Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  2. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  3. CONDOMINIUM
    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    Waimea, HI

    Fantastic panoramic ocean views. You can see the whales splashing their tales in the winter from the lanai! You can see the white sand at Hapuna Beach! Gorgeous sunsets, too! Watch the sunset while you BBQ and dine outdoors. This fabulous 3...

    Pool
    FREE CANCELLATION

    $273 to $435/night

  4. HOUSE
    Hale Lokahi

    Hale Lokahi

    Waialua, HI

    Hale Lokahi - House of Peace and Serenity - This home is located in one of the best kept, secret neighborhoods on the north shore. Right on a white sand beach, this family-owned house is perfect for your vacation in paradise.. This 4 bedroom, 2...

    FREE CANCELLATION

    $683 to $992/night

  5. CONDOMINIUM
    Honu Hale Condo

    Honu Hale Condo

    Honolulu, HI

    Honu Hale is named for our Hawaii Green Turtle who symbolizes both Earth and Sea in Hawaiian culture. We have recently completed a complete renewal of Honu Hale to reflect a modern elegance soothing to the soul. Honu Hale features a fully equipped...

    Pool Hot Tub

    $131/night

  6. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Enjoy our tropical paradise – Feel tension melt away when take your first look from our unit and see an unobstructed, breath-taking views of Lana'i, Molokai'i and the vast expanse of ocean. It is magnificent at all times of day. Relax to the...

    Pool
    FREE CANCELLATION

    $178 to $263/night

  7. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  8. CONDOMINIUM
    Pohailani #133

    Pohailani #133

    Lahaina, HI

    A cozy Hawaiian getaway welcomes you at Pohailani 133. This ground floor unit sits at the edge of a lush garden with mature trees and landscaping. Experience serenity and peace in this 2 bedroom condo filled with natural light. A perfect option if...

    Pool
    FREE CANCELLATION

    $183 to $353/night

  9. CONDOMINIUM
    Kona Makai 2-102

    Kona Makai 2-102

    Kailua Kona, HI

    Kona Makai#2-102 is an excellant option for your Hawaiian Vacation. The owners have put BRAND NEW CARPET in the Property as of June 2018! This spectacular ground floor unit is a true gem at the Kona Makai. The owners keep their property maintained...

    Pool Hot Tub
    FREE CANCELLATION

    $163 to $286/night

  10. CONDOMINIUM
    Hoyochi Nikko #201

    Hoyochi Nikko #201

    Lahaina, HI

    One bedroom with high vaulted ceilings (additional sleeping capacity on sofa bed in living room). Brand new memory foam mattress. This unit has air conditioning in the bedroom along with a comfortable queen size bed. This condo is fully equipped...

    Pool
    FREE CANCELLATION

    $218 to $369/night

  11. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Villas on the Prince 28: NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. Enjoy this elegant, very private end unit which provides both mountain and golf course views. Inside you'll find three bedrooms and three bathrooms, as well as numberous...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  12. CONDOMINIUM
    Nohonani #202

    Nohonani #202

    Lahaina, HI

    Unit 202 is a beautiful two bedroom 2 bath unit on the 2nd floor with breathtaking ocean views from the kitchen, dining areas, living room and master bedroom. As with all the Nohonani units, the master bedroom is ocean side and has a sliding door...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  13. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! July 1 marks the date our Hanalei Colony Resort rentals re-open to guests - and for a limited time we'll have a special rate available. For a year now, the North Shore past...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  14. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Beautifully remodeled, comfortable, and spacious, this north shore Kauai vacation rental has a great location! Puamana 25B is the ideal Princeville condo for guests who desire fine quality accommodations at an affordable price. It has gorgeous...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  15. 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

  16. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    CHECK OUT AWESOME DISCOUNT FOR REMAINING JULY DATES!! Sealodge J2: Enjoy the best view at Sealodge from this very private end unit! Amazing oceanfront views, ground floor convenience, and privacy - it's the perfect honeymoon hideaway. You'll find...

    Pool
    FREE CANCELLATION

    $214 to $257/night

  17. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Private, top floor apartment with OCEAN FRONT views! Sealodge F9 is the only top floor condo in the building! Perfect for your honeymoon or other romantic getaway, it offers privacy, panoramic and unobstructed oceanfront views, and welcoming...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  18. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    Sealodge G8: This top floor 2br/2ba condo offers incredible oceanfront views from every the EXTRA window added in the living room to provide even more ocean views! From your private lanai, you look all the way down the Anini reef to the light...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  19. 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

  20. 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

  21. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    Hanalei Bay Villa 26 is one of our most popular Kauai vacation rentals with it's great views, short walk to beach, and updated interior. Bail Hai sunset views are just steps away. This luxurious 2br/2ba home at Hanalei Bay Villas is beautiful...

    FREE CANCELLATION

    $268 to $336/night

  22. 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

  23. 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

  24. 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

  25. 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

  26. CONDOMINIUM
    Nohonani #105

    Nohonani #105

    Lahaina, HI

    Unit #105 is a two bedroom, two bath unit just steps away from the beach. The master bedroom has a king-size bed; and twin beds in the guest bedroom. Free parking and WiFi are provided as well. If you have ever dreamt of lying in bed and going to...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  27. CONDOMINIUM
    Nohonani #300

    Nohonani #300

    Lahaina, HI

    Nohonani 300 has recently completed a brand new renovation. Improvements include new carpeting and beautiful furnishings. This is an end unit on the third floor giving added privacy and a spectacular crows nest view of the outer islands and golden...

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $403/night

  28. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  29. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  30. CONDOMINIUM
    Pikake A-4

    Pikake A-4

    Lahaina, HI

    An incredibly comfortable unit! This renovated one bedroom unit fronts directly on a beautiful white sand beach. You'll have just enough lawn area to stretch out and shake the sand off before stepping directly into your beautiful ocean side living...

    FREE CANCELLATION

    $161 to $308/night