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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!
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  1. HOUSE
    Haleakala Shores #B-201

    Haleakala Shores #B-201

    Kihei, HI

    Haleakala Shores is a four story development located directly across Kihei’s coastal road from popular Kamaole Beach III. Kamaole Beach III offers a large open park area with small play ground and a protected sandy beach which is great for...

    Pool

    $219 to $474/night

  2. CONDOMINIUM
    Nani Kai Hale # 609

    Nani Kai Hale # 609

    Kihei, HI

    609 is the ONLY top floor condo at the Nani Kai Hale that is perched right at the edge of the Pacific. This serene one of a kind gem offers everything needed for the perfect Maui R&R. Light and bright with lots of windows, the gorgeous, panoramic...

    Pool

    $286 to $323/night

  3. HOUSE
    Bay Villa 11G2

    Bay Villa 11G2

    Kapalua, HI

    This one bedroom one bathroom oceanview is located on the ground floor close to the tennis courts and has a nice grass area in front of lanai. It has central air conditioning, a big screen TV, washer/dryer, iron, ironing board, dvd/vcr player and CD...

    Pool

    $235 to $288/night

  4. HOUSE
    Bay Villa 30G1

    Bay Villa 30G1

    Kapalua, HI

    This is a beautifully remodeled unit decorated with the finest of furnishings. It is a one bedroom two bathroom oceanfront unit equipped with Air condition, King/Queen/sofa sleeper bedding, cable modem for computer access. It has granite counter...

    Pool

    $235 to $288/night

  5. HOUSE
    Kahana Sunset E6

    Kahana Sunset E6

    Kahana, HI

    Come enjoy paradise in this recently renovated two-bedroom, two and a half bath condominium in West Maui, Hawaii. With a panoramic view of the ocean, Kahana Sunset Condo, Unit E-6, is just steps away from a secluded beach. The two-level condo, which...

    Pool

    $262 to $315/night

  6. HOUSE
    Sands Of Kahana 316

    Sands Of Kahana 316

    LAHAINA, HI

    Tucked away between palm trees, crystal blue waters, and colorful hibiscus is this ocean front condominium with everything you need to be happy while in 'PARADISE.' Watch palm trees swaying, whales breaching in the gorgeous blue Pacific, a beach...

    Pool Hot Tub

    $315 to $368/night

  7. HOUSE
    Kahana Sunset B8

    Kahana Sunset B8

    kahana, HI

    This newly remodeled unit has two flat screen TV's,VHS,DVD player,CD player, granite countertops throughout, tile floors, breakfast bar, stainless steele appliances, new kitchen cabinets, free internet access, great oceanviews. The property has a...

    Pool

    $294 to $347/night

  8. HOUSE
    Sands Of Kahana 384

    Sands Of Kahana 384

    Kahana, HI

    Enjoy all that a Hawaiian Paradise has to offer. This large, air-conditioned oceanfront penthouse features 2,700 square feet of living space with panoramic views of the ocean and neighboring Hawaiian Islands, Lanai and Molokai. Relax with family and...

    Pool Hot Tub

    $721 to $721/night

  9. HOUSE
    Sands Of Kahana 344

    Sands Of Kahana 344

    Kahana, HI

    Whether you're snorkeling with the sea turtles, whale watching in the winter, surfing, boogey boarding or just kicking back on the lanai to enjoy a rainbow, it just doesn't get any better than this 2 bedroom, 2 bathroom unit at Sands of Kahana. This...

    Pool Hot Tub

    $315 to $368/night

  10. HOUSE
    Sands Of Kahana 336

    Sands Of Kahana 336

    Kahana, HI

    Nestled on the pristine coastline of Kahana, located approximately halfway between Kaanapali and Kapalua, the beachfront condominium community known as the Sands of Kahana is the perfect family resort. With 2 bedrooms and two baths, this unit...

