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
    Molokai Shores Condo 231

    Molokai Shores Condo 231

    Kaunakakai, HI

    Oceanfront, stunning view in this gorgeous and inviting newly, remodeled condo. If you never leave the condo, you will still have an amazing vacation. It's relaxation galore and a heavenly setting for your senses. Decorated to the detail with...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  2. CONDOMINIUM
    Kepuhi Beach Condo 2156

    Kepuhi Beach Condo 2156

    Kalua Koi, HI

    Ocean view studio, 2nd floor, end unit with a spacious feel.  This apartment is completely renovated with beautiful teak kitchenette, sink area, and furnishings; tile tub/shower; ceramic tile floors; and queen bed.  It has a covered lanai with...

    Pool
    FREE CANCELLATION

    $113 to $141/night

  3. HOUSE
    Happy House (3-Bedroom Home)

    Happy House (3-Bedroom Home)

    Kaunakakai, HI

    Happy House is a legal vacation rental on Molokai !! Happy House- why? because staying here makes you happy! The Happy House is a three bedroom, one and one half bath oceanfront home on Kanoa Beach. Located 3.5 miles from the main town of Kaunakakai...

    FREE CANCELLATION

    $281 to $338/night

  4. CONDOMINIUM
    Kapaa Shore Condo 117

    Kapaa Shore Condo 117

    Kapaa, HI

    Kapaa Shore - Beachfront Resort on Kauai! Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Recently renovated! New furnishings, bamboo wood floors, Tommy Bahama furnishings! **Pool Heated! Pool Deck enhanced** Your Dream Vacation!...

    Pool
    FREE CANCELLATION

    $159 to $210/night

  5. CONDOMINIUM
    Waipouli Beach Resort G302

    Waipouli Beach Resort G302

    Kapaa, HI

    Gorgeous Oceanfront Waipouli Beach Resort G302, one of Waipouli Beach Resort’s most desirable Ocean Front suites, offers spectacular 180 degree unobstructed ocean and sandy beach views. You can see the ocean from every room! Fall asleep to the...

    Pool
    FREE CANCELLATION

    $435 to $678/night

  6. CONDOMINIUM
    Waipouli Beach Resort A406

    Waipouli Beach Resort A406

    Kapaa, HI

    "Royal Oceanfront Jewel" Located In "A" Building Closest To The Ocean Oceanfront! Experience your dream vacation in this exquisiite condo, the "Royal Oceanfront Jewel" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy...

    Pool
    FREE CANCELLATION

    $458 to $834/night

  7. CONDOMINIUM
    Princeville Hale Moi 213A

    Princeville Hale Moi 213A

    Princeville, HI

    Short Walk to Spectacular Beaches! Perfect for Honeymoon & Anniversary Couples Royal View "Sweet Dreams" Princeville Condo A one bedroom loft located in Heart of Princeville, experience Kauai, Hawaii at Hale Moi which means "House of the King"....

    FREE CANCELLATION

    $147 to $191/night

  8. CONDOMINIUM
    Waipouli Beach Resort D102

    Waipouli Beach Resort D102

    Kapaa, HI

    The Experience: Exceptionally well decorated, featuring Tommy Bahama furnishings. There is Central AC in this condo as well as a full size washer and dryer for laundry! Come indulge your senses on the enchanting Garden Isle of Kauai and experience...

    Pool
    FREE CANCELLATION

    $321 to $491/night

  9. CONDOMINIUM
    Pili Mai Condominium 1-G

    Pili Mai Condominium 1-G

    Koloa, HI

    Brand New Luxury Condo at Pili Mai in Sunny Poipu! This is Kauai's Newest resort development! Located next to the Kiahuna Golf Course, Pili Mai offers Luxury living in peaceful, sunny Poipu! Condo 1-G is a 2 bedroom / 2 bath with a gorgeous Mountain...

    Pool
    FREE CANCELLATION

    $309 to $709/night

  10. VILLA
    Waipouli Beach Resort G101

    Waipouli Beach Resort G101

    Kapaa, HI

    Newest Listing! Royal Oceanfront G101, an Exquisite Ground Floor Oceanfront Villa! Privacy, "Expansive Lawn" Great for Golfers".  Only 5 minutes from this Oceanfront Condo is Wailua Golf Course.  You can literally play 18 holes and be back to...

