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
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $515 to $1,018/night

  2. CONDOMINIUM
    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa 104

    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa...

    Kahuku, HI

    Ocean View & Beachfront Beach Level 4-Bedroom (2 Masters) Turtle Bay Villa 104 At Ocean Villa 104 you have dramatic ocean views from just about everywhere! My 4-bedroom villa is located on the beach level so you can walk right out your living room...

    Pool Hot Tub

    $1,559 to $3,517/night

  3. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    Oceanfront - Spacious 1 Bd Penthouse With Large Living Area And Full Kitchen. Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head crater. Beautifully furnished with a light and airy ocean theme, this...

    FREE CANCELLATION

    $360 to $557/night

  4. CONDOMINIUM
    101 Punahoa Condominium

    101 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night

  5. CONDOMINIUM
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  6. CONDOMINIUM
    303 Punahoa Condominium

    303 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 Bedroom unit! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  7. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    A Sweet Freshly Remodeled & updated balcony Studio Suite next to Waikiki Beach Great View & Balcony. Recently remodeled, painted and upgraded as of November 2018 - park, zoo and ocean views from this comfortable studio with balcony - You’ll love...

    Pool
    FREE CANCELLATION

    $124 to $174/night

  8. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  9. CONDOMINIUM
    Mahana Resort #706

    Mahana Resort #706

    Lahaina, HI

    Ocean front on the 7th floor on North Kaanapali beach. Nov '12 remodel included new kitchen cabinets, fresh paint, new furniture and flooring. Professionally decorated this 7th floor condo is a must see! Floor to ceiling windows in the living room...

    Pool
    FREE CANCELLATION

    $313 to $669/night

  10. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Ocean Front like you’ve never seen before! Located on the end of the building, this condo sits right on the world famous, Ka’anapali Beach. Enjoy spectacular ocean views from each room, whether you are relaxing on the couch, lying in bed or...

    Pool Hot Tub
    FREE CANCELLATION

    $1,089 to $1,445/night

  11. CONDOMINIUM
    Maalaea Banyans #403

    Maalaea Banyans #403

    Wailuku, HI

    Maalaea Banyans is an ocean front condominium complex located on Maalaea Beach. Maalaea Banyans features panoramic ocean views from every unit, a swimming pool, hot tub, barbecue area, and a large oceanside lawn for sunning and relaxing. The town of...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $371/night

  12. 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

  13. VILLA
    Bay Villa 36B3 Gold Ocean Front

    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! A whale watchers dream! This villa offers the best vantage of whales and their young who make the bay their playground during...

    Pool

    $563 to $781/night

  14. VILLA
    Kapalua Bay Villa 21B2

    Kapalua Bay Villa 21B2

    Kapalua, HI

    This gorgeous Beach Front Villa occupies the top two floors of building 21. It has two completely private master bedrooms with en-suite. Main floor master has a private lanai. Both master suites have spectacular ocean views. There are 3 bathrooms;...

    Pool

    $1,219 to $1,813/night

  15. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $190 to $387/night

  16. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $775 to $1,094/night

  17. VILLA
    Bay Villa 22G2 Gold Ocean Front

    Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    Perfectly situated above the waves in the most pristine and highly desired locations in Kapalua! This unique floor plan is the only ground-floor Kapalua Bay villas that can boast an additional 150+ square feet of living space facing the ocean!!...

    Pool

    $813 to $1,219/night

  18. 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

    $471 to $794/night

  19. CONDOMINIUM
    Kihei Beach Unit #309

    Kihei Beach Unit #309

    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...

    $263 to $421/night

  20. CONDOMINIUM
    Kihei Surfside, #511

    Kihei Surfside, #511

    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

    $208 to $448/night

  21. CONDOMINIUM
    Kona Alii 304

    Kona Alii 304

    Kailua-Kona, HI

    Upgraded one bedroom oasis looking right over the ocean. You will love the unit, you will love the location, walking distance to everywhere in town. Stroll down Alii Drive and you will find a variety of shops and restaurants. Nearby restaurants...

    Pool

    $181 to $309/night

  22. CONDOMINIUM
    B-904: Hale Kai Ko Olina Beach Villa

    B-904: Hale Kai Ko Olina Beach Villa

    Kapolei, HI

    Beachfront Living at its finest! This 3 bedroom, 3 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years....

    Pool Hot Tub

    $717 to $1,784/night

  23. 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

  24. CONDOMINIUM
    Royal Mauian Unit #302

    Royal Mauian Unit #302

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $560 to $702/night

  25. 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

  26. CONDOMINIUM
    Kihei Surfside #210

    Kihei Surfside #210

    KIHEI, HI

    Kihei Surfside 210 is your home away from home. From the moment you walk in the door, you know you are going to enjoy your stay. This unit has recently been upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway...

    Pool
    FREE CANCELLATION

    $363 to $485/night

  27. CONDOMINIUM
    Kahana Reef #101

    Kahana Reef #101

    LAHAINA, HI

    Stunning Remodel completed in late 2014. This Ocean Front condo is literally steps away from the Pacific Ocean. The complete remodel includes a remodeled Kitchen, bathroom and new furniture. The kitchen has a new eat in bar and new appliances. This...

    Pool
    FREE CANCELLATION

    $290 to $344/night

  28. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool

    $181 to $242/night

  29. CONDOMINIUM
    Hale Ko'aniani (Sea Village 4107)

    Hale Ko'aniani (Sea Village 4107)

    Kailua-Kona, HI

    This unit sets the stage for casual vacation fun! Two bedrooms, two bath condo sleeps 4 comfortably. This truly oceanfront unit features a bright and cheery atmosphere. Cook dinner while watching the Pacific! Beautiful wood flooring throughout...

    Pool

    $180 to $304/night

  30. CONDOMINIUM
    Royal Mauian #410

    Royal Mauian #410

    Kihei, HI

    The Royal Mauian is one of the premier properties of Kihei Maui. This Maui beachfront rental is located right on the beach between Kamaole Beach Park I and II. Featuring an oceanfront pool perched right at the water's edge. The lush landscaped...

    Pool
    FREE CANCELLATION

    $335 to $522/night