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. VILLA
    Kapalua Bay Villa 35B3 Gold Ocean Front

    Kapalua Bay Villa 35B3 Gold Ocean Front

    Lahaina, HI

    The spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and contemporary modern design. Stately and well-appointed, this lovely villa is uniquely positioned for endless views of the Pacific and neighboring...

    Pool

    $781 to $1,219/night

  2. VILLA
    Kapalua Golf Villa 15P78 Gold

    Kapalua Golf Villa 15P78 Gold

    Kapalua, 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...

    Pool

    $344 to $719/night

  3. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  4. CONDOMINIUM
    Oceanfront 1BR w/ Lanai & Pool

    Oceanfront 1BR w/ Lanai & Pool

    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

    $131 to $310/night

  5. CONDOMINIUM
    Honua Kai- Hokulani 930- View of the Rainbow Mountains! 1b/1b

    Honua Kai- Hokulani 930- View of the Rainbow Mountains! ...

    Kaanapali, HI

    WOW! HUGE ONE BEDROOM CONDO! 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. The first phase of this project is due to be completed 08/2019. There...

    Pool Hot Tub

    $305 to $1,003/night

  6. APARTMENT
    KV403A THTH-PTO-00-CHK

    KV403A THTH-PTO-00-CHK

    Honolulu, HI

    Enjoy this studio with plenty of sleeping room for your guests!! There is a Queen size bed and Futon Couch, air conditioner, Cable TV is available on large 32" flat screen TV, mounted on wall for easy viewing. The kitchenette includes all cooking...

    FREE CANCELLATION

    $113 to $161/night

  7. APARTMENT
    KV804A THTH-PTO-00-ACH

    KV804A THTH-PTO-00-ACH

    Honolulu, HI

    Walk into a comfortable and quiet studio with all the essentials that will give you a home like feeling. Enjoy a night's rest in a queen bed with linens provided after a fun day of soaking that Hawaiian Sun and lounging in the clear blue ocean...

    FREE CANCELLATION

    $105 to $143/night

  8. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Our 2-story villa is the best unit in the Golf Villas! C1 is situated in a superior end villa location on the 10th fairway of the famed championship Francis H. I'I Brown South Course at Mauna Lani. The course was the former home to the annual Senior...

    Pool

    $415 to $720/night

  9. CONDOMINIUM
    Maui Sands K1

    Maui Sands K1

    Lahaina, HI

    Though there is a peek-a-boo ocean view, the condo is just steps to the ocean. This cozy condo offers a chefs kitchen that looks out to the tropical landscapes beyond the lanai. The Master bedroom has a King bed,and the second bedroom has a queen as...

    Pool
    FREE CANCELLATION

    $214 to $634/night

  10. CONDOMINIUM
    Honua Kai 1024

    Honua Kai 1024

    Lahaina, HI

    Oceanfront Honua Kai, Maui’s newest full service resort in over 25 years, can be your next vacation choice! Located on world famous Kaanapali Beach, Honua Kai offers a true luxurious Hawaiian vacation. Its’ multiple amenities (3 distinct pool...

    Pool Hot Tub
    FREE CANCELLATION

    $294 to $850/night

  11. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Come stay with us at the Napili Shores! This fully renovated and newly furnished in February of 2016, amazing Napili Shores unit is Hawaii at it's best. There is a new King bed in the bedroom plus a new pull out sectional bed in the living room. We...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $299/night

  12. CONDOMINIUM
    Hale Ono Loa 402

    Hale Ono Loa 402

    Lahaina, HI

    Enjoy this West Maui Ocean Front Resort with lush grounds which includes a pool, lounge area, shuffleboard, picnic area, BBQ’s. Relax on a Lanai and enjoying sunset dinners and beautiful views of Lanai and Molokai in the distance. Maui is known...

    Pool
    FREE CANCELLATION

    $200 to $685/night

  13. HOUSE
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Walk or ride in a golf cart to one of the most beautiful white sand beaches in the world, Kaanapali Beach! Enjoy the privacy of your spacious almost 1000 sq ft one-bedroom suite with a large lanai for outdoor dining, lounging, and entertaining....

    Pool
    FREE CANCELLATION

    $232 to $533/night

  14. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Last minute opening 6/17 - 7/1 now 25% off!!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $361/night

  15. HOUSE
    Valley Isle #1203

    Valley Isle #1203

    Lahaina, HI

    Remodeled ocean views in this condo on Kahana Bay. 4 guests maximum please. Enjoy ocean front views on the 12th floor, penthouse level lanai just off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV...

