Title: Book the Best ROMANTIC Hotels in Wailea, Kihei from CA $581 - Wailea Romantic Getaways | Expedia.ca [Wailea Travel Guide](https://expedia.ca/Kihei-Wailea.dx7739)[Vacation Rentals in Kihei](https://expedia.ca/Kihei-Vacation-Rentals.d9304.Travel-Guide-VacationRentals)[Flights to Kihei](https://expedia.ca/Cheap-Flights-To-Kihei.d9304.Travel-Guide-Flights)[Things to do in Kihei](https://expedia.ca/Things-To-Do-In-Kihei.d9304.Travel-Guide-Activities)[Wailea Car Rentals](https://expedia.ca/Car-Rentals-In-Wailea.d7739.Car-Rental-Guide)[Wailea Vacations](https://expedia.ca/Wailea.d7739.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37443-Molokini.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Wailea, Kihei from CA $581 ![](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 Wailea Romantic Hotels Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Wailea Romantic Hotels ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/6de86580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/e8fce229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/dc8d403b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Maui Wailea Wailea 9.2/10 Wonderful (974) "We had a great stay in Wailea. We were close enough to the beaches without having the chaos of so many tourists. Room was clean, breakfast was a great bonus and staff was friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey CA $556 CA $656 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ground Floor (Sundeck)](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/78cfcb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Balcony, Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b9ee0223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/de94058d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Beach Resort - Marriott, Maui Wailea 9.2/10 Wonderful (1001) "The room was always clean and the infinity pool was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joao Miguel Carrapa Nunes CA $770 CA $1,002 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![9 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/813399da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3837h2557x3y3-5ebfbeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/8788f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea 8.8/10 Excellent (1013) "Wonderful accommodations!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $805 CA $1,040 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Club Ocean Front One Bedroom Suite](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/0069cac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/a0a6da1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/f9c45622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Maui at Wailea Wailea 9.6/10 Exceptional (1000) "Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohammad CA $1,039 CA $1,226 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/7fac11ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, free minibar items](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/4cd9130c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, 2 poolside bars](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/a723f933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Andaz Maui at Wailea Resort - a concept by Hyatt Wailea 9.2/10 Wonderful (1001) "Amazing location and service. Very beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Andrew CA $1,065 CA $1,339 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/b17d91a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 1 Bedroom, Kilohana Corner Suite, (1 King Bed) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/04bfdd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/2d5cd1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui Wailea 9.4/10 Exceptional (1020) "Amazing hotel I would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ERIKA CA $1,113 CA $1,395 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d4acdf82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/887fcb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Regional cuisine](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/65eee840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea 9.4/10 Exceptional (1002) "Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $1,316 CA $1,635 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/44a6571a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/7c7cd70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/03495293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/c49a8a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ekahi Ocean View Escape and close to beach (21F) Wailea 9.8/10 Exceptional (62) "Great place for a beach vacation! All the supplies you need for the beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chelsey N. CA $339 CA $1,287 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kihei-Hotels-Beautifully-Remodeled-Ocean-View-Wailea-Condo-Walking-Distance-To-Beach.h34139027.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/71000000/70120000/70115900/70115894/b99e69b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/71000000/70120000/70115900/70115894/65cf324f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70120000/70115900/70115894/e0b1dfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70120000/70115900/70115894/8e926f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool. Wailea 10/10 Exceptional (82) "We had a great stay at this location! Lots of space and amenities. We will definitely be back! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tyler C. [](https://www.expedia.ca/Kihei-Hotels-NEW-Everything-Complete-Remodel-2021-AC-And-Pool.h70115894.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/275bbf32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/w800h599x0y1-e650b11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/f26bfa2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/93bd5057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic 1 BR Condo with King Tempurpedic Wailea 9.6/10 Exceptional (54) "Very nice private place...loved the hot tub" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jason s. CA $265 CA $581 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Kihei-Hotels-Romantic-1-BR-Condo-With-King-Tempurpedic.h50882969.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=2025-11-12&endDate=2025-11-13®ionId=7739&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Wailea | Less expensive | More expensive | Next month | | --- | --- | --- | | April | August | CA $505 | | Month | Price | | --- | --- | | January | CA $788 | | February | CA $665 | | March | CA $670 | | April | CA $455 | | May | CA $540 | | June | CA $521 | | July | CA $500 | | August | CA $1,217 | | September | CA $885 | | October | CA $630 | | November | CA $505 | | December | CA $581 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Wailea Hotel Reviews ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Amazing. Our favourite hot on the planet! " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Four Seasons Resort Maui at Wailea](//images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193_y.jpg) ### Four Seasons Resort Maui at Wailea 10/10 Excellent "Offered turn down service; the staff went above any beyond to ensure that we were comfortable. " [](https://expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![Wailea Ekahi - CoralTree Residence Collection](//images.trvl-media.com/lodging/1000000/30000/23000/22985/ce9af379_y.jpg) ### Wailea Ekahi - CoralTree Residence Collection 10/10 Excellent "Stayed here for our honeymoon. Absolutely loved everything about it!" [](https://expedia.ca/Kihei-Hotels-Wailea-Ekahi-Village.h22985.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](//images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "Exceptional beach front experience. The staff was " [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](//images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "Great way to keep kids burning calories, and fun to relax as well. The fog generator in the cavern by the bar is amazing, but wish slides were all open and more unique fog was available. " [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Wailea Grand Champions - CoralTree Residence Collection](//images.trvl-media.com/lodging/2000000/1210000/1202300/1202208/2ced1177_y.jpg) ### Wailea Grand Champions - CoralTree Residence Collection 10/10 Excellent "Clean room and nice decoration. Close to tennis club" [](https://expedia.ca/Kihei-Hotels-Wailea-Grand-Champions-Villas.h1202208.Hotel-Information) ![Residence Inn by Marriott Maui Wailea](//images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e_y.jpg) ### Residence Inn by Marriott Maui Wailea 10/10 Excellent "Yay" [](https://expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![Andaz Maui at Wailea Resort - a concept by Hyatt](//images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d_y.jpg) ### Andaz Maui at Wailea Resort - a concept by Hyatt 10/10 Excellent "This place is not for the average traveller. Plan on a large budget. The breakfast buffet for two with one mimosa each ran roughly $160 after tip. Dinner for two was a little over $400, after tip. The Luao for two was around $850. It was our 10-year anniversary, and I was well prepared and fully expected the expense. To me, it was worth it, and I would definitely come back again. Andaz has a very nice selection of swimming pools; there's even one just for grown-ups. The staff was always helpful, and a cocktail was always nearby. There's also plenty to keep you busy around the hotel. We did a snorkel tour and a dinner cruise. Both were incredible." [](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Hotel Wailea, Relais & Chateaux - Adults Only](//images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg) ### Hotel Wailea, Relais & Chateaux - Adults Only 10/10 Excellent "This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!" [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Wailea? > Are you and your partner in need of a romantic vacation? Couples choose Wailea for its beautiful beaches and breathtaking sunsets. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Ulua Beach Park, Ahihi-Kinau Natural Area Reserve, or Ahihi Kinau Natural Area Reserve. Whether you want to sip a glass of champagne or watch the sunset from your balcony, you'll be sure to find your ideal accommodation in Wailea to make for the perfect couples' getaway. ### What's the best place to stay for a romantic getaway to Wailea? > [Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms](https://www.expedia.ca/Kihei-Hotels-Wailea-Custom-Home.h29741751.Hotel-Information) is a favorite resort for couples, and features private pools and free WiFi. ### What is there to do in Wailea? > There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Wailea has to offer. Couples looking for a little of everything will enjoy Wailea for its snorkeling, golfing, and beaches. Wailea Beach, Shops at Wailea, and Ulua Beach are worth a stop when you're out and about. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in South Maui](https://www.expedia.ca/3Star-South-Maui-Hotels.s30-0-d553248635975748717.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Halama Street](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Cheap-Hotels.0-n553248635976471922-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Halama Street](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Oceanfront-Hotels.0-n553248635976471922-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Halama Street](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Spa-Hotel.0-n553248635976471922-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Kaanapali](https://www.expedia.ca/Kaanapali-Hotels-Couples-Resorts-Hotels.0-0-d800065-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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