Title: Wailea-Makena Vacation Home Rentals from CA $812: Search Top Private Vacation Homes for Rent | 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)[Vacation Rentals in Wailea-Makena](https://expedia.ca/Wailea-Makena-Vacation-Rentals.d553248635975748982.Travel-Guide-VacationRentals)[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 In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Wailea-Makena Vacation Homes ## Our top choices for Wailea-Makena vacation homes ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33957600/33957562/c98aaa73.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) "Great location, clean, comfortable and well maintained. The owner was easy to work with and truly provided everything that you need for a great vacation." [](https://www.expedia.ca/Kihei-Hotels-Amazing-House-With-Pool.h33957562.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33700000/33694800/33694798/5ce15445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33700000/33694800/33694798/d17c90ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/34000000/33700000/33694800/33694798/bdb182f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33700000/33694800/33694798/9f2c0bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center Wailea 9.8/10 Exceptional (103) "Beautiful property" [](https://www.expedia.ca/Kihei-Hotels-Newly-Renovated-Closest-To-Hoolei-Pool.h33694798.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955370/52591528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955370/655d7320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955370/e076b06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955370/6d23f074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais! Wailea 9.8/10 Exceptional (78) "Perfect location, well equipped unit, outstanding water front property" [](https://www.expedia.ca/Kihei-Hotels-Beautiful-Oceanfront-Views-Enjoy-Hotub.h33955370.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19950000/19940700/19940641/4fc392cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19950000/19940700/19940641/fc963456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19950000/19940700/19940641/961e1f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19950000/19940700/19940641/cb21fbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View Wailea 10/10 Exceptional (68) "stayed for one week with family and enjoyed the place very much. The host is very attentive and quick to respond to all questions/requests. We will come back." [](https://www.expedia.ca/Kihei-Hotels-Gorgeous-2-Story-Townhouse-On-The-Blue-Golf-Course-In-Wailea-With-Ocean-View.h19940641.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/20000000/19010000/19007800/19007798/bb1d5416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/20000000/19010000/19007800/19007798/c5606309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19010000/19007800/19007798/dd68c937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo](https://images.trvl-media.com/lodging/20000000/19010000/19007800/19007798/913fae83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!! Kihei 9.4/10 Exceptional (58) "Everything you need in the condo and enough beaches to try one every day!" CA $206 CA $812 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Kihei-Hotels-Kihei-Akahi-A102-Maui-Ocean-Front-Town-House-Location.h19007798.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/67000000/66490000/66483000/66482968/7e969472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/67000000/66490000/66483000/66482968/298e03eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66490000/66483000/66482968/ee008761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66490000/66483000/66482968/31f954d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground-floor condo steps from pool - hot tub, tennis, beach access Kihei 9.4/10 Exceptional (24) "We were v" [](https://www.expedia.ca/Kihei-Hotels-Ground-Floor-Condo-Steps-From-Pool-Hot-Tub.h66482968.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/28000000/27410000/27405000/27404978/1e3f6637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27410000/27405000/27404978/c09a672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27410000/27405000/27404978/984d76e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, DVD player, streaming services](https://images.trvl-media.com/lodging/28000000/27410000/27405000/27404978/657bf62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Very Best Deluxe Ocean View...Panoramic View....First Class!! Wailea 10/10 Exceptional (149) "The home was amazing! Great view and quick access to the Grand Wailea and nearby shops. Will definitely stay here again!" [](https://www.expedia.ca/Kihei-Hotels-Very-Best-Deluxe-Ocean-ViewPanoramic-ViewFirst-Class.h27404978.Hotel-Information) ![Sun loungers](https://images.trvl-media.com/lodging/34000000/33510000/33500500/33500474/967912fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33500500/33500474/7a8ec0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33500500/33500474/69180172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33510000/33500500/33500474/0a6b19b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Breeze Retreat at Ho'olei! Open Sep 25-Oct 14, Oct 26-Nov 7 & Nov 26-Dec 10 Wailea 10/10 Exceptional (140) "Beautiful property in a great location. " [](https://www.expedia.ca/Kihei-Hotels-Maui-Breeze-Retreat-At-Hoolei-Beautiful-Ocean-Views-On-Top-Row-Relax-Enjoy.h33500474.