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
    Ke Nani Kai Condominium 203

    Ke Nani Kai Condominium 203

    Maunaloa, HI

    ne Bedroom One Bath Garden View Condo with lanai is on the second story.   Comfortably sleeps up to 4 guests with a queen size bed and a sofa sleeper.   Located on Molokai's West end. Walking distance to white sand beaches.  Access to pool,...

    Pool
    FREE CANCELLATION

    $124 to $152/night

  2. 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

  3. 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

  4. 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

  5. CONDOMINIUM
    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Kaanapali, HI

    Maui Eldorado Resort, private condo J120. No expense was spared in this remodel! Enjoy paradise in this modern private condo at Maui Eldorado located in the J block. This spacious condo rental affords views of Kaanapali Golf Course and ocean views....

    Pool
    FREE CANCELLATION

    $212 to $439/night

  6. 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

  7. 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

  8. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Situated in the Kaanapali Beach Resort area, enjoy this spacious ground floor studio at #1 Kaanapali Beach, Maui Eldorado Resort C101, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, Kaanapali beach or...

    Pool
    FREE CANCELLATION

    $174 to $377/night

  9. CONDOMINIUM
    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    Lahaina, HI

    Enjoy this spacious 1 BEDROOM almost 1000 sq ft plus 200 sq ft of lanai space in the Kaanapali beach resort area Short walk to Whaler's Village shops, restaurants & Kaanapali beach. The ONLY resort with exclusive beachfront clubhouse & full...

    Pool
    FREE CANCELLATION

    $226 to $502/night

  10. CONDOMINIUM
    Maui Eldorado Condo L200

    Maui Eldorado Condo L200

    Kaanapali, HI

    Maui Eldorado Resort L200, top floor ocean view remodeled condo. Centrally located in the heart of Kaanapali, short walk to Whaler's Village shops, restaurant and walk to Kaanapali Beach. This spacious 1700 sq ft Maui Eldorado bright condo affords...

    Pool
    FREE CANCELLATION

    $408 to $816/night

  11. 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

  12. CONDOMINIUM
    Cliffs 4205

    Cliffs 4205

    Princeville, HI

    This beautiful Kauai vacation rental is equipped with all of the modern luxury you’ll need, while also providing an easy, tranquil vacation-getaway on Kauai's paradisical north shore in Princeville. Stare into the expanse of the deep blue Pacific...

    Pool Hot Tub

    $235 to $301/night

  13. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Don't miss this rare opportunity to relax in this privately-owned two bedroom two bath spacious 1500 square foot Maui condo - Maui Eldorado J100!! Situated in the heart of Kaanapali, short walk to world class shopping and restaurants at Whaler's...

    Pool
    FREE CANCELLATION

    $408 to $816/night

  14. CONDOMINIUM
    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Kaanapali, HI

    Spacious ocean view studio at #1 Kaanapali Beach, Maui Eldorado Resort k209, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, walk to Kaanapali beach or enjoy a courtesy golf cart ride to/from your unit...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  15. CONDOMINIUM
    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Kaanapali, HI

    Situated in the Kaanapali Beach Resort area, enjoy this spacious ocean view studio at #1 Kaanapali Beach, Maui Eldorado Resort k217, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, Kaanapali beach or...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  16. HOUSE
    Hahalua Hale

    Hahalua Hale

    Kailua Kona, HI

    Welcome to "Hahalua Hale" (House of the Manta Ray) located in a quiet gate community. Located at a perfect coffee growing elevation that receives those cool tropical Hawaiian breezes, this magnificent, one-of-kind, architectural showpiece sited for...

    Pool Hot Tub

    $1,261 to $1,664/night

  17. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    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

    $448 to $896/night

  18. CONDOMINIUM
    Surf & Racquet Club 6201

    Surf & Racquet Club 6201

    Kailua-Kona, HI

    This S&R unit is a bright airy second floor corner unit with wrap around lanai and views across the golf course down to the ocean. Spacious, just under 1200 with large living room and dining area that open through sliding glass doors to the lanai....

    Pool
    FREE CANCELLATION

    $157 to $242/night

  19. 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

  20. CONDOMINIUM
    Makena Surf Resort #E-205

    Makena Surf Resort #E-205

    Kihei, HI

    A Note from The Owners: Our dream-come-true was to have a unit directly overlooking the beach at Makena. We can literally talk to each other from the lanai to the beach! We did a remodel which, among other features, allows us to push all the glass...

    Pool

    $639 to $1,319/night

  21. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    This rarely-available top-floor penthouse condominium is the ultimate in luxury living. Konea 743 boasts amazing ocean views of Maui and the surrounding islands. This spacious suite includes two bedroom, two full baths and a sofa-bed to accommodate...

    Pool Hot Tub
    FREE CANCELLATION

    $513 to $988/night

  22. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    For a virtual tour of this property scroll down to the bottom of the text and click on the link. If viewing on vrbo click on the last picture and then the arrow to the right of the picture for the Virtual Tour. Private Oceanfront custom home with...

    Pool Hot Tub
    FREE CANCELLATION

    $668 to $846/night

  23. CONDOMINIUM
    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Kaanapali, HI

    This fully furnished garden view studio is located in the heart of Kaanapali at the Maui Eldorado Resort J216. Short walk to Whaler's Village shops and restaurants and enjoy onsite exclusive beachfront clubhouse with full kitchen, snorkeling at...

    Pool
    FREE CANCELLATION

    $182 to $377/night

  24. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1700 sq ft big. Large lanai extends from bedroom to living room and wraps around. BBQ on your...

    Pool
    FREE CANCELLATION

    $375 to $816/night

  25. CONDOMINIUM
    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Kaanapali, HI

    A luxurious modern Maui condo K206 with tile floor, granite countertop, marble bathroom and gourmet kitchen. Prime ocean view studio Maui Condo Maui Eldorado K206, located in the heart of Kaanapali with 15 minute walk to Whaler's Village shops and...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  26. CONDOMINIUM
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Walk or ride in a golf cart to one of the most beautiful white sand beaches in the world, Kaanapali Beach! Enjoy the privacy of your spacious almost 1000 sq ft one-bedroom suite with a large lanai for outdoor dining, lounging, and entertaining....

    Pool
    FREE CANCELLATION

    $226 to $565/night

  27. 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

  28. 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

  29. 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

  30. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Sugar Beach Resort is the Winner of Building of the Year and Manager of the Year Awards from the Institute of Real Estate Management (IREM®) Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping...

    Pool

    $190 to $387/night