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
    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Honolulu, HI

    Great Balcony, Mountain Views, 2 Queen Bds, Kitchenette Perfect location for everyone! Recently Renovated, Fresh And Clean. The Bamboo Hotel has a "Zen" atmosphere that you will enjoy and be able to relax in the middle of Waikiki. You will be able...

    FREE CANCELLATION

    $141/night

  2. CONDOMINIUM
    Ilikai Tower 1035

    Ilikai Tower 1035

    Honolulu, HI

    This unit has been remodeled this year and offers beautiful ocean and sunset views that will make you never want to leave Hawaii. The unit is 500sf condo with a spacious 120sf lanai for you to relax and enjoy your meals and cocktails. The unit has...

    Pool
    FREE CANCELLATION

    $204/night

  3. CONDOMINIUM
    Aina Nalu Premier Condo B108

    Aina Nalu Premier Condo B108

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master bedroom, queen...

    Pool
    FREE CANCELLATION

    $217 to $604/night

  4. 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

  5. APARTMENT
    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Honolulu, HI

    Heart of Waikiki, Sleeps 3, w/ Kitchenette and overlooks our gorgeous pool area. This studio suite is complete with a 2 burner cook-top, microwave, some kitchen prep tools, a coffeemaker, beach towels, beach chairs and a comfortable king size bed....

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $167/night

  6. CONDOMINIUM
    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    Honolulu, HI

    Bright Spacious & Modern with great views Let the ocean breezes surround you in our beautiful 12th floor 1 bedroom condo here on Honolulu s Gold Coast at The Diamond Head Beach Hotel & Residences. Just 10 mins walk to Waikiki when you want it but...

    FREE CANCELLATION

    $248 to $326/night

  7. CONDOMINIUM
    Diamond Head Beach Hotel 801

    Diamond Head Beach Hotel 801

    Honolulu, HI

    Ocean Front Views, Full Kitchen and comfortable living 8th Floor, Direct Ocean View - 1 Bedroom Suite With Full Kitchen Oceanfront condo, redecorated, refreshed in 2013. Remodeled kitchen, stainless appliances, and bathroom. upgraded furniture...

    FREE CANCELLATION

    $309 to $438/night

  8. CONDOMINIUM
    Kuhio Village 1103 Condominium

    Kuhio Village 1103 Condominium

    Honolulu, HI

    Now w/ King Bed and Futon - Sleeps 3 This is one of the larger floor plans in the Kuhio Village, with two balconies, and a kitchenette. There is a comfortable queen size bed, both regular towels and beach towels are provided. We also include...

    FREE CANCELLATION

    $126/night

  9. CONDOMINIUM
    Waikiki Grand 412 Condo

    Waikiki Grand 412 Condo

    Honolulu, HI

    Studio Suite With Queen Size Bed And Sleeper Sofa - Double Balconies Simple, Charming and affordable - Sleeps 4 Only 1/2 block from Waikiki Beach, and with one of the largest floor plans in the Waikiki Grand Hotel - Suite is updated, fresh and...

    FREE CANCELLATION

    $129 to $174/night

  10. CONDOMINIUM
    Waikiki Grand 805 Condo

    Waikiki Grand 805 Condo

    Honolulu, HI

    On the quieter side of the building with cozy lanai for morning coffee 8th Floor Suite - Perfect location 2 mins to Waikiki Beach and Honolulu Zoo Welcome to this 8th floor Waikiki Grand Hotel new updated suite - with brand new queen size bed,...

    Pool
    FREE CANCELLATION

    $142/night

  11. CONDOMINIUM
    Close to the Beach, Shopping and Adventures! 3 Bed Condo

    Close to the Beach, Shopping and Adventures! 3 Bed Condo...

    Kohala Coast, HI

    Hawaii Tax ID Number: TA-115-236-8640-01 We can't wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex nestled between the 17th fairway and a historical preserve....

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $426/night

  12. CONDOMINIUM
    Aina Nalu Condo D202

    Aina Nalu Condo D202

    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 private lanai overlooking the Makai pool. 846 sq....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  13. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Free Parking, Central and Well equipped - Ocean View from Waikiki Banyan 1608-ILegally permitted rental ID : 90/TVU-1003 1990/NUC-0728 – NUC for Banyan 1608-1 ** Free Parking - Free WiFi - No Resort Fees !!** Classic Waikiki Banyan unit with...

    Pool
    FREE CANCELLATION

    $152 to $248/night

  14. CONDOMINIUM
    Bamboo 308 Condominium

    Bamboo 308 Condominium

    Honolulu, HI

    Central Waikiki Location, Oasis Pool, Book Today The Bamboo Hotel is one of only three Waikiki hotels designated as a New York Times Pick. Called 'A hidden gem' on a New York Times Review and 'Honolulu's hippest, affordable place to stay in...

    Pool
    FREE CANCELLATION

    $122 to $186/night

  15. HOUSE
    Hale Oliveira

    Hale Oliveira

    Keaau, HI

    SUMMER SALE NOW through the end of AUGUST 2019! Welcome to Hale Oliveira where you can swim, relax and explore our 1.85 Acre property which is planted with dozens of special palms and tropical plant specimens. Our gated and fenced property is a...

    Pool

    $326 to $801/night

  16. APARTMENT
    Tradewinds Plaza 305

    Tradewinds Plaza 305

    Honolulu, HI

    Beautiful 1 Bedroom Apartment Fully Renovated & Lovingly Decorated by New Owner Gorgeous Queen 1 bedroom spacious apartment All the appliances / furniture are brand new in this gorgeous remodel home, The suite itself is only 2 minutes from Waikiki...

    FREE CANCELLATION

    $174 to $224/night

  17. CONDOMINIUM
    Kahana Reef 106

    Kahana Reef 106

    Lahaina, HI

    Ground Level, ocean front condo with expansive views of the Pacific Ocean and the neighboring islands, Lanai and Molokai. This 1 bedroom , 1 bathroom offers you a home away from home. The master bedroom offers a queen size bed and the kitchen is...

    FREE CANCELLATION

    $138 to $480/night

  18. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club Townhouse# 185

    Keauhou Kona Surf and Racquet Club Townhouse# 185

    Kailua Kona, HI

    **DIRECT OCEANFRONT LIVING AT IT'S FINEST!** Townhome#185 is an amazing DIRECT oceanfront property at a amazing value. Enjoy the privacy of a townhome. Living area & Kitchen downstairs, bedrooms upstairs. Wifi, Beachgear available to you for your...

    Pool
    FREE CANCELLATION

    $383 to $404/night

  19. CONDOMINIUM
    336

    336

    Kihei, HI

    This beautiful Maui Vacation rental unit 336, has a fantastic view of both Haleakala and the Ocean. Living room has nice bamboo & rattan island style furniture, including a rattan queen hide a bed. Upstairs master bedroom has queen size bed rattan...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  20. HOUSE
    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    Kailua Kona, HI

    Known as ‘Aniani Hale,’ or Glass House, this stunning 4BR/4.5BA home is situated just above the heart of Kailua-Kona. Elevated 700 feet above sea level, your beautiful island getaway boasts refreshing trade winds from the west and mountain...

    Pool Hot Tub
    FREE CANCELLATION

    $565 to $869/night

  21. TOWNHOUSE
    Puamana 15-3

    Puamana 15-3

    Lahaina, HI

    Come stay in our cute beach town home in this beautiful quiet and gated shoreline community!! Puamana, the best kept secret in West Maui!! This 30 acre ocean front town home community awaits you for a vacation full of relaxation and fun! Our 2...

    Pool
    FREE CANCELLATION

    $224 to $484/night

  22. CONDOMINIUM
    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 by...

    Pool

    $781 to $1,219/night

  23. CONDOMINIUM
    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua, HI

    Renovation Complete! This unique oceanfront location is situated on one of the most beautiful parts of the West Maui coast, Fresh out of renovation and rich with every imaginable upgrade. Every surface has been covered in natural stone, glass...

    Pool

    $494 to $781/night

  24. CONDOMINIUM
    141

    141

    Kihei, HI

    This one bedroom condo with Garden View, is located near pool in upper complex and has beautiful hawaiian decor throughout the living room and bedroom. The kitchen has spacious counter tops with new wooden kitchen cabinets. Our living room has a...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  25. CONDOMINIUM
    The Montage Kapalua Bay- Heliconia 2302- Ocean View Paradise!

    The Montage Kapalua Bay- Heliconia 2302- Ocean View Para...

    Kapalua, HI

    Beautiful 3 bedroom/3.5 bath plus Den Residence.Heliconia Residence at Residences at MontageThis beautiful 3 bedroom/3.5 bath plus Den home is situated in Building #2 at the Residences at Montage in beautiful Kapalua.Enjoy the ocean views from the...

    Pool Hot Tub

    $978 to $4,663/night

  26. CONDOMINIUM
    Waikiki Beach Walk 1 Bedroom

    Waikiki Beach Walk 1 Bedroom

    Honolulu, HI

    The balmy Waikiki Beach Walk is a must see resort. It is located in Honolulu, Hawaii and has 7.7 acres of Waikiki fun and excitement! The beach is easily accessible and you can walk the sandy beach every night before bed for the pure enjoyment of...

    Pool Hot Tub

    $201/night

  27. CONDOMINIUM
    Casa De Emdeko 317

    Casa De Emdeko 317

    Kailua Kona, HI

    Casa#317 is an amazing addition to our Vacation Rental Inventory that Knutson & Associates is proud to be newly representing. **HARD WOOD FLOORS AND KITCHEN REMODEL COMPLETED IN MAY 2018! Living room & Bedrooms have gorgeous brand new hard wood...

    Pool
    FREE CANCELLATION

    $337/night

  28. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests....

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  29. CONDOMINIUM
    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

  30. CONDOMINIUM
    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua, HI

    Spectacular views of the Pacific and the neighboring island of Molokai. Magnificent painted sky at dusk and dawn will take your breath away! Perfectly positioned to allow warm tropical breezes and gentle sounds of surf fill every room.This...

    Pool

    $369 to $594/night