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
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Pool Hot Tub

    $17,975 to $27,561/night

  2. ESTATE
    Mauna Kea Bluffs #5: La Ikena O Komohana*

    Mauna Kea Bluffs #5: La Ikena O Komohana*

    Kamuela, HI

    Pool Hot Tub

    $10,240 to $12,620/night

  3. HOUSE
    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    Kamuela, HI

    Pool Hot Tub

    $4,194 to $7,190/night

  4. ESTATE
    Mauna Kea Resort Bluffs 22- The Beach House

    Mauna Kea Resort Bluffs 22- The Beach House

    Kamuela, HI

    Pool Hot Tub

    $3,695 to $6,075/night

  5. VILLA
    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    Kamuela, HI

    Pool Hot Tub

    $2,203 to $4,290/night

  6. HOUSE
    Hale Nui

    Hale Nui

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $1,938 to $4,750/night

  7. HOUSE
    Papaua Paradise 43

    Papaua Paradise 43

    Lahaina, HI

    Hot Tub
    FREE CANCELLATION

    $1,869 to $3,125/night

  8. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,791 to $5,992/night

  9. CONDOMINIUM
    WAILEA ELUA, #1305^

    WAILEA ELUA, #1305^

    Wailea, Maui, HI

    Pool Hot Tub

    $1,761 to $2,076/night

  10. VILLA
    Makena Aloha Estate

    Makena Aloha Estate

    Lahaina, HI

    Pool Hot Tub

    $1,722 to $3,075/night

  11. HOUSE
    Hale Pua

    Hale Pua

    Kailua Kona, HI

    Pool Hot Tub

    $1,635 to $2,364/night

  12. HOUSE
    INDO LOTUS BEACH HOUSE

    INDO LOTUS BEACH HOUSE

    Kihei, Maui, HI

    Hot Tub

    $1,458 to $2,694/night

  13. HOUSE
    House of the Turtle at Champion Ridge, Mauna Lani (CR 18)

    House of the Turtle at Champion Ridge, Mauna Lani (CR 18...

    Kamuela, HI

    Pool Hot Tub

    $1,373 to $4,069/night

  14. HOUSE
    Kona Bay Bliss

    Kona Bay Bliss

    Kailua Kona, HI

    Pool Hot Tub

    $1,372 to $2,014/night

  15. HOUSE
    Lau'lea at the Mauna Lani*

    Lau'lea at the Mauna Lani*

    Kamuela, HI

    Pool Hot Tub

    $1,195 to $4,289/night

  16. HOUSE
    Hale Keanu

    Hale Keanu

    Kamuela, HI

    Pool Hot Tub

    $1,168 to $2,876/night

  17. HOUSE
    Alii Point

    Alii Point

    Kailua Kona, HI

    Pool Hot Tub

    $1,150 to $1,605/night

  18. ESTATE
    Ali'i Villa

    Ali'i Villa

    Kailua Kona, HI

    Pool Hot Tub

    $1,137 to $2,029/night

  19. HOUSE
    Ke Kailani Hale A2

    Ke Kailani Hale A2

    Waikoloa, HI

    Pool Hot Tub

    $1,137 to $2,743/night

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

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    Pool Hot Tub

    $1,084 to $3,318/night

  21. CONDOMINIUM
    MAKENA SURF RESORT, #G-304

    MAKENA SURF RESORT, #G-304

    Makena, Maui, HI

    Pool Hot Tub

    $1,066 to $1,459/night

  22. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Pool Hot Tub

    $1,065 to $3,605/night

  23. CONDOMINIUM
    Whaler at Kaanapali Beach 852

    Whaler at Kaanapali Beach 852

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $1,034 to $1,371/night

  24. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $1,034 to $1,371/night

  25. VILLA
    3BD Fairways Villa (116D) at Four Seasons Resort Hualalai

    3BD Fairways Villa (116D) at Four Seasons Resort Hualala...

    Kailua Kona, HI

    Pool Hot Tub

    $943 to $2,939/night

  26. CONDOMINIUM
    WAILEA ELUA, #1403

    WAILEA ELUA, #1403

    Wailea, Maui, HI

    Pool Hot Tub

    $931 to $1,459/night

  27. VILLA
    3BD Hali'ipua Villa (108) at Four Seasons Resort Hualalai

    3BD Hali'ipua Villa (108) at Four Seasons Resort Hu...

