Experience the Best of Island Living with Hawaii Condo Vacation Rentals
Hawaii condo vacation rentals offer a versatile and comfortable way to experience the islands. From oceanfront towers in Waikiki to resort condos in Mauna Lani and Kaanapali, these units come fully equipped with kitchens, AC, private lanais, and access to pools, hot tubs, tennis courts, and more.
Choose from a wide range of Hawaii condo rentals that balance affordability with resort-style comfort. Whether you're traveling solo, as a couple, or with family, condos offer space, privacy, and flexibility for short or extended stays. Many units are walkable to top beaches, golf courses, shops, and restaurants.
Each property offers its own charm-from oceanfront balconies with sunset views to lush garden settings steps from the sand. Stay in popular areas like Kamaole Beach, Kailua-Kona, Poipu, and Ko Olina.
Key Features of Hawaii Condo Rentals
- Oceanview, oceanfront, and garden-view units available
- Full kitchens, laundry, AC, and free Wi-Fi
- Resort-style amenities: pools, hot tubs, tennis, BBQs
- Family-friendly and long-term stay options
- Located near top beaches, snorkeling, golf & dining
- Convenient for remote work and extended vacations
Looking for alternatives? Explore our Hawaii cottages, luxury villas, or retreat-style rentals for a different style of island experience.
North Shore Oahu Beachfront Condo, 2BR / 2BA
This fully equipped, ocean front, condo unit is located in Waialua on the beautiful north shore of Oahu. The minimum stay is 30 days at a rate of $185 per day or $5,550.The mountain side master bedroom features a queen size, comfort foam pillow top bed, full on-suite...
Breathtaking Ocean View 1 BR Condo with 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...
Breathtaking ocean views from beautifully renovated condo on secluded beach in Kahana
This fully renovated, two-story condo with spectacular ocean views can be the perfect base for your West Maui getaway! Located in Kahana Outrigger, unit 4B1 lives like a home. Enjoy sunsets from your lanai, living room, and kitchen. The small complex has a shared pool...
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
Welcome to the listing page of our gorgeous Kona Alii, Unit#401! You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean & the unit is recently renovated. A beautiful...
koolkondo Kapili 52 Oceanfront Condo
Welcome to Koolkondo.com where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all. You will absolutely enjoy your home away from home with VIP concierge style services in modern island luxury! Our...
Kuhio Shores #211 - Best Value Oceanfront Condo in Poipu!
This air conditioned two bedroom two bath oceanfront unit is on the second floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this complex has as an elevator and offers some of the best surfing, body-boarding, swimming and snorkeling...
Waikiki Banyan Cozy Condo Suite - Ocean View + 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...
Paradise is Here! Big Ocean Views in newly remodeled luxury condo
Please read full description and acknowledge house rules before booking: Condo 1504. This 2 bedroom 2 bath is perfect for your stay on Maui. Enjoy the sweeping ocean views from the lanai with some of the worlds best sunsets! This is one of the ONLY condos on property...
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Two bedrooms plus loft, 1 king bed, 1 queen, plus 2 twins in the loft, 2 full bathrooms, nice upgrades, washer and dryer in unit, lanai space, incredible views, great complex amenities.This brand new 2 Bedroom plus loft, 2 Baths condo is ready for your next vacation...
Simply the Best: Oceanview 3rd Floor Kaha Lani Condo – 1 Bedroom, 1.5 Bath with Private Lanai!
Welcome to Simply the Best, a third-floor oceanview retreat at Kaha Lani on Kauai's stunning Royal Coconut Coast. Tastefully updated with subtle coastal touches and Hawaiian-style furnishings, this bright and breezy condo invites you to relax, recharge, and soak in the...
Renovated 2BR/2BA Wailea Ekahi 26A: Ground-Floor Condo with Ocean & Sunset Views
Welcome to Wailea Ekahi Village 26A, two bedroom/two bathroom ground-floor condominium unit that has been completely renovated and offers a clean, contemporary feel. As you enter this luxury living space, premium wood tone flooring stretches throughout the spacious...
Tropical Comfort - Two Story Ocean View Kihei Condo - Central Air
What a treat it is to dine on either one of your two oceanview lanais and watch the sun slip below the horizon! Did you see the green flash? Over a cool evening cocktail, plan to lazily walk across the street in the morning for a dip in the warm, crystal clear water of...
Tropical Garden 1 Bedroom Condo--Private, Quiet, and Romantic, Wi/Fi, A/C
This 1 BR Condo is a lovely, private, even romantic, GARDEN VIEW CORNER UNIT, with a good partial OCEAN VIEW. Two walls of glass look out from the living room to private, tropical gardens and to the West a partial ocean view. Lanai's are on the West and North sides...
KB201-2 bedroom 2 bath Ocean Front Charming Condo with Central Air Conditiong
Experience the ultimate beachfront getaway at the Kihei Beach Resort unit 201, located on the stunning Sugar Beach of North Kihei. This beautifully appointed second-floor unit offers breathtaking panoramic views and convenient access to the beach and pool. The spacious...
2BR/1BA Condo: Amazing Views, Pool, Lanai, and best Sunsets
Aloha to your Hawai'ian vacation at our home in West Molokai. The Island is the perfect getaway for slowing down and enjoying the beauty of old Hawai'i. From the peaceful sound of tropical birds and crashing waves in the morning to the ocean and sunset view, you will...
Condo Ocean View 2BR, Beach, Pool, Tennis, Pickleball, WIFI Internet
Welcome to our home away from home at the Maui Vista Resort. Come and enjoy the warm sun, relax and have some fun in an incredible nice condo!Ours is building #1 (closest to the beach) and being on the top floor we have a nice view of the ocean too. The famous Charley...
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Maalaea Banyans 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch passing whales, their newborn calves, and spectacular sunsets at this oceanfront Maalaea condo, where you'll...
Ocean View Condo at Kepuhi Beach Resort – King Bed & Pool Access
Ocean view condo. Enjoy waking up to looking at the ocean. Enjoy looking at the ocean while you are laying in bed. You can listen to the sounds of the Waves while you were sleeping. Take a swim in the outdoor pool. king size bed , however there's only one bed all the...
OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
At 806 sq. ft. this newly remodeled two bedroom two bathroom unit provides everything you need for your time here on Maui. With hand carved mahogany furnishings, high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space....
OCEANVIEW Studio Condo on world famous Kaanapali Beach! - Whalers 518
Immerse yourself in the luxury and beauty of Kaanapali Beach at this exquisitely remodeled studio condo at the iconic Whaler Resort, perfectly situated adjacent to Whalers Village. Located in Tower I on the 5th floor, this professionally designed retreat offers a...
First floor condo nestled between Prince Kuhio Park and tropical gardens.
Large, one-bedroom, first floor condo nestled between Prince Kuhio Park and tropical gardens. The living room has great views of the gardens and pool. You can see the ocean from your lanai and, at night, let the sound of the surf lull you to sleep. The kitchen is fully...
Nihilani Family Condo 24C, New Modern Decor, Spacious and Beautiful!
Three bedrooms with 1 King bed, 1 Queen bed and 2 twin beds, and queen sleeper sofa, 3 full bathrooms, 2 lanai spaces, washer and dryer in unit, 2 car garage, spacious living, garden views, fun resort amenities.This spacious 3 bedroom, 3 bath townhome is a perfect place...
New Listing! Partial ocean views from Kihei condo
Island Surf 303 is a charming 1-bedroom, 1-bathroom condo located on the third floor offering a private balcony to relax and unwind. It comfortably accommodates up to 4 guests. The master bedroom features a queen-sized bed and plenty of closet space, allowing you to...
Newly Renovated Maui paradise condo steps away from the beaches of South Kihei
Condo, 1 Bedroom, 1 Bath, (Sleeps 4)Enjoy this newly renovated (November 2023) quiet unit in Maui Vista, across the street from the fabulous beaches of South Kihei. Unit features high-grade appliances in the well appointed cooks kitchen and stunning hardwood custom...
Beautiful Kihei Kai Nani 162, 1BR Condo by Kamaole Beach 2, Cal King, Wi-Fi, W/D
Beautiful and clean 1-bedroom vacation condo in South Kihei Maui. Kihei Kai Nani complex is directly across the street from Kamaole Beach 2. Walk to restaurants, shopping and fun beach activities. Sleeps 2-4; Cal King bed and Queen sofa bed plus comfy recliner chair....
Bali Hai- & ocean-view condo with lanai, AC, laundry, 2 pools & 8 tennis courts
Hanalei Bay Resort 6222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in gorgeous views of Hanalei Bay and Bali Hai, and relax in this air-conditioned, second-floor condo at...
Oceanview Condo w/AC, Lanai & Shared Oceanfront Pool - Casa De Emdeko 336
Your dream tropical vacation begins at Casa De Emdeko 336, a totally remodeled, fully-furnished oceanfront condominium. Within walking distance of Kailua-Kona Village, this ideal unit features central air conditioning, two bedrooms, two bathrooms, and complimentary...
Aloha Condos, Kona Coast Resort, Condo 1-304, Ocean View
Aloha - Our "home away from home" has all the comforts of home with ocean views that are endless. This specatular top floor end unit is a spacious 1 bedroom/1 bath 1453 sq ft Island-style villa. Kona Coast Resort unit 1-304 is located at the highest point of the resort...
Direct oceanfront views, remodeled condo
Papakea L107 is a charming ground-floor 1-bedroom, 1-bathroom condo that can accommodate up to 4 guests with a split air conditioning system to keep you cool and comfortable. Upon entering this open-concept space, you'll be greeted by a serene ambiance that invites you...
Kamaole Beach Royale 409 - Beautifully Renovated Condo & Commanding Ocean Views
The Kamaole Beach Royale 409 is conveniently located one block from beautiful Kamaole Beach I. This half-mile long beach is perfect for walking, swimming, sunbathing and building sandcastles with your keiki (children). The condo is within easy walking distance from a...
Relaxing Condo with Ocean Views | Pono Kai Resort | PK-E103
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 2 bedroom, 2 bathroom ocean view condo that’s...
Clean Ground Floor, One Bedroom Condo, Centrally Located, Reasonably Priced!
We offer a ground floor one bedroom condo. It is a modest condo with all the necessities of home so you can enjoy Maui for a reasonable price. Only steps away from the condo, through the atrium are the pool, kiddie pool, hot tub, picnic area with barbecue grills and...
Stylish 2bd condo with bright, airy interior
Welcome to Kuleana Unit 104, a breathtaking oceanfront condo nestled in the serene West Maui resort area. This stunning 2-bedroom, 2-bathroom retreat spans 1300 square feet and has been meticulously remodeled with top-notch finishes and furnishings, ensuring a luxurious...
Kapalua Golf Villas 15P3-4: Garden View Condo w/ Pool, BBQ at Resort
Welcome to Kapalua Golf Villas 15P3-4 by Gather, a luxury retreat located in the highly desirable Kapalua area on Maui. This beautifully remodeled villa, nestled along the 10th fairway of the world-famous Kapalua Bay Golf Course, offers panoramic views of early tee...
KRV 1011 New Listing 1BD Condo w Spectacular Kapalua Ocean Views at the Ridge
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Panoramic Oceanfront View, Condo with Air Conditioning and Large Lanai
Kuhio Shores #314. Floor to ceiling wrap around windows provide unobstructed panoramic ocean views! Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass...
Kanaloa at Kona 1606: Beautiful Oceanview Condo w/ Shared Pool, Spa, AC & Lanai
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Enjoy the tastefully appointed look of Kanaloa at Kona, which features plush furnishings, vaulted wood beam ceilings, and island-inspired decor. Kick back and relax on...
