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
    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

  2. CONDOMINIUM
    Paniolo Hale Condo C1

    Paniolo Hale Condo C1

    Maunaloa, HI

    This lovely condo s a one bedroom garden view that is nestle in the middle of the complex but close to the beach access walkway. It is a corrner unit with a screened in lanai on two sides.  Very spacioius inside. There is a full kitchen with all...

    Pool
    FREE CANCELLATION

    $141 to $152/night

  3. 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 $2,408/night

  4. CONDOMINIUM
    Ocean and Pool View Beachfront 2nd Floor Villa 208

    Ocean and Pool View Beachfront 2nd Floor Villa 208

    Kahuku, HI

    This villa is located on the second level with Spectacular Ocean and pool views from the lanai, the living room, the dining room, and the master bedroom! This villa is just 35 yards from the sandy beach and 10 yards to the Pool and BBQs. It has...

    Pool Hot Tub

    $912 to $2,147/night

  5. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 105

    Beach Level Studio Direct Ocean Views Villa 105

    Kahuku, HI

    Beach Level Studio (Or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 105 This villa is located on the beach level just 30 yards from the sandy beach and 50 yards from the pool! It has all new top of the line furniture including a sleeper sofa...

    Pool Hot Tub

    $502 to $907/night

  6. CONDOMINIUM
    Ocean & Garden View Beach Level 3-Bed Villa 115

    Ocean & Garden View Beach Level 3-Bed Villa 115

    Kahuku, HI

    Beachfront Ocean & Garden View Beach Level by Pool & BBQs 3-Bed Villa 115 This beach level villa is just 20 yards from the sandy beach and 10 yards from the pool and BBQs! It has all new, top of the line, furniture including a sleeper sofa with a...

    Pool Hot Tub

    $964 to $2,277/night

  7. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    We invite you to experience our wonderful 2 bedroom (*second bedroom is an open loft)/1 bathroom ocean view Kahana Villa! This condo includes a queen-sized bed in the bedroom, a queen-sized sleeper sofa in the living room, and a queen-sized bed in...

    Pool
    FREE CANCELLATION

    $248 to $641/night

  8. 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

  9. CONDOMINIUM
    Kauai Beach Villas 1 Bedroom

    Kauai Beach Villas 1 Bedroom

    Lihue, HI

    Kauai Beach Villas Booking stays under 3 days may be possible. Please inquire for more information The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just...

    Pool Hot Tub

    $209/night

  10. CONDOMINIUM
    Kona Pacific

    Kona Pacific

    Kailua Kona, HI

    Immaculate, beautifully furnished unit in great location. Wheel chair accessable, short walk to restaurants, shopping, and ocean activities. Solid concrete building with A/C. Quiet garden setting with ocean view. Numerous upgrades with quality and...

    Pool

    $146 to $183/night

  11. CONDOMINIUM
    Valley Isle Resort #901 (MAUI)

    Valley Isle Resort #901 (MAUI)

    Lahaina, HI

    Welcome to Paradise. This is a unique property, right after Kaanapali Beach, featuring this outstanding oceanfront unit with panoramic views of the Pacific Ocean and the islands of Lanai and Molokai. The unit has a fully equipped kitchen, a...

    Pool Hot Tub

    $243 to $481/night

  12. CONDOMINIUM
    Waipouli Beach Resort G103

    Waipouli Beach Resort G103

    Kapaa, HI

    Designated as the most outstanding resort in Hawaii by the Parade of Homes! The resort features breathtaking beach sunrises, a state-of-the-art lazy river saline pool complete with water slides, waterfalls, and hot tubs, beautiful landscaping, a...

    Pool
    FREE CANCELLATION

    $259 to $391/night

  13. CONDOMINIUM
    Islander on the Beach 352

    Islander on the Beach 352

    Kapaa, HI

    Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the coconut coast. It is central on the island, walking distance to...

    Pool
    FREE CANCELLATION

    $221 to $266/night

  14. CONDOMINIUM
    Papakea E304

    Papakea E304

    Lahaina, HI

    Highly upgraded West Maui Ka’anapali Papakea Studio, 1 full bathroom, third floor condo, with fantastic ocean, sunset, pool and garden views. SLEEPS 4! Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the...

    Pool Hot Tub

    $166 to $252/night

  15. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Brand new washer and dryer. Brand new refrigerator. Brand new living room carpet. New curtains in both rooms and living room. Enjoy the ocean view from this cozy condo. It has a remodeled kitchen with granite counter tops. Fully stocked with...

