Title: Book the Best Hotels with POOL in Kalaupapa in 2025 | Expedia.ca [Kalaupapa Travel Guide](https://expedia.ca/Kalaupapa.dx2163)[Hotels in Kalaupapa](https://expedia.ca/Kalaupapa-Hotels.d2163.Travel-Guide-Hotels)[Vacation Rentals in Kalaupapa](https://expedia.ca/Kalaupapa-Vacation-Rentals.d2163.Travel-Guide-VacationRentals)[Flights to Kalaupapa](https://expedia.ca/Cheap-Flights-To-Kalaupapa.d2163.Travel-Guide-Flights)[Kalaupapa Car Rentals](https://expedia.ca/Car-Rentals-In-Kalaupapa.d2163.Car-Rental-Guide)[Kalaupapa Vacation Packages](https://expedia.ca/Kalaupapa.d2163.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/eca5708504556b7ab3cfff35985a8e13.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lisa A Schmidt # Find Hotels with a Pool in Kalaupapa, HI from CA $276 ![](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 availability on Kalaupapa Hotels with a Pool Tonight [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2025-10-27&endDate=2025-10-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kalaupapa Hotels with a Pool ![Aerial view](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/ef7b2684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/8ca8de13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/e8978fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/8acb54e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuleana Club - 504 Lahaina CA $169 CA $489 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Kahana-Hotels-Kuleana-Club-504.h119653908.Hotel-Information) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/60365101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Garden View | Garden view](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/cd4c5baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/a901f03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Garden View](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/24289f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Napili Village Hotel Lahaina 9.0/10 Wonderful (121) "check in process was super easy. friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $234 CA $276 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kapalua-Hotels-Napili-Village-Hotel.h103028003.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37910000/37903000/37902969/25001e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37910000/37903000/37902969/4252ec1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37903000/37902969/25605b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37903000/37902969/53bdf267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 160 Ten Star Reviews out of 160, AMAZING, Maui Magic, A206 with AC, BEACHFRONT Lahaina 10/10 Exceptional (160) "Condo has beautiful view and great location! Owner was very easy to work with. We will definitely be booking again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin P. CA $188 CA $573 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lahaina-Hotels-MAUI-MAGIC-BEACHFRONT-Studio-A-206-Napili-Shores-New-AC.h37902969.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33500000/33494100/33494032/abb1d5f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33494100/33494032/84327cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33494100/33494032/d8704d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33494100/33494032/5bf7d470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Papakea RESORT! - RENOVATED unit, GROUND FLOOR & steps to BEACH, POOL & BBQ Lahaina 10/10 Exceptional (129) "Wonderful place to stay and enjoy the area amenities. Would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven H. CA $137 CA $676 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kaanapali-Hotels-Papakea-RESORT-RENOVATED-Unit.h33494032.Hotel-Information) ![Villa, 2 Bedrooms, Oceanfront (Bay 25G2 Gold 2.5 Bath) | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/db3c4dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom, Oceanfront (Bay 26G2 Gold ,1Bath) | Private kitchen](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/cdef340e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath)](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/84e6455b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Oceanfront (Bay 19B2 Gold 2.5 bath) | In-room dining](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/2afbcc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Villas Maui Lahaina 8.8/10 Excellent (956) "Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arturo CA $313 CA $1,111 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Lahaina-Hotels-Kapalua-Villas-Maui.h22419.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/35e92872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/25dd6142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/96e0cc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/00614062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront 1BR Kuleana Resort | Pool, A/C, Lanai Views, Walk to Beach Lahaina 9.2/10 Wonderful (52) "It was a nice condo, had a little beach with turtles on it every day, good location and came with everything that was needed, we enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea C. CA $136 CA $1,058 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lahaina-Hotels-OCEANFRONT-Views-Close-To-Everything-For-A-Tropical-Vacation-KULEANA-208.h21633185.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/68000000/67450000/67442200/67442167/a5d22fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67450000/67442200/67442167/f9d914a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67450000/67442200/67442167/8aaf990b.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/68000000/67450000/67442200/67442167/695f164f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309 Lahaina 8.8/10 Excellent (40) "Perfect for 2 people!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim F. CA $161 CA $1,093 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lahaina-Hotels-Direct-Oceanfront-With-Incredible-Molokai-View-Royal-Kahana-309.h67442167.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/04b6a091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/541d961d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/a5d299ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/884834d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742 Lahaina 8.8/10 Excellent (105) "Love the swimming pools and convenient access to beach " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Korri CA $134 CA $1,038 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kaanapali-Hotels-Oceanview-CornerStudio-Condo-At-Kaanapali-Shores-Resort-Unit-742.h20142444.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/87969da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/2e095c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/8f3142c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Ka'anapali Beach Maui Kaanapali 9.0/10 Wonderful (1008) "Clean room, staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea Simg CA $332 CA $441 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/e69b613b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, snorkeling](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/4312f765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/d3a6a1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Kaanapali Shores Lahaina 8.6/10 Excellent (3819) "Great place to stay, great pools, beach access, and awesome food at the Beach restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $335 CA $436 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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=2025-11-09&endDate=2025-11-10®ionId=2163&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Kalaupapa Hotel Reviews ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "We had booked a 1 bedroom unit with kitchen and living room. When we got to our room it was a 2 bedroom unit with 2 bathrooms and a great ocean view. It was our 45th Anniversary and upon check in we received a box of chocolate covered macadamia nuts and a bottle of chardonnay!" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![Hilton Vacation Club Ka'anapali Beach Maui](//images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Clean room and very helpful staff " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Napili Shores Maui by OUTRIGGER](//images.trvl-media.com/lodging/1000000/30000/27100/27045/222e71f4_y.jpg) ### Napili Shores Maui by OUTRIGGER 10/10 Excellent "Great property very peaceful and a perfect retreat after a long day of adventures! Will definitely be back as the area is amazing the beach is beautiful and food is ok. " [](https://expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.Hotel-Information) ![Aston at Papakea Resort](//images.trvl-media.com/lodging/1000000/70000/62200/62187/ad188258_y.jpg) ### Aston at Papakea Resort 10/10 Excellent "This property was perfect for a clean and comfortable place to sleep, shower, and enjoy the beach and the pools. We would absolutely stay again! " [](https://expedia.ca/Kaanapali-Hotels-Aston-At-Papakea-Resort.h62187.Hotel-Information) ![Kapalua Villas Maui](//images.trvl-media.com/lodging/1000000/30000/22500/22419/84e6455b_y.jpg) ### Kapalua Villas Maui 10/10 Excellent "I had an ocean view villa and the view was stunning! I loved the fact that everything was so close. The washer and dryer in the villa was a plus. The villa was very clean and close to the rest of my family that was staying in a bay villa across the street (a 3 minute drive)." [](https://expedia.ca/Lahaina-Hotels-Kapalua-Villas-Maui.h22419.Hotel-Information) ![Royal Kahana Maui by OUTRIGGER](//images.trvl-media.com/lodging/1000000/10000/5800/5791/5e00f1e1_y.jpg) ### Royal Kahana Maui by OUTRIGGER 10/10 Excellent "The housewares on site were just what we needed; everything from wine glasses to baking trays. The unit was beautifully decorated. The table on the lanai was the perfect amenity for sunrise coffee & cakes. " [](https://expedia.ca/Lahaina-Hotels-Royal-Kahana-Maui-By-Outrigger.h5791.Hotel-Information) ![Kahana Falls Maui by VRI Americas](//images.trvl-media.com/lodging/2000000/1800000/1797300/1797282/cc5dd277_y.jpg) ### Kahana Falls Maui by VRI Americas 10/10 Excellent "Property was nice and clean" [](https://expedia.ca/Lahaina-Hotels-Kahana-Falls-Maui.h1797282.Hotel-Information) ![The Mauian - Boutique Beach Studios on Napili Bay](//images.trvl-media.com/lodging/1000000/180000/171200/171120/0e55439d_y.jpg) ### The Mauian - Boutique Beach Studios on Napili Bay 10/10 Excellent "Beautiful location with sandy beach and great snorkeling. Staff was helpful and professional. " [](https://expedia.ca/Lahaina-Hotels-The-Mauian-Boutique-Beach-Studios-On-Napili-Bay.h171120.Hotel-Information) ![Kahana Beach Vacation Club](//images.trvl-media.com/lodging/1000000/20000/13100/13039/4a7e4f4e_y.jpg) ### Kahana Beach Vacation Club 10/10 Excellent "We had a studio, and our view was spectacular, it was quite and everyone was respectful." [](https://expedia.ca/Kahana-Hotels-Kahana-Beach-Vacation-Club.h13039.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Kalaupapa? > [Hilton Vacation Club Ka'anapali Beach Maui](https://www.expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information): Hotel located near Kaanapali Beach. Features a children's pool, an outdoor pool, and a snack bar/deli. [Aston Kaanapali Shores](https://www.expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information): Aparthotel located near Kaanapali Beach. Offers a full-service spa, 2 outdoor pools, and 2 hot tubs. [The Ritz-Carlton Maui, Kapalua](https://www.expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information): Resort located near Napili Bay. Provides 3 outdoor pools, a children's pool, and 6 restaurants. [Napili Shores Maui by OUTRIGGER](https://www.expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.Hotel-Information): Aparthotel, 4-minute walk from Napili Bay. Features 2 restaurants, 2 outdoor pools, and free self parking. [Kahana Falls Maui by VRI Americas](https://www.expedia.ca/Lahaina-Hotels-Kahana-Falls-Maui.h1797282.Hotel-Information): Aparthotel located near Napili Bay. Offers a children's pool, an outdoor pool, and free self parking. ### What is there to see and do in Kalaupapa? > The picturesque setting of Kalaupapa National Historical Park and Moloka'i Beaches showcase the area's natural beauty. Discover sights such as St. Philomena Church, Molokaʻi Museum & Cultural Center, and Kapuaiwa Coconut Grove during your stay. ### When is the best time to book a hotel with a pool in Kalaupapa? > Taking into account the local weather in Kalaupapa can help you maximize your time at the pool during your trip. The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 74°F. 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