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
    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    Lahaina, HI

    The ultimate in luxury awaits at our completely remodeled and refurnished 1 bedroom, 1 bathroom oceanfront condo. Just steps from the water, this truly exceptional suite offers spectacular unobstructed ocean and sunset views from the lanai and...

    Pool
    FREE CANCELLATION

    $251 to $346/night

  2. CONDOMINIUM
    Royal Kahana 220 (2bd / 2ba)

    Royal Kahana 220 (2bd / 2ba)

    Lahaina, HI

    Ocean front Royal Kahana Resort in West Maui is located in Kahana and offers all the amenities you could possibly want while on a tropical vacation. Our beautiful two bedroom 2 bathroom second floor suite has an ocean view so you can watch the...

    Pool
    FREE CANCELLATION

    $256 to $379/night

  3. 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

  4. CONDOMINIUM
    Hoyochi Nikko 108

    Hoyochi Nikko 108

    Lahaina, HI

    This beautiful 1 bedroom ground floor condo sits just steps away from the ocean. With views of the Pacific Ocean and in season WHALES!! With all your needs for a home away from home. The kitchen is fully equipped with ll your cookware & dining ware....

    Pool
    FREE CANCELLATION

    $200 to $675/night

  5. CONDOMINIUM
    Kapalua Golf Villas 14P7&8

    Kapalua Golf Villas 14P7&8

    Lahaina, HI

    Some of the best views from this location await you. Open the doors and feel the trade winds blowing, keeping you comfortable while you enjoy the expansive walk-out lanai.A beautifully remodeled condo with luxury throughout. This condo is nicely...

    Pool
    FREE CANCELLATION

    $273 to $904/night

  6. CONDOMINIUM
    Kihei Alii Kai A207

    Kihei Alii Kai A207

    Kihei, HI

    Brand New Renovation! This spacious 1-bedroom, 1 bathroom condo is fully furnished and offers AC, wifi, cable, Dvd player, hairdryer, an in-unit washer and dryer, iron/ironing board, and so much more! You'll also get to enjoy the brand new sofabed...

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $456/night

  7. 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

    $284 to $708/night

  8. CONDOMINIUM
    Kaleialoha 210

    Kaleialoha 210

    Lahaina, HI

    Imagine yourself staying at this incredible 1 bedroom Ocean Front Condo!!Views of the gorgeous Pacific Ocean and the neighboring islands from your lanai. Watch sea turtles eat seaweed off of the coral right below the lanai as well as watch whales...

    Pool
    FREE CANCELLATION

    $159 to $574/night

  9. CONDOMINIUM
    Papakea G301

    Papakea G301

    Lahaina, HI

    For those of you that love the sight and sound of the ocean the Papakea resort is perfectly located to all. We welcome fist time and return visitors alike! Upon awaking you can decide is you would like to enjoy breakfast right on your lanai or a...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $326/night

  10. 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

    $149 to $473/night

  11. CONDOMINIUM
    Kaanapali Royal Q101

    Kaanapali Royal Q101

    Lahaina, HI

    Newly redecorated! Spacious corner unit has 1,500 square foot with 500 square foot lanai 2 bedroom, 2 bathroom sleeps a maximum of 8 guests. Located in the gated condominium complex of Kaanapali Royal in the heart of the Kaanapali Resort,This...

    Pool Hot Tub
    FREE CANCELLATION

    $298 to $1,066/night

  12. CONDOMINIUM
    Island Surf 409

    Island Surf 409

    Kihei, HI

    This adorable new 1bd/1ba condo sits across from Kalama Park in the heart of beautiful Kihei. You'll get to enjoy stunning ocean and mountain views, AC, and all the comforts of home!If you're looking for a place to relax and enjoy Maui, look no...

    Pool
    FREE CANCELLATION

    $151 to $445/night

  13. CONDOMINIUM
    Pohailani 131

    Pohailani 131

    Lahaina, HI

    Enjoy this 2 bedroom, 1 bathroom with a lanai that opens directly to a garden view, so you can fully enjoy the outdoors sleeps up to 4 people. It is a cozy getaway perfect for relaxing. Our property is located in Beautiful Kahana, with 2 pools and...

    Pool
    FREE CANCELLATION

    $179 to $641/night

  14. CONDOMINIUM
    Eldorado L102

    Eldorado L102

    Lahaina, HI

    Come enjoy your own piece of paradise!Enjoy our beautiful newly renovated condo! Brand new furniture throughout the entire condo. With bright, beautiful colors that reflect the beauty of Maui, you will never want to leave. This is the perfect place...

    Pool
    FREE CANCELLATION

    $196 to $406/night

  15. CONDOMINIUM
    Napili Point B44

    Napili Point B44

    Lahaina, HI

    Views views views! This is the perfect escape. Napili Point B44 is a spacious 2-bedroom, 2-bathroom condo spread across 960 living square feet of single level living and it is nestled on a private corner of the community.This ground floor unit...

    Pool
    FREE CANCELLATION

    $280 to $680/night

  16. CONDOMINIUM
    Maui Parkshore #304

    Maui Parkshore #304

    Kihei, HI

    Expansive two bedroom, two bathroom condo located in the heart of Kihei, across the street from the beach at Kamaole Park lll. Easy walking to all the Kamaole beaches, the shops in Kihei, and the renowned Keawakapu Beach. This complex has a heated...

    Pool
    FREE CANCELLATION

    $191 to $354/night

  17. CONDOMINIUM
    Kona Alii 403

    Kona Alii 403

    Kailua Kona, HI

    This newly remodeled oceanfront condo located right in the heart of Kailua Kona has everything you need to make your vacation complete. This one bedroom is fully furnished with snorkeling gear, boogie boards and a kitchen that is a chefs delight. A...

    Pool

    $204 to $374/night

  18. CONDOMINIUM
    Unit 303

    Unit 303

    Lahaina, HI

    Kulakane Resort is a West Maui vacation rental property, located just a few miles north of historic Lahaina Town. Each vacation rental property is professionally managed and superbly maintained to the highest standards. Your Maui vacation can be...

    FREE CANCELLATION

    $302 to $354/night

  19. CONDOMINIUM
    Unit 212

    Unit 212

    Lahaina, HI

    With sweeping ocean views and a bright, comfortable living area, this condo is an ideal destination for a relaxing getaway. Unit 212 is located on the second floor of the Kulakane, allowing for beautiful views toward both Lanai and Moloka'i...

    FREE CANCELLATION

    $196 to $284/night

  20. CONDOMINIUM
    Unit 209

    Unit 209

    Lahaina, HI

    We would like to welcome you to Maui and our home at the Kulakane. After many years of visiting Maui, we have never tired of its beauty and serenity.While staying in our home, you will be able to see the humpback whales in the winter months, and...

    FREE CANCELLATION

    $249 to $302/night

  21. CONDOMINIUM
    Hale 'Olu'Olu

    Hale 'Olu'Olu

    Waikoloa, HI

    Aloha to our Hale 'Olu'Olu, our 3 bedroom / 2.5 bathroom, 2 level condo will surely make you feel right at home. This is a great home for large families or groups.Waikoloa Colony Villa is just 20 minutes from Kona Airport, and just a quick drive to...

    Pool

    $238 to $478/night

  22. CONDOMINIUM
    Surfs Up

    Surfs Up

    Waikoloa, HI

    Stunning mountain and garden views surround you in this newly renovated, well-appointed end unit ground floor Villa, our second home. A spacious 3 bedroom, 1407 sq ft offers room for everyone. The Villa sleeps up to six people (king, queen and two...

    Pool Hot Tub

    $286 to $586/night

  23. CONDOMINIUM
    Kaanapali Shores- 943- Panoramic Ocean View! 1b/1b

    Kaanapali Shores- 943- Panoramic Ocean View! 1b/1b

    Kaanapali, HI

    This beautiful 717 sq ft condo is on the 9th Floor with no one above you! Enjoy Sweeping Ocean Vistas, Sunsets and Whales leaping in Winter! The large 104 sq ft Lanai is perfect for enjoying your morning coffee or an afternoon cocktail as the sun...

    Pool Hot Tub

    $202 to $783/night

  24. CONDOMINIUM
    Maui Eldorado- B206- Large updated corner unit! 2b/2b

    Maui Eldorado- B206- Large updated corner unit! 2b/2b

    Kaanapali, HI

    GREAT UPGRADED 2 BEDROOM!!!Beautiful 1,440 Sq ft upgraded 2 bedroom/2bath condo!Beautiful 2bed/2bath, open living space design with over 1400 Sq ft of luxury! This second floor, end location is tastefully remodeled with finishes that include...

    Pool Hot Tub

    $287 to $1,038/night

  25. CONDOMINIUM
    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Kaanapali, HI

    WOW!! WRAP AROUND LANAI AND GREAT OCEAN VIEWSThis Beautiful Condo is in the Hokulani Enclave here at the beautiful Honua Kai Resort & Spa. This unique 2 bedroom/2 bath condo is an interior unit with a large lanai that wraps around the front of the...

    Pool Hot Tub

    $495 to $1,695/night

  26. 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

  27. CONDOMINIUM
    Honua Kai- Konea 705- Amazing Sunset Views! 2b/2b

    Honua Kai- Konea 705- Amazing Sunset Views! 2b/2b

    Kaanapali, HI

    WOW! HUGE OCEAN VIEWS WITH SUNSETS ALL YEAR LONG!!!This spectacular 7th Floor OCEAN VIEW 2 bed2 bath home is one of the finest at the Honua Kai Resort & Spa.JUST UPGRADED WITH NEW DESIGNER FURNISHINGS AND PORCELAIN TILE FLOORING THROUGHOUT!The...

    Pool Hot Tub

    $467 to $1,772/night

  28. 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

  29. CONDOMINIUM
    Kapalua Bay Villa 33B1 Gold Ocean View

    Kapalua Bay Villa 33B1 Gold Ocean View

    Kapalua, HI

    Paint to exterior of building scheduled between Aug 5th to Oct 15th. This is a rare opportunity to experience this 5 star property for a fraction of the cost!! Contact manager for special rates and details!Recently and fully upgraded, this lovely...

    Pool

    $436 to $631/night

  30. CONDOMINIUM
    Kihei Akahi Resort- Unit D605

    Kihei Akahi Resort- Unit D605

    Kihei, HI

    Panoramic ocean views! Top Floor Luxury Penthouse - Building D.Penthouse Suite D605 - Luxury One Bedroom One Bath 655 sq. ft. located on the top floor, the 6th floor, in building D.Enjoy spectacular PANORAMIC views from your living room, kitchen...

    FREE CANCELLATION

    $212 to $379/night