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
    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

  2. 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

  3. 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

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. CONDOMINIUM
    L Honoapiilani Condo #120993

    L Honoapiilani Condo #120993

    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 #120993 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  11. CONDOMINIUM
    340

    340

    Kihei, HI

    Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai. Tile walk-in shower in downstairs bathroom. Both Bathrooms’ cabinets and counter tops have been recently remodeled. Master...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  12. HOUSE
    Valley Isle #1206

    Valley Isle #1206

    Lahaina, HI

    Ocean front penthouse condo on Kahana Bay. Bring your DVD's from home and watch them on the 27" LCD TV. Stay connected to family and friends and enjoy free Wi-Fi internet access. This 12th floor location is the most sought after allowing an...

    Pool
    FREE CANCELLATION

    $157 to $464/night

  13. HOUSE
    Lahaina Roads #201

    Lahaina Roads #201

    Lahaina, HI

    It is all about the views (oh and the location)! This remodeled 2nd floor two bedroom, one bath Maui vacation rentals has Direct Ocean Front Views. Located at Lahaina Roads on Front Street is one of the best kept secrets in Old Lahaina Town!...

    Pool
    FREE CANCELLATION

    $290 to $867/night

  14. HOUSE
    Maile Hale

    Maile Hale

    Kailua Kona, HI

    Experience a Hawaiian getaway like no other in this private, ocean-view retreat located in the prestigious, gated Keauhou Estates community. Just minutes from the beach, restaurants, shopping, and a variety of island activities, this three-bedroom,...

    $393 to $1,002/night

  15. CONDOMINIUM
    Kona Plaza 112

    Kona Plaza 112

    Kailua Kona, HI

    Steps to the ocean, shops & restaurants — enjoy life on Alii Drive in Historic Kailua Kona Village! Tropically furnished, this first-floor 2 bedroom / 2 bath retreat is close to elevator and amenities. Throw open the large sliders and the open...

    Pool

    $244 to $570/night

  16. CONDOMINIUM
    Sea Village 4-205

    Sea Village 4-205

    Kailua Kona, HI

    This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Completely remodeled, extremely clean, the owners have done a beautiful job with this property. Wifi, Direct oceanfront views, excellent complex, close to town,...

    Pool Hot Tub
    FREE CANCELLATION

    $350 to $463/night

  17. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H2 - Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the ocean....

    Pool
    FREE CANCELLATION

    $304 to $467/night

  18. CONDOMINIUM
    Sealodge J3

    Sealodge J3

    Princeville, HI

    Absolutely spectacular unobstructed reef and white-water ocean views from the living room and bedroom of this cozy 1 BR corner unit in the end building of Sealodge II. This ground floor unit (Sealodge J3) gives you immediate outdoor access to the...

    Pool
    FREE CANCELLATION

    $140 to $520/night

  19. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1208

    Waikiki Banyan Tower 2 Suite 1208

    Honolulu, HI

    Standard Condo with Recreation Deck and Partial Diamond Head View Fantastic condo for a group or family and only one block from world famous Waikiki Beach. Sleeping arrangements include a queen-sized bed and a full-sized bed in the bedroom, and...

    Pool Hot Tub

    $168 to $236/night

  20. HOUSE
    Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    Remodeled Ocean view condo at the Maui Banyan in South Kihei. This one bedroom condo is the perfect Maui retreat! This condo has been completely remodeled. The kitchen features stainless appliances, bamboo cabinets and a stylish counter top. Both...

    Pool Hot Tub
    FREE CANCELLATION

    $312 to $374/night

  21. HOUSE
    Mahana Resort #304

    Mahana Resort #304

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this remodeled Deluxe unit. Remodel includes new flooring, kitchen with new cabinets and granite counter tops, new bathroom vanity, sinks & granite top and...

    Pool
    FREE CANCELLATION

    $336 to $606/night

  22. VILLA
    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

  23. CONDOMINIUM
    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3.5b

    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3....

    Kaanapali, HI

    *3 Bedroom 3.5 Bathroom*ROYAL PENTHOUSE* Unbelievable KONEA 10th FLOOR CORNER PENTHOUSE -PANORAMIC VIEWS above the resort not looking into the courtyard. The 180-degree view of the blue Pacific ocean, the islands of Lana'i and Moloka'i, Black Rock...

    Pool Hot Tub

    $853 to $3,325/night

  24. CONDOMINIUM
    Kona Pacific B310

    Kona Pacific B310

    Kailua Kona, HI

    This tropically appointed 1 bedroom 2 bathroom unit is perfect for guests seeking a peaceful retreat minutes from the heart of Kailua Kona which offers a wide array of activities, restaurants, boutiques, and perfect place to take a stroll along Alii...

    Pool

    $238 to $536/night

  25. CONDOMINIUM
    Hale Kaimana Ko Olina Beach Villa (B903)

    Hale Kaimana Ko Olina Beach Villa (B903)

    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...

    Pool Hot Tub

    $624 to $1,784/night

  26. APARTMENT
    KV603 THTH-PTO-00-CHK

    KV603 THTH-PTO-00-CHK

    Honolulu, HI

    Free Wifi!! NEW fridge! Enjoy this studio with a KING size bed, Cable TV is available on large 32" flatscreen TV, mounted on wall for easy viewing. The kitchenette includes all cooking utensils, Pots/Pans/Toaster/Coffee Maker/2 burner...

    FREE CANCELLATION

    $111 to $149/night

  27. 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

  28. 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

  29. HOUSE
    Papakea #C108

    Papakea #C108

    Lahaina, HI

    Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for...

    Pool
    FREE CANCELLATION

    $203 to $383/night

  30. CONDOMINIUM
    WB1909 RFRF-CTOQ(GU)-00-ACH

    WB1909 RFRF-CTOQ(GU)-00-ACH

    Honolulu, HI

    Beautiful Views of Ocean and Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's and Recreation deck with Pool Loaded in Lounge Chairs, 2 Jucuzzi's Tennis and Basket Ball Court, Create your own master piece at the...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $249/night