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. CONDOMINIUM
    Aina Nalu C108

    Aina Nalu C108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  2. CONDOMINIUM
    Aina Nalu C102

    Aina Nalu C102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  3. APARTMENT
    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION
  4. CONDOMINIUM
    Close to the Beach, Shopping and Adventures! 3 Bed Condo

    Close to the Beach, Shopping and Adventures! 3 Bed Condo...

    Kohala Coast, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $426/night

  5. CONDOMINIUM
    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Unit 903

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Uni...

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $225/night

  6. APARTMENT
    Golf Course Views & Private! Lovely Renovated 2 Bed/2 Bath- Elima Lani 207

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

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $134 to $213/night

  7. CONDOMINIUM
    Plantation 1211

    Plantation 1211

    Princeville, HI

    Pool Hot Tub

    $241 to $271/night

  8. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $608/night

  9. CONDOMINIUM
    Maui Kamaole #m-104

    Maui Kamaole #m-104

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $390/night

  10. CONDOMINIUM
    Ridge Villa 1422

    Ridge Villa 1422

    LAHAINA, HI

    Pool Hot Tub

    $197 to $248/night

  11. CONDOMINIUM
    Hale Kona Kai Ko Olina Beach Villa (O1105)

    Hale Kona Kai Ko Olina Beach Villa (O1105)

    Kapolei, HI

    Pool Hot Tub

    $478 to $1,673/night

  12. CONDOMINIUM
    Shores of Maui #211

    Shores of Maui #211

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $335/night

  13. CONDOMINIUM
    Kauhale Makai #627

    Kauhale Makai #627

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  14. CONDOMINIUM
    Aina Nalu 1BR w/ On-Site Pools, Spa & Cabanas

    Aina Nalu 1BR w/ On-Site Pools, Spa & Cabanas

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $469/night

  15. CONDOMINIUM
    Kauhale Makai #512

    Kauhale Makai #512

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $305 to $390/night

  16. CONDOMINIUM
    Hale Kai 2 Ko Olina Beach Villa (B906)

    Hale Kai 2 Ko Olina Beach Villa (B906)

    Kapolei, HI

    Pool Hot Tub

    $408 to $1,209/night

  17. CONDOMINIUM
    Kauhale Makai #433

    Kauhale Makai #433

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $305 to $390/night

  18. CONDOMINIUM
    Kahana Sunset E4

    Kahana Sunset E4

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $500/night

  19. CONDOMINIUM
    Kihei Akahi #D-112

    Kihei Akahi #D-112

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  20. CONDOMINIUM
    Kamaole Sands 8-203

    Kamaole Sands 8-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $306/night

  21. CONDOMINIUM
    Maui Kamaole #F-210

    Maui Kamaole #F-210

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $360/night

  22. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $260/night

  23. CONDOMINIUM
    Kona Makai 2-102

    Kona Makai 2-102

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $163 to $314/night

  24. CONDOMINIUM
    Maui Kai 605

    Maui Kai 605

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $336/night

  25. CONDOMINIUM
    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    Lahaina, HI

    Pool Hot Tub

    $236 to $304/night

  26. CONDOMINIUM
    Kihei Garden Estates #B-201

    Kihei Garden Estates #B-201

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $226/night

  27. CONDOMINIUM
    Maui Kamaole #J-221

    Maui Kamaole #J-221

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $463/night

  28. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  29. CONDOMINIUM
    Palms at Wailea #1501

