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
    Royal Mauia Unit #317

    Royal Mauia Unit #317

    Kihei, HI

    A note from the owner: Welcome to our tropical paradise! After staying in many different condominiums over the years, we have tried to incorporate everything important to us into this new remodel. There is now air conditioning for added comfort,...

    Pool

    $370 to $505/night

  2. CONDOMINIUM
    Kihei Beach Unit #303

    Kihei Beach Unit #303

    Kihei, HI

    A Note from the Owners: #303 is owned by Maui-lovers, and you can tell. Their unit is warm and comfortable, with a newly-remodeled kitchen equipped for the owners themselves, newly-remodeled living room and bathroom, a mosaic underwater scene from a...

    Pool

    $212 to $309/night

  3. HOUSE
    Indo Lotus Beach House

    Indo Lotus Beach House

    Wailea, HI

    The Indo Lotus Beach House is one of the few vacation homes on Maui that has a legal grandfathered rental history, combined with a beachfront location. Set on Kamaole One Beach at the 'Charley Young' end, Indo Lotus has direct access to a popular...

    Hot Tub

    $1,458 to $2,694/night

  4. CONDOMINIUM
    Kihei Surfside, #205

    Kihei Surfside, #205

    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

    $185 to $427/night

  5. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    Welcome to Hau'oli Hala Kahiki, a hidden gem in Honokowai on Maui's beautiful west shore. Located in the quiet, low-density Kaleialoha building, this sweet 1 bedroom/1 bath condo sits on the ground floor, so no stairs to climb or having to wait for...

    FREE CANCELLATION

    $180 to $239/night

  6. CONDOMINIUM
    South Kihei Condo E6-2

    South Kihei Condo E6-2

    Kihei, HI

    WHAT A VIEW! Sunsets on the lanai….Stunning views of the ocean and the West Maui Mountains… This 2 bedrooms 2 baths second-floor private condo sleeps 4 on comfortable Cal King beds and is on a property built in the unique Hawaiian tradition. The...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  7. CONDOMINIUM
    Papakea L106

    Papakea L106

    Lahaina, HI

    Highly upgraded West Maui Kaanapali Papakea 2 bedroom, 2 full bathrooms, ground floor condo 25 feet from the oceans edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the sound of the waves. This condo...

    Pool

    $400 to $491/night

  8. VILLA
    Bay Villa 28B2 Gold Ocean Front

    Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    E Komo Mai 'Welcome' to Aloha Vacation Villa’s newest WATERFRONT vacation property! Nestled in the luxurious Kapalua area in north Maui, the spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and...

    Pool

    $644 to $1,152/night

  9. VILLA
    Golf Villa 15P78 Gold Ocean View

    Golf Villa 15P78 Gold Ocean View

    Lahaina, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want to be close to the beach, you will be delighted with this little gem. It is the best of both worlds! Just steps from 3 gorgeous pools and a short walk to 4 world class beaches and...

    Pool

    $373 to $780/night

  10. CONDOMINIUM
    Wailea Ekolu #303

    Wailea Ekolu #303

    Kihei, 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

    $231 to $406/night

  11. CONDOMINIUM
    Valley Isle Unit #107

    Valley Isle Unit #107

    Kahana, HI

    Hawaiian Style ocean front studio on the ground floor on Kahana Bay. Enjoy the cool tropical trade winds while sipping a Mai Tai on your ocean front lanai. Take a short stroll to the shore line from your ground floor ocean front lanai and dip your...

    Pool
    FREE CANCELLATION

    $157 to $307/night

  12. VILLA
    Ridge 114 Gold Ocean View

    Ridge 114 Gold Ocean View

    Kapalua, HI

    This enchanting ridge villa, is newly remodeled to include all the high end upgrades you would expect to find in a 5 star resort. It has an attached covered carport for 2 cars, a lovely garden off the master suite and beautiful ocean views. Just a 3...

