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
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Pool Hot Tub

    $191/night

  7. CONDOMINIUM
    Menehune Shores, #623

    Menehune Shores, #623

    Kihei, HI

    Pool

    $246 to $336/night

  8. CONDOMINIUM
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    Pool

    $291 to $488/night

  9. CONDOMINIUM
    Wailea Elua Unit #1403

    Wailea Elua Unit #1403

    Wailea, HI

    Pool

    $931 to $1,459/night

  10. CONDOMINIUM
    Royal Mauian Unit #614

    Royal Mauian Unit #614

    Kihei, HI

    $425 to $561/night

  11. CONDOMINIUM
    Wailea Ekahi Unit #22D

    Wailea Ekahi Unit #22D

    Wailea, HI

    Pool

    $336 to $432/night

  12. CONDOMINIUM
    Wailea Grand Champion, #163

    Wailea Grand Champion, #163

    Wailea, HI

    Pool

    $212 to $493/night

  13. CONDOMINIUM
    MAKENA SURF RESORT, #C-102

    MAKENA SURF RESORT, #C-102

    Makena, Maui, HI

    Pool

    $538 to $926/night

  14. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Pool

    $634 to $896/night

  15. CONDOMINIUM
    Kihei Beach #403

    Kihei Beach #403

    Kihei, Maui, HI

    Pool

    $190 to $309/night

  16. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    Wailea, HI

    Pool

    $329 to $528/night

  17. CONDOMINIUM
    Sugar Beach Resort #PH23

    Sugar Beach Resort #PH23

    Kihei, HI

    Pool Hot Tub

    $202 to $387/night

  18. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Pool

    $724 to $1,065/night

  19. HOUSE
    Indo Lotus Beach House

    Indo Lotus Beach House

    Wailea, HI

    Hot Tub

    $1,234 to $2,694/night

  20. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    Wailea, HI

    Pool

    $448 to $896/night

  21. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    Wailea, HI

    Pool

    $494 to $1,065/night

  22. CONDOMINIUM
    Kihei Beach Unit #309

    Kihei Beach Unit #309

    Kihei, HI

    $263 to $421/night

  23. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Pool

    $202 to $387/night

  24. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    Pool

    $775 to $1,094/night

  25. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    Pool

    $190 to $387/night

  26. CONDOMINIUM
    Kihei Beach Unit #103

    Kihei Beach Unit #103

    Kihei, HI

    Pool

    $223 to $309/night

  27. CONDOMINIUM
    Ma'alaea Surf Unit #C-8

    Ma'alaea Surf Unit #C-8

    Kihei, HI

    Pool

    $313 to $526/night

  28. CONDOMINIUM
    Wailea Ekolu Unit #401

    Wailea Ekolu Unit #401

    Wailea, HI

    Pool

    $281 to $431/night

  29. CONDOMINIUM
    Wailea Elua Unit #0105

    Wailea Elua Unit #0105

    Wailea, HI

    Pool Hot Tub

    $459 to $953/night

  30. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Pool Hot Tub

    $459 to $953/night