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103750000/103749800/103749723/0a411d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103750000/103749800/103749723/a8723cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103750000/103749800/103749723/91ae282b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103750000/103749800/103749723/df97574a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach Wailea 9.8/10 Exceptional (88) "My family had a wonderful vacation at this centrally located home with a great view. While not directly on the beach, it is close enough and provides all the amenities you’d expect from a fully equipped vacation home. Kids loved the pool and hot tub, and my family won’t forget the gorgeous sunsets." [](https://www.expedia.ca/Kihei-Hotels-Blue-Sky-Escapes-Vacation-Home-W-Big-Oceanviews.h103749723.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20260000/20256300/20256248/4a92b015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/21000000/20260000/20256300/20256248/e6eb3d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20260000/20256300/20256248/b402b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/21000000/20260000/20256300/20256248/cf5f90cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street. Kihei 9.2/10 Wonderful (55) "This condo was in the perfect spot near shopping right across from the ocean. The only complaint was there were little bugs in the kitchen that got into food that I had to throw away. And I feel the cleaning could have been better. I will say it has everything that you need while you were there overall we were fine with the exception of those couple of things" [](https://www.expedia.ca/Kihei-Hotels-Ocean-Front-Views.h20256248.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/69000000/68780000/68773200/68773125/ca255b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68780000/68773200/68773125/a1232ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/69000000/68780000/68773200/68773125/866d4838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68780000/68773200/68773125/e6e47dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeps 10, Family Favorite, Fully Upgraded Modern Renovated & Decorated Remodel Wailea 10/10 Exceptional (32) "Comfortable and spacious, but it was the peacefulness, comfort and view from the lanai that drew us outdoors while we were staying. Easy walk to the fabulous pool area, and very easy access to many beautiful beaches. We would absolutely stay here again." [](https://www.expedia.ca/Kihei-Hotels-69-5-Oct-2020-Renovation.h68773125.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21720000/21712800/21712783/ff5bfe80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/22000000/21720000/21712800/21712783/cf287595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21720000/21712800/21712783/c406cde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21720000/21712800/21712783/f8860a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exquisite Oceanview Villa: Gourmet Kitchen, Private Elevator and Pool Table Wailea 9.6/10 Exceptional (70) "Will stay again" [](https://www.expedia.ca/Kihei-Hotels-Premier-Ocean-Views-And-Beautifully-Decorated-Hoolei-21-3.h21712783.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/47000000/46270000/46268900/46268874/76bfdd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/47000000/46270000/46268900/46268874/3ece6088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46270000/46268900/46268874/01cf58f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46270000/46268900/46268874/c97a9748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Home! 4 Adults 4 Minors w/Stunning Ocean Views! Kihei 10/10 Exceptional (49) "This place was perfect for our stay with 4 adults and 4 kids. The lanai has a wonderul view. The place was clean and in a great location." [](https://www.expedia.ca/Kihei-Hotels-WOW-4bd4ba-WStunning-Ocean-Views-Comfy-Beds.h46268874.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/85000000/84520000/84515600/84515589/4398b589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84515600/84515589/56d7c106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84520000/84515600/84515589/12518f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84520000/84515600/84515589/dfe278c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LISTING Private Home across from Keawakapu Beach Tennis Pickleball Court! Kihei 9.8/10 Exceptional (8) "Wonderful property across the street from beach! For us it was fantastic!! Mahalo" [](https://www.expedia.ca/Kihei-Hotels-NEW-LISTING-Private-Home-Across-From-Keawakapu-Beach-Tennis-Pickleball-Court.h84515589.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91100000/91095400/91095349/cca127e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91100000/91095400/91095349/ee9ff05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91100000/91095400/91095349/94cfc6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91100000/91095400/91095349/7af89393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic Ocean View Condo on Golf Course close to Beaches Wailea 10/10 Exceptional (15) "We absolutely loved our stay at this beautiful vacation home, with amazing views, and great access to beaches, restaurants and shops. We would come back in a heartbeat " [](https://www.expedia.ca/Kihei-Hotels-Panoramic-Ocean-View-Condo-On-Golf-Course-Close-To-Beaches.h91095349.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/42000000/41940000/41939800/41939767/59757d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41940000/41939800/41939767/778dd128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/42000000/41940000/41939800/41939767/c912a74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/42000000/41940000/41939800/41939767/cf9808d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exclusive Gated Paradise Ho'olei Villa and Private Elevator w/ Resort Amenities! Wailea 10/10 Exceptional (44) "Top notch place to stay! Great location even better view! " [](https://www.expedia.ca/Kihei-Hotels-Breathtaking-Views-Hoolei-39-3-Welcome-To-Your-Own-Private-Island-Haven.h41939767.