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
    Beautiful Resort! Close to Beaches! Pool & Hot Tub! Fairway Villas Unit N-3

    Beautiful Resort! Close to Beaches! Pool & Hot Tub! ...

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $303/night

  2. APARTMENT
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $203 to $349/night

  3. CONDOMINIUM
    Diamond Head Beach Hotel PH01

    Diamond Head Beach Hotel PH01

    Honolulu, HI

    FREE CANCELLATION

    $394 to $473/night

  4. CONDOMINIUM
    Aina Nalu C205

    Aina Nalu C205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $584/night

  5. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    FREE CANCELLATION

    $298 to $444/night

  6. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $569/night

  7. CONDOMINIUM
    Palms Waikiki 506

    Palms Waikiki 506

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $242/night

  8. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $262 to $776/night

  9. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $236 to $636/night

  10. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $776/night

  11. APARTMENT
    Waikiki Grand 801 Studio

    Waikiki Grand 801 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $168/night

  12. CONDOMINIUM
    Turtle Bay Aloha Nui Loa***T-090-094-0800-01

    Turtle Bay Aloha Nui Loa***T-090-094-0800-01

    Kahuku, HI

    Pool
    FREE CANCELLATION
  13. CONDOMINIUM
    Turtle Bay Garden Hale**TA-080446464001

    Turtle Bay Garden Hale**TA-080446464001

    Kahuku, HI

    Pool
    FREE CANCELLATION
  14. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $680/night

  15. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  16. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $623/night

  17. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  18. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  19. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  20. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  21. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  22. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  23. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  24. CONDOMINIUM
    Puamana Townhouse 64-1

    Puamana Townhouse 64-1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $910/night

  25. CONDOMINIUM
    Aina Nalu Premier Condo B110

    Aina Nalu Premier Condo B110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $623/night

  26. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  27. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  28. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $293 to $770/night

  29. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  30. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $664/night

  31. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $381/night

  32. CONDOMINIUM
    Hale Kamaole #201

    Hale Kamaole #201

    Kihei, HI

    Pool
    FREE CANCELLATION

    $300 to $358/night

  33. CONDOMINIUM
    Grand Champions #86

    Grand Champions #86

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $215 to $325/night

  34. CONDOMINIUM
    Hale Ono Loa 205

    Hale Ono Loa 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  35. CONDOMINIUM
    Maui Kamaole #A-203

    Maui Kamaole #A-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $458/night

  36. CONDOMINIUM
    Kamaole Sands #9-207

    Kamaole Sands #9-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $273/night

  37. CONDOMINIUM
    C1-2 Bedroom Oceanfront

    C1-2 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $377 to $591/night

  38. CONDOMINIUM
    Maui Vista #3-215

    Maui Vista #3-215

    Kihei, HI

    Pool
    FREE CANCELLATION

    $104 to $208/night

  39. CONDOMINIUM
    Vista Waikoloa D-102

    Vista Waikoloa D-102

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  40. CONDOMINIUM
    Hale Mahina A-403

    Hale Mahina A-403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $234 to $521/night

  41. CONDOMINIUM
    Waiohuli Beach Hale #C-211

    Waiohuli Beach Hale #C-211

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  42. CONDOMINIUM
    Kamaole Sands #3-307

    Kamaole Sands #3-307

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $441/night

  43. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  44. CONDOMINIUM
    Kihei Bay Vista #C-106

    Kihei Bay Vista #C-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  45. CONDOMINIUM
    Ocean-View Golf Getaway: Pool & Tennis- Near Beach

    Ocean-View Golf Getaway: Pool & Tennis- Near Beach

    Waikoloa, HI

    Pool
    FREE CANCELLATION

    $119 to $271/night

  46. CONDOMINIUM
    Kihei Alii Kai #A-305

    Kihei Alii Kai #A-305

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $208/night

  47. CONDOMINIUM
    Kamaole Sands #10-312

    Kamaole Sands #10-312

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $348/night

  48. CONDOMINIUM
    Kihei Kai Nani #2-210

    Kihei Kai Nani #2-210

    Kihei, HI

    Pool
    FREE CANCELLATION

    $128 to $208/night

  49. TOWNHOUSE
    Golf Villas G2 at Mauna Lani Resort

    Golf Villas G2 at Mauna Lani Resort

    Kohala Coast, HI

    Pool
    FREE CANCELLATION

    $359 to $608/night

  50. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  51. CONDOMINIUM
    Hoyochi Nikko #102

    Hoyochi Nikko #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $240 to $437/night

  52. CONDOMINIUM
    Kamaole Sands #6-108

    Kamaole Sands #6-108

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $360/night

  53. CONDOMINIUM
    Kihei Kai Nani #3-116

    Kihei Kai Nani #3-116

    Kihei, HI

    Pool
    FREE CANCELLATION

    $128 to $244/night

  54. CONDOMINIUM
    Wailea Ekahi #45-F

    Wailea Ekahi #45-F

    Wailea, HI

    Pool
    FREE CANCELLATION

    $302 to $463/night

  55. CONDOMINIUM
    Kihei Bay Vista #D-202

    Kihei Bay Vista #D-202

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  56. CONDOMINIUM
    New Listing! Ocean-View Apartment w/ Pool & Spa

