Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. CONDOMINIUM
    Sugar Beach Resort, #414

    Sugar Beach Resort, #414

    Kihei, HI

    A note from the owner: This highly sought after, newly renovated, ocean front corner unit has a view of the swimming pool, BBQ area and of beautiful Sugar Beach extending in both directions. This unit is on the 4th floor and has one bedroom, a fully...

    Pool Hot Tub

    $190 to $387/night

  2. CONDOMINIUM
    Kihei Beach Unit #407

    Kihei Beach Unit #407

    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...

    Pool

    $190 to $309/night

  3. CONDOMINIUM
    Wailea Grand Champion, #154

    Wailea Grand Champion, #154

    Wailea, HI

    A note from the owner: This rare 3 bedroom ocean view, golf course view condo has been completely remodeled in 2011. It the absolute best location in the Grand Champions Villas boasting granite countertops and stainless steel appliances. Relax on...

    Pool

    $297 to $672/night

  4. CONDOMINIUM
    Bamboo 801 Condominium

    Bamboo 801 Condominium

    Honolulu, HI

    It's hard to beat what this studio offers, including it's fabulous location! This queen bed studio (plus futon) suite is complete with a full kitchen including gas stove and oven, microwave, a coffeemaker, beach towels, beach chairs a comfortable...

    FREE CANCELLATION

    $144 to $201/night

  5. CONDOMINIUM
    Waikiki Grand 500 Condo

    Waikiki Grand 500 Condo

    Honolulu, HI

    The Perfect Spot For Your Trip To Paradise Suite 500 has everything you are looking for in a Waikiki studio - full bathroom with shower and tub, full size, 'induction counter top' burner and microwave. Most importantly One block from Waikiki...

    Pool
    FREE CANCELLATION
  6. CONDOMINIUM
    305 Punahoa Condominium

    305 Punahoa Condominium

    Kihei, HI

    2 bedroom corner unit on the ocean! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are...

    $202 to $400/night

  7. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  8. CONDOMINIUM
    Hale Kamaole #344

    Hale Kamaole #344

    Kihei, HI

    Bright, airy corner unit with breathtaking ocean views and relaxing breezes – Enjoy an early morning cup of coffee with the native birds while overlooking the lush green vegetation complex and the sapphire ocean beyond. Our Maui Vacation condo...

    Pool
    FREE CANCELLATION

    $269 to $379/night

  9. CONDOMINIUM
    Hale Ono Loa #216

    Hale Ono Loa #216

    Lahaina, HI

    Relax in luxury at your newly remodeled direct oceanfront condo. Watch gorgeous sunsets from your large private lanai! See whales jumping in season! Condo has King size four poster bed. Ceiling fans in every room! Very nice sectional sofa! Condo...

    Pool
    FREE CANCELLATION

    $152 to $317/night

  10. CONDOMINIUM
    Wailea Ekahi Unit #24B

    Wailea Ekahi Unit #24B

    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

    $185 to $377/night

  11. CONDOMINIUM
    Kihei Beach Unit #603

    Kihei Beach Unit #603

    Kihei, HI

    A note from the owner: Unit 603 is a Top Floor Waterfront suite with additional spacious terraces to enjoy the breathtaking ocean and beach views. The suite is a beautifully updated Open Plan, with sandstone flooring, granite counters and fully...

    Pool

    $223 to $309/night

  12. CONDOMINIUM
    Royal Mauian Unit #219

    Royal Mauian Unit #219

    Kihei, HI

    Note from the Owner: Our goal is to provide you with a spacious, comfortable and ocean close home, while you're visiting Maui. After purchasing this property, because of it's premier location, we completed an extensive remodel to help make your time...

