Title: Kaupakulua Vacation Rentals from $280: Search Short-Term Rentals | Expedia.com [Kaupakulua Travel Guide](https://expedia.com/Kaupakulua.dx11836)[Hotels in Kaupakulua](https://expedia.com/Kaupakulua-Hotels.d11836.Travel-Guide-Hotels)[Flights to Kaupakulua](https://expedia.com/Cheap-Flights-To-Kaupakulua.d11836.Travel-Guide-Flights)[Car Rentals in Kaupakulua](https://expedia.com/Car-Rentals-In-Kaupakulua.d11836.Car-Rental-Guide)[Kaupakulua Vacation Packages](https://expedia.com/Kaupakulua.d11836.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=11836&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=11836&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 three months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=11836&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) In four months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=11836&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kaupakulua vacation rentals ![Studio, Garden View (Haiku #6) | Terrace/patio](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/c916924e_edited_d3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Garden View (Haiku #3) | Blackout drapes, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/7e83a53d.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) ![Basic Apartment, Garden View (Haiku #2) | Living area | 50-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/6bb7cdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yonegan Maui Getaways - Haiku [](https://www.expedia.com/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information) Haiku 9.0/10 Wonderful (21 reviews) "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 $252 nightly $280 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/5d185f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/88e4e20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Balcony, Ocean View | Dining room](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/3f702c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/c7788d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Signature Residences at Maui Banyan [](https://www.expedia.com/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) South Kihei 8.0/10 Very Good (11 reviews) "Perfect location, clean room, and friendly staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krystel $437 nightly $519 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) ![Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/bc2b4da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tennis court](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/1a64b291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Ocean View | Living area | 43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/02b478dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Ocean View | Living area | 43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/53bdb258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Maui Hill [](https://www.expedia.com/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) South Kihei 9.0/10 Wonderful (876 reviews) "The location was great, staff provided clean towels and bedding daily. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine $406 nightly $482 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/0365c627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Condo, 2 Bedrooms, 2 Bathrooms, Garden View (1006) | In-room dining](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/3fdc808d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Condo, 2 Bedrooms, 2 Bathrooms, Garden View (1006) | Balcony view](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/6e321c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Condo, 2 Bedrooms, 2 Bathrooms, Garden View (1006) | Private kitchen](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/d8fbc690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuau Plaza Paia Condo with Parking [](https://www.expedia.com/Paia-Hotels-Kuau-Plaza-Paia-Condo-With-Parking.h110516501.Hotel-Information) Paia $529 nightly $576 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Paia-Hotels-Kuau-Plaza-Paia-Condo-With-Parking.h110516501.Hotel-Information) ![Deluxe Apartment, Partial Ocean View | Balcony](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/e8bbefed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment, Garden View | Living area | Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/39c787e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/618c2d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/64464823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Residences at Kamaole Sands Resort [](https://www.expedia.com/Kihei-Hotels-The-Residences-At-Kamaole-Sands-Resort.h119845309.Hotel-Information) South Kihei 10/10 Exceptional (1 review) "Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophie $730 nightly $866 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-The-Residences-At-Kamaole-Sands-Resort.h119845309.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/df3f550d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/9cfaa73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/fe2dd570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/2ac6e4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations [](https://www.expedia.com/Kihei-Hotels-Wailea-Ekahi-One-Bedrooms-Garden-View-By-Coldwell-Banker-Island-Vacations.h92491512.Hotel-Information) Wailea 10/10 Exceptional (1 review) "Beautiful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armando $1,118 nightly $1,327 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-Wailea-Ekahi-One-Bedrooms-Garden-View-By-Coldwell-Banker-Island-Vacations.h92491512.