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/65000000/64450000/64442000/64441904/1546daf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64450000/64442000/64441904/a6e46efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64450000/64442000/64441904/5510f42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64450000/64442000/64441904/8e69c7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PRIVATE HOUSE ON MAUI / 3 BEDROOMS / 5MIN TO BEACH /UPGRADED WAILEA / KIHEI HI. Kihei 9.8/10 Exceptional (39) "Huge home and very nice location. Marc was quick with communication. Thank you!" [](https://www.expedia.ca/Kihei-Hotels-PRIVATE-HOUSE-ON-MAUI-3-BEDROOMS-5MIN-TO-BEACH-UPGRADED-WAILEA-KIHEI-HI.h64441904.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21190000/21182600/21182565/w1125h750x0y3-82332290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21190000/21182600/21182565/e6030757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/22000000/21190000/21182600/21182565/8b16eeaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/22000000/21190000/21182600/21182565/c3e15974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DISCOUNTED OCTOBER Special - Oceanfront Private Home Wailea 10/10 Exceptional (108) "The house is awesome and would definitely stay there again. Janna and her team are great. " [](https://www.expedia.ca/Kihei-Hotels-OCEAN-BLISS-Oceanfront-Private-Home.h21182565.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/34000000/33980000/33974600/33974596/87394f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33980000/33974600/33974596/4f79a967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33980000/33974600/33974596/97990218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33980000/33974600/33974596/485fa0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui Kihei 10/10 Exceptional (91) "We had a fantastic time at this beautiful home that was fully equipped for our stay. Dan and Kelly are amazing hosts and we couldn’t have wished for a better place to be based for our Maui trip. Thank you so much!" [](https://www.expedia.ca/Kihei-Hotels-Maui-Private-Home-In-Wailea-Kihei-With-3-Bed-2-Bath-Best-Beaches-On-Maui.h33974596.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27500000/27494100/27494007/4b83971d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, music library, video library](https://images.trvl-media.com/lodging/28000000/27500000/27494100/27494007/02a0395e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27500000/27494100/27494007/c1a47b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/28000000/27500000/27494100/27494007/deee34e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breath taking ocean and volcano views! Pool,Close to beaches and everything else Wailea 9.8/10 Exceptional (157) "We had the best time at our VRBO. The house was beautiful. The host was so accommodating. They answer our text right away. The pool was amazing. We would definitely book here again." [](https://www.expedia.ca/Kihei-Hotels-Breath-Taking-Ocean-And-Volcano-Views-Pool.h27494007.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=2025-10-03&endDate=2025-10-04®ionId=553248635975748982&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d553248635975748982-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWailea-Makena-Private-Vacation-Homes.d553248635975748982-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Wailea-Makena Hotel Reviews ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "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) ![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) ![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 "LOVE THIS HOTEL! FOR SURE STAYING HERE IN MY NEXT VISIT!" [](https://expedia.ca/Kihei-Hotels-Days-Inn-By-Wyndham-Maui-Oceanfront.h25435.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) ![Mana Kai Maui- Official Onsite Rental](//images.trvl-media.com/lodging/1000000/30000/27900/27810/931caeaa_y.jpg) ### Mana Kai Maui- Official Onsite Rental 10/10 Excellent "Lovely resort and staff!! Cant wait to return!" [](https://expedia.ca/Kihei-Hotels-Mana-Kai-Maui.h27810.Hotel-Information) ![Aston at the Maui Banyan](//images.trvl-media.com/lodging/1000000/30000/22600/22568/2ebd76cb_y.jpg) ### Aston at the Maui Banyan 10/10 Excellent "We have stayed at Maui Banyan several times we always love the property because it’s close to restaurants and shopping and the beach. I would always choose to stay there when staying in Kihei." [](https://expedia.ca/Kihei-Hotels-Aston-At-The-Maui-Banyan.h22568.Hotel-Information) ![AC Hotel by Marriott Maui Wailea](//images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/3541c3db_y.jpg) ### AC Hotel by Marriott Maui Wailea 10/10 Excellent "Amazing ambiance. Staff very attentive at every turn. Everything necessary amenity provided. It was a completely perfect 5 days!! Mahalo, to the Team and to the new friends we made! " [](https://expedia.ca/Kihei-Hotels-AC-Hotel-By-Marriott-Maui-Wailea.h57338761.Hotel-Information) ## Find out more about Wailea-Makena ## Wailea-Makena Vacation Homes information | Number of reviews | 1,149 | | --- | --- | | Accommodation | 77 Vacation Homes | | Lowest Price | CA $812 | | Highest Price | CA $812 | ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [4 Star Hotels in Wailea](https://www.expedia.ca/4Star-Wailea-Kihei-Hotels.s40-n7739-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Wailea](https://www.expedia.ca/5Star-Wailea-Kihei-Hotels.s50-n7739-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Kahakuloa](https://www.expedia.ca/Kahakuloa-Condos.d11822-aaCondos.Travel-Guide-Accommodation) - [Houseboats in Kahakuloa](https://www.expedia.ca/Kahakuloa-Houseboats.d11822-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Kahakuloa](https://www.expedia.ca/Kahakuloa-Inns.d11822-aaInns.Travel-Guide-Accommodation) - [Rv Parks in Kahakuloa](https://www.expedia.ca/Kahakuloa-RV-Parks.d11822-aaRVParks.Travel-Guide-Accommodation) - 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