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
    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

  2. 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

  3. 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

  4. 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

  5. CONDOMINIUM
    Puu Poa 406

    Puu Poa 406

    Princeville, HI

    This open and spacious oceanfront Kauai vacation rental is the perfect location to relax and enjoy breathtaking sunsets, cool trade winds, and the Polynesian lifestyle that comes with it! Please note this rental requires a 5 night minimum stay. The...

    Pool

    $416 to $512/night

  6. CONDOMINIUM
    Puu Poa 207

    Puu Poa 207

    Princeville, HI

    * Unit 106 in the next building will be undergoing renovation from March 11, 2019–September 15, 2019 * 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...

    Pool

    $362 to $512/night

  7. TOWNHOUSE
    Puamana 13C

    Puamana 13C

    Princeville, HI

    A handsomely landscaped walkway leads to the doorstep of this lovely Puamana condo. Upon entrance, spacious high ceilings and marble tiled floors are accentuated by the abundant natural lighting. Everything is tastefully Hawaiian themed: fans are...

    Pool

    $229 to $259/night

  8. 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

  9. TOWNHOUSE
    Puamana 16C- Hale Makai

    Puamana 16C- Hale Makai

    Princeville, HI

    It is all about LOCATION and with this Blue Ocean View unit you have proximity to all the beauty and attractions of the North Shore. Many units in Puamana profess ocean view. Building 16 is the full monty. The ocean hits you the minute you walk in...

    Pool

    $235 to $295/night

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

    $283 to $331/night

  15. CONDOMINIUM
    Pali Ke Kua 121

    Pali Ke Kua 121

    Princeville, HI

    Hanalei Bay and Sunset, Ocean View Condo! Pali Ke Kua 121 boasts spectacular Hanalei Bay and Bali Hai sunset ocean views from throughout this well-appointed spacious condominium. Located in the last west-facing building of renowned Pali Ke Kua...

    Pool Hot Tub

    $362 to $422/night

  16. 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

  17. TOWNHOUSE
    Hanalei Bay Villa 12

    Hanalei Bay Villa 12

    Princeville, HI

    Feel the cool tradewinds & enjoy the majestic views of Hanalei Bay in this relaxing, private villa. Enjoy outdoor dining on your comfortable lanai (patio) overlooking lush Hanalei bay. The Master suite has new King size bed, TV/DVD/VCR, lanai w/2...

    $259 to $355/night

  18. 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

  19. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Reduced for August! Alii Kai 11B has great tropical views of both the ocean and the mountains, with nice updates inside. But what you notice most is the feeling of aloha from the moment you walk in! You wont feel like a visitor here, you'll feel...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  20. 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

  21. 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 $815/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 $482/night

  23. 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

  24. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    This stunning Poipu home boasts over 3,300 square feet of elegant living space, along with sweeping views from the coastline up the sloping hills of Kalaheo. An open floor plan provides guests with the perfect setting for quality time together,...

    Pool Hot Tub

    $899 to $2,487/night

  25. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    The heart of the home is the modern kitchen with its ocean views, African mahogany and koa cabinetry, granite counter tops and stainless appliances. High vaulted open beam ceilings, plentiful windows with light galore invite you to enjoy the essence...

    $1,152 to $1,645/night

  26. CONDOMINIUM
    Cliffs 4206

    Cliffs 4206

    Princeville, HI

    The Cliffs with an Ocean View! Enjoy the wonderful ocean views from this 1 bedroom 2 bath condo. This condo offers great cross ventilation to keep your stay more comfortable. You may dine out on the lanai and take in the cool ocean breezes. The...

    Pool Hot Tub

    $241 to $301/night

  27. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    This spacious, upscale Kauai vacation rental offers verdant island beauty along with all of the amenities of home. Relaxation is in abundance inside or out on your lanai (patio). The ocean view master suite has a King size bed, TV/DVD, and private,...

    Pool

    $392 to $542/night

  28. CONDOMINIUM
    Pali Ke Kua 203

    Pali Ke Kua 203

    Princeville, HI

    This spacious two bedroom vacation rental is the perfect home away from home for traveling families and friends. Relax in Paradise at Pali Ke Kua 203. Enjoy magnificent views from your unit or lanai of the ocean or stroll down to Pali Ke Kua's...

    Pool Hot Tub

    $362 to $422/night

  29. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    This new Plantation at Princeville located on the north shore is perfect for a family or small group. This 2 bedroom (king and 2 queens plus a queen sofa sleeper) 2 bath ground floor condo is decorated with Hawaiian Plantation style furnishings and...

    Pool Hot Tub

    $241 to $271/night

  30. CONDOMINIUM
    Pali Ke Kua 10

    Pali Ke Kua 10

    Princeville, HI

    Enjoy Paradise at Pali Ke Kua 10. Take-in extraordinary views from you lanai of the Hanalei mountains or take a stroll down to Pali Ke Kua's secret beach via a private, paved path. Newly remodeled bathrooms and kitchen. One king and a loft with...

    Pool Hot Tub

    $241 to $283/night