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. $322 to $430/night

    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  2. $263 to $421/night

    KIHEI BEACH, #110

    KIHEI BEACH, #110

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  3. $223 to $321/night

    KEALIA RESORT, #304

    KEALIA RESORT, #304

    2 Bedrooms BathroomSleeps 4
    5 nights minstay
    Pool
  4. $263 to $421/night

    KIHEI BEACH, #402

    KIHEI BEACH, #402

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  5. $202 to $387/night

    SUGAR BEACH RESORT, #328

    SUGAR BEACH RESORT, #328

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
  6. $310 to $627/night

    SUGAR BEACH RESORT, #540

    SUGAR BEACH RESORT, #540

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  7. $190 to $387/night

    SUGAR BEACH RESORT, #130*

    SUGAR BEACH RESORT, #130*

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  8. $656 to $875/night

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
  9. $448 to $897/night

    WAILEA ELUA, #2107*

    WAILEA ELUA, #2107*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  10. $459 to $953/night

    WAILEA ELUA, #0307

    WAILEA ELUA, #0307

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  11. $263 to $421/night

    KIHEI BEACH, #510

    KIHEI BEACH, #510

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  12. $358 to $560/night

    HALE MAHINA, #A-201

    HALE MAHINA, #A-201

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  13. $1,761 to $2,076/night

    WAILEA ELUA, #1305^

    WAILEA ELUA, #1305^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
  14. $358 to $661/night

    WAILEA ELUA, #0909

    WAILEA ELUA, #0909

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  15. $365 to $627/night

    SUGAR BEACH RESORT, #535^

    SUGAR BEACH RESORT, #535^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  16. $202 to $387/night

    SUGAR BEACH RESORT, #330

    SUGAR BEACH RESORT, #330

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  17. $855 to $1,319/night

    MAKENA SURF RESORT, #B-204

    MAKENA SURF RESORT, #B-204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  18. $296 to $448/night

    KIHEI BEACH, #102

    KIHEI BEACH, #102

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  19. $212 to $309/night

    KIHEI BEACH, #203

    KIHEI BEACH, #203

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  20. $212 to $280/night

    KEALIA RESORT, #102**

    KEALIA RESORT, #102**

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  21. $226 to $257/night

    Sealodge G4

    Sealodge G4

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  22. $456 to $609/night

    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  23. $781 to $1,219/night

    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua Bay Villa 20G2 Gold Beach Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  24. $785 to $1,347/night

    WAILEA ELUA, #1204^

    WAILEA ELUA, #1204^

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  25. $724 to $1,065/night

    WAILEA ELUA, #2204*

    WAILEA ELUA, #2204*

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  26. $841 to $1,515/night

    WAILEA ELUA, #1002

    WAILEA ELUA, #1002

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  27. $212 to $309/night

    KIHEI BEACH, #404

    KIHEI BEACH, #404

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  28. $212 to $309/night

    KIHEI BEACH, #207

    KIHEI BEACH, #207

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
  29. $482 to $1,009/night

    WAILEA ELUA, #0702

    WAILEA ELUA, #0702

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  30. $263 to $421/night

    KIHEI BEACH, #409

    KIHEI BEACH, #409

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  31. $223 to $309/night

    KIHEI BEACH, #603^

    KIHEI BEACH, #603^

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
  32. $785 to $1,347/night

    WAILEA ELUA, #1702

    WAILEA ELUA, #1702

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  33. $212 to $309/night

    KIHEI BEACH, #107

    KIHEI BEACH, #107

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  34. $762 to $1,094/night

    MAKENA SURF RESORT, #G-104

    MAKENA SURF RESORT, #G-104

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  35. $185 to $377/night

    WAILEA EKAHI, #24B^

    WAILEA EKAHI, #24B^

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  36. $299 to $488/night

    WAILEA ELUA, #2101*

    WAILEA ELUA, #2101*

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  37. $280 to $414/night

    WAILEA EKAHI, #33B

    WAILEA EKAHI, #33B

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  38. $448 to $823/night

    WAILEA ELUA, #2003

    WAILEA ELUA, #2003

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  39. $212 to $309/night

    KIHEI BEACH, #306

    KIHEI BEACH, #306

    1 BedroomBathroomsSleeps 3
    5 nights minstay
    Pool
  40. $313 to $526/night

    MAALAEA SURF, #C-8

    MAALAEA SURF, #C-8

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  41. $931 to $1,459/night

    WAILEA ELUA, #1403

    WAILEA ELUA, #1403

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  42. $190 to $387/night

    SUGAR BEACH RESORT, #136^

    SUGAR BEACH RESORT, #136^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  43. $263 to $421/night

    KIHEI BEACH, #309

    KIHEI BEACH, #309

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  44. $190 to $387/night

    SUGAR BEACH RESORT, #430^

    SUGAR BEACH RESORT, #430^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  45. $471 to $896/night

    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
  46. $223 to $258/night

    KEALIA RESORT, #609**

    KEALIA RESORT, #609**

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
  47. $855 to $1,319/night

    MAKENA SURF RESORT, #E-205

    MAKENA SURF RESORT, #E-205

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  48. $634 to $896/night

    WAILEA ELUA, #1309

    WAILEA ELUA, #1309

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
  49. $855 to $1,319/night

    MAKENA SURF RESORT, #B-304^

    MAKENA SURF RESORT, #B-304^

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  50. $459 to $953/night

    WAILEA ELUA, #2010

    WAILEA ELUA, #2010

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  51. $494 to $1,065/night

    WAILEA ELUA, #0202*

    WAILEA ELUA, #0202*

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  52. $1,458 to $2,694/night

    INDO LOTUS BEACH HOUSE

    INDO LOTUS BEACH HOUSE

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
  53. $202 to $387/night

    SUGAR BEACH RESORT, #418

    SUGAR BEACH RESORT, #418

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  54. $775 to $1,094/night

    MAKENA SURF RESORT, #G-101

    MAKENA SURF RESORT, #G-101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  55. $190 to $387/night

    SUGAR BEACH RESORT, #531

    SUGAR BEACH RESORT, #531

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  56. $223 to $309/night

    KIHEI BEACH, #506^

    KIHEI BEACH, #506^

    1 BedroomBathroomsSleeps 2
    7 nights minstay
    Pool
  57. $212 to $309/night

    KIHEI BEACH, #305*

    KIHEI BEACH, #305*

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  58. $190 to $387/night

    SUGAR BEACH RESORT, #524^

    SUGAR BEACH RESORT, #524^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  59. $202 to $387/night

    SUGAR BEACH RESORT, #PH23

    SUGAR BEACH RESORT, #PH23

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub