RedAwning has over 45 Kauai vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Kauai is home to the stunning Na Pali coastline, the immense Waimea Canyon, and lush tropical terrain and is the oldest of the Hawaiian islands. Book your stay today!

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  1. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 204 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  2. CONDOMINIUM
    Sealodge J9

    Sealodge J9

    Princeville, HI

    WOW - CHECK OUT THE JUNE 2019 DISCOUNT! Our Sealodge J9 Kauai vacation rental offers dramatic and uninterrupted oceanfront views, top floor privacy, and your own furnished oceanfront lanai. Living room and both bedrooms have big picture windows...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  3. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget! The private garden-level lanai is surrounded by tropical foliage and flowers. This charming studio has a private bathroom and a kitchenette suitable for...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  4. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Last minute opening 6/17 - 7/1 now 25% off!!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $361/night

  5. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Alii Kai 3103: This 5-star-view property is a stand-out among Kauai vacation rentals. It rocks uninterrupted oceanfront vistas from every window. You can lie in bed and enjoy the sight and sound of the ocean without even having to get up! Ground...

    Pool
    FREE CANCELLATION

    $238 to $293/night

  6. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    JUNE 2019 DATES DISCOUNTED!!! Sealodge J1: Private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the ocean, this condo sits alone like a separate...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  7. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Walk to beach, shopping, and dining from this updated and very spacious condo with pool and BBQ grill. Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  8. CONDOMINIUM
    Pili Mai Condominium 1-G

    Pili Mai Condominium 1-G

    Koloa, HI

    Brand New Luxury Condo at Pili Mai in Sunny Poipu! This is Kauai's Newest resort development! Located next to the Kiahuna Golf Course, Pili Mai offers Luxury living in peaceful, sunny Poipu! Condo 1-G is a 2 bedroom / 2 bath with a gorgeous Mountain...

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    FREE CANCELLATION

    $334 to $709/night

  9. HOUSE
    Islander on the Beach 246

    Islander on the Beach 246

    Kapaa, HI

    Kauai Calls! Newest Listing: Islander on the Beach #246, a gorgeous Ocean Front View studio! Islander on the Beach offers excellent studio options for accommodating 2-3 guests in Kapaa. This resort complex is centrally located on Kauai, only a 15...

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    FREE CANCELLATION

    $209 to $254/night

  10. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. Villas on the Prince 34 is a spacious luxury town house with pool and easy walking distance to Anini Beach and Princeville shopping. This beautifully cared for villa has 3 bedrooms and 2 1/2 baths. Two...

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $183/night

  11. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Wow, you'll have this gorgeous north shore beach at Hanalei Colony Resort all to yourselves!!! For a year now, the North Shore past Hanalei has been closed to everyone except local residents. Wildlife, like fish and sea turtles, has returned and...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  12. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    Sealodge G3: Unbelievable oceanfront views from this intimate ground floor hideaway with updated interior and King sized bed! One bedroom, one bathroom, with private oceanfront lanai to enjoy the view and whale watch in the winter time. Full...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  13. CONDOMINIUM
    Sandpiper 120B

    Sandpiper 120B

    Princeville, HI

    Sandpiper 120B is a charming - and affordable - studio with a private garden-level lanai surrounded by tropical foliage and flowers. You'll have a private bath, good sized kitchenette, free wireless high-speed internet, and smart TV. Kitchenette...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  14. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    World class resort on world class beach! Beautiful tropical Hanalei Bay resort has convenient access to the beach via a paved path. Its 20 acres include eight tennis courts, two swimming pools one with tropical waterfall and a children's beach, a...

    Pool Hot Tub
    FREE CANCELLATION

    $520 to $581/night

  15. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    World class resort on world class beach! Hanalei Bay Resort is situated on over 20 tropical acres with ocean and sunset views of both Hanalei Bay and world famous Bali Hai mountain, plus boasts a gorgeous sandy beach fronting the property. A paved...

    Pool Hot Tub
    FREE CANCELLATION

    $373 to $410/night

  16. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Very private top floor ocean front location. Sealodge E10 is the perfect choice for a honeymoon. All of the north shore's great beaches and attractions are conveniently close, and there's a beach path onsite, but you'll be perfectly happy to stay...

    Pool
    FREE CANCELLATION

    $226 to $275/night

  17. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Last week of June available. Book now for BIG DISCOUNT!!! Air-conditioned, ocean view, right on the beach, pool-side bar and grill, two minute walk to the Coconut Marketplace or Lava Lava Beach Club. This upgraded studio with kitchenette is...

    Pool Hot Tub
    FREE CANCELLATION

    $170/night

  18. CONDOMINIUM
    Puamana 9C

    Puamana 9C

    Princeville, HI

    Puamana 9C: AC in the master bedroom, and so many extras provided for your comfort and convenience! A spacious 1550sf of living space surrounded by the open green spaces of the Robert Trent Jones Jr designed Makai golf course, ocean views, and a...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  19. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Alii Kai 11B has great tropical views of both the ocean and the mountains, with nice updates inside. But what you notice most is the feeling of aloha from the moment you walk in! You wont feel like a visitor here, you'll feel like you belong in this...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  20. CONDOMINIUM
    Sealodge C7

    Sealodge C7

    Princeville, HI

    Sealodge C7 enjoys top floor privacy with endless oceanfront views. Inside you'll find charming vibrant decor and many updates and upgrades. You won't mind at all spending a quiet day inside when you can enjoy relaxing on the punee window seat in...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  21. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Sealodge G4 is the perfect choice for honeymoons, anniversaries, or other romantic occasions. With its expansive views of the sea, waves breaking, and lush green coastline visible from the large bedroom picture window, you won't even need to get...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  22. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Alii Kai 5301 occupies a prime top floor corner because you enter the building at the second floor level, you've got just 13 steps to climb to reach your door! Inside you'll find elegant updates and comfortable tropical furniture. The kitchen has...

    Pool
    FREE CANCELLATION

    $275 to $306/night

  23. CONDOMINIUM
    Sealodge E8

    Sealodge E8

    Princeville, HI

    This affordable one bedroom condo offers an amazing oceanfront view. Relax on the punee (that’s a window seat in the living room - twin bed size, so a great place for a child to sleep) and enjoy the cooling breeze as you listen to the sounds of...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  24. CONDOMINIUM
    Islander on the Beach 352

    Islander on the Beach 352

    Kapaa, HI

    Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the coconut coast. It is central on the island, walking distance to...

    Pool
    FREE CANCELLATION

    $221 to $266/night

  25. CONDOMINIUM
    Pili Mai Condominium 1-E

    Pili Mai Condominium 1-E

    Koloa, HI

    Brand New Luxury Condo at Pili Mai in Sunny Poipu! This is Kauai's Newest resort development! Central Air Conditioning! Located next to the Kiahuna Golf Course, Pili Mai offers Luxury living in peaceful, sunny Poipu! Condo 1-E is a 3 bedroom / 2.5...

    Pool
    FREE CANCELLATION

    $371 to $890/night

  26. CABIN
    Islander On The Beach 258

    Islander On The Beach 258

    Kapaa, HI

    New Listing! Gorgeous Oceanview Studio Condo with AC This Beautiful Studio Condo at Islander on the Beach has a gorgeous oceanview with the Coconut Coast sand beach just a few steps outside of your door! Islander on the Beach also has a poolside...

    Pool
    FREE CANCELLATION

    $171 to $235/night

  27. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  28. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Villas on the Prince 28: NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. Enjoy this elegant, very private end unit which provides both mountain and golf course views. Inside you'll find three bedrooms and three bathrooms, as well as numberous...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  29. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! July 1 marks the date our Hanalei Colony Resort rentals re-open to guests - and for a limited time we'll have a special rate available. For a year now, the North Shore past...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  30. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Beautifully remodeled, comfortable, and spacious, this north shore Kauai vacation rental has a great location! Puamana 25B is the ideal Princeville condo for guests who desire fine quality accommodations at an affordable price. It has gorgeous...

    Pool
    FREE CANCELLATION

    $214 to $238/night