Title: Kailua Vacation Home Rentals from CA $323: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Kailua](https://expedia.ca/Kailua-Hotels.d11832.Travel-Guide-Hotels)[Vacation Rentals in Kailua](https://expedia.ca/Kailua-Vacation-Rentals.d11832.Travel-Guide-VacationRentals)[Kailua Car Rentals](https://expedia.ca/Car-Rentals-In-Kailua.d11832.Car-Rental-Guide)[Kailua Vacation Packages](https://expedia.ca/Kailua.d11832.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/a42fa477d95ebfbccef32c86caac5f76.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Kailua Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=11832&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) ## Browse Select Kailua 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)](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/4e5368b4.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) ![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/5dd9fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yonegan Maui Getaways - Haiku Haiku 9.4/10 Exceptional (6) "Loved having the hot tub to come home to!!" CA $157 CA $323 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/530ff241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/70f3f0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/c11638c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/2f01dccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 Hana 9.6/10 Exceptional (402) "The property was excellent, highly recommend. " CA $242 CA $496 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/51ee3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/a42f39cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/58ae806d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/25e08687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher's Hana Bay Hale, Across from Hana Bay Kahului 9.4/10 Exceptional (406) "Wonderful property and a great place to stay in Hana" CA $271 CA $555 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/91000000/90930000/90926300/90926278/a9c5f68d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90930000/90926300/90926278/6cc8d1f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90926300/90926278/f0d99547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90930000/90926300/90926278/0ebeaba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches! Hana 9.6/10 Exceptional (20) "Great place, very convenient and amazing settings! " [](https://www.expedia.ca/Hana-Hotels-Amazing-Hana-Bay-Beach-Cottage-Location-5-Minute-Walk-To-Hana-Town-Beaches.h90926278.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32080000/32075900/32075830/b1e6d341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32080000/32075900/32075830/8caf2bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32080000/32075900/32075830/2e7dcf45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, video games](https://images.trvl-media.com/lodging/33000000/32080000/32075900/32075830/812b63c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC Halama Street 10/10 Exceptional (129) "Plenty of room. Great kitchen for lots of cooks." [](https://www.expedia.ca/Kihei-Hotels-Gorgeous-Home-Across-From-Beach-5-BR-Opt-Cottage-4-Bath-AC.h32075830.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118990000/118982300/118982223/89c47593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118990000/118982300/118982223/6075b1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118990000/118982300/118982223/ace0be37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/119000000/118990000/118982300/118982223/fb4f3a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views North Kihei 10/10 Exceptional (1) "Great renovated condo in a very well kept property. The beach is great for little ones due to the break wall in front." [](https://www.expedia.ca/Kihei-Hotels-Topfloor-Oceanview-Menuhene-Shores-604.h118982223.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/5000000/4600000/4595700/4595613/fb4045d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Plumeria Suite | Living room](https://images.trvl-media.com/lodging/5000000/4600000/4595700/4595613/4fa99c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Orchid Suite | Private kitchen](https://images.trvl-media.com/lodging/5000000/4600000/4595700/4595613/fbccc477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hibiscus Suite | Bathroom amenities](https://images.trvl-media.com/lodging/5000000/4600000/4595700/4595613/11d63300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kaiholo Hale Paia 9.4/10 Exceptional (201) "Area was quiet but close to amenities. We could drive anywhere on Maui easily. There was a lovely beach less than a block from the suite with good snorkeling and friendly locals. Bed in the suite was very comfortable, and it had everything we needed for a relaxing vacation." [](https://www.expedia.ca/Paia-Hotels-Kaiholo-Hale.h4595613.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19010000/19007600/19007583/606d0e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/20000000/19010000/19007600/19007583/ec3eb9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19010000/19007600/19007583/29c1ea75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/20000000/19010000/19007600/19007583/f4427d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view Kihei 9.8/10 Exceptional (205) "Perfect home for a large group. Beach is across the street the back to the pool when the waves got to be to much for our little ones. Great property manager! Great location! " [](https://www.expedia.ca/Kihei-Hotels-Tropical-Gated-Oceanfront-Estate.h19007583.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/67000000/66180000/66179400/66179304/1435ac08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66180000/66179400/66179304/2fb059d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/67000000/66180000/66179400/66179304/055ecba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66180000/66179400/66179304/dbed3509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exceptional Upcountry Villa with breathtaking views Makawao 10/10 Exceptional (44) "Beautiful views and beautiful accommodations! We loved being in the up country and this house was perfect for my family of five. " [](https://www.expedia.ca/Makawao-Hotels-Luxury-Upcountry-Villa-With-Breathtaking-Views.h66179304.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27130000/27128800/27128737/4158f61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27130000/27128800/27128737/ccd32802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo, printers](https://images.trvl-media.com/lodging/28000000/27130000/27128800/27128737/730f71c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27130000/27128800/27128737/122b33df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities Makawao 10/10 Exceptional (229) "I absolutely love staying here! It’s a new yearly tradition and great location! " [](https://www.expedia.ca/Makawao-Hotels-Private-Lush-2-Acre-Mountain-Home-Maui-Permittedstmp-2013-0001-Many-Amenities.h27128737.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117520000/117517600/117517577/d74b3947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Hideaway on the Beach Kihei 10/10 Exceptional (1) "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. " CA $1,339 CA $3,159 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Hideaway-On-The-Beach.h117517577.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/95afb621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/w1242h1242x0y483-55e80f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/w1242h1656x0y276-798b978b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/fff4e05a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006 Hana 9.8/10 Exceptional (76) "Phenomenal property for your stay in Hana - especially for a large group " CA $1,002 CA $1,681 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hana-Hotels-3-Bedroom-Ocean-View-Private-Home-In-Hana-PermitSUP2-20190006.h49216296.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/67000000/66490000/66486700/66486651/1a8354d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66490000/66486700/66486651/0e277503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/67000000/66490000/66486700/66486651/083a8540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/67000000/66490000/66486700/66486651/d7637de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await Kihei 9.4/10 Exceptional (49) "We had a great time " [](https://www.expedia.ca/Kihei-Hotels-Hale-Kai-O-Kihei-Condo-W-Shared-Pool.h66486651.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/97b49aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/7a8a41ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/3b819fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/1ac53446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In Paia 10/10 Exceptional (174) "We had a great time. The house was very well organized and equipped " [](https://www.expedia.ca/Paia-Hotels-Charming-Ocean-View-Home-With-Central-AC-Walk-To-Downtown-Paia-And-Beaches.h18973882.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/76000000/75700000/75692700/75692606/61193427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75700000/75692700/75692606/b00c8c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75700000/75692700/75692606/901db491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75700000/75692700/75692606/1800cfc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews! Kihei 10/10 Exceptional (35) "Lovely place. The pool is awesome as is the home itself. So nice it was hard to leave to explore other parts of the island. " [](https://www.expedia.ca/Kihei-Hotels-Luxury-Coastal-Villa-In-Kihei.h75692606.