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
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $919/night

  2. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $1,075/night

  3. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

    FREE CANCELLATION

    $217 to $604/night

  4. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  5. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    FREE CANCELLATION
  6. CONDOMINIUM
    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  7. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  8. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  9. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  10. CONDOMINIUM
    Kuhio Village 1205 Condominium

    Kuhio Village 1205 Condominium

    Honolulu, HI

    FREE CANCELLATION

    $141 to $163/night

  11. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  12. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  13. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  14. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  15. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  16. HOTEL ROOM
    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $134 to $186/night

  17. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $608/night

  18. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  19. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  20. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  21. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $636/night

  22. HOUSE
    Makalae

    Makalae

    Koloa, HI

    $1,303 to $1,453/night

  23. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool

    $340 to $503/night

  24. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool

    $456 to $654/night

  25. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool

    $299 to $452/night

  26. HOUSE
    Hale Poola

    Hale Poola

    Honolulu, HI

    $697 to $1,302/night

  27. BUNGALOW
    He'eia Bay Beach Bungalow (Big Island)

    He'eia Bay Beach Bungalow (Big Island)

    Kailua Kona, HI

    $375 to $720/night

  28. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    Pool

    $482 to $720/night

  29. HOUSE
    My Hilo Home

    My Hilo Home

    Hilo, HI

    $309 to $688/night

  30. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,031/night

  31. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    $631 to $1,233/night

  32. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    $405 to $720/night

  33. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Pool

    $403 to $720/night

  34. HOUSE
    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    Kamuela, HI

    $996 to $3,149/night

  35. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    Pool Hot Tub

    $481 to $899/night

  36. HOUSE
    4BD Estate Home at Puako Bay (74)

    4BD Estate Home at Puako Bay (74)

    Kamuela, HI

    $1,160 to $3,417/night

  37. HOUSE
    Ono Oasis

    Ono Oasis

    Kailua Kona, HI

    Pool

    $512 to $957/night

  38. HOUSE
    3BD Ke Kailani (1C) at Mauna Lani

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    Pool Hot Tub

    $1,077 to $3,318/night

  39. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Pool Hot Tub

    $601 to $1,077/night

  40. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    Pool Hot Tub

    $482 to $839/night

  41. VILLA
    Waikoloa Colony Villas 403

    Waikoloa Colony Villas 403

    Waikoloa, HI

    Pool Hot Tub

    $287 to $683/night

  42. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  43. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  44. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool

    $259 to $361/night

  45. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $269/night

  46. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    FREE CANCELLATION

    $247 to $291/night

  47. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  48. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kailua Kona, HI

    Pool
  49. CONDOMINIUM
    Kapalua Golf Villa 15P78 Gold

    Kapalua Golf Villa 15P78 Gold

    Kapalua, HI

    Pool

    $344 to $719/night

  50. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $313/night

  51. CONDOMINIUM
    326

    326

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  52. CONDOMINIUM
    213

    213

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  53. CONDOMINIUM
    218

    218

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  54. CONDOMINIUM
    Kapalua Bay Villas 23G-2

    Kapalua Bay Villas 23G-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $244 to $618/night

  55. CONDOMINIUM
    340

    340

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  56. CONDOMINIUM
    Honua kai 437

    Honua kai 437

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $294 to $413/night

  57. HOUSE
    Ali'i Point #5 Oceanfront

    Ali'i Point #5 Oceanfront

    Kailua-Kona, HI

    Pool
    FREE CANCELLATION

    $668 to $846/night

  58. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $356 to $686/night

  59. CONDOMINIUM
    Kapalua Ridge Villa 1721 Gold Ocean View

    Kapalua Ridge Villa 1721 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  60. CONDOMINIUM
    Hale Kania Kai at Surf & Racquet 3302

    Hale Kania Kai at Surf & Racquet 3302

    Kailua-Kona,, HI

    Pool
    FREE CANCELLATION

    $279 to $401/night

  61. CONDOMINIUM
    Hali'i Kai at Waikoloa 2B

    Hali'i Kai at Waikoloa 2B

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $617/night

  62. CONDOMINIUM
    Wai'ula'ula A202

    Wai'ula'ula A202

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  63. CONDOMINIUM
    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua, HI

    Pool

    $563 to $781/night

  64. CONDOMINIUM
    Kapalua Bay Villa 22G4 Gold Ocean Front

    Kapalua Bay Villa 22G4 Gold Ocean Front

    Kapalua, HI

    Pool

    $563 to $781/night

  65. APARTMENT
    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $224 to $349/night

  66. CONDOMINIUM
    127

    127

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  67. CONDOMINIUM
    107

    107

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  68. CONDOMINIUM
    311

    311

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  69. CONDOMINIUM
    266

    266

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  70. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  71. CONDOMINIUM
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $506/night

  72. CONDOMINIUM
    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    Pool

    $813 to $1,219/night

  73. CONDOMINIUM
    Kapalua Golf Villa 11T4 Ocean View

    Kapalua Golf Villa 11T4 Ocean View

    Kapalua, HI

    Pool

    $281 to $494/night

  74. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,791 to $5,992/night

  75. HOUSE
    Junior Suite Oceanfront #607

    Junior Suite Oceanfront #607

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $341/night

  76. CONDOMINIUM
    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua, HI

    Pool

    $481 to $856/night

  77. CONDOMINIUM
    217

    217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  78. CONDOMINIUM
    144

    144

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  79. CONDOMINIUM
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $431/night

  80. CONDOMINIUM
    Palm Leaf

    Palm Leaf

    Kamuela, HI

    Pool Hot Tub

    $238 to $598/night

  81. CONDOMINIUM
    171

    171

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  82. CONDOMINIUM
    Menehune Shores #425

    Menehune Shores #425

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  83. CONDOMINIUM
    221

    221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  84. CONDOMINIUM
    164

    164

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  85. CONDOMINIUM
    308

    308

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  86. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  87. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Pool
    FREE CANCELLATION

    $184 to $254/night

  88. CONDOMINIUM
    338

    338

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  89. HOUSE
    1 Bedroom Corner Oceanfront #701

    1 Bedroom Corner Oceanfront #701

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  90. CONDOMINIUM
    156

    156

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  91. CONDOMINIUM
    Kihei Bay Surf #213

    Kihei Bay Surf #213

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  92. CONDOMINIUM
    264

    264

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  93. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $668 to $846/night

  94. CONDOMINIUM
    Waikoloa Beach Villas G2

    Waikoloa Beach Villas G2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $476/night

  95. CONDOMINIUM
    Oceanfront 1BR w/ Lanai & Pool

    Oceanfront 1BR w/ Lanai & Pool

    Kihei, HI

    Pool
    FREE CANCELLATION

    $132 to $304/night

  96. CONDOMINIUM
    Kihei Garden Estates #E-204

    Kihei Garden Estates #E-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $244/night

  97. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $423/night

  98. CONDOMINIUM
    Sands Of Kahana 356

    Sands Of Kahana 356

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  99. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  100. CONDOMINIUM
    Kahana Sunset F12

    Kahana Sunset F12

    Lahaina, HI

    Pool

    $428 to $484/night