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
    163

    163

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  2. CONDOMINIUM
    164

    164

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  3. CONDOMINIUM
    170

    170

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  4. CONDOMINIUM
    171

    171

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  5. CONDOMINIUM
    172

    172

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  6. CONDOMINIUM
    173

    173

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  7. CONDOMINIUM
    174

    174

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  8. CONDOMINIUM
    176

    176

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  9. CONDOMINIUM
    177

    177

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  10. CONDOMINIUM
    1BR w/ Ocean View Lanai & Pool

    1BR w/ Ocean View Lanai & Pool

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $147 to $275/night

  11. CONDOMINIUM
    1BR w/ Pools, Steps to Kamaole Beach 3

    1BR w/ Pools, Steps to Kamaole Beach 3

    Kihei, HI

    Pool
    FREE CANCELLATION

    $169 to $426/night

  12. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  13. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    FREE CANCELLATION

    $526 to $1,342/night

  14. CONDOMINIUM
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    $176 to $382/night

  15. CONDOMINIUM
    203

    203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  16. CONDOMINIUM
    203 Punahoa Condominium

    203 Punahoa Condominium

    Kihei, HI

    $176 to $382/night

  17. CONDOMINIUM
    204 Punahoa Condominium

    204 Punahoa Condominium

    Kihei, HI

    $139 to $287/night

  18. CONDOMINIUM
    205

    205

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  19. CONDOMINIUM
    205 Punahoa Condominium

    205 Punahoa Condominium

    Kihei, HI

    $246 to $400/night

  20. CONDOMINIUM
    206

    206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  21. CONDOMINIUM
    207

    207

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  22. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  23. CONDOMINIUM
    213

    213

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  24. CONDOMINIUM
    217

    217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  25. CONDOMINIUM
    218

    218

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  26. CONDOMINIUM
    220

    220

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  27. CONDOMINIUM
    221

    221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  28. CONDOMINIUM
    222

    222

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  29. CONDOMINIUM
    223

    223

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  30. CONDOMINIUM
    236

    236

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night