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
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  2. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  3. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  4. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  5. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $608/night

  6. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  7. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  8. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  9. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $668 to $846/night

  10. CONDOMINIUM
    Kanaloa At Kona #3701

    Kanaloa At Kona #3701

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $163 to $649/night

  11. CONDOMINIUM
    Kolea 6B at the Waikoloa Beach Resort

    Kolea 6B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $625 to $1,654/night

  12. HOUSE
    Keauhou Estates #189

    Keauhou Estates #189

    Keauhou, HI

    Pool
    FREE CANCELLATION

    $535 to $1,241/night

  13. CONDOMINIUM
    Kanaloa At Kona #3001

    Kanaloa At Kona #3001

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $179 to $579/night

  14. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $508 to $988/night

  15. CONDOMINIUM
    Vista Waikoloa C305

    Vista Waikoloa C305

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $538/night

  16. CONDOMINIUM
    Aina Nalu Condo A209

    Aina Nalu Condo A209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  17. CONDOMINIUM
    Aina Nalu Condo B103

    Aina Nalu Condo B103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  18. CONDOMINIUM
    Aina Nalu Condo C208

    Aina Nalu Condo C208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  19. CONDOMINIUM
    Aina Nalu Condo D202

    Aina Nalu Condo D202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $679/night

  20. CONDOMINIUM
    Lahaina Condo J209

    Lahaina Condo J209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  21. CONDOMINIUM
    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  22. CONDOMINIUM
    Aina Nalu Condo K107

    Aina Nalu Condo K107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  23. CONDOMINIUM
    Lahaina Condo K202

    Lahaina Condo K202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  24. CONDOMINIUM
    Lahaina Condo D203

    Lahaina Condo D203

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  25. VILLA
    Makena Aloha Estate

    Makena Aloha Estate

    Lahaina, HI

    Pool Hot Tub

    $1,722 to $3,075/night

  26. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  27. CONDOMINIUM
    Hali'i Kai 12H at the Waikoloa Beach Resort

    Hali'i Kai 12H at the Waikoloa Beach Resort

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $386 to $1,125/night

  28. CONDOMINIUM
    Papakea A309

    Papakea A309

    Lahaina, HI

    Pool Hot Tub

    $208 to $357/night

  29. CONDOMINIUM
    Maui Eldorado I204/205 2Bdrm 2Bath

    Maui Eldorado I204/205 2Bdrm 2Bath

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $383 to $551/night

  30. CONDOMINIUM
    Papakea J103

    Papakea J103

    Lahaina, HI

    Pool Hot Tub

    $196 to $351/night

  31. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $680/night

  32. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $664/night

  33. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  34. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $623/night

  35. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  36. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  37. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  38. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  39. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  40. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  41. CONDOMINIUM
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $731/night

  42. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  43. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  44. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  45. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  46. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $194 to $279/night

  47. CONDOMINIUM
    Kolea 7B at the Waikoloa Beach Resort

    Kolea 7B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $465 to $1,358/night

  48. TOWNHOUSE
    Fairway Villas M3 at the Waikoloa Beach Resort

    Fairway Villas M3 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $631/night

  49. HOUSE
    Pineapple Hale

    Pineapple Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $499 to $1,876/night

  50. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION

    $766 to $846/night

  51. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $401/night

  52. CONDOMINIUM
    Noelani 211- Modern, Upscale Ocean Front Condo

    Noelani 211- Modern, Upscale Ocean Front Condo

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $212 to $371/night

  53. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $229 to $282/night