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. 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 $319/night

  3. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Wonderful ocean views from this spacious penthouse level studio. The owners have completed a beautiful remodel featuring tile floors and a new sofa-sleeper. The full kitchen was recently re-done with new appliances, granite counter tops, new...

    Pool Hot Tub
    FREE CANCELLATION

    $185 to $614/night

  4. CONDOMINIUM
    Wailea Ekahi Unit #33B

    Wailea Ekahi Unit #33B

    Kihei, HI

    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical...

    Pool

    $280 to $414/night

  5. CONDOMINIUM
    Maalaea Surf Unit #G-7

    Maalaea Surf Unit #G-7

    Kihei, Maui, HI

    Maalaea Surf Resort is an exceptional beachfront property located in North Kihei offering spectacular ocean views. This property consists of eight two story buildings spread out over five acres of immaculate tropical landscaping. It lies on the...

    Pool

    $313 to $526/night

  6. CONDOMINIUM
    Kihei Beach Unit #501

    Kihei Beach Unit #501

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $280 to $448/night

  7. CONDOMINIUM
    Kihei Beach Unit #603

    Kihei Beach Unit #603

    Kihei, HI

    A note from the owner: Unit 603 is a Top Floor Waterfront suite with additional spacious terraces to enjoy the breathtaking ocean and beach views. The suite is a beautifully updated Open Plan, with sandstone flooring, granite counters and fully...

    Pool

    $223 to $309/night

  8. CONDOMINIUM
    Kihei Beach Unit #606

    Kihei Beach Unit #606

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $241 to $326/night

  9. CONDOMINIUM
    Wailea Elua Unit #0302

    Wailea Elua Unit #0302

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $459 to $834/night

  10. CONDOMINIUM
    Wailea Elua Unit #0702

    Wailea Elua Unit #0702

    Wailea, HI

    About this condo: Wailea Elua Village #702 is a spacious two bedroom, two bath oceanview condo with a king bed in the master bedroom, 2 twins in the guest bedroom and a sofa sleeper in the living room. It's located in the oceanfront area of the...

    Pool

    $459 to $953/night

  11. HOUSE
    Kona Bay Seaclusion-Oceanfront

    Kona Bay Seaclusion-Oceanfront

    Kailua Kona, HI

    Beautifully appointed "like new" 2 bedroom 2.5 bath oceanfront home with pool. Gourmet kitchen and huge deck for tanning, dining & sunset cocktails. Upstairs master has shower & hot tub. Sliding doors disappear into walls for the ultimate "on the...

    Pool
    FREE CANCELLATION

    $486 to $608/night

  12. CONDOMINIUM
    Oceanfront Nohonani- Unforgettable Views

    Oceanfront Nohonani- Unforgettable Views

    Lahaina, HI

    This recently updated 2BR/2BA oceanfront condo at Nohonani offers incredible views of both Lanai and Molokai from its fourth-floor perch. Sip drinks on the private lanai while taking in the sunset over the Pacific.Enjoy resort-style amenities,...

    Pool
    FREE CANCELLATION

    $133 to $619/night

  13. 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

  14. 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

  15. TOWNHOUSE
    Puamana 24-3

    Puamana 24-3

    Lahaina, HI

    This bright 1 bedroom, 2 bath "Beach House "has an ideal location in Puamana on quiet Puamelia Place, steps to the beach access or the footbridge leading to the Club house. It even has a peek of the ocean.This Maui vacation rental has a very...

    Pool
    FREE CANCELLATION

    $195 to $643/night

  16. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 110 is a ground floor unit with washer and dryer. New kitchen cabinets and counter tops. You'll love to just walking out from your private lanai right into the...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $437/night

  17. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night

  18. CONDOMINIUM
    Napili Shores D127

    Napili Shores D127

    Lahaina, HI

    Ready for an unforgettable getaway? Come see what Napili has to offer!This spacious studio unit with a King bed and pull-out sofa sleeps 3 and offers AC, wifi, cable, a DVD player, and it's own walk-out lanai! Mix up some drinks and walk the...

    Pool
    FREE CANCELLATION

    $125 to $311/night

  19. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    Book today and Fall in LOVE with "THE LIL GRASS SHACK"You will feel like you have gone back in time to the true Hawaiian experience in this condo, just 10 FT from the water's edge!103 Pohailani Welcomes you with so muchIncluded in our fabulous price...

    FREE CANCELLATION

    $180 to $239/night

  20. CONDOMINIUM
    Papakea K306

    Papakea K306

    Lahaina, HI

    A beautifully updated kitchen allows for cooking family meals in, saving money for activities and adventures. In addition to the flat screen TV and dvd player in the living room, there is also a TV in the bedroom.. Bring your electronic equipment...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $675/night

  21. 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

  22. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Top 4th floor Corner Penthouse suite! "Beach House" is uniquely situated on waters edge! Breathtaking direct oceanfront 275 degree views from our 50'long wrap around lanai. Watch turtles, whales, Molokai and Lanai island sunsets.Completely...

    Pool
    FREE CANCELLATION

    $319 to $1,218/night

  23. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    SUMMER Special Prices! Ocean front studio with ocean views and central A/C to enjoy those hot summer days.Ready for an unforgettable vacation to Maui? Or is it time to just getaway for the weekend?This studio with a beautiful ocean view is the...

    Pool
    FREE CANCELLATION

    $164 to $373/night

  24. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Special discount for open August 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 a comfortably...

    Pool
    FREE CANCELLATION

    $214 to $257/night

  25. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Hawaiian for "Village By The Sea," the Kauhale Makai complex is an oceanfront property located in Kihei. This is one of a few buildings in the area with central air conditioning - not window units. This condo stays as cool as you like it. Kihei is...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $266/night

  26. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Beautiful 7th floor studio condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $710/night

  27. CONDOMINIUM
    Hale Akala Falls Ko Olina Beach Villa (O121)

    Hale Akala Falls Ko Olina Beach Villa (O121)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDARIf the calendar shows as available, the Villa is not reserved and can be...

    Pool Hot Tub

    $845 to $1,668/night

  28. 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

  29. CONDOMINIUM
    Kaanapali Shores 403

    Kaanapali Shores 403

    Lahaina, HI

    Relax on our 4th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 403 lanai has views of the ocean,spectacular sunsets, and whales in...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $1,174/night

  30. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! All remaining August 2019 dates now discounted! For over a year now, the North Shore past Hanalei has been closed to everyone except local residents. Wildlife, like fish and...

    Pool
    FREE CANCELLATION

    $488 to $581/night