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 Fairways Villa (116D) at Four Seasons Resort Hualalai

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

    Kailua Kona, HI

    Pool Hot Tub

    $1,056 to $3,933/night

  2. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904- STQP

    Waikiki Banyan Tower 2 Suite 2904- STQP

    Honolulu, HI

    Pool Hot Tub

    $180 to $259/night

  3. CONDOMINIUM
    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    Honolulu, HI

    Pool

    $157 to $202/night

  4. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $128 to $219/night

  5. APARTMENT
    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $211 to $374/night

  6. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $418/night

  7. CONDOMINIUM
    Mauna Lani Terrace A303

    Mauna Lani Terrace A303

    Kamuela, HI

    Pool Hot Tub

    $899 to $1,553/night

  8. APARTMENT
    Waikiki Banyan Tower 2 Suite 2310- STFFP

    Waikiki Banyan Tower 2 Suite 2310- STFFP

    Honolulu, HI

    Pool Hot Tub

    $180 to $259/night

  9. CONDOMINIUM
    Kihei Alii Kai #C-306

    Kihei Alii Kai #C-306

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $226/night

  10. CONDOMINIUM
    Luana Kai #B-203

    Luana Kai #B-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $335/night

  11. 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

  12. CONDOMINIUM
    Kihei Alii Kai #A-305

    Kihei Alii Kai #A-305

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $208/night

  13. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $729 to $759/night

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

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

    Kailua Kona, HI

    Pool Hot Tub

    $970 to $2,858/night

  15. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Pool Hot Tub

    $1,226 to $3,856/night

  16. CONDOMINIUM
    Kona 2 Bedroom

    Kona 2 Bedroom

    Kailua-Kona, HI

    Pool Hot Tub

    $238/night

  17. 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

    $1,060 to $3,293/night

  18. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $152 to $248/night

  19. CONDOMINIUM
    Kihei Alii Kai #B-307

    Kihei Alii Kai #B-307

    Kihei, HI

    Pool
    FREE CANCELLATION

    $128 to $231/night

  20. 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

    $224 to $311/night

  21. CONDOMINIUM
    Pacific Monarch 3101 Condo

    Pacific Monarch 3101 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $155/night

  22. CONDOMINIUM
    Bamboo #408

    Bamboo #408

    Waikiki, HI

    Pool Hot Tub

    $106 to $140/night

  23. CONDOMINIUM
    Maui Sunset #A-204

    Maui Sunset #A-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $266/night

  24. APARTMENT
    Waikiki Banyan Tower 1 Suite 2214- STKP

    Waikiki Banyan Tower 1 Suite 2214- STKP

    Honolulu, HI

    Pool Hot Tub

    $180 to $259/night

  25. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $266/night