    Pool

    $319 to $536/night

  13. VILLA
    Bay Villa 31G4 Gold Ocean View

    Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    This luxurious Island Villa is uniquely positioned to offer nice ocean views! The perfect Rx for leaving your every care behind. Surround yourself with rare exotic wood cabinetry, new granite counter tops and new stainless steel appliances, Cool...

    Pool

    $576 to $1,017/night

  14. CONDOMINIUM
    Kamaole Sands #5-414

    Kamaole Sands #5-414

    Kihei, HI

    Unit 5-414 is a breathtakingly beautiful penthouse suite with a gorgeous ocean view! Our condo is located in the desirable building #5 in the heart of the richly manicured tropical oasis of Kamaole Sands located across from Kamaole Beach Park III --...

    Pool Hot Tub
    FREE CANCELLATION

    $254 to $429/night

  15. CONDOMINIUM
    Waiohuli Beach Hale #D-214

    Waiohuli Beach Hale #D-214

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $115 to $244/night

  16. CONDOMINIUM
    Shores of Maui #105

    Shores of Maui #105

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub. Unit #105 is a ground floor 2 bedroom, 2 bath ocean view...

    Pool
    FREE CANCELLATION

    $220 to $348/night

  17. CONDOMINIUM
    Waiohuli Beach Hale #C-210

    Waiohuli Beach Hale #C-210

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  18. CONDOMINIUM
    Haleakala Shores #A-212

    Haleakala Shores #A-212

    Kihei, HI

    Haleakala Shores A-212 is a spacious 2 bedroom 2 bath condo that is just across from Kamaole Beach III and has tropical garden views from the covered lanai. This fantastic property is within walking distance to restaurants, shops and activities....

    Pool
    FREE CANCELLATION

    $184 to $331/night

  19. CONDOMINIUM
    Maui Vista #2-423

    Maui Vista #2-423

    Kihei, HI

    Maui Vista is a lovely complex located across the street from the famous Kamaole Beach and is 100 yards from Charley Young's Beach. Enjoy miles of sandy beach, snorkeling, surfing and stand-up paddle boarding a short walk away. These beaches have...

    Pool
    FREE CANCELLATION

    $173 to $347/night

  20. CONDOMINIUM
    Kihei Bay Surf #208

    Kihei Bay Surf #208

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and cable TV. In addition, there is a large pool, hot tub, tennis...

    Pool
    FREE CANCELLATION

    $103 to $173/night

  21. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Maui Sunset – 1BR Oceanfront Condo with a Whale-Watching Lanai There’s a reason many of our lovely guests return year after year to our oceanfront Maui condo. Actually, there are lots of reasons. The condo community’s sparkling pool which is...

    Pool Hot Tub
    FREE CANCELLATION

    $155 to $231/night

  22. CONDOMINIUM
    Waiohuli Beach Hale #C-110

    Waiohuli Beach Hale #C-110

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  23. CONDOMINIUM
    Kihei Bay Vista #C-101

    Kihei Bay Vista #C-101

    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 complex features a lovely pool, hot tub and gas grills for your use. There...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  24. 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

  25. CONDOMINIUM
    Kihei Bay Surf #109

    Kihei Bay Surf #109

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and Cable TV. In addition there is a large pool, hot tub, tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  26. CONDOMINIUM
    Maui Kamaole #G-107

    Maui Kamaole #G-107

    Kihei, HI

    Kamaole Beach Park III is just across the street 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...

    Pool
    FREE CANCELLATION

    $186 to $348/night

  27. CONDOMINIUM
    Kihei Bay Surf #250

    Kihei Bay Surf #250

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen, Cable TV and can sleep from 2-3 people. In addition there is a...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  28. CONDOMINIUM
    Kihei Garden Estates #E-204

    Kihei Garden Estates #E-204

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your Bar-B-Q feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $226/night

  29. CONDOMINIUM
    Palms at Wailea #2205

    Palms at Wailea #2205

    Kihei, HI

    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates! The fabulous...

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $463/night

  30. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and five gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $128 to $219/night