenity](https://images.trvl-media.com/lodging/2000000/1230000/1220700/1220602/444aafa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Oceanfront (301) | Property amenity](https://images.trvl-media.com/lodging/2000000/1230000/1220700/1220602/b73543f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Oceanfront (801) | Property amenity](https://images.trvl-media.com/lodging/2000000/1230000/1220700/1220602/e53d2367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Polo Beach - CoralTree Residence Collection [](https://www.expedia.ca/Kihei-Hotels-Polo-Beach-Club.h1220602.Hotel-Information) Wailea 9.0/10 Wonderful (62) "Looking forward to booking again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert CA $598 CA $1,161 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Kihei-Hotels-Polo-Beach-Club.h1220602.Hotel-Information) ![Condo, 1 Bedroom | Pool](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/b9f4b795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/84e13d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Aerial view](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/d65cdd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/0a2c4cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations [](https://www.expedia.ca/Kihei-Hotels-Wailea-Ekahi-One-Bedrooms-Garden-View-By-Coldwell-Banker-Island-Vacations.h92491512.Hotel-Information) Wailea 10/10 Exceptional (1) "Beautiful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armando CA $503 CA $1,792 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Ekahi-One-Bedrooms-Garden-View-By-Coldwell-Banker-Island-Vacations.h92491512.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/e13b0aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/64464823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/45f53a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Partial Ocean View](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/22d76089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Residences at Kamaole Sands Resort [](https://www.expedia.ca/Kihei-Hotels-The-Residences-At-Kamaole-Sands-Resort.h119845309.Hotel-Information) South Kihei CA $577 CA $1,791 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Kihei-Hotels-The-Residences-At-Kamaole-Sands-Resort.h119845309.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672439/1824162d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672439/ab6dab92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672439/f5e498ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672439/21f8273d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Maui Retreat Walk to Beach & Shops [](https://www.expedia.ca/Kihei-Hotels-Serene-Maui-Retreat-Walk-To-Beach-Shops.h122672439.Hotel-Information) Wailea CA $174 CA $1,041 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Kihei-Hotels-Serene-Maui-Retreat-Walk-To-Beach-Shops.h122672439.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/95000000/94840000/94838600/94838569/52de405a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/95000000/94840000/94838600/94838569/50b66db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/95000000/94840000/94838600/94838569/ab0475c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94840000/94838600/94838569/d2a3c044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Newly Remodeled Across from Kamaole 3 Beach [](https://www.expedia.ca/Kihei-Hotels-Oceanview-Newly-Remodeled-Across-From-Kamaole-3-Beach.h94838569.Hotel-Information) South Kihei 10/10 Exceptional (1) "Our family of 5 really enjoyed our stay. The place looked exactly as pictured. It was very clean and comfortable and newly renovated. Check in was easy with a code entry and having a covered parking spot was a plus although it is tight. The condo has a beautiful ocean view from the lanai and is about 3 min walk- just cross the street -from the beach. It was our favorite beach where we had numerous encounters with sea turtles! We also took advantage of the beach equipment provided. Thank you for... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarra A. CA $836 CA $986 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Kihei-Hotels-Oceanview-Newly-Remodeled-Across-From-Kamaole-3-Beach.h94838569.Hotel-Information) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/0f0e8801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 King Bed with Sofa bed, Air conditioning, Ocean View (1014) | Living area](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/e90fa485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 King Bed with Sofa bed, Air conditioning, Ocean View (1014) | Balcony](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/17366889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/761b4a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kamaole Sands Condos Close to Beach with Parking [](https://www.expedia.ca/Kihei-Hotels-Kamaole-Sands-Condos-Close-To-Beach-With-Parking.h110509489.Hotel-Information) South Kihei 9.0/10 Wonderful (2) "Clean property nice room good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $257 CA $735 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Kihei-Hotels-Kamaole-Sands-Condos-Close-To-Beach-With-Parking.h110509489.Hotel-Information) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344300/94344260/27a496eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344300/94344260/85860aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344300/94344260/f58ebedb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344300/94344260/6614bd02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Retreat w/ Kamaole Sands Resort Amenities! [](https://www.expedia.ca/Kihei-Hotels-Kihei-Retreat-W-Kamaole-Sands-Resort-Amenities.h94344260.Hotel-Information) South Kihei CA $376 CA $1,073 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kihei-Hotels-Kihei-Retreat-W-Kamaole-Sands-Resort-Amenities.h94344260.