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/9b24ce26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/3f40313f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Balcony, Ocean View | Extra beds](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/f512763b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Balcony, Ocean View | Living area | 65-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/6cd770cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kalama Residence [](https://www.expedia.com/Kihei-Hotels-The-Kalama-Residence.h119867771.Hotel-Information) South Kihei 7.0/10 Good (2 reviews) "My stay was okay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosalba $972 nightly $1,154 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-The-Kalama-Residence.h119867771.Hotel-Information) ![Condo, 1 King Bed with Sofa bed, Balcony, Garden View (The Palms at Wailea 801) | Living area](https://images.trvl-media.com/lodging/125000000/124060000/124050800/124050775/82aec229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/125000000/124060000/124050800/124050775/0e018403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 King Bed with Sofa bed, Balcony, Garden View (The Palms at Wailea 801) | Interior](https://images.trvl-media.com/lodging/125000000/124060000/124050800/124050775/21254dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124060000/124050800/124050775/2d186e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801 [](https://www.expedia.com/Kihei-Hotels-Tropical-Paradise-In-Luxurious-1br.h124050775.Hotel-Information) Wailea $708 nightly $841 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-Tropical-Paradise-In-Luxurious-1br.h124050775.Hotel-Information) ![Condo (2 Bedrooms) | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/197b012a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Dining](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/a05cdfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/w1916h1320x4y0-db3be5b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Beach | On the beach, white sand](https://images.trvl-media.com/lodging/77000000/76970000/76968700/76968616/447cefc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Champions Condos by KBM [](https://www.expedia.com/Kihei-Hotels-K-B-M-Resorts-Gch-134-Large-3Bd-Wailea-Villa.h76968616.Hotel-Information) Wailea 10/10 Exceptional (3 reviews) "We loved it!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler $3,240 nightly $3,846 total Feb 13 - Feb 14 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-K-B-M-Resorts-Gch-134-Large-3Bd-Wailea-Villa.h76968616.Hotel-Information) ![Family Apartment, 2 Bedrooms, Balcony, Mountain View (1012) | In-room dining](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/98247403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/7987d84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Lanai, Garden View (1 Bedroom (1013)) | Private kitchen | Full-size fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/8b35f3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms, Balcony, Mountain View (1012) | Living area](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/3364434c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Ali'i Kai Condos with Free Parking [](https://www.expedia.com/Kihei-Hotels-Kihei-Alii-Kai-Condos-With-Ocean-View-And-Parking.h110438855.Hotel-Information) South Kihei 8.8/10 Excellent (23 reviews) "I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma $475 nightly $513 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-Kihei-Alii-Kai-Condos-With-Ocean-View-And-Parking.h110438855.Hotel-Information) ![Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Living area | 50-inch TV with digital channels](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/888b5e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/0fc456b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Balcony](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/2c880297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Dining room](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/ba3d9296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR/2BA Oceanfront Condo in Maui Sunset [](https://www.expedia.com/Kihei-Hotels-1015-Maui-Sunset-B-515.h123183314.Hotel-Information) Central Kihei $779 nightly $872 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-1015-Maui-Sunset-B-515.h123183314.Hotel-Information) ![Condo, 1 King Bed with Sofa bed, Air conditioning, Ocean View (1014) | Beach/ocean view](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/9f883aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 King Bed with Sofa bed, Air conditioning, Ocean View (1014) | Living area](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/e90fa485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/0f0e8801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 King Bed with Sofa bed, Air conditioning, Ocean View (1014) | Living area](https://images.trvl-media.com/lodging/111000000/110510000/110509500/110509489/0c125c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kamaole Sands Condos Close to Beach with Parking [](https://www.expedia.com/Kihei-Hotels-Kamaole-Sands-Condos-Close-To-Beach-With-Parking.h110509489.Hotel-Information) South Kihei 9.4/10 Exceptional (3 reviews) "Clean property nice room good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard $582 nightly $630 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-Kamaole-Sands-Condos-Close-To-Beach-With-Parking.h110509489.Hotel-Information) ![Condo (5 Bedrooms) | Terrace/patio](https://images.trvl-media.com/lodging/118000000/117440000/117434400/117434348/70f55d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (5 Bedrooms) | Dining](https://images.trvl-media.com/lodging/118000000/117440000/117434400/117434348/46bfb8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (5 Bedrooms) | Living room | TV](https://images.trvl-media.com/lodging/118000000/117440000/117434400/117434348/74e8edf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (5 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/118000000/117440000/117434400/117434348/w1916h1320x4y0-b65d150e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Champions Collection by KBM - 2 Units on same floor (120/134) [](https://www.expedia.com/Kihei-Hotels-KBM-Resorts-Free-CAR-Gch-12034.h117434348.Hotel-Information) Wailea $9,566 nightly $11,356 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-KBM-Resorts-Free-CAR-Gch-12034.h117434348.Hotel-Information) ![Condo (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76970000/76968600/76968596/b1fd57fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | View from room](https://images.trvl-media.com/lodging/77000000/76970000/76968600/76968596/6bd8b9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Living room | TV](https://images.trvl-media.com/lodging/77000000/76970000/76968600/76968596/5754eb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Pool | Outdoor pool](https://images.trvl-media.com/lodging/77000000/76970000/76968600/76968596/1c75cb42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Polo Beach Club POL-109 by KBM [](https://www.expedia.com/Kihei-Hotels-K-B-M-Resorts-Pol-109-Expansive-2bd.h76968596.Hotel-Information) Wailea 8.0/10 Very Good (1 review) "The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) PAMELA $7,399 nightly $8,784 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Kihei-Hotels-K-B-M-Resorts-Pol-109-Expansive-2bd.h76968596.