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
    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

  2. 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

  3. 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

  4. 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

  5. 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

  6. CONDOMINIUM
    Plantation 1611

    Plantation 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

  7. 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

  8. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    World class resort on world class beach!Beautiful tropical Hanalei Bay resort has convenient access to the beach via a paved path. Its 20 acres include eight tennis courts, two swimming pools one with tropical waterfall and a children's beach, a...

    Pool
    FREE CANCELLATION

    $520 to $581/night

  9. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Special discount for open August dates! Air-conditioned, ocean view, right on the beach, pool-side bar and grill, two minute walk to the Coconut Marketplace or Lava Lava Beach Club. This upgraded studio with kitchenette is absolutely perfect!...

    Pool
    FREE CANCELLATION

    $170/night

  10. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    World class resort on world class beach!Hanalei Bay Resort is situated on over 20 tropical acres with ocean and sunset views of both Hanalei Bay and world famous Bali Hai mountain, plus boasts a gorgeous sandy beach fronting the property. A paved...

    Pool
    FREE CANCELLATION

    $373 to $410/night

  11. 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

  12. 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

    $151 to $574/night

  13. 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

    $108 to $433/night

  14. 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

    $108 to $444/night

  15. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Relax into resort-style living in this nearly 2,100-square foot, fully air-conditioned home on a Kiahuna Golf Club fairway in the new Wainani at Poipu neighborhood. Awapuhi Hale is a beautifully appointed single-level home with vaulted ceilings and...

    Pool Hot Tub

    $542 to $1,508/night

  16. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11IPack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful,...

    Pool Hot Tub

    $476 to $1,214/night

  17. 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

  18. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Panoramic mountain views and tropical vegetation surround you in this beautifully updated Princeville luxury home with air conditioning and its own saltwater pool and spa. Complete with stylish furnishings and fine finishes such as granite counter...

    Pool Hot Tub

    $595 to $1,227/night

  19. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    The ultimate Kauai vacation home, Koa Kai Hale has large windows in every room that surround you with lush north shore views. With 3,300 square feet of living space, this home has plenty of room for everyone to relax into their Hawaiian getaway.Koa...

    $601 to $1,227/night

  20. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    Situated in the heart of Princeville on the renowned Makai Golf Course, this luxury vacation rental with Bali Hai and ocean views offers ample space to comfortably accommodate eight guests. Complete with a private pool and air conditioning...

    Pool

    $702 to $1,941/night

  21. 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

  22. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $191/night

  23. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Remaining August 2019 dates now discounted!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool
    FREE CANCELLATION

    $275 to $361/night

  24. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 204 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that...

    Pool
    FREE CANCELLATION

    $238 to $257/night

  25. CONDOMINIUM
    Pali Ke Kua 119

    Pali Ke Kua 119

    Princeville, HI

    AIR CONDITIONED BEDROOM IN LUXURY HAVEN - a very private location. Behind you, a lush green hill; to the left, another tropical hill separates Pali Ke Kua 119 from the world. Straight ahead, in full view...Bali Hai, sunsets and the indefinite...

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $577/night

  26. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Enjoy comfort and luxury in this three bedroom/three bathroom townhouse with spectacular mountain and waterfall views, heated salt water pool, and jacuzzi. Located in a gated community adjacent to the Makai golf course, Villas of Kamalii 44 boasts a...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $812/night

  27. CONDOMINIUM
    Poipu Shores B201

    Poipu Shores B201

    Koloa, HI

    This newly remodeled 2br/1.5ba has one of the best oceanfront views on the island. With full kitchen, washer/dryer, phone, and free wifi, you'll have all the comforts of home at Poipu Shores B201...plus walk to Brennecke's Beach and the Poipu Beach...

    Pool
    FREE CANCELLATION

    $402 to $991/night

  28. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    This bay view 2br/2ba (Hanalei Bay Resort 8133/4) includes one king bed in the first bedroom and two double beds in the second bedroom. Sleeps 6. Air conditioning (in living room and guest bedroom)! Included are two full baths, full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $906/night

  29. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    This second floor 2br/1ba condo has two king beds, with air-conditioning in each bedroom and in the living room. Poipu Shores B202 has a full kitchen, updated with elegant granite counters, and one bathroom, recently remodeled. Enjoy a private...

    Pool
    FREE CANCELLATION

    $402 to $1,034/night

  30. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Romantic, AIR CONDITIONED (a/c in living room and master bedroom), totally private, luxury penthouse that guarantees an unequaled experience! The epitome of gracious living, capturing panoramic views of the azure ocean and Bali Hai. The best of the...

    Pool
    FREE CANCELLATION

    $240 to $954/night