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. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool

    $299 to $415/night

  2. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool

    $456 to $543/night

  3. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool

    $282 to $398/night

  4. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool

    $340 to $467/night

  5. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool

    $259 to $311/night

  6. CONDOMINIUM
    Wailea Elua Unit #1403

    Wailea Elua Unit #1403

    Wailea, HI

    Pool

    $931 to $1,459/night

  7. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Pool

    $634 to $896/night

  8. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    Wailea, HI

    Pool

    $329 to $528/night

  9. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Pool

    $724 to $1,065/night

  10. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    Wailea, HI

    Pool

    $494 to $1,065/night

  11. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    Pool Hot Tub

    $481 to $1,285/night

  12. CONDOMINIUM
    One Block to Waikiki Beach

    One Block to Waikiki Beach

    Waikiki, HI

    Hot Tub
    FREE CANCELLATION

    $344/night

  13. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  14. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  15. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

  16. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  17. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Pool Hot Tub

    $476 to $1,214/night

  18. CONDOMINIUM
    Kamaole Sands #3-402

    Kamaole Sands #3-402

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $233 to $565/night

  19. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $465/night

  20. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $361/night

  21. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $230 to $875/night

  22. 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

  23. CONDOMINIUM
    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $502 to $1,958/night

  24. CONDOMINIUM
    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Kaanapali, HI

    Pool Hot Tub

    $256 to $909/night

  25. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $259 to $749/night

  26. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 34B-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $825/night

  27. CONDOMINIUM
    Lauloa 105

    Lauloa 105

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $185 to $438/night

  28. CONDOMINIUM
    Mahana 602

    Mahana 602

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $764/night

  29. CONDOMINIUM
    Kaleialoha 211

    Kaleialoha 211

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $335/night

  30. CONDOMINIUM
    Kauhale Makai 529

    Kauhale Makai 529

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $465/night