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 A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $572/night

  2. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  3. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $220 to $238/night

  4. CONDOMINIUM
    Pohailani #133

    Pohailani #133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $184 to $409/night

  5. CONDOMINIUM
    Waipouli Beach Resort C-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool Hot Tub

    $311 to $429/night

  6. CONDOMINIUM
    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $607/night

  7. CONDOMINIUM
    Pali Ke Kua #103

    Pali Ke Kua #103

    Princeville, HI

    Pool Hot Tub

    $349 to $456/night

  8. CONDOMINIUM
    Kona Alii 608

    Kona Alii 608

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $162 to $584/night

  9. CONDOMINIUM
    Nohonani #300

    Nohonani #300

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $521/night

  10. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  11. CONDOMINIUM
    Nohonani #105

    Nohonani #105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $409/night

  12. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/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
    Pikake A-4

    Pikake A-4

    Lahaina, HI

    FREE CANCELLATION

    $195 to $381/night

  15. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool Hot Tub

    $340 to $503/night

  16. CONDOMINIUM
    Regency at Poipu Kai #721

    Regency at Poipu Kai #721

    Koloa, HI

    Pool Hot Tub

    $363 to $530/night

  17. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool Hot Tub

    $456 to $659/night

  18. CONDOMINIUM
    Waipouli Beach Resort A-303

    Waipouli Beach Resort A-303

    Kapaa, HI

    Pool Hot Tub

    $334 to $556/night

  19. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool Hot Tub

    $299 to $452/night

  20. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool Hot Tub

    $282 to $535/night

  21. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  22. CONDOMINIUM
    Valley Isle #1104

    Valley Isle #1104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $375/night

  23. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  24. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  25. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $381/night

  26. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  27. CONDOMINIUM
    Sealodge E8

    Sealodge E8

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $269/night

  28. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Pool Hot Tub

    $259 to $335/night

  29. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $322 to $423/night

  30. CONDOMINIUM
    Holualoa Bay Villas#106

    Holualoa Bay Villas#106

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION
  31. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool Hot Tub

    $259 to $361/night