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
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    The enchanting views and multiple attractions at Molokai Shores await you at this lovingly furnished, one-bedroom condo. With all new, tropical furniture and decor, this home provides a full-blown, Hawaiian experience plus everything you need to...

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  2. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    The Kahana Sunset Welcomes you with This unique condo is a beachfront property on the world famous West Coast of Maui between Kaanapali and Kapalua. C-3 was completely remodeled with loads of ALOHA in 2017. Included in our fabulous price are...

    Pool
    FREE CANCELLATION

    $287 to $406/night

  3. CONDOMINIUM
    Valley Isle 110

    Valley Isle 110

    Lahaina, HI

    ~Book today and Fall in LOVE with 110 Valley iIsle The"Aloha House" You will feel like you have gone back in time to the true Hawaiian experience in this condo just STEPS from the water's edge! 110 Valley Isle Welcomes you with so much Some of...

    Pool
    FREE CANCELLATION

    $235 to $312/night

  4. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 508 Welcomes you... This spacious one bedroom one bath plus den can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $608/night

  5. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Come stay with us and sit outside on your huge private lanai on the top floor to watch the sunset views of the islands of Lanai, Molokai and Kahoolawe.  Relax and enjoy incredible ocean views in Premier 1bd/2ba Lahaina Shores Beach Resort condo in...

    Pool
    FREE CANCELLATION

    $324 to $747/night

  6. CABIN
    Molokai Shores 303 Cabin

    Molokai Shores 303 Cabin

    Kaunakakai, HI

    This is a gorgeous loft unit at the end of the A buiding. The views are spectacular and as close as you can get to the ocean in this complex. Trade winds blow a nice breeze into the unit making it nice and cool on trade wind days. The main bedroom...

    Pool
    FREE CANCELLATION

    $197 to $225/night

  7. CONDOMINIUM
    Kauai Beach Villas 1 Bedroom

    Kauai Beach Villas 1 Bedroom

    Lihue, HI

    Kauai Beach Villas Booking stays under 3 days may be possible. Please inquire for more information The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just...

    Pool Hot Tub

    $209/night

  8. HOUSE
    Sealodge A6

    Sealodge A6

    Princeville, HI

    Enjoy a picnic or snorkel trip just steps from your door. This Kauai vacation rental is a great choice for a those in search of more seclusion and peaceful surroundings. There are oceanfront views from everywhere in this condo -- with great whale...

    Pool

    $235 to $301/night

  9. CONDOMINIUM
    Makena Surf Resort, #G-304

    Makena Surf Resort, #G-304

    Makena, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $898 to $1,235/night

  10. CONDOMINIUM
    Sugar Beach Resort, #328

    Sugar Beach Resort, #328

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  11. CONDOMINIUM
    Sugar Beach Resort, #535

    Sugar Beach Resort, #535

    Kihei, HI

    Unit #535 is a jewel at Sugar Beach Resort. A beautiful remodel was completed in June of 2013, complete with granite counter-tops, new appliances and fun, fabulous decor. Every detail has been selected with your perfect beach vacation in mind. Very...

    Pool

    $365 to $627/night

  12. CONDOMINIUM
    Wailea Ekahi Unit #22B

    Wailea Ekahi Unit #22B

    Wailea, HI

    New! For the First time in the rental pool - Gorgeous and spacious ground floor 1 bedroom / 2 bath condo, completely renovated in a contemporary style in 2017 is a 2 min walk to the world-renowned Keawakapu beach, pools and pavilion. It has walk-out...

    Pool

    $336 to $432/night

  13. CONDOMINIUM
    Kihei Beach Unit #110

    Kihei Beach Unit #110

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $263 to $421/night

  14. CONDOMINIUM
    Wailea Elua Unit #0909

    Wailea Elua Unit #0909

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $358 to $661/night

  15. CONDOMINIUM
    Wailea Elua Unit #1503

    Wailea Elua Unit #1503

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $459 to $953/night

  16. CONDOMINIUM
    Kealia Resort Unit #304

    Kealia Resort Unit #304

    Kihei, HI

    Unit #304 at Kealia Resort is a nicely decorated third-floor oceanfront unit that comes equipped with a queen bed, 2 twin beds, sofa sleeper, DVD player, VCR and CD/Stereo. Kealia Resort is a tranquil beachfront condominium resort located in North...

    Pool

    $212 to $321/night

  17. CONDOMINIUM
    Kihei Beach Unit #508

    Kihei Beach Unit #508

    Kihei, Maui, HI

    Enjoy stunning views from this peaceful 5th floor condo - look out to over Sugar Beach to Maalaea Bay to views of Molokini, Lanai and Kahoolawe and regularly see whales from the lanai during whale season! This open-plan one bedroom, one bathroom...

    $185 to $309/night

  18. CONDOMINIUM
    Waiohuli Beach Hale #C-111

    Waiohuli Beach Hale #C-111

    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

    $232 to $394/night

  19. HOUSE
    Paki Maui 422

    Paki Maui 422

    Lahaina, HI

    Ocean Front 2 Bedroom/2 Bathrooms/Sleeps: 4 Persons Queen, Queen, No Sofa Bed, No A/C A great oceanfront value on the Kaanapali coast. Beach Towels Provided! Panoramic oceanront and shoreline views await you fron one of the most desirable units in...

    Pool

    $298 to $354/night

  20. CONDOMINIUM
    Hale Alii Ko Olina Beach Villa (O924)

    Hale Alii Ko Olina Beach Villa (O924)

    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

    $485 to $1,204/night

  21. CONDOMINIUM
    Honua Kai Hokulani 316 1BR

    Honua Kai Hokulani 316 1BR

    Lahaina, HI

    This couples and family friendly resort is located on the exquisite Kaanapali Beach! Enjoy extraordinary dining, shopping, and top of the line amenities at our 4 diamond property. The resort has 3 large pools, 5 hot tubs and a spa! The FORMAL...

    Pool Hot Tub
    FREE CANCELLATION

    $328 to $474/night

  22. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, recently renovated G-5 has all the amenities of a luxury resort. Centrally located between the tourists centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  23. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with convection oven, dishwasher and large refrigerator. The master bedroom has twin beds....

    Pool
    FREE CANCELLATION

    $416 to $664/night

  24. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Ma'alaea Surf, Unit D10 is a townhouse unit on the second floor which offers our guest total privacy and is located beach front on the property. This loft suite with 2 baths is very well furnished. Enjoy ocean front outdoor living on your spacious...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  25. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club 2-204

    Keauhou Kona Surf and Racquet Club 2-204

    Kailua Kona, HI

    Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular....

    Pool
    FREE CANCELLATION

    $350/night

  26. CONDOMINIUM
    Waiohuli Beach Hale #B-205

    Waiohuli Beach Hale #B-205

    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

    $157 to $277/night

  27. CONDOMINIUM
    Waiohuli Beach Hale #A-203

    Waiohuli Beach Hale #A-203

    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 $255/night

  28. HOUSE
    Hale Huna Kai- Oceanfront

    Hale Huna Kai- Oceanfront

    Kailua Kona, HI

    Hale Huna Kai is located within a mile of Kona town on Alli Drive. It is constructed on two lots and thusly has twice the ocean frontage. Recent upgrades include new tile in living room and kitchen, and new carpet in all the bedrooms. Two King...

    $522 to $700/night

  29. HOUSE
    Kona Bay Bliss

    Kona Bay Bliss

    Kailua Kona, HI

    This incredible home is secluded in a 24 hour guard gated oceanfront community, yet is close to all that Kona has to offer. It is located just a short walk from the classic old Hawaiian town of Kailua and the start/finish of the Ironman. In all of...

    Pool Hot Tub

    $1,343 to $2,014/night

  30. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Maalaea Surf, Unit B2, is a conveniently located ground floor unit, just steps away from the pool and ocean. This luxurious unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the living room....

    Pool
    FREE CANCELLATION

    $259 to $428/night