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.com/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23®ionId=11836&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.com/Hotel-Search?destination=Kaupakulua%2C+Hawaii%2C+United+States+of+America®ionId=11836&latLong=20.888906%2C-156.296097&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Kaupakulua%2C+Hawaii%2C+United+States+of+America®ionId=11836&latLong=20.888906%2C-156.296097&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Kaupakulua%2C+Hawaii%2C+United+States+of+America®ionId=11836&latLong=20.888906%2C-156.296097&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Kaupakulua%2C+Hawaii%2C+United+States+of+America®ionId=11836&latLong=20.888906%2C-156.296097&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Kaupakulua%2C+Hawaii%2C+United+States+of+America®ionId=11836&latLong=20.888906%2C-156.296097&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL) Villas [](https://www.expedia.com/Hotel-Search?destination=Kaupakulua%2C+Hawaii%2C+United+States+of+America®ionId=11836&latLong=20.888906%2C-156.296097&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA) Cabins [](https://www.expedia.com/Hotel-Search?destination=Kaupakulua%2C+Hawaii%2C+United+States+of+America®ionId=11836&latLong=20.888906%2C-156.296097&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKaupakulua-Vacation-Rentals.d11836.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaupakulua-Vacation-Rentals.d11836.Travel-Guide-VacationRentals) ## Top Kaupakulua Hotel Reviews ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Staff" [](https://expedia.com/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "It was awesome. The room was a little outdated but the property and the views more than made up for it. Super quiet and relaxing and the restaurant attached was amazing. " [](https://expedia.com/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "Amazing amenities, staff and location! " [](https://expedia.com/Kihei-Hotels-Maui-Coast-Hotel.h28645.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 "Nice staff, clean rooms and top tier amenities" [](https://expedia.com/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![Hilton Grand Vacations Club Maui Bay Villas](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/a09d50ad_y.jpg) ### Hilton Grand Vacations Club Maui Bay Villas 10/10 Excellent "Great service all around " [](https://expedia.com/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.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 "Great staff, location and experience We were able to see whales everyday and sunset from our balcony " [](https://expedia.com/Kihei-Hotels-Mana-Kai-Maui.h27810.Hotel-Information) ![Days Inn by Wyndham Maui Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/25500/25435/069a3715_y.jpg) ### Days Inn by Wyndham Maui Oceanfront 10/10 Excellent "Everything was super easy. While most rooms did not have a view of the ocean, getting to the beach was just a couple minute walk. The breakfast was sparse but sufficient. The only complaint is the Wi-Fi. Many times the Wi-Fi network will not even appear as an option on my phone and when I did connect, it was extremely slow." [](https://expedia.com/Kihei-Hotels-Days-Inn-By-Wyndham-Maui-Oceanfront.h25435.Hotel-Information) ![Maui Beach Vacation Club](https://images.trvl-media.com/lodging/1000000/10000/2500/2457/618976ae_y.jpg) ### Maui Beach Vacation Club 10/10 Excellent "Great location - right across from the beach" [](https://expedia.com/Kihei-Hotels-Maui-Beach-Vacation-Club.h2457.Hotel-Information) ![Yonegan Central Maui Getaways](https://images.trvl-media.com/lodging/118000000/117930000/117929100/117929085/644d78d6_y.jpg) ### Yonegan Central Maui Getaways 10/10 Excellent "Staff" [](https://expedia.com/Wailuku-Hotels-Yonegan-Central-Maui-Getaways.h117929085.Hotel-Information) ## Find out more about Kaupakulua **Everything you need to know about Kaupakulua vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupakulua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaupakulua vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Kaupakulua vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Kaupakulua. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kaupakulua in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $280 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Kaupakulua rentals** At Expedia, we put the best Kaupakulua vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Kaupakulua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaupakulua vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaupakulua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Kaupakulua ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Condo Rentals in Kaupakulua ](https://expedia.com/Kaupakulua-Condos.d11836-aaCondos.Travel-Guide-Accommodation) - [Apartments in Kaupakulua ](https://expedia.com/Kaupakulua-Apartments.d11836-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in Kaupakulua ](https://expedia.com/Kaupakulua-Private-Vacation-Homes.d11836-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Villas in Kaupakulua ](https://expedia.com/Kaupakulua-Villas.d11836-aaVillas.Travel-Guide-Accommodation) - [Cottages in Kaupakulua ](https://expedia.com/Kaupakulua-Cottages.d11836-aaCottages.Travel-Guide-Accommodation) - [Aparthotels in Kaupakulua ](https://expedia.com/Kaupakulua-Apart-Hotels.d11836-aaApartHotels.Travel-Guide-Accommodation) - [Resorts in Kaupakulua ](https://expedia.com/Kaupakulua-Resorts.d11836-aaResorts.Travel-Guide-Accommodation) - [B&B in Kaupakulua ](https://expedia.com/Kaupakulua-Bed-And-Breakfast.d11836-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Residences in Kaupakulua ](https://expedia.com/Kaupakulua-Residences.d11836-aaResidences.Travel-Guide-Accommodation) - [Guest Houses in Kaupakulua ](https://expedia.com/Kaupakulua-Guest-Houses.d11836-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Kaupakulua ](https://expedia.com/Kaupakulua-Hostels.d11836-aaHostels.Travel-Guide-Accommodation) - [Farmstay in Kaupakulua ](https://expedia.com/Kaupakulua-Agritourism.d11836-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in Kaupakulua ](https://expedia.com/Kaupakulua-Cabins.d11836-aaCabins.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Kaupakulua? ### What's the top vacation rental that Kaupakulua has to offer? ### What’s there to see and do in Kaupakulua? ### What’s a vacation rental in Kaupakulua like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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