Waipouli Beach Resort D105. A Spacious Condo with Lazy River and Top Shelf Restaurant Onsite.
This Oceanfront Resort is a Dream and located on the Beach. Just Steps to the Warm Turquoise Ocean. The Kids and Adults alike will love the Lazy River to the Huge Pool. The Hot Tubs are Incredible! This Large Home is a Great Room Concept and full of Light. Elegance and...
Relaxation at Its Finest: Beachfront 1bd/1ba Condo - Menehune Shores #517
Menehune Shores #517Experience the epitome of Hawaiian luxury at Menehune Shores 517, where the azure expanse of the Pacific Ocean stretches out before you, offering an unrivaled backdrop for your Maui escape. Nestled within the picturesque landscape of North Kihei,...
Unit #204-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 4
Beautiful 2nd Floor Unit. Mezzanine bedroom with Queen bed, downstairs bedroom with with 1 King bed (can be made into 2 Twin beds upon request). Nearly 180 degree view of the Cove. Whale watch from your Lanai (in season) and a guaranteed swim with the turtles! Always in...
Resort condo with majestic mountain/bay view, lanai, W/D, pools & tennis courts
Hanalei Bay Resort 4205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Palm Building of Hanalei Bay Resort, this is a condo features truly incredible views of Hanalei...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Experience one of the best views in the iconic Ilikai Hotel & Luxury Suites! From the 15th floor, enjoy an unobstructed panoramic vista of the yacht harbor, the sparkling ocean, and Ala Moana Beach Park. Dine on the lanai while you watch the breathtaking Hawaiian...
Oceanfront 1 BR Condo at Kaha Lani KL309
Kaha Lani 309Experience aloha Kauai-style in our fully-furnished, oceanfront condo in dreamy Wailua.Kaha Lani is a direct oceanfront, meticulously maintained property featuring 73 individually-owned condos on the coconut coast. Wake up to an award-winning sunrise...
3 Bedroom, 3 Bath Oceanfront Condo With Amazing Views of Molakai and Lanai
3 Bedroom, 3 Bathroom Oceanfront Condominium with Panoramic Views and Sunsets over the Islands of Lanai and Molokai. A hidden gem. Exclusive top floor corner-end Penthouse Suite. Completely private. Beautifully furnished. Split level with vaulted ceilings and...
Ocean View KUL418 - West Maui Beach Front, Fabulous Condo!
** Great 2025 Summer rates Now - Book for future Whale Season November - March!!**This stunning third-floor condo has been tastefully decorated to offer the perfect blend of elegance and comfort. As you step inside, you'll immediately notice the breathtaking view of the...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
Largest ‘One of a Kind’ 2-bd 2-Bth Condo 🏄 New Air Conditioner throughout🌴
Aloha! Welcome to our Paradise Home! Located in building 3 on the 4th floor, away from the noise of So. Kihei Rd.. We hope to make you feel like an invited house guest. Our unique & spacious tropical condo is the ONLY Maui Vista 2 bedroom condo that has a one-of-a-kind...
Maunaloa 2BR Condo with Ocean Views – Walk to Kepuhi Beach & Pool
Paradise awaits at this beautiful condo in Maunaloa! The 2-bedroom, 2-bathroom vacation rental has everything you need for the perfect Molokai getaway, including a full kitchen with new appliances, in-home laundry, and ocean views. For a relaxing start to the day, enjoy...
Kiahuna Plantation Condo - So Close to the Beach!
Beautiful Kiahuna Plantation is located on world-renown Poipu Beach. Enjoy strolling through 35 acres of tropical paradise with gardens of graceful orchids and unusual cactus. The buildings are plantation style with louver shutters on the windows and ceiling fans...
Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay ViewDazzling views of the Wailua Bay from this condo. Your gaze will get lost on the horizon of the Pacific Ocean. Comfy Oceanfront living is yours to enjoy from this top floor condo. The most amazing...