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. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Pool Hot Tub

    $1,065 to $3,608/night

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

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

    Kailua Kona, HI

    Pool Hot Tub

    $977 to $3,083/night

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

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

    Kailua Kona, HI

    Pool Hot Tub

    $943 to $2,944/night

  4. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $1,395/night

  5. CONDOMINIUM
    WAILEA ELUA, #0702

    WAILEA ELUA, #0702

    Wailea, Maui, HI

    Pool Hot Tub

    $482 to $1,009/night

  6. CONDOMINIUM
    SUGAR BEACH RESORT, #535^

    SUGAR BEACH RESORT, #535^

    Kihei, Maui, HI

    Pool Hot Tub

    $365 to $627/night

  7. CONDOMINIUM
    SUGAR BEACH RESORT, #540

    SUGAR BEACH RESORT, #540

    Kihei, Maui, HI

    Pool Hot Tub

    $310 to $627/night

  8. CONDOMINIUM
    SUGAR BEACH RESORT, #PH12

    SUGAR BEACH RESORT, #PH12

    Kihei, Maui, HI

    Pool Hot Tub

    $286 to $560/night

  9. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $418/night

  10. CONDOMINIUM
    Luana Kai #B-313

    Luana Kai #B-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $383/night

  11. CONDOMINIUM
    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $286/night

  12. CONDOMINIUM
    SUGAR BEACH RESORT, #121

    SUGAR BEACH RESORT, #121

    Kihei, Maui, HI

    Pool Hot Tub

    $202 to $387/night

  13. CONDOMINIUM
    SUGAR BEACH RESORT, #330

    SUGAR BEACH RESORT, #330

    Kihei, Maui, HI

    Pool Hot Tub

    $202 to $387/night

  14. CONDOMINIUM
    SUGAR BEACH RESORT, #328

    SUGAR BEACH RESORT, #328

    Kihei, Maui, HI

    Pool Hot Tub

    $202 to $387/night

  15. CONDOMINIUM
    SUGAR BEACH RESORT, #PH23

    SUGAR BEACH RESORT, #PH23

    Kihei, Maui, HI

    Pool Hot Tub

    $202 to $387/night

  16. CONDOMINIUM
    SUGAR BEACH RESORT, #418

    SUGAR BEACH RESORT, #418

    Kihei, Maui, HI

    Pool Hot Tub

    $202 to $387/night

  17. CONDOMINIUM
    SUGAR BEACH RESORT, #518^

    SUGAR BEACH RESORT, #518^

    Kihei, Maui, HI

    Pool Hot Tub

    $202 to $387/night

  18. CONDOMINIUM
    SUGAR BEACH RESORT, #130*

    SUGAR BEACH RESORT, #130*

    Kihei, Maui, HI

    Pool Hot Tub

    $190 to $387/night

  19. CONDOMINIUM
    SUGAR BEACH RESORT, #430^

    SUGAR BEACH RESORT, #430^

    Kihei, Maui, HI

    Pool Hot Tub

    $190 to $387/night

  20. CONDOMINIUM
    SUGAR BEACH RESORT, #531

    SUGAR BEACH RESORT, #531

    Kihei, Maui, HI

    Pool Hot Tub

    $190 to $387/night

  21. CONDOMINIUM
    SUGAR BEACH RESORT, #136^

    SUGAR BEACH RESORT, #136^

    Kihei, Maui, HI

    Pool Hot Tub

    $190 to $387/night

  22. CONDOMINIUM
    SUGAR BEACH RESORT, #524^

    SUGAR BEACH RESORT, #524^

    Kihei, Maui, HI

    Pool Hot Tub

    $190 to $387/night

  23. CONDOMINIUM
    Luana Kai #B-203

    Luana Kai #B-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $335/night

  24. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $177 to $356/night

  25. APARTMENT
    PM2004 2427 Kuhio Ave Honolulu THTH-PTO-00-ACH

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

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $249/night

  26. APARTMENT
    Waikiki Banyan Tower 2 Suite 2310- STFFP

    Waikiki Banyan Tower 2 Suite 2310- STFFP

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $258/night

  27. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904- STQP

    Waikiki Banyan Tower 2 Suite 2904- STQP

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $258/night

  28. APARTMENT
    Waikiki Banyan Tower 1 Suite 2214- STKP

    Waikiki Banyan Tower 1 Suite 2214- STKP

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $258/night

  29. CONDOMINIUM
    Kihei Alii Kai #D-406

    Kihei Alii Kai #D-406

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $290/night

  30. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $266/night

  31. CONDOMINIUM
    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $156 to $201/night

  32. CONDOMINIUM
    Pacific Monarch 3101 Condo

    Pacific Monarch 3101 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  33. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $152 to $248/night

  34. CONDOMINIUM
    Kihei Alii Kai #C-306

    Kihei Alii Kai #C-306

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $226/night

  35. CONDOMINIUM
    Kihei Alii Kai #A-305

    Kihei Alii Kai #A-305

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $208/night

  36. CONDOMINIUM
    Kihei Alii Kai #B-307

    Kihei Alii Kai #B-307

    Kihei, HI

    Pool
    FREE CANCELLATION

    $128 to $231/night