RedAwning has over 350 Maui vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Maui is home to some of Hawaii’s most beautiful beaches and offers plenty of opportunities for adventure, from snorkeling with turtles to hiking through the bamboo forest to cliff diving in Hana. Book your stay today!

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  1. CONDOMINIUM
    Kahana Sunset E6

    Kahana Sunset E6

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $276 to $332/night

  2. CONDOMINIUM
    Maui Eldorado D200- 2 Bedroom Ocean View

    Maui Eldorado D200- 2 Bedroom Ocean View

    Kaanapali, HI

    LIGHT & BRIGHT CORNER 2 BEDROOM!!!Beautiful 1,440 Sq ft 2 bedroom/2bath condo with Peek-a-boo Ocean View!What a find! The oversized covered lanai of this second floor, end location is the perfect spot to relax after a long day of Whale Watching,...

    Pool Hot Tub

    $256 to $1,018/night

  3. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Ka'anapali Shores is located on the most desired beach on Maui, perhaps even the world! There is no greater place to unwind and relax than at this tropical oasis! Aside from the magnificent beach, the resort offers all the amenities of a AAA class...

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $384/night

  4. CONDOMINIUM
    Unit 111

    Unit 111

    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

    $196 to $284/night

  5. CONDOMINIUM
    107

    107

    Kihei, HI

    This one bedroom unit has a great Garden View, and is located close to the pool and office. A brand new kitchen was installed with beautiful granite countertops. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room,...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  6. CONDOMINIUM
    209

    209

    Kihei, HI

    Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  7. CONDOMINIUM
    130

    130

    Kihei, HI

    This ground floor unit has a newly renovated kitchen, with beautiful kitchen cabinets and brand new countertops. Bathroom has both shower and tub enclosure. Air Conditioner and King bed in bedroom, with a queen hide-a-bed in the living room - to...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  8. CONDOMINIUM
    Kahana Sunset B1

    Kahana Sunset B1

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $253 to $309/night

  9. CONDOMINIUM
    Maui Parkshore #212

    Maui Parkshore #212

    Kihei, HI

    Kamaole III Beach Park is tropical paradise. The white sand, crystal clear water, grass park, and snorkeling make this beach experience unique and exciting. The complex is centrally located and within walking distance to nearby shopping,...

    Pool
    FREE CANCELLATION

    $179 to $341/night

  10. CONDOMINIUM
    308

    308

    Kihei, HI

    Fantastic ocean & mountain view in this Maui Vacation Rental. New Carpet and tile shower installed. Master bedroom and loft area have queen beds. Downstairs bedroom has two twins. Queen hide-a-bed in the living room, along with 2 sitting chairs. New...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  11. CONDOMINIUM
    Maui Kamaole #D-107

    Maui Kamaole #D-107

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $238/night

  12. CONDOMINIUM
    Bay Villa 30G1

    Bay Villa 30G1

    Lahaina, HI

    Enjoy the inherent richness of beauty and culture that embellishes what we know today as the Kapalua Resort. From snorkeling with the sea turtles in white sandy beaches with pristine waters, or taking in the beautiful views while whale watching from...

    Pool

    $248 to $304/night

  13. 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...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  14. CONDOMINIUM
    Kapalua Bay Villa 21B2 Gold Beach Front

    Kapalua Bay Villa 21B2 Gold Beach Front

    Kapalua, HI

    This gorgeous Beach Front Villa occupies the top two floors of building 21. It has two completely private master bedrooms with en-suite. Main floor master has a private lanai. Both master suites have spectacular ocean views. There are 3...

    Pool

    $1,219 to $1,813/night

  15. HOUSE
    1 Bedroom Corner Oceanfront #701

    1 Bedroom Corner Oceanfront #701

    Kaanapali, HI

    Our One Bedroom Corner unit is spacious and well-appointed with a King Bed in the bedroom and a Queen sofa bed in the living room. There is seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  16. CONDOMINIUM
    Maui Kamaole #M-105

    Maui Kamaole #M-105

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $339/night

  17. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort!This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless steel...

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  18. CONDOMINIUM
    Kapalua Golf Villa 11T4 Ocean View

    Kapalua Golf Villa 11T4 Ocean View

    Kapalua, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want a nice ocean view, you will be more than pleased with this little treasure . It offers the best of both worlds! In addition, it has a unique second small bedroom. Perfectly...

    Pool

    $281 to $494/night

  19. CONDOMINIUM
    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Kaanapali, HI

    Situated in the Kaanapali Beach Resort area, enjoy this spacious ocean view studio at #1 Kaanapali Beach, Maui Eldorado Resort k217, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, Kaanapali beach or...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  20. CONDOMINIUM
    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Kaanapali, HI

    Maui Eldorado Resort, private condo J120. No expense was spared in this remodel! Enjoy paradise in this modern private condo at Maui Eldorado located in the J block. This spacious condo rental affords views of Kaanapali Golf Course and ocean views....

    Pool
    FREE CANCELLATION

    $220 to $439/night

  21. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, workout room, and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $231/night

  22. CONDOMINIUM
    Maui Parkshore #409

    Maui Parkshore #409

    Kihei, HI

    *The Pool at the Maui Parkshore will be CLOSED September 3 - 25, 2019* 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...

    Pool
    FREE CANCELLATION

    $276 to $334/night

  23. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1700 sq ft big. Large lanai extends from bedroom to living room and wraps around. BBQ on your...

    Pool
    FREE CANCELLATION

    $375 to $816/night

  24. CONDOMINIUM
    Honua kai 437

    Honua kai 437

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 437 Welcomes you with SO MuchThis spacious studio, 1 bath can accommodate up to 4 guests.Included in our fabulous price are many owner-supplied extras such as:• Beach chairs (2)• Beach umbrella• Beach towels•...

    Pool Hot Tub
    FREE CANCELLATION

    $235 to $413/night

  25. CONDOMINIUM
    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua, HI

    This elegant and upscale villa occupies the top two floors and features rare West-facing views for magnificent sunsets and 180* ocean views from your master suite! A whale watchers dream! This villa offers the best vantage of whales and their...

    Pool

    $563 to $781/night

  26. CONDOMINIUM
    Wailea Ekolu #103

    Wailea Ekolu #103

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $240 to $521/night

  27. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The Kihei Bay Vista is centrally located to shops, restaurants, activities and...

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  28. CONDOMINIUM
    249

    249

    Kihei, HI

    Welcome to our home away from home at Hale Kamaole Condo 249. The kitchen remodel is now complete - check it out - it is awesome - more cupboards - new appliances - more space to cook and entertain. The dining table will accommodate 6. The kitchen...

    Pool
    FREE CANCELLATION

    $235 to $363/night

  29. CONDOMINIUM
    338

    338

    Kihei, HI

    This Colorful two bedroom Maui condo features ocean, garden, and pool views!Kitchen has been remodeled with tile floors, new cabinets and is equip with all of your cooking essentials while visiting. Unit has a full washer/dryer.Living room has...

    Pool
    FREE CANCELLATION

    $235 to $346/night

  30. HOUSE
    1 Bedroom Corner Oceanfront #908

    1 Bedroom Corner Oceanfront #908

    Kaanapali, HI

    This beautiful One Bedroom Corner unit was recently renovated and has a breathtaking view! Featuring a King Bed, Queen Sofa Sleeper, full kitchen, all done in the warm island style. Wake up and have breakfast on your spacious open lanai while you...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night