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
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    Pool

    $482 to $720/night

  2. 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

  3. HOUSE
    Ono Oasis

    Ono Oasis

    Kailua Kona, HI

    Pool

    $512 to $957/night

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

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    Pool Hot Tub

    $1,077 to $3,318/night

  5. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Pool Hot Tub

    $601 to $1,077/night

  6. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    Pool Hot Tub

    $482 to $839/night

  7. CONDOMINIUM
    Ilikai 1333

    Ilikai 1333

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $141 to $262/night

  8. CONDOMINIUM
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    Ilikai Tower 420

    1 Bedroom Deluxe Lagoon View on the 4th Floor!

    Modern and elegant in style, this updated unit will ensure a comfortable and luxurious stay at the Ilikai. Whether you're enjoying watching the sun rise over the ocean from the lanai, or a

    Multiple properties, see more below

    Ilikai Tower 633

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe Yacht Harbor View on the 6th Floor! This updated unit at the iconic Ilikai is spacious and perfect for your time on Oahu. Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday evening. The Duke Kahanamoku...

  9. CONDOMINIUM
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    Ilikai Tower 420

    1 Bedroom Deluxe Lagoon View on the 4th Floor!

    Modern and elegant in style, this updated unit will ensure a comfortable and luxurious stay at the Ilikai. Whether you're enjoying watching the sun rise over the ocean from the lanai, or a

    Multiple properties, see more below

    Ilikai Tower 527

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Standard Yacht Harbor-View on the 5th Floor! Perfect if you like being on the lower floors, this unit has great views of the ocean. The properties location alone make it a prime option. Your trip to Oahu will be relaxing if you stay in...

  10. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Pool Hot Tub

    $17,975 to $27,561/night

  11. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $345/night

  12. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kailua Kona, HI

    Pool
  13. CONDOMINIUM
    Ilikai Tower 611

    Ilikai Tower 611

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $128 to $365/night

  14. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,791 to $5,992/night

  15. CONDOMINIUM
    Kihei Kai Nani 373

    Kihei Kai Nani 373

    Kihei, HI

    Pool
    FREE CANCELLATION

    $134 to $414/night

  16. HOUSE
    Ho'o Maluhia

    Ho'o Maluhia

    Kailua Kona, HI

    Pool

    $496 to $1,692/night

  17. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $423/night

  18. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $521/night

  19. CONDOMINIUM
    Kahana Manor 410

    Kahana Manor 410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $325/night

  20. 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

  21. 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

  22. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Pool

    $690 to $1,361/night

  23. HOUSE
    Hale Oliveira

    Hale Oliveira

    Keaau, HI

    Pool

    $326 to $820/night

  24. VILLA
    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    Kamuela, HI

    Pool Hot Tub

    $2,203 to $4,290/night

  25. HOUSE
    Ocean Soul (Big Island)

    Ocean Soul (Big Island)

    Ookala, HI

    Pool

    $530 to $780/night

  26. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Pool

    $750 to $1,767/night

  27. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Pool Hot Tub

    $1,065 to $3,605/night

  28. CONDOMINIUM
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    Ilikai Tower 405

    1 Bedroom Deluxe City View on the 4th Floor features a queen bed, Hawaiian style retan furniture, tile flooring, one bathroom with a shower, and free wifi and telephone, including long-distance. This airy and fresh unit will be a comfortable and

    Multiple properties, see more below

    Ilikai Tower 613

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe City View on the 6th Floor! This condo was recently renovated with all new furniture and furnishings! Perfect for your get-away as it is located in a great location near the Hilton Hawaiian Village & near the Ala Moana Shopping...

  29. HOUSE
    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    Kamuela, HI

    Pool Hot Tub

    $4,194 to $7,190/night

  30. CONDOMINIUM
    Papakea J107

    Papakea J107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $160 to $483/night

  31. CONDOMINIUM
    Kaanapali Shores 836

    Kaanapali Shores 836

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $385/night

  32. 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

  33. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $189 to $498/night

  34. HOUSE
    Ke Kailani Hale A2

    Ke Kailani Hale A2

    Waikoloa, HI

    Pool Hot Tub

    $1,137 to $2,743/night

  35. CONDOMINIUM
    Kapalua Golf Villas 16T1

    Kapalua Golf Villas 16T1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $491/night

  36. CONDOMINIUM
    Ilikai Tower 525

    Ilikai Tower 525

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $232 to $703/night

  37. HOUSE
    Piko Nani

    Piko Nani

    Kailua Kona, HI

    Pool

    $513 to $1,785/night

  38. HOUSE
    Kahalu'u Hale

    Kahalu'u Hale

    Kailua Kona, HI

    Pool

    $388 to $1,248/night

  39. HOUSE
    Hale Pahukoa

    Hale Pahukoa

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  40. 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

  41. HOUSE
    Happy Leilani Hale

    Happy Leilani Hale

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $425 to $729/night

  42. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $521/night

  43. CONDOMINIUM
    Hale Kamaole 109

    Hale Kamaole 109

    Kihei, HI

    Pool
    FREE CANCELLATION

    $124 to $275/night

  44. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $160 to $304/night

  45. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $185 to $435/night

  46. CONDOMINIUM
    Maui Banyan Q306

    Maui Banyan Q306

    Kihei, HI

    Pool
    FREE CANCELLATION

    $130 to $406/night

  47. VILLA
    Makena Aloha Estate

    Makena Aloha Estate

    Lahaina, HI

    Pool Hot Tub

    $1,722 to $3,075/night

  48. HOUSE
    New Listing! 2-Acre Retreat w/ Pool, Ocean Views

    New Listing! 2-Acre Retreat w/ Pool, Ocean Views

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $219 to $585/night

  49. CONDOMINIUM
    Kaanapali Shores 942

    Kaanapali Shores 942

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $185 to $498/night

  50. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $289/night

  51. ESTATE
    Ali'i Villa

    Ali'i Villa

    Kailua Kona, HI

    Pool Hot Tub

    $1,137 to $2,029/night

  52. 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

    $737 to $2,171/night

  53. HOUSE
    Hale Keanu

    Hale Keanu

    Kamuela, HI

    Pool Hot Tub

    $1,168 to $2,876/night

  54. CONDOMINIUM
    Ilikai 1308

    Ilikai 1308

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $152 to $287/night

  55. CONDOMINIUM
    Ilikai 1243

    Ilikai 1243

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $338 to $789/night

  56. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    Pool
    FREE CANCELLATION

    $235 to $367/night

  57. ESTATE
    Hale Kauka

    Hale Kauka

    Kamuela, HI

    Pool

    $899 to $1,434/night

  58. HOUSE
    Holua Kai #34

    Holua Kai #34

    Kailua Kona, HI

    Pool

    $506 to $899/night

  59. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    Pool

    $1,553 to $3,338/night

  60. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,256 to $1,395/night

  61. CONDOMINIUM
    no image

    Ilikai Tower 420

    1 Bedroom Deluxe Lagoon View on the 4th Floor!

    Modern and elegant in style, this updated unit will ensure a comfortable and luxurious stay at the Ilikai. Whether you're enjoying watching the sun rise over the ocean from the lanai, or a

    Multiple properties, see more below

    Ilikai Tower 634

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe Lagoon View on the 6th Floor! Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday evening. The Duke Kahanamoku Lagoon is nearby and perfect for the little ones to play & for you to sun bathe. Located...

  62. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $164 to $345/night

  63. HOUSE
    Pineapple Hale

    Pineapple Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $499 to $1,876/night

  64. HOUSE
    Honu O Kai (Turtle of the Sea)

    Honu O Kai (Turtle of the Sea)

    Kailua Kona, HI

    Pool

    $547 to $1,924/night

  65. HOUSE
    Hilo Shangrila

    Hilo Shangrila

    Keaau, HI

    Pool Hot Tub

    $417 to $1,132/night

  66. CONDOMINIUM
    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $243 to $384/night

  67. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $146 to $466/night

  68. CONDOMINIUM
    no image

    Ilikai Tower 405

    1 Bedroom Deluxe City View on the 4th Floor features a queen bed, Hawaiian style retan furniture, tile flooring, one bathroom with a shower, and free wifi and telephone, including long-distance. This airy and fresh unit will be a comfortable and

    Multiple properties, see more below

    Ilikai Tower 405

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 2   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe City View on the 4th Floor features a queen bed, Hawaiian style retan furniture, tile flooring, one bathroom with a shower, and free wifi and telephone, including long-distance. This airy and fresh unit will be a comfortable and...

  69. 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 $4,071/night

  70. CONDOMINIUM
    Royal Kahana 920

    Royal Kahana 920

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $225 to $443/night

  71. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  72. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $407 to $466/night

  73. CONDOMINIUM
    Honua Kai Hokulani 316 1BR

    Honua Kai Hokulani 316 1BR

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $320 to $487/night

  74. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,157 to $1,536/night

  75. CONDOMINIUM
    Royal Kahana 308

    Royal Kahana 308

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $423/night

  76. HOUSE
    Blue Hawaii

    Blue Hawaii

    Kailua Kona, HI

    Pool

    $744 to $2,569/night

  77. CONDOMINIUM
    Hale Kaimana

    Hale Kaimana

    Kamuela, HI

    Pool Hot Tub

    $342 to $646/night

  78. CONDOMINIUM
    Ilikai 1122

    Ilikai 1122

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $162 to $262/night

  79. CONDOMINIUM
    Ilikai 1820

    Ilikai 1820

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $141 to $287/night