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.
Oceanfront Condo🏄♀️Wrap-Around Lanai Almost Hanging Over The Ocean! 🌊 Hale Kona Kai 313
True and total oceanfront condo with wide wrap-around lanai (balcony) giving you almost four lanai rooms. The lanai hangs over the ocean. See the tide pools and the lagoon where the turtles love to swim. Let the sounds of the sea make you sleep after a day of...
Hawaiian oceanfront condo near shopping & dining with hot tub & pool
Kona Bali Kai #313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting one of the closest waterfront locations in all of Hawaii, you'll be treated to the picturesque sea views...
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,...
Freshly remodeled 2bd condo steps to the beach
Kahana Manor 503 is a beautifully remodeled 2-bedroom, 2-bathroom condo that can accommodate up to 6 guests, which is located on the 5th floor, and accessible by an elevator. The remodel was completed in a way that is ADA-compliant and wheelchair accessible. For your...
True and Absolute Oceanfront Condo 🌅 Breathtaking Views From The Lanai!🍍Hale Kona Kai 402
True and complete oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...
ALOHA ☆ Condo D15 ☆
Your tropical, comfy, 'Home away from Home!' Decorated in Hawaiian Aloha Style, is bright, cheery. comfy and filled with 'ALOHA!' for a restful, romantic &/or adventurous stay.LOCATION is key on Kauai. We're along the scenic & historic, east coast of Kauai... The Royal...
Luxury condo with fast WiFi, AC, & washer/dryer - plus pool, hot tub, gym
Hale OhanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This spacious, three-bedroom townhouse, part of the 3,200-acre Mauna Lani Resort, offers you and your guests a perfect blend...
Brand New Oceanfront 2 Bedroom / 2 Bath Condo
Experience the best of oceanfront resort living in this 2-bedroom condo with a loft, comfortably accommodating 6 guests. Located on the top floor, this unit offers breathtaking, unobstructed views of the ocean, whales, and stunning sunsets from the living room and...
Great 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...
Stylish Waikiki Condo! Kitchen, City/Mountain Views, Close to Everything!
Ilikai Marina #1587 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Ocean Front KUL719 - West Maui, Quiet Condo with Great Views & Value—1B
** Summer 2025 Discount Rates - Book Now! **Step into the cozy and inviting atmosphere of unit #719 at the Kuleana, located in the popular West Maui region. This top-floor, direct oceanfront condo boasts an unbeatable view of the aqua-colored ocean, with the outer...
Waikiki One Bedroom Condo with Free Wifi, Cable, and Parking!
Four Paddle #506- on the 5th floor - 1 Bedroom - Free WIFI, Cable TV & ParkingThe Four Paddle enjoys a convenient location in Waikiki. Situated just a short stroll from the world famous Waikiki Beach and the warm waters of the Pacific Ocean. With restaurants, movie...
Beautiful, Airy 1 Br 1.5 Ba Condo Golf Course View, Pool, Hot tub (209A)
PROPERTY DESCRIPTIONAre you looking for a updated condo in Princeville for your vacation? If so... You have arrived! This wonderful 1 bedroom 1.5 bath condominium has it all, even a loft space with a queen size bed. Pride of ownership exudes here. The bedroom has a King...
Large 3 Bedroom Condo Across From Beach! Pool & Hot Tub Access! Ocean View!
We are so happy to announce that we have installed a brand new Split AC system in this beautiful condo! There are now air handlers in each room for your cooling comfort! We also updated the flooring, have performed a deep clean, replaced linens and kitchen inventory...
Mana Kai Maui Resort condo with resort amenities, near beaches, waves & surf
Mana Kai Maui Resort 211aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
KR105- South Maui Condo Garden-Level - Lanai with Ocean & Mountain Views
Kealia 105 offers a charming garden-level condo with a picturesque view of Ma'alaea Bay and the West Maui Mountains. The adjacent park's dappled light creates a serene ambiance, providing front-row seats to the breathtaking beauty of Hawaii. During winter, guests can...
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...
Awesome Diamond/Ocean View Condo! Corner Unit!
Awesome Diamond/Ocean View Condo! Corner Unit!Location! Only 1 block from the world famous Waikiki Beach. Easy walk to restaurants, shops, kapiolani park. Conveniently located near bus lines. This unit is in Tower-I.You will enjoy:- Great Amenities: Pool, hot tub,...
Beachfront Property w/Sand Access at Waikiki Shore Condo with Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Shore located on 2161 Kalia Road, 6th Floor. (NO PARKING and NO POOL)*This property is new to our inventory, but we assure you...
Sugar Beach Resort Condo w/ Private W/D, Shared Pool/Hot tub-Near Everything
Sugar Beach Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
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 FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms.
Welcome to our newly listed vacation rental in the prestigious Halii Kai community! This stunning condo offers the perfect blend of luxury and relaxation, with 3 spacious bedrooms and 2 luxurious bathrooms. The meticulously maintained ground-floor location provides easy...
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...
Oceanfront Condo Near Kona's Banyan Surf
This Beautiful 1 bedroom, 1 bath Condo is just an elevator ride and steps from the oceanfront park where you can BBQ or watch the Surfers and sea turtles, or just lay out on the lounge chairs. If you don't like the Salt water you go in the Complex's Pool instead. During...
Oceanfront 1-BR Condo in Waianae w/ Sunset Views
Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit features breathtaking views of the Pacific, modern amenities, and direct beach access. Relax on your private lanai or...
Hale Kamaole Condo w/ A/C, Shared Outdoor Pool - Beach Lovers Dream
Hale Kamaole 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Kapaa Shore Ocean & Pool View Condo
Kapaa Shore - Beachfront Resort on Kauai!Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation! 'Oceanview' Unit B117 at Kapaa Shores offering a stunning oceanview with watercolor sunrises, whale watching...
Sugar Beach Resort Condo w/ Free WiFi, A/C-Snorkel, Surf, Swim
Sugar Beach Resort 335Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
KBR #202 - 2 Bedroom /2 Bath Ocean Front Upgraded Condo in Sugar Beach!
Experience the ultimate beachfront getaway at Kihei Beach #202, a beautifully upgraded 2-bedroom unit located on the 2nd floor. With central A/C, stunning ocean views, and a newly renovated kitchen, this condo offers a serene and luxurious retreat. The master and guest...
Kona Shores 203: Amazing location&fully equipped condo in Oceanfront complex!
This Top Floor condo situated immediately next to Alii Drive has everything you need to enjoy your time on the Big Island of Hawaii! The property features a full kitchen and a full bathroom. There is a Queen sized bed, plenty of seating in the living area, flat screen...
Spacious and Modern Maui Condo Steps to the Beach!
Perfect Tropical Getaway Relax and enjoy our remodeled Kahana condo.This spacious unit offers beautiful natural light, an open floor plan, lush garden and ocean views. This two level condo has been upgraded with all new appliances and furnished in casual and comfortable...
Pristine Lihue Condo w/ Balcony: Walk to Beach!
Your next Hawaiian adventure awaits at this 2-bedroom, 1.5-bathroom vacation rental condo in Lihue where you can relax and enjoy a laid-back island lifestyle! As part of the Banyan Harbor Resort, you’ll have access to the community pool, barbecue deck, tennis courts,...
Serene 4th-floor 1bd garden view condo
Paki Maui 420 is a 1-bedroom, 1-bathroom penthouse condo located on the fourth floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. This corner condo does not have air conditioning. The condo...
Private Ground Floor Plantations Condo On Kauai!
Escape to your perfect island getaway at The Plantation at Princeville, a beautifully refreshed condo on Kauai’s scenic North Shore. Recently updated with new vinyl flooring, this spacious ground-floor retreat features a private lanai, Hawaiian plantation-style...
Kihei Akahi D-608: Enjoy Partial Ocean Views from this 1 br Condo
This one-bedroom garden-view condo has beautiful ocean views in the distance. This unit sleeps up to four people with a king bed in the bedroom. The furnishings in this unit are a mixture of rattan with tropical accents. The living room has a mirrored wall creating an...
Ground Floor Condo with WiFi, Lanai, Shared Pool, and Beach Access
Hale Kai 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise awaits at this modern, newly renovated condo. Located in a beachfront complex with ocean views, this home boasts...
Hillside Villas 1508-2: 3BR Condo, Near Beach & Pool
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Discover the perfect blend of comfort and...
Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Close to Beaches
Hale Kamaole 335Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Banyan Tree 203 - Peaceful oceanfront Kona condo
Welcome to Banyan Tree 203, an exquisite Kona oceanfront vacation rental located in the heart of Kailua Kona, Hawaii. This stunning property offers breathtaking coastline views and a serene ambiance, perfect for a relaxing getaway. With 1,166 square feet of living...
OCEANFRONT CONDOnTOTAL REMODEL 2025n 2 POOLS KONA SUNSETS nPRIVATE LANAI A/C
TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms and kitchen. * Quartzite countertops & Bamboo cabinetry in kitchen. * Granite and Bamboo vanities in bathrooms. * Large...
Fairways at Ko Olina 8g: Luxury Condo, Balcony Views, Resort Amenities
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Step into paradise with Fairways at Ko Olina...
Kihei Akahi Condo w/ Private W/D, Free WiFi-Beaches Await
Kihei Akahi C512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Incredible Ocean views at this 1 bed/1 bath Royal Kahana condo
Exceptional ocean views from this 9th floor Royal Kahana unit. This spacious one bedroom can accommodate 4 people with its sofa sleeper. The well-equipped full kitchen allows you to cook some of your own meals if you just want to stay in and relax. Admire sunsets,...
Sugar Beach Resort 127: Ground floor 1 Br Condo only Steps to the Beach
You can't get closer to the ocean! Step off of the lanai on to the grass and take a couple of steps to the sand. This is truly an oceanfront condo. The Fully equipped kitchen is open to the living and dining areas creating a large living space. The bedroom has a king...
Kihei Garden Estates - Condo on the Beach of Maui
This Maui condo is located in the heart of Kihei Hawaii called Kihei Garden Estates, located within 300 feet of the ocean and 20 minutes from the Kahului Airport. Modern amenities, the condo is perfect for a family of 4 adults and 2 children being two stories. Includes...
Kihei Akahi Condo w/ A/C, Shared Pool-Surf, Bike, Golf, More
Kihei Akahi DG08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Condo at Waikiki Banyan- free parking and near beach
Waikiki fully furnished one bedroom condo located on the 128h floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
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...
Beautiful Ocean Views Await at Maui Dream Condo
🌺Maui Dream: Your Tropical Oasis Awaits!🌺Welcome to Maui Dream, your serene escape on the beautiful island of Maui, nestled in peaceful North Kihei. This inviting retreat is the ideal launching pad for your adventures, allowing you to unwind with breathtaking...