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.
Wailea Elua Village 1303 - 2 Bedroom Oceanfront Condo
When vacationing in Wailea Elua 1303, you’ll feel pampered by the extra touches that await you in this suite featuring modern comforts throughout. For example, readers will enjoy the owner’s book selection and the individual, overhead reading lights in the master...
Wailea Elua Village 1103 - 2 Bedroom Ocean View Condo
Located within short walking distance to the beach and close to the on-property pickleball court and swimming pool, Wailea Elua 1103 enjoys the ideal spot for a Maui vacation. Upon entering, be struck by the large floor highlighted by a sunken living area that is...
Wailea Ekahi Village 3C - 1 Bedroom Garden View Condo
Wailea Ekahi 3C is a captivating vacation rental that offers a truly idyllic island getaway in the heart of Maui\'s picturesque Wailea resort area. Nestled within the lush, meticulously-maintained 34 acre Ekahi Village complex, this spacious one-bedroom, one-bathroom...
Wailea Ekahi Village 3B - Studio Garden View Condo
Nestled among the lush, tropical landscape, this studio is a perfect place to escape the hustle and bustle. Bring along that novel or take a refreshing nap after a day at the beach on the private lanai, secluded by tropical flowers. A writer\'s retreat! Recently...
Wailea Ekahi Village 12A - 1 Bedroom Ocean View Condo
Wailea Ekahi 12A is an exquisite vacation rental located within the desireable area of Wailea along Maui\'s southern coastline. This upgraded, split-level one-bedroom vacation rental offers a perfect blend of luxury and comfort, making it an ideal retreat for travelers...
Wailea Ekahi Village 11A - 1 Bedroom Garden View Condo
Wailea Ekahi 11A offers a truly exceptional and luxurious island getaway on Maui. Situated in the prestigious Wailea resort community, this spacious and elegantly-appointed condo provides the perfect balance of upscale amenities and serene tropical ambiance. As you step...
Remodeled Charming 1B/1B condo in brilliant Lahaina w/ AC and easy beach access
Welcome to your coastal chic retreat at Kahana Manor! This newly renovated condo combines modern comfort with authentic Hawaiian charm, just a 5-7 minute stroll to pristine Kahana Beach. Watch magical sunsets where sea turtles come ashore to rest for the night. Perfect...
Tropical condo with pools, lanai & BBQ
Summary:Golf Discount, Sunset/Ocean Views, Two pools, BBQThe Space:Welcome to your peaceful Waikoloa escape – a serene retreat surrounded by tropical gardens & ocean views, perfect for relaxing island days:- Sleeps 2 | 1 bedroom | 1 bed | 1 bath- 2 swimming pools & hot...
Charming 2-bedroom condo. Under new management. 10% off last min booking for Jan
Imagine waking up to the gentle sound of waves and stepping onto your lanai to take in the vast, sparkling ocean stretching out before you. With a fresh cup of coffee or tea in hand, the morning breeze carries a sense of tranquility as you watch the sun rise over the...
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Hale Wailana 3AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your charming retreat in North Kihei, a delightful 2-bedroom, 2-bath condo just 50 yards from the pristine...
Wailua Bay View 215 Oceanfront condo
Welcome to this delightful condo in Kapaʻa. This cozy space features 1 bedroom with a comfortable king bed and air conditioning in the bedroom, perfect for a relaxing stay. Enjoy the convenience of WiFi, a hair dryer, and a washing machine during your visit. The...
Ocean & Beach Front 1 Bed/1 Bath Condo with Central AC & Laundry
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, IN-UNIT laundry, community pool, gym, BBQs, ping pong table, nearby restaurants,...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-34G4
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Spacious condo with lanai & balcony, located near tennis courts, pools & beach
Waikoloa Colony Villas 2406Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this comfortable 2-bedroom, 2-bath townhouse in Waikoloa, HI....
