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
    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

  2. 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

  3. 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

    $515 to $920/night

  4. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just steps from famous Ka'anapali Beach! Relax and enjoy this Premier Studio Maui Ka'anapali Villas condo in Lahaina, Maui. 544 sq. ft. of island living for up to 4 adults (King Murphy bed, queen...

    Pool
    FREE CANCELLATION

    $336 to $636/night

  5. TOWNHOUSE
    Ko Olina Kai Condo (1085E)

    Ko Olina Kai Condo (1085E)

    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 CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $218/night

  6. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  7. 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

  8. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  9. CONDOMINIUM
    Sky Tower 3003

    Sky Tower 3003

    Honolulu, HI

    Welcome to our private King Bed condo on the 30th floor with Parking Included. ++ Hot New Listing February 2019 onward++ Superb Views from this 1 Bedroom Suite that features brand new King Bed, the suite sleeps 4 guests on High Floor (30th) Brand...

    FREE CANCELLATION

    $197 to $280/night

  10. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

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

    Pool
    FREE CANCELLATION

    $166 to $553/night

  11. 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

  12. 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

  13. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    What sounds better than waking up to a hot cup of delicious coffee on a lanai that opens up to sweeping views of the majestic West Maui mountains? We invite you to indulge in the authentic Maui lifestyle, making our Honua Kai 520K your home away...

    Pool Hot Tub
    FREE CANCELLATION

    $427 to $1,075/night

  14. VILLA
    Kapalua Bay Villa 35B3 Gold Ocean Front

    Kapalua Bay Villa 35B3 Gold Ocean Front

    Lahaina, HI

    The spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and contemporary modern design. Stately and well-appointed, this lovely villa is uniquely positioned for endless views of the Pacific and neighboring...

    Pool

    $781 to $1,219/night

  15. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    From the time you open your front door a magnet pulls you across the room directly to the balcony. It takes a few swallows to get that lump cleared from your throat. This is the view you see on the travel channel, travel books, magazines, and post...

    Pool
    FREE CANCELLATION

    $156 to $251/night

  16. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool

    $181 to $242/night

  17. 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

  18. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

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

    FREE CANCELLATION

    $217 to $604/night

  19. CONDOMINIUM
    Hali'i Kai at Waikoloa 2B

    Hali'i Kai at Waikoloa 2B

    Waikoloa, HI

    Luxurious and spacious, two bedroom, two bathroom, with lanai, overlooking the golf course at the Waikoloa Beach Resort. Completed just two years ago the condo boasts a modern designer kitchen, a large private master bedroom and ensuite bath, 2 twin...

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $617/night

  20. CONDOMINIUM
    Fairway Villas Waikoloa A21

    Fairway Villas Waikoloa A21

    Waikoloa, HI

    Enjoy our 2 bedroom / 2 bath home for you and your family quietly tucked away along the Big Island's sunny Kohala Coast, Fairway Villas Waikoloa offers the crisp style, gracious elegance, and modern sophistication. The master bedroom has a king bed...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night

  21. CONDOMINIUM
    Hali'i Kai at Waikoloa 18G

    Hali'i Kai at Waikoloa 18G

    Waikoloa, HI

    Come and stay in our beautiful furnished Villa and the Hawaiian-themed artwork attitude shine in this gorgeous villa via air-conditioned living spaces, open stainless steel kitchen, the master has a king bed with a private bath and lanai, the 1st...

    Pool Hot Tub
    FREE CANCELLATION

    $320 to $741/night

  22. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Maui Sunset – 1BR Oceanfront Condo with a Whale-Watching Lanai There’s a reason many of our lovely guests return year after year to our oceanfront Maui condo. Actually, there are lots of reasons. The condo community’s sparkling pool which...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $231/night

  23. CONDOMINIUM
    Maui Sunset #A-407

    Maui Sunset #A-407

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $219/night

  24. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Peace, Tranquility and Ocean Views abound from this gorgeous 2 Bd 2 Bath upstairs unit at the Maui Kamaole. Enjoy panoramic ocean views as you dine outside on your own private lanai. Same day bookings (meaning arrival is within 24 hours of making...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  25. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, workout room, and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $231/night

  26. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    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 your back door to a green space and the beautiful Makai...

    Pool
    FREE CANCELLATION

    $256 to $642/night

  27. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and five gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $128 to $219/night

  28. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities, and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and gas grills for your use. There is an expansive lawn between the...

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $406/night

  29. 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

  30. HOUSE
    Ali'i Point #5 Oceanfront

    Ali'i Point #5 Oceanfront

    Kailua-Kona, HI

    Ali'i Point #5 is located at Ali'i Point, a private and gated community of 16 seaside homes with community pool and tennis court. Central A/C throughout. Main floor has living room, dining room, kitchen, half bath, and master king bedroom with en...

    Pool

    $668 to $846/night