    Pool Hot Tub

    $252 to $387/night

  16. HOUSE
    Rainbow Hale Estate

    Rainbow Hale Estate

    Lahaina, HI

    Maui's Premier Vacation Home! Rainbow Hale Estate Kaanapali – a Family Retreat or Private Honeymoon Get -away. Surrounded by 5 acres of Maui tropical plantation, lies a spectacular estate like you've always dreamed of, with the lifestyle you've...

    $1,661 to $2,429/night

  17. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    We welcome you to come and enjoy the pristine Pacific Ocean views that warmly greet you from our Mahina Surf 205 lanai.  This unit has a private bedroom, a loft, 2 full bathrooms, a queen sofa sleeper in the living room, and is conveniently cooled...

    Pool
    FREE CANCELLATION

    $274 to $649/night

  18. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. Lanai seats four for outside dining with fab views of Kona Bay and those unforgettable Kona Sunsets. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and...

    Pool

    $194 to $279/night

  19. HOUSE
    Keauhou Estates #185

    Keauhou Estates #185

    Kailua Kona, HI

    Experience privacy and panoramic Pacific views just ten minutes from endless dining and shopping options in downtown Kailua-Kona. Situated in the exclusive gated Keauhou Estates community, this elegant custom home features three bedrooms and two...

    Hot Tub

    $482 to $780/night

  20. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    This custom designed home by Hawaii's renowned architect Mark Eyler is located on the idyllic northshore of Kauai. Designed for professional surfer Bruce Irons, the architecture and interior design blends Balinese, Hawaiian and Asian elements with a...

    Pool

    $1,553 to $3,338/night

  21. CONDOMINIUM
    Kamaole Nalu Unit #102

    Kamaole Nalu Unit #102

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for it’s romantic...

    Pool

    $191 to $332/night

  22. CONDOMINIUM
    Colony Villas at Waikoloa Beach Resort #2204

    Colony Villas at Waikoloa Beach Resort #2204

    Waikoloa, HI

    Aloha and welcome to our Big Island getaway. Our Villa was purchased in March of 2011 and is a part of the Waikoloa Colony Villas located within the exclusive Waikoloa Beach Resort. Located just eighteen miles north of the Kona Airport, this...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $464/night

  23. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Honu Hale (turtle house) is our dream come true and could be your dream vacation home when you stay with us. Located in a prime area at the gated Keauhou Kona Surf and Racquet Club, this first floor 2 BD, 2 BA is spacious and recently decorated to...

    Pool
    FREE CANCELLATION

    $197 to $292/night

  24. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club 2-204

    Keauhou Kona Surf and Racquet Club 2-204

    Kailua Kona, HI

    Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular....

    Pool
    FREE CANCELLATION

    $311 to $350/night

  25. CONDOMINIUM
    Royal Kahana 1114 1 Bdrm

    Royal Kahana 1114 1 Bdrm

    Lahaina, HI

    Enjoy stunning views from this luxury oceanfront one-bedroom suite at Royal Kahana Beach Resort. The stunning ocean, Molokai, and Lanai views from the living room, dining area and master bedroom are sure to make your vacation unforgettable. Sip wine...

    Pool
    FREE CANCELLATION

    $199 to $423/night

  26. CONDOMINIUM
    Royal Kahana 409 1 Bdrm

    Royal Kahana 409 1 Bdrm

    Lahaina, HI

    Enjoy endless spectacular views from this 4th floor oceanfront, luxury suite. Royal Kahana #409 offers stunning ocean and sunset views and features comfortable high-end designer décor throughout. The kitchen and bathroom are newly remodeled and...

    Pool
    FREE CANCELLATION

    $289 to $551/night

  27. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    'Kona Bubbles' is a absolute spectacular property that Knutson & Associates is extremely proud to be newly representing as of November 2018. A gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in...

    Pool
    FREE CANCELLATION

    $1,318 to $1,395/night

  28. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR, 4 elegant baths. All bedrooms have oceanfront balconies. Walls of glass open to lanai & main living area making this an ideal Hawaiian indoor/outdoor living experience. Elegant...

    Hot Tub

    $766 to $846/night

  29. CONDOMINIUM
    L Honoapiilani Condo #121069

    L Honoapiilani Condo #121069

    Lahaina, HI

    This 2 bedroom/ 2 bath townhouse has everything you need for that once in a lifetime vacation to remember. Our small, quiet complex is located just north of Kaanapali and minutes to Lahaina Towne. We are very close to shopping, restaurants and all...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  30. CONDOMINIUM
    L Honoapiilani Condo #121038

    L Honoapiilani Condo #121038

    Lahaina, HI

    We purchased our condo in 2009, after only seeing it once. It was not our usual conservative approach to doing things, but it was love at first sight. The most important thing to us, in the beginning, was the westward view and the closeness to the...

    Pool
    FREE CANCELLATION

    $196 to $284/night