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. $618 to $1,236/night

    Wai'ula'ula A102

    Wai'ula'ula A102

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  2. $148 to $182/night

    Sandpiper 120A

    Sandpiper 120A

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  3. $329/night

    Turtle Bay Hanalei***TA-147868876801 Available 30 night rental

    Turtle Bay Hanalei***TA-147868876801 Available 30 night ...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  4. $781 to $1,219/night

    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua Bay Villa 20G2 Gold Beach Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  5. $258 to $393/night

    309

    309

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  6. $641 to $934/night

    Turtle Rock

    Turtle Rock

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  7. $362 to $421/night

    Kona Makai 3-302

    Kona Makai 3-302

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  8. $353 to $443/night

    Pali Ke Kua #103

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool Hot Tub
  9. $178 to $319/night

    Hale Ono Loa #316

    Hale Ono Loa #316

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  10. $456 to $660/night

    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  11. $110 to $290/night

    Waikiki Grand 719

    Waikiki Grand 719

    Studio BathroomSleeps 2
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  12. $897 to $1,572/night

    WAILEA ELUA, #1002

    WAILEA ELUA, #1002

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  13. $336 to $505/night

    ROYAL MAUIAN, #607

    ROYAL MAUIAN, #607

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  14. $775 to $1,094/night

    MAKENA SURF RESORT, #G-104

    MAKENA SURF RESORT, #G-104

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  15. $897 to $1,459/night

    WAILEA ELUA, #1702

    WAILEA ELUA, #1702

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  16. $313 to $504/night

    WAILEA ELUA, #2101*

    WAILEA ELUA, #2101*

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  17. $223 to $309/night

    KIHEI BEACH, #603^

    KIHEI BEACH, #603^

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
  18. $302 to $438/night

    ROYAL MAUIAN, #219

    ROYAL MAUIAN, #219

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool
  19. $212 to $309/night

    KIHEI BEACH, #207

    KIHEI BEACH, #207

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
  20. $167 to $427/night

    KIHEI SURFSIDE, #612

    KIHEI SURFSIDE, #612

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  21. $185 to $377/night

    WAILEA EKAHI, #24B^

    WAILEA EKAHI, #24B^

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  22. $291 to $605/night

    ROYAL MAUIAN, #315

    ROYAL MAUIAN, #315

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  23. $724 to $1,065/night

    WAILEA ELUA, #2204*

    WAILEA ELUA, #2204*

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  24. $577 to $679/night

    MENEHUNE SHORES, #510**^

    MENEHUNE SHORES, #510**^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool
  25. $897 to $1,459/night

    WAILEA ELUA, #1204^

    WAILEA ELUA, #1204^

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  26. $212 to $309/night

    KIHEI BEACH, #107

    KIHEI BEACH, #107

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  27. $263 to $421/night

    KIHEI BEACH, #409

    KIHEI BEACH, #409

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  28. $459 to $856/night

    WAILEA ELUA, #2003

    WAILEA ELUA, #2003

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  29. $167 to $448/night

    KIHEI SURFSIDE, #211

    KIHEI SURFSIDE, #211

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  30. $212 to $309/night

    KIHEI BEACH, #404

    KIHEI BEACH, #404

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  31. $258 to $405/night

    KAMAOLE NALU, #602

    KAMAOLE NALU, #602

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool
  32. $291 to $425/night

    WAILEA EKAHI, #33B

    WAILEA EKAHI, #33B

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  33. $482 to $1,009/night

    WAILEA ELUA, #0702

    WAILEA ELUA, #0702

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  34. $311 to $428/night

    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  35. $204 to $257/night

    Sealodge G4

    Sealodge G4

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  36. $656 to $875/night

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
  37. $358 to $560/night

    HALE MAHINA, #A-201

    HALE MAHINA, #A-201

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  38. $855 to $1,319/night

    MAKENA SURF RESORT, #B-204

    MAKENA SURF RESORT, #B-204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  39. $184 to $241/night

    KEALIA RESORT, #102**

    KEALIA RESORT, #102**

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  40. $263 to $421/night

    KIHEI BEACH, #402

    KIHEI BEACH, #402

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  41. $202 to $387/night

    SUGAR BEACH RESORT, #330

    SUGAR BEACH RESORT, #330

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  42. $202 to $387/night

    SUGAR BEACH RESORT, #328

    SUGAR BEACH RESORT, #328

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
  43. $392 to $672/night

    WAILEA ELUA, #0909

    WAILEA ELUA, #0909

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  44. $1,660 to $2,076/night

    WAILEA ELUA, #1305^

    WAILEA ELUA, #1305^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
  45. $470 to $953/night

    WAILEA ELUA, #0307

    WAILEA ELUA, #0307

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  46. $448 to $897/night

    WAILEA ELUA, #2107*

    WAILEA ELUA, #2107*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  47. $202 to $343/night

    KAMAOLE NALU, #302

    KAMAOLE NALU, #302

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  48. $263 to $421/night

    KIHEI BEACH, #510

    KIHEI BEACH, #510

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  49. $202 to $387/night

    SUGAR BEACH RESORT, #130*

    SUGAR BEACH RESORT, #130*

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  50. $167 to $448/night

    KIHEI SURFSIDE, #411

    KIHEI SURFSIDE, #411

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  51. $263 to $421/night

    KIHEI BEACH, #110

    KIHEI BEACH, #110

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  52. $706 to $1,038/night

    MAKENA SURF RESORT, #C-106

    MAKENA SURF RESORT, #C-106

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  53. $583 to $724/night

    ROYAL MAUIAN, #102^

    ROYAL MAUIAN, #102^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool
  54. $296 to $448/night

