Title: Wailea-Makena Vacation Rentals from CA $489: Short-Term Rentals for 2025 | 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) ![Wailea](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37547-Wailea-Beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Wailea-Makena Vacation Rentals ![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 prices for these dates Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Wailea-Makena ## 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) ![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, 1 King Bed, 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) ![Suite, 1 King Bed, Ocean View | Private kitchenette](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/48af28ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Maui Hill Kihei 9.0/10 Wonderful (827) "Very nice and budget friendly." CA $415 CA $489 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![Deluxe Condo, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/4531dc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom, 2 Bathrooms | Private kitchen](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/d90cc698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom, 2 Bathrooms](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/acd6ffd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom, 2 Bathrooms | In-room dining](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/89d61bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Kama'ole Sands Kihei 8.0/10 Very good (2256) " Loved the grounds, full of beautiful tropical plantings. Nice pool area and places to grill outdoors. All building have lanais with tables. Only a short walk to the beach and the Pacific ocean. Great sunsets!" [](https://www.expedia.ca/Kihei-Hotels-Castle-Kamaole-Sands.h21083.Hotel-Information) ![TV, DVD player](https://images.trvl-media.com/lodging/2000000/1210000/1202300/1202208/2ced1177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1210000/1202300/1202208/a151d725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1210000/1202300/1202208/b055e7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/2000000/1210000/1202300/1202208/471dd4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Grand Champions - CoralTree Residence Collection Wailea 9.2/10 Wonderful (738) "Property was beautiful, condo gorgeous, pools amazing, views awesome." CA $304 CA $893 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Grand-Champions-Villas.h1202208.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/13100/13093/be5458c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom, Ocean View (2 Bath) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/13100/13093/c14a1e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/13100/13093/44ef1885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Garden View (1805, 2 Bath) | Private kitchen](https://images.trvl-media.com/lodging/1000000/20000/13100/13093/294a667c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palms at Wailea Maui Wailea 8.4/10 Very good (511) "A wonderful place to stay in Wailea!" [](https://www.expedia.ca/Kihei-Hotels-Palms-At-Wailea-Maui-By-Outrigger.h13093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23000/22985/ce9af379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/1000000/30000/23000/22985/f85a9349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/30000/23000/22985/84b33b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23000/22985/f9105f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Ekahi - CoralTree Residence Collection Wailea 9.2/10 Wonderful (570) "We attended a wedding in Wailea and this was a great alternative to staying in a large hotel." CA $493 CA $1,135 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Ekahi-Village.h22985.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1440000/1437400/1437349/772d8e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 3 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/2000000/1440000/1437400/1437349/bd1674e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 3 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1440000/1437400/1437349/bafdb71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/2000000/1440000/1437400/1437349/2cd23b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Beach Villas Wailea 9.8/10 Exceptional (178) "Excellent staff, accommodation's, location and amenities. Will come back " [](https://www.expedia.ca/Kihei-Hotels-Wailea-Beach-Villas.h1437349.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/74000000/73730000/73728100/73728088/0b3e75f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/74000000/73730000/73728100/73728088/2fdace91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/74000000/73730000/73728100/73728088/202602c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/74000000/73730000/73728100/73728088/654c8967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Kamaole by VTrips Kihei 9.2/10 Wonderful (44) "wonderful " [](https://www.expedia.ca/Kihei-Hotels-Maui-Kamaole.h73728088.