Title: Olowalu Vacation Home Rentals from CA $446: Search Top Private Vacation Homes for Rent | Expedia.ca [Olowalu Travel Guide](https://expedia.ca/Olowalu.dx11584)[Hotels in Olowalu](https://expedia.ca/Olowalu-Hotels.d11584.Travel-Guide-Hotels)[Vacation Rentals in Olowalu](https://expedia.ca/Olowalu-Vacation-Rentals.d11584.Travel-Guide-VacationRentals)[Things to do in Olowalu](https://expedia.ca/Things-To-Do-In-Olowalu.d11584.Travel-Guide-Activities)[Olowalu Car Rentals](https://expedia.ca/Car-Rentals-In-Olowalu.d11584.Car-Rental-Guide)[Olowalu Vacation Packages](https://expedia.ca/Olowalu.d11584.Destination-Travel-Guides) ![This was a great local spot for snorkeling and much less crowded than the main beaches. You literally park alongside the road at mile marker 14 and walk out onto the beach. Close to shore the water is a little cloudy but if you swim about 50 yards out, the depth increases to about 15 feet and you have clear views of some amazing fish 🐠🐟](https://images.trvl-media.com/place/11584/d420d434-6dd4-421e-91de-078fdbd219b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Elyse ![](https://images.trvl-media.com/place/11584/d420d434-6dd4-421e-91de-078fdbd219b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=11584&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Olowalu vacation homes ![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/40fd91dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/8de404bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | View from room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/26b56787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/ed8e76a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-K-B-M-Resorts-Kapalua-Golf-Villa-Kgv-19p2.h84071272.Hotel-Information) 10/10 Exceptional (9 reviews) "Everything was great !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackelin CA $2,624 CA $3,620 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Lahaina-Hotels-K-B-M-Resorts-Kapalua-Golf-Villa-Kgv-19p2.h84071272.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) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/d6318fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/66e90678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/cfa3cd75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) 9.8/10 Exceptional (109 reviews) "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 $121 CA $665 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666312/6b57a45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666312/66b5f04e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666312/07b26368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666312/43da0a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Ilima-Suite-Tranquil-Escape.h102666312.Hotel-Information) 10/10 Exceptional (3 reviews) "Loved this B&B. The location worked well from exploring different areas. Will stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arthur C. CA $365 CA $488 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Wailuku-Hotels-Ilima-Suite-Tranquil-Escape.h102666312.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/b5864441.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) ![Dining](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/79dcdb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Central Kihei [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Hideaway-On-The-Beach.h117517577.Hotel-Information) 10/10 Exceptional (4 reviews) "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 $2,230 CA $4,254 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Hideaway-On-The-Beach.h117517577.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/7ac65615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/4faa5508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/5a11fc2d.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) ### Vacation Home in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information) 9.6/10 Exceptional (107 reviews) "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 $367 CA $1,395 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information) ![4 bedrooms, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/0df1885a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/84ff3da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/7e700e70.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) ### Vacation Home in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Support-Local-Private-Tropical-Home-Jacuzzi-Penthouse.h41039947.Hotel-Information) 10/10 Exceptional (2 reviews) "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 $1,991 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Kihei-Hotels-Support-Local-Private-Tropical-Home-Jacuzzi-Penthouse.h41039947.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/b4432283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/0434251f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/c347b350.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) ### Vacation Home in South Kihei [](https://www.expedia.ca/Kihei-Hotels-Plantation-House-Dreamy-Indoor-Outdoor-Living-Opposite-A-Sandy-Beach.h26491051.Hotel-Information) 10/10 Exceptional (55 reviews) "Well managed, clean, good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew P. CA $1,280 CA $2,541 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Kihei-Hotels-Plantation-House-Dreamy-Indoor-Outdoor-Living-Opposite-A-Sandy-Beach.h26491051.Hotel-Information) ![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) ![2 bedrooms, blackout drapes, iron/ironing board, internet](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/933ce1e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/9cc9dc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/842daabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.Hotel-Information) 9.8/10 Exceptional (88 reviews) "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 $506 CA $1,414 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/4658ec7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/4f3b80ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/aa49a261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/473b1c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lahaina [](https://www.expedia.ca/Kapalua-Hotels-3BD-NEW-Luxurious.h41831730.Hotel-Information) 10/10 Exceptional (60 reviews) "Directly across the street from the bay for good snorkeling spot. Eat at the Gazebo for an unforgettable breakfast of macadamia nut and banana pancakes. Open air dining right on the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca B. CA $628 CA $1,485 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Kapalua-Hotels-3BD-NEW-Luxurious.h41831730.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/20317467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/6acea9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/a67a2cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/ad56d39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.Hotel-Information) 10/10 Exceptional (3 reviews) "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 $334 CA $446 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/d9d21ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/2a76318c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/6e74a294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/688f8bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Mamane-Suite-Charming-Retreat.h102666322.Hotel-Information) 10/10 Exceptional (5 reviews) "This was my 2nd time staying here and I love it. Super nice rooms, yummy breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane D. CA $398 CA $532 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Wailuku-Hotels-Mamane-Suite-Charming-Retreat.h102666322.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/e6c7787b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/d34f9685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/03291463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/0a3459d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-The-Lehua-Suite-Tranquil-Haven.h102666318.Hotel-Information) 10/10 Exceptional (2 reviews) "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 $359 CA $480 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Wailuku-Hotels-The-Lehua-Suite-Tranquil-Haven.h102666318.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/2451839e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/900b6db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/c541d1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/e4a288ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-The-Pikake-Suite-Serene-Hideaway.h102666326.Hotel-Information) 10/10 Exceptional (6 reviews) "A lovely historic bnb" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maggie M. CA $392 CA $525 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Wailuku-Hotels-The-Pikake-Suite-Serene-Hideaway.h102666326.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/3d6a0b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/64969ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/06c203fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/6cff8507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lahaina [](https://www.expedia.ca/Napili-Hotels-Ocean-Front-Snorkel-With-Turtles.h100431711.Hotel-Information) 10/10 Exceptional (14 reviews) "Beautiful location and property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie A. CA $574 CA $1,505 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Napili-Hotels-Ocean-Front-Snorkel-With-Turtles.h100431711.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/0289730f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/c542901e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/513eeb61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/d2fe5719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lanai [](https://www.expedia.ca/Lanai-City-Hotels-Lanai-Oasis-And-Gem.h18955065.Hotel-Information) 10/10 Exceptional (202 reviews) "Our family had an amazing time at The Artist’s House. Highly recommended to anyone looking to stay on the beautiful island of Lana’i. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin CA $588 CA $1,110 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Lanai-City-Hotels-Lanai-Oasis-And-Gem.h18955065.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/c5223de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/f2aee978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/ffd02f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/f42cddf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Kahili-Suite-Your-Wailuku-Escape.h102666314.Hotel-Information) 10/10 Exceptional (2 reviews) "What a beautiful treasure of a property. My wife and I had an unexpected night in Wailuku and I'm so glad we found this inn. There were very few other people during our stay and we felt as though we had the property to ourselves. Pretty gardens, lovely spacious rooms. Great work on the renovation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott H. CA $345 CA $461 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Wailuku-Hotels-Kahili-Suite-Your-Wailuku-Escape.h102666314.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/20157a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/ed9d33cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/8547875d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/737e97bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-The-Ulu-Suite-Timeless-Elegance-Free-Breakfast.h102666330.Hotel-Information) 10/10 Exceptional (4 reviews) "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 $337 CA $450 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Wailuku-Hotels-The-Ulu-Suite-Timeless-Elegance-Free-Breakfast.h102666330.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666324/8f590a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666324/f6d1f942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666324/84aa2bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666324/392e38d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Relax-In-Mele-Suite-Historic-Stay.h102666324.Hotel-Information) 10/10 Exceptional (3 reviews) "We loved our stay there. The rooms were very comfortable and stylish. We loved the historic charm and the private courtyard. Holly was a fantastic help." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charity G. CA $371 CA $495 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Wailuku-Hotels-Relax-In-Mele-Suite-Historic-Stay.h102666324.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/ae292ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/61a58ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/181dfc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/4627d4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Lokelani-Suite-Historic-Comfort.h102666320.Hotel-Information) 10/10 Exceptional (3 reviews) "Great place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Samara C. CA $361 CA $481 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Wailuku-Hotels-Lokelani-Suite-Historic-Comfort.h102666320.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/fb2575cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/e11befbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/0a2d59d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/e2721abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Puakenikeni-Suite-Secluded-Stay.h102666328.Hotel-Information) 10/10 Exceptional (6 reviews) "I liked the quaint ambiance of the property, beautiful landscape and the room was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $392 CA $525 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Wailuku-Hotels-Puakenikeni-Suite-Secluded-Stay.h102666328.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=2026-02-04&endDate=2026-02-05®ionId=11584&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=Olowalu%2C+Hawaii%2C+United+States+of+America®ionId=11584&latLong=20.811858%2C-156.622111&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Olowalu%2C+Hawaii%2C+United+States+of+America®ionId=11584&latLong=20.811858%2C-156.622111&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Olowalu%2C+Hawaii%2C+United+States+of+America®ionId=11584&latLong=20.811858%2C-156.622111&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Olowalu%2C+Hawaii%2C+United+States+of+America®ionId=11584&latLong=20.811858%2C-156.622111&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Olowalu%2C+Hawaii%2C+United+States+of+America®ionId=11584&latLong=20.811858%2C-156.622111&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Olowalu%2C+Hawaii%2C+United+States+of+America®ionId=11584&latLong=20.811858%2C-156.622111&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Olowalu%2C+Hawaii%2C+United+States+of+America®ionId=11584&latLong=20.811858%2C-156.622111&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&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%2FOlowalu-Private-Vacation-Homes.d11584-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOlowalu-Private-Vacation-Homes.d11584-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Olowalu Hotel Reviews ![Andaz Maui at Wailea Resort - a concept by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d_y.jpg) ### Andaz Maui at Wailea Resort - a concept by Hyatt 10/10 Excellent "The Andaz is just beautiful. We loved the location, the pool and the activities they offered. The only downside was the pool chairs were hard to get with so many people putting their stuff down and then disappearing all day. They could have enforced this better. But overall we would love to stay again!" [](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg) ### OUTRIGGER Honua Kai Resort & Spa 10/10 Excellent "Room was amazing. Friendly staff very helpful. Free lehi " [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) ![Four Seasons Resort Maui at Wailea](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193_y.jpg) ### Four Seasons Resort Maui at Wailea 10/10 Excellent "Great staff and service " [](https://expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "Very clean rooms. Great staff. Reusable water bottles with water refill stations at every entry. " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![The Westin Maui Resort & Spa, Ka'anapali](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg) ### The Westin Maui Resort & Spa, Ka'anapali 10/10 Excellent "Good location, comfortable, friendly stuff." [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Great room! It was set up like a furnished apartment. The staff was extremely friendly, helpful, and hardworking people. Very clean and welcoming resort. Awesome location on the island. " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![Sheraton Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "Facility Lay out and service" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Friendly staff and clean room! " [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![OUTRIGGER Kaanapali Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "All the staff was super friendly and helpful. The propert was immaculate and very easy access to the beach!" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ## Find out more about Olowalu ## Olowalu Vacation Homes information | Number of reviews | 487 | | ----------------- | ------------------ | | Accommodation | 354 Vacation Homes | | Lowest Price | CA $446 | | Highest Price | CA $4,254 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Downtown Lahaina ](https://www.expedia.ca/5Star-Downtown-Lahaina-Lahaina-Hotels.s50-n6140626-0.Travel-Guide-Filter-Hotels) - [B&B in Central Maui ](https://www.expedia.ca/Central-Maui-Bed-And-Breakfast.d553248635975748130-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hostels in Central Maui ](https://www.expedia.ca/Central-Maui-Hostels.d553248635975748130-aaHostels.Travel-Guide-Accommodation) - [Houseboats in Central Maui ](https://www.expedia.ca/Central-Maui-Houseboats.d553248635975748130-aaHouseboats.Travel-Guide-Accommodation) - 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