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
    Beach Level 3 Bed Direct Ocean Views Villa 106 Turtle Bay

    Beach Level 3 Bed Direct Ocean Views Villa 106 Turtle Ba...

    Kahuku, HI

    This beach level villa has beach and ocean views and is located just steps from the sandy beach with a lawn area before the sand starts. The Ocean Villas pool, jaccuzzi and BBQs are all just 20 yards to your right! It has a serene lanai where you...

    Pool Hot Tub

    $1,017 to $2,408/night

  2. CONDOMINIUM
    Ocean View and Beachfront Beach Level 3 Bedroom Villa 110

    Ocean View and Beachfront Beach Level 3 Bedroom Villa 11...

    Kahuku, HI

    This beach level villa is located just steps from the pool, BBQs, and the sandy beach! It has partial ocean views from the dining room, kitchen, living room, master bedroom and lanai. It has a serene lanai with Tiki torches lighting the grounds at...

    Pool Hot Tub

    $912 to $2,147/night

  3. CONDOMINIUM
    Villa 316

    Villa 316

    Kahuku, HI

    This penthouse villa is located in the most desirable location in the complex, on the third level just steps from the sandy beach with panoramic ocean views and a private serene lanai. This villa is only about 20 yards from the ocean! Photographs...

    Pool Hot Tub

    $1,069 to $2,538/night

  4. CONDOMINIUM
    305 Punahoa Condominium

    305 Punahoa Condominium

    Kihei, HI

    2 bedroom corner unit on the ocean! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are...

    $202 to $400/night

  5. CONDOMINIUM
    205 Punahoa Condominium

    205 Punahoa Condominium

    Kihei, HI

    2 Bedroom Corner unit on the ocean! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are...

    $246 to $400/night

  6. CONDOMINIUM
    Valley Isle #905

    Valley Isle #905

    Lahaina, HI

    Oceanfront 1 bedroom unit with spacious kitchen and tile floors throughout, overlooking the ocean in Kahana. Entertain yourself with the iPhone dock, 42" TV, and free WiFi, while enjoying the evening sunset views and lanai dining. Condo features Cal...

    Pool
    FREE CANCELLATION

    $157 to $574/night

  7. CONDOMINIUM
    WAILEA ELUA, #1601*

    WAILEA ELUA, #1601*

    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

    $471 to $896/night

  8. CONDOMINIUM
    Kamaole Nalu Unit #201

    Kamaole Nalu Unit #201

    Kihei, HI

    A Note from the Owner: Contemporary, comfortable and completely remodeled with quality furnishing and fixtures. Both the living room and master bedroom have new TVs and there is Wi-fi of course! The master bedroom has a very comfortable bed with...

    $191 to $332/night

  9. 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

  10. CONDOMINIUM
    Kamaole Nalu Unit #602

    Kamaole Nalu Unit #602

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $247 to $394/night

  11. 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

  12. CONDOMINIUM
    Kihei Surfside, #612

    Kihei Surfside, #612

    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

    $185 to $427/night

  13. CONDOMINIUM
    Royal Mauian Unit #315

    Royal Mauian Unit #315

    Kihei, HI

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

    Pool

    $437 to $605/night

  14. CONDOMINIUM
    Wailea Elua Unit #1002

    Wailea Elua Unit #1002

    Wailea, HI

    Wailea Elua Village #1002 is in a prime location closest to the ocean, beach and pool. 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...

    Pool

    $841 to $1,515/night

  15. CONDOMINIUM
    Royal Mauian Unit #219

    Royal Mauian Unit #219

    Kihei, HI

    Note from the Owner: Our goal is to provide you with a spacious, comfortable and ocean close home, while you're visiting Maui. After purchasing this property, because of it's premier location, we completed an extensive remodel to help make your time...

    Pool

    $280 to $438/night

  16. 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

  17. 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

  18. 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

  19. CONDOMINIUM
    304 Punahoa Condominium

    304 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $139 to $287/night

  20. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    BRAND NEW VACATION RENTAL WITH BRAND NEW OWNERSHIP!Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! The new owners are excited to have their new property that's never been rented before be placed as a new Vacation Rental!DIRECT OCEANFRONT...

    Pool
    FREE CANCELLATION

    $302 to $326/night

  21. CONDOMINIUM
    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2b

    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2...

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.Absolutely the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire...

    Pool Hot Tub

    $622 to $2,106/night

  22. HOUSE
    Hale Hiamoe House 2655

    Hale Hiamoe House 2655

    Kaunakakai, HI

    Hale Hiamoe is a very casual three bedroom, two bath oceanfront home on Kanoa Beach. Enjoy the spacious, open living room, dining area that can seat seven, and the fully equppied kitchen. There is a large covered lanai that offers a great space for...

    FREE CANCELLATION

    $225 to $281/night

  23. CONDOMINIUM
    Kepuhi Beach 1226

    Kepuhi Beach 1226

    Kalua Koi, HI

    This one is a corner unit and tends to be more private because it is at the end of the Building Nice views of the ocean from this unit. The condo is a studio with queen size bed and a couch that fold into a full size bed. There is a small kitchen...

    Pool
    FREE CANCELLATION

    $113 to $135/night

  24. CONDOMINIUM
    Paniolo Hale R2

    Paniolo Hale R2

    Maunaloa, HI

    This is a lovely one bedroom, 2 bath condo with open beam ceilings and hardwood floors. Ground floor level has a treetop view living area with a large screened lanai, kitchen,full bath, and dining/living room with flat screen TV/VCR, high speed...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  25. 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

  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

    $206 to $710/night

  27. CONDOMINIUM
    Kahana Reef 303

    Kahana Reef 303

    Lahaina, HI

    **CONSTRUCTION SPECIAL!** $125The complex will be repairing the seawall starting beginning of June 2019. Expect construction to be active between June 1st through possibly September 1st. *The seawall repair will most likely be loud work with heavy...

    Pool
    FREE CANCELLATION

    $131 to $336/night

  28. CONDOMINIUM
    Hear the Waves!! Honua Kai- Hokulani 306

    Hear the Waves!! Honua Kai- Hokulani 306

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.UPGRADED OCEAN/MOUNTAIN VIEW 2 bed/2 bath - GREAT VALUE!*This condo is so...

    Pool Hot Tub

    $519 to $1,567/night

  29. CONDOMINIUM
    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.GREAT SOUTHSIDE OCEAN VIEW!This great 2 bedroom 2 bath 1100 sq ft OCEAN VIEW...

    Pool Hot Tub

    $519 to $1,621/night

  30. CONDOMINIUM
    Royal Kahana 618

    Royal Kahana 618

    Lahaina, HI

    Aloha and welcome to our Maui paradise!This is a 6th floor studio with AC offers amazing views of the Pacific Ocean with views of our neighboring island.Enjoy your morning coffee and/or afternoon cocktails on the lanai while savoring the sparkling...

    Pool
    FREE CANCELLATION

    $106 to $439/night