Vacation Rentals & Homes Wailea Hawaii - Cabins, Cottages & Condo Rentals Wailea Hawaii


Find a vacation rental home in Wailea Hawaii for your vacation. Stay at one of our rustic cabins, cozy cottages, or authentic condos in Wailea Hawaii. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our vacation rentals in Wailea Hawaii and plan your vacation today!

Top Picks
Vacation Rentals Wailea, Hawaii
  • Vacation Rentals Big Island, Hawaii (16)
  • Vacation Rentals East, Hawaii (4)
  • Vacation Rentals Kailua-Kona, Hawaii (3)
  • Vacation Rentals Kauai, Hawaii (8)
  • Vacation Rentals Kihei, Hawaii (9)
  • Vacation Rentals Lahaina, Hawaii (5)
  • Vacation Rentals Maui, Hawaii (32)
  • Vacation Rentals Oahu, Hawaii (11)
  • Vacation Rentals South, Hawaii (12)
  • Vacation Rentals West, Hawaii (9)


  • Vacation Rentals Wailea Hawaii. Start Planning Your Vacation Today!
    Page:1 of 1 Sort By:
    Polo Beach 2-4 Bd beachfront-Wailea, Makena, Maui Vacation Rentals Wailea, Hawaii

    Polo Beach 2-4 Bd beachfront-Wailea, Makena, Maui

    Starting At
    US $295
    per Night

    Bedrooms: 4  Sleeps: 10  Bathrooms: 2  
    Vacation Rentals Wailea, Hawaii - Beautiful, luxury accommodation, fully appointed, all amenities....



    Other Listings You May Be Interested In
    Beach House w/Pool, Sleeps 6-10, Newly Remodeled Vacation Rentals Kihei, Maui, HI, Hawaii

    Beach House w/Pool, Sleeps 6-10, Newly Remodeled

    Starting At
    US $375
    per Night

    Bedrooms: 4  Sleeps: 10  Bathrooms: 3  
    Vacation Rentals Kihei, Maui, HI, Hawaii - Private home and pool house with swimming pool and gardens. Will accommodate 6-10. Perfect for couples or families. Views of the Pacific Ocean and Haleakala from extensive decks. Beach access to mil...

    Maui Condo Rental Vacation Rentals Kihei, Maui, HI, Hawaii

    Maui Condo Rental

    Starting At
    US $85
    per Night

    Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
    Vacation Rentals Kihei, Maui, HI, Hawaii - This lovely, a/c one-bedroom condo that sleeps 4 is across the street from the #1 beach, yet it has the BEST RATES in beautiful Kihei! Only a 25-minute drive from the airport - within walking distance...

    Affordable Luxury in Kihei Hawaii Vacation Rentals Kihei, Hawaii

    Affordable Luxury in Kihei Hawaii

    Starting At
    US $90
    per Night

    Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
    Vacation Rentals Kihei, Hawaii - Vacation condo for rent in Maui, Hawaii. Located across the street from the beach. Beautifully furnished. Reasonable rates....

    OCEAN VIEW FROM ALL ROOMS-Top Floor, End Unit Vacation Rentals Kihei, Hawaii

    OCEAN VIEW FROM ALL ROOMS-Top Floor, End Unit

    Starting At
    US $95
    per Night

    Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
    Vacation Rentals Kihei, Hawaii - You won't find better value for an immaculate, deluxe condo with spectacular OCEAN VIEWS ideally located directly across from beautiful Kamaole II beach. Top floor, end unit for extra privacy, breez...

    Maui Sunset Oceanfront: 3-Bedroom 3-Bath Vacation Rentals Kihei, Hawaii

    Maui Sunset Oceanfront: 3-Bedroom 3-Bath

    Starting At
    US $300
    per Night

    Bedrooms: 3  Sleeps: 8  Bathrooms: 3  
    Vacation Rentals Kihei, Hawaii - ALOHA and WELCOME to our Island home!! A beautiful 3-bedroom, 3 bathroom (1600sq. ft.) condo situated on the beach in the lovely Kihei vicinity of Maui, Hawaii. Our Ocean View condo overlooks beautifu...

    Maui Vista 2114: 1 Bd Across from Kam1 w/Pool Vacation Rentals Kihei, Hawaii

    Maui Vista 2114: 1 Bd Across from Kam1 w/Pool

    Starting At
    US $79
    per Night

    Bedrooms: 1  Sleeps: 5  Bathrooms: 1  
    Vacation Rentals Kihei, Hawaii - The Maui Vista Resort is a quality condominium complex centrally located in S.Kihei on Maui's sunny southwest shore. Restaurants, shops, activities even a movie theater are within walking distance; an...

    Koa Resort Luxury Townhome - Heated Pool Vacation Rentals Kihei, Hawaii

    Koa Resort Luxury Townhome - Heated Pool

    Starting At
    US $325
    per Night

    Bedrooms: 4  Sleeps: 10  Bathrooms: 3  
    Vacation Rentals Kihei, Hawaii - Luxury 4 bedrm , 3 bathTownhome . Relax at your own hawaiian resort. Beautifully decorated in island style makes you feel right at home. After a long day of sightseeing, enjoy a drink by the pool whil...

    Kamaole Sands 1 bed / 2 bath Total Remodel Vacation Rentals kihei, Hawaii

    Kamaole Sands 1 bed / 2 bath Total Remodel

    Starting At
    US $135
    per Night

    Bedrooms: 1  Sleeps: 4  Bathrooms: 2  
    Vacation Rentals kihei, Hawaii - Kamaole Sands Beautiful totally remodeled one bedroom two bath inner courtyard condo with partial ocean views....

     7 Bedrm/5Ba Townhome w/Heated Pool & Cent AC Vacation Rentals Kihei, Hawaii

    7 Bedrm/5Ba Townhome w/Heated Pool & Cent AC

    Starting At
    US $475
    per Night

    Bedrooms: 3  Sleeps: 8  Bathrooms: 2  
    Vacation Rentals Kihei, Hawaii - All the comforts of home awaits you at this luxury resort townhome w/huge heated pool & beautiful tropical grounds. hot? we have cent ac to make your stay comfortable...



    Advertise Your Accommodation or Travel Services


    Create A ListingVacation Rentals Wailea, Hawaii Listing
    Add a full-page listing promoting your accommodations, tours or travel services to customers on our network of travel sites. Your listing page can have up to 26 images, unlimited text, interactive map, availability calendar, ecards, photo-gallery and more.
    Rates From US $12 Per Month    » View Details


    More Hawaii Destinations
    Browse Other Listings
    Travel Companies & Advertisers
    Vacation Rentals Wailea, Hawaii


    Free Ideas Travel Newsletter
    Get our free Travel Ideas Newsletter full of great travel deals, destinations and adventures. View past issues

    Your Name:
    Your E-Mail Address


    Disclaimer: Information provided through RealAdventures website, newsletters, emails or other services has been provided directly by the companies and/or individuals owning or offering the products/services. RealAdventures does not guarantee or warranty the accuracy of the information contained herein. It is the sole responsibility of the user to ensure the accuracy and clarity of any posted material and to determine the suitability of any service for their particular needs or requirements. Likewise, it is the responsibility of advertisers to determine the suitability and credit worthiness of potential customers prior to any transaction.