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Vacation rentals

One of Compass’ prime services is managing a portfolio of nearly 200 luxury vacation rentals throughout Hawaii. These properties reflect our high standard of excellence, as we painstakingly make sure we deliver everything you need to have the vacation of your life.

Here’s what you can expect when you book an Compass vacation rental:

  • Exceptional quality
    Every property we manage has been meticulously curated to make sure you have a truly luxurious experience. You’ll find the finest accommodations with everything you need for a seamless holiday. We want your vacation rental to be the perfect home away from home, free from the hassles and mishaps that travelers often have to deal with.
  • Outstanding value
    This website lists the best value and lowest possible rates for a beautiful vacation home in Hawaii. Our rental properties are available in a wide range of prices to meet every budget.
  • Personalized experience
    Our concierge service will take your Hawaiian holiday to the next level of luxury. We can help you plan your itinerary, complete with recommendations on where to visit, how to find guides, and where you can find the best shopping and dining.

    We have a concierge staff in every island that are intimately familiar with the area, including the destinations and activities that can be found in the locale. The staff also provides custom services to make your stay even more memorable, such as arranging for private chefs in your vacation home and stocking groceries before your arrival.

Our properties

Our vacation rental portfolio encompasses a wide range of luxury homes. These include beachside estates with as many as 6 bedrooms and amenities like swimming pools, Jacuzzis, and expansive terraces designed to capture Hawaii’s famous outdoor-indoor lifestyle.

Our portfolio also includes exclusive villas and condos that come in a wide range of prices and sizes. You’ll find 2-bedroom properties in beachfront highrises, as well as sprawling 6-bedroom villas that can accommodate as many as 14 guests. Every single one of these properties boasts the finest finishes and appointments, as well as private and community amenities like swimming pools, spas, grill areas, and more.

Our locations

We manage vacation rentals throughout Oahu, Maui, Kauai, and the Big Island. Our rentals also include gorgeous properties in some of the most prestigious resorts in Hawaii, giving you the best access to the islands’ premier beaches and vacation destinations. These resorts include:

  • Wailea Beach Villas (Maui)
  • Hualalai (Big Island)
  • Montage at Kapalua Bay (Maui)
  • Ko Olina Beach Villas (Oahu)
  • Park Lane (Oahu)
  • Andaz Maui at Wailea Resort (Maui)

Choose from our wide selection of:

  • Ocean view homes
  • Resort properties
  • Air-conditioned properties
  • Beachside homes

Whether you’re looking for Portlock luxury estates, Wailea vacation rentals, or Lahaina house rentals, Compass has you covered. Browse our website and check out our properties. If you’re ready to take the next step or need more information, give us a call at 808-214-0302 or send an email to