    Pool Hot Tub

    $315 to $368/night

  11. HOUSE
    Sands Of Kahana 356

    Sands Of Kahana 356

    Kahana, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom condominium This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning. Ocean views and vivid rainbow skies are visible from every...

    Pool Hot Tub

    $475 to $528/night

  12. HOUSE
    Kahana Sunset E8

    Kahana Sunset E8

    Kahana, HI

    E8 is our 2 bedroom/2 bath condo and has been completely remodeled and redecorated.The furnishings are beautiful and comfortable. Kahana Sunset is a small oceanfront property offering an amazing private beach, beautiful pool and gorgeous grounds....

    Pool

    $262 to $315/night

  13. HOUSE
    Sands Of Kahana 373

    Sands Of Kahana 373

    Kahana, HI

    With spectacular views of Lanai, Molokai and the West Maui coastline, this ocean front two bedroom, two bath condominium offers unique photo opportunities. Create your perfect vacation memories with sunsets, surfers, sailboats, and whales....

    Pool Hot Tub

    $315 to $368/night

  14. HOUSE
    Kahana Sunset A5

    Kahana Sunset A5

    Lahaina, HI

    This beautiful 2 Bedroom, 2.5 Bathroom with AC is new to our rental program! It is an oceanfront remodeled condo with spectacular views of the island of Molokai. This unit will feel like your Maui home with Hawaiiana furnishings along with upgraded...

    Pool

    $406 to $459/night

  15. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Our condo has been in our family for 25 years. The grandparents recognized the gorgeous views that Elua represented, snorkeling among the turtles, abundant sea life, great diving, fishing, and the opportunities to bike down the side of Mt....

    Pool

    $634 to $896/night

  16. CONDOMINIUM
    Wailea Ekahi Unit #22D

    Wailea Ekahi Unit #22D

    Wailea, HI

    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical...

    Pool

    $336 to $432/night

  17. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $724 to $1065/night

  18. CONDOMINIUM
    Wailea Grand Champion, #163

    Wailea Grand Champion, #163

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool

    $225 to $493/night

  19. CONDOMINIUM
    Royal Mauian Unit #614

    Royal Mauian Unit #614

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    $425 to $561/night

  20. CONDOMINIUM
    Royal Mauian Unit #403

    Royal Mauian Unit #403

    Kihei, Maui, HI

    A Note from the Owner: As we look out from our lanai we are reminded that few places on earth offer the extraordinary ambiance of our Maui location - the varying colors of blue ocean, green grass near a beautiful sand beach, the sound of waves...

    Pool

    $370 to $505/night

  21. CONDOMINIUM
    Royal Mauian Unit #302

    Royal Mauian Unit #302

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $538 to $702/night

  22. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $329 to $528/night

  23. HOUSE
    Indo Lotus Beach House

    Indo Lotus Beach House

    Wailea, HI

    The Indo Lotus Beach House is one of the few vacation homes on Maui that has a legal grandfathered rental history, combined with a beachfront location. Set on Kamaole One Beach at the 'Charley Young' end, Indo Lotus has direct access to a popular...

    Hot Tub

    $1458 to $2805/night

  24. CONDOMINIUM
    Kihei Surfside, #309

    Kihei Surfside, #309

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180 degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $178 to $427/night

  25. CONDOMINIUM
    Wailea Elua Unit #1403

    Wailea Elua Unit #1403

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $785 to $1459/night

  26. CONDOMINIUM
    Kihei Surfside Unit #111

    Kihei Surfside Unit #111

    Kihei, Maui, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180 degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool Pets OK

    $185 to $427/night

  27. CONDOMINIUM
    Kihei Beach Unit #309

    Kihei Beach Unit #309

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    $263 to $421/night

  28. CONDOMINIUM
    Kihei Surfside, #205

    Kihei Surfside, #205

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180-degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $185 to $427/night

  29. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $494 to $1065/night

  30. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $202 to $387/night