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
    Direct Ocean & Beach View 2nd Level 3Bd Villa 203

    Direct Ocean & Beach View 2nd Level 3Bd Villa 203

    Kahuku, HI

    Direct Ocean & Beach View 2nd Level 3Bd (or 4bd w/adjoin studio) Villa 203This villa is located on the second floor in the most desirable location in the complex, just 20 yards from the sandy beach with direct ocean and beach views from just about...

    Pool Hot Tub

    $1,017 to $2,478/night

  2. CONDOMINIUM
    302 Punahoa Condominium

    302 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  3. CONDOMINIUM
    402 Punahoa Condominium

    402 Punahoa Condominium

    Kihei, HI

    1 bedroom Penthouse condo. Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $198 to $411/night

  4. CONDOMINIUM
    401 Punahoa Condominium

    401 Punahoa Condominium

    Kihei, HI

    1 bedroom Penthouse unit! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $198 to $411/night

  5. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 508 Welcomes you... This spacious one bedroom one bath plus den can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $608/night

  6. COTTAGE
    Pukoo Cottage (1-Bedroom Cottage)

    Pukoo Cottage (1-Bedroom Cottage)

    Kaunakakai, HI

    Pukoo Cottage is a nicely furnished two bedroom, one bath home located on Pukoo Beach about 16 miles from the main town of Kaunakakai on Molokai's east side. This cute cottage sits on five oceanfront acres with lots of sandy beach. The main bedroom...

    Pool
    FREE CANCELLATION

    $225 to $338/night

  7. CABIN
    Molokai Shores 303 Cabin

    Molokai Shores 303 Cabin

    Kaunakakai, HI

    This is a gorgeous loft unit at the end of the A buiding. The views are spectacular and as close as you can get to the ocean in this complex. Trade winds blow a nice breeze into the unit making it nice and cool on trade wind days. The main bedroom...

    Pool
    FREE CANCELLATION

    $197 to $225/night

  8. CONDOMINIUM
    204 Punahoa Condominium

    204 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night

  9. CONDOMINIUM
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    The enchanting views and multiple attractions at Molokai Shores await you at this lovingly furnished, one-bedroom condo. With all new, tropical furniture and decor, this home provides a full-blown, Hawaiian experience plus everything you need to...

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  10. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  11. CONDOMINIUM
    Kihei Beach Unit #102

    Kihei Beach Unit #102

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    $296 to $448/night

  12. CONDOMINIUM
    Kihei Beach Unit #110

    Kihei Beach Unit #110

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $263 to $421/night

  13. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    This direct oceanfront condo is just 50 feet from the ocean, with unobstructed ocean views from the living room, lanai, kitchen and the mater bed room. Access gates lead you to the very private sandy/rock beach where you can enjoy snorkeling with...

    Pool
    FREE CANCELLATION

    $249 to $870/night

  14. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    A direct Beach/Oceanfront condo with an amazing view. Beach and ocean access for swimming, snorkeling, whale watching and relaxing in the sun. You can't get closer to the ocean than this unless you're on a boat. Watch the whales December through...

    Pool
    FREE CANCELLATION

    $186 to $331/night

  15. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    MAUNA LANI TERRACE#D-201 Beachfront Location, Breathtaking Views, BEST VALUE!!!! AMAZING NEW PROPERTY BOOKING SPECIALS FOR LAST MINUTE VACANCIES!! Call/Text Blake Kessner, Property Manager at or email for any questions at all!! To get the...

    Pool Hot Tub
    FREE CANCELLATION

    $706 to $759/night

  16. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Watch breathtaking sunset at the edge of the water surrounded by the beautiful grounds. With a king size bed in the master bedroom, a queen sofa sleeper you can comfortably house 4 people. There is a fully equipped kitchen with dinner & cookware....

    Pool
    FREE CANCELLATION

    $174 to $528/night

  17. CONDOMINIUM
    Kulakane 211

    Kulakane 211

    Lahaina, HI

    Imagine yourself sitting on the lanai, sipping on a Mai Tai and watching the sun fall into the Pacific Ocean right in between Lanai & Molokai. This resort sits right on the ocean in Honokowai in between Kapalua and Kaanapali. This 1-bedroom condo...

    Pool
    FREE CANCELLATION

    $200 to $654/night

  18. CONDOMINIUM
    Kulakane 301

    Kulakane 301

    Lahaina, HI

    Incredible ocean views and sunset views from this west facing 2-story condo. Wrap around windows and lanai with one of the most expansive view on West Maui. Watch dolphins, sea turtles, and whales from the private lanai. Extra wide and spacious...

    Pool
    FREE CANCELLATION

    $356 to $798/night

  19. CONDOMINIUM
    Mahana 307

    Mahana 307

    Lahaina, HI

    This beautifully appointed unit has tile and bamboo flooring throughout. The updated kitchen has cherry pecan cabinets with self-closing drawers/doors, gorgeous granite counter tops, stainless steel appliances including a French door refrigerator...

    Pool Hot Tub
    FREE CANCELLATION

    $325 to $869/night

  20. CONDOMINIUM
    Unobstructed Oceanfront! 2BR + Loft w/ Lanai, Pool

    Unobstructed Oceanfront! 2BR + Loft w/ Lanai, Pool

    Kailua Kona, HI

    Discover laid-back luxury at this tropical oceanfront paradise. Your 2BR/2BA condo is part of an exclusive gated community with an array of resort-style amenities. Make a splash in the shared pool or play a round of tennis on the well-kept courts....

    Pool
    FREE CANCELLATION

    $196 to $436/night

  21. APARTMENT
    Oceanfront 1BR Oasis w/ Private Beach Access

    Oceanfront 1BR Oasis w/ Private Beach Access

    Waialua, HI

    Located in Oahu’s North Shore, this oceanfront 1BR apartment offers a lush tropical oasis. Highlights include Balinese wood accents, craftsman details, and custom flooring. Walk through the backyard and enjoy immediate private access to Waialua...

    FREE CANCELLATION

    $414 to $615/night

  22. 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

    $556 to $2,287/night

  23. 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

    $556 to $2,041/night

  24. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Wow, you'll have this gorgeous north shore beach all to yourselves!!! July 1 marks the date our Hanalei Colony Resort rentals re-open to guests - and for a limited time we'll have a special rate available. For a year now, the North Shore past...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  25. HOUSE
    Mahana Resort #705

    Mahana Resort #705

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this Deluxe unit that has been completely remodeled. Watch TV on the 27" flat screen in the living room or on the TV in the bedroom. Bring your CD's from home...

    FREE CANCELLATION

    $331 to $789/night

  26. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    Sealodge G3: Unbelievable oceanfront views from this intimate ground floor hideaway with updated interior and King sized bed! One bedroom, one bathroom, with private oceanfront lanai to enjoy the view and whale watch in the winter time. Full...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  27. CONDOMINIUM
    Valley Isle 902

    Valley Isle 902

    Lahaina, HI

    The Valley Isle Resort offers amazing views of the pacific ocean. Sound of waves replace music and ocean breeze keeps the house cool. It is located 5-8 minutes away from Kaanapali, Napili and Kapalua beaches but secluded from the touristic sites....

    Pool
    FREE CANCELLATION

    $176 to $561/night

  28. VILLA
    Kapalua Bay Villa 30G4 Ocean Front

    Kapalua Bay Villa 30G4 Ocean Front

    Kapalua, HI

    Treat your senses to the majestic ocean views, the musical sound of a variety of exotic birds, the sweet scent of plumeria that fills the air around you and feel the sense of complete relaxation as the warm tropical breezes carress you and transport...

    Pool

    $563 to $969/night

  29. VILLA
    Kapalua Bay Villa 29G5 Ocean Front

    Kapalua Bay Villa 29G5 Ocean Front

    Kapalua, HI

    Beauty surrounds you in this lovely 1 bedroom 2 bath split level villa. One of few with an ocean view from the master suite! Just steps from the pools and beaches, a short walk to great restaurants, golf and tennis, this lovely two story ocean front...

    Pool

    $300 to $494/night

  30. HOUSE
    Valley Isle #208

    Valley Isle #208

    Lahaina, HI

    Want a remodeled condo with direct ocean front views? Want to be up close and personal with the ocean from your bedroom? If yes, then rent this Valley Isle vacation rental today. You can hear the sound of the ocean from our second floor master...

    Pool
    FREE CANCELLATION

    $278 to $767/night