    KIHEI BEACH, #102

    KIHEI BEACH, #102

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  55. $241 to $314/night

    MENEHUNE SHORES, #112

    MENEHUNE SHORES, #112

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  56. $222 to $382/night

    WAILEA EKOLU, #312

    WAILEA EKOLU, #312

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  57. $183 to $214/night

    Villas on the Prince 34

    Villas on the Prince 34

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  58. $223 to $526/night

    KIHEI SURFSIDE, #314^

    KIHEI SURFSIDE, #314^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  59. $223 to $321/night

    KEALIA RESORT, #304

    KEALIA RESORT, #304

    2 Bedrooms BathroomSleeps 4
    5 nights minstay
    Pool
  60. $421 to $627/night

    SUGAR BEACH RESORT, #535^

    SUGAR BEACH RESORT, #535^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  61. $382 to $516/night

    ROYAL MAUIAN, #114**

    ROYAL MAUIAN, #114**

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  62. $421 to $627/night

    SUGAR BEACH RESORT, #540

    SUGAR BEACH RESORT, #540

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  63. $336 to $505/night

    ROYAL MAUIAN, #517

    ROYAL MAUIAN, #517

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  64. $178 to $248/night

    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  65. $813 to $1,219/night

    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua Bay Villa 22G2 Gold Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  66. $334 to $408/night

    Kauai Tree House

    Kauai Tree House

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
  67. $320 to $703/night

    Waikoloa Beach Villas O4

    Waikoloa Beach Villas O4

    3 BedroomsBathroomsSleeps 7
    4 nights minstay
    Pool
    FREE CANCELLATION
  68. $306/night

    Turtle Bay Haupia**TA-136982118401 Available 30 night rental

    Turtle Bay Haupia**TA-136982118401 Available 30 night re...

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  69. $775 to $1,094/night

    MAKENA SURF RESORT, #G-101

    MAKENA SURF RESORT, #G-101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  70. $202 to $387/night

    SUGAR BEACH RESORT, #524^

    SUGAR BEACH RESORT, #524^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  71. $202 to $387/night

    SUGAR BEACH RESORT, #430^

    SUGAR BEACH RESORT, #430^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  72. $488 to $560/night

    MENEHUNE SHORES, #218^

    MENEHUNE SHORES, #218^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool
  73. $706 to $1,038/night

    MAKENA SURF RESORT, #C-103

    MAKENA SURF RESORT, #C-103

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  74. $425 to $561/night

    ROYAL MAUIAN, #614

    ROYAL MAUIAN, #614

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  75. $188 to $258/night

    131

    131

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  76. $258 to $506/night

    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  77. $281 to $431/night

    WAILEA EKOLU, #401*

    WAILEA EKOLU, #401*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  78. $292 to $526/night

    MAALAEA SURF, #C-8

    MAALAEA SURF, #C-8

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  79. $167 to $427/night

    KIHEI SURFSIDE, #111

    KIHEI SURFSIDE, #111

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  80. $223 to $309/night

    KIHEI BEACH, #506^

    KIHEI BEACH, #506^

    1 BedroomBathroomsSleeps 2
    7 nights minstay
    Pool
  81. $202 to $387/night

    SUGAR BEACH RESORT, #PH23

    SUGAR BEACH RESORT, #PH23

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  82. $202 to $387/night

    SUGAR BEACH RESORT, #418

    SUGAR BEACH RESORT, #418

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  83. $1,514 to $2,750/night

    INDO LOTUS BEACH HOUSE

    INDO LOTUS BEACH HOUSE

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
  84. $1,009 to $1,572/night

    WAILEA ELUA, #1403

    WAILEA ELUA, #1403

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  85. $202 to $387/night

    SUGAR BEACH RESORT, #136^

    SUGAR BEACH RESORT, #136^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  86. $571 to $1,065/night

    WAILEA ELUA, #0202*

    WAILEA ELUA, #0202*

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  87. $504 to $896/night

    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
  88. $223 to $526/night

    KIHEI SURFSIDE, #214^

    KIHEI SURFSIDE, #214^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  89. $167 to $427/night

    KIHEI SURFSIDE, #205

    KIHEI SURFSIDE, #205

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  90. $236 to $258/night

    KEALIA RESORT, #609**

    KEALIA RESORT, #609**

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
  91. $855 to $1,319/night

    MAKENA SURF RESORT, #E-205

    MAKENA SURF RESORT, #E-205

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  92. $202 to $387/night

    SUGAR BEACH RESORT, #531

    SUGAR BEACH RESORT, #531

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  93. $855 to $1,319/night

    MAKENA SURF RESORT, #B-304^

    MAKENA SURF RESORT, #B-304^

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  94. $382 to $516/night

    ROYAL MAUIAN, #317

    ROYAL MAUIAN, #317

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  95. $212 to $309/night

    KIHEI BEACH, #305*

    KIHEI BEACH, #305*

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  96. $263 to $421/night

    KIHEI BEACH, #309

    KIHEI BEACH, #309

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  97. $212 to $309/night

    KIHEI BEACH, #306

    KIHEI BEACH, #306

    1 BedroomBathroomsSleeps 3
    5 nights minstay
    Pool
  98. $470 to $953/night

    WAILEA ELUA, #2010

    WAILEA ELUA, #2010

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  99. $634 to $896/night

    WAILEA ELUA, #1309

    WAILEA ELUA, #1309

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub