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) ![Maluaka Beach showing landscape views, a beach and tropical scenes](https://images.trvl-media.com/place/6069125/dc47fa65-8295-44cd-b847-1ef784473381.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 ![Garden](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/ced36266.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) ![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) ### 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) ![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) ![TV](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/8fdf7751.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 $346 CA $452 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.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) ![Outdoor pool](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/972eccb4.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) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/93574a25.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) "We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. We also loved the Maui feel of the accommodations and being out of the busier parts of Maui. I highly recommend this venue for larger groups! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kari L. CA $2,197 CA $4,216 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/892f1d19.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/b9da928d.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) ### 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 $336 CA $439 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Wailuku-Hotels-The-Ulu-Suite-Timeless-Elegance-Free-Breakfast.h102666330.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) ![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/f3ebbf47.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) ### 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 $1,961 CA $3,617 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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/54ce5466.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 $747 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.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) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114570000/114567700/114567607/23a8c4e0.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) ![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 $538 CA $1,733 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lahaina-Hotels-Oceanview-Retreat-In-Puamana-Steps-From-The-Beach-Surf.h114567607.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) ![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) ![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) ### 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 $473 CA $1,344 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.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) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/28000000/27130000/27128400/27128361/b558fe07.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 $875 CA $1,321 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) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76800000/76792100/76792015/490942eb.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) ![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) ![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 $1,466 CA $3,101 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Lahaina-Hotels-Ocean-Front-Walk-To-The-Beach.h76792015.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 $868 CA $2,345 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Lahaina-Hotels-Pualei-Beach-House-3-Bedroom-Townhome-In-Phenomenal-Lahaina-With-WiFi.h110998329.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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/b92d2ab8.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/b93bb668.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 $1,349 CA $2,615 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) ![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) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/f0d778fc.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) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/0ca437fa.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 $3,452 CA $5,757 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Hideaway-On-The-Beach.h117517577.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) ![Exterior](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/e0e2bd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/98fa11d0.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) ### 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 $924 CA $1,665 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Haiku-Hale-3-Bedroom-Maui-Getaway.h97567999.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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/49521704.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 $937 CA $2,433 total includes taxes & fees Jan 14 - Jan 15, 2026 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/37f416da.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 $1,288 CA $2,523 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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/84c3c2ea.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) ![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) ![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) ### 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 $682 CA $1,822 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04®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=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&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=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=APART_HOTEL) 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=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&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=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=VACATION_HOME) 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=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=APARTMENT) 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=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&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=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&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 ## Find out more about Wailea-Makena ## Wailea-Makena Vacation Homes information | Number of reviews | 390 | | ----------------- | ----------------- | | Accommodation | 71 Vacation Homes | | Lowest Price | CA $359 | | Highest Price | CA $5,757 | ## Explore a world of travel with Expedia - 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