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. $1,081 to $3,790/night

    3BD Fairways Villa (116D) at Four Seasons Resort Hualalai

    3BD Fairways Villa (116D) at Four Seasons Resort Hualala...

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  2. $1,128 to $3,960/night

    3BD Hali'ipua Villa (108) at Four Seasons Resort Hualalai

    3BD Hali'ipua Villa (108) at Four Seasons Resort Hu...

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
  3. $1,266 to $4,639/night

    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  4. $90 to $140/night

    Bamboo #408

    Bamboo #408

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
  5. $167 to $248/night

    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  6. $164 to $186/night

    Banyan 1806-I Condominium

    Banyan 1806-I Condominium

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  7. $957 to $1,553/night

    Mauna Lani Terrace A303

    Mauna Lani Terrace A303

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  8. $155/night

    Pacific Monarch 3101 Condo

    Pacific Monarch 3101 Condo

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  9. $186 to $249/night

    PM2004 2427 Kuhio Ave Honolulu THTH-PTO-00-ACH

    PM2004 2427 Kuhio Ave Honolulu THTH-PTO-00-ACH

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  10. $202 to $387/night

    SUGAR BEACH RESORT, #121

    SUGAR BEACH RESORT, #121

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  11. $190 to $387/night

    SUGAR BEACH RESORT, #130*

    SUGAR BEACH RESORT, #130*

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  12. $190 to $387/night

    SUGAR BEACH RESORT, #136^

    SUGAR BEACH RESORT, #136^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  13. $202 to $387/night

    SUGAR BEACH RESORT, #328

    SUGAR BEACH RESORT, #328

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
  14. $202 to $387/night

    SUGAR BEACH RESORT, #330

    SUGAR BEACH RESORT, #330

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  15. $202 to $387/night

    SUGAR BEACH RESORT, #418

    SUGAR BEACH RESORT, #418

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  16. $190 to $387/night

    SUGAR BEACH RESORT, #430^

    SUGAR BEACH RESORT, #430^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  17. $202 to $387/night

    SUGAR BEACH RESORT, #518^

    SUGAR BEACH RESORT, #518^

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool Hot Tub
  18. $190 to $387/night

    SUGAR BEACH RESORT, #524^

    SUGAR BEACH RESORT, #524^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  19. $190 to $387/night

    SUGAR BEACH RESORT, #531

    SUGAR BEACH RESORT, #531

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  20. $421 to $627/night

    SUGAR BEACH RESORT, #535^

    SUGAR BEACH RESORT, #535^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  21. $310 to $627/night

    SUGAR BEACH RESORT, #540

    SUGAR BEACH RESORT, #540

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  22. $286 to $560/night

    SUGAR BEACH RESORT, #PH12

    SUGAR BEACH RESORT, #PH12

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  23. $202 to $387/night

    SUGAR BEACH RESORT, #PH23

    SUGAR BEACH RESORT, #PH23

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  24. $179 to $258/night

    Waikiki Banyan Tower 1 Suite 2214- KP

    Waikiki Banyan Tower 1 Suite 2214- KP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  25. $179 to $258/night

    Waikiki Banyan Tower 2 Suite 2310- FFP

    Waikiki Banyan Tower 2 Suite 2310- FFP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  26. $179 to $258/night

    Waikiki Banyan Tower 2 Suite 2904- QP

    Waikiki Banyan Tower 2 Suite 2904- QP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  27. $156 to $201/night

    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $482 to $1,009/night

    WAILEA ELUA, #0702

    WAILEA ELUA, #0702

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  29. $211 to $249/night

    WB910 Waikiki Heaven on Earth Ocean View

    WB910 Waikiki Heaven on Earth Ocean View

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. $224 to $286/night

    WS2105 Your Waikiki Paradise Awaits New Gym, AC

    WS2105 Your Waikiki Paradise Awaits New Gym, AC

    Studio BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION