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Tonight Tonight 19 Jun - 20 Jun
This weekend This weekend 22 Jun - 24 Jun
Next weekend Next weekend 29 Jun - 1 Jul

Featured Wailea Romantic Hotels

See all 250 hotels in Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei
    4.5 out of 5.0
     
     
    4.7 out of 5 (1,313 reviews)
    Fantastic experienceBeautiful resort with impeccable customer service you expect from Fairmont. Rent a car on site from Avis. Sit at the swim bar in the pool and have drinks or appetizers. We were so sad when we checked out to go to Oahu for a few days. Fairmont made us not want to ever leave.
    11 Jun 2018
    Hotel Wailea, Relais & Chateaux- Adults Only

    Hotel Wailea, Relais & Chateaux- Adults Only

    555 Kaukahi Street, Kihei
      5.0 out of 5.0
       
       
      4.5 out of 5 (684 reviews)
      Beautiful hotel amongst the tropical gardens The staff took care of all our needs and more.. food local and tropical gardens and waterfall , birds happy and varied types..
      22 May 2018
      Four Seasons Resort Maui at Wailea

      Four Seasons Resort Maui at Wailea

      3900 Wailea Alanui Drive, Kihei
        5.0 out of 5.0
         
         
        4.8 out of 5 (873 reviews)
        Five star customer service Every single staff member we encounterd was genuinely helpful and friendly. Really felt like they were there to make sure your stay was perfect. The property is gorgeous and meticulously maintained. Special thanks to Mathieu Rapp for the room upgrade. We've stayed at many other beautiful properties ...
        27 Apr 2018
        Ocean View Private Romantic Cottage Above Wailea

        Ocean View Private Romantic Cottage Above Wailea

        , Kihei
           
           
          5.0 out of 5 (31 reviews)
          Cottage with viewsOwner has thought of every convenience in this cottage. Well furnished with everything you will need. Great views from the deck-up high so lots of steps. Very modern and well done.
          13 Dec 2017
          Grand Wailea, A Waldorf Astoria Resort

          Grand Wailea, A Waldorf Astoria Resort

          3850 Wailea Alanui Drive, Kihei
            4.5 out of 5.0
             
             
            4.4 out of 5 (1,349 reviews)
            dated hotelGreat grounds magical at night yet dated hotel adult pool was anything but adult and all close chairs were extra cost and sat empty. Friendly pool staff but unattentive to us and we paid $$ for cabana Napua tower at night had adult chocolate night but again overrun by kids and no staff to oversee ...
            17 Jun 2018
            Wailea Beach Resort - Marriott, Maui

            Wailea Beach Resort - Marriott, Maui

            3700 Wailea Alanui Dr, Kihei
              4.5 out of 5.0
               
               
              4.6 out of 5 (155 reviews)
              Nice HotelEnjoyed staying at this hotel. It’s in a great location in Wailea that is close to the beach and great snorkeling spot off the shore and grand shops. Felt the room was updated and modern and super clean. I also enjoyed using the fitness center which was almost like smaller full scale gym. Will definitely ...
              28 May 2018
              Amazing Oceanview! Wailea Ekolu 1br/2ba - Walk to Golf!

              Amazing Oceanview! Wailea Ekolu 1br/2ba - Walk to Golf!

              , Kihei
                 
                 
                4.7 out of 5 (20 reviews)
                Nicely decorated condoEkolu 107 is a great place to stay. The condo has been tastefully decorated in Hawaiian bark clothe and quilts. The newly redone kitchen has beautiful and plentiful cabinets------nice dishes, pots and pans, and small appliances------everything works! The king size bed is very comfortable. The trundle ...
                16 Mar 2018
                Ekolu 307 - Stunning Ocean View - Clean and Fully Updated 2 Bedroom/2 Bath

                Ekolu 307 - Stunning Ocean View - Clean and Fully Updated 2 Bedroom/2 Bath

                , Kihei
                   
                   
                  5.0 out of 5 (2 reviews)
                  Perfect location, quiet very comfortableWe were totally impressed the first minute we walked in the door. Very comfortable well equiped condo. The beach toys,boogie boards and chairs were very handy on those long days at the beach which were everywhere.The view was fantastic off the lanai.This was a very relaxing place to stay to make ...
                  19 Feb 2018
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                  Recently booked Wailea hotels

                  Palms at Wailea Maui by Outrigger
                  3.5 out of 5.0
                  Last booking: 13 minutes ago
                  Wailea Beach Resort - Marriott, Maui
                  4.5 out of 5.0
                  Last booking: 2 hours ago
                  Residence Inn by Marriott Maui Wailea
                  3.0 out of 5.0
                  Last booking: 5 hours ago
                  Grand Wailea, A Waldorf Astoria Resort
                  4.5 out of 5.0
                  Last booking: 19 hours ago
                  Hotel Wailea, Relais & Chateaux- Adults Only
                  5.0 out of 5.0
                  Last booking: 23 hours ago
                  Four Seasons Resort Maui at Wailea
                  5.0 out of 5.0
                  Last booking: 26 hours ago
                  Wailea Ekolu Village, A Destination Residence
                  3.5 out of 5.0
                  Last booking: 45 hours ago

                  Pocket Guide: Romantic Hotels in Wailea

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