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. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    Pool Hot Tub

    $482 to $839/night

  2. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    Pool Hot Tub

    $899 to $2,487/night

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

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    Pool Hot Tub

    $1,182 to $3,546/night

  4. TOWNHOUSE
    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    Kamuela, HI

    Pool

    $2,505 to $4,766/night

  5. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    Pool

    $482 to $720/night

  6. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Pool Hot Tub

    $595 to $1,227/night

  7. 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

  8. HOUSE
    O'oma Plantation

    O'oma Plantation

    Kailua Kona, HI

    Pool Hot Tub

    $1,179 to $1,664/night

  9. HOUSE
    Hale Pua

    Hale Pua

    Kailua Kona, HI

    Pool Hot Tub

    $1,635 to $2,364/night

  10. HOUSE
    Ono Hale

    Ono Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  11. CONDOMINIUM
    Paki Maui 424

    Paki Maui 424

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $300 to $813/night

  12. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Pool Hot Tub

    $17,975 to $27,561/night

  13. HOUSE
    Ho'o Maluhia

    Ho'o Maluhia

    Kailua Kona, HI

    Pool

    $488 to $1,692/night

  14. 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 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...

  15. CONDOMINIUM
    Ilikai Tower 611

    Ilikai Tower 611

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $128 to $406/night

  16. 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 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...

  17. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kailua Kona, HI

    Pool
  18. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $448/night

  19. CONDOMINIUM
    Ilikai 1333

    Ilikai 1333

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $154 to $262/night

  20. CONDOMINIUM
    Kahana Manor 410

    Kahana Manor 410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $188 to $324/night

  21. CONDOMINIUM
    Kauhale Makai 529

    Kauhale Makai 529

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $300/night

  22. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $201 to $345/night

  23. CONDOMINIUM
    Kihei Alii Kai A101

    Kihei Alii Kai A101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $524/night

  24. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $521/night

  25. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,791 to $5,992/night

  26. CONDOMINIUM
    Kamaole Sands 5-313

    Kamaole Sands 5-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $436/night

  27. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    Pool

    $1,553 to $3,338/night

  28. ESTATE
    Hale Kauka

    Hale Kauka

    Kamuela, HI

    Pool

    $958 to $1,375/night

  29. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Pool Hot Tub

    $780 to $2,199/night

  30. HOUSE
    Holua Kai #34

    Holua Kai #34

    Kailua Kona, HI

    Pool

    $423 to $839/night

  31. CONDOMINIUM
    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $243 to $384/night

  32. CONDOMINIUM
    Ilikai 1122

    Ilikai 1122

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $166 to $262/night

  33. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $200 to $359/night

  34. CONDOMINIUM
    no image

    Ilikai Tower 1920

    1 Bedroom Deluxe Lagoon View on the 19th Floor! Come and relax in this renovated unit at the Ilikai Hotel. Comes with a King bed and a sofa bed. the kitchen is open and spacious for you to cook and prepare your meals. Enjoy your meal, or a

    Multiple properties, see more below

    Ilikai Tower 618

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 2   Pool

    FREE CANCELLATION

    1 Bedroom Standard Lagoon View on the 6th Floor! Spacious 500 sq ft with a lanai of 120 sq ft. Wake up with views of the ocean to remind you that you're in Hawaii. Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday...

  35. 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...

  36. 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...

  37. CONDOMINIUM
    Hale Kaimana

    Hale Kaimana

    Kamuela, HI

    Pool Hot Tub

    $342 to $646/night

  38. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $407 to $466/night

  39. CONDOMINIUM
    Ilikai 1820

    Ilikai 1820

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $163 to $287/night

  40. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $451/night

  41. CONDOMINIUM
    Kihei Akahi C-616

    Kihei Akahi C-616

    Kihei, HI

    Pool
    FREE CANCELLATION

    $174 to $465/night

  42. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,257 to $1,395/night

  43. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,139 to $1,535/night

  44. CONDOMINIUM
    Kaleialoha 210

    Kaleialoha 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $299/night

  45. HOUSE
    Kona Bay Bliss

    Kona Bay Bliss

    Kailua Kona, HI

    Pool Hot Tub

    $1,372 to $2,014/night

  46. CONDOMINIUM
    Honua Kai Hokulani 316 1BR

    Honua Kai Hokulani 316 1BR

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $328 to $487/night

  47. CONDOMINIUM
    Kihei Alii Kai A207

    Kihei Alii Kai A207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $183 to $433/night

  48. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $210 to $473/night

  49. 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

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

    Honu O Kai (Turtle of the Sea)

    Kailua Kona, HI

    Pool

    $542 to $1,923/night

  51. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  52. CONDOMINIUM
    Island Surf 409

    Island Surf 409

    Kihei, HI

    Pool
    FREE CANCELLATION

    $186 to $450/night

  53. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Pool

    $750 to $1,677/night

  54. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Pool

    $661 to $1,854/night

  55. 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

  56. VILLA
    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    Kamuela, HI

    Pool Hot Tub

    $2,002 to $4,290/night

  57. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Pool Hot Tub

    $1,226 to $3,856/night

  58. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    Pool
    FREE CANCELLATION

    $235 to $367/night

  59. CONDOMINIUM
    Pohailani #223

    Pohailani #223

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $184 to $409/night

  60. HOUSE
    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    Kamuela, HI

    Pool Hot Tub

    $4,524 to $5,243/night

  61. HOUSE
    Happy Leilani Hale

    Happy Leilani Hale

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $425 to $729/night

  62. HOUSE
    Hale Pahukoa

    Hale Pahukoa

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $397 to $409/night

  63. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION
  64. CONDOMINIUM
    Ilikai 1308

    Ilikai 1308

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $178 to $287/night

  65. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $406/night

  66. HOUSE
    Kona Bay Seaclusion-Oceanfront

    Kona Bay Seaclusion-Oceanfront

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $486 to $608/night

  67. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $289/night

  68. 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

    $706 to $2,171/night

  69. HOUSE
    Kahalu'u Hale

    Kahalu'u Hale

    Kailua Kona, HI

    Pool

    $400 to $1,309/night

  70. HOUSE
    Ke Kailani Hale A2

    Ke Kailani Hale A2

    Waikoloa, HI

    Pool Hot Tub

    $1,137 to $2,743/night

  71. ESTATE
    Ali'i Villa

    Ali'i Villa

    Kailua Kona, HI

    Pool Hot Tub

    $1,137 to $2,029/night

  72. HOUSE
    Piko Nani

    Piko Nani

    Kailua Kona, HI

    Pool

    $559 to $1,993/night

  73. HOUSE
    Hale Nui

    Hale Nui

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  74. CONDOMINIUM
    Ilikai Tower 525

    Ilikai Tower 525

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $232 to $767/night

  75. 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 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...

  76. CONDOMINIUM
    Maui Banyan Q306

    Maui Banyan Q306

    Kihei, HI

    Pool
    FREE CANCELLATION

    $203 to $448/night

  77. CONDOMINIUM
    Papakea J107

    Papakea J107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $498/night

  78. CONDOMINIUM
    Kaanapali Shores 942

    Kaanapali Shores 942

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $206 to $498/night

  79. VILLA
    Makena Aloha Estate

    Makena Aloha Estate

    Lahaina, HI

    Pool Hot Tub

    $1,722 to $3,075/night

  80. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $206 to $435/night

  81. CONDOMINIUM
    Ilikai 1243

    Ilikai 1243

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $360 to $789/night

  82. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $201 to $331/night

  83. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $521/night

  84. 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 $842/night

  85. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $176 to $304/night

  86. CONDOMINIUM
    Kamaole Sands 8-203

    Kamaole Sands 8-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $310/night

  87. HOUSE
    Hale Keanu

    Hale Keanu

    Kamuela, HI

    Pool Hot Tub

    $1,168 to $2,876/night

  88. HOUSE
    Hale Aikane

    Hale Aikane

    Kailua Kona, HI

    Pool

    $514 to $776/night

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

    Hale Akala Falls Ko Olina Beach Villa (O121)

    Kapolei, HI

    Pool Hot Tub

    $664 to $1,668/night

  90. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $216 to $423/night

  91. CONDOMINIUM
    Hale Kamaole 109

    Hale Kamaole 109

    Kihei, HI

    Pool
    FREE CANCELLATION

    $186 to $275/night