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
    Grand Champions #72

    Grand Champions #72

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools,...

    Pool
    FREE CANCELLATION

    $406 to $696/night

  2. HOUSE
    Kahana Sunset A4

    Kahana Sunset A4

    Kahana, HI

    Incredible townhouse condominium with the perfect oceanfront location right next to one of Maui’s most beautiful and safest reef-protected beaches. This beautiful townhouse condominium has just undergone a complete designer remodel. The remodel...

    Pool

    $404 to $457/night

  3. HOUSE
    Kahana Sunset A5

    Kahana Sunset A5

    Lahaina, HI

    This beautiful 2 Bedroom, 2.5 Bathroom with AC is new to our rental program! It is an oceanfront remodeled condo with spectacular views of the island of Molokai. This unit will feel like your Maui home with Hawaiiana furnishings along with upgraded...

    Pool

    $404 to $457/night

  4. HOUSE
    Kahana Sunset F1

    Kahana Sunset F1

    Kahana, HI

    Kahana Sunset Unit F-1 is an ocean front 2-bedroom, 2 1/2 bath unit situated on the ground floor. The ocean views from the master bedroom, kitchen, and living room is outstanding. The unit has been recently remodeled, with a modern kitchen, tile...

    Pool

    $404 to $457/night

  5. CONDOMINIUM
    Ko Olina Beach Villa O701

    Ko Olina Beach Villa O701

    Kapolei, HI

    LOCATION: This Villa is located on the 7th floor of the Ocean Tower at the Beach Villas at Ko Olina right on Lagoon 2. Leave the world behind as you’re greeted by the warm blue expansive ocean views from the living area and spacious lanai...

    Pool

    $404 to $1,204/night

  6. HOUSE
    Kahana Sunset F4

    Kahana Sunset F4

    LAHAINA, HI

    Sunsets and rainbows over the ocean, beachfront 2 bedroom, 2 1/2 bath condo, hear the waves with your bed just 30 feet from the waters, sleeps six with king, queen, twin & sofa sleeper on two levels. Master suite has private cabana with panoramic...

    Pool

    $404 to $457/night

  7. CONDOMINIUM
    Makena Surf Resort, #A-101

    Makena Surf Resort, #A-101

    Kihei, 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

    $403 to $785/night

  8. TOWNHOUSE
    Kulalani at Mauna Lani 405

    Kulalani at Mauna Lani 405

    Kamuela, HI

    Welcome to our beautifully appointed town home at Kulalani, located at the prestigious Mauna Lani Resort on the Big Island of Hawaii. Kulalani is one of the newest developments in Mauna Lani and boasts the largest and best pools and workout center...

    Pool

    $401 to $731/night

  9. CONDOMINIUM
    Maalaea Kai 408

    Maalaea Kai 408

    Maalaea, HI

    New Maalaea Kai #408 is registered as a Transient Accommodation. Owner Registration I.D. TA-204-467-8144-01 Account Savings! The lucky new owners of this immaculate Ocean Front condo have only acquired it a few days ago so they are busy putting...

    Pool
    FREE CANCELLATION

    $400 to $473/night

  10. 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

  11. CONDOMINIUM
    Makani A Kai B4

    Makani A Kai B4

    Maalaea, HI

    Makani A Kai B4 is registered as a Transient Accommodation. Owner Registration I.D. TA 141-775-7696-01 Prime Maui Beach Front And Only Steps To The Sand Very few places on the island are this close to the beach! 2 bedroom, 2 bath condo beach...

    Pool
    FREE CANCELLATION

    $400 to $473/night

  12. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Hanalei Colony Resort I1 is unique among north shore Kauai condo complexes. It's directly on the path to follow, just take a few steps and you're on the sand. You can also take advantage of the restaurant and spa onsite, or prepare your own food in...

    Pool

    $397 to $520/night

  13. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    This spacious, upscale Kauai vacation rental offers verdant island beauty along with all of the amenities of home. Relaxation is in abundance inside or out on your lanai (patio). The ocean view master suite has a King size bed, TV/DVD, and private,...

    Pool

    $392 to $542/night

  14. COTTAGE
    Plantation Cottage

    Plantation Cottage

    Hanalei, HI

    PLANTATION COTTAGE: TVNC-1104: TA#154-325-1968-01 Charming 1 bedroom, 1 bath, Hawaiian style cottage. A Private and Romantic Location. Palm trees surround the expansive yard. Very serene setting. High Speed WiFi Internet Service. A Weber Charcoal...

    $383 to $475/night

  15. CONDOMINIUM
     Hono Kai C1 (2 Bedroom condo)

    Hono Kai C1 (2 Bedroom condo)

    Maalaea, HI

    Hono Kai #C1 is registered as a Transient Accommodation. Owner Registration I.D. TA-042-151-1168-01 Maui Direct Beach Front' Deluxe 'Lucky' is the guest who spends their Maui holiday in this fabulous location. 'Hale Noelani' home of the heavenly...