    Pool

    $257 to $438/night

  13. CONDOMINIUM
    Royal Mauian Unit #309

    Royal Mauian Unit #309

    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

    $324 to $381/night

  14. CONDOMINIUM
    Makena Surf Resort #B-101

    Makena Surf Resort #B-101

    Makena, Maui, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $908 to $1,795/night

  15. CONDOMINIUM
    Menehune Shores Unit #515

    Menehune Shores Unit #515

    Maui, HI

    This center unit, ideally situated, offers unsurpassed, panoramic views of the ocean and neighboring islands. Step onto the lanai, experience the soft sea breeze and rejoice in your arrival! Sit, relax, and watch paddlers in outriggers glide across...

    Pool

    $448 to $533/night

  16. CONDOMINIUM
    Kamaole Nalu Unit #602

    Kamaole Nalu Unit #602

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $223 to $394/night

  17. CONDOMINIUM
    Wailea Elua Unit #2106

    Wailea Elua Unit #2106

    Wailea, HI

    Note from the Owner: Nothing Beats Living in Paradise; Catch that Mahalo Feeling. Picture yourself here! And a sigh escapes your lips as you walk through the door. Postcard Perfect 'South Pacific' sunsets await you. Swaying palm trees silhouetted...

    Pool Hot Tub

    $448 to $897/night

  18. CONDOMINIUM
    Royal Mauian Unit #506

    Royal Mauian Unit #506

    Maui, HI

    A note from the owner: This unit has been remodeled and has air conditioning, LCD flat screen TVs in each room, luxury linens, kitchen supplies and more. Walks directly out to Kamaole Beach Park 1. Snorkeling is great, right in front of the...

    Pool

    $370 to $505/night

  19. CONDOMINIUM
    Wailea Elua #2204

    Wailea Elua #2204

    Wailea, Maui, HI

    You will immediately sense that the fabulous Maui vacation you have been looking forward to has begun when you step into this completely remodeled 2 bedroom, 2 bath condo located on one of the best locations in the Wailea Elua Village. From our...

    Pool

    $717 to $1,065/night

  20. CONDOMINIUM
    Kamaole Nalu Unit #605

    Kamaole Nalu Unit #605

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for it’s romantic...

    Pool

    $302 to $526/night

  21. CONDOMINIUM
    Kihei Beach Unit #307

    Kihei Beach Unit #307

    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...

    Pool

    $223 to $309/night

  22. CONDOMINIUM
    Kamaole Nalu Unit #601

    Kamaole Nalu Unit #601

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $190 to $332/night

  23. CONDOMINIUM
    Wailea Ekahi Unit #33B

    Wailea Ekahi Unit #33B

    Kihei, 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

    $280 to $414/night

  24. CONDOMINIUM
    Royal Mauian Unit #607

    Royal Mauian Unit #607

    Kihei, HI

    A Note From The Owner: This penthouse is one of the finest rental units at the Royal Mauian. It captures ocean and beach views while avoiding the direct hot afternoon sun on the lanai for most of the year. It features new porcelain tile floors...

    Pool

    $313 to $505/night

  25. CONDOMINIUM
    Kamaole Nalu Unit #303

    Kamaole Nalu Unit #303

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $223 to $394/night

  26. CONDOMINIUM
    Kamaole Nalu Unit #104

    Kamaole Nalu Unit #104

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $223 to $394/night

  27. CONDOMINIUM
    Menehune Shores #308

    Menehune Shores #308

    Kihei, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool Hot Tub

    $246 to $336/night

  28. CONDOMINIUM
    Wailea Elua Unit #2304

    Wailea Elua Unit #2304

    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

    $684 to $1,065/night

  29. CONDOMINIUM
    Menehune Shores Unit #510

    Menehune Shores Unit #510

    Maui, HI

    This unit was completely remodeled in 2013 with beautiful cabinets of carbonized bamboo (completely renewable, sustainable and simply gorgeous), yellow cedar ceilings, planking tile flooring, granite counter-tops, specialty bathroom fixtures (think...

    Pool

    $560 to $662/night

  30. CONDOMINIUM
    Kihei Beach Unit #606

    Kihei Beach Unit #606

    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...

    Pool

    $223 to $309/night