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. TOWNHOUSE
    Pili Mai Townhouse 2-K

    Pili Mai Townhouse 2-K

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  4. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  5. CONDOMINIUM
    Waipouli Beach Resort C201

    Waipouli Beach Resort C201

    Kapaa, HI

    Beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 Bedroom, 3 Bath Condo offers easy access to the pool and beach with quiet...

    Pool
    FREE CANCELLATION

    $309 to $491/night

  6. CONDOMINIUM
    Waipouli Beach Resort F301

    Waipouli Beach Resort F301

    Kapaa, HI

    Resort lifestyle at its best at Kauai’s "Hidden Gem": Waipouli Beach Resort, with the only Fantasy Pool on the island, lush tropical grounds, the beach and the ocean just steps away. There is Central AC in this condo as well as a full size washer...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  7. CONDOMINIUM
    Waipouli Beach Resort F201

    Waipouli Beach Resort F201

    Kapaa, HI

    An exceptionally well decorated condo with a Beautiful Garden & Partial Ocean View, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC in this condo as...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  8. CONDOMINIUM
    Waipouli Beach Resort A104

    Waipouli Beach Resort A104

    Kapaa, HI

    Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at Waipouli Beach Resort & Spa offering stunning full oceanfront views from every room, with watercolor sunrises, whale watching and romantic dinners on the lanai with a 180 degree...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  9. CONDOMINIUM
    Waipouli Beach Resort D204

    Waipouli Beach Resort D204

    Kapaa, HI

    Experience a Vacation of a Lifetime in this Exquisite Luxury VIP Oceanview Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning Direct Oceanviews from every room. Delight in watercolor sunrises, whale watching and romantic dinners on the...

    Pool
    FREE CANCELLATION

    $334 to $678/night

  10. CONDOMINIUM
    Sealodge D7

    Sealodge D7

    Princeveille, HI

    Sealodge D7 offers expansive views of the Pacific Ocean through the many windows, and you will be entertained by abundant marine life. Dolphins can be seen year round. Sealodge is a favorite spot for the humpback whales to visit and can be seen...

    Pool

    $211 to $331/night

  11. CONDOMINIUM
    Bali Hai Villas 2 Bedroom

    Bali Hai Villas 2 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $328/night

  12. CONDOMINIUM
    Kauai Beach Villas 2 Bedroom

    Kauai Beach Villas 2 Bedroom

    Lihue, HI

    Kauai Beach Villas The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just minutes from the airport and is a few miles away from Lihue, the islands largest city....

    Pool

    $263/night

  13. CONDOMINIUM
    Bali Hai Villas 1 Bedroom

    Bali Hai Villas 1 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $228/night

  14. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    The Poipu vacation rentals at Makahuena Point are located in the most southern point on the island, from which you can watch both the sunrise and sunset. Makahuena Point has crashing waves and beautiful splashing surf, with only a short walk to...

    Pool Hot Tub
    FREE CANCELLATION

    $166 to $792/night

  15. CONDOMINIUM
    Kamahana 18

    Kamahana 18

    Princeville, HI

    Situated near the 6th fairway of the Makai Golf Course, this beautiful Kauai vacation rental is perfect for the golf enthusiast or anyone looking for a great view. Enjoy breathtaking views of the ocean, golf course, and Kilauea lighthouse while...

    Pool Hot Tub

    $223 to $277/night

  16. CONDOMINIUM
    Hanalei Bay Resort 6302

    Hanalei Bay Resort 6302

    Princeville, HI

    If you think you know the famous views from the Hanalei Bay Resort, you've got to see this! This unit has among the most extraordinary views in the entire resort. A top floor unit, the view from every room is exceptional, encompassing the entire...

    Pool Hot Tub

    $301 to $355/night

  17. 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

  18. HOUSE
    Mauna Kai 4

    Mauna Kai 4

    Princeville, HI

    Two bedroom/two bathroom condominium near the Westin Hotel. The Mauna Kai complex has one of the largest swimming pools in Princeville. The unit offers two bedrooms downstairs, one with a queen bed and the other a double, with a shared bathroom. The...

    Pool Hot Tub

    $235 to $283/night

  19. CONDOMINIUM
    Plantation 222

    Plantation 222

    Princeville, HI

    Enjoy distant ocean views from your own private lanai at Plantation 222. This bright and spacious condo has been recently refurbished and is an ideal place to spend your vacation in Paradise. This beautiful three-bedroom condo is furnished with 1...

    Pool Hot Tub

    $331 to $422/night

  20. CONDOMINIUM
    Cliffs 6201

    Cliffs 6201

    Princeville, HI

    Standing on your lanai at The Cliffs #6201, you have a 180 degree unfettered view of the spectacular deep blue waters of Kauai’s northern coastline, with serene quiet only broken by the wild geese and other tropical migratory birds sailing by in...

    Pool Hot Tub

    $211 to $235/night

  21. HOUSE
    Puu Poa 403

    Puu Poa 403

    Princeville, HI

    Welcome to Pu'u Poa 403....your penthouse in the sky overlooking the endless reaches of the deep blue Pacific Ocean! This wonderful top floor unit gives you a bird's eye view of the tropical world around you. From your open air lanai or glassed in...

    Pool

    $422 to $603/night

  22. CONDOMINIUM
    Puamana 11A

    Puamana 11A

    Princeville, HI

    Enjoy a great location, just a short walk/hike down to Wyllie's Beach and drive to Anini Beach, with garden views and a private setting that is not adjacent to the road. It's a one-minute walk to the golf course to watch the sunset over the ocean,...

    Pool
    FREE CANCELLATION

    $124 to $240/night

  23. CONDOMINIUM
    Villas on the Prince 13 *30 Day minimum

    Villas on the Prince 13 *30 Day minimum

    Princeville, HI

    NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai. Our vacation rentals at the Villas on the Prince are ideally suited to guests planning a longer visit....

    Pool
    FREE CANCELLATION

    $150 to $167/night

  24. HOUSE
    Cliffs 4202

    Cliffs 4202

    Princeville, HI

    Casual 1 bedroom/2 bathroom condominium located on the bluff of Princeville with distant ocean views. Enjoy cocktails and meals on the lanai. 1 king bedroom and sofa sleeper, with 2 baths, full kitchen, and washer/dryer. Pool, hot tub, exercise...

    Pool Hot Tub

    $241 to $301/night

  25. 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

  26. 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

  27. CONDOMINIUM
    Cliffs 5201

    Cliffs 5201

    Princeville, HI

    This beautiful Kauai vacation rental is perfect for two. If you are looking for a comfortable stay in paradise on the second floor, you have found it. Enjoy the fully equipped kitchen, sip a cool drink on the lanai (patio) or take a short stroll...

    Pool Hot Tub

    $211 to $259/night

  28. 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

  29. 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

  30. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    The elegant vacation rentals at the Villas of Kamalii are located on the scenic north shore, within a secure gated community in Princevillea. These 1800sf condos are just across the road from the clubhouse of the world class Makai golf course and...

    Pool
    FREE CANCELLATION

    $275 to $336/night