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/102000000/101300000/101296300/101296249/124315bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101300000/101296300/101296249/25eedfa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101300000/101296300/101296249/554b3730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101300000/101296300/101296249/85af2865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Ocean View Studio at Kihei Akahi [](https://www.expedia.ca/Kihei-Hotels-Beautiful-Ocean-View-Studio-At-Kihei-Akahi.h101296249.Hotel-Information) South Kihei 10/10 Exceptional (10) "Happy.Would come again. 5 min walk to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lloyd i. CA $212 CA $638 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Kihei-Hotels-Beautiful-Ocean-View-Studio-At-Kihei-Akahi.h101296249.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672497/1891996d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672497/628cbd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672497/0d1ba45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672497/bd947314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Retreat Walk to Beach & Restaurants [](https://www.expedia.ca/Kihei-Hotels-Oceanview-Retreat-Walk-To-Beach-Restaurants.h122672497.Hotel-Information) South Kihei CA $549 CA $1,523 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Kihei-Hotels-Oceanview-Retreat-Walk-To-Beach-Restaurants.h122672497.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/122000000/121910000/121900500/121900472/7f013c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, electric kettle, toaster](https://images.trvl-media.com/lodging/122000000/121910000/121900500/121900472/3fe32977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121910000/121900500/121900472/558a7445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121910000/121900500/121900472/b70f3de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview King Studio | Maui Banyan, Walk to Beach [](https://www.expedia.ca/Kihei-Hotels-Oceanview-King-Studio-Maui-Banyan.h121900472.Hotel-Information) South Kihei 10/10 Exceptional (1) "Great location, beautiful unit. Fabulous sunsets, couldn’t have been happier with our choice! Would recommend this unit to anyone traveling to south Kihei Hawaii!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard C. CA $257 CA $685 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Kihei-Hotels-Oceanview-King-Studio-Maui-Banyan.h121900472.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71660000/71650200/71650157/968cc37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/72000000/71660000/71650200/71650157/08c3331d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71660000/71650200/71650157/9f764d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/72000000/71660000/71650200/71650157/68077d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq [](https://www.expedia.ca/Kihei-Hotels-Serene-Luxury-Golf-Tennis-Villa-Outdoor-Pools.h71650157.Hotel-Information) Wailea 10/10 Exceptional (15) "Excellent stay despite the storms. Andrei checked in regularly, the condo was spotless and there were countless extras that made our stay so relaxing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $766 CA $1,589 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Kihei-Hotels-Serene-Luxury-Golf-Tennis-Villa-Outdoor-Pools.h71650157.Hotel-Information) ![Condo, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/117000000/116590000/116583100/116583005/fbb33d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Dining](https://images.trvl-media.com/lodging/117000000/116590000/116583100/116583005/79efdda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/117000000/116590000/116583100/116583005/622b907a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Beach](https://images.trvl-media.com/lodging/117000000/116590000/116583100/116583005/efefb34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palms 501 2 Bedroom Condo [](https://www.expedia.ca/Kihei-Hotels-Palms-501-2-Bedroom-Condo.h116583005.Hotel-Information) Wailea CA $532 CA $1,465 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Kihei-Hotels-Palms-501-2-Bedroom-Condo.h116583005.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/688003d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/d6f7ffdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/e21b0d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/c38863d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 \~ [](https://www.expedia.ca/Kihei-Hotels-This-Is-Wailea-Living.h33213090.Hotel-Information) Wailea 10/10 Exceptional (136) "Super easy to get to, great location, plenty of room, good A/C—superb communication in advance from owner to make arrival a breeze! Enjoyed it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher B. CA $410 CA $912 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Kihei-Hotels-This-Is-Wailea-Living.h33213090.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/122000000/121310000/121304400/121304316/a4ed042b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121310000/121304400/121304316/a5955eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121310000/121304400/121304316/90b591ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121310000/121304400/121304316/bd7ae154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Polo Beach Club 409 - 2 Bedroom Oceanfront Condo [](https://www.expedia.ca/Kihei-Hotels-Polo-Beach-Club-409-2-Bedroom-Oceanfront-Condo.h121304316.Hotel-Information) Wailea 10/10 Exceptional (6) "Good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russell O. CA $598 CA $1,312 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Kihei-Hotels-Polo-Beach-Club-409-2-Bedroom-Oceanfront-Condo.h121304316.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672427/5338e5de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672427/b14cd51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672427/5707226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/123000000/122680000/122672500/122672427/c1784ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Luxury Retreat Walk to Beach & Shops [](https://www.expedia.ca/Kihei-Hotels-Wailea-Luxury-Retreat-Walk-To-Beach-Shops.h122672427.Hotel-Information) Wailea CA $444 CA $1,373 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Luxury-Retreat-Walk-To-Beach-Shops.h122672427.