    Pool
    FREE CANCELLATION

    $458 to $890/night

  11. CONDOMINIUM
    Ocean & Pool View Beachfront 3rd Floor Penthouse Villa 309

    Ocean & Pool View Beachfront 3rd Floor Penthouse Vil...

    Kahuku, HI

    Ocean & Pool View Beachfront 3rd Floor (top) Penthouse Villa 309 This penthouse villa is located on the third level just steps from the sandy beach with beautiful ocean and pool views from the lanai, living room and master bedroom. It has a serene...

    Pool Hot Tub

    $586 to $2,217/night

  12. CONDOMINIUM
    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa 104

    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa...

    Kahuku, HI

    Ocean View & Beachfront Beach Level 4-Bedroom (2 Masters) Turtle Bay Villa 104 At Ocean Villa 104 you have dramatic ocean views from just about everywhere! My 4-bedroom villa is located on the beach level so you can walk right out your living room...

    Pool Hot Tub

    $842 to $3,517/night

  13. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 102

    Beach Level Studio Direct Ocean Views Villa 102

    Kahuku, HI

    Beach Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 102 This Villa has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has spectacular ocean views that you can see from...

    Pool Hot Tub

    $437 to $1,037/night

  14. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $437 to $1,037/night

  15. CONDOMINIUM
    Waipouli Beach Resort A302

    Waipouli Beach Resort A302

    Kapaa, HI

    Oceanfront! Exquisite Luxury VIP Oceanfront Condo in highly desirable "A" Building at the #1 Ranked Waipouli Beach Resort & Spa on Beautiful Kauai offering stunning Direct Oceanfront views from every room with delightful watercolor sunrises, whale...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  16. HOUSE
    Islander on the Beach 246

    Islander on the Beach 246

    Kapaa, HI

    Kauai Calls! Newest Listing: Islander on the Beach #246, a gorgeous Ocean Front View studio! Islander on the Beach offers excellent studio options for accommodating 2-3 guests in Kapaa. This resort complex is centrally located on Kauai, only a 15...

    Pool
    FREE CANCELLATION

    $209 to $254/night

  17. CONDOMINIUM
    Ilikai 1418

    Ilikai 1418

    Waikiki, HI

    OCEAN / LAGOON / FIREWORKS VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars,...

    Pool
    FREE CANCELLATION

    $404 to $594/night

  18. CONDOMINIUM
    Ilikai 806

    Ilikai 806

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful remodel. Fully equipped and very clean....

    Pool
    FREE CANCELLATION

    $171 to $270/night

  19. CONDOMINIUM
    Ilikai 1236

    Ilikai 1236

    Waikiki, HI

    OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room. The iconic Ilikai Suites are located at the gateway to Waikiki....

    Pool
    FREE CANCELLATION

    $177 to $270/night

  20. CONDOMINIUM
    Royal Mauian Unit #302

    Royal Mauian Unit #302

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $515 to $702/night

  21. CONDOMINIUM
    Kihei Surfside, #511

    Kihei Surfside, #511

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180-degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $208 to $448/night

  22. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Poolside Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Walk out the back door to the beautiful Balinese-inspired infinity...

    Pool
    FREE CANCELLATION

    $256 to $642/night

  23. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  24. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  25. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier 1bd/1ba Aina Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  26. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  27. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is located on Maui’s leeward side on two acres of oceanfront tropical gardens and flowers. The neighboring islands of Molokai and Lanai are both a few miles away, framing the beautiful ocean view from Lower Honoapiilani...

    Pool
    FREE CANCELLATION

    $225 to $258/night

  28. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Here at Serenity By the Sea all of your senses will be delighted…starting with the picturesque ocean/sunset views from the living room, kitchen & both bedrooms… to the music of the sound of the waves… to the smell of the fresh ocean air…. to...

    Pool
    FREE CANCELLATION

    $330 to $379/night

  29. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is one of the 56 condos on the property. It is a true hidden gem on the west side of Maui and just minutes from golfing, surfing, snorkeling, hiking, markets and white sand beaches with plenty of activities. Our condo is...

    FREE CANCELLATION

    $242 to $280/night

  30. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night