    Pool
    FREE CANCELLATION

    $380 to $447/night

  16. CONDOMINIUM
    Kanai A Nalu 410

    Kanai A Nalu 410

    Maalaea, HI

    Kanai A Nalu #410 is registered as a Transient Accommodation. Owner Registration I.D. TA-155-0813184-01 Luxurious vacationing right on the beach and only steps to the sand! Very Recent Remodel. Be one of the first guests to stay in the most...

    Pool
    FREE CANCELLATION

    $380 to $473/night

  17. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Lokelani is a gorgeous 2 -floor oceanfront condo that has been completed renovated. It has 2 bedrooms and 2 full bathrooms. The master suite has a king bed and it's own private lani, the second bedroom has 2 twins that can be converted into a King...

    Pool
    FREE CANCELLATION

    $375 to $1,350/night

  18. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $781/night

  19. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 527  lanai has views of the ocean, renovated garden pool and spa,...

    Pool
    FREE CANCELLATION

    $374 to $781/night

  20. CONDOMINIUM
    Kaanapali Royal J202

    Kaanapali Royal J202

    Lahaina, HI

    A luxury condo in the heart of the Kaanapali Beach Resort.  This beautiful two bedroom two bathroom condominium, surrounded by lush, tropical landscaping makes Kaanapali Royal a beautiful retreat in paradise.  It is located in a gated community...

    Pool
    FREE CANCELLATION

    $374 to $1,221/night

  21. CONDOMINIUM
    Kaanapali Shores 403

    Kaanapali Shores 403

    Lahaina, HI

    Relax on our 4th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 403 lanai has views of the ocean,spectacular sunsets, and whales in...

    Pool
    FREE CANCELLATION

    $374 to $938/night

  22. CONDOMINIUM
    Maui Eldorado: Maui Condo K200

    Maui Eldorado: Maui Condo K200

    Kaanapali, HI

    New to MKVR rental pool, Maui Eldorado Resort K200, top floor ocean view remodeled condo. Centrally located in the heart of Kaanapali, short walk to Whaler's Village shops, restaurant and walk to Kaanapali Beach. This spacious almost 1500 sq ft Maui...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  23. CONDOMINIUM
    Maui Eldorado: Maui Condo D108

    Maui Eldorado: Maui Condo D108

    Kaanapali, HI

    Maui Eldorado Resort D108, privately-owned remodeled condo. Enjoy spacious, 1700 sq ft Maui Eldorado condo affords ocean view from this two bedroom two bath Maui vacation rental. Enjoy 2 QUEEN BEDS and 1 KING BED - 3 BEDS TOTAL, much more...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  24. CONDOMINIUM
    Maui Eldorado: Maui Condo F204

    Maui Eldorado: Maui 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

    $370 to $816/night

  25. CONDOMINIUM
    Maui Eldorado: Maui Condo J100

    Maui Eldorado: Maui Condo J100

    Kaanapali, HI

    Relax in this two bedroom two bath spacious 1700 square foot Maui condo. Situated in the heart of Kaanapali. 10 min walk to whalers. Enjoy unobstructed views of the ocean at this prime location. Desirable unit due to its J location. Closest unit to...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  26. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    - Direct Oceanfront 2 BR/2 BA - Spectacular Views from unit - Long Sandy Beach - High-Speed Internet in unit - Full Kitchen - Washer & Dryer in unit This fully equipped condominium is beautifully maintained and decorated in island decor. \ The 2 BR...

    Pool
    FREE CANCELLATION

    $369 to $1,443/night

  27. CONDOMINIUM
    Kapalua Bay Villas 17B3

    Kapalua Bay Villas 17B3

    Lahaina, HI

    Luxury Ocean front Bay Villa in breath taking Kapalua. Perfectly updated, every window perfectly frames your view of the amazing scenery. Slide open the lanai doors and invite the warm pacific breeze into your living space. Hear the ocean just steps...

    Pool
    FREE CANCELLATION

    $369 to $813/night

  28. 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

  29. TOWNHOUSE
    Palm Villas at Mauna Lani Resort

    Palm Villas at Mauna Lani Resort

    Kamuela, HI

    Located in the world famous Mauna Lani Resort, The  Palm Villas is a newer property (built in 2005) and the least dense with only 44 units sequestered on 6+ acres of beautifully landscaped property. Centrally located it is just steps to the Mauna...

    Pool

    $364 to $486/night

  30. CONDOMINIUM
    Puu Poa 207

    Puu Poa 207

    Princeville, HI

    An exotic Asian-Pacific theme flows throughout this stunning ocean front Pu'u Poa condo. Spacious indoor living spaces as well as a sunny, open lanai (patio), offers you the choice of dining & lounging de plein air or in the privacy of your own...

    Pool

    $362 to $512/night