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
    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

  2. 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

  3. 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

  4. 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 & dining. The bright &...

    $247 to $319/night

  5. TOWNHOUSE
    Hale Moi 101

    Hale Moi 101

    Princeville, HI

    This delightful home away from home features a full kitchen and stacked washer and dryer. Enjoy the convenience of eating-in while taking in the spectacular, tropical view from your own private lanai. This unit is furnished with 1 King and 1 Queen...

    $223 to $271/night

  6. CONDOMINIUM
    Pali Ke Kua 127

    Pali Ke Kua 127

    Princeville, HI

    Pali Ke Kua is a great location for families and friends to spend their vacation. Enjoy the convenience of an outdoor pool and hot tub, BBQ and picnic area, as well as a private, paved path down to Pali Ke Kua's own secret beach. This beautiful, two...

    Pool Hot Tub

    $362 to $422/night

  7. 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

  8. 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

  9. CONDOMINIUM
    Sealodge E9

    Sealodge E9

    Princeville, HI

    One of the most spectacular views in all of kauai! This premium (yet affordable) Kauai vacation rental is perched on a cliff with expansive oceanfront views of the Pacific Ocean and the Kauai coastline. From your lanai or living area you may see...

    Pool

    $235 to $301/night

  10. 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

  11. CONDOMINIUM
    Hanalei Bay Resort 6301-2

    Hanalei Bay Resort 6301-2

    Princeville, HI

    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 expanse of the bay, from the mountains behind Hanalei to “Bali Hai” peak and the ocean...

    Pool Hot Tub

    $422 to $482/night

  12. 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

  13. CONDOMINIUM
    Pali Ke Kua 124

    Pali Ke Kua 124

    Princeville, HI

    Enjoy Paradise at this luxurious, two bedroom condo at Pali Ke Kua. Enjoy extraordinary views from your lanai of the ocean or take a stroll down to Pali Ke Kua's secret beach via a private, paved path. King and queen beds, 2 baths, washer/ dryer....

    Pool Hot Tub

    $362 to $422/night

  14. 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

  15. 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 Hot Tub

    $235 to $295/night

  16. 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 & peaceful surroundings. There are oceanfront views from everywhere in this condo -- with great whale...

    Pool

    $235 to $301/night

  17. 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

  18. 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

  19. 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

    $155 to $174/night

  20. CONDOMINIUM
    Nihilani 7b

    Nihilani 7b

    Princeville, HI

    This beautiful condo is the perfect place to vacation in Paradise. Enjoy a day by the pool or at nearby beaches and relax after a day in the sun in the jacuzzi. Nihilani 7B is perfect for families and small groups as it can sleep 6 guests. The large...

    Pool Hot Tub

    $235 to $271/night

  21. VILLA
    Hanalei Bay Villas #16

    Hanalei Bay Villas #16

    Princeville, HI

    Hanalei Bay Villas #16-Amazing Hanalei Bay Views   Vacation in a lush tropical setting in beautiful Princeville with stunning panoramic ocean and mountain views seen from nearly every room. This vacation rental is a well designed two story town...

    $306 to $383/night

  22. CONDOMINIUM
    Plantation 211

    Plantation 211

    Princeville, HI

    Few words can truly describe the beauty of Kaua’i! Why make a trip so far across the ocean unless you can enjoy every minute of it? From the magnificent Napali Coastline to the incredible Hanalei Bay sunset, our recently updated, 2 bedroom, 2...

    Pool Hot Tub

    $204 to $276/night

  23. 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

  24. 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

  25. 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

  26. CONDOMINIUM
    Plantation at Princeville 1611

    Plantation at Princeville 1611

    Princeville, HI

    Enjoy this lovely designer-decorated condo located in the Plantation at Princeville golf community. With over 1200 sq. ft. of living space, this spacious, 2-bedroom, 2-full bath, condo is your ideal home away from home. The comfortable condo is...

    Pool Hot Tub

    $241 to $271/night

  27. 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...

    Pool
    FREE CANCELLATION

    $175 to $707/night

  28. HOUSE
    Alii Kai 2104

    Alii Kai 2104

    Princeville, HI

    This spacious and private ground floor end unit is situated on a vast tropical bluff with views of rainbows, waterfalls and famous Bali Hai sunsets. Relax on the peaceful lanai as frigate birds gracefully ride the cooling trade winds. Breathe in the...

    Pool

    $268 to $383/night

  29. 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

  30. 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

    $396 to $890/night