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

Search results

  1. VILLA
    Hualalai Resort Fairway Villa 104D

    Hualalai Resort Fairway Villa 104D

    Kailua-Kona, HI

    Upper level 2-bedroom, 2-bath villa overlooking the 15th tee of the Hualalai Golf Course with stunning Mauna Kea, Island of Maui and horizon views of the ocean. Designed by Honolulu-based Architect Warren Sunnland, the Fairway Villas at Hualalai are...

    Pool
    FREE CANCELLATION

    $934 to $2335/night

  2. CONDOMINIUM
    Pohailani Maui 152

    Pohailani Maui 152

    Lahaina, HI

    If you are seeking a piece of OLD HAWAII -- away from crowded hotels and resorts, Pohailani Maui 152 is the place for you! There is a sense of peace and privacy here that is not present at large resorts. Our elegantly remodeled 2 bedroom, 1 bathroom...

    Pool
    FREE CANCELLATION

    $180 to $276/night

  3. CONDOMINIUM
    Kaleialoha 203

    Kaleialoha 203

    Lahaina, HI

    Come stay with us at the beautiful Kaleialoha Oceanfront Resort!! This spacious One Bedroom one Bath condominium has all of the comforts of home. It's the perfect place for an active family vacation or a couple looking for a romantic getaway. The...

    Pool
    FREE CANCELLATION

    $174 to $644/night

  4. 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

    $346 to $389/night

  5. CONDOMINIUM
    Maunaloa Shores 508

    Maunaloa Shores 508

    Hilo, HI

    Newly remodeled and tastefully decorated, 508 is one of the nicest condos at Maunaloa Shores. Why stay in a hotel when for about the same rate you can have ocean views, 2 bedrooms, a new kitchen, and your own private outdoor lanai less than 5 miles...

    Pool
    FREE CANCELLATION

    $121 to $201/night

  6. CONDOMINIUM
    Paki Maui 414

    Paki Maui 414

    Lahaina, HI

    Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it...

    Pool
    FREE CANCELLATION

    $136 to $274/night

  7. HOUSE
    Bay Villa 11G2

    Bay Villa 11G2

    Kapalua, HI

    This one bedroom one bathroom oceanview is located on the ground floor close to the tennis courts and has a nice grass area in front of lanai. It has central air conditioning, a big screen TV, washer/dryer, iron, ironing board, dvd/vcr player and CD...

    Pool

    $248 to $304/night

  8. CONDOMINIUM
    Kaanapali Shores Unit 546

    Kaanapali Shores Unit 546

    Lahaina, HI

    Enjoy the refreshing breeze from your private lanai overlooking swaying palm trees, lush green landscape and the beautiful Pacific Ocean with the view of the island of Molokai, or marvel at the crashing waves while you relax by the pool. Incredible...

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $736/night

  9. CONDOMINIUM
    Kahana Reef 101

    Kahana Reef 101

    Lahaina, HI

    Stunning Remodel completed in late 2014. This Ocean Front condo is literally steps away from the Pacific Ocean. The complete remodel includes a remodeled Kitchen, bathroom and new furniture. The kitchen has a new eat in bar and new appliances. This...

    Pool
    FREE CANCELLATION

    $289 to $335/night

  10. CONDOMINIUM
    Kaleialoha #214

    Kaleialoha #214

    Lahaina, HI

    Beautiful, newly remodeled 2nd floor. All new furnishings including King Bed. Brand new carpeting! Upgraded bath has tub/shower combo. Brand new queen size sofa sleeper. Ceramic stove top in open kitchen. 2nd floor on end offers privacy and gorgeous...

    Pool
    FREE CANCELLATION

    $188 to $336/night

  11. CONDOMINIUM
    Honua Kai Hokulani 930

    Honua Kai Hokulani 930

    Kaanapali, HI

    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 work days during construction hours from 8am to 5pm. SPACIOUS 765sf 1...

    Pool Hot Tub
    FREE CANCELLATION

    $350 to $989/night

  12. HOUSE
    Pua Nui

    Pua Nui

    Princeville, HI

    PUA NUI - House of Abundant Flowers TA-149-751-5008-01 This extremely lovely and comfortable Princeville home has four bedrooms - including two master suites, and three full baths. The home sleeps 8 guests. The huge lanai overlooks the lush...

    $498 to $651/night

  13. CONDOMINIUM
    Kona Alii 302

    Kona Alii 302

    Kailua-Kona, HI

    The Kona Alii complex is situated in one of the best locations on Alii drive, directly across the street from the Pacific Ocean! This upgraded 1 bedroom 2 bath unit is located on the third floor with spectacular direct ocean views. Relax with a...

    Pool

    $198 to $230/night

  14. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Wailua Bay View 204: This east shore Kauai vacation rental is perfect for your romantic getaway. The beach is right in front, shopping and dining are practically on your doorstep, centrally located so you can easily explore the whole you decide to...

    Pool

    $215 to $231/night

  15. CONDOMINIUM
    Maui Parkshore 409

    Maui Parkshore 409

    Kihei, HI

    Have fun in this two bedroom, two bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park across the street and other beautiful beaches are just a short walk or...

    Pool
    FREE CANCELLATION

    $289 to $343/night

  16. CONDOMINIUM
    998 S Kihei Rd Condo Unit 303

    998 S Kihei Rd Condo Unit 303

    Kihei, HI

    Book a memorable Maui vacation at this third-floor 1BR condo in central Kihei. With open-concept living and an additional sleeper sofa, there’s plenty of room for four people. Step out to your private lanai with retractable net enclosure and take...

    Pool
    FREE CANCELLATION

    $147 to $310/night

  17. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Poipu Kapili #46 is a large 1200 sq.ft. one bedroom condo with ocean views and cool ocean breezes, plus air-conditioning in the bedroom. This quiet South Shore condo enjoys direct oceanfront views, and includes a reserved parking stall for your...

    Pool

    $261 to $342/night

  18. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Mahana 1113 New Studio Listing! Breathtaking Oceanfront Views Greet you! Sleeps 2. When you first open the door to your eleventh-floor unit, you are facing a wall of windows in your studio showcasing the panorama of the endless waves, spectacular...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $1179/night

  19. CONDOMINIUM
    Casa De Emdeko 223

    Casa De Emdeko 223

    Kailua-Kona, HI

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This is a no-smoking property. This recently remodeled one bedroom unit with garden, fountain and partial ocean views...

    Pool

    $128 to $169/night

  20. CONDOMINIUM
    Sugar Beach 308

    Sugar Beach 308

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $402/night

  21. CONDOMINIUM
    Honua Kai Konea 144

    Honua Kai Konea 144

    Kaanapali, HI

    Beautiful Ground Floor One Bedroom at Honua kai! This great North Facing Ground Floor unit provides easy access to all Honua kai has to offer. With its private large lawn there is ample room for the kids to play or to just relax and enjoy the day....

    Pool Hot Tub
    FREE CANCELLATION

    $375 to $1060/night

  22. CONDOMINIUM
    S Kihei Condo Unit B214

    S Kihei Condo Unit B214

    Kihei, HI

    Set on a hilltop overlooking the Pacific, this beautiful 2BR/2BA offers a private beachside getaway. Your spacious condo boasts 1,279 square feet across of living space on two levels, vaulted ceilings, upgraded finishes, tropical furniture, and...

    Pool Hot Tub
    FREE CANCELLATION

    $192 to $493/night

  23. CONDOMINIUM
    Nani Kai Hale # 405

    Nani Kai Hale # 405

    Kihei, HI

    405 is a 1 bedroom, 2 bath elegant yet casual condo that’s awaiting you. Enjoy your stay in this remodeled condo. Custom tile throughout, fully-stocked kitchen with blue pearl granite, unique desk area with internet, and flat screen TV / DVD...

    $164 to $237/night

  24. HOUSE
    Ohana House

    Ohana House

    Hanalei, HI

    Ohana: "Family House"TVNC-1336: TA 165-643-4688-01 : Walk to Hanalei town or to the amazing Hanalei Bay-Two Bedroom plus a loft, and two baths. This is a great family home with open living, dining, and kitchen area. Huge picture windows bring the...

    $459 to $536/night

  25. CONDOMINIUM
    Kaleialoha 402

    Kaleialoha 402

    Lahaina, HI

    Aloha! Come stay with us at the beautiful Kaleialoha Oceanfront Resort!! This is a fully furnished Studio that sleeps 4 with everything that you will need to enjoy your paradise vacation. There is a Queen sized bed and a Queen sofa sleeper! There is...

    Pool
    FREE CANCELLATION

    $161 to $568/night

  26. CONDOMINIUM
    Maui Eldorado D200

    Maui Eldorado D200

    Kaanapali, HI

    LIGHT & BRIGHT CORNER 2 BEDROOM!!! Beautiful 1,440 sq ft 2 bedroom/2bath condo with Peakaboo Ocean View! Never before offered for rental! What a find! The oversized covered lanai of this second floor, end location is the perfect spot to relax...

    Pool
    FREE CANCELLATION

    $362 to $1026/night

  27. HOUSE
    Keawakapu Beach Home

    Keawakapu Beach Home

    Kihei, HI

    Property Overview Set on a quiet cul-de-sac just 1 mile from Keawakapu Beach (known as one of the best beaches on the island), this newly remodeled 3BR/2BA home is perfectly located for your next Hawaiian getaway. A welcoming open floor plan...

    FREE CANCELLATION

    $426 to $683/night

  28. CONDOMINIUM
    Menehune Shores, #422

    Menehune Shores, #422

    Kihei, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool

    $223 to $313/night

  29. CONDOMINIUM
    Kihei Surfside, #511

    Kihei Surfside, #511

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180-degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $208 to $448/night

  30. CONDOMINIUM
    Hanalei Colony Resort F3

    Hanalei Colony Resort F3

    Hanalei, HI

    The very best of the best units in the Hanalei Colony Resort are the Premium Oceanfront units.   Suite F3 is a premium oceanfront unit, only 10 steps from the sand.  In this upstairs suite, there is a full kitchen, 2 bedrooms and 1.5 bathrooms. ...

    Pool Hot Tub
    FREE CANCELLATION

    $262 to $1229/night