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
    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

  2. 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

  3. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Spend your dream vacation on Maui at the Whaler on beautiful Kaanapali beach! Enjoy stunning West Maui sunsets and gorgeously landscaped grounds!Relax on the lanai with a cup of coffee or a cocktail where you can see from Mauka to Makai (from...

    Pool
    FREE CANCELLATION

    $334 to $1,249/night

  4. 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

    $124 to $311/night

  5. CONDOMINIUM
    G10-2 Bedroom Oceanfront Townhouse

    G10-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit G10 is a two story townhouse unit with vaulted ceilings. Situated on the second floor this unit has a very open feel and offers our guest total privacy. This unit has a large lanai, stunning ocean views and overlooks the large...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  6. 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

    $151 to $614/night

  7. CONDOMINIUM
    Lahaina Roads 309

    Lahaina Roads 309

    Lahaina, HI

    This unit was just remodeled. Everything is fresh and new, with many details provided for your comfort. Lahaina Roads is located 50 feet from the ocean on Front Street in the historical town of Lahaina. The condominium overlooks a beautiful pool...

    Pool
    FREE CANCELLATION

    $219 to $236/night

  8. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H4 is deluxe in every sense. H4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This exceptional unit features a full kitchen, second bedroom and bath.Enjoy the ocean views and Maui's...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  9. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit F5 is a townhouse unit situated on the second floor offering guest total privacy. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second bedroom and...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  10. CONDOMINIUM
    D5-1 Bedroom Beachfront

    D5-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D5 - Newly renovated, and perfectly located, D5 is a ground floor unit, approximately 5 steps from the white sandy beach. This stylish unit features a new kitchen with top grade electrical appliances. Enjoy the large master suite...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  11. CONDOMINIUM
    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A2 is a conveniently located ground floor condo, just steps from the beach. This luxurious unit features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  12. 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

  13. CONDOMINIUM
    G4-1 Bedroom Oceanfront

    G4-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit G4 is a conveniently located ground floor unit, just steps away from the large pool. This warm luxurious unit features a recently upgraded fully furnished kitchen, large master suite with King size bed and a queen size sofa bed...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  14. CONDOMINIUM
    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C5, is a conveniently located ground floor unit, just steps away from the small pool. This luxurious unit features a fully furnished kitchen, large living room and a large master suite with a king bed. Enjoy the ocean views and...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  15. CONDOMINIUM
    Wailea Grand Champion, #148

    Wailea Grand Champion, #148

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool Hot Tub

    $201 to $549/night

  16. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Mahana 1113, Studio Breathtaking Oceanfront Views Greet you! Sleeps 2.When you first open the door to your eleventh-floor unit, you are facing a wall of windows in your studio showcasing the panorama of the endless waves, spectacular views of the...

    Pool Hot Tub
    FREE CANCELLATION

    $99 to $844/night

  17. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Gorgeously updated 1 bedroom with AC- right on the beach! This unit has 2 full bathrooms, a great kitchen, a lanai with ocean view. With one Queen in the bedroom, two twin pullout sleeper ottomans, a leather folding sleeper futon, and additional...

    Pool
    FREE CANCELLATION

    $150 to $453/night

  18. CONDOMINIUM
    Kapalua Bay Villas 17B-3

    Kapalua Bay Villas 17B-3

    Lahaina, HI

    Main living area comfortably accommodates you and your guests for lounging around while taking in the views having a afternoon snack at the bar top or sitting down to a meal in the dining area.2 full bathrooms, one on each floor of this 2 level...

    Pool
    FREE CANCELLATION

    $344 to $1,000/night

  19. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 204 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that...

    Pool
    FREE CANCELLATION

    $238 to $257/night

  20. CONDOMINIUM
    A5-1 Beachfront Loft Suite

    A5-1 Beachfront Loft Suite

    Kihei, HI

    Maalaea Surf, Unit A5 is a townhouse unit on the second floor which offers our guest total privacy and is located beach front on the property. This loft suite with 2 baths is very well furnished.Enjoy ocean front outdoor living on your spacious...

    FREE CANCELLATION

    $304 to $467/night

  21. CONDOMINIUM
    Kauhale Makai 529

    Kauhale Makai 529

    Kihei, HI

    Come stay and relax at this NEWLY RENOVATED 1bd/1ba condo. This unit offers all the comforts of home with its WiFi, Cable, DVD Player, AC in the living room, and Ceiling Fans throughout. You'll also get to enjoy the fully-stocked kitchen, on-site...

    Pool Hot Tub
    FREE CANCELLATION

    $130 to $453/night

  22. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Get ready for Paradise! This 3bd/2ba unit sleeps 6 and truly has an unbeatable view.Located in Maalaea, you'll be right by Haycraft Beach Park, the harbor, restaurants, shops, the aquatic center, mini golf, and so much more! You're also in the...

    Pool
    FREE CANCELLATION

    $211 to $749/night

  23. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  24. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort!This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless steel...

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  25. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H3 is a conveniently located ground floor condo, just steps from our large pool and Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  26. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D3 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This well-appointed unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  27. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A3 is a conveniently located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a flat...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  28. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H2 - Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  29. CONDOMINIUM
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    The enchanting views and multiple attractions at Molokai Shores await you at this lovingly furnished, one-bedroom condo. With all new, tropical furniture and decor, this home provides a full-blown, Hawaiian experience plus everything you need to...

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  30. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Come stay with us and sit outside on your huge private lanai on the top floor to watch the sunset views of the islands of Lanai, Molokai and Kahoolawe.  Relax and enjoy incredible ocean views in Premier 1bd/2ba Lahaina Shores Beach Resort condo in...

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $747/night