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
    White Sands Village #222

    White Sands Village #222

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $453/night

  2. HOUSE
    Waterfall House

    Waterfall House

    Kailua-Kona, HI

    Pool Hot Tub

    $506 to $2,069/night

  3. CONDOMINIUM
    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $596/night

  4. CONDOMINIUM
    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $96 to $359/night

  5. CONDOMINIUM
    Waikiki Grand 411

    Waikiki Grand 411

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  6. CONDOMINIUM
    Waikiki Grand 308

    Waikiki Grand 308

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $107 to $156/night

  7. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $100 to $158/night

  8. CONDOMINIUM
    Waikiki Beach 3 Bedroom

    Waikiki Beach 3 Bedroom

    Honolulu, HI

    Pool Hot Tub
  9. CONDOMINIUM
    Vista Waikoloa G-104

    Vista Waikoloa G-104

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  10. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $569/night

  11. CONDOMINIUM
    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    Waimea, HI

    Pool
    FREE CANCELLATION

    $322 to $435/night

  12. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    Pool
    FREE CANCELLATION

    $235 to $367/night

  13. HOUSE
    Pineapple Hale

    Pineapple Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $499 to $1,876/night

  14. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  15. CONDOMINIUM
    Palms Waikiki 506

    Palms Waikiki 506

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $242/night

  16. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

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

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $158 to $191/night

  18. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $335 to $390/night

  19. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    FREE CANCELLATION

    $247 to $291/night

  20. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $269/night

  21. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $286 to $341/night

  22. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $569/night

  23. CONDOMINIUM
    Kona White Sands A4

    Kona White Sands A4

    Kailua Kona, HI

    FREE CANCELLATION

    $113 to $381/night

  24. CONDOMINIUM
    Kapalua Ridge Villa 611 Ocean View

    Kapalua Ridge Villa 611 Ocean View

    Kapalua, HI

    Pool

    $269 to $469/night

  25. CONDOMINIUM
    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  26. CONDOMINIUM
    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    Pool

    $531 to $969/night

  27. CONDOMINIUM
    Kahana Villas F401

    Kahana Villas F401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $249 to $688/night

  28. CONDOMINIUM
    Kahana Villa F410

    Kahana Villa F410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $353/night

  29. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $248 to $776/night

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

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

    Kaunakakai, HI

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  31. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  32. CONDOMINIUM
    HALEAKALA SHORES #A-102

    HALEAKALA SHORES #A-102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $211 to $601/night

  33. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    FREE CANCELLATION

    $485 to $652/night

  34. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    FREE CANCELLATION

    $347 to $466/night

  35. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  36. CONDOMINIUM
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $186 to $309/night

  37. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    FREE CANCELLATION

    $298 to $444/night

  38. CONDOMINIUM
    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $315 to $495/night

  39. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

  40. CONDOMINIUM
    Bamboo 709 Condo

    Bamboo 709 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $197/night

  41. CONDOMINIUM
    AlohaDays Kalakauan #410

    AlohaDays Kalakauan #410

    Honolulu, HI

    FREE CANCELLATION

    $138 to $795/night

  42. CONDOMINIUM
    Aloha Surf Condominium 1412

    Aloha Surf Condominium 1412

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $96 to $359/night

  43. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $99 to $129/night

  44. CONDOMINIUM
    Aloha Surf 1509

    Aloha Surf 1509

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $180/night

  45. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  46. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

    FREE CANCELLATION

    $217 to $604/night