    Palms at Wailea #1501

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $405/night

  30. VILLA
    Makena Aloha Estate

    Makena Aloha Estate

    Lahaina, HI

    Pool Hot Tub

    $1,722 to $3,075/night

  31. CONDOMINIUM
    Cliffs 4202

    Cliffs 4202

    Princeville, HI

    Pool Hot Tub

    $241 to $301/night

  32. CONDOMINIUM
    Cliffs 6201

    Cliffs 6201

    Princeville, HI

    Pool Hot Tub

    $211 to $235/night

  33. CONDOMINIUM
    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $445/night

  34. CONDOMINIUM
    Aina Nalu C204

    Aina Nalu C204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $577/night

  35. CONDOMINIUM
    Maui Banyan #G-105

    Maui Banyan #G-105

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $284 to $342/night

  36. CONDOMINIUM
    Maui Kamaole #J-219

    Maui Kamaole #J-219

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $486/night

  37. CONDOMINIUM
    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $286/night

  38. CONDOMINIUM
    Nohonani #300

    Nohonani #300

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $521/night

  39. CONDOMINIUM
    Papakea K306

    Papakea K306

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $675/night

  40. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $266/night

  41. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $213 to $624/night

  42. CONDOMINIUM
    Kona Coast Resort at Keauhou Gardens 8204

    Kona Coast Resort at Keauhou Gardens 8204

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $409/night

  43. CONDOMINIUM
    Kona Makai 3-302

    Kona Makai 3-302

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $421 to $463/night

  44. CONDOMINIUM
    Waikoloa Beach Villas H32

    Waikoloa Beach Villas H32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $476/night

  45. VILLA
    Waikoloa Beach Villas P32

    Waikoloa Beach Villas P32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $407/night

  46. VILLA
    Waikoloa Beach Villas C3

    Waikoloa Beach Villas C3

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $431/night

  47. CONDOMINIUM
    Kaanapali Royal J202

    Kaanapali Royal J202

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $865/night

  48. CONDOMINIUM
    Kaanapali Alii 456

    Kaanapali Alii 456

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $499 to $1,624/night

  49. CONDOMINIUM
    Grand Champions #65

    Grand Champions #65

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $464/night

  50. CONDOMINIUM
    Maui Kamaole #B-206

    Maui Kamaole #B-206

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $229 to $407/night

  51. CONDOMINIUM
    Maui Kamaole #A-207

    Maui Kamaole #A-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $325 to $582/night

  52. CONDOMINIUM
    Kamaole Sands #10-111

    Kamaole Sands #10-111

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $346/night

  53. CONDOMINIUM
    Palms at Wailea #205

    Palms at Wailea #205

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $340 to $615/night

  54. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $370/night

  55. CONDOMINIUM
    Whaler at Kaanapali Beach 912

    Whaler at Kaanapali Beach 912

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $602 to $764/night

  56. CONDOMINIUM
    Bamboo Waikiki #1004

    Bamboo Waikiki #1004

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $253/night

  57. CONDOMINIUM
    Kamahana 18

    Kamahana 18

    Princeville, HI

    Pool Hot Tub

    $223 to $277/night

  58. CONDOMINIUM
    Maui Kamaole #H-211

    Maui Kamaole #H-211

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $284 to $405/night

  59. CONDOMINIUM
    Maui Kamaole #K-209

    Maui Kamaole #K-209

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $347/night

  60. CONDOMINIUM
    Maui Kamaole #L-202

    Maui Kamaole #L-202

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $292 to $517/night

  61. CONDOMINIUM
    Maui Kamaole #H-205

    Maui Kamaole #H-205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $448/night

  62. CONDOMINIUM
    Marine Surf Waikiki 908

    Marine Surf Waikiki 908

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $113 to $324/night

  63. CONDOMINIUM
    Palms at Wailea #1101

    Palms at Wailea #1101

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $493/night

  64. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $521/night

  65. CONDOMINIUM
    Mahana 701

    Mahana 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $379 to $1,300/night

  66. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  67. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  68. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  69. CONDOMINIUM
    Keauhou Punahele #D103

    Keauhou Punahele #D103

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $119 to $350/night

  70. CONDOMINIUM
    Fairway Villas D5 at the Waikoloa Beach Resort

    Fairway Villas D5 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $160 to $465/night

