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. $282 to $394/night

    Regency at Poipu Kai #914

    Regency at Poipu Kai #914

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  2. $226 to $383/night

    Kamaole Sands #10-205

    Kamaole Sands #10-205

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  3. $174 to $289/night

    Kamaole Sands #8-208

    Kamaole Sands #8-208

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  4. $273 to $429/night

    Kamaole Sands #5-414

    Kamaole Sands #5-414

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  5. $273 to $432/night

    Kamaole Sands #3-402

    Kamaole Sands #3-402

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  6. $173 to $365/night

    Kamaole Sands #7-304

    Kamaole Sands #7-304

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  7. $305 to $492/night

    Kamaole Sands #7-403

    Kamaole Sands #7-403

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  8. $252 to $430/night

    Kamaole Sands #7-305

    Kamaole Sands #7-305

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  9. $267 to $418/night

    Luana Kai #A-103

    Luana Kai #A-103

    2 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  10. $202 to $328/night

    Kamaole Sands #10-111

    Kamaole Sands #10-111

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  11. $157 to $289/night

    Kamaole Sands #8-310

    Kamaole Sands #8-310

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  12. $168 to $278/night

    Kamaole Sands #1-103

    Kamaole Sands #1-103

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  13. $197 to $365/night

    Kamaole Sands #5-310

    Kamaole Sands #5-310

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. $234 to $464/night

    Vista Waikoloa D-102

    Vista Waikoloa D-102

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  15. $151 to $360/night

    Kamaole Sands #6-108

    Kamaole Sands #6-108

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  16. $196 to $273/night

    Kamaole Sands #9-207

    Kamaole Sands #9-207

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  17. $133 to $360/night

    Kamaole Sands #5-103

    Kamaole Sands #5-103

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. $261 to $422/night

    Kamaole Sands #1-406

    Kamaole Sands #1-406

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  19. $168 to $441/night

    Kamaole Sands #3-307

    Kamaole Sands #3-307

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  20. $226 to $348/night

    Kamaole Sands #8-104

    Kamaole Sands #8-104

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  21. $261 to $406/night

    Kamaole Sands #4-408

    Kamaole Sands #4-408

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  22. $249 to $429/night

    Kamaole Sands #6-408

    Kamaole Sands #6-408

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  23. $274 to $442/night

    Kamaole Sands #7-408

    Kamaole Sands #7-408

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. $234 to $464/night

    Colony Villas at Waikoloa Beach Resort #2204

    Colony Villas at Waikoloa Beach Resort #2204

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  25. $216 to $348/night

    Kamaole Sands #10-312

    Kamaole Sands #10-312

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  26. $184 to $335/night

    Luana Kai #B-203

    Luana Kai #B-203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION