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. TOWNHOUSE
    Poipu Crater

    Poipu Crater

    Koloa, HI

    Tucked away in the heart of an extinct volcano, Poipu Crater Resort offers lush tropical gardens, privacy and comfort. Perched on the upper rim of the crater, perfectly situated to enjoy sunny mornings and cool tradewinds in the afternoon. This...

    Pool

    $314 to $730/night

  2. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    This two bedroom, two full bath, upper floor end unit at the edge of the Kamahana complex features ocean, mountain, and golf course views from each room. As you end your day snuggled in the master bedroom's king bed, you'll fall asleep to the sound...

    Pool
    FREE CANCELLATION

    $183 to $214/night

  3. CONDOMINIUM
    Pali Ke Kua #204

    Pali Ke Kua #204

    Princeville, HI

    Perched on an ocean bluff near HANALEI BAY, Pali Ke Kua Unit #204 is a two bedroom, two bath, second floor unit with sweeping ocean views.Pali Ke Kua #204 is located in the Princeville Resort on Kauai's verdant North Shore.There is a swimming pool,...

    Pool

    $270 to $305/night

  4. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    First class Waipouli Beach Resort unit A-404 is located in Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa). This 4th floor unit is most sought after for direct ocean views and being the building closest to the ocean.This...

    Pool

    $456 to $572/night

  5. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  6. 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

  7. 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

    $780 to $2,199/night

  8. 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 $955/night

  9. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    First class Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa)This resort has all the modern-day amenities that you would expect in a Five-Star resort, including a lazy river-style saline pool...

    Pool

    $311 to $386/night

  10. 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

  11. 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

  12. 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

  13. CONDOMINIUM
    Plantations at Princeville #1422

    Plantations at Princeville #1422

    Princeville, HI

    This 3 bedroom, 3 bath, air-conditioned condo is beautifully appointed and very comfortable for 6 to sleep, eat, relax and vacation in luxury. King beds in 2 bedrooms and a third with two twin beds. We have a large furnished lanai with pool views,...

    Pool

    $311/night

  14. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    For those who want to escape and relax in one of the most luxurious, truly upscale accommodations on Kauai's incredibly beautiful north is the place.Not your run-of-the-mill vacation rental, it is the ideal place to come home to after the beach,...

    Pool

    $259 to $311/night

  15. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    First class Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa)This resort has all the modern-day amenities that you would expect in a Five-Star resort, including a lazy river-style saline pool...

    Pool

    $456 to $543/night

  16. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    First class Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa) Accommodations: Condominium - 2 Bedrooms / 3 Baths - (Sleeps 5 comfortably).This resort has all the modern-day amenities that you...

    Pool

    $299 to $415/night