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71500000/71493100/71493085/34e76076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 King Bed with Sofa bed, Pool View (#H-214 - No Pets Allowed) | Dining](https://images.trvl-media.com/lodging/72000000/71500000/71493100/71493085/3b1da8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 King Bed with Sofa bed, Pool View (#H-214 - No Pets Allowed) | Private kitchen](https://images.trvl-media.com/lodging/72000000/71500000/71493100/71493085/fbe612bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (Maui Banyan T-305A - No Pets Allowed) | Property grounds](https://images.trvl-media.com/lodging/72000000/71500000/71493100/71493085/46ab027b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Banyan by VTrips Kihei 8.4/10 Very good (79) "Clean " [](https://www.expedia.ca/Kihei-Hotels-Maui-Banyan-By-VTrips.h71493085.Hotel-Information) ![Outdoor pool, an infinity pool](https://images.trvl-media.com/lodging/58000000/57470000/57462500/57462451/5a8430b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57470000/57462500/57462451/2ebbe2dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57470000/57462500/57462451/b62f1f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/58000000/57470000/57462500/57462451/c7bf5c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere Wailea 10/10 Exceptional (83) "Everything was great! Can’t wait to come back. " [](https://www.expedia.ca/Kihei-Hotels-Best-Location-Wailea-Beach-Villas-Walk-Everywhere.h57462451.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71500000/71492100/71492100/fb199043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Private kitchen](https://images.trvl-media.com/lodging/72000000/71500000/71492100/71492100/3313ae0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/72000000/71500000/71492100/71492100/4c075fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, Multiple Beds (#8-402 - No Pets Allowed) | Private kitchen](https://images.trvl-media.com/lodging/72000000/71500000/71492100/71492100/b9997767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kamaole Sands by VTrips Kihei 8.8/10 Excellent (38) "Excellent location with beaches walking distance. Very quiet and clean...perfect for some R&R. Mahalo!!" [](https://www.expedia.ca/Kihei-Hotels-Kamaole-Sands-By-VTrips.h71492100.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/72000000/71030000/71022700/71022614/62cc0cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Property amenity](https://images.trvl-media.com/lodging/72000000/71030000/71022700/71022614/761d1c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Property amenity](https://images.trvl-media.com/lodging/72000000/71030000/71022700/71022614/80446c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Property amenity](https://images.trvl-media.com/lodging/72000000/71030000/71022700/71022614/24d35f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Akahi by VTrips Kihei 7.8/10 Good (47) "Friendly and right on beach " [](https://www.expedia.ca/Kihei-Hotels-Kihei-Akahi.h71022614.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4600000/4593100/4593014/2252545a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4600000/4593100/4593014/6384ff02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4600000/4593100/4593014/506608d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4600000/4593100/4593014/6f1c498c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Banyan Vacation Club Kihei 8.0/10 Very good (346) "Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again. " [](https://www.expedia.ca/Kihei-Hotels-Maui-Banyan-Vacation-Club.h4593014.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2720000/2713800/2713742/925ddb19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/3000000/2720000/2713800/2713742/929889e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2720000/2713800/2713742/f0ca9816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/3000000/2720000/2713800/2713742/7e528f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Kamaole Kihei 8.8/10 Excellent (841) "Clean, close to beach and shopping, great amenities." [](https://www.expedia.ca/Kihei-Hotels-Maui-Kamaole.h2713742.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/110000/101700/101693/00e7d5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/1000000/110000/101700/101693/00b3b16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/110000/101700/101693/e2474bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/1000000/110000/101700/101693/e8ce75a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Kamaole - Maui Condo & Home Kihei 8.8/10 Excellent (395) "Great place for a family! Would definitely go back" [](https://www.expedia.ca/Kihei-Hotels-Maui-Kamaole-Maui-Condo-Home.h101693.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/w1918h1320x0y0-a2b9c43f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/b4b7b552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Living room](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/8f27b4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/b3ab7eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Champions Condos by KBM Wailea 10/10 Exceptional (2) "We loved it!! " [](https://www.expedia.ca/Kihei-Hotels-K-B-M-Resorts-Gch-134-Large-3Bd-Wailea-Villa.h76968616.Hotel-Information) ![Suite, 1 Bedroom, Garden View | Lanai](https://images.trvl-media.com/lodging/1000000/10000/8000/7918/d9915825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8000/7918/c190c47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/10000/8000/7918/477b6e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Garden View | Living area](https://images.trvl-media.com/lodging/1000000/10000/8000/7918/173b0855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Akahi - Maui Condo & Home Kihei 8.0/10 Very good (225) "Communication was excellent, space was clean and taken care of, very quiet, nice pool and short walk to the beach. Would definitely go back and recommend them." [](https://www.expedia.ca/Kihei-Hotels-Kihei-Akahi-Maui-Condo-Home.h7918.