Garden-view condo with private lanai, pool, hot tub, gym, & on-site dining
Hali'i Kai 17BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living at its finest in this stunning condo located in the prestigious Waikoloa Beach Resort area of...
MV 1106 Fully Renovated 1BD South Maui Condo Steps to the Pool Walk to the Beach
Maui Vista 1106 NEW LISTING Enjoy a Fun Filled Maui Getaway at this 1Bedroom, 1Bathroom Ground Floor Condo, Steps to the Pool, Walk to the Beach! This charming Kihei Maui retreat is the perfect spot for your next Hawaiian getaway. The top feature of the condo is the...
Beautiful Condo at Napili Shores Oceanfront Resort
Your Ideal Getaway at Napili Shores, West MauiEscape to Napili Shores, a peaceful oceanfront resort on the stunning West Maui coastline. Nestled among tropical gardens, koi ponds, two swimming pools, and a relaxing whirlpool spa, this charming retreat offers everything...
Kaimana Breeze by Gather: Luxe Oceanfront Condo w/ Beach & Fireworks Views
Set your sights on Kaimana Breeze by Gather, an elegant beachfront studio perched on the 14th floor of Honolulu’s prestigious Gold Coast. With 505 square feet of thoughtfully designed space, this refined residence pairs breathtaking panoramic ocean views with timeless...
Cozy 1-bedroom condo with WiFi, AC in serene Kahuku - Kuilima Estates East
Discover the beauty of Kahuku from this marvelous 1-bedroom condo. This adorable property features a cozy living room with a sofa bed, perfect for extra guests. Enjoy the peaceful atmosphere and unwind in the king bed after a day of exploring. With amenities like WiFi,...
Oceanview Maui Condo - Steps from Kamaole Beach!
Escape to paradise at this charming 2-bedroom, 2-bathroom condo in the highly sought-after Maui Kamaole complex in South Kihei. Located just across the street from the beautiful Kamaole Beach III, this second-floor unit offers stunning ocean views, perfect for catching...
Oceanfront Condo with Gorgeous Views near Harbor with Pool, AC, WIFI
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect Maui getaway in the heart of Maalaea! This beautifully renovated 2 bedroom, 2 bathroom condo offers stunning ocean views from the living room, kitchen, lanai, and primary bedroom,...
Oceanview 2BR/2BA Condo: Steps from Beach, Pool & Tennis | Kihei Paradise
Experience the ultimate Maui getaway in this stunning 2-bedroom, 2-bathroom corner unit at Maui Vista Resort in sunny Kihei. Perfect for families, couples, or friends seeking a tropical escape. Condo Highlights:*Breathtaking ocean and sunset views from private...
Puu Poa 407: 2 BR, 2 BA Condominium in Princeville, Sleeps 4
This top floor penthouse unit is one of the finest at the Puu Poa complex in Princeville. It’s open concept two bed two bathroom layout is perfect for families or two couples ready to experience Kauai in the lap of luxury. Attention to detail meets natures splendor...
KBM Resorts | FREE CAR | Wailea Elua | 2-Bedroom Condo Condo with Luxury Amenities! WEV-2009
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Hale Kamaole 115 Ground floor condo, easy access to best beach on Maui!
Cozy one bedroom condo with Garden View, located near pool and main office. Hawaiian style rattan furniture in front room, as well as Hawaiian decor throughout the unit - creating a beautiful Maui Oasis. Queen bed in bedroom, along with Air Conditioner and fresh linens....
Mountain & Lake-view condo with on-site golf, pool, hot tub, & fitness room
Waikoloa Fairway Villas N-5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're seeking adventure or relaxation, this Waikoloa Village condo located in the highly desirable...
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.
Have fun in this two-bedroom, two-bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park across the street and other beautiful beaches are just a short walk or drive away. There is a...
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...
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 Spend your next Hawaiian vacation at one of West Maui's most hidden gems, Hale Mahina Beach Resort....
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...