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
    Cliffs 4202

    Cliffs 4202

    Princeville, HI

    Beautiful 1 bedroom/2 bathroom condominium located on the bluff of Princeville with distant ocean views. Enjoy cocktails and meals on the lanai. 1 king bedroom and sofa sleeper, with 2 baths, full kitchen, and washer/dryer. Pool, hot tub, exercise...

    Pool Hot Tub

    $241 to $301/night

  2. CONDOMINIUM
    Cliffs 8204

    Cliffs 8204

    Princeville, HI

    Located in Princeville on the verdant north shore of Kauai, Cliffs 8204 is a wonderful vacation rental for a large group (up to 6). This newly furnished luxury condo has beautiful unobstructed ocean views, pleasant trade winds and a front row seat...

    Pool Hot Tub

    $362 to $482/night

  3. CONDOMINIUM
    Pali Ke Kua 130

    Pali Ke Kua 130

    Princeville, HI

    The Pali Ke Kua condominium complex is located in Princeville at Hanalei on Kauai's fabulous North shore. Perched high on the edge of an ocean bluff overlooking Turtle Cove and Queens Bath, this ground-floor condominium offers fabulous ocean views....

    Pool Hot Tub

    $271 to $331/night

  4. CONDOMINIUM
    Pali Ke Kua 140

    Pali Ke Kua 140

    Princeville, HI

    Recently purchased and newly updated condo. Be amazed by the expansive Pacific Ocean views just beyond the grassy lawn while sitting in the living room or the outdoor lanai. This two bedroom 2 bath condo offers a King bed in the downstairs master...

    Pool Hot Tub

    $259 to $355/night

  5. CONDOMINIUM
    Cliffs 5201

    Cliffs 5201

    Princeville, HI

    This beautiful Kauai vacation rental is perfect for 2. If you are looking for a comfortable stay in paradise, you have found it. Enjoy the fully equipped kitchen, sip a cool drink on the lanai (patio) or take a short stroll down to the nearby...

    Pool Hot Tub

    $211 to $259/night

  6. CONDOMINIUM
    Pali Ke Kua 115

    Pali Ke Kua 115

    Princeville, HI

    Feel at home in Paradise in this one bedroom condominium at Pali Ke Kua. Enjoy extraordinary views of the ocean or stroll down to Pali Ke Kua's secret beach via a private, paved path. This condo is perfect for a couple's retreat. Golf nearby....

    Pool Hot Tub

    $259 to $301/night

  7. HOUSE
    Ota House

    Ota House

    Princeville, HI

    OTA HOUSE : TA # 101-766-3488-01 The Ota House is a family friendly home located in a quiet neighborhood near the Princeville Makai Golf Course. It is only a 10 minute walk to the St Regis Hotel and the Princeville Shopping Center with a grocery...

    $230 to $268/night

  8. HOUSE
    Hanalei Bay Resort 1207-08

    Hanalei Bay Resort 1207-08

    Princeville, HI

    Hanalei Bay Resort 1207-08: This unit was fullly remodeled in May of 2017. This is a one bedroom, two bath unit featuring the main living space with a full Murphy wall bed, a Queen hide-a-bed in the couch and a full kitchen, and a full bath. The...

    Pool

    $345 to $498/night

  9. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Sealodge H9 was completely renovated in 2012, with all new stainless steel appliances, granite counters in kitchen and bath, expanded walk-in shower with rain shower fixture, new flat screen TV, travertine tile, all new furnishings.  This top...

    Pool
    FREE CANCELLATION

    $166 to $650/night

  10. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Puu Poa 309 offers 1800 Square feet of living space, two huge lanais, 2 bedrooms, 2 baths. All marble and glass-block master bath with dual shower heads and jacuzzi tub. Solid Teak Furniture, Beautiful Tile Floors throughout, Classic Plantation...

    Pool
    FREE CANCELLATION

    $349 to $1303/night

  11. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Wonderful AIR CONDITIONED town-home located on the bluff above Kalapaki Beach. This beautiful 2 bedroom, 1 1/2 bath, two story, town-home has two full viewing balconies.  Air conditioning units are located in the living room, master bedroom, and...

    Pool
    FREE CANCELLATION

    $154 to $781/night

  12. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Hokulani Villa ~ Simple, Island Luxury Getaway! This newly remodeled Golf Course front home is fresh on the market! This wonderful villa boasts fine furnishings and a very cozy atmosphere. With fantastic views of the golf course, bali hai views and...

    $796 to $1266/night

  13. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 8D Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three...

    Pool Hot Tub

    $570 to $1462/night

  14. APARTMENT
    Hale Kanani (Kaua'i)

    Hale Kanani (Kaua'i)

    Hanalei, HI

    Completely remodeled, this home boasts beautiful hardwood floors and new furnishings. The mountain views from the large lanai and master bedroom are breathtaking. The outdoor lanai is spacious and has a lovely seating area to relax and unwind....

