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. CABIN
    Islander On The Beach 258

    Islander On The Beach 258

    Kapaa, HI

    New Listing! Gorgeous Oceanview Studio Condo with AC This Beautiful Studio Condo at Islander on the Beach has a gorgeous oceanview with the Coconut Coast sand beach just a few steps outside of your door! Islander on the Beach also has a poolside...

    Pool
    FREE CANCELLATION

    $184 to $196/night

  2. CONDOMINIUM
    Islander on the Beach 352

    Islander on the Beach 352

    Kapaa, HI

    Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the coconut coast. It is central on the island, walking distance to...

    Pool
    FREE CANCELLATION

    $221 to $266/night

  3. CONDOMINIUM
    Waipouli Beach Resort F401

    Waipouli Beach Resort F401

    Kapaa, HI

    An Elegant Penthouse Condo with a Beautiful Oceanview from the Living Room, Master Bedroom and Balcony, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC...

    Pool
    FREE CANCELLATION

    $271 to $460/night

  4. CONDOMINIUM
    Waipouli Beach Resort H403

    Waipouli Beach Resort H403

    Kapaa, HI

    Resort Living at its Best in this Penthouse Ultimate Luxury Condo Waipouli Beach Resort Oceanfront H403 an Exceptional Oceanfront 2 bedroom 3 bath condo at the beautiful Waipouli Beach Resort & Spa on the island of Kauai awarded Trip Advisor...

    Pool
    FREE CANCELLATION

    $408 to $765/night

  5. VILLA
    Waipouli Beach Resort A207

    Waipouli Beach Resort A207

    Kapaa, HI

    Your Dream Vacation in Paradise! Royal Beachfront Penthouse Villa an exquisite Ocean Front Villa! Located in Oceanfront A Building, the most desired building at Waipouli Beach Resort on Beautiful Kauai.  Come stay with us for breathtaking views of...

    Pool
    FREE CANCELLATION

    $458 to $834/night

  6. CABIN
    Princeville Hale Moi 213B

    Princeville Hale Moi 213B

    Princeville, HI

    Experience Kauai Living in a most romantic setting at "Secret Princess" Studio. Wake up each morning to a Panoramic Mountain & Waterfall & Rainbow Views of the North Shore of Kauai! Newly professionally decorated Hawaiiana and Tommy Bahama-style. ...

    FREE CANCELLATION

    $134 to $179/night

  7. CONDOMINIUM
    Waipouli Beach Resort G205

    Waipouli Beach Resort G205

    Kapaa, HI

    A beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC in this condo as well as a full size washer and dryer for laundry! Enjoy Oasis on the Beach...

    Pool
    FREE CANCELLATION

    $296 to $491/night

  8. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Our Alii Kai condos are 1200 square feet with two bedrooms, two full bathrooms, and a private lanai. Alii Kai 5301 occupies a prime top floor corner because you enter the building at the second floor level, you've got just 13 steps to climb to reach...

    Pool

    $276 to $306/night

  9. 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

  10. CONDOMINIUM
    Sealodge E8

    Sealodge E8

    Princeville, HI

    This affordable one bedroom condo offers an amazing oceanfront view. Relax on the punee (that’s a window seat in the living room - twin bed size, so a great place for a child to sleep) and enjoy the cooling breeze as you listen to the sounds of...

    Pool

    $208 to $227/night

  11. CONDOMINIUM
    Mauna Lani Fairways unit 202

    Mauna Lani Fairways unit 202

    Kohala Coast, HI

    Located on the luxurious Mauna Lani Resort property, this comfortable and private 3 bedroom 2.5 bath unit is the perfect condo for a memorable vacation. This complex has its own pool and fitness area and each unit has its own gas grill. World...

    Pool Hot Tub
    FREE CANCELLATION

    $335 to $426/night

  12. 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

  13. 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

  14. 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

  15. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Our vacation rentals at Aliii Kai II are part of a quiet, intimate complex with a pool, jacuzzi, and barbecue area. Shopping, dining, and the charming town of Hanalei are just minutes away. Alii Kai 11B is a spacious 2 bedroom, 2 bathroom...

    Pool

    $214 to $257/night

  16. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Sealodge G4 is the perfect choice for honeymoons, anniversaries, or other romantic occasions. With its expansive views of the sea, waves breaking, and lush green coastline visible from the large bedroom picture window, you won't even need to get out...

    Pool

    $227 to $257/night

  17. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Islander on the Beach offers a romantic beach side setting that won't break your budget. These air-conditioned east shore condos are right on the beach, within sight and sound of the ocean. The plantation style resort has a pool and hot tub, lush...

    Pool Hot Tub
  18. 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

  19. 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

  20. 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

  21. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    With its private top floor location, Sealodge E10 is the perfect choice for a honeymoon. While all of the north shore's great beaches and attractions are conveniently close to our Sealodge condos, you'll be perfectly happy to stay in and enjoy the...

    Pool

    $227 to $276/night

  22. VILLA
    Kulalani at Mauna Lani #2004

    Kulalani at Mauna Lani #2004

    Waimea, HI

    Aloha! Welcome to our home in the prestigious Mauna Launi resort. Our Hawaiian retreat is located in the newly constructed, beautifully landscaped Kulalani resort which features the most luxurious pool areas in all of Mauna Lani. We have recently...

    Pool
    FREE CANCELLATION

    $320 to $741/night

  23. 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

  24. 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

  25. CONDOMINIUM
    Puamana 21D

    Puamana 21D

    Princeville, HI

    Puamana 21D - great choice for a family looking for plenty of space at an affordable rate. This updated ground floor end unit gives you a shady ocean view lanai, cooled by ocean breezes, the ideal spot for starting your day with a cup of coffee or...

    Pool

    $214 to $239/night

  26. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Hanalei Colony Resort I1 is unique among north shore Kauai condo complexes. It's directly on the path to follow, just take a few steps and you're on the sand. You can also take advantage of the restaurant and spa onsite, or prepare your own food in...

    Pool

    $398 to $521/night

  27. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Hanalei Bay Resort 5202 (the Bamboo Suite) is a newly remodeled one bedroom/one bath with air-conditioned living room and private bay view lanai. The kitchen has granite counters, stainless steel appliances, bamboo soft-close cabinetry, and...

    Pool Hot Tub

    $374 to $410/night

  28. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Hanalei Bay Resort 52012: Includes both of the elegant, recently updated, air-conditioned suites below, at a savings compared to renting separately. Close the connecting door for complete privacy, or open for a large shared apartment. Combined, the...

    Pool Hot Tub

    $521 to $582/night

  29. APARTMENT
    Mauka Lani (KAUAI)

    Mauka Lani (KAUAI)

    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...

    $493 to $554/night

  30. 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