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. $501 to $619/night

    Sands of Kahana 366

    Sands of Kahana 366

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  2. $248 to $304/night

    Whaler On Kaanapali 763

    Whaler On Kaanapali 763

    Studio BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
  3. $298 to $354/night

    Sands Of Kahana 134

    Sands Of Kahana 134

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  4. $236 to $276/night

    Sands Of Kahana 318

    Sands Of Kahana 318

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  5. $197 to $248/night

    Ridge Villa 1222

    Ridge Villa 1222

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  6. $186 to $219/night

    Sands Of Kahana 122

    Sands Of Kahana 122

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  7. $219 to $276/night

    Kahana Sunset C4

    Kahana Sunset C4

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  8. $276 to $332/night

    Kahana Sunset D9

    Kahana Sunset D9

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  9. $276 to $332/night

    Kahana Sunset D6

    Kahana Sunset D6

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  10. $332 to $388/night

    Ridge Villa 414

    Ridge Villa 414

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  11. $506 to $563/night

    Sands Of Kahana 215

    Sands Of Kahana 215

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  12. $234 to $464/night

    Vista Waikoloa D-102

    Vista Waikoloa D-102

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  13. $234 to $464/night

    Vista Waikoloa E-105

    Vista Waikoloa E-105

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. $1,553 to $3,338/night

    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool
  15. $298 to $647/night

    Kona Makai 2303

    Kona Makai 2303

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool Hot Tub
  16. $246 to $749/night

    Na Hale O Keauhou #N1

    Na Hale O Keauhou #N1

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  17. $270 to $790/night

    Palm Villa I3 at the Mauna Lani Resort

    Palm Villa I3 at the Mauna Lani Resort

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. $300 to $988/night

    Kolea 14F at the Waikoloa Beach Resort

    Kolea 14F at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  19. $194 to $564/night

    Fairway Villas M2 at the Waikoloa Beach Resort

    Fairway Villas M2 at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION