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.
Stylish Ocean View Condo Near Waikiki Beach 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...
Waikiki Condo - Ocean View - Minutes from the Beach!
Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...
Ocean Vista Condo with Fast WiFi, Full Kitchen, Patio, Shared Pool, & Tennis
Alii Kai Resort #5102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to this exquisite, upgraded, oceanfront condo - a couple's island dream on the north shore of...
Banyan Tree 200 - oceanfront condo with wraparound lanai
Welcome to Banyan Tree 200. This stunning condo offers breathtaking views of the Pacific Ocean, providing the perfect backdrop for your Hawaiian getaway. With its prime location, you can enjoy the soothing sounds of the waves and the gentle ocean breeze right from your...
Comfortable condo, ocean views from both lanais
Kahana Sunset E4 is a ground floor, 2 bedroom, 2-bathroom condo that features ocean views and split A/C units located in both bedrooms and the living room. Unit that can accommodate up to 7 guests. The master bedroom has a king-size bed and its own TV with cable. Enjoy...
Updated Ground-Floor Condo on Golf Course with a Shared Pool, Gym, & Fast WiFi
Waikoloa Fairway Villas D3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this beautifully-renovated, ground-floor condo located right on the fairway! Sip your Kona...
Hale Hui Kai 109 along Keawakapu Beach-Two Bedroom Two Bathroom condo with AC
Located along South Maui's gem, Keawakapu Beach, this North facing ground floor/garden view condo is only 30 steps to beach with easy access to condo common areas. This private garden condo is on the first floor of the south side of the building ...about 60 steps along...
Amazing Pacific views from 2bd Top Floor condo
Paki Maui 405 is a 2-bedroom, 2-bathroom oceanfront condo located on the top/4th floor with wonderful unobstructed ocean views from your lanai and floor-to-ceiling double sliding glass doors, bringing natural light into the condo. The condo has a split AC conditioning...
Ocean-View Condo < Half Mile to Kalapaki Beach!
Beach days are made easy from this 2-bedroom, 1.5-bath condo, located in the heart of Lihue. With its prime location near the beach, local restaurants, and attractions, this vacation rental ensures you'll never have to travel far for fun. For a day of adventure, explore...
Welcoming Condo with Ocean View | Pono Kai Resort | PK-G104
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺 Ocean View Escape at Pono Kai Resort 🌺1 Bedroom • 1 Bath • Sleeps 4 •...
Lae Nani 414 is Beautiful! Ground Floor Oceanfront Condo Sleeps 6 with A/C
Summary:Lae Nani 414 is an airconditioned ground floor unit with great view. Enjoy all the amenities this comfortable condo has to offer.The Space:This newly renovated, ground floor condo is equipped with a split system AC to keep you cool on hot days. The ocean breeze...
150-4 Ocean Front Condo with an Amazing View!
Location, location, location! This condo, located just 30 feet from the ocean in beautiful Puamana, offers a serene retreat in a community recovering from the Lahaina fire. Puamana, a 30-acre oceanfront community, is known for its stunning shoreline and lush landscapes....
Hale Kona Kai 212 - Absolute Oceanfront condo with large wraparound lanai
Welcome to Hale Kona Kai 212, a beautiful oceanfront corner condo with wraparound lanai, located on the Kona Coast in the heart of Kailua Kona, Hawaii. This stunning property offers an unparalleled experience with its absolute oceanfront position, providing guests with...
Maui Vista 1421: 2 Br w/partial ocean views near Kamaole Beach Park I
Beautifully remodeled and renovated partial ocean view condo. This two-bedroom unit sleeps up to six people with a king in the master bedroom, two twins in the upstairs loft bedroom and a pull-out sofa bed in the living room. The kitchen has been renovated with new...
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ AC
Experience the ultimate getaway at Poipu Sands 233, a captivating 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poipu. Gazing out from the living room, dining room, kitchen, and master bedroom, a breathtaking ocean view awaits, complemented by a spacious...
Mana Kai Maui Resort condo with WiFi & W/D access - near everything
Mana Kai Maui Resort 201COur 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...
Sugar Beach Resort Condo w/ Shared Grill, Shared Pool/Hot tub-Beach Lovers Dream
Sugar Beach Resort 507Our 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...
Beautiful Kapa'a Oceanfront Condo with a Fantastic Ocean View,
Summary:Oceanfront Condo in Kapa'a with a fantastic view and plenty of appeal throughout.The Space:High Ceilings, fantastic ocean view with this 3rd floor condo and sounds of the surf are what you will haveif you stay in this great condo.Updated and beautiful...
DIRECT SANDY BEACHFRONT just steps away fr the patio.Ground Fl.condo 1bed2ba2pkg
Situated in the destination spot on the north shore of Oahu in Haleiwa Town. As soon as you step into the condo, the beautiful blue ocean view takes your breath away. Listen to the ocean waves while relaxing on the patio or step onto the sandy beach perfect for...
Newly Upgraded 1BR Unit Near Beach Max 5 Guests
Come stay in this beautifully decorated 1 BR & enjoy paradise only steps from the beach! Enjoy the Sunsets from the Lanai and relax to the Hawaiian trade winds. This 1 BR is perfect for you and your family to visit Kona. Stay across the street from the sandy beach and...
NKH 605 Remodeled Oceanfront Condo w Pool AC Ocean Views Year Round Sandy Beach
Nani Kai Hale 605 Remodeled BeachFront Condo with Breathtaking Ocean Views, Split AC, BeachFront BBQ and Loungers. Enjoy Front Row Whale Watching and Year Round Sandy Beach Walks Breathe in fresh ocean breezes from your oceanfront lanai and sip on a morning cup of...
Airy Kailua-Kona Condo < 1 Mi to Beach + Town
Feel the warmth of the Hawaiian sun each day when you stay at this inviting 1-bed, 1-bath condo in Kailua-Kona. The vacation rental is ideally located for a coastal getaway with loved ones, with Honl's Beach, Hale Halawai Park, and an abundance of local shops and...
North Shore Oahu getaway condo for rent with pool
The beautiful beachfront North shore condo with AC is the perfect place for a tropical family getaway. With the beach seconds away and the tropical beauty of the mountains/greenery, it is a pictorious view. Laie, the Polynesian Cultural Center, BYU-H, restaurants, and...
Second-Floor Oceanfront Condo w/Private Balcony, Free WiFi, Shared Pool & Grills
Mahina Surf 220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'When the Aloha State calls your name, you better pick up! This oceanfront, second-floor condo is ready to provide...
Kauai Kailani - Steps to Beach Oceanfront Pool - Fully Renovated 2 Bdm Condo
Kauai Kailani a Beautiful Garden View! A 2 Bedroom Condo located along the famous Coconut Coast on Beautiful Kauai East Shore!The Experience: Peaceful in this nicely decorated condo just steps to the beach!And, there is AC in this condo! Sleeps up to 6! King bed, 2 Twin...
Beautiful Turtle Bay Condo - Kuilima Estates East
Beautiful Kuilima Estates at Turtle Bay – We’re an outstanding value priced condