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
    Bali Hai Villas 2 Bedroom

    Bali Hai Villas 2 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $328/night

  2. CONDOMINIUM
    Bali Hai Villas 1 Bedroom

    Bali Hai Villas 1 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $228/night

  3. 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

    $157 to $768/night

  4. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    This spacious, comfortable, Princeville condo is an excellent value. At Cliffs 7303, enjoy two lanais, one off the living area with a great ocean view, and one off the master bedroom, with views of the mountains and their waterfalls. This updated...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  5. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Villas of Kamalii 37 offers elegance, convenience, and amenities. This upscale 1800sf townhouse is a golfer's paradise, adjacent to the Makai course and just a couple minutes walk to the clubhouse. Beautifully and classically furnished, with a...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $336/night

  6. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Don't miss this beautiful bargain with a view, conveniently close to beaches, shopping, and dining. Private ocean view lanai, upgraded interior, and spacious master suite are just a few of the many features you'll love at Alii Kai 8H. All of our...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  7. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Sandpiper 120A: Enjoy a quiet retreat in this attractively decorated, ground floor condo in Sandpiper Village. This Kauai vacation rental has a fully equipped kitchen for home cooked meals, a large tiled lanai to enjoy a cool drink amidst tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  8. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Plantation at Princeville 1322: This elegant air-conditioned Kauai vacation rental at The Plantation at Princeville is close to everything! You'll be just a few minutes drive from great beaches like Anini, Hideaways, and Hanalei. It's one mile to...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $306/night

  9. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    World class resort on world class beach! Hanalei Bay Resort includes 20 tropical acres with ocean and sunset views of both Hanalei Bay and world famous Bali Hai mountain, plus a gorgeous north shore beach fronting the property. A paved path...

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $238/night

  10. CONDOMINIUM
    Mauna Lani Palm Villas unit G-2

    Mauna Lani Palm Villas unit G-2

    Kohala Coast, HI

    Hawaii Tax ID Number: TA-115-236-8640-01We can't wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex nestled between the 17th fairway and a historical preserve....

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $310/night

  11. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Take advantage of the resort's pools, Jacuzzi, tennis courts, barbecue grills, and easy beach access. Kahala is part of the beautiful Poipu Kai Resort, which spans seventy acres of lush tropical landscaping and is bounded by sandy beaches on both...

    Pool Hot Tub
    FREE CANCELLATION

    $97 to $466/night

  12. 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

  13. 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 $866/night

  14. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including 2 full baths. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen. Cliffs 4209 truly feels like a home....

    Pool Hot Tub
    FREE CANCELLATION

    $96 to $390/night

  15. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including one bedroom and two full baths at Cliffs 5205. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $120 to $406/night

  16. 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

    $164 to $594/night

  17. 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

    $253 to $904/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 $1,223/night

  19. CONDOMINIUM
    Bali Hai Villas 3 Bedroom

    Bali Hai Villas 3 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $536/night

  20. 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

  21. 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

    $839 to $1,971/night

  22. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    This villa at Villas of Kamalii, Princeville, is an upscale luxurious and tropically decorated, two bedroom, three bath Villa. Two large en-suite bedrooms, one queen with a shower and one king with jacuzzi tub downstairs, and a third reading room on...

    Pool Hot Tub

    $405 to $929/night

  23. 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

    $110 to $456/night

  24. 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

    $166 to $589/night

  25. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. Villas on the Prince 34 is a spacious luxury town house with pool and easy walking distance to Anini Beach and Princeville shopping. This beautifully cared for villa has 3 bedrooms and 2 1/2 baths. Two...

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $183/night

  26. CONDOMINIUM
    Sandpiper 120B

    Sandpiper 120B

    Princeville, HI

    Sandpiper 120B is a charming - and affordable - studio with a private garden-level lanai surrounded by tropical foliage and flowers. You'll have a private bath, good sized kitchenette, free wireless high-speed internet, and smart TV. Kitchenette...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  27. 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 Hot Tub
    FREE CANCELLATION

    $520 to $581/night

  28. 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 Hot Tub
    FREE CANCELLATION

    $373 to $410/night

  29. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Last week of June available. Book now for BIG DISCOUNT!!! 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...

    Pool Hot Tub
    FREE CANCELLATION

    $170/night

  30. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    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 like you belong in this...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night