    Kailua Kona, HI

    Pool Hot Tub

    $923 to $3,081/night

  28. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    Pool Hot Tub

    $899 to $2,267/night

  29. HOUSE
    O'oma Plantation

    O'oma Plantation

    Kailua Kona, HI

    Pool Hot Tub

    $863 to $3,547/night

  30. CONDOMINIUM
    MAKENA SURF RESORT, #B-304^

    MAKENA SURF RESORT, #B-304^

    Makena, Maui, HI

    Pool Hot Tub

    $855 to $1,319/night

  31. CONDOMINIUM
    MAKENA SURF RESORT, #E-205

    MAKENA SURF RESORT, #E-205

    Makena, Maui, HI

    Pool Hot Tub

    $855 to $1,319/night

  32. CONDOMINIUM
    Whaler at Kaanapali Beach 723

    Whaler at Kaanapali Beach 723

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $849 to $1,169/night

  33. CONDOMINIUM
    Whaler at Kaanapali Beach 1173

    Whaler at Kaanapali Beach 1173

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $849 to $1,169/night

  34. CONDOMINIUM
    MAKENA SURF RESORT, #B-204

    MAKENA SURF RESORT, #B-204

    Makena, Maui, HI

    Pool Hot Tub

    $841 to $1,319/night

  35. CONDOMINIUM
    WAILEA ELUA, #1002

    WAILEA ELUA, #1002

    Wailea, Maui, HI

    Pool Hot Tub

    $841 to $1,515/night

  36. CONDOMINIUM
    WAILEA ELUA, #1702

    WAILEA ELUA, #1702

    Wailea, Maui,, HI

    Pool Hot Tub

    $785 to $1,347/night

  37. CONDOMINIUM
    WAILEA ELUA, #1204^

    WAILEA ELUA, #1204^

    Wailea, Maui, HI

    Pool Hot Tub

    $785 to $1,347/night

  38. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Pool Hot Tub

    $780 to $1,910/night

  39. CONDOMINIUM
    MAKENA SURF RESORT, #G-201*

    MAKENA SURF RESORT, #G-201*

    Makena, Maui, HI

    Pool Hot Tub

    $775 to $1,094/night

  40. CONDOMINIUM
    MAKENA SURF RESORT, #G-101

    MAKENA SURF RESORT, #G-101

    Makena, Maui, HI

    Pool Hot Tub

    $775 to $1,094/night

  41. CONDOMINIUM
    MAKENA SURF RESORT, #F-212

    MAKENA SURF RESORT, #F-212

    Makena, Maui, HI

    Pool Hot Tub

    $775 to $1,094/night

  42. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION

    $766 to $846/night

  43. CONDOMINIUM
    MAKENA SURF RESORT, #G-104

    MAKENA SURF RESORT, #G-104

    Makena, Maui, HI

    Pool Hot Tub

    $762 to $1,094/night

  44. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $1,395/night

  45. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $934/night

  46. CONDOMINIUM
    Hale Lalea Ko Olina Beach Villa (B310)

    Hale Lalea Ko Olina Beach Villa (B310)

    Kapolei, HI

    Pool Hot Tub

    $740 to $2,021/night

  47. VILLA
    3BD Wai'ula'ula Villa (345) at Mauna Kea Resort

    3BD Wai'ula'ula Villa (345) at Mauna Kea Resor...

    Kamuela, HI

    Pool Hot Tub

    $738 to $2,167/night

  48. CONDOMINIUM
    WAILEA ELUA, #0908

    WAILEA ELUA, #0908

    Wailea, Maui, HI

    Pool Hot Tub

    $724 to $1,065/night

  49. CONDOMINIUM
    WAILEA ELUA, #2304

    WAILEA ELUA, #2304

    Wailea, Maui, HI

    Pool Hot Tub

    $724 to $1,065/night

  50. HOUSE
    Mauna Lani KaMilo Home (349)

    Mauna Lani KaMilo Home (349)

    Kamuela, HI

    Pool Hot Tub

    $706 to $2,141/night

  51. CONDOMINIUM
    Hale Ili Ili #A

    Hale Ili Ili #A

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $695 to $1,043/night

  52. CONDOMINIUM
    Wailea Elua #2303

    Wailea Elua #2303

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $681 to $1,717/night

  53. CONDOMINIUM
    Wai'ula'ula A102

    Wai'ula'ula A102

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $680 to $1,236/night

  54. CONDOMINIUM
    Hale Akala Falls Ko Olina Beach Villa (O121)

    Hale Akala Falls Ko Olina Beach Villa (O121)

    Kapolei, HI

    Pool Hot Tub

    $664 to $1,673/night

  55. HOUSE
    WAILEA ELUA, #1309

    WAILEA ELUA, #1309

    Wailea, Maui, HI

    Pool Hot Tub

    $634 to $896/night

  56. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Hot Tub

    $631 to $1,866/night

  57. CONDOMINIUM
    Kolea 6B at the Waikoloa Beach Resort

    Kolea 6B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $625 to $1,651/night

  58. CONDOMINIUM
    WAILEA ELUA, #2204*

    WAILEA ELUA, #2204*

    Wailea, Maui, HI

    Pool Hot Tub

    $616 to $1,065/night

  59. CONDOMINIUM
    Hale Pumehana Ko Olina Beach Villa (O1202)

    Hale Pumehana Ko Olina Beach Villa (O1202)

    Kapolei, HI

    Pool Hot Tub

    $613 to $1,325/night

  60. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $608 to $846/night

  61. CONDOMINIUM
    Whaler at Kaanapali Beach 912

    Whaler at Kaanapali Beach 912

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $602 to $764/night

  62. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Pool Hot Tub

    $601 to $1,398/night

  63. CONDOMINIUM
    Kona Makai 1-301

    Kona Makai 1-301

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $585 to $622/night

  64. HOUSE
    Koana Breeze

    Koana Breeze

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION
  65. CONDOMINIUM
    MAKENA SURF RESORT, #C-102

    MAKENA SURF RESORT, #C-102

    Makena, Maui, HI

    Pool Hot Tub

    $583 to $926/night

  66. CONDOMINIUM
    Wailea Ekahi #34-C

    Wailea Ekahi #34-C

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $580 to $783/night

  67. CONDOMINIUM
    Hale Kai Ko Olina Beach Villa (B904)

    Hale Kai Ko Olina Beach Villa (B904)

    Kapolei, HI

    Pool Hot Tub

    $571 to $1,789/night

  68. CONDOMINIUM
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  69. CONDOMINIUM
    MAKENA SURF RESORT, #C-106

    MAKENA SURF RESORT, #C-106

    Makena, Maui, HI

    Pool Hot Tub

    $549 to $926/night

  70. CONDOMINIUM
    MAKENA SURF RESORT, #C-103

    MAKENA SURF RESORT, #C-103

    Makena, Maui, HI

    Pool Hot Tub

    $549 to $926/night

  71. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,077/night

  72. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,028/night

  73. HOUSE
    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    Koloa, HI

    Pool Hot Tub

    $542 to $1,077/night

  74. CONDOMINIUM
    Papakea K-402

    Papakea K-402

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $538 to $860/night

  75. CONDOMINIUM
    Kamaole Sands #10-417

    Kamaole Sands #10-417

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $534 to $613/night

  76. CONDOMINIUM
    Wai'ula'ula D201

    Wai'ula'ula D201

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,174/night

  77. CONDOMINIUM
    Wai'ula'ula A202

    Wai'ula'ula A202

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  78. CONDOMINIUM
    Papakea A404

    Papakea A404

    Lahaina, HI

    Pool Hot Tub

    $523 to $737/night

  79. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  80. CONDOMINIUM
    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Kapolei, HI

    Pool Hot Tub

    $513 to $977/night

  81. CONDOMINIUM
    Hale Papakea Ko Olina Beach Villa (B110)

    Hale Papakea Ko Olina Beach Villa (B110)

    Kapolei, HI

    Pool Hot Tub

    $513 to $1,325/night

  82. CONDOMINIUM
    Hale Nani Ikena Kai Ko Olina Beach Villa (B109)

    Hale Nani Ikena Kai Ko Olina Beach Villa (B109)

    Kapolei, HI

    Pool Hot Tub

    $513 to $1,325/night

  83. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $513 to $988/night

  84. CONDOMINIUM
    Hale Uliuli Lani Ko Olina Beach Villa (O1602)

    Hale Uliuli Lani Ko Olina Beach Villa (O1602)

    Kapolei, HI

    Pool Hot Tub

    $513 to $1,673/night

  85. 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

  86. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Pool Hot Tub

    $512 to $1,059/night

  87. CONDOMINIUM
    Hale Kaimana Ko Olina Beach Villa (B903)

    Hale Kaimana Ko Olina Beach Villa (B903)

    Kapolei, HI

    Pool Hot Tub

    $508 to $1,789/night

  88. HOUSE
    Waterfall House

    Waterfall House

    Kailua-Kona, HI

    Pool Hot Tub

    $506 to $2,069/night

  89. CONDOMINIUM
    Sands Of Kahana 234

    Sands Of Kahana 234

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  90. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    LAHAINA, HI

    Pool Hot Tub

    $506 to $563/night

  91. CONDOMINIUM
    Sands Of Kahana 315

    Sands Of Kahana 315

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  92. CONDOMINIUM
    Sands Of Kahana 272

    Sands Of Kahana 272

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  93. CONDOMINIUM
    MAKENA SURF RESORT, #F-209

    MAKENA SURF RESORT, #F-209

    Makena, Maui, HI

    Pool Hot Tub

    $504 to $1,094/night

  94. CONDOMINIUM
    Sands of Kahana 366

    Sands of Kahana 366

    LAHAINA, HI

    Pool Hot Tub

    $501 to $619/night

  95. CONDOMINIUM
    Sands Of Kahana 356

    Sands Of Kahana 356

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  96. CONDOMINIUM
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  97. VILLA
    Waikoloa Beach Villas A4

    Waikoloa Beach Villas A4

    Waikoloa, HI

    Pool Hot Tub

    $500 to $1,399/night

  98. CONDOMINIUM
    Kaanapali Alii 456

    Kaanapali Alii 456

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $499 to $1,624/night

  99. CONDOMINIUM
    WAILEA ELUA, #0202*

    WAILEA ELUA, #0202*

    Wailea, Maui, HI

    Pool Hot Tub

    $494 to $1,065/night

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

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

    Honolulu, HI

    Hot Tub Pets OK
    FREE CANCELLATION

    $492 to $1,231/night