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
    Kahala 123

    Kahala 123

    Koloa, HI

    Take advantage of the resort's pools, Jacuzzi, tennis courts, barbecue grills, and easy beach access. Kahala is part of the beautiful Poipu Kai Resort, which spans seventy acres of lush tropical landscaping and is bounded by sandy beaches on both...

    Pool Hot Tub
    FREE CANCELLATION

    $97 to $466/night

  2. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $191/night

  3. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Relax into resort-style living in this nearly 2,100-square foot, fully air-conditioned home on a Kiahuna Golf Club fairway in the new Wainani at Poipu neighborhood. Awapuhi Hale is a beautifully appointed single-level home with vaulted ceilings and...

    Pool Hot Tub

    $542 to $1,355/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
    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

  6. 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

  7. 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

  8. 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

  9. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Sealodge D1: With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  10. 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

  11. 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

  12. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Panoramic mountain views and tropical vegetation surround you in this beautifully updated Princeville luxury home with air conditioning and its own saltwater pool and spa. Complete with stylish furnishings and fine finishes such as granite counter...

    Pool Hot Tub

    $595 to $1,265/night

  13. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    This wonderful home is located on the beautiful Northshore of Kauai in the nice community of Princeville. With three bedrooms, three full baths, a spacious living area and an entertainment room that can be easily converted into a 4th bedroom! Fully...

    $423 to $720/night

  14. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    The ultimate Kauai vacation home, Koa Kai Hale has large windows in every room that surround you with lush north shore views. With 3,300 square feet of living space, this home has plenty of room for everyone to relax into their Hawaiian getaway....

    $542 to $1,265/night

  15. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Romantic, AIR CONDITIONED (a/c in living room and master bedroom), totally private, luxury penthouse that guarantees an unequaled experience! The epitome of gracious living, capturing panoramic views of the azure ocean and Bali Hai. The best of the...

    Pool
    FREE CANCELLATION

    $269 to $1,018/night

  16. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Great family vacation spot right on the bluff. Beautiful natural Koa Wood upgrades create a feeling of quality and Hawaiian comfort. Great details! Granite countertops, bamboo floors. Comfortable furniture to relax your body and ocean sounds and...

    Pool
    FREE CANCELLATION

    $161 to $514/night

  17. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    A Million Dollar View! Take in the phenomenal Hawaiian wildlife from this 20 ft. lanai - whales, spinner dolphins and more. View the ~180 degree coastline from the beacon of the Kilauea lighthouse to sunsets over Bali Hai on the West. With the...

    Pool
    FREE CANCELLATION

    $124 to $514/night

  18. 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

  19. CONDOMINIUM
    Bali Hai Villas 3 Bedroom

    Bali Hai Villas 3 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

    $536/night

  20. CONDOMINIUM
    Kauai Beach Villas 1 Bedroom

    Kauai Beach Villas 1 Bedroom

    Lihue, HI

    Kauai Beach Villas Booking stays under 3 days may be possible. Please inquire for more information The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just...

    Pool Hot Tub

    $209/night

  21. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Island living at its finest! Experience charming plantation style living in this gorgeous Poipu home. Enjoy all the Robert Trent Jones, Jr. community has to offer conveniently located along the Kiahuna Golf Course. Shopping, golf, and beach...

    Pool Hot Tub

    $839 to $1,971/night

  22. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    With an ideal location, plenty of privacy, and a backyard jacuzzi, this newly remodeled, plantation-style vacation home on Kauai's north shore allows you to experience the perfect balance of relaxation and adventure. Meaning “house of cool...

    Hot Tub

    $631 to $1,399/night

  23. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Enjoy the ultimate Poipu vacation experience at Kiahuna Plantation Hale, located on the fourth fairway of the Kiahuna Plantation Golf Course in lovely Wainani at Poipu. This stunning home boasts gorgeous mountain views, a split air conditioning...

    Pool Hot Tub

    $542 to $1,434/night

  24. 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

  25. 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

  26. 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

  27. 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

  28. 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

  29. 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

  30. 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