Title: Wailea-Makena Vacation Home Rentals from CA $359: 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) ![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 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-04-10&endDate=2026-04-12&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 homes ![Beach](https://images.trvl-media.com/lodging/20000000/19010000/19007800/19007798/bb1d5416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19010000/19007800/19007798/cd613688.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) ![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/20000000/19010000/19007800/19007798/c5606309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!! [](https://www.expedia.ca/Kihei-Hotels-Kihei-Akahi-A102-Maui-Ocean-Front-Town-House-Location.h19007798.Hotel-Information) South Kihei 9.2/10 Wonderful (61) "Check was simple and easy. Kitchen was wonderful. Only reason it 4 stars instead 5 is that the living room furniture is uncomfortable and outdated. Also ants were everywhere. Plus all the exciting of a tsunami warning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel W. CA $205 CA $811 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Kihei-Hotels-Kihei-Akahi-A102-Maui-Ocean-Front-Town-House-Location.h19007798.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/ced36266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/5dd9fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/f9c6c56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment, Garden View (Haiku #2) | Living area](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/6bb7cdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yonegan Maui Getaways - Haiku [](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information) Haiku 9.0/10 Wonderful (12) "Loved having the hot tub to come home to!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pedro CA $189 CA $359 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/2f8ffeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/5a6cb0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/73f93779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/0436179b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) North Kihei 9.8/10 Exceptional (109) "This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy s. CA $186 CA $742 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/812b5cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/3bb1e088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/621c8ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/c43912da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful! [](https://www.expedia.ca/Makawao-Hotels-PERMITTED-Charming-LOG-HOUSE-In-REAL-Upcountry-Maui-Magical-And-Peaceful.h18955617.Hotel-Information) Makawao 10/10 Exceptional (50) "Eve and her family were incredibly kind and welcoming. The property was better than we hoped with ample space for the kids to explore. We loved our stay and would come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica S. CA $1,955 CA $3,490 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Makawao-Hotels-PERMITTED-Charming-LOG-HOUSE-In-REAL-Upcountry-Maui-Magical-And-Peaceful.h18955617.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/892f1d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/w1019h1365x0y0-4f13c648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/dc51f5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/7140701e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience luxury at The Ulu Suite | Garden patio [](https://www.expedia.ca/Wailuku-Hotels-The-Ulu-Suite-Timeless-Elegance-Free-Breakfast.h102666330.Hotel-Information) Wailuku 10/10 Exceptional (4) "Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) e o. CA $431 CA $566 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Wailuku-Hotels-The-Ulu-Suite-Timeless-Elegance-Free-Breakfast.h102666330.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/c4332c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/3fdca3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/93574a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/606a40d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16 [](https://www.expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.Hotel-Information) Makawao 10/10 Exceptional (71) "What a special property. The location is perfect. We rented it for a work training and it was excellent since everyone has their own room/bathroom but we were able to meet in the large living room for evening presentations/discussions. The host was responsive with questions. It was very clean and check-in was easy. I hope to return again for both this meeting and with family for vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy W. CA $2,194 CA $4,361 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/6acea9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/c2738ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/26112701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/7d7e0318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hinano Suite | Historic Maui Hideaway [](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.Hotel-Information) Wailuku 10/10 Exceptional (3) "Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JoAnn H. CA $446 CA $586 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/c173a4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/0de8ef29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/08f40fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/b61b319f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! The Aloha Cottage in Puamana, Maui Hawaii [](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.Hotel-Information) Lahaina 9.8/10 Exceptional (86) "Cottage was clean and well kept. Location is convenient to shopping, dining, and many beaches including a small beach just a short walk from the property. Stay was very enjoyable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B. CA $365 CA $1,200 