    New Listing! Ocean-View Apartment w/ Pool & Spa

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $306/night

  57. CONDOMINIUM
    Sea Village 1-203

    Sea Village 1-203

    Kailua-Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $231/night

  58. CONDOMINIUM
    Palms at Wailea #1209

    Palms at Wailea #1209

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $365/night

  59. CONDOMINIUM
    Grand Champions #72

    Grand Champions #72

    Wailea, HI

    Pool
    FREE CANCELLATION

    $406 to $696/night

  60. CONDOMINIUM
    Waiohuli Beach Hale #D-126

    Waiohuli Beach Hale #D-126

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  61. CONDOMINIUM
    Wailea Ekolu #501

    Wailea Ekolu #501

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $521/night

  62. CONDOMINIUM
    Maui Kamaole #A-202

    Maui Kamaole #A-202

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $319 to $447/night

  63. CONDOMINIUM
    Luana Kai #B-313

    Luana Kai #B-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $383/night

  64. CONDOMINIUM
    Kihei Garden Estates #A-102

    Kihei Garden Estates #A-102

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $196/night

  65. CONDOMINIUM
    Leilani

    Leilani

    Waikoloa, HI

    Pool Hot Tub

    $322 to $641/night

  66. CONDOMINIUM
    Kihei Bay Vista #C-108

    Kihei Bay Vista #C-108

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  67. CONDOMINIUM
    Waiohuli Beach Hale #D-118

    Waiohuli Beach Hale #D-118

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  68. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  69. CONDOMINIUM
    Vista Waikoloa E-105

    Vista Waikoloa E-105

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  70. CONDOMINIUM
    Hale 'Olu'Olu

    Hale 'Olu'Olu

    Waikoloa, HI

    Pool

    $238 to $478/night

  71. CONDOMINIUM
    Kolepa Aloha

    Kolepa Aloha

    Waikoloa, HI

    Pool Hot Tub

    $162 to $401/night

  72. CONDOMINIUM
    Kamaole Sands #5-103

    Kamaole Sands #5-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $360/night

  73. CONDOMINIUM
    Big Island Paradise

    Big Island Paradise

    Waikoloa, HI

    Pool Hot Tub

    $330 to $689/night

  74. CONDOMINIUM
    Waiohuli Beach Hale #A-203

    Waiohuli Beach Hale #A-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $255/night

  75. CONDOMINIUM
    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $448/night

  76. CONDOMINIUM
    Kamaole Sands #4-201

    Kamaole Sands #4-201

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $406/night

  77. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  78. CONDOMINIUM
    Palms at Wailea #1105

    Palms at Wailea #1105

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $521/night

  79. CONDOMINIUM
    Sugar Beach Resort PH 14

    Sugar Beach Resort PH 14

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $428 to $579/night

  80. CONDOMINIUM
    Kamaole Sands #4-408

    Kamaole Sands #4-408

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $406/night

  81. CONDOMINIUM
    Maui Kamaole #D-109

    Maui Kamaole #D-109

    Kihei, HI

    Pool
    FREE CANCELLATION

    $168 to $354/night

  82. CONDOMINIUM
    Kihei Akahi #B-104

    Kihei Akahi #B-104

    Kihei, HI

    Pool
    FREE CANCELLATION

    $242 to $463/night

  83. CONDOMINIUM
    Shores at Waikoloa #234 at Bo Tree Tower

    Shores at Waikoloa #234 at Bo Tree Tower

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $464/night

  84. CONDOMINIUM
    The Mauna Lani Golf Villas K5

    The Mauna Lani Golf Villas K5

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $370 to $741/night

  85. CONDOMINIUM
    Waiohuli Beach Hale #D-220

    Waiohuli Beach Hale #D-220

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  86. CONDOMINIUM
    Kihei Bay Surf #144

    Kihei Bay Surf #144

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $110 to $168/night

  87. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $322 to $423/night

  88. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool Hot Tub

    $259 to $361/night

  89. CONDOMINIUM
    Luana Kai #B-203

    Luana Kai #B-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $335/night

  90. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  91. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION

    $766 to $846/night

  92. TOWNHOUSE
    Na Hale o Keauhou H3

    Na Hale o Keauhou H3

    Kailua-Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $237 to $359/night

  93. CONDOMINIUM
    Regency at Poipu Kai #924

    Regency at Poipu Kai #924

    Koloa, HI

    Pool Hot Tub

    $392 to $514/night

  94. CONDOMINIUM
    Kihei Akahi #D-412

    Kihei Akahi #D-412

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $231/night

  95. CONDOMINIUM
    Maui Vista #1-206

    Maui Vista #1-206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $219/night

  96. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-104

    Keauhou Kona Surf & Racquet Club #5-104

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $432 to $467/night

  97. CONDOMINIUM
    Waikoloa Beach Villas E33

    Waikoloa Beach Villas E33

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  98. CONDOMINIUM
    Waikoloa Beach Villas O2

    Waikoloa Beach Villas O2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $439/night

  99. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  100. CONDOMINIUM
    Maui Sunset #A-103

    Maui Sunset #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $162 to $232/night