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. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  2. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    Hale Kohola “The House of the Whale” is situated on 3 acres in an ideal location on the Kohala Coast, with panoramic views of the ocean and coastline. The master bedroom has a stunning ocean view that you can enjoy by just lifting your head off...

    FREE CANCELLATION

    $347 to $466/night

  3. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Corner-end condo with views of the Makai pool area! 846 sq. ft. for spacious living...

    Pool
    FREE CANCELLATION

    $217 to $604/night

  4. CONDOMINIUM
    Puamana Townhouse 64-1

    Puamana Townhouse 64-1

    Lahaina, HI

    Come stay with us and enjoy island living Puamana-style! Swim and surf at the beach, soak up the sun and cool off in the oceanfront pool, play tennis, or relax under the coconut trees and enjoy stunning sunset views of Lanai’i, Kahoolawe, and...

    Pool
    FREE CANCELLATION

    $368 to $909/night

  5. CONDOMINIUM
    Kauai Beach Villas 1 Bedroom

    Kauai Beach Villas 1 Bedroom

    Lihue, HI

    Kauai Beach Villas Booking stays under 3 days may be possible. Please inquire for more information The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just...

    Pool Hot Tub

    $209/night

  6. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    This custom designed home by Hawaii's renowned architect Mark Eyler is located on the idyllic northshore of Kauai. Designed for professional surfer Bruce Irons, the architecture and interior design blends Balinese, Hawaiian and Asian elements with a...

    Pool

    $1,553 to $3,338/night

  7. HOUSE
    Luana Hale

    Luana Hale

    Princeville, HI

    Your Princeville paradise awaits in this luxury single-level home in a quiet neighborhood on the lush north shore of Kauai. Tastefully decorated with fine finishes such as travertine tile and Brazilian cherry flooring, Luana Hale offers over 2,800...

    $512 to $1,032/night

  8. CONDOMINIUM
    Kuhio Village Condominium 1002A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1002A *LEGAL VACATION RENTAL

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.    This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from...

    FREE CANCELLATION

    $158 to $596/night

  9. CONDOMINIUM
    Kuhio Village Condominium 410A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 410A *LEGAL VACATION RENTAL

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.       On a budget? This is the apartment for you just two short blocks from the sun and fun!!! Located just two short blocks from the beach, this private...

    FREE CANCELLATION

    $141 to $563/night

  10. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    We invite you to experience our wonderful 2 bedroom (*second bedroom is an open loft)/1 bathroom ocean view Kahana Villa! This condo includes a queen-sized bed in the bedroom, a queen-sized sleeper sofa in the living room, and a queen-sized bed in...

    Pool
    FREE CANCELLATION

    $248 to $641/night

  11. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  12. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    We welcome you to come and enjoy the pristine Pacific Ocean views that warmly greet you from our Mahina Surf 205 lanai.  This unit has a private bedroom, a loft, 2 full bathrooms, a queen sofa sleeper in the living room, and is conveniently cooled...

    Pool
    FREE CANCELLATION

    $274 to $649/night

  13. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Enjoy the ultimate Poipu vacation experience at Kiahuna Plantation Hale, located on the fourth fairway of the Kiahuna Plantation Golf Course in lovely Wainani at Poipu. This stunning home boasts gorgeous mountain views, a split air conditioning...

    Pool Hot Tub

    $542 to $1,508/night

  14. CONDOMINIUM
    Aina Nalu C205

    Aina Nalu C205

    Lahaina, HI

    We invite you to come enjoy a relaxing Maui vacation in our beautiful condo just two blocks from famous Front Street! Aina Nalu 1bd/1ba Premier Condo C205 is located near the Mauka pool and pavilion area, alongside BBQs for for your outdoor dining...

    Pool
    FREE CANCELLATION

    $178 to $584/night

  15. CONDOMINIUM
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Ilikai Marina Condominiums,  1765 Ala Moana Blvd.   If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found...

    FREE CANCELLATION

    $219 to $731/night

  16. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  17. CONDOMINIUM
    Aina Nalu D-207: Affordable luxury at it's best!

    Aina Nalu D-207: Affordable luxury at it's best!

    Lahaina, HI

    Welcome to Paradise! This home is a 2 bedroom, 2 bath condo on the top floor of Aina Nalu, a centrally located, boutique property in downtown Lahaina. Our guests love the proximity to Lahaina Harbor and the shops/restaurants of Front Street,...

    Pool Hot Tub

    $279 to $1,070/night

  18. CONDOMINIUM
    Waikiki Grand 918 Condo

    Waikiki Grand 918 Condo

    Honolulu, HI

    Now featuring ‘Fiber100’ high speed internet and Advantage Plus TV with 225+ The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly remodeled and tropically decorated unit features a queen size bed as...

    Pool Pets OK
    FREE CANCELLATION

    $140 to $186/night

  19. CONDOMINIUM
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    The enchanting views and multiple attractions at Molokai Shores await you at this lovingly furnished, one-bedroom condo. With all new, tropical furniture and decor, this home provides a full-blown, Hawaiian experience plus everything you need to...

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  20. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Just steps from the Mauka pool area and pavilion!  846 sq....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  21. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy in Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.   846 sq. ft. for spacious living for up to 6 adults (king bed in...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  22. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Corner-end condo with partial views of the West Maui Mountains! 846 sq. ft....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  23. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Come stay with us and sit outside on your huge private lanai on the top floor to watch the sunset views of the islands of Lanai, Molokai and Kahoolawe.  Relax and enjoy incredible ocean views in Premier 1bd/2ba Lahaina Shores Beach Resort condo in...

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $747/night

  24. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in master bedroom,...

    Pool
    FREE CANCELLATION

    $192 to $579/night

  25. CONDOMINIUM
    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.     Newly Remodeled/Listed! New Listing! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the beach!...

    FREE CANCELLATION

    $141 to $563/night

  26. CONDOMINIUM
    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.        Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a...

    FREE CANCELLATION

    $141 to $563/night

  27. CONDOMINIUM
    Kuhio Village Condominium 409A *Legal Vacation Rental

    Kuhio Village Condominium 409A *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.       Upgraded cozy and quaint unit awaits you just two blocks from the beach! All you need in Waikiki, king bed, kitchenette, cable tv and WIFI internet...

    FREE CANCELLATION

    $141 to $563/night

  28. HOTEL ROOM
    Aloha Surf 601 Hotel Suites

    Aloha Surf 601 Hotel Suites

    Honolulu, HI

    The boutique-style hotel room features views from the mountains to the ocean! Immerse yourself in the Hawaiian Lifestyle. The boutique-style hotel room features views from the mountains to the ocean! Free WiFi, pool, fitness center and just three...

    Pool
    FREE CANCELLATION

    $119 to $164/night

  29. CONDOMINIUM
    Bamboo 601 Condominium

    Bamboo 601 Condominium

    Honolulu, HI

    Swimming pool and palm tree views ** Under New Management ** ** Overlooking Pool ** Suite 601 offers one of the most popular floor plans with two Queen beds, a full bathroom and a full kitchen equipped with stove and oven, full size refrigerator,...

    Pool
    FREE CANCELLATION

    $144/night

  30. CONDOMINIUM
    Waikiki Grand 411

    Waikiki Grand 411

    Honolulu, HI

    A Sweet Freshly Remodeled & updated balcony Studio Suite next to Waikiki Beach Great View & Balcony. Recently remodeled, painted and upgraded as of November 2018 - park, zoo and ocean views from this comfortable studio with balcony - You’ll love...

    Pool
    FREE CANCELLATION

    $124 to $174/night