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
    Plantation 1111

    Plantation 1111

    Princeville, HI

    This new Plantation at Princeville located on the north shore is perfect for a family or small group. This 2 bedroom (king and 2 queens plus a queen sofa sleeper) 2 bath ground floor condo is decorated with Hawaiian Plantation style furnishings and...

    Pool Hot Tub

    $241 to $271/night

  2. CONDOMINIUM
    Wailea Elua Unit #0105

    Wailea Elua Unit #0105

    Wailea, HI

    About this condo: Wailea Elua Village #105 is a ground floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom, twins in the guest bedroom and a sofa sleeper for...

    Pool Hot Tub

    $459 to $953/night

  3. CONDOMINIUM
    Turtle Bay Wicked Wahine***TA-129213644801

    Turtle Bay Wicked Wahine***TA-129213644801

    Kahuku, HI

    Upgraded unit located on the 1st tee of the Fazio Course.Tile flooring throughout. Walk-in shower upstairs. Screened-in lanai. 50" TV in living room has VCR-DVD. TV in MB.. A/C in both bedrooms. WIFI. No phone. Wheelchair acessible. No land line...

    Pool
    FREE CANCELLATION

    $289 to $329/night

  4. CONDOMINIUM
    Turtle Bay NorthShore Haven***TA074664550401

    Turtle Bay NorthShore Haven***TA074664550401

    Kahuku, HI

    Very nice second story unit with great location on 1st tee, screened-in lanai, upgraded kitchen w/granite counter tops, WIFI,, 36" HDTV w/DVR, free long distance in a/c in bedroom, ceiling fans through out, new carpet and flooring through out. NO...

    Pool
    FREE CANCELLATION

    $225 to $271/night

  5. CONDOMINIUM
    Kamaole Sands #7-305

    Kamaole Sands #7-305

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $365/night

  6. CONDOMINIUM
    Grand Champions #51

    Grand Champions #51

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools,...

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $358/night

  7. CONDOMINIUM
    Leinaala Oceanfront #302

    Leinaala Oceanfront #302

    Kihei, HI

    Leinaala is a small 24 unit oceanfront property with panoramic views. Each unit faces the ocean. Leinaala has a relaxed and private atmosphere with a great feeling of the aloha spirit. There is an oceanfront pool, gas barbecue for your use, and...

    Pool
    FREE CANCELLATION

    $161 to $278/night

  8. CONDOMINIUM
    Kamaole Sands #7-304

    Kamaole Sands #7-304

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $365/night

  9. CONDOMINIUM
    Haleakala Shores #A-212

    Haleakala Shores #A-212

    Kihei, HI

    Haleakala Shores A-212 is a spacious 2 bedroom 2 bath condo that is just across from Kamaole Beach III and has tropical garden views from the covered lanai. This fantastic property is within walking distance to restaurants, shops and activities....

    Pool
    FREE CANCELLATION

    $184 to $331/night

  10. CONDOMINIUM
    Wailea Ekolu #103

    Wailea Ekolu #103

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $240 to $521/night

  11. CONDOMINIUM
    Kona Makai 1-204

    Kona Makai 1-204

    Kailua Kona, HI

    This 2 bedroom 2 bath condo has everything you need to relax in paradise! Enjoy ocean views and gorgeous kona sunsets from your private lanai. The well appointed kitchen is fully equipped to comfortably prepare meals/drinks and the spacious living...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $363/night

  12. CONDOMINIUM
    Kona Pacific B511

    Kona Pacific B511

    Kailua Kona, HI

    Kona Pacific B-511 is a brand new Vacation Rental that Knutson & Associates Property Management is proud to represent as a new addition in August 2017! There are magnificent ocean views from the Main Lanai & Bedroom Lanai for your viewing pleasure....

    Pool
    FREE CANCELLATION

    $158 to $197/night

  13. CONDOMINIUM
    Kona Isle B31

    Kona Isle B31

    Kailua Kona, HI

    B31 at the Kona Isle is an amazing top floor condo in building B at the Kona Isle. Comfortable Queen Sized bed, and pull out sofa that can sleep 2! Comfortably sleep 4 in the property. Being on the top floor gives you a beautiful view of the...

    Pool
    FREE CANCELLATION

    $152 to $280/night

  14. CONDOMINIUM
    HOL 119

    HOL 119

    Lahaina, HI

    Beautifully updated ground floor unit. Private and unique! Enter through your own private entrance and enjoy the distinctive qualities of this exceptional condo! Large lanai with direct ocean views! A/C in both bedrooms. All stainless steel...

    Pool
    FREE CANCELLATION

    $277 to $502/night

  15. CONDOMINIUM
    Kaleialoha #207

    Kaleialoha #207

    Lahaina, HI

    Completely remodeled condo. Two 55' Flat Screen TV's, A/C, Bosch washer Dryer, wine cooler. Granite and marble throughout. King bed. Free internet/ basic cable, onsite parking and local phone. Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $230 to $384/night

  16. CONDOMINIUM
    Kaleialoha 112

    Kaleialoha 112

    Lahaina, HI

    Enjoy the white sand beach and beautiful tiled pool while you step out of your large ground floor lanai to a gorgeous lawn and lounge area right on the ocean. Five steps to SWIMMING, SNORKELING, SURFING on the PRIVATE white sand beach! See whales...

    Pool
    FREE CANCELLATION

    $167 to $285/night

  17. CONDOMINIUM
    Pohailani Maui 152

    Pohailani Maui 152

    Lahaina, HI

    If you are seeking a piece of OLD HAWAII -- away from crowded hotels and resorts, Pohailani Maui 152 is the place for you! There is a sense of peace and privacy here that is not present at large resorts. Our elegantly remodeled 2 bedroom, 1...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  18. CONDOMINIUM
    Kuleana 706 1 Bdrm

    Kuleana 706 1 Bdrm

    Lahaina, HI

    Enjoy the luxury of this beautiful oceanfront condo including all brand new furniture! You will find travertine floors, granite counter tops in the kitchen, an island bar, and bathroom with a custom walk in shower. There is a heavenly King Bed in...

    Pool
    FREE CANCELLATION

    $269 to $461/night

  19. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Ka'anapali Shores is located on the most desired beach on Maui, perhaps even the world! There is no greater place to unwind and relax than at this tropical oasis! Aside from the magnificent beach, the resort offers all the amenities of a AAA class...

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $384/night

  20. CONDOMINIUM
    Aina Nalu B204

    Aina Nalu B204

    Lahaina, HI

    Relax and unwind at our beautiful 2 bedroom, 2 bathroom condo at Aina-Nalu. This tasteful unit features high vaulted ceilings and sky lights to create a bright, beautiful, open environment. There is an ultra comfortable King bed in the master...

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $410/night

  21. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Our remodeled villa has all of the modern amenities of home! It is situated half way between Kaanapali and Kapalua Bay with plenty of shopping and restaurants near by. This beautifully furnished 2 bedroom 1 bath condo sleeps up to 6 people and has a...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  22. CONDOMINIUM
    Papakea K-402

    Papakea K-402

    Lahaina, HI

    The ULTIMATE ISLAND getaway awaits you at our luxury 3 bedroom, 2-1/2 bath split level condo in West Maui! Our beautifully furnished condo has spectacular views of the ocean making it the perfect place to whale watch (during season) and sip...

    Pool Hot Tub
    FREE CANCELLATION

    $538 to $860/night

  23. 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

  24. CONDOMINIUM
    Wailea Ekahi 49A

    Wailea Ekahi 49A

    Kihei, HI

    Gorgeous 1 bedroom unit at the world-renowned Wailea Ekahi Village, located on Keawakapu Beach! This unit has one King Bed, accommodating up to 2 guests. With a well-stocked kitchen, cable, wifi, a washer/dryer, etc, you're sure to feel right at...

    Pool
    FREE CANCELLATION

    $188 to $563/night

  25. 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

    $149 to $529/night

  26. 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 Hot Tub
    FREE CANCELLATION

    $294 to $798/night

  27. CONDOMINIUM
    Maui Parkshore #409

    Maui Parkshore #409

    Kihei, HI

    *The Pool at the Maui Parkshore will be CLOSED September 3 - 11, 2019* Have fun in this two bedroom, two bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park...

    Pool
    FREE CANCELLATION

    $290 to $352/night

  28. CONDOMINIUM
    Grand Champions #089

    Grand Champions #089

    Wailea, HI

    **The neighboring unit will be undergoing a remodel and subsequently be creating noise, between the dates of September 3 - October 18, 2109** Remodeled two bedroom condo at Wailea Grand Champions with fabulous views of the golf course. This condo...

    Pool Hot Tub
    FREE CANCELLATION

    $469 to $688/night

  29. CONDOMINIUM
    129

    129

    Kihei, HI

    Welcome to suite 129 at Hale Kamaole. This beautifully appointed one bedroom, one bath ground floor unit has brand new hardwood floors in the bedroom and living room, and ceramic tile throughout the rest of the condo. It features new bedroom...

    Pool
    FREE CANCELLATION

    $205 to $299/night

  30. CONDOMINIUM
    130

    130

    Kihei, HI

    This ground floor unit has a newly renovated kitchen, with beautiful kitchen cabinets and brand new countertops. Bathroom has both shower and tub enclosure. Air Conditioner and King bed in bedroom, with a queen hide-a-bed in the living room - to...

    Pool
    FREE CANCELLATION

    $188 to $270/night