  71. CONDOMINIUM
    Sea Village #4202

    Sea Village #4202

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $479/night

  72. CONDOMINIUM
    White Sands Village #309

    White Sands Village #309

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $119 to $353/night

  73. CONDOMINIUM
    Hali'i Kai 12H at the Waikoloa Beach Resort

    Hali'i Kai 12H at the Waikoloa Beach Resort

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $386 to $1,125/night

  74. CONDOMINIUM
    Kona Reef #D22

    Kona Reef #D22

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $375 to $1,296/night

  75. TOWNHOUSE
    Mauna Lani Fairways #403

    Mauna Lani Fairways #403

    Mauna Lani, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $649/night

  76. CONDOMINIUM
    Kona Makai #6302

    Kona Makai #6302

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $141 to $451/night

  77. CONDOMINIUM
    Hali'i Kai 15A at the Waikoloa Beach Resort

    Hali'i Kai 15A at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $346 to $1,059/night

  78. CONDOMINIUM
    Marine Surf Waikiki 2108

    Marine Surf Waikiki 2108

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $113 to $374/night

  79. CONDOMINIUM
    KAUHALE MAKAI #532

    KAUHALE MAKAI #532

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $669/night

  80. CONDOMINIUM
    Sea Village #4210

    Sea Village #4210

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $535/night

  81. APARTMENT
    Fairway Villas I33 at the Waikoloa Beach Resort

    Fairway Villas I33 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $250 to $536/night

  82. APARTMENT
    Fairway Villas I34 at the Waikoloa Beach Resort

    Fairway Villas I34 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $250 to $536/night

  83. CONDOMINIUM
    Kanaloa 2201

    Kanaloa 2201

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $235 to $746/night

  84. TOWNHOUSE
    Mauna Lani Fairways #803

    Mauna Lani Fairways #803

    Mauna Lani, HI

    Pool Hot Tub
    FREE CANCELLATION

    $218 to $678/night

  85. CONDOMINIUM
    Palms at Wailea #1503

    Palms at Wailea #1503

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $418 to $585/night

  86. CONDOMINIUM
    Wai'ula'ula A102

    Wai'ula'ula A102

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $680 to $1,236/night

  87. CONDOMINIUM
    Waikoloa Beach Villas B2

    Waikoloa Beach Villas B2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $431/night

  88. CONDOMINIUM
    Kihei Bay Surf #253

    Kihei Bay Surf #253

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  89. HOUSE
    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    Kamuela, HI

    Pool Hot Tub

    $4,194 to $7,190/night

  90. CONDOMINIUM
    Papakea J103

    Papakea J103

    Lahaina, HI

    Pool Hot Tub

    $196 to $351/night

  91. CONDOMINIUM
    Kihei Bay Surf #257

    Kihei Bay Surf #257

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  92. CONDOMINIUM
    Papakea A309

    Papakea A309

    Lahaina, HI

    Pool Hot Tub

    $208 to $357/night

  93. CONDOMINIUM
    Palms at Wailea #2303

    Palms at Wailea #2303

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $362 to $646/night

  94. TOWNHOUSE
    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $614/night

  95. CONDOMINIUM
    Hale Ohana Ko Olina Beach Villa (B801)

    Hale Ohana Ko Olina Beach Villa (B801)

    Kapolei, HI

    Pool Hot Tub

    $513 to $1,789/night

  96. CONDOMINIUM
    Pacific Shores #A-303

    Pacific Shores #A-303

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $300/night

  97. CONDOMINIUM
    Hale Hauoli Ko Olina Beach Villa (O404)

    Hale Hauoli Ko Olina Beach Villa (O404)

    Kapolei, HI

    Pool Hot Tub

    $362 to $977/night

  98. CONDOMINIUM
    Papakea A307

    Papakea A307

    Lahaina, HI

    Pool Hot Tub

    $245 to $381/night

  99. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $336/night

  100. HOUSE
    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $473 to $883/night