RedAwning’s Big Island vacation homes both include instant online booking and no security deposits, to make your trip easy and stress-free. The youngest and largest of the Hawaiian islands, the Big Island is home to an active volcano, the tallest sea mountain in the world, and countless beautiful beaches. Book your stay today!

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Filter resultsGo Reset filtersReset Close
  1. $231 to $824/night

    Big Island Royal Sea Cliff 705

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  2. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  3. $157 to $496/night

    Big Island Keauhou Punahele A103

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  4. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  5. $274 to $395/night

    Beautiful Hawaiian Oceanfront Condo w private lanai and ...

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $197 to $274/night

    Keauhou Gardens #11-101 at Kona Coast Resort

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $373 to $428/night

    Luxurious Penthouse w panoramic ocean views

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  10. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  11. $184 to $525/night

    White Sands Village#213

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $499 to $735/night

    Ono Hale

    3 Bedrooms2.5 BathroomsSleeps 8
    4 nights minstay
    Pool
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $142 to $556/night

    Big Island Lunapule Condos 205B

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $210 to $525/night

    Kona Pacific A102

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $209 to $420/night

    Keauhou Kona Surf & Racquet Club#37

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $198 to $630/night

    Sea Village 4-205

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $236 to $525/night

    Keauhou Kona Surf & Racquet Club#2-103

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $114 to $263/night

    Kona Isle B31

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $341 to $683/night

    Kona Makai 1-204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $177 to $420/night

    White Sands Village#118

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $335 to $525/night

    Kona Makai 2-201

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $184 to $420/night

    Keauhou Kona Surf & Racquet Club #58

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $175 to $630/night

    Kona Plaza 215

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $149 to $315/night

    Keauhou Punahele #B-107

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $194 to $630/night

    Holualoa Bay Villas#103

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $125 to $341/night

    Casa De Emdeko 230

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $184 to $368/night

    Country Club Villas#115

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $116 to $263/night

    Kona Shores #219

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $198 to $525/night

    Keauhou Kona Surf & Racquet Club #8-101

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $289 to $525/night

    Keauhou Kona Surf & Racquet Club#8-304

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $164 to $181/night

    Kehena Treetop Bungalow

    1 Bedroom1.25  BathroomSleeps 4
    3 nights minstay
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $549 to $1,916/night

    Big Island Kona Reef D-22

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $274 to $395/night

    Kona Oceanfront Condo w epic sunsets from private lanai

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $184 to $368/night

    Kona Isle E23

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $210 to $525/night

    Keauhou Kona Surf & Racquet Club #5-202

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $240 to $473/night

    Keauhou Kona Surf & Racquet Club #1-103

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $394 to $735/night

    Halekii Sunset

    4 BedroomsBathroomsSleeps 11
    3 nights minstay
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $420 to $735/night

    Hale Pahukoa

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $213 to $582/night

    Big Island White Sands Village 228

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $1,126 to $4,236/night

    Big Island Hualalai 133C

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $252 to $886/night

    Big Island Sea Village 3212

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $142 to $293/night

    Kona Makai 3-302

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool Hot Tub
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $125 to $247/night

    Keauhou Akahi 210

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $152 to $315/night

    Kahaluu Bay Villas #304

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $198 to $709/night

    White Sands Village#231

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $184 to $368/night

    Kona Coast Resort at Keauhou Gardens 8204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $1,155 to $1,680/night

    Turtle Rock

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $146 to $263/night

    Alii Villas 340

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $131 to $525/night

    Kona Plaza#402

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $161 to $328/night

    Kona Makai 2-102

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $209 to $394/night

    Keauhou Kona Surf & Racquet Club#6-101

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $135 to $368/night

    Casa De Emdeko 105

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $146 to $263/night

    Casa De Emdeko 323

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $158 to $525/night

    Kona Pacific A206

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $152 to $399/night

    Sea Village #3-203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $240 to $473/night

    Keauhou Kona Surf & Racquet Club Townhouse#183

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $205 to $368/night

    Keauhou Kona Surf and Racquet Club Townhouse#185

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $156 to $363/night

    Hale O Nani Mala Pua

    3 Bedrooms2.75 BathroomsSleeps 6
    3 nights minstay
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $437 to $853/night

    Exquisite Townhome on Beautiful Kohala Coast golf resort...

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $230 to $307/night

    Lovely Oceanfront 2nd Fl Condo w private lanai and Kona ...

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $824 to $1,045/night

    Hale Honu-Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $193 to $270/night

    Modern Kona Resort Condo w swimming pool and spa

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $167 to $368/night

    Kona Bali Kai#204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $142 to $293/night

    Kona Makai 3-203

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $314 to $525/night

    Kona Reef#D26

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $152 to $420/night

    Kona Mansions#229

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
    Pool
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $314 to $683/night

    Keauhou Kona Surf & Racquet Club #5-303

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $157 to $536/night

    Big Island Keauhou Akahi 311

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $230 to $673/night

    Big Island Kanaloa at Kona 1301

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $318 to $1,184/night

    Big Island Kanaloa at Kona 3602

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $116 to $215/night

    Kona Isle A4

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $145 to $525/night

    Kona Mansions#211

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $263 to $420/night

    Keauhou Kona Surf & Racquet Club 3202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $725 to $1,260/night

    Kona Bubbles

    4 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $125 to $368/night

    Casa De Emdeko 330

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $315 to $630/night

    Keauhou Kona Surf & Racquet Club #5-104

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $209 to $525/night

    Keauhou Kona Surf and Racquet Club 2-204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $110 to $263/night

    Kona Shores 221

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $167 to $315/night

    Kona Makai 2-303

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $147 to $341/night

    Kahalu'u Bay Villas #103

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $231 to $525/night

    Casa De Emdeko 219

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $153 to $341/night

    Kona Isle C28

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $283 to $753/night

    The Jewel Box

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations