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. 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

  2. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    This Puako Beach Condo is one of the nicest remodels in the building. Granite floors throughout! Brand new furnishings, new appliances, whirl pool tub, nice flat screen TVs in 3 of the rooms. The living room TV is web enabled, plus a web enabled...

    Pool
    FREE CANCELLATION

    $235 to $367/night

  3. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Puu Poa 405: This spacious top floor condo in the upscale Puu Poa complex on the north shore of beautiful Kauai is located directly next door to the Princeville St Regis Hotel. You'll love the newly renovated oceanfront pool! Also available onsite...

    Pool
    FREE CANCELLATION

    $397 to $458/night

  4. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Our vacation rentals at Aliii Kai II are part of a quiet, intimate complex with pool, jacuzzi, and barbecue area. Shopping, dining, and the charming town of Hanalei are just minutes away. Alii Kai 8H is a spacious two bedroom, two bath condo that...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  5. 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

  6. HOUSE
    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    Koloa, HI

    Experience a slice of heaven at Kiahuna Lani at Poipu. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Wainani community on Kauai's scenic and sunny South Shore. Enjoy the 1942 square foot spacious open...

    Pool Hot Tub

    $601 to $1,137/night

  7. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Villas on the Prince 28 The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai. The minimum stay is one month, and these elegant and upscale townhouses provide enough space and amenities to ensure your...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  8. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Plantation at Princeville 1322: This elegant air-conditioned Kauai vacation rental at The Plantation at Princeville is close to everything! You'll be just a few minutes drive from great beaches like Anini, Hideaways, and Hanalei. It's one mile to...

    Pool
    FREE CANCELLATION

    $275 to $306/night

  9. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Enjoy a quiet retreat in this attractively decorated, ground floor condo in Sandpiper Village. This vacation rental has a fully equipped, upgraded kitchen for home cooked meals, a large tiled lanai to enjoy a cool drink amidst tropical breezes, a...

    Pool
    FREE CANCELLATION

    $159 to $182/night

  10. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    CHECK OUT AWESOME DISCOUNT FOR REMAINING JUNE DATES!! Sealodge J2: Enjoy the best view at Sealodge from this very private end unit! Amazing oceanfront views, ground floor convenience, and privacy - it's the perfect honeymoon hideaway. You'll find...

    Pool
    FREE CANCELLATION

    $214 to $257/night

  11. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Hanalei Bay Resort 5201 (Orchid Suite) is a newly remodeled studio with private bath and private lanai from which you can enjoy a lovely bay view. This Kauai Vacation Rental is air-conditioned, has a California king size bed with new Perfect Sleeper...

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $238/night

  12. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Sealodge H9 was completely renovated in 2012, with all new stainless steel appliances, granite counters in kitchen and bath, expanded walk-in shower with rain shower fixture, new flat screen TV, travertine tile, all new furnishings. This top...

    Pool
    FREE CANCELLATION

    $120 to $448/night

  13. HOUSE
    Hale Kanani (Kaua'i) TVNC 1342

    Hale Kanani (Kaua'i) TVNC 1342

    Hanalei, HI

    Completely remodeled, this two-bedroom, two-bath home boasts spectacular mountain views, an airy floor plan with high ceilings, beautiful hardwood floors, and new furnishings. Nestled into a quiet cul-de-sac just a short walk from world-renowned...

    $542 to $1,261/night

  14. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    Hanalei Bay Villa 26 is one of our most popular Kauai vacation rentals with it's great views, short walk to beach, and updated charming interior. It's an easy walk to Hideaways Beach (across the street) or St Regis Beach (about the equivalent of a...

    FREE CANCELLATION

    $268 to $336/night

  15. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    This spacious, comfortable, Princeville condo is an excellent value. At Cliffs 7303 enjoy two lanais, one off the living area with a great ocean view, and one off the master bedroom, with views of the mountains and their waterfalls. This luxurious...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  16. TOWNHOUSE
    Poipu Crater

    Poipu Crater

    Koloa, HI

    Tucked away in the heart of an extinct volcano, Poipu Crater Resort offers lush tropical gardens, privacy and comfort. Perched on the upper rim of the crater, perfectly situated to enjoy sunny mornings and cool tradewinds in the afternoon. This...

    Pool

    $314 to $661/night

  17. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Hokulani Villa ~ Simple, Island Luxury Getaway! This newly remodeled Golf Course front home is fresh on the market! This wonderful villa boasts fine furnishings and a very cozy atmosphere. With fantastic views of the golf course, bali hai views and...

    Pool

    $750 to $1,649/night

  18. HOUSE
    Iki Nui Hale

    Iki Nui Hale

    Princeville, HI

    This home is a short walking distance to Queen's Bath as well as Hideaways Beach! For all you golf enthusiasts, Makai Golf Course is a short walk from this home as well! The Princeville Public Library, Princeville Park as well as the shopping center...

    $464 to $928/night

  19. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's scenic and sunny South Shore. Enjoy the 1990 square foot...

    Pool

    $690 to $1,791/night

  20. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    This top floor 2br/2ba condo offers incredible oceanfront views from every the extra window added in the living room to provide even more ocean views! From your private lanai, you look all the way down the Anini reef to the light house at Kilauea....

    Pool
    FREE CANCELLATION

    $238 to $275/night

  21. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 8D Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three...

    Pool Hot Tub

    $482 to $1,137/night

  22. HOUSE
    Hale Kamalani

    Hale Kamalani

    Princeville, HI

    A whole house for the price of a condo! Enjoy mountain and golf course views from this very affordable family home, walking distance to shopping, dining, park, library. Walk to Anini Beach takes about 20 minutes. With 3br/3ba plus loft upstairs,...

    FREE CANCELLATION

    $157 to $450/night

  23. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Private, top floor apartment with OCEAN FRONT views! Sealodge F9 is the only top floor condo in the building! Perfect for your honeymoon or other romantic getaway, it offers privacy, panoramic and unobstructed oceanfront views, and welcoming...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  24. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Kamahana 24 overlooks the 5th hole of the Prince golf course with its lush open expanse and ocean views beyond. The beautiful white sands and tranquil waters of north shore Anini Beach are just a few minutes drive, and the view from Kamahana 24...

    Pool
    FREE CANCELLATION

    $183 to $214/night

  25. 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

  26. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  27. 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

  28. CONDOMINIUM
    Kulalani at Mauna Lani #2004

    Kulalani at Mauna Lani #2004

    Kamuela, HI

    Aloha! Welcome to our home in the prestigious Mauna Launi resort. Our Hawaiian retreat is located in the newly constructed, beautifully landscaped Kulalani resort which features the most luxurious pool areas in all of Mauna Lani. We have recently...

    Pool Hot Tub
    FREE CANCELLATION

    $320 to $741/night

  29. 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

  30. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    The gated, upscale Villas on the Prince is located in Princeville on the north shore of Kauai. These spacious 1800sf Kauai vacation rentals enjoy nearby beach path access to Anini Beach, with its tranquil shallow waters and long sandy ocean floor....

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $183/night