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. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  2. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    FREE CANCELLATION

    $347 to $466/night

  3. CONDOMINIUM
    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $493/night

  4. CONDOMINIUM
    Napili Shores B214

    Napili Shores B214

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $588/night

  5. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $271/night

  6. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,138 to $1,535/night

  7. CONDOMINIUM
    Holualoa Bay Villas#106

    Holualoa Bay Villas#106

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $326/night

  8. CONDOMINIUM
    Kona Plaza 217

    Kona Plaza 217

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $229 to $409/night

  9. HOUSE
    Ohana House

    Ohana House

    Hanalei, HI

    FREE CANCELLATION

    $499 to $562/night

  10. CONDOMINIUM
    Kaanapali Plantation #59

    Kaanapali Plantation #59

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $139 to $298/night

  11. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $778/night

  12. VILLA
    Kapalua Bay Villas 23B-1

    Kapalua Bay Villas 23B-1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $306 to $1,173/night

  13. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $1,188/night

  14. CONDOMINIUM
    Kihei Alii Kai A207

    Kihei Alii Kai A207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $410/night

  15. CONDOMINIUM
    Napili Point B44

    Napili Point B44

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $224 to $711/night

  16. CONDOMINIUM
    Luxe 2BR/2BA- Infinity Pool & Spa- 1 Mile to Bay

    Luxe 2BR/2BA- Infinity Pool & Spa- 1 Mile to Bay

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $134 to $269/night

  17. CONDOMINIUM
    Kaanapali Shores- 943- Panoramic Ocean View! 1b/1b

    Kaanapali Shores- 943- Panoramic Ocean View! 1b/1b

    Kaanapali, HI

    Pool Hot Tub

    $230 to $762/night

  18. CONDOMINIUM
    Honua Kai- Hokulani 712- Romantic One Bedroom Ocean View!

    Honua Kai- Hokulani 712- Romantic One Bedroom Ocean View...

    Kanaanapali, HI

    Pool Hot Tub

    $322 to $940/night

  19. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $1,173/night

  20. HOUSE
    Hawaii Kai 4BR w/ Wraparound Lanai & Ocean Views

    Hawaii Kai 4BR w/ Wraparound Lanai & Ocean Views

    Honolulu, HI

    FREE CANCELLATION

    $311 to $494/night

  21. HOUSE
    Koana Breeze

    Koana Breeze

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION

    $514 to $584/night

  22. CONDOMINIUM
    Shores at Waikoloa #234 at Bo Tree Tower

    Shores at Waikoloa #234 at Bo Tree Tower

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $464/night

  23. CONDOMINIUM
    Honua Kai- Konea 606- Partial Ocean and Mountain Views! 2b/1b

    Honua Kai- Konea 606- Partial Ocean and Mountain Views! ...

    Kaanapali, HI

    Pool Hot Tub

    $320 to $1,195/night

  24. CONDOMINIUM
    Honua Kai- Hokulani 108- Ground Floor & Huge Play Lawn! 1b/1b

    Honua Kai- Hokulani 108- Ground Floor & Huge Play La...

    Kaanapali, HI

    Pool Hot Tub

    $256 to $909/night

  25. HOUSE
    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  26. CONDOMINIUM
    Kuleana 321

    Kuleana 321

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $603/night

  27. CONDOMINIUM
    Kona Shores#130

    Kona Shores#130

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $219 to $230/night

  28. HOUSE
    Tranquil 4BR Home by Private Beach

    Tranquil 4BR Home by Private Beach

    Kahuku, HI

    FREE CANCELLATION

    $370 to $493/night

  29. CONDOMINIUM
    Hale Moi #216A

    Hale Moi #216A

    Princeville, HI

    FREE CANCELLATION

    $181 to $249/night

  30. CONDOMINIUM
    Nihilani 28C

    Nihilani 28C

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $374/night