Maalaea Vacation Rentals

Maalaea is a resort community located at Maalaea Harbor on Maui's south shore. Here you will find over 100 vacation rentals and condos, most of them affordable or moderately priced. Maalaea has convenient access to both the island's south shore and west shore, so if you plan to drive around a lot and would like easy access to both areas, Maalaea is your perfect vacation destination. A popular attraction here is the Maui Ocean Center, where you can learn about Hawaii's marine life. If you like snorkeling or diving, take a boat tour from Maalaea Harbor to Molokini Island, named one of the top ten dive spots in the world. Find your prefect Maalaea vacation rental below.

Browse Maalaea Vacation Rentals by condo/hotel name:

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  • BEAUTIFUL OCEANFRONT CONDO* EXCELLENT VIEW* PERFECT LOCATION & A/C

    Dream your most desired vacation. Then come to magical Maui, one of the world’s most elite vacation destinations. How better to experience our island than by renting from an owner who has combined her own personal getaway with the conveniences...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Maalaea
    5 night min stay107  reviews
    from $225 per night
      Book Now
  • Maui Remodel Prime Ocean Front View Split System A/C King Bed Washer/Dryer*Milow

    Enjoy breathtaking ocean views from this 4th/top floor unit. One of the largest lanais at the complex! The bedroom has a new comfy king bed, beautifully remodeled tiled walk-in shower, 40" Roku smart TV and a split system a/c unit to keep you ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Maalaea
    1 night min stay23  reviews
    from $343 per night
      Book Now
  • Great Listing/Price/AC in the bedroom!

    New....New....New.......everything new here. All new furniture, new bedding, new linens.....new owners! This is the place for you....direct oceanfront....with the surf, turtles and whales right in front of you! Sit on your oceanfront lanai ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Maalaea
    3 night min stay43  reviews
    from $250 per night
      Book Now
  • Fantastic Direct Oceanfront Views– Sleeps 4

    *100% REFUND WITH PROOF OF POSITIVE COVID TESTS TAKEN 3 DAYS PRIOR TO ARRIVAL* Recently remodeled throughout! (To see our reviews for our other units in this building, search on this site for 1393484 and 1893280) 1 bed (Cal King), 1 bath, ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Maalaea
    2 night min stay64  reviews
    from $250 per night
      Book Now
  • Upscale Oceanfront Paradise

    Gourmet kitchen, reverse osmosis water system, special star gazing binoculars, a special bath pillow, marble bath, 440 thread count sheets, separate number mattress system in master bedroom. Plus peace and serenity is what you'll find here in ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 3
    HI> Maalaea
    3 night min stay32  reviews
    from $325 per night
      Book Now
  • MA'ALAEA BEACHFRONT CONDO Makani A Kai

    THE MAKANI A KAI RESORT 'ON THE BEACH' is the smallest resort in Maalaea with only 24 units, and one of only two complexes that have full beach front access. You can't get closer to the Pacific ocean than you can in this bright spacious fully ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Maalaea
    2 night min stay103  reviews
    from $295 per night
      Book Now
  • Spectacular Oceanfront Views - Sleeps 4

    *100% REFUND WITH PROOF OF POSITIVE COVID TESTS TAKEN 3 DAYS PRIOR TO ARRIVAL* Remodeled floors, kitchen and bathroom! (To see our reviews for our other units in this building, search on this site for 1070628 and 1893280) 1 bed (Cal King), 1 ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Maalaea
    2 night min stay25  reviews
    from $235 per night
      Book Now
  • Two Bedroom Oasis! Email/Call Today

    This upscale, high end condo has all the amenities and comforts you could ever want in a vacation rental. A large dining table is located on the lanai where you can sit and watch the whales, boats and surfers. The weekend brings the canoe club ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Maalaea
    3 night min stay41  reviews
    from $375 per night
      Book Now
  • Sunshine by the Sea!

    You'll find surf, sunshine and a relaxing time if you stay at this magnificent 2-bedroom/2 bath luxury condo. The view from the double lanai is panoramic and steps away from the ocean. The first of the winter whale sightings have been spotted ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Maalaea
    5 night min stay50  reviews
    from $436 per night
      Book Now
  • Maui Prime Beachfront, Amazing Views, Remodeled & Spacious. *Hono Kai B8*

    Located just steps away from the longest beach on Maui with sugary sand, this remodeled condo is located on the 2nd floor with ocean views from every room, including your private lanai overlooking the ocean. You will be able to spread out in ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Maalaea
    1 night min stay185  reviews
    from $464 per night
      Book Now
  • Maui Breathtaking Prime Oceanfront View Split System A/C *Lauloa 309*

    Enjoy breathtaking views of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night, all from the comfort of your private lanais off the master and living room. This 3rd floor condo has a split system a/c in the living ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Maalaea
    1 night min stay108  reviews
    from $350 per night
      Book Now
  • A Slice of Paradise in Oceanfront Condo (Island Sands)

    Location, location, location! Wake up to diamonds sparkling on the ocean top. Spectacular top floor views of Makena, Molokini crater, and the Island of Kahoolawe. Whales in full view from our lanai during whale season, all while enjoying ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Maalaea
    5 night min stay24  reviews
    from $223 per night
      Book Now
  • On a Cloud with the Stars and Moon!

    When in the master bedroom bed you'll feel as if you are on a cloud with the stars and moon above. The bedroom wall is all glass facing the ocean. You'll feel as if you are floating away to sleep on a magical cloud. You can open the side ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Maalaea
    5 night min stay58  reviews
    from $425 per night
      Book Now
  • Maui beachfront, steps to the sand!*Hono Kai C1*

    Soak in the views on your private lanai with this updated 2 story condo located on the 3rd floor with room to spread out with incredible ocean views, all just steps to the sand. The downstairs bedroom features a king bed with tub shower bathroom...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Maalaea
    1 night min stay94  reviews
    from $418 per night
      Book Now
  • Maalaea 2BR/2BA Ocean View, New Furnishings, Hawaiian Decor, Immaculate

    Spectacular Ocean Views at Maalaea Kai Clean, well-maintained Maui two-bedroom, two-bath condo away from the crowds, with fantastic views, located in Maalaea Bay with easy access to local beaches and towns. This condo is our second home and...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 5
    HI> Maalaea
    6 night min stay36  reviews
    from $226 per night
      Book Now

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