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30670000/30666600/30666594/d2e58ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/31000000/30670000/30666600/30666594/d99b3cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30670000/30666600/30666594/0e9c4735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/31000000/30670000/30666600/30666594/9967b35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain to Ocean Views Pole House @ Maui Adventure Villa Haiku-Pauwela 9.8/10 Exceptional (230) "Will certainly be returning" [](https://www.expedia.ca/Haiku-Hotels-Mountain-To-Ocean-Views-Pole-House-Maui-Adventure-Villa.h30666594.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/33000000/32830000/32829200/32829188/4e8141d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/33000000/32830000/32829200/32829188/18b1b864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/33000000/32830000/32829200/32829188/bdac3b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32830000/32829200/32829188/w3797h2532x3y1-0484b19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING Kihei 10/10 Exceptional (65) "This property is fantastic! It is set in a quiet neighborhood and the home itself is very quiet. The layout of the home was perfect for our family of 6. The kitchen was well laid out, the living room was a great place for us to hang out, and the back yard was incredible. The provided beach gear came in very handy. Check in was a breeze and our entire stay was absolutely flawless. " [](https://www.expedia.ca/Kihei-Hotels-PRIVATE-HOME-NEWLY-REMODELED-AC-HOT-TUB-METICULOUS-CLEANING.h32829188.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/72000000/71960000/71951800/71951717/w1200h799x0y1-fb6872d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71960000/71951800/71951717/c431c5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71960000/71951800/71951717/972b1199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71960000/71951800/71951717/0f025ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Private Homes for 1! Pool and Waterslide at Cove Hale Kihei 10/10 Exceptional (26) "Amazing place. Amazing pool and the host was just awesome" [](https://www.expedia.ca/Kihei-Hotels-Book-5-Nights.h71951717.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/47000000/46570000/46560600/46560555/6ffb38eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46570000/46560600/46560555/01683297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46570000/46560600/46560555/fc08e185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46570000/46560600/46560555/0e804338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops Kihei 9.8/10 Exceptional (80) "Centrally located on S Kihei Rd with lots of food options within walking distance. Kamala Park across the street and beaches close. Condo was nice and has a beautiful view. " [](https://www.expedia.ca/Kihei-Hotels-Island-Surf-With-Ocean-View-Across-From-Popular-Surf-Spot.h46560555.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33505800/33505772/3b02554b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33505800/33505772/9282677d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33505800/33505772/48ea65d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33505800/33505772/08e1715e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gingerbread House-Less than a mile from Paia town and all North Shore beaches Paia 9.8/10 Exceptional (54) "We loved our stay in Paia! The house was wonderful, clean, comfortable and a great location. Really close to a couple nice beaches and a short drive to town. Pro tip… have coffee on the balcony up stairs in the morning. There are a bunch of little geckos hanging out in the morning sunshine. 10/10 could come back!" [](https://www.expedia.ca/Paia-Hotels-Gingerbread-House-Less-Than-A-Mile-From-Paia-Town-And-All-North-Shore-Beaches.h33505772.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=11832&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKailua-Private-Vacation-Homes.d11832-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKailua-Private-Vacation-Homes.d11832-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Kailua Hotel Reviews ![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "They are in the process of renovating and initially I was placed in a king bed pool side room which had not been renovated. It was terrible and reminded me of a tiny cheap nasty motel room which had numerous issues. As a result they upgraded me free of charge to a renovated room which was like night and day in comparison and the reason I’m giving the hotel 5 stars. The staff were friendly and welcoming. The area itself isn’t the best but there are two very close restaurants (Tantes and Bistro Casanova) that provided great food and were reasonably priced." [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Gods Peace Of Maui](//images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/51cf4e1f_y.jpg) ### Gods Peace Of Maui 10/10 Excellent "loved it i felt so safe traveling