    Pool
    FREE CANCELLATION

    $232 to $800/night

  16. CONDOMINIUM
    2BR w/ Lanai, AC, & Stunning Pacific Views

    2BR w/ Lanai, AC, & Stunning Pacific Views

    Kihei, HI

    Enjoy sun-soaked beach days and relaxing balmy evenings at this fourth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the right side of the building, overlooking the pool and ocean. Take a dip in the heated pool, or...

    Pool
    FREE CANCELLATION

    $224 to $554/night

  17. CONDOMINIUM
    Hale Ono Loa 401

    Hale Ono Loa 401

    Lahaina, HI

    Look straight out from condo and large lanai directly at WHALES, SEA TURTLES, MOLOKAI & LANAI! Close to everything in West Maui! Close to Whalers and downtown Lahaina. HUGE OCEANFRONT condo complex with beautifully tiled pool, large grounds, WORLD...

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $240/night

  18. CONDOMINIUM
    213

    213

    Kihei, HI

    Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. King bed in bedroom with new carpet & rattan bedroom furniture. Living room has rattan Hawaiian style furniture with queen...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  19. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    ***Please note there is a 7 night minimum during the holidays. Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14 night minimum to book both Christmas and...

    Pool

    $482 to $720/night

  20. VILLA
    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua Ridge Villa 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...

    Pool

    $294 to $494/night

  21. CONDOMINIUM
    Hale Koa Ko Olina Beach Villa (O222)

    Hale Koa Ko Olina Beach Villa (O222)

    Kapolei, HI

    LIVE CALENDAR: If the calendar shows as available, the property IS available and can be booked INSTANTLY online 24/7. This listing and availability are updated in real-time. You can click/tap the calendar tab to see availability. Feel free to...

    $531 to $1,500/night

  22. CONDOMINIUM
    L Honoapiilani Condo #120990

    L Honoapiilani Condo #120990

    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 #120990 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  23. CONDOMINIUM
    Kihei Beach Unit #103

    Kihei Beach Unit #103

    Kihei, HI

    A note from the owner: We love relaxing on our sunny ground level lanai with its spectacular view of the ocean, West Maui Mountains and the Islands of Kaho'olawe, Molokini and Lanai. It feels like it is our front yard! Just a few steps across the...

    Pool

    $201 to $309/night

  24. HOUSE
    Valley Isle #107

    Valley Isle #107

    Lahaina, 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

    $139 to $307/night

  25. HOUSE
    Hololani #B-802

    Hololani #B-802

    Lahaina, HI

    See https://www.westmauicondos.com/maintenance-and-construction-schedule for resort improvement projects starting July 2019 Ocean front penthouse location with 2 bedrooms on the beach in Kahana. NEW as of July '14: Living room furniture, 47" Flat...

    Pool
    FREE CANCELLATION

    $220 to $532/night

  26. HOUSE
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Building 8 will have some renovations taking place from 9/29/2017 - 12/24/2017 Located in Princeville on the lush north shore of Kauai, Cliffs 8205 is the perfect home away from home (up to 4). This luxury condo has spectacular unobstructed ocean...

    Pool Hot Tub

    $253 to $301/night

  27. TOWNHOUSE
    Puamana 52-3

    Puamana 52-3

    Lahaina, HI

    Come stay with us in Puamana, the best kept secret in West Maui!! This 30 acre ocean front town home community awaits you for a vacation full of relaxation and fun! 52-3 is a 2 BR with 2.5 baths and in unit laundry. There is a split AC unit in each...

    Pool
    FREE CANCELLATION

    $281 to $625/night

  28. HOUSE
    Kauhale Makai #132

    Kauhale Makai #132

    KIHEI, HI

    PLEASE NOTE: Kauhale Makai is undergoing exterior building maintenance. Completely Renovated and remodeled into the perfect modern beach style condo. Completed in May 2016, this trendy beach haven is the perfect getaway. Enojy Ocean Views from this...

    Pool Hot Tub
    FREE CANCELLATION

    $321 to $411/night

  29. CONDOMINIUM
    Oceanfront 3BR w/ Private Beach & AC

    Oceanfront 3BR w/ Private Beach & AC

    Kihei, HI

    Feel Pacific breezes as you unwind on the lanai of your fourth-floor 3BR/2BA condo. This unit commands the most sought-after location in the building (front and center), closest to the ocean and furthest from the road. Take in stunning wide-open...

    Pool
    FREE CANCELLATION

    $408 to $794/night

  30. VILLA
    Kapalua Bay Villa 28B2 Gold Ocean Front

    Kapalua 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

    $594 to $1,063/night