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114570000/114567700/114567607/fc8f8feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114570000/114567700/114567607/101006ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114570000/114567700/114567607/23a8c4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114570000/114567700/114567607/w327h250x0y0-14e4896d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Retreat in Puamana – Steps from the Beach & Surf [](https://www.expedia.ca/Lahaina-Hotels-Oceanview-Retreat-In-Puamana-Steps-From-The-Beach-Surf.h114567607.Hotel-Information) Lahaina 10/10 Exceptional (2) "This property had everything you would want in a vacation home. Great location. We enjoyed the beach, community pool and grounds. The photos were exactly as pictured. We had a great time in your home. Thank you for hosting us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey M. CA $464 CA $1,625 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lahaina-Hotels-Oceanview-Retreat-In-Puamana-Steps-From-The-Beach-Surf.h114567607.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/111000000/110998400/110998329/cd58bba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/111000000/110998400/110998329/54cfbcc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/111000000/110998400/110998329/44c47a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/111000000/110998400/110998329/23b7e68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC [](https://www.expedia.ca/Lahaina-Hotels-Pualei-Beach-House-3-Bedroom-Townhome-In-Phenomenal-Lahaina-With-WiFi.h110998329.Hotel-Information) Lahaina 10/10 Exceptional (4) "Wonderful experience. Loved the house... bathtub was excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcy M. CA $726 CA $2,120 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Lahaina-Hotels-Pualei-Beach-House-3-Bedroom-Townhome-In-Phenomenal-Lahaina-With-WiFi.h110998329.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27130000/27128400/27128361/fa75b094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27130000/27128400/27128361/81fcf243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27128400/27128361/57c29219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27130000/27128400/27128361/2cef6f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★ - Rainbow Lookout! Private Hot Tub + Pool Access + New Central Conditioning [](https://www.expedia.ca/Haiku-Hotels-Rainbow-Lookout-Private-Hot-Tub-Pool-Access-New-Central-Conditioning.h27128361.Hotel-Information) Haiku 10/10 Exceptional (24) "Amazing!!! Great location, amazing hosts, great hospitality! We absolutely loved our stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $874 CA $1,319 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Haiku-Hotels-Rainbow-Lookout-Private-Hot-Tub-Pool-Access-New-Central-Conditioning.h27128361.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/84c3c2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/261ae552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/d9b2ba99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/7ac65615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information) North Kihei 9.6/10 Exceptional (107) "Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael B. CA $681 CA $1,819 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/3930425c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/bd3af031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/7f0e124d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/e0e2bd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haiku Hale - 3 Bedroom Maui Getaway! [](https://www.expedia.ca/Haiku-Hale-3-Bedroom-Maui-Getaway.h97567999.Hotel-Information) Haiku 10/10 Exceptional (4) "Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda S. CA $922 CA $1,644 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Haiku-Hale-3-Bedroom-Maui-Getaway.h97567999.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76800000/76792100/76792015/490942eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, video games, DVD player, books](https://images.trvl-media.com/lodging/77000000/76800000/76792100/76792015/cde6d3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76800000/76792100/76792015/c5f2489d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76800000/76792100/76792015/45b62fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS [](https://www.expedia.ca/Lahaina-Hotels-Ocean-Front-Walk-To-The-Beach.h76792015.Hotel-Information) Lahaina 10/10 Exceptional (26) "Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janelle G. CA $1,541 CA $3,195 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Lahaina-Hotels-Ocean-Front-Walk-To-The-Beach.h76792015.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/dd027a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/60a86460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/d74b3947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/f0d778fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Hideaway on the Beach [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Hideaway-On-The-Beach.h117517577.Hotel-Information) Central Kihei 10/10 Exceptional (2) "We really enjoyed this house! It had everything we needed and more! They provided beach chairs and umbrellas, all the kitchen necessities, and even a high chair and port-a-crib for the baby! It was clean and spacious. Host was been very efficient and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine D. CA $2,116 CA $4,038 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Hideaway-On-The-Beach.h117517577.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/adb0311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/de7f5dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/b93bb668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/898bf380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach! [](https://www.expedia.ca/Kihei-Hotels-Penthouse-I-Modern-Oceanview-Townhome-Steps-To-The-Beach.h33655424.Hotel-Information) South Kihei 10/10 Exceptional (18) "This spot is amazing. You cant find a better spot on the island. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon L. CA $1,351 CA $2,618 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Kihei-Hotels-Penthouse-I-Modern-Oceanview-Townhome-Steps-To-The-Beach.h33655424.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/4beb606b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/a8c57719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/49521704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/11de7d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub [](https://www.expedia.ca/Kihei-Hotels-Support-Local-Private-Tropical-Home-Jacuzzi-Penthouse.h41039947.Hotel-Information) North Kihei 10/10 Exceptional (2) "The house is an easy walk to a quiet beach and any easy drive to a grocery store and restaurants. The house was clean and well stocked. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly F. CA $619 CA $1,966 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Kihei-Hotels-Support-Local-Private-Tropical-Home-Jacuzzi-Penthouse.h41039947.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/ae734980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/37f416da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/80a5de7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/68e044c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach [](https://www.expedia.ca/Kihei-Hotels-Plantation-House-Dreamy-Indoor-Outdoor-Living-Opposite-A-Sandy-Beach.h26491051.Hotel-Information) South Kihei 10/10 Exceptional (54) "Well managed, clean, good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew P. CA $1,334 CA $2,584 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kihei-Hotels-Plantation-House-Dreamy-Indoor-Outdoor-Living-Opposite-A-Sandy-Beach.h26491051.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=2025-12-31&endDate=2026-01-01®ionId=553248635975748982&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Condos [](https://www.expedia.ca/Hotel-Search?destination=Wailea-Makena%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748982&latLong=20.668476%2C-156.439056&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Wailea-Makena%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748982&latLong=20.668476%2C-156.439056&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Wailea-Makena%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748982&latLong=20.668476%2C-156.439056&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Wailea-Makena%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748982&latLong=20.668476%2C-156.439056&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Wailea-Makena%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748982&latLong=20.668476%2C-156.439056&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Wailea-Makena%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748982&latLong=20.668476%2C-156.439056&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Wailea-Makena%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748982&latLong=20.668476%2C-156.439056&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=CABIN) ![](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 ![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 "Excellent all around " [](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 "Hotel very clean. Staff friendly " [](https://expedia.ca/Kihei-Hotels-Days-Inn-By-Wyndham-Maui-Oceanfront.h25435.Hotel-Information) ![Aston Maui Hill](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/abca45f3_y.jpg) ### Aston Maui Hill 10/10 Excellent "Clean room, attentive staff, and tons of things for kids and adults alike to do! " [](https://expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![Palms at Wailea Maui](https://images.trvl-media.com/lodging/1000000/20000/13100/13093/be5458c5_y.jpg) ### Palms at Wailea Maui 10/10 Excellent "Spacious villa. Loved it. " [](https://expedia.ca/Kihei-Hotels-Palms-At-Wailea-Maui-By-Outrigger.h13093.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 "It was a great place to stay with my family for my 4-year-old twin's birthday, and there were a lot of activities to do such as yoga, pilates, kids activities, and among all other things. Not to mention the road trip that we’ve taken to Hana, which was very nice and fun." [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Wailea Ekahi - CoralTree Residence Collection](https://images.trvl-media.com/lodging/1000000/30000/23000/22985/ce9af379_y.jpg) ### Wailea Ekahi - CoralTree Residence Collection 10/10 Excellent "Property was clean and well equipped. Liked the location and parking availability. Air conditioners are older and noisy, but they worked well." [](https://expedia.ca/Kihei-Hotels-Wailea-Ekahi-Village.h22985.Hotel-Information) ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Friendly staff, good restaurant" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Aston at the Maui Banyan](https://images.trvl-media.com/lodging/1000000/30000/22600/22568/2ebd76cb_y.jpg) ### Aston at the Maui Banyan 10/10 Excellent "Perfect and front desk ladies (Shanelle, Cat, and all) were so pleasant and entertained my request daily for “12 towels” although I only required 2☺️" [](https://expedia.ca/Kihei-Hotels-Aston-At-The-Maui-Banyan.h22568.Hotel-Information) ![Residence Inn by Marriott Maui Wailea](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e_y.jpg) ### Residence Inn by Marriott Maui Wailea 10/10 Excellent "good location, good breakfast and friendly staff" [](https://expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ## Find out more about Wailea-Makena ## Wailea-Makena Vacation Homes information | Number of reviews | 447 | | ----------------- | ----------------- | | Accommodation | 71 Vacation Homes | | Lowest Price | CA $359 | | Highest Price | CA $4,361 | ## Explore a world of travel with Expedia - 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