    $707 to $879/night

  15. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Villas on the Prince 28 The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai. The minimum stay is one month, and these elegant and upscale townhouses provide enough space and amenities to ensure your...

    Pool

    $155 to $174/night

  16. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool

    $396 to $890/night

  17. COTTAGE
    Malolo Cottage

    Malolo Cottage

    Hanalei, HI

    MALOLO COTTAGE:TVNCU-1170: TA#103-297-8432-01 Comfortable and cozy studio cottage-walk to Hanalei Bay and town- Conveniently located near to Hanalei town with many shops, restaurants, food markets and the public Kauai Bus. It's a short walk to the...

    $276 to $345/night

  18. APARTMENT
    Laola Townhouse at Hokuala 3BR

    Laola Townhouse at Hokuala 3BR

    Lihue, HI

    Experience the finest Kauai has to offer in these three-bedroom, 3.5 bath luxury Poipu villas. Situated in the exclusive Timbers Resort Hokuala on the stunning south shore, each Laola Townhouse features breathtaking ocean and golf course views, air...

    Pool Hot Tub

    $4360 to $5669/night

  19. CONDOMINIUM
    Villas on the Prince 13

    Villas on the Prince 13

    Princeville, HI

    The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai.  Our vacation rentals at the Villas on the Prince are ideally suited to guests planning a longer visit.  The minimum stay is one month, and these...

    Pool
    FREE CANCELLATION

    $150 to $167/night

  20. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    The Poipu vacation rentals at Makahuena Point are located in the most southern point on the island, from which you can watch both the sunrise and sunset. Makahuena Point has crashing waves and beautiful splashing surf, with only a short walk to...

    Pool Hot Tub
    FREE CANCELLATION

    $218 to $1122/night

  21. CONDOMINIUM
    Kamahana 3

    Kamahana 3

    Princeville, HI

    Kamahana 3 is a spacious two bedroom, very private condominium offering 1260 square feet that feels more like a house than a condo. This ground floor unit features extra-high vaulted ceilings and three private lanais. This condo is unique because it...

    Pool
    FREE CANCELLATION

    $130 to $523/night

  22. CONDOMINIUM
    Hale Moi #216

    Hale Moi #216

    Princeville, HI

    This cool, comfortable and casual condo is ideally located in Princeville and is close to the St. Regis Hotel with access to beautiful Hanalei Bay. The beaches at Hideaways are right across the street, with great snorkling in the summer and great...

    $222 to $306/night

  23. HOUSE
    Iki Nui Hale

    Iki Nui Hale

    Princeville, HI

    This home is a short walking distance to Queen's Bath as well as Hideaways Beach! For all you golf enthusiasts, Makai Golf Course is a short walk from this home as well! The Princeville Public Library, Princeville Park as well as the shopping center...

    $552 to $731/night

  24. CONDOMINIUM
    Ali'i Kai 3204

    Ali'i Kai 3204

    Princeville, HI

    Right atop the waves, this special top floor Alli Kai unit has spectacular ocean, coastline, and waterfall views from every vantage point in the home.  Posturepedic king size and queen sized beds, Balinese & Hawaiian artwork, a walk-in two person...

    Pool
    FREE CANCELLATION

    $152 to $707/night

  25. 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

    $340 to $1638/night

  26. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    Hanalei Bay Villa 26 is one of our most popular Kauai vacation rentals with it's great views, short walk to beach, and updated charming interior. It's an easy walk to Hideaways Beach (across the street) or St Regis Beach (about the equivalent of a...

    $254 to $319/night

  27. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    This top floor 2br/2ba condo offers incredible oceanfront views from every the extra window added in the living room to provide even more ocean views! From your private lanai, you look all the way down the Anini reef to the light house at Kilauea....

    Pool

    $226 to $261/night

  28. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Hanalei Bay Resort 5201 (Orchid Suite) is a newly remodeled studio with private bath and private lanai from which you can enjoy a lovely bay view. This Kauai Vacation Rental is air-conditioned, has a California king size bed with new Perfect Sleeper...

    Pool Hot Tub

    $209 to $226/night

  29. CONDOMINIUM
    Hanalei Bay Resort 6302

    Hanalei Bay Resort 6302

    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

    $301 to $355/night

  30. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Puamana 25B is the ideal Kauai vacation rental for guests who desire fine quality accommodations but don't have a luxury budget. It has gorgeous upgrades to kitchen and bathroom, all new interior, remodeled in 2017! Plus a great location a brief 8...

    Pool

    $203 to $226/night