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
    Ali'i Kai 2201

    Ali'i Kai 2201

    Princeville, HI

    Alii Kai 2201 provides beautiful mountain views, sunsets over Bali Hai, and a multitude of waterfalls and rainbows. The jungle is behind you and white water ocean views are just steps away. Catch glimpses of the ocean from your dining room. This...

    Pool
    FREE CANCELLATION

    $96 to $366/night

  2. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Special discount for open August 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 a comfortably...

    Pool
    FREE CANCELLATION

    $214 to $257/night

  3. HOUSE
    Laulea Hale

    Laulea Hale

    Princeville, HI

    The House of Peace and Happiness is the ultimate in Hawaiian comfort and luxury. Perfect vacation home for 2 families. This spectacular home, impeccably clean and beautifully furnished, is situated on a quiet cul-de-sac in one of Princeville's...

    FREE CANCELLATION

    $540 to $1,086/night

  4. 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

    $120 to $434/night

  5. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Special discount for open August dates! Don't miss this beautiful bargain with a view, conveniently close to beaches, shopping, and dining. Private ocean view lanai, upgraded interior, and spacious master suite are just a few of the many features...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  6. 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 updated...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  7. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    World class resort on world class beach!Hanalei Bay Resort includes 20 tropical acres with ocean and sunset views of both Hanalei Bay and world famous Bali Hai mountain, plus a gorgeous north shore beach fronting the property. A paved path provides...

    Pool
    FREE CANCELLATION

    $220 to $238/night

  8. 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

  9. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! All remaining August 2019 dates now discounted! For over a year now, the North Shore past Hanalei has been closed to everyone except local residents. Wildlife, like fish and...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  10. 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

  11. 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

    $542 to $1,421/night

  12. 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

  13. 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

  14. 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

  15. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    This custom designed home by Hawaii's renowned architect Mark Eyler is located on the idyllic northshore of Kauai. Designed for professional surfer Bruce Irons, the architecture and interior design blends Balinese, Hawaiian and Asian elements with a...

    Pool

    $1,553 to $3,338/night

  16. HOUSE
    Luana Hale

    Luana Hale

    Princeville, HI

    Your Princeville paradise awaits in this luxury single-level home in a quiet neighborhood on the lush north shore of Kauai. Tastefully decorated with fine finishes such as travertine tile and Brazilian cherry flooring, Luana Hale offers over 2,800...

    $512 to $1,032/night

  17. 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 $1,508/night

  18. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    This villa at Villas of Kamalii, Princeville, is an upscale luxurious and tropically decorated, two bedroom, three bath Villa. Two large en-suite bedrooms, one queen with a shower and one king with jacuzzi tub downstairs, and a third reading room on...

    Pool Hot Tub

    $393 to $863/night

  19. 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

    $780 to $2,199/night

  20. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    Summer SPECIAL! 20% off the nightly rate from NOW through October 2019!The Road to Haena is opening! Book now to reserve your summer vacationTVNC: 1238A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly...

    $797 to $2,222/night

  21. HOUSE
    Hale Pulelehua with Guest House TVNC#1238

    Hale Pulelehua with Guest House TVNC#1238

    Hanalei, HI

    Summer SPECIAL! 20% off the nightly rate from NOW through October 2019!The Road to Haena is opening! Book now to reserve your summer vacation!TVNC: 1238A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly...

    $952 to $2,635/night

  22. CONDOMINIUM
    Ali'i Kai 4202

    Ali'i Kai 4202

    Princeville, HI

    Beautiful oceanfront views and a cheerful tropical decor greet you upon entry into Alii Kai 4202. The furnishings reflect the tropical setting. Artwork by local artists fill the walls. The panoramic ocean view provides the perfect backdrop to...

    Pool
    FREE CANCELLATION

    $234 to $494/night

  23. CONDOMINIUM
    Puu Poa 410

    Puu Poa 410

    Princeville, HI

    The Puu Poas are known for their distinctive, contemporary architecture and their amazing ocean and Bali Hai views. Puu Poa 410 is located up on the bluff of Princeville and is conveniently located near the St. Regis Hotel and just down the street...

    Pool

    $392 to $512/night

  24. CONDOMINIUM
    Alii Kai 5103

    Alii Kai 5103

    Princeville, HI

    This Alii Kai condo opens its sliding glass back door onto a grassy knoll on which you have an unobstructed view of the majestic Kauai coastal panorama. Wake up to the gentle northeastern ocean breezy skies and step out onto the lawn overlooking the...

    Pool

    $283 to $331/night

  25. CONDOMINIUM
    Cliffs 9201

    Cliffs 9201

    Princeville, HI

    Enjoy the cooling trade winds while watching the dolphins and whales (depending on season) frolicking in front of you as you are lounging on your private oceanfront lanai (patio). This very comfortable condo provides spectacular sunrises and sunsets...

    Pool Hot Tub

    $253 to $271/night

  26. CONDOMINIUM
    Cliffs 6301

    Cliffs 6301

    Princeville, HI

    Located on top floor at the very end of building 6 this one bedroom with the loft serving as a second bedroom offers you a 180 degree view of the spectacular deep blue waters of Kauai’s northern coastline from the open air lanai, with serene quiet...

    Pool Hot Tub

    $271 to $392/night

  27. CONDOMINIUM
    Sealodge A6

    Sealodge A6

    Princeville, HI

    Enjoy a picnic or snorkel trip just steps from your door. This Kauai vacation rental is a great choice for a those in search of more seclusion and peaceful surroundings. There are oceanfront views from everywhere in this condo -- with great whale...

    Pool

    $235 to $301/night

  28. CONDOMINIUM
    Hanalei Bay Resort 6301-2

    Hanalei Bay Resort 6301-2

    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

    $422 to $542/night

  29. 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 $1,693/night

  30. TOWNHOUSE
    Hanalei Bay Villa 11

    Hanalei Bay Villa 11

    Princeville, HI

    Relax at cozy Hanalei Bay Villa 11 after a long day exploring the majestic North Shore of Kauai. Perfectly located near the St. Regis Princeville Resort. Enjoy ocean and mountain views, or take a short walk to nearby beaches and dining. The bright...

    $247 to $319/night