for the first time..thank youu:)" [](https://expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.Hotel-Information) ![Hampton Inn & Suites Maui North Shore](//images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3840h2556x0y3-56e27344_y.jpg) ### Hampton Inn & Suites Maui North Shore 10/10 Excellent "Property is absolutely beautiful, super clean and nice alway smell clean, food & drinks was really good a little pricey, property right on a beautiful walkable clean beach, had to drive to shop. Staff was nice. We did ask for face & body towels, hand soap & body wash but received hand towels, hand soap and conditioner. All of the bathroom supplies needed to be refilled." [](https://expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.Hotel-Information) ![Maui Beach Hotel](//images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "This is a phony questioner. It locked me in as excellent. Which i would have marked as awful. I wiii get the word out" [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![Hilton Grand Vacations Club Maui Bay Villas](//images.trvl-media.com/lodging/1000000/10000/3100/3001/a09d50ad_y.jpg) ### Hilton Grand Vacations Club Maui Bay Villas 10/10 Excellent "Oven front views and I would highly recommend it to families with kids or just adults trying to have time alone " [](https://expedia.ca/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.Hotel-Information) ![Maui Beach Vacation Club](//images.trvl-media.com/lodging/1000000/10000/2500/2457/618976ae_y.jpg) ### Maui Beach Vacation Club 10/10 Excellent "Loved the location. 3 night stay. Travel to Haleakalea and Hana were easy to do. Lots of food and ahoppi g optins near by. Front desk ladies were very friendly. We had a room facing pool and beach. Overall great stay Nice size bed and kitchen well.equipped. " [](https://expedia.ca/Kihei-Hotels-Maui-Beach-Vacation-Club.h2457.Hotel-Information) ![Kohea Kai Hotel Maui](//images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/d56f083f_y.jpg) ### Kohea Kai Hotel Maui 10/10 Excellent "The woman at the front desk was incredibly welcoming and helpful…and seemingly always there. The hotel was a short walk across a busy street from the beach…and a nice park area a little farther south. Hotel provided chairs, umbrellas, coolers and beach towels. The suite was super comfortable and cooled off nicely by the time we arrived. A/C worked great. Bathroom came with all of the toiletries needed. Kitchen had a nice assortment of dishes and cooking items. We had a in room coffee pot but walked over to the office each day for coffee, tea, filtered water and ice. Patio outside our room was a nice morning coffee and evening wind-down spot. The garden was serene and beautiful. The small pool and hot tub were well-maintained. Free parking was a nice bonus as was being close to a bus stop before we got our car. Thanks for a great stay for a great price! " [](https://expedia.ca/Kihei-Hotels-Kohea-Kai-Hotel-Maui.h1439959.Hotel-Information) ![Maui Schooner Resort](//images.trvl-media.com/lodging/1000000/890000/880600/880544/074bc0c8_y.jpg) ### Maui Schooner Resort 10/10 Excellent "Beautiful grounds, clean facility, and friendly people. Small Resort that's maintained very well! Lots of nice views! Will book there again.Very tropical with a real sense you are in Hawaii. Only two buildings. One faces the ocean and the other faces the pool area with tropical views. Some have views of the ocean as well. " [](https://expedia.ca/Kihei-Hotels-Maui-Schooner-Resort.h880544.Hotel-Information) ![Hana-Maui Resort, a Destination by Hyatt Residence](//images.trvl-media.com/lodging/1000000/10000/1000/933/f8d26b60_y.jpg) ### Hana-Maui Resort, a Destination by Hyatt Residence 10/10 Excellent "You get what you pay for! Very nice hotel. Big rooms with a great staff. You are treated very nice here and I would return. " [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ## Find out more about Kailua ## Kailua Vacation Homes information | Number of reviews | 2,210 | | --- | --- | | Accommodation | 136 Vacation Homes | | Lowest Price | CA $323 | | Highest Price | CA $3,159 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Charles Lindbergh Grave](https://www.expedia.ca/Charles-Lindbergh-Grave-Hotels.0-l553248621532639043-0.Travel-Guide-Filter-Hotels) - [Farmstay in Haiku-Pauwela](https://www.expedia.ca/Haiku-Pauwela-Agritourism.d553248635976705704-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Haiku-Pauwela](https://www.expedia.ca/Haiku-Pauwela-Apart-Hotels.d553248635976705704-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Haiku-Pauwela](https://www.expedia.ca/Haiku-Pauwela-Apartments.d553248635976705704-aaApartments.Travel-Guide-Accommodation) - [B&B in Haiku-Pauwela](https://www.expedia.ca/Haiku-Pauwela-Bed-And-Breakfast.d553248635976705704-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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