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497744/fd7be174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497744/dbd8d286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497744/e86a73a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497744/15a46e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Across from Kamaole 2 Beach, concrete building, well maintained. [](https://www.expedia.ca/Kihei-Hotels-Across-From-Kamaole-2-Beach.h33497744.Hotel-Information) South Kihei 10/10 Exceptional (151) "This is my home away from home! Very clean and comfortable, walking convenience to a beautiful beach, wonderful restaurants and a variety of shopping. Most importantly a feeling of safety and community. Here you have all of this and more! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie L. CA $356 CA $737 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kihei-Hotels-Across-From-Kamaole-2-Beach.h33497744.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19100000/19091700/19091667/201d8c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/20000000/19100000/19091700/19091667/6361bd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19100000/19091700/19091667/b77b4506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19100000/19091700/19091667/cf8f492f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor. [](https://www.expedia.ca/Kihei-Hotels-Bingo-KKNs-TROPHY-Unit-Deluxe-Renovation.h19091667.Hotel-Information) South Kihei 10/10 Exceptional (213) "We enjoyed every minute of our stay. We couldn’t be happier!!! We will definitely be back!!Cheers!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan H. CA $295 CA $711 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Kihei-Hotels-Bingo-KKNs-TROPHY-Unit-Deluxe-Renovation.h19091667.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53600000/53591000/53590946/e3bc697b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/54000000/53600000/53591000/53590946/c3ee4778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/54000000/53600000/53591000/53590946/01717d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53600000/53591000/53590946/753ffd27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches [](https://www.expedia.ca/Kihei-Hotels-Large-Condo-In-A-Highly-Desired-Resort-AC-All-Rooms-Building-1.h53590946.Hotel-Information) Wailea 9.6/10 Exceptional (167) "Loved the location and quality of the space! Everything worked well and for the price it's perfect! Will stay here again for sure!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric V. CA $651 CA $1,605 total includes taxes & fees Jan 23 - Jan 24, 2026 [](https://www.expedia.ca/Kihei-Hotels-Large-Condo-In-A-Highly-Desired-Resort-AC-All-Rooms-Building-1.h53590946.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=2026-01-10&endDate=2026-01-11®ionId=553248635975748982&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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%2FWailea-Makena-Vacation-Rentals.d553248635975748982.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWailea-Makena-Vacation-Rentals.d553248635975748982.Travel-Guide-VacationRentals) ## Top Wailea-Makena Hotel Reviews ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Room setup was great, pools and beach were excellent. Everyone had a great time" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Castle Kama'ole Sands](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/4531dc20_y.jpg) ### Castle Kama'ole Sands 10/10 Excellent "Parking was easy and secure. There are charging stations onsite for electric cars. Kitchen had most of the necessary supplies, except for the lack of cutting boards and missing dish washer detergents. " [](https://expedia.ca/Kihei-Hotels-Castle-Kamaole-Sands.h21083.Hotel-Information) ![Mana Kai Maui- Official Onsite Rental](https://images.trvl-media.com/lodging/1000000/30000/27900/27810/931caeaa_y.jpg) ### Mana Kai Maui- Official Onsite Rental 10/10 Excellent "Easy going, friendly staff, and a lovely location." [](https://expedia.ca/Kihei-Hotels-Mana-Kai-Maui.h27810.Hotel-Information) ![Days Inn by Wyndham Maui Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/25500/25435/069a3715_y.jpg) ### Days Inn by Wyndham Maui Oceanfront 10/10 Excellent "Great stay!! Very clean. " [](https://expedia.ca/Kihei-Hotels-Days-Inn-By-Wyndham-Maui-Oceanfront.h25435.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "Yes" [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "Unbelievable experience." [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![AC Hotel by Marriott Maui Wailea](https://images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/3541c3db_y.jpg) ### AC Hotel by Marriott Maui Wailea 10/10 Excellent "Clean room, easy parking, nice staff" [](https://expedia.ca/Kihei-Hotels-AC-Hotel-By-Marriott-Maui-Wailea.h57338761.Hotel-Information) ![Aston Maui Hill](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/abca45f3_y.jpg) ### Aston Maui Hill 10/10 Excellent "Nice unit" [](https://expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![Andaz Maui at Wailea Resort - a concept by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d_y.jpg) ### Andaz Maui at Wailea Resort - a concept by Hyatt 10/10 Excellent "I think this was our 4th stay at the Andaz in the last couple of years (each time we come, we stay for at least a week). Service-wise, the staff is fantastic and most of the staff even remember us from prior visits and are wonderful. I am surprised that the front desk always seems to be overwhelmed. We had asked to be in the building overlooking the adult pool and were told there were no rooms available. Although we had paid for an oceanfront room, the room we received was on the lowest floor and barely had an ocean view. In later conversations with the staff, we found out that the majority of the rooms were unoccupied this week. Although we love the Andaz, we will probably explore more options for our next trip. " [](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ## Find out more about Wailea-Makena You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wailea-Makena. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. 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