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 Pulelehua with Guest House

    Hale Pulelehua with Guest House

    Hanalei, HI

    TVNC: 1238 A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly House), is a wonderful place for your family & friends to experience the island lifestyle on the North Shore of Kauai. Immaculately cared...

    $1,623 to $3,476/night

  2. CONDOMINIUM
    Puamana 18B

    Puamana 18B

    Princeville, HI

    Right next to the Westin Princeville Resort, Puamana 18B is a great choice! Only one of 8 units in the complex, 18B features 3 bedrooms, each with its own private lanai and 3 full baths. This 2-story unit feels more like a home than a condo. Close...

    Pool
    FREE CANCELLATION

    $143 to $499/night

  3. 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

    $335 to $890/night

  4. CONDOMINIUM
    Sealodge E6

    Sealodge E6

    Princeville, HI

    Sealodge E6 is beautifully remodeled with cherry mahogany floors, tile and fresh paint. Incredible view up the Anini reef. From the living room you can watch the fishermen on Anini, whales, dolphins and an array of exotic birds. What a great place...

    Pool
    FREE CANCELLATION

    $134 to $499/night

  5. CONDOMINIUM
    Plantation 1112

    Plantation 1112

    Princeville, HI

    Located on the ground floor at the edge of the Plantations at Princeville, unit 1112 is a great place for children to safely play on the large manicured grass area while you barbeque on the lanai or relax with a cool drink. Spacious, new and...

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $472/night

  6. CONDOMINIUM
    Ali'i Kai 4202

    Ali'i Kai 4202

    Princeville, HI

    Beautiful ocean front 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

    $127 to $528/night

  7. CONDOMINIUM
    Sandpiper 120B

    Sandpiper 120B

    Princeville, HI

    Sandpiper 120B is a charming studio with private bath, kitchenette, free wireless high-speed internet. Kitchenette includes microwave, hot plate, fridge, toaster, coffee maker. Condo is furnished with queen size bed, has private garden-level lanai,...

    Pool

    $121 to $153/night

  8. 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

    $214 to $239/night

  9. HOUSE
    Hanalei Bay Villas #17

    Hanalei Bay Villas #17

    Princeville, HI

    Hanalei Bay Villas # 17-A townhouse close to St Regis Princeville New Remodel! A fun and casual bungalow with Golf Course, Ocean and Mountain Views. 3 bedrooms, 2.5 baths. This stand alone condominium is located close to the Princeville Hotel and...

    $306 to $383/night

  10. CONDOMINIUM
    Emmalani Court 411

    Emmalani Court 411

    Princeville, HI

    Air Conditioned, spacious, beautifully decorated condo (Emmalani Court 411) near beach access and golf. Walk to the beach access for Hideaways Beach, the St. Regis Princeville Hotel Beach or stroll over to Queen's Bath. Romantic jacuzzi tub in the...

    Pool Hot Tub
    FREE CANCELLATION

    $118 to $486/night

  11. COTTAGE
    112 Paniolo

    112 Paniolo

    Princeville, HI

    This is a unique stand alone cottage in the Princeville Paniolo condominium complex.  The cottage has two large living spaces. Walk in the front door and turn right, that leads to the main living area, featuring living, dining, full kitchen with...

    Pool

    $191 to $306/night

  12. 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

    $164 to $184/night

  13. CONDOMINIUM
    Sealodge G9

    Sealodge G9

    Princeville, HI

    Sealodge G9 is a top floor condo with incredible views of both sunrise and sunset. Enjoy views of Anini Beach, Kilauea Lighthouse and great whale watching. This newly remodeled condo with coastal chic décor, designer furniture and a 55 inch flat...

    Pool
    FREE CANCELLATION

    $127 to $528/night

  14. CONDOMINIUM
    Treetop Suites at Hale Moi 112 Sides A/B

    Treetop Suites at Hale Moi 112 Sides A/B

    Princeville, HI

    This unit can be considered a suite style accommodation with the feel of two units in one. Side A has a full kitchen, full bath, living room, dining room, a king sized bed, and a 70 sq. ft. exterior lanai. Side B has a mini kitchen/bar, full bath,...

    $396 to $408/night

  15. HOUSE
    Kolepa Hale

    Kolepa Hale

    koloa, HI

    This fabulous new home features a 32-foot swimming pool and jacuzzi on the fourth tee of the Kiahuna Plantation Golf Course offers over 2,500 square feet of island luxury, for an unforgettable Kauai getaway. Ideally situated in the exclusive Wainani...

    Pool Hot Tub

    $850 to $1,623/night

  16. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    span style="font-size:14px;">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....

    Hot Tub

    $665 to $1,408/night

  17. CONDOMINIUM
    Puu Poa 201

    Puu Poa 201

    Princeville, HI

    Located on the north shore of Kauai and boasting remarkable white water ocean views, our vacation rentals at Puu Poa provide upscale and spacious accommodations for guests seeking exceptional accommodations. Puu Poa condos have two bedrooms and two...

    Pool
    FREE CANCELLATION

    $300 to $1,044/night

  18. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    Unbelievalbe oceanfront views from this intimate ground floor hideaway with updated interior. One bedroom, one bathroom, with private oceanfront lanai to enjoy the view and whale watch in the winter time. Full kitchen, free wifi, washer and dryer in...

    Pool

    $227 to $257/night

  19. 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...

    $612 to $879/night

  20. 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

    $612 to $1,640/night

  21. 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...

    $193 to $255/night

  22. CONDOMINIUM
    Wai'ula'ula Ridge J202

    Wai'ula'ula Ridge J202

    Waimea, HI

    Wai'ula'ula, located on the 'mauka' or mountain side of the highway in the Uplands development, accessed through the Hapuna Prince Resort entrance. This gated community is surrounded by the fairways of the Hapuna golf course and boasts panoramic...

    Pool

    $473 to $817/night

  23. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Island living at its finest! Experience charming plantation style living in this gorgeous South Shore 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

    $772 to $1,980/night

  24. 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

    $239 to $276/night

  25. 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

    $277 to $331/night

  26. CONDOMINIUM
    Alii Kai 4103

    Alii Kai 4103

    Princeville, HI

    Enjoy panoramic ocean views from the living room and both bedrooms of this spacious condo in Princeville. Ground-floor unit includes fully equipped kitchen with brand new custom cabinets and washer/dryer, dining area, king bed in master bedroom,...

    Pool Hot Tub

    $277 to $331/night

  27. CONDOMINIUM
    Pali Ke Kua 15

    Pali Ke Kua 15

    Princeville, HI

    Relax in Paradise at Pali Ke Kua. Enjoy extraordinary views from your lanai of the Hanalei mountains or take a stroll down to Pali Ke Kua's secret beach via a private, paved path. This condo is perfect for a small family vacation or a couples...

    Pool Hot Tub

    $241 to $283/night

  28. 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

  29. CONDOMINIUM
    Puu Poa 207

    Puu Poa 207

    Princeville, HI

    An exotic Asian-Pacific theme flows throughout this stunning ocean front Pu'u Poa condo. Spacious indoor living spaces as well as a sunny, open lanai (patio), offers you the choice of dining & lounging de plein air or in the privacy of your own...

    Pool

    $362 to $512/night

  30. CONDOMINIUM
    Pali Ke Kua 117

    Pali Ke Kua 117

    Princeville, HI

    Relax in comfort in this one bedroom condo located on the north shore of Kauai at Pali Ke Kua. Enjoy stunning ocean views from your unit or take it all in from your private lanai with a refreshing, cold drink. Pool and hot tub on site. Make sure to...

    Pool Hot Tub

    $259 to $301/night