Title: Wailea-Makena Vacation Home Rentals from CA $385: 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 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635975748982&startDate=2026-05-01&endDate=2026-05-03&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) ![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)](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/4e5368b4.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 (16) "It is a cozy place. It has all the amenities. It feels like home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberto CA $210 CA $385 total includes taxes & fees Jan 28 - Jan 29 [](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) ![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) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/26112701.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 $349 CA $442 total includes taxes & fees Jan 7 - Jan 8 [](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 (72) "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 $1,971 CA $4,003 total includes taxes & fees Jan 7 - Jan 8 [](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) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/dc51f5cd.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) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/w1019h1365x0y0-4f13c648.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 $345 CA $453 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Wailuku-Hotels-The-Ulu-Suite-Timeless-Elegance-Free-Breakfast.h102666330.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) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/0436179b.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) ### 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 $233 CA $780 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/962154b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/32a9e44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/bdf8b246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/ff1c531f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔ [](https://www.expedia.ca/Haiku-Hotels-Star-Honeymoon-Lookout-PRIVATE-HOT-TUB-ACCESS-TO-POOL-New-Central-AC.h31908561.Hotel-Information) Haiku 9.8/10 Exceptional (14) "Highly recommended " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaena CA $893 CA $1,344 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Haiku-Hotels-Star-Honeymoon-Lookout-PRIVATE-HOT-TUB-ACCESS-TO-POOL-New-Central-AC.h31908561.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) ![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/111000000/111000000/110998400/110998329/087887b0.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) ### 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 (5) "Wonderful experience. Loved the house... bathtub was excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcy M. CA $515 CA $1,875 total includes taxes & fees Jan 7 - Jan 8 [](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) ![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) ### 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 $1,174 CA $2,353 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Kihei-Hotels-Penthouse-I-Modern-Oceanview-Townhome-Steps-To-The-Beach.h33655424.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) ![2 bedrooms, blackout drapes, iron/ironing board, internet](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/6fb3c4cf.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 (88) "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 $472 CA $1,345 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.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) ![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) ![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 (3) "We absolutely loved our stay at this little gem! Beachfront access was amazing and it was the perfect size for our whole family. The location was convenient and and it's located in a great neighborhood. We would definitely book again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RaeAnne C. CA $2,457 CA $4,592 total includes taxes & fees Jan 22 - Jan 23 [](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) ![Interior](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/bd3af031.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) ![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 $921 CA $1,679 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Haiku-Hale-3-Bedroom-Maui-Getaway.h97567999.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) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/1876403a.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) ### 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 (55) "Well managed, clean, good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew P. CA $1,310 CA $2,532 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Kihei-Hotels-Plantation-House-Dreamy-Indoor-Outdoor-Living-Opposite-A-Sandy-Beach.h26491051.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/085fa0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/ac174b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/1b9105d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/cf6b5bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach [](https://www.expedia.ca/Kihei-Hotels-Penthouse-II-Watch-Surfers-At-A-Breezy-Sanctum-Steps-From-The-Beach.h33690954.Hotel-Information) South Kihei 10/10 Exceptional (22) "Wonderful stay in a desirable location! We absolutely loved it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay T. CA $1,241 CA $2,457 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Kihei-Hotels-Penthouse-II-Watch-Surfers-At-A-Breezy-Sanctum-Steps-From-The-Beach.h33690954.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/e479bd79.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 $735 CA $2,150 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Kihei-Hotels-Support-Local-Private-Tropical-Home-Jacuzzi-Penthouse.h41039947.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) ![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) ### 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 $680 CA $1,826 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.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) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27128400/27128361/57c29219.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 $1,328 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Haiku-Hotels-Rainbow-Lookout-Private-Hot-Tub-Pool-Access-New-Central-Conditioning.h27128361.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=2026-01-20&endDate=2026-01-21®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=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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 ![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 "Room was great, staff was great. Loved the free breakfast, perfect place for families." [](https://expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "All Perfect" [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Mana Kai Maui- Official Onsite Rental](https://images.trvl-media.com/lodging/1000000/30000/27900/27810/931caeaa_y.jpg) ### Mana Kai Maui- Official Onsite Rental 10/10 Excellent "Excellent experience with this resort! Astonishing views with sunset! Fantastic snorkeling condition with tons of fish!" [](https://expedia.ca/Kihei-Hotels-Mana-Kai-Maui.h27810.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 "Excellent location; our unit was spotless clean and very nice partial ocean view.. quiet. Staff are so friendly, make us feel like home!" [](https://expedia.ca/Kihei-Hotels-Aston-At-The-Maui-Banyan.h22568.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 "Clean, staff friendly " [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg) ### Hotel Wailea, Relais & Chateaux - Adults Only 10/10 Excellent "Amazing room, great staff, beautiful property. " [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![AC Hotel by Marriott Maui Wailea](https://images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/3541c3db_y.jpg) ### AC Hotel by Marriott Maui Wailea 10/10 Excellent "AC Hotel by Marriott Maui Wailea was a great stay. The rooms are clean, modern, and comfortable, the pool area is beautiful, and the staff was consistently friendly and welcoming without trying too hard. The location is also a win. Easy walking distance to great shopping and plenty of nearby spots to eat, which made getting around simple and stress-free. Overall, a solid choice in Maui and an easy recommendation if you want comfort, style, and convenience without drama." [](https://expedia.ca/Kihei-Hotels-AC-Hotel-By-Marriott-Maui-Wailea.h57338761.Hotel-Information) ![Castle Kama'ole Sands](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/4531dc20_y.jpg) ### Castle Kama'ole Sands 10/10 Excellent "We were there for 5 nights and had a great time. The tropical garden around the property is perfectly maintained. There are bbq areas which we liked. Our condo was on the third floor with a garden and partial ocean view and had everything that a family needs, modern full equipped kitchen,even some spices. The condo had two bathrooms and a washer and drier. The bed was comfortable. The only thing that needs improvement is the bedroom carpet which was old and stained. They charge you a big cleaning fee for each of the days but the floor wasn't so clean and noone comes to clean during the stay. Excluding this, everything else was perfect and we enjoyed our vacation there. We would come back!" [](https://expedia.ca/Kihei-Hotels-Castle-Kamaole-Sands.h21083.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 "Spotless room, turn down service at night. Fantastic stay " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ## Find out more about Wailea-Makena ## Wailea-Makena Vacation Homes information | Number of reviews | 353 | | ----------------- | ----------------- | | Accommodation | 71 Vacation Homes | | Lowest Price | CA $385 | | Highest Price | CA $4,592 | ## 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) - 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