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/3000000/2720000/2714000/2713951/59861414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Deluxe) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2720000/2714000/2713951/f1fc622c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/3000000/2720000/2714000/2713951/3a2e4648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/3000000/2720000/2714000/2713951/c146ee3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hale Kamaole Kihei 8.4/10 Very good (340) "Beautiful and we lived our stay except the elevator was out of order and too many construction workers parked in spots ! " [](https://www.expedia.ca/Kihei-Hotels-Hale-Kamaole.h2713951.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882800/882766/65046eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/890000/882800/882766/11fa7742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882800/882766/f2d701b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/890000/882800/882766/2efaa752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Ekolu - CoralTree Residence Collection Wailea 8.8/10 Excellent (261) "It’s a great place to Stay for the family vacation." CA $410 CA $1,029 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Ekolu-Village.h882766.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/117000000/116880000/116870400/116870341/0fe331e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116880000/116870400/116870341/08634723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116880000/116870400/116870341/01d50591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116880000/116870400/116870341/0d4c66c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Owner Special!!! Kihei Akahi D213 Ocean View Kihei 10/10 Exceptional (1) "This is a nice lovely condo to stay in the Kihei area. It is conveniently located- close to shops and restaurants. The beach is just steps away. The property had all I needed for my stay including beach stuff, umbrella, chairs, snorkel gear etc. I would definitely recommend to stay here. The balcony is a plus, beautiful sunset views. It is was a home away from home. " [](https://www.expedia.ca/Kihei-Hotels-Summer-Getaway-Special-Kihei-Akahi-D213-Ocean-View.h116870341.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33960000/33957600/33957562/35096fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33960000/33957600/33957562/36c1e886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33960000/33957600/33957562/31e97cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/34000000/33960000/33957600/33957562/302e6782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area Wailea 10/10 Exceptional (86) "Maui Meadows Guesthouse is spectacular. The private pool and spa with waterfall are its own little paradise. The location is in a quiet neighborhood with quick access to beaches, restaurants and island activities. Andrew our host is helpful, quick to respond and meticulous. From the backyard porch swing for Grandpa to the toy drawer for our Grandson, this house provides comfort and relaxation for all. We hope you enjoy your stay as much as we have." [](https://www.expedia.ca/Kihei-Hotels-Amazing-House-With-Pool.h33957562.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=2025-10-08&endDate=2025-10-09®ionId=553248635975748982&adults=2&sort=RECOMMENDED&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 ![Wailea Ekahi - CoralTree Residence Collection](//images.trvl-media.com/lodging/1000000/30000/23000/22985/ce9af379_y.jpg) ### Wailea Ekahi - CoralTree Residence Collection 10/10 Excellent "Enjoyed our stay at Wailea Ekahi Village. Condo was clean and beautiful, and fully equipped. Parking is easy. Would definitely come back again. 10/10. " [](https://expedia.ca/Kihei-Hotels-Wailea-Ekahi-Village.h22985.Hotel-Information) ![Palms at Wailea Maui](//images.trvl-media.com/lodging/1000000/20000/13100/13093/be5458c5_y.jpg) ### Palms at Wailea Maui 10/10 Excellent "We love The Palms. It’s spacious, quiet and private. It gives you an opportunity to cook/prepare food in your condo rather than going out to eat every day. BBQ’s are meticulously maintained and located throughout the property. It’s close to the beach and within walking distance of Kihei and the Shopps of Wailea. " [](https://expedia.ca/Kihei-Hotels-Palms-At-Wailea-Maui-By-Outrigger.h13093.Hotel-Information) ![Days Inn by Wyndham Maui Oceanfront](//images.trvl-media.com/lodging/1000000/30000/25500/25435/5855b3db_y.jpg) ### Days Inn by Wyndham Maui Oceanfront 10/10 Excellent " ,,," [](https://expedia.ca/Kihei-Hotels-Days-Inn-By-Wyndham-Maui-Oceanfront.h25435.Hotel-Information) ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "I like how they had a gift in our room to congratulate us on our wedding " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Residence Inn by Marriott Maui Wailea](//images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e_y.jpg) ### Residence Inn by Marriott Maui Wailea 10/10 Excellent "We had a great stay in Wailea. We were close enough to the beaches without having the chaos of so many tourists. Room was clean, breakfast was a great bonus and staff was friendly." [](https://expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](//images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "It was gorgeous; beautiful property, newly renovated, unbeatable views, and excellent service. Fantastic location as well; restaurants, shopping, beautiful trails, and beaches all within walking distance. Gorgeous pools as well, and lots of great activities for families, couples, solo travelers, or friends!" [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.