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. 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

  2. HOUSE
    Happy House (3-Bedroom Home)

    Happy House (3-Bedroom Home)

    Kaunakakai, HI

    Happy House is a legal vacation rental on Molokai !! Happy House- why? because staying here makes you happy! The Happy House is a three bedroom, one and one half bath oceanfront home on Kanoa Beach. Located 3.5 miles from the main town of Kaunakakai...

    FREE CANCELLATION

    $281 to $338/night

  3. CONDOMINIUM
    Wavecrest Condominium C107

    Wavecrest Condominium C107

    Kaunakakai, HI

    Ground floor one bedroom one bath condo with sparkling ocean views from the unit.  Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped grounds.  This condo has a beautiful ocean view and views of the...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  4. CONDOMINIUM
    Kepuhi Beach Resort 2143

    Kepuhi Beach Resort 2143

    Kalua Koi, HI

    A really nice oceanview Studio with bedroom loft.  The loft has one Queen size bed, one sofabed in living area, a pretty nice size kitchen and bathroom.  Walking distance to white sand  of Papohaku Beach.  Nicely tiled floors and newly retiled...

    Pool
    FREE CANCELLATION

    $135 to $158/night

  5. CONDOMINIUM
    Molokai Shores Condominium 214

    Molokai Shores Condominium 214

    Kaunakakai, HI

    Molokai Shores 214. One Bedroom One Bath Oceanview condo located in Kaunakakai. One has views of the Pacific Ocean, Molokai's ancient fishponds and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  6. CONDOMINIUM
    Wavecrest Condominium A109

    Wavecrest Condominium A109

    Ualapue, HI

    This Oceanfront condo is so close to the water's edge it sparkles inside. This condo has one bedroom with one bath. Just recently painted through out, new tile floors, remodeled bath and  are just a few of the new touches to this condo. Located on...

    Pool
    FREE CANCELLATION

    $124 to $169/night

  7. CONDOMINIUM
    Kepuhi Beach Condo 2156

    Kepuhi Beach Condo 2156

    Kalua Koi, HI

    Ocean view studio, 2nd floor, end unit with a spacious feel.  This apartment is completely renovated with beautiful teak kitchenette, sink area, and furnishings; tile tub/shower; ceramic tile floors; and queen bed.  It has a covered lanai with...

    Pool
    FREE CANCELLATION

    $113 to $141/night

  8. CONDOMINIUM
    Molokai Shores Condominium 121

    Molokai Shores Condominium 121

    Kaunakakai, HI

    Very nice one bedroom condo with views of the Pacific Ocean, and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting over the ocean.  Kitchen has nice tiled countered and all the amenities you need...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  9. CONDOMINIUM
    Molokai Shores Condo 231

    Molokai Shores Condo 231

    Kaunakakai, HI

    Oceanfront, stunning view in this gorgeous and inviting newly, remodeled condo. If you never leave the condo, you will still have an amazing vacation. It's relaxation galore and a heavenly setting for your senses. Decorated to the detail with...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  10. CONDOMINIUM
    Kepuhi Beach Condominium 2184

    Kepuhi Beach Condominium 2184

    Maunaloa, HI

    Kalua Koi Villas 2184  Upstairs Unit in the middle  of the villas complex with two full size beds.  Ocean view can be seen along with Palm trees swaying in from a very clean, newly remodled studio with two full size beds, kitchen and bathroom....

    Pool
    FREE CANCELLATION

    $113 to $141/night

  11. CONDOMINIUM
    Paniolo Hale Condo I2

    Paniolo Hale Condo I2

    Maunaloa, HI

    This lovely studio is ocean front and has a screened in Lanai with furniture to lounge on. This condo is within walking distance to all our beautiful white sand beaches and a sundry shop located in the old hotel.  It's quite a large studio with...

    Pool
    FREE CANCELLATION

    $141 to $174/night

  12. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  13. CONDOMINIUM
    Sky Tower 3003

    Sky Tower 3003

    Honolulu, HI

    Welcome to our private King Bed condo on the 30th floor with Parking Included. ++ Hot New Listing February 2019 onward++ Superb Views from this 1 Bedroom Suite that features brand new King Bed, the suite sleeps 4 guests on High Floor (30th) Brand...

    FREE CANCELLATION

    $197 to $280/night

  14. CONDOMINIUM
    Waikiki Grand Condominium 922

    Waikiki Grand Condominium 922

    Honolulu, HI

    Absolutely awesome unit located just a block from the beach. In fact, you can see the ocean and the beach from the front door! Large unit with kitchen and path...All private! Within our clean private unit, our guests will enjoy: • Queen murphy...

    Pool
    FREE CANCELLATION

    $124 to $596/night

  15. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $191/night

  16. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    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 Pacific Ocean over Waikiki Bay from the center of the Diamond...

    Pool
    FREE CANCELLATION

    $242 to $309/night

  17. 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

  18. CONDOMINIUM
    L Honoapiilani Condo #121072

    L Honoapiilani Condo #121072

    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 #121072 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $365 to $429/night

  19. CONDOMINIUM
    L Honoapiilani Condo #121073

    L Honoapiilani Condo #121073

    Lahaina, HI

    We fell in love with the Kulakane on our first visit in May of 2012. It quickly became a dream to own here and we were finally able to purchase this unit in July of 2015. Here are just a few things that we believe will make your stay at the Kulakane...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  20. CONDOMINIUM
    L Honoapiilani Condo #120993

    L Honoapiilani Condo #120993

    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 #120993 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  21. CONDOMINIUM
    L Honoapiilani Condo #120772

    L Honoapiilani Condo #120772

    Lahaina, HI

    Many resorts are on the ocean, but fewer units are ocean front, meaning that there's nothing between your home and the ocean but a few steps across the lawn. Check out our pictures and we promise it will be even better once you arrive. The first...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  22. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

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

    FREE CANCELLATION

    $217 to $604/night

  23. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in...

    Pool
    FREE CANCELLATION

    $205 to $591/night

  24. 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 Hot Tub
    FREE CANCELLATION

    $206 to $263/night

  25. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Great Place for 2 Friends to stay in Central Wiakiki. Ideal for 2 guests who'd prefer not to share their bed. This Studio unit offers two twin beds and has everything you need for comfortable stay, and all the convenience of a totally central...

    Pool
    FREE CANCELLATION

    $99 to $129/night

  26. CONDOMINIUM
    Wailea Grand Champion, #163

    Wailea Grand Champion, #163

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool

    $212 to $493/night

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

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

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing. GREAT DEAL! TOP FLOOR - OCEAN VIEW! OCEAN VIEWS FROM ONE BEDROOM PENTHOUSE...

    Pool Hot Tub

    $316 to $1,003/night

  28. CONDOMINIUM
    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3.5b

    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3....

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing. *3 Bedroom 3.5 Bathroom*ROYAL PENTHOUSE* Unbelievable KONEA 10th FLOOR...

    Pool Hot Tub

    $854 to $3,396/night

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

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

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing. WOW! Just Updated! Beautiful new light & bright PORCELAIN TILE FLOORS...

    Pool Hot Tub

    $316 to $1,003/night

  30. CONDOMINIUM
    Honua Kai- Konea 144- Largest Ground Floor One Bedroom! 1b/1b

    Honua Kai- Konea 144- Largest Ground Floor One Bedroom! ...

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing. Beautiful Ground Floor One Bedroom at Honua Kai! This great North Facing...

    Pool Hot Tub

    $322 to $1,033/night