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
    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 $1,018/night

  2. CONDOMINIUM
    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa 104

    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa...

    Kahuku, HI

    Ocean View & Beachfront Beach Level 4-Bedroom (2 Masters) Turtle Bay Villa 104 At Ocean Villa 104 you have dramatic ocean views from just about everywhere! My 4-bedroom villa is located on the beach level so you can walk right out your living room...

    Pool Hot Tub

    $1,559 to $3,517/night

  3. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    Oceanfront - Spacious 1 Bd Penthouse With Large Living Area And Full Kitchen. Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head crater. Beautifully furnished with a light and airy ocean theme, this...

    FREE CANCELLATION

    $360 to $557/night

  4. CONDOMINIUM
    101 Punahoa Condominium

    101 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...

    $114 to $287/night

  5. CONDOMINIUM
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! 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 Non-smoking"...

    $144 to $382/night

  6. CONDOMINIUM
    303 Punahoa Condominium

    303 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 Bedroom unit! 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 Non-smoking"...

    $144 to $382/night

  7. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    A Sweet Freshly Remodeled & updated balcony Studio Suite next to Waikiki Beach Great View & Balcony. Recently remodeled, painted and upgraded as of November 2018 - park, zoo and ocean views from this comfortable studio with balcony - You’ll love...

    Pool
    FREE CANCELLATION

    $124 to $174/night

  8. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! 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 Non-smoking"...

    $144 to $382/night

  9. CONDOMINIUM
    Mahana Resort #706

    Mahana Resort #706

    Lahaina, HI

    Ocean front on the 7th floor on North Kaanapali beach. Nov '12 remodel included new kitchen cabinets, fresh paint, new furniture and flooring. Professionally decorated this 7th floor condo is a must see! Floor to ceiling windows in the living room...

    Pool
    FREE CANCELLATION

    $313 to $669/night

  10. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Ocean Front like you’ve never seen before! Located on the end of the building, this condo sits right on the world famous, Ka’anapali Beach. Enjoy spectacular ocean views from each room, whether you are relaxing on the couch, lying in bed or...

    Pool Hot Tub
    FREE CANCELLATION

    $1,089 to $1,445/night

  11. CONDOMINIUM
    Maalaea Banyans #403

    Maalaea Banyans #403

    Wailuku, HI

    Maalaea Banyans is an ocean front condominium complex located on Maalaea Beach. Maalaea Banyans features panoramic ocean views from every unit, a swimming pool, hot tub, barbecue area, and a large oceanside lawn for sunning and relaxing. The town of...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $371/night

  12. CONDOMINIUM
    Kanai A Nalu 212

    Kanai A Nalu 212

    Maalaea, HI

    Kanai A Nalu #212 is registered as a Transient Accommodation. Owner Registration I.D. TA-097-282-8672-01 Right On The Beach And Only Steps To The Sand / New Kitchen Remodel! This 2 br/ba second floor condo beach retreat is located at the popular...

    Pool
    FREE CANCELLATION
  13. CONDOMINIUM
     Lauloa 204 (2 Bedroom condo)

    Lauloa 204 (2 Bedroom condo)

    Maalaea, HI

    Lauloa 204 is registered as a Transient Accommodation. Owner Registration I.D. TA-133-080-8832-01 Lauloa Complex a Home To Many A Happy Returning Guest! Feel at home in this quiet & tranquil condo retreat Direct Oceanfront A glorious view of the...

    Pool
    FREE CANCELLATION
  14. CONDOMINIUM
    Maalaea Kai 212

    Maalaea Kai 212

    Maalaea, HI

    Maalaea Kai #212 is registered as a Transient Accommodation. Owner Registration I.D. TA-110-801-3056-01 Lovely Prime Ocean Front at the popular Maalaea Kai Complex! Everything one would want is presented in this 1 br/ba with a beautiful and...

    Pool
    FREE CANCELLATION
  15. CONDOMINIUM
    Maalaea Kai 408

    Maalaea Kai 408

    Maalaea, HI

    New Maalaea Kai #408 is registered as a Transient Accommodation. Owner Registration I.D. TA-204-467-8144-01 Account Savings! The lucky new owners of this immaculate Ocean Front condo have only acquired it a few days ago so they are busy putting...

    Pool
    FREE CANCELLATION
  16. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-101

    Keauhou Kona Surf & Racquet Club #3-101

    Kailua Kona, HI

    Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named...

    Pool
    FREE CANCELLATION

    $292 to $350/night

  17. VILLA
    Bay Villa 34b2 Gold Ocean Front

    Bay Villa 34b2 Gold Ocean Front

    Kapalua, HI

    Stunning ocean views from every room! Recent upgrades include new furnishings inside and out, new carpet, fresh paint and accessories. The rugged shore below is home to a variety of tropical birds, exotic plants, fish, and giant sea turtles. During...

    Pool

    $781 to $1,219/night

  18. CONDOMINIUM
    Kona Alii 201

    Kona Alii 201

    Kailua-Kona, HI

    Right in the middle of town in walking distance from the Kona Pier. Remodeled and AC included. The pictures say it all! The unit has a Queen size sofa sleeper so can sleep 4 people comfortably. Stroll down Alii Drive and you will find a variety...

    Pool

    $181 to $309/night

  19. CONDOMINIUM
    L Honoapiilani Condo #120990

    L Honoapiilani Condo #120990

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #120990 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  20. VILLA
    Bay Villa 36B3 Gold Ocean Front

    Bay Villa 36B3 Gold Ocean Front

    Kapalua, HI

    This elegant and upscale villa occupies the top two floors and features rare West-facing views for magnificent sunsets! A whale watchers dream! This villa offers the best vantage of whales and their young who make the bay their playground during...

    Pool

    $563 to $781/night

  21. CONDOMINIUM
    Paki Maui 414

    Paki Maui 414

    Lahaina, HI

    Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it...

    Pool
    FREE CANCELLATION

    $124 to $274/night

  22. CONDOMINIUM
    Island Sands 512

    Island Sands 512

    Maalaea, HI

    Island Sands #512 is registered as a Transient Accommodation. Owner Registration I.D. TA-006-131-9168-01  Very, Very Nice...Maui Ocean Front Deluxe 2 Bedroom 2 Bath Condo Retreat (sleeps 6) At The Island Sands Resort Oceanfront a short stroll to...

    Pool
    FREE CANCELLATION
  23. VILLA
    Kapalua Bay Villa 21B2

    Kapalua Bay Villa 21B2

    Kapalua, HI

    This gorgeous Beach Front Villa occupies the top two floors of building 21. It has two completely private master bedrooms with en-suite. Main floor master has a private lanai. Both master suites have spectacular ocean views. There are 3 bathrooms;...

    Pool

    $1,219 to $1,813/night

  24. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $190 to $387/night

  25. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $775 to $1,094/night

  26. CONDOMINIUM
    Lahaina Shores #425

    Lahaina Shores #425

    Lahaina, HI

    Direct ocean front views from our 4th floor remodeled studio condo located at the beautiful beach front Resort in Lahaina Town: Lahaina Shores. Completely remodeled kitchen with granite counters. Tiled walk-in shower with bench (no tub). Affordable...

    Pool
    FREE CANCELLATION

    $244 to $447/night

  27. CONDOMINIUM
    Mahana Resort #616

    Mahana Resort #616

    Lahaina, HI

    Welcome to Mahana 616. This oceanfront one bedroom, one bath condo with stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. King bed (new as of July 2018) + queen sofa sleeper allow...

    Pool
    FREE CANCELLATION

    $313 to $669/night

  28. CONDOMINIUM
    Lokelani #C205

    Lokelani #C205

    Lahaina, HI

    Remodeled in 2009 complete with updated kitchen appliances, granite and tile throughout. A split A/C system with units in both bedrooms keeps you cool to sleep in the warmer months. Flat screen TV's and DVD players in living room and master bedroom...

    Pool
    FREE CANCELLATION

    $278 to $640/night

  29. CONDOMINIUM
    Pikake #A6

    Pikake #A6

    Lahaina, HI

    This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a...

    FREE CANCELLATION

    $261 to $539/night

  30. CONDOMINIUM
    Hale Mahina #B303

    Hale Mahina #B303

    Lahaina, HI

    This is a remodeled ocean front 1 bedroom condo on the 3rd floor of building B at the Hale Mahina Beach Resort. Featuring warm ocean breezes and cool tropical nights. The condo has a 50" HDTV and free Wi-Fi internet access. Renovations to the condo...

    Pool
    FREE CANCELLATION

    $186 to $447/night