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 " Loved the grounds, full of beautiful tropical plantings. Nice pool area and places to grill outdoors. All building have lanais with tables. Only a short walk to the beach and the Pacific ocean. Great sunsets!" [](https://expedia.ca/Kihei-Hotels-Castle-Kamaole-Sands.h21083.Hotel-Information) ![Aston Maui Hill](//images.trvl-media.com/lodging/1000000/30000/24600/24554/abca45f3_y.jpg) ### Aston Maui Hill 10/10 Excellent "Great safe space, lovely rooms with cold AC! Staff was wonderful. We had a fabulous time" [](https://expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](//images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "Stunning resort!" [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ## Find out more about Wailea-Makena **Everything you need to know about** **Wailea-Makena** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wailea-Makena vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wailea-Makena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Wailea-Makena vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Wailea-Makena. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wailea-Makena vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailea-Makena vacation rentals we have selected for you start as low as CA $489 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Wailea-Makena rentals** At Expedia, we put the best Wailea-Makena vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Wailea-Makena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wailea-Makena vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wailea-Makena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Wailea-Makena ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Condo Rentals in Wailea-Makena](https://expedia.ca/Wailea-Makena-Condos.d553248635975748982-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Wailea-Makena](https://expedia.ca/Wailea-Makena-Private-Vacation-Homes.d553248635975748982-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Wailea-Makena](https://expedia.ca/Wailea-Makena-Apartments.d553248635975748982-aaApartments.Travel-Guide-Accommodation) - [Villas in Wailea-Makena](https://expedia.ca/Wailea-Makena-Villas.d553248635975748982-aaVillas.Travel-Guide-Accommodation) - [Resorts in Wailea-Makena](https://expedia.ca/Wailea-Makena-Resort-Hotels.d553248635975748982-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Wailea-Makena](https://expedia.ca/Wailea-Makena-Bed-And-Breakfast.d553248635975748982-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Wailea-Makena](https://expedia.ca/Wailea-Makena-Cottages.d553248635975748982-aaCottages.Travel-Guide-Accommodation) - [Aparthotels in Wailea-Makena](https://expedia.ca/Wailea-Makena-Apart-Hotels.d553248635975748982-aaApartHotels.Travel-Guide-Accommodation) ### Expedia's Latest Trends Hotels - [Hotels in Maui](https://expedia.ca/Maui-Hotels.d180073.Travel-Guide-Hotels) - [Hotels in Kauai](https://expedia.ca/Kauai-Hotels.d180075.Travel-Guide-Hotels) - [Hotels in Oahu](https://expedia.ca/Oahu-Hotels.d180077.Travel-Guide-Hotels) - [Hotels with Childcare in Maui](https://expedia.ca/Maui-Hotels-Hotels-With-Childcare.0-0-d180073-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and Hotels in Maui](https://expedia.ca/Maui-Hotels-All-Inclusive-Hotel.0-0-d180073-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and Hotels in Kauai](https://expedia.ca/Kauai-Hotels-All-Inclusive-Hotel.0-0-d180075-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels in North Shore](https://expedia.ca/North-Shore-Hotels.d6048743.Travel-Guide-Hotels) - [Cheap Hotels in Oahu](https://expedia.ca/Oahu-Hotels-Cheap-Hotels.0-0-d180077-tCheapHotels.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and Hotels in Oahu](https://expedia.ca/Oahu-Hotels-All-Inclusive-Hotel.0-0-d180077-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Maui](https://expedia.ca/Maui-Hotels-Cheap-Hotels.0-0-d180073-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Maui](https://expedia.ca/Maui-Hotels-Oceanfront-Hotels.0-0-d180073-tOceanfrontHotels.Travel-Guide-Filter-Hotels) Flights - [Cheap Flights to Maui](https://expedia.ca/Cheap-Flights-To-Maui.d180073.Travel-Guide-Flights) - [Cheap Flights to Oahu](https://expedia.ca/Cheap-Flights-To-Oahu.d180077.Travel-Guide-Flights) - [Cheap Flights to Hawaii Island](https://expedia.ca/Cheap-Flights-To-Hawaii-Island.d180074.Travel-Guide-Flights) - [Cheap Flights to Kauai](https://expedia.ca/Cheap-Flights-To-Kauai.d180075.Travel-Guide-Flights) Cars - [Car rentals in Kauai](https://expedia.ca/Car-Rentals-In-Kauai.d180075.Car-Rental-Guide) - [Car rentals in Oahu](https://expedia.ca/Car-Rentals-In-Oahu.d180077.Car-Rental-Guide) - [Car rentals in Maui](https://expedia.ca/Car-Rentals-In-Maui.d180073.Car-Rental-Guide) Activities - [Things to do in Oahu](https://expedia.ca/Things-To-Do-In-Oahu.d180077.Travel-Guide-Activities) - [Things to do in Kauai](https://expedia.ca/Things-To-Do-In-Kauai.d180075.Travel-Guide-Activities) - [Things to do in Maui](https://expedia.ca/Things-To-Do-In-Maui.d180073.Travel-Guide-Activities) Packages - [Maui All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/180073/Maui) - [Oahu Vacations](https://expedia.ca/Oahu.d180077.Destination-Travel-Guides) - [Hawaii Island Vacations](https://expedia.ca/Hawaii-Island.d180074.Destination-Travel-Guides) - [Kauai Vacations](https://expedia.ca/Kauai.d180075.Destination-Travel-Guides) - [Maui Vacations](https://expedia.ca/Maui.d180073.Destination-Travel-Guides) Vacation Rentals - [Kauai Vacation Rentals](https://expedia.ca/Kauai-Vacation-Rentals.d180075.Travel-Guide-VacationRentals) - [Oahu Vacation Rentals](https://expedia.ca/Oahu-Vacation-Rentals.d180077.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) General - [Visit Hawaii Island](https://expedia.ca/Hawaii-Island.dx180074) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)