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
    Wavecrest Condominium C107

    Wavecrest Condominium C107

    Kaunakakai, HI

    Ground floor one bedroom one bath condo with sparkling ocean views from the unit.  Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped grounds.  This condo has a beautiful ocean view and views of the...

    Pool
    FREE CANCELLATION

    $113 to $152/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
    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

  5. 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

  6. 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

  7. 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

    $371 to $709/night

  8. 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

  9. 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

  10. 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 $553/night

  11. 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

    $221 to $234/night

  12. CONDOMINIUM
    Direct Ocean View Beach Level 3Bed Villa 103

    Direct Ocean View Beach Level 3Bed Villa 103

    Kahuku, HI

    Direct Ocean View Beach Level 3Bed (or 4Bed w/Adjoin Studio) Villa 103 This villa is in the most desirable location in the complex. It has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has...

    Pool Hot Tub

    $860 to $2609/night

  13. 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

  14. CONDOMINIUM
    Aina Nalu Condo G204

    Aina Nalu Condo G204

    St. Lahaina, HI

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

    FREE CANCELLATION

    $217 to $604/night

  15. 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

  16. CONDOMINIUM
    Wavecrest Condominium A310

    Wavecrest Condominium A310

    Kaunakakai, HI

    This is a DELUXE top of the line One Bedroom One Bath Ocean Front Condo. Located on the top floor (3rd) of the A building closest to the ocean. There is a covered lanai with unobstructed views of Maui and Lanai. See the sunrise over Maui every...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  17. CONDOMINIUM
    Poolside Aina Nalu Condo D102

    Poolside Aina Nalu Condo D102

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. Just around the corner from both the Makai and Mauka pool areas!  846 sq. ft. for...

    Pool
    FREE CANCELLATION

    $217 to $604/night

  18. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    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, A110 in the Malia building, in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  19. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    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 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in...

    Pool
    FREE CANCELLATION

    $205 to $591/night

  20. 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 high end recent remodel. Fully equipped and very...

    Pool
    FREE CANCELLATION

    $171 to $270/night

  21. HOTEL ROOM
    Ilikai Hotel Room 1827

    Ilikai Hotel Room 1827

    Honolulu, HI

    Ocean & Sunset Views! Steps to Waikiki Beach. AC, WIFI. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully...

    Pool
    FREE CANCELLATION

    $173 to $296/night

  22. CONDOMINIUM
    Ilikai 1130

    Ilikai 1130

    Waikiki, HI

    Stunning ocean, lagoon views! Steps to waikiki beach. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the...

    Pool
    FREE CANCELLATION

    $168 to $270/night

  23. CONDOMINIUM
    Ilikai 404

    Ilikai 404

    Waikiki, HI

    Ocean Views! Steps To Waikiki Beach. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. The iconic Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $162 to $257/night

  24. CONDOMINIUM
    Kuhio Village Condominium 1101A

    Kuhio Village Condominium 1101A

    Honolulu, HI

    Two short blocks to the World's most famous beach. Wake up and enjoy beautiful ocean views and tropical breezes from your eat-in kitchen or spacious lanai. This is unit is one of our most popular and once you see the ocean views for yourself, you'll...

    FREE CANCELLATION

    $118 to $219/night

  25. CONDOMINIUM
    Waikiki Grand Condominium 922

    Waikiki Grand Condominium 922

    Honolulu, HI

    Absolutely awesome unit located just a block from the beach. In fact, you can see the ocean and the beach from the front door! Large unit with kitchen and path...All private! Within our clean private unit, our guests will enjoy: • Queen murphy...

    Pool
    FREE CANCELLATION

    $111 to $219/night

  26. CONDOMINIUM
    Ilikai Marina Condo 1290

    Ilikai Marina Condo 1290

    Honolulu, HI

    If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found your home away from home in paradise. The location cant be beat and the peaceful ambiance and tranquil...

    FREE CANCELLATION

    $186 to $309/night

  27. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    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.  Corner-end condo with a wonderful lanai overlooking the Mauka pool! 846...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  28. CONDOMINIUM
    Panoramic Ocean View Second Level Studio 1-Bedroom Villa 217

    Panoramic Ocean View Second Level Studio 1-Bedroom Villa...

    Kahuku, HI

    This villa is in a private location on the second floor with dramatic ocean views just 20 yards from the ocean! The Pool and BBQs and sandy beach are just 60 yards away. Photographs are of the actual villa. This villa has new furniture in the living...

    Pool Hot Tub

    $450 to $1005/night

  29. 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

  30. 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

    $1168 to $3647/night