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.

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Filter resultsGo Reset filtersReset Close
  1. $231 to $679/night

    Aina Nalu Condo D202

    Aina Nalu Condo D202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  2. $169 to $225/night

    Ke Nani Kai 218

    Ke Nani Kai 218

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  3. $152 to $169/night

    Ke Nani Kai 113

    Ke Nani Kai 113

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  4. $152 to $197/night

    Ke Nani Kai 237

    Ke Nani Kai 237

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  5. $113 to $135/night

    Kepuhi Beach 1226

    Kepuhi Beach 1226

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  6. $135 to $158/night

    Kepuhi Beach Resort 2222

    Kepuhi Beach Resort 2222

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  7. $205 to $591/night

    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  8. $124/night

    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  9. $129 to $174/night

    Waikiki Grand 412 Condo

    Waikiki Grand 412 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  10. $202 to $636/night

    Lahaina Condo K202

    Lahaina Condo K202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  11. $123 to $180/night

    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $141/night

    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  13. $280 to $426/night

    Close to the Beaches & Shopping! Lovely 3 Bed/2 Bath Condo

    Close to the Beaches & Shopping! Lovely 3 Bed/2 Bath...

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. $225 to $338/night

    Hale Hiamoe

    Hale Hiamoe

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  15. $113 to $135/night

    Kepuhi Beach 1182

    Kepuhi Beach 1182

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  16. $322 to $435/night

    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  17. $231 to $618/night

    Lahaina Condo J209

    Lahaina Condo J209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  18. $134 to $213/night

    Golf Course Views & Private! Lovely Renovated 2 Bed/2 Bath

    Golf Course Views & Private! Lovely Renovated 2 Bed/...

    2 BedroomsBathroomsSleeps 4
    12 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  19. $250 to $741/night

    Pohailani 231

    Pohailani 231

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  20. $111/night

    Aloha Surf 315 Hotel Suites

    Aloha Surf 315 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  21. $151/night

    Bamboo 902 Hotel Suites

    Bamboo 902 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  22. $309 to $438/night

    Diamond Head Beach Hotel 801

    Diamond Head Beach Hotel 801

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  23. $144 to $197/night

    Palms Waikiki 220 Studio

    Palms Waikiki 220 Studio

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  24. $217 to $623/night

    Aina Nalu C102

    Aina Nalu C102

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  25. $202 to $636/night

    Aina Nalu Condo B103

    Aina Nalu Condo B103

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  26. $202 to $636/night

    Aina Nalu Condo C208

    Aina Nalu Condo C208

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  27. $485 to $652/night

    Hale Ulu'wehi

    Hale Ulu'wehi

    4 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  28. $235 to $367/night

    Puako Beach Condo 109

    Puako Beach Condo 109

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  29. $175/night

    Waikiki Beach Walk 1 Bedroom

    Waikiki Beach Walk 1 Bedroom

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
  30. $167 to $248/night

    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  31. $225 to $281/night

    A Ala Hale

    A Ala Hale

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  32. $108/night

    Kuhio Village 410 Condominium

    Kuhio Village 410 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  33. $217 to $623/night

    Aina Nalu C108

    Aina Nalu C108

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $133 to $186/night

    Bamboo 308 Condominium

    Bamboo 308 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  35. $202 to $636/night

    Aina Nalu Condo A209

    Aina Nalu Condo A209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  36. $156/night

    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  37. $248 to $326/night

    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  38. $134/night

    Waikiki Grand 500 Condo

    Waikiki Grand 500 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $202 to $636/night

    Aina Nalu Condo K107

    Aina Nalu Condo K107

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  40. $119 to $158/night

    Aloha Surf 1507 Condominium

    Aloha Surf 1507 Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  41. $364 to $608/night

    Palm Villas F4 at Mauna Lani Resort

    Palm Villas F4 at Mauna Lani Resort

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  42. $231 to $618/night

    Lahaina Condo D203

    Lahaina Condo D203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  43. $168 to $186/night

    Banyan 1806-I Condominium

    Banyan 1806-I Condominium

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $151 to $190/night

    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  45. $4,194 to $7,190/night

    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    4 Bedrooms4.5 BathroomsSleeps 10
    5 nights minstay
    Pool Hot Tub
  46. $304 to $540/night

    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  47. $563 to $1,031/night

    Kapalua Bay Villa 29B2 Ocean Front

    Kapalua Bay Villa 29B2 Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  48. $298 to $350/night

    Maui Parkshore #316

    Maui Parkshore #316

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  49. $212 to $456/night

    Kanai A Nalu 110

    Kanai A Nalu 110

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  50. $581 to $969/night

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  51. $204 to $370/night

    Honua Kai 322

    Honua Kai 322

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  52. $259 to $428/night

    G4-1 Bedroom Oceanfront

    G4-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  53. $370 to $474/night

    Maui Kamaole #l-209

    Maui Kamaole #l-209

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  54. $217 to $604/night

    Aina Nalu Premier Condo G108

    Aina Nalu Premier Condo G108

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  55. $241 to $279/night

    Maui Vista #1120

    Maui Vista #1120

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  56. $241 to $279/night

    Maui Vista #1306

    Maui Vista #1306

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  57. $297 to $390/night

    Maui Kamaole #m-104

    Maui Kamaole #m-104

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  58. $318 to $426/night

    Sugar Beach #326

    Sugar Beach #326

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  59. $289 to $469/night

    Kanai A Nalu 101

    Kanai A Nalu 101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. $305 to $371/night

    Kihei Akahi #DG-02

    Kihei Akahi #DG-02

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  61. $258 to $340/night

    330

    330

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  62. $290 to $332/night

    Kamaole Sands #06-307

    Kamaole Sands #06-307

    1 BedroomBathroomsSleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  63. $284 to $371/night

    Maui Kamaole #l-110

    Maui Kamaole #l-110

    1 BedroomBathroomsSleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. $370 to $466/night

    Maui Banyan #Q-104

    Maui Banyan #Q-104

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  65. $333 to $753/night

    Maui Eldorado Condo D100

    Maui Eldorado Condo D100

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. $513 to $1,789/night

    Hale Ohana Ko Olina Beach Villa (B801)

    Hale Ohana Ko Olina Beach Villa (B801)

    3 BedroomsBathroomsSleeps 8
    6 nights minstay
    Pool Hot Tub
  67. $393 to $480/night

    Kamaole Sands #10-404

    Kamaole Sands #10-404

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. $354 to $444/night

    Maui Kamaole #j-116

    Maui Kamaole #j-116

    1 BedroomBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  69. $325 to $417/night

    Grand Champions #054

    Grand Champions #054

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. $215 to $257/night

    Sealodge F9

    Sealodge F9

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  71. $425 to $729/night

    Happy Leilani Hale

    Happy Leilani Hale

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  72. $231 to $276/night

    Bamboo Waikiki #904

    Bamboo Waikiki #904

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  73. $344 to $460/night

    Kihei Surfside #212

    Kihei Surfside #212

    1 Bedroom1.5  BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  74. $398 to $505/night

    Royal Mauian #303

    Royal Mauian #303

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  75. $186 to $375/night

    Maui Sands Seaside 718

    Maui Sands Seaside 718

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  76. $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
  77. $176 to $502/night

    Kaleialoha #114

    Kaleialoha #114

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $259 to $428/night

    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  79. $304 to $467/night

    D5-1 Bedroom Beachfront

    D5-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  80. $298 to $350/night

    Maui Vista #1406

    Maui Vista #1406

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  81. $428 to $543/night

    Grand Champions #090

    Grand Champions #090

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. $297 to $396/night

    Sugar Beach #302

    Sugar Beach #302

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  83. $397 to $1,209/night

    Hale Kai 2 Ko Olina Beach Villa (B906)

    Hale Kai 2 Ko Olina Beach Villa (B906)

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool Hot Tub
  84. $1,734 to $3,392/night

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps To Beach

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps ...

    6 BedroomsBathroomsSleeps 16
    2 nights minstay
  85. $219 to $438/night

    Lahaina Roads 309

    Lahaina Roads 309

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  86. $525 to $906/night

    Kapalua Ridge Villa 1523 Gold Ocean View

    Kapalua Ridge Villa 1523 Gold Ocean View

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  87. $258 to $393/night

    309

    309

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  88. $428 to $543/night

    Grand Champions #118

    Grand Champions #118

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  89. $344 to $460/night

    Kihei Surfside #613

    Kihei Surfside #613

    1 Bedroom1.5  BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  90. $604 to $1,080/night

    Manoa Valley 2BR w/ Hot Tub & Lanai w/ Ocean View

    Manoa Valley 2BR w/ Hot Tub & Lanai w/ Ocean View

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  91. $574 to $1,347/night

    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  92. $188 to $502/night

    Kaleialoha #113

    Kaleialoha #113

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  93. $188 to $297/night

    236

    236

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  94. $428 to $546/night

    Maui Kamaole #C-209

    Maui Kamaole #C-209

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  95. $426 to $619/night

    Ilikai #1743

    Ilikai #1743

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  96. $278 to $341/night

    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  97. $334 to $444/night

    Sugar Beach #425

    Sugar Beach #425

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. $225 to $267/night

    Kihei Bay Vista #C-202

    Kihei Bay Vista #C-202

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  99. $241 to $271/night

    Plantation 1211

    Plantation 1211

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. $481 to $896/night

    Ainamalu 29 at Waikoloa Beach Resort

    Ainamalu 29 at Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION