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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. 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

  2. CONDOMINIUM
    Kauai Beach Villas 2 Bedroom

    Kauai Beach Villas 2 Bedroom

    Lihue, HI

    Kauai Beach Villas The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just minutes from the airport and is a few miles away from Lihue, the islands largest city....

    Pool

    $263/night

  3. CONDOMINIUM
    Ke Nani Kai 239

    Ke Nani Kai 239

    Maunaloa, HI

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End.  Recently this condo has been newly remodeled from floor to ceiling.  Tile floors throughout including the lanai.  It is beautiful.   There nice rattan...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  4. CONDOMINIUM
    Ke Nani Kai Condo 218

    Ke Nani Kai Condo 218

    Maunoloa, HI

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End. A few years ago this entire condo has been newly remodeled from floor to ceiling. Tile floors throughout including the lanai. It is beautiful. There are nice leather...

    Pool
    FREE CANCELLATION

    $169 to $225/night

  5. CONDOMINIUM
    Ke Nani Kai Condominium 237

    Ke Nani Kai Condominium 237

    Kalua Koi, HI

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a futon in the living room.  Upstairs unit with views of the ocean.  End unit which gives...

    Pool
    FREE CANCELLATION

    $152 to $197/night

  6. CONDOMINIUM
    Ke Nani Kai Condo 113

    Ke Nani Kai Condo 113

    Kalua Koi, HI

    Ke Nani Kai 113 a bright and cheery 2 bedroom, 2 bath ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a sleeper sofa in the living room. It's a ground floor unit with views of the ocean...

    Pool
    FREE CANCELLATION

    $152 to $169/night

  7. 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

  8. 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

  9. 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

  10. CONDOMINIUM
    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    Waimea, HI

    Fantastic panoramic ocean views. You can see the whales splashing their tales in the winter from the lanai! You can see the white sand at Hapuna Beach! Gorgeous sunsets, too! Watch the sunset while you BBQ and dine outdoors. This fabulous 3...

    Pool
    FREE CANCELLATION

    $273 to $435/night

  11. 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

  12. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Free Parking, Central and Well equipped - Ocean View from Waikiki Banyan 1608-I ** Free Parking - Free WiFi - No Resort Fees !!** Classic Waikiki Banyan unit with ocean view over the church with clean kitchen and bathroom and all the conveniences...

    Pool
    FREE CANCELLATION

    $152 to $248/night

  13. HOUSE
    Hale Nui

    Hale Nui

    Kaanapali, HI

    Thoughtfully designed with your comfort in mind, Hale Nui will exceed your expectations! After a long, arduous flight, each guest will feel embraced upon entering this exquisite, spacious home and everyone will immediately marvel at the panoramic...

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  14. CONDOMINIUM
    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Unit 903

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Uni...

    Waikoloa, HI

    Centrally located between the rolling green hills of Waimea and the Kohala Coast. Some of the Big Island's most beautiful beaches are located within a 15 minute drive. This condo is located in the Hills complex on Paniolo Ave., directly across from...

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $225/night

  15. VILLA
    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua, HI

    Paint to exterior of building scheduled between April 21st and June 15th. This is a rare opportunity to experience this 5 star property for a fraction of the cost!! Contact manager for special rates and details! We invite you to be carried away...

    Pool

    $781 to $1,219/night

  16. VILLA
    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua, HI

    This unique oceanfront villa is a whale watchers dream! Ocean views span the entire coastline! Uniquely positioned to include sunset views and situated on one of the most beautiful stretches of coastline in Maui. You will be captivated by the...

    Pool

    $563 to $969/night

  17. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    This Villa is the owner’s primary residence under section 121 of IRC. The owners offer it for rent during limited periods. As such, it is Exempt from STVR rules, so it has no STVR registration #. TAT is TA-185-465-4464-01 . Villa operates in...

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $760/night

  18. CONDOMINIUM
    Hale Kona Kai Ko Olina Beach Villa (O1105)

    Hale Kona Kai Ko Olina Beach Villa (O1105)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $571 to $1,668/night

  19. CONDOMINIUM
    Turtle Bay Hanalei***TA-147868876801

    Turtle Bay Hanalei***TA-147868876801

    Kahuku, HI

    Upgraded end unit on 1st tee of the Fazio Course. A/C and TV/DVD/CD in bdrms and l.r. Porcelain tile and granite in MB. Wireless Access, I-Pod dock. Main area tiled, except for new carpet in bdrms and loft. Furnished lanai. Flat screen TV....

    Pool
    FREE CANCELLATION

    $289 to $329/night

  20. CONDOMINIUM
    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    Lahaina, HI

    At the Mahana, you will experience and enjoy the tranquility of Maui. The location on Kaanapali Beach is perfect for sunbathing, snorkeling, or just relaxing at the pool. The scenic beach walk takes you to Black Rock and further down the coastline...

    Pool

    $236 to $304/night

  21. CONDOMINIUM
    Ridge Villa 1422

    Ridge Villa 1422

    LAHAINA, HI

    This one bedroom split-level town home is located at The Ridge Villas in the Kapalua® Resort. Ocean views, full kitchen and a second bathroom make plenty of room for 4 guests. Let us provide you with the perfect island getaway! Perched on the...

    Pool Hot Tub

    $197 to $248/night

  22. CONDOMINIUM
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $208 to $253/night

  23. CONDOMINIUM
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $501 to $557/night

  24. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Enjoy our tropical paradise – Feel tension melt away when take your first look from our unit and see an unobstructed, breath-taking views of Lana'i, Molokai'i and the vast expanse of ocean. It is magnificent at all times of day. Relax to the...

    Pool
    FREE CANCELLATION

    $178 to $263/night

  25. CONDOMINIUM
    Bay Villa 33B2

    Bay Villa 33B2

    Lahaina, HI

    This 1 bedroom villa is 1,200 square feet and is comfortably furnished. This is a very nice corner townhouse unit that overlooks the pool and has a great view of the ocean. It has a full kitchen, washer dryer, internet access, a King bed & Sofa...

    Pool

    $214 to $270/night

  26. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    AINA NALU A-201 Welcomes you with Aloha... This unique condo in the heart of Old Lahaina Town is a perfect vacation spot! A-201 has been remodeled with a decor that speaks "ALOHA" Included in our fabulous price are many owner-supplied extras such...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  27. CONDOMINIUM
    HiiLani-204

    HiiLani-204

    Lahaina, HI

    Book today and Fall in LOVE with "HiiLani" (In the arms of Heaven)... You will feel like you have gone back in time to the true Hawaiian experience in this condo just 15 FT from the water's edge! 204 Pohailani Welcomes you with so much ALOHA.....

    Pool
    FREE CANCELLATION

    $199 to $264/night

  28. CONDOMINIUM
    117

    117

    Kihei, HI

    Hale Kamaole is just a short walk from the Kamaole Beach III, where milder tides, full facilities and a lifeguard post makes for a low stress family atmosphere. Kamaole III is one of Maui’s favorite beaches and is great for snorkeling, a morning...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  29. CONDOMINIUM
    Pohailani 128

    Pohailani 128

    Lahaina, HI

    Relax in this beautiful professionally decorated exquisite West Maui Condo. Lahaina*Kaanapali*KAHANA*Napili*Kapalua -West MAUI HOT SPOTS Located in KAHANA (3 miles north of Kaanapali) in the center of West Maui and close to all the action. Ten...

    Pool

    $178 to $228/night

  30. CONDOMINIUM
    Papakea A307

    Papakea A307

    Lahaina, HI

    Highly upgraded West Maui Ka’anapali Papakea 1 bedroom, 1 full bathroom, third floor condo, 25 feet from the oceans edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the sound of the waves. This condo...

    Pool Hot Tub

    $258 to $381/night