Experience the Best of Island Living with Hawaii Condo Vacation Rentals

3 Bedroom Condo in the Heart of Kihei Across From Charley Young Beach

Escape to paradise at our luxurious 3-bedroom, 3-bathroom condo at Pacific Shores. This spacious retreat offers AC in all rooms and ample space for families or groups, with all brand new in 2024 beds including two plush queen beds and two twin beds that can be converted...

Mtn-view resort condo with outdoor pool, hot tub, lanai, BBQ, W/D, partial AC

Plantation Hale H12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a memorable tropical adventure when you book this splendid resort condo in Kapaʻa! This mountain-view...

Lovely 1BR Ocean View Condo, Near Beach + Free Parking!

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

Hillside Villas 1508-2: 3BR Condo, Near Beach & Pool

Hillside Villas 1508-2 offers a peaceful retreat in Kapolei, HI, surrounded by tropical landscapes and the laid-back charm of Ko Olina Resort. This inviting two-story villa features 1,173 square feet of thoughtfully designed space, comfortably accommodating up to six...

Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach

Immerse yourself in the breathtaking views of this luxurious 1062 square foot 2 bedroom 2 bathroom condo located on the Makena coast of Hawaii. The primary bedroom features a luxurious king-sized bed that is perfect for winding down after your days of exploration and...

Breathtaking ocean and fairway vistas from this top-floor condo!

Views! Views! Views! Experience breathtaking ocean and fairway vistas from this top-floor unit. This spacious condo features a generously sized living room, a cozy primary bedroom, and two full baths. Whether you're marveling at sunsets over the expansive 2nd fairway or...

Charming ocean-view condo with spacious lanai & pool

Island Surf 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is hotel zoned, ensuring short-term rentals are permitted. Future rental operations are not impacted by...

Magnificent ocean-view condo with golf, pool, balcony, & grilling area

Kauhale Makai Penthouse 607Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy spectacular views of daily sunrises and sunsets when you book a stay at Kauhale Makai Penthouse 607!...

Condo with expansive ocean views from the kitchen, lanai & primary suite

Makanui at Poipu Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-bedroom, two-bath with two-bed bonus loft is a Hawaiian-themed oasis surrounded by lush tropical...

Oceanfront Maunaloa Condo, Steps to Pool & Beach!

No, that isn't a greenscreen — the oceanfront views at this condo are real, and are best enjoyed with a balmy breeze and a cool beverage on your next visit to the island of Moloka'i. Located in the Kepuhi Beach Resort, this vacation rental hosts a lofted bedroom, a full...

Waikiki Condo high walk score, 2 Bdrms w/doors, pullout sofa

Just remodeled and beautifully done!!!Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents...

Maui Parkshore 409: Have fun in this two bedroom, two bath Ocean View condo.

**Property Project Notice: Please note that the Maui Parkshore complex will undergo exterior spall repair and painting March 30 – June 2026. Construction activity, noise, and temporary restrictions on lanai or stairwell access may occur during work hours. Dates and...

Great Ocean View Condo, Near Beach + Free Parking!

Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy a relaxing escape at Waikiki Banyan Tower 1 in this beautiful 1-bedroom condo for up to 4 guests,...

Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4

A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...

10th Floor King Bed Condo Sleeps 4 Fabulous Views!

Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...

Island Sands Resort Condo w/ Ocean View, Private W/D-Beach Lovers Dream

Island Sands Resort 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...

Renovated Condo • Walk to Beach • AC + Pool

This beautiful 2 bed, 2 bath condo is conveniently located right up the street from dining, shopping and favorite beaches. New updates including New AC throughout and gorgeous new furnishings help make B108 the perfect home base for your Maui Vacation of a lifetime!Dual...

Oceanfront condo off the beaten path! MIN 30 DAYS

*MINIMUM 30 DAYS STAY REQUIRED* Charming apartment with full kitchen, queen bed, and second (futon) bed in living room. Gorgeous panoramic Pacific Ocean views from the lanai! Enjoy all that beautiful Oahu has to offer without all the crowds. Swimming pool on the beach,...

Kamaole Sands Condo with Garden View, walking distance to beaches and shops

One bedroom, two bath, non-smoking condo has a great location in one of Kihei's best condominium complexes., has a large pool, a child’s pool, two jacuzzis, workout facilities and free WiFi . The condo is fully furnished with all linens, complete kitchen including all...

HM A202 OceanFront Condo on Sandy Beach w Pool

Hale Mahina A202 Sensational West Maui OceanFront Condo with Sunset and Ocean Views, Whale Watching, and Secluded Sandy Beach. Furnished Lanai for Indoor-Outdoor Living. Professionally managed by Maui Paradise Properties. Spend your next Hawaiian vacation at one of West...

Banyan Tree 203 - Peaceful oceanfront Kona condo

Welcome to Banyan Tree 203. With 1,166 square feet of living space, this two-bedroom, two-bathroom retreat comfortably accommodates up to four guests, making it an ideal choice for families or couples seeking a peaceful escape. Step inside to discover a beautifully...

Ocean View Sleeps 8 Across from Beach 3 bedroom 3 bathroom Full AC Kihei Condo

Prime Location: Steps to Kamaole Beach 1 & Charley Young Beach!Enjoy the ultimate Hawaiian getaway at Pacific Shores! Located just 5 minutes across the street from Charley Young Beach and Kamaole Beach 1, you’ll be surrounded by soft sand, magnificent sunsets, and...

spectacular ocean front studio condo, Magic sands, ideal view and location

Wake up every day and go to sleep to the sound of waves on the shore beneath your window. End your day by watching the sun set from your own magnificent view in your studio condo. You will have a big, WOW when you walk in and see the ocean right there out your living...

Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..

A fabulously furnished 2nd floor condominium at Kepuhi Beach Resort. The condo has a private lanai is covered for shade, allowing you to relax, watch the sunset over the channel. The oceanfront pool and barbecue area are a short walk from the condominium. In the Winter,...

Ocean view 3bd condo with tropical vibes and A/C

Papakea K402 is a 3-bedroom, 2.5-bathroom condo with welcoming tropical hues that greet you the moment you walk in. Beautifully furnished and decorated, K402 can accommodate up to 8 guests. The unit includes a split AC system and ceiling fans to stay cool after a long...

Second-floor, ocean view condo in oceanfront complex with lanai, AC & 2 pools

-Casa de Emdeko Ali'i ShoresOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Go to sleep each evening to the sounds of ocean waves and rustling palms at this well-appointed condo on...

Tranquil condo with pools, hot tub, jetted tub, grill & board games - near beach

Poipu Mermaid 912Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From the sands of Hawaii to the shores of Kauai, you'll be astounded by the beauty of this slice of paradise! You'll...

Relaxing Turtle Bay townhome, near the beach, free parking

Experience Mountain Views and Serenity at Turtle BayNestled between pristine beaches and stunning mountains, this desirable 1-bedroom loft offers the perfect blend of comfort and location. Situated near the Fazio Golf Course at the Turtle Bay Resort, our condo is just a...

Incredible Ocean views at this 1 bed/1 bath Royal Kahana condo

Welcome to Royal Kahana 906. Exceptional ocean views from this 9th floor condo. This spacious one bedroom can accommodate 4 people with its sofa sleeper. Keep cool year round with central AC. The fully equipped kitchen allows you to cook some of your own meals if you...

Beachfront Escape With Dazzling Ocean Views! - Sugar Beach Condo #418

Sugar Beach Resort #418 – Your Beachfront EscapeWelcome to Sugar Beach Resort #418, a beautifully upgraded one-bedroom, one-bathroom oceanfront condo. Located on the fourth floor, this retreat combines stylish island décor with panoramic views of Makena, Molokini, and...

Tropical condo near the beach with shared pool, hot tub, & private washer/dryer

Tropical Getaway at the Shores Waikoloa Beach #138Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha Waikoloa Beach! Escape to sheer tranquility when you stay at this luxe condo....

Ocean & Beach Front Condo w/Central Air (1BD/1BA)

Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, community pool, gym, BBQs, ping pong table, nearby restaurants, and shopping....

Oceanview 2 Bdrm/2 Bath - KAN114 -1st floor Gorgeous / Upgraded Condo

Kanai A Nalu ocean view condo #114 is a stunning vacation rental that has been remodeled with exquisite attention to detail. From high-end materials, finishes, and furniture to beautiful doors and light fixtures, every detail has been meticulously thought through to...

Stunning Golf Course front, near the beach free parking.

Stunning Golf Course front, near the beach free parking. Welcome to this Stunning Kuilima Estates West.Bring the whole family to this great home with lots of room for fun.This well-maintained true 2 bedrooms, 2 bath overlooks the quiet Fazio Golf Course and comes with a...

Expansive ocean view condo with large windows

Experience the tropical paradise of Maui from the comfort of Nohonani 304, a charming 1-bedroom, 1-bath, third-floor, oceanfront condo that can accommodate up to 4 guests. Enjoy preparing home-cooked meals in the well-equipped kitchen, featuring stainless appliances....

Oceanfront condo - ocean-view lanai - steps to beachside pool & hot tub

Islander on the Beach 250Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...

Direct Beachfront/Oceanfront Condo - 3 minute walk into Kapa'a

Direct Beachfront and Oceanfront- your unit is 50 yards from the ocean and beach!Aloha and Welcome,The Pono Kai Resort is located in a perfect spot for island visitors!! Located halfway along the coast between the resort towns of Poipu and Koloa Town on the South shore...

Ground-floor condo with ocean views, private lanai, grill, pool, & hot tub

Pali Ke Kua 136Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the tropical splendor and serene beauty of Bali Hai at this comfortable, ground-level condo. This...

Keauhou Akahi 405: 2-Bedroom Condo with Garden View in Keauhou, HI

​​​​​​​Newly updated, furnished and equipped condo in the quiet Keauhou Akahi complex. Ocean view living in this lovely 2 bedroom 2 bathroom condo in peaceful garden setting fronting golf course. Impeccable setting along Alii Drive.Adjacent to the Kona Country Club Golf...

Makani Sands #103 1brm Beachfront condo in West Maui UNDER NEW MANAGEMENT!!

Makani Sands #103 is a one Bedroom right on the ground floor where you can walk right out to grass and beach. There is a lanai off the living room that opens to the ocean side. The lanai has a table and chairs so you can sit outside and sip your morning coffee, or watch...

Oceanfront condo with balcony, great view, pool, hot tub - 50 ft to beach

Pono Kai Resort B208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gorgeously situated only 50 feet from the sandy beach in Kapa'a, this recently remodeled oceanfront condo at Pono...

Ocean view condo with lanai, WiFi, W/D & oceanfront pool/hot tub/BBQ area

Sea Village #3202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in fragrant island breezes, the sounds of rustling palms, and a partial view of the Pacific Ocean from your...

Cozy condo w/ ocean views across iconic Kahaluu Bay. Sleeps 4, pool, + BBQ! 102

Kahaluu Bay Villas #102 is located across the street from the iconic Kahaluu Bay. This two-bedroom, two-bathroom condo has it all. Enjoy an open layout of the living area, kitchen, sit-down dining table, and more. Sit on the large lanai and enjoy the ocean views.Upon...

Modern 2bd ground-floor West Maui condo

Pacific Shores B106 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area with Hawaiian inspired decor and...

Brand New Turtle Bay - Modern Condo

**Just renovated in October 2022! Enjoy an unmatched location at Turtle Bay West with this one-bedroom North Shore Oahu vacation rental. The apartment has golf course views and is walking distance to the beach. A perfect corner unit great for privacy! The condo looks...

Kihei Akahi C319: Spacious 2BR/2BA Condo with Garden Views, Near Beach & Shops

This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi C319, Near everything Kihei has to offer! This 2-bedroom/2-bath condo offers the perfect Hawaiian getaway for families or couples traveling together.Kihei Akahi C319,...

Oceanfront condo with loft, WiFi, shared pool & hot tub, balcony

Pali Ke Kua 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pali Ke Kua, situated in the planned community of Princeville on Kauai's magical North Shore, is often described as the...

Modern upper-floor condo w/central A/C, lanai, W/D, and outdoor pool

Mauna Kai 8BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly installed air conditioning and the only one of its kind at Mauna Kai; Mauna Kai 8B is one of the largest...

Stunning renovated condo with partial ocean view, onsite pool - walk to beach

Mauna Kai 5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Looking for that perfect condo with a modern flair and beachy vibes? Then Mauna Kai 5 may be the ideal Kauai North Shore...

Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa

Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...