Title: Book the Best ROMANTIC Hotels in Kaupulehu, Kailua-Kona from CA $331 - Kaupulehu Romantic Getaways | Expedia.ca [Kaupulehu Travel Guide](https://expedia.ca/Kailua-Kona-Kaupulehu.dx11861)[Vacation Rentals in Kailua-Kona](https://expedia.ca/Kailua-Kona-Vacation-Rentals.d1879.Travel-Guide-VacationRentals)[Flights to Kailua-Kona](https://expedia.ca/Cheap-Flights-To-Kailua-Kona.d1879.Travel-Guide-Flights)[Things to do in Kailua-Kona](https://expedia.ca/Things-To-Do-In-Kailua-Kona.d1879.Travel-Guide-Activities)[Kaupulehu Car Rentals](https://expedia.ca/Car-Rentals-In-Kaupulehu.d11861.Car-Rental-Guide)[Kaupulehu Vacations](https://expedia.ca/Kaupulehu.d11861.Destination-Travel-Guides) ![Kua Bay showing a sandy beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37633-Kua-Bay.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Kaupulehu, Kailua-Kona from CA $331 ![](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 Kaupulehu Romantic Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Kaupulehu Romantic Hotels ![3 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/89000000/88090000/88080800/88080791/w11358h8452x0y0-03dc7c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front Legacy King Hale | Bathroom](https://images.trvl-media.com/lodging/89000000/88090000/88080800/88080791/5690ebe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front Four Bedroom Maheawalu Kauhale](https://images.trvl-media.com/lodging/89000000/88090000/88080800/88080791/0006101a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front Accessible Two Bedroom Kumukea Kauhale | View from room](https://images.trvl-media.com/lodging/89000000/88090000/88080800/88080791/w4000h2984x0y0-723d1d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Village, A Rosewood Resort Kaupulehu 9.6/10 Exceptional (66) "Such an amazing place to stay with amazing staff! " CA $1,511 CA $1,906 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Kailua-Kona-Hotels-Kona-Village.h88080791.Hotel-Information) ![4 bars/lounges, 2 poolside bars, swim-up bar](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/8495773d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/fdc23632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/305484b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/4fc62549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Hualalai Kaupulehu 9.6/10 Exceptional (472) "Spa" CA $1,685 CA $1,999 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Kailua-Kona-Hotels-Four-Seasons-Resort-Hualalai.h42054.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/df9877d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/906f747a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/bde36c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach massages](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/c3f8d7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Kona Resort Historic Kailua Village 8.2/10 Very good (2701) "Great stay, close to town. Have stayed more than once and would not hesitate to book again. " CA $273 CA $364 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Kailua-Kona-Hotels-Royal-Kona-Resort.h25276.Hotel-Information) ![3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/29000000/28770000/28763200/28763131/e36b07c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/29000000/28770000/28763200/28763131/329d1ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/29000000/28770000/28763200/28763131/15ae0f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, lunch, dinner served; Hawaiian cuisine](https://images.trvl-media.com/lodging/29000000/28770000/28763200/28763131/ff4305ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Grand Vacations Club Ocean Tower Waikoloa Village Waikoloa 7.6/10 Good (1023) "Our stay was very pleasant." CA $246 CA $357 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Waikoloa-Hotels-Ocean-Tower-By-Hilton-Grand-Vacations.h28763131.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/9a353a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/8cbb3272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/c7314f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/e0f8be5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott King Kamehameha's Kona Beach Hotel Historic Kailua Village 8.4/10 Very good (1012) "Great hotel and very clean! " CA $351 CA $445 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kailua-Kona-Hotels-Courtyard-By-Marriott-King-Kamehamehas-Kona-Beach-Hotel.h21741.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19700/19640/2932bca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/19700/19640/ff01656e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools](https://images.trvl-media.com/lodging/1000000/20000/19700/19640/67cc7939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palace One Bedroom Suite, 1 King Bed, Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/20000/19700/19640/0bba07c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Waikoloa Village Waikoloa 8.4/10 Very good (1056) "Great spot for families. Friendly staff and good sized room. " CA $317 CA $453 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Waikoloa-Hotels-Hilton-Waikoloa-Village.h19640.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220223/cf395bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220223/8425a3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, body treatments](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220223/bd798150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, desk, soundproofing](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220223/ca92c6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Orchid Gold Experience Kamuela 9.6/10 Exceptional (70) "Outstanding property. " CA $1,221 CA $1,519 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Kamuela-Hotels-Fairmont-Orchid-Gold-Experience.h37220223.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/48000000/47010000/47008300/47008224/fb81e5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/48000000/47010000/47008300/47008224/a9bbe266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/48000000/47010000/47008300/47008224/6469bed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/48000000/47010000/47008300/47008224/16703f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom Kona Coffee Farm with Ocean Views in Holualoa Holualoa 10/10 Exceptional (92) "Fantastic accommodation and amazing hosts...so friendly and responsive to every question we had. Would absolutely love to stay here again next time we are on the big island...thank you for providing such a comfortable and unique place to call home for a few nights! (Oh, and the coffee was delicious too!)" CA $122 CA $331 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Holualoa-Hotels-Vrbo-Property.h47008224.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18765300/18765269/18ce58ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/19000000/18770000/18765300/18765269/c5a8fc49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18765300/18765269/54bce2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/19000000/18770000/18765300/18765269/76487b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch. Kalaoa 8.8/10 Excellent (25) "We appreciated the close proximity to the Kona Airport and the autonomy of our private suite. " CA $132 CA $349 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Kailua-Kona-Hotels-Beautiful.h18765269.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/50000000/49180000/49176000/49175916/7ea86a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Surfing/boogie boarding](https://images.trvl-media.com/lodging/50000000/49180000/49176000/49175916/dc2fd103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite (Huakai, Newly Renovated)](https://images.trvl-media.com/lodging/50000000/49180000/49176000/49175916/e1782cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/50000000/49180000/49176000/49175916/bb7f122a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OUTRIGGER Kona Resort and Spa Keauhou 8.6/10 Excellent (1003) "Staff was extremely pleasant, courteous, and accomodating. . " CA $335 CA $453 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Kailua-Kona-Hotels-Outrigger-Kona-Resort-And-Spa.h49175916.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=2025-10-30&endDate=2025-10-31®ionId=11861&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Kaupulehu Hotel Reviews ![Paniolo Greens At Waikoloa](//images.trvl-media.com/lodging/1000000/600000/599500/599417/d6e07a43_y.jpg) ### Paniolo Greens At Waikoloa 10/10 Excellent "Overall, good place." [](https://expedia.ca/Waikoloa-Hotels-Paniolo-Greens-At-Waikoloa.h599417.Hotel-Information) ![Mauna Lani, Auberge Collection](//images.trvl-media.com/lodging/1000000/430000/426200/426160/a7d0f58b_y.jpg) ### Mauna Lani, Auberge Collection 10/10 Excellent "Amazing property, wonderful staff, very much enjoyed " [](https://expedia.ca/Kamuela-Hotels-Mauna-Lani.h426160.Hotel-Information) ![Fairmont Orchid](//images.trvl-media.com/lodging/1000000/30000/25200/25190/9c1c532e_y.jpg) ### Fairmont Orchid 10/10 Excellent "What a beautiful property ! The staff is very friendly and accommodating. The rooms are clean and spacious. We loved getting our own water bottles. The pools are great and the beach access is so much fun . I would love to stay at the Fairmont orchid again! PS you need to try the sticky buns at the cafe " [](https://expedia.ca/Kamuela-Hotels-Fairmont-Orchid.h25190.Hotel-Information) ![Hilton Grand Vacations Club Kings’ Land Waikoloa](//images.trvl-media.com/lodging/3000000/2310000/2303800/2303745/9ac9e94c_y.jpg) ### Hilton Grand Vacations Club Kings’ Land Waikoloa 10/10 Excellent "This was our 4th visit to Kings Land. We love the swimming pools, the apartments are wonderful and are equipped with everything you need. We prefer this to staying in the hotel. Love it" [](https://expedia.ca/Waikoloa-Hotels-Kings-Land-By-Hilton-Grand-Vacations.h2303745.Hotel-Information) ![Four Seasons Resort Hualalai](//images.trvl-media.com/lodging/1000000/50000/42100/42054/8495773d_y.jpg) ### Four Seasons Resort Hualalai 10/10 Excellent "Na" [](https://expedia.ca/Kailua-Kona-Hotels-Four-Seasons-Resort-Hualalai.h42054.Hotel-Information) ![Courtyard by Marriott King Kamehameha's Kona Beach Hotel](//images.trvl-media.com/lodging/1000000/30000/21800/21741/9a353a58_y.jpg) ### Courtyard by Marriott King Kamehameha's Kona Beach Hotel 10/10 Excellent "Very nice stay, even considering there was a massive event going. The staff is incredibly friendly, there’s a bunch of shops/amenities inside the place, getting in and out from town was easy. It’s not the most incredible resort beach, but for the price it’s fine. Easily travel to other beaches nearby. Only negative I have was the aircon didn’t work one night, but was quickly resolved. Would come back " [](https://expedia.ca/Kailua-Kona-Hotels-Courtyard-By-Marriott-King-Kamehamehas-Kona-Beach-Hotel.h21741.Hotel-Information) ![Kona Coast Resort](//images.trvl-media.com/lodging/1000000/590000/581000/580914/4a5459ba_y.jpg) ### Kona Coast Resort 10/10 Excellent "Parking can be a hassle on some nights if you get back late but otherwise we love this place. We’ve stayed many times and will be back again. " [](https://expedia.ca/Kailua-Kona-Hotels-Kona-Coast-Resort.h580914.Hotel-Information) ![Royal Kona Resort](//images.trvl-media.com/lodging/1000000/30000/25300/25276/df9877d2_y.jpg) ### Royal Kona Resort 10/10 Excellent "." [](https://expedia.ca/Kailua-Kona-Hotels-Royal-Kona-Resort.h25276.Hotel-Information) ![Hilton Waikoloa Village](//images.trvl-media.com/lodging/1000000/20000/19700/19640/2932bca5_y.jpg) ### Hilton Waikoloa Village 10/10 Excellent "Spectacular resort with super friendly staff. Loved everything! Will be back again and again!" [](https://expedia.ca/Waikoloa-Hotels-Hilton-Waikoloa-Village.h19640.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Kaupulehu? > If you and your partner need a romantic vacation, we've got just the thing. Our guests also enjoy Kaupulehu for its beaches and island views. If you'd like to explore some of the area's notable sights, you might make a stop by Four Seasons Resort Hualalai Golf Course, Kua Bay, or Kikaua Point Beach Park. If you're interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Kaupulehu? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Kaupulehu: The hottest months are usually August and September with an average temp of 75°F, while the coldest months are January and February with an average of 70°F. The rainiest months in Kaupulehu are August, June, July, and May, with each month seeing an average of 11 inches of rainfall. ### What is there to do in Kaupulehu? > There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Kaupulehu has to offer. Couples looking to see some of the area's natural features will enjoy Kaupulehu for its beaches and island views. You might think about stopping by Four Seasons Resort Hualalai Golf Course, Kua Bay, or Kikaua Point Beach Park while you're seeing the sights. ### What's the best way to get to Kaupulehu and around town during my romantic getaway? > These transportation options in Kaupulehu might help your romantic getaway go off without a hitch: Make your way to Kaupulehu with a flight to Kona Intl. Airport (KOA), which is the closest major airport located 6.5 mi (10.4 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Business Hotels in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Business-Hotel.0-0-d213-tBusinessHotel.Hotel-Filter-Destinations) - [Hotels & Resorts for Couples in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Couples-Resorts-Hotels.0-0-d213-tCouplesResortsHotels.Hotel-Filter-Destinations) - [Green Hotels in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Green-Sustainable.0-0-d213-tGreenSustainable.Hotel-Filter-Destinations) - [Historic Hotels in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Historic-Hotel.0-0-d213-tHistoricHotel.Hotel-Filter-Destinations) - [Hotels with Early Check-in in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Hotel-With-Early-Check-In.0-0-d213-thotelwithearlycheckin.Hotel-Filter-Destinations) - [Hotels with a Pool in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Hotel-With-Pool.0-0-d213-tHotelwithPool.Hotel-Filter-Destinations) - 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