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
    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

    $186 to $215/night

  2. 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

    $215 to $261/night

  3. 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

    $261 to $290/night

  4. 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

    $493 to $516/night

  5. 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

    $138 to $161/night

  6. 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

    $215 to $244/night

  7. 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

    $161 to $634/night

  8. 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 $481/night

  9. APARTMENT
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Featuring an open floor plan, bountiful screened windows and four spacious lanais (porches), Hale Anu Keanu gives you a bird's eye view of the surrounding tree tops, mountain vistas and lush tropical landscaping. Four bedrooms comfortably sleep...

    Hot Tub

    $582 to $1697/night

  10. CONDOMINIUM
    Puamana 4D

    Puamana 4D

    Princeville, HI

    Puamana 4D has a spacious 1550sf of living space surrounded by the open green spaces of the Prince and Makai golf courses, and enjoys a great location just a few minutes walk to Anini Beach.  Just remodeled, this well-appointed rental is a perfect...

    Pool
    FREE CANCELLATION

    $130 to $596/night

  11. 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

    $169 to $671/night

  12. 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

    $203 to $226/night

  13. CONDOMINIUM
    Wai'ula'ula Ridge J202

    Wai'ula'ula Ridge J202

    Waimea, HI

    Wai'ula'ula, located on the 'mauka' or mountain side of the highway in the Uplands development, accessed through the Hapuna Prince Resort entrance. This gated community is surrounded by the fairways of the Hapuna golf course and boasts panoramic...

    Pool

    $473 to $525/night

  14. CONDOMINIUM
    Waipouli Beach Resort H207

    Waipouli Beach Resort H207

    Kapaa, HI

    Oceanview!  Beautiful! Luxury Gorgeous Oceanview from Living Room, Dining Area and Lanai. Located in Coveted Oceanfront H Building, a one bedroom, two bath condominium at the "New" Waipouli Beach Resort on Kauai.  This 2nd floor, oceanview with...

    Pool

    $284 to $460/night

  15. CONDOMINIUM
    Waipouli Beach Resort D101

    Waipouli Beach Resort D101

    Kapaa, HI

    Waipouli Beach Resort Amazing Pool View Condo This ground floor deluxe 1 bedroom, 2 bath condominium has a fabulous view overlooking the lazy river pool, garden and towards the ocean. There is Central AC in this condo as well as a full size washer...

    Pool

    $321 to $428/night

  16. 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

    $458 to $834/night

  17. CONDOMINIUM
    Waipouli Beach Resort G103

    Waipouli Beach Resort G103

    Kapaa, HI

    Designated as the most outstanding resort in Hawaii by the Parade of Homes! The resort features breathtaking beach sunrises, a state-of-the-art lazy river saline pool complete with water slides, waterfalls, and hot tubs, beautiful landscaping, a...

    Pool

    $246 to $428/night

  18. 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

    $296 to $491/night

  19. CONDOMINIUM
    Waipouli Beach Resort E106

    Waipouli Beach Resort E106

    Kapaa, HI

    New Listing! Beautiful Luxury Inner Courtyard Garden View, One bedroom, Two bath Condominium at the Beachfront Waipouli Beach Resort on Kauai. This Beautiful Luxury Condominium features luxury furnishings for your comfort by International interior...

    Pool

    $321 to $428/night

  20. 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

    $184 to $196/night

  21. 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

    $408 to $765/night

  22. 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

    $271 to $460/night

  23. 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

    $221 to $266/night

  24. 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. ...

    $134 to $179/night

  25. CONDOMINIUM
    Sealodge E6

    Sealodge E6

    Princeville, HI

    Sealodge E6 is beautifully remodeled with cherry mahogany floors, tile and fresh paint. Incredible view up the Anini reef. From the living room you can watch the fishermen on Anini, whales, dolphins and an array of exotic birds. What a great place...

    Pool
    FREE CANCELLATION

    $142 to $671/night

  26. CONDOMINIUM
    Ali'i Kai 4202

    Ali'i Kai 4202

    Princeville, HI

    Beautiful ocean front views and a cheerful tropical decor greet you upon entry into Alii Kai 4202. The furnishings reflect the tropical setting. Artwork by local artists fill the walls. The panoramic ocean view provides the perfect backdrop to this...

    Pool
    FREE CANCELLATION

    $150 to $707/night

  27. CONDOMINIUM
    Sealodge J4

    Sealodge J4

    Princeville, HI

    New fun and cute tropical decor and exceptional views at Sealodge J4. Lie on the bed or the punae (small bed in the living room alcove) and watch the waves roll in. Watch whales, albatross and spinner dolphins. Watch the fishermen down on the Anini...

    Pool
    FREE CANCELLATION

    $161 to $634/night

  28. CONDOMINIUM
    Sealodge H4

    Sealodge H4

    Princeville, HI

    Sealodge H4 is a beautifully remodeled ground floor condo.  The living room, lanai, and bedroom all boast spectacular oceanfront views.  The kitchen has been remodeled and includes granite counters, bright and open white cabinetry, and modern...

    Pool
    FREE CANCELLATION

    $172 to $650/night

  29. 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

  30. 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