Maui Vacation Rentals - 341 Properties

RedAwning has over 350 Maui vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Maui is home to some of Hawaii’s most beautiful beaches and offers plenty of opportunities for adventure, from snorkeling with turtles to hiking through the bamboo forest to cliff diving in Hana. Book your stay today!

Search results

  1. Sleeps 18, $4065 to $7250/night

    City : Kula
    Bedrooms : 9
    Bathrooms : 9
    Pool

    This private, gated estate sits on over 17 acres overlooking all of...

  2. Sleeps 6, $3500 to $6250/night

    City : Paia
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Banyan Cove is a 7,800 square foot, three+bedroom home, situated on...

  3. Sleeps 10, $2865 to $12090/night

    City : Lahaina
    Bedrooms : 4
    Bathrooms : 4.5
    Pool

    The private grand residences at Montage Kapalua Bay represent the...

  4. Sleeps 8, $2685 to $10090/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    The private grand residences at Montage Kapalua Bay represent the...

  5. Sleeps 8, $2310 to $9715/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    The private grand residences at Montage Kapalua Bay represent the...

  6. Sleeps 6, $2245 to $5850/night

    City : Maui
    Bedrooms : 3
    Bathrooms : 4
    Pool

    Ocean Bliss is a stunning beachfront estate that provides the best...

  7. Sleeps 14, $2150 to $2400/night

    City : Kihei
    Bedrooms : 6
    Bathrooms : 5
    Pool

    This luxurious penthouse hosts: 4 bedrooms, 2 loft sleeping areas, 4...

  8. Sleeps 6, $1995 to $4940/night

    City : Kihei
    Bedrooms : 3
    Bathrooms : 3.5
    Pool Hot Tub

    The Coco Palms Pool Villa at Wailea Beach Villas, also known as...

  9. Sleeps 6, $1875 to $2375/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3
    Pool

    House of the Waterfalls or Wailele Hale in Hawaiian can accommodate...

  10. Sleeps 8, $1870 to $3590/night

    City : Kihei
    Bedrooms : 3
    Bathrooms : 3
    Pool

    The Wailea 'Okika Villa is an amazing 3 bedroom / 3 full baths...

  11. Sleeps 4, $1745 to $2245/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    This 2-bedroom, 2.5-bath home features panoramic, west-facing ocean...

  12. Sleeps 6, $1620 to $2495/night

    City : Kihei
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    This garden level pool villa, F102 "Bali Hai", has a partial ocean...

  13. Sleeps 6, $1560 to $4495/night

    City : Kihei
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    This 3-bedroom, 3.5-bath home offers partial ocean and majestic...

  14. Sleeps 10, $1500 to $2250/night

    City : Lahaina
    Bedrooms : 4
    Bathrooms : 3.5

    The Ocean Lovers Home the "Aloha Moana Hale" enjoys sweeping ocean...

  15. Sleeps 2, $1495 to $1995/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1.5
    Pool

    This 1-bedroom, 1.5-bath home features panoramic, west-facing ocean...

  16. Sleeps 6, $1245 to $3690/night

    City : Kihei
    Bedrooms : 3
    Bathrooms : 3
    Pool

    The name Aqua Lani can be translated as "Heavenly Blue". This...

  17. Sleeps 8, $1095 to $2625/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Direct Ocean Front 3 bedroom, 3 bath in Hokulani tower with over...

  18. Sleeps 4, $1095 to $4610/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Steps from the Pacific Ocean, our 50 expansive luxury residences,...

  19. Sleeps 6, $1000 to $1125/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The Whaler on Kaanapali Beach is a luxury, high-rise, condominium...

  20. Sleeps 10, ~$1000/night

    City : Haiku
    Bedrooms : 5
    Bathrooms : 3

    Lilikoi Lani, Maui's luxury plantation home, is the epitomy of...

  21. Sleeps 8, $1000 to $2000/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3
    Pool Hot Tub

    Unobstructed Ocean Views from our 9th floor 3 bedroom, 3 bath in...

  22. Sleeps 6, $995 to $1495/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3

    Located at the north end of Maui's west coast, the Kapalua Golf...

  23. Sleeps 8, $975 to $1375/night

    City : Kihei
    Bedrooms : 4
    Bathrooms : 3
    Pool

    The fragrances of Maui are all around you. Plumeria and mock orange...

  24. Sleeps 2, $940 to $1750/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Escape to a romantic paradise at Moana Hoku, a stunning 1-bedroom...

  25. Sleeps 4, $870 to $3660/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Steps from the Pacific Ocean, our 50 expansive luxury residences,...

  26. Sleeps 6, $815 to $1190/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 3

    Enjoy this ocean front property in Kihei with its beautiful beach...

  27. Sleeps 6, ~$765/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Makena Surf Resort is a luxurious secluded beachfront condominium...

  28. Sleeps 6, $750 to $1140/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This 2 bedroom 2 bath, is located on the 5th floor of the Konea...

  29. Sleeps 8, ~$750/night

    City : Paia
    Bedrooms : 4
    Bathrooms : 3

    Hale Ola is an original island-style beach house with beautiful...

  30. Sleeps 4, ~$675/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Makena Surf Resort is a luxurious secluded beachfront condominium...