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. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  2. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    This Puako Beach Condo is one of the nicest remodels in the building. Granite floors throughout! Brand new furnishings, new appliances, whirl pool tub, nice flat screen TVs in 3 of the rooms. The living room TV is web enabled, plus a web enabled...

    Pool
    FREE CANCELLATION

    $235 to $367/night

  3. CONDOMINIUM
    Ilikai Hotel 803

    Ilikai Hotel 803

    Honolulu, HI

    A King Size Bed & Futon at the Ilikai - Close to Everything & 2 Great Pools! A fully equipped nicely spaced one bedroom suite at the Hawaii Five'O famed Ilikai Hotel - Relax by one of the two pools, sip cocktails at Cinnamon's Bar & Restaurant or...

    Pool
    FREE CANCELLATION

    $167 to $219/night

  4. CONDOMINIUM
    Hear the Waves!! Honua Kai- Hokulani 306

    Hear the Waves!! Honua Kai- Hokulani 306

    Kaanapali, HI

    UPGRADED OCEAN/MOUNTAIN VIEW 2 bed/2 bath - GREAT VALUE!*This condo is so close to the beach you can hear the waves crashing!This 1240 Sq ft OCEAN VIEW condo has been upgraded with new DESIGNER FURNISHINGS, SMART TV and TRAVERTINE FLOORING...

    Pool Hot Tub

    $436 to $1,568/night

  5. CONDOMINIUM
    Ilikai Hotel 801

    Ilikai Hotel 801

    Honolulu, HI

     Legal vacation rental -    1777 Ala Moana Blvd, Suite 801 Be one if the first to enjoy our home, 2 Pools Full Kitchen & Sleeps Four Guests 2 Pools, Queen Bed Suite plus Futon & Full Kitchen A fully equipped nicely spaced queen bedroom suite...

    Pool
    FREE CANCELLATION

    $167 to $219/night

  6. CONDOMINIUM
    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2b

    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2...

    Kaanapali, HI

    Absolutely the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea 501 is the top unit of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 Sq ft with a HUGE 415 Sq ft lanai this gorgeous...

    Pool Hot Tub

    $603 to $2,422/night

  7. CONDOMINIUM
    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Lahaina, HI

    TOP FLOOR - OCEAN VIEW!OCEAN VIEWS FROM TWO BEDROOM PENTHOUSE LEVEL!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. This condo overlooks the construction site. There may be noise and dust on...

    Pool Hot Tub

    $400 to $1,391/night

  8. CONDOMINIUM
    Vista Waikoloa G-104

    Vista Waikoloa G-104

    Waikoloa, HI

    Aloha! Welcome to our 2 bedroom, 2.5 bathroom spacious Hawaiian retreat at the beautifully landscaped Vista Waikoloa. Conveniently located in a relaxing and peaceful gated community, our condo is situated on the ground floor near the 4th green of...

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $464/night

  9. CONDOMINIUM
    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua, HI

    This lovely villa is a feast for the eyes. You will feel the weight of the world dissolve as you enter this island paradise.This is a true 5 star experience! You'll be tempted not to leave the luxury of this well appointed villa. Every creature...

    Pool

    $294 to $494/night

  10. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  11. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

     Legally permitted vacation rental -   444 Kanekapolei St. Suite #207   Great Place for 2 Friends to stay in Central Waikiki. Ideal for 2 guests who'd prefer not to share their bed. This Studio unit offers two twin beds and has everything you...

    Pool
    FREE CANCELLATION

    $99 to $129/night

  12. CONDOMINIUM
    Kahana Villa F-410

    Kahana Villa F-410

    Lahaina, HI

    F-410 is the newest, most beautifully upgraded unit around - and the prices are FANTASTIC! There is literally nothing more you could ask for in a vacation rental condo. Everything is available to you. Upgraded kitchen, granite counter tops,...

    Pool
    FREE CANCELLATION

    $206 to $291/night

  13. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

     Legally permitted vacation rental -     1850 Ala Moana Blvd, Suite #720  HOT NEW LISTING WITH AVAILABILITY! Stunning remodel, this sleek modern styled 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  14. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

     Legal vacation rental -  2947 Kalakaua Ave, #1203  A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite boasts gorgeous 12th floor panoramic views of both Diamond Head Crater and the...

    Pool
    FREE CANCELLATION

    $242 to $309/night

  15. CONDOMINIUM
    Honua Kai- Hokulani 930- View of the Rainbow Mountains! 1b/1b

    Honua Kai- Hokulani 930- View of the Rainbow Mountains! ...

    Kaanapali, HI

    WOW! HUGE ONE BEDROOM CONDO!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. This condo overlooks the construction site. The first phase of this project is due to be completed 08/2019. There...

    Pool Hot Tub

    $231 to $1,003/night

  16. CONDOMINIUM
    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View! 1b/1b

    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View!...

    Kaanapali, HI

    GREAT DEAL! TOP FLOOR - OCEAN VIEW!OCEAN VIEWS FROM ONE BEDROOM PENTHOUSE LEVEL!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. This condo overlooks the construction site. There may be noise...

    Pool Hot Tub

    $230 to $1,003/night

  17. CONDOMINIUM
    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    This luxurious Island Villa is uniquely positioned to offer nice ocean views! The perfect Rx for leaving your every care behind.Surround yourself with rare exotic wood cabinetry, new granite counter tops and new stainless steel appliances,Cool...

    Pool

    $525 to $969/night

  18. CONDOMINIUM
    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b/1b

    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b...

    Kaanapali, HI

    WOW! Just Updated! Beautiful new light & bright PORCELAIN TILE FLOORS through the condo with light paint and ALL NEW FURNISHINGS make this the HAPPIEST ONE BEDROOM CONDO AT HONUA KAI!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced...

    Pool Hot Tub

    $254 to $1,003/night

  19. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  20. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    Hale Kohola “The House of the Whale” is situated on 3 acres in an ideal location on the Kohala Coast, with panoramic views of the ocean and coastline. The master bedroom has a stunning ocean view that you can enjoy by just lifting your head off...

    FREE CANCELLATION

    $347 to $466/night

  21. CONDOMINIUM
    Honua kai- Konea 301 Frontline with BBQ!

    Honua kai- Konea 301 Frontline with BBQ!

    Kaanapali, HI

    One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea 301 is one of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 Sq ft with a HUGE 415 Sq ft lanai this gorgeous home has...

    Pool Hot Tub

    $602 to $2,287/night

  22. CONDOMINIUM
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

     Legal vacation rental -  2947 Kalakaua Ave, #602   Best Location and price on this spacious 1 bedroom suite with full kitchen. A delightful one bedroom apartment at the iconic Diamond Head Beach Hotel on Oahu's Gold Coast the quietest area of...

    FREE CANCELLATION

    $186 to $309/night

  23. CONDOMINIUM
    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    Honolulu, HI

     Legal vacation rental -  2947 Kalakaua Ave, #501   This comfortble 2 Bedroom suite offers fabulous Ocean front Lanai and Garden Suite 501 at The Diamond Head Beach Hotel My place is close to Ocean Front at Diamond Head Beach Hotel - Gold Coast...

    Pool
    FREE CANCELLATION

    $298 to $495/night

  24. CONDOMINIUM
    Honua Kai- Hokulani 709- Best Ocean Views! 2b/2.5b

    Honua Kai- Hokulani 709- Best Ocean Views! 2b/2.5b

    Kaanapali, HI

    Honua Kai Hokulani 709 is clearly the best 2 bedroom condo available in the Hokulani Building. Top of the highly desirable "09" stack, it just doesn't get any better than this.The best Ocean views from INSIDE the condo from this top floor home....

    Pool Hot Tub

    $501 to $2,020/night

  25. CONDOMINIUM
    Honua kai- Luana Garden Villa 3C

    Honua kai- Luana Garden Villa 3C

    Kaanapali, HI

    Luana Garden Villas is the newest offering at the beautiful Honua kai Resort & Spa.  These spacious 3 bedroom Villas are located in 3 private enclaves and include large lanai's, private outdoor kitchens and a private garage. Each Enclave boasts a...

    Pool Hot Tub

    $844 to $2,842/night

  26. CONDOMINIUM
    Honua Kai- Konea 606- Partial Ocean and Mountain Views! 2b/1b

    Honua Kai- Konea 606- Partial Ocean and Mountain Views! ...

    Kaanapali, HI

    OCEAN VIEW 2 PLUS ONE!!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. There may be noise and dust on work days during construction hours from 8am to 5pm.CONSTRUCTION UPDATE: Phase 1 which has...

    Pool Hot Tub

    $335 to $1,211/night

  27. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

     Legal vacation rental -  2947 Kalakaua Ave, #601  This oversized 1 Bedroom suite offers fabulous Ocean front Lanai and Garden Our place is spacious, great for two couples or families with kids. Marble counter tops within the full well equipped...

    FREE CANCELLATION

    $298 to $444/night

  28. CONDOMINIUM
    Waikiki Grand 411

    Waikiki Grand 411

    Honolulu, HI

    Legally permitted vacation rental -  134 Kapahulu Ave  #411 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...

    Pool
    FREE CANCELLATION

    $124 to $174/night

  29. CONDOMINIUM
    Honua Kai- Hokulani 108- Ground Floor & Huge Play Lawn! 1b/1b

    Honua Kai- Hokulani 108- Ground Floor & Huge Play La...

    Kaanapali, HI

    Beautiful Ground Floor One Bedroom at Honua Kai!This great Ground Floor unit provides easy access to all Honua Kai has to offer. With its large syn-grass lawn there is ample room for the kids to play or to just relax and enjoy the day. The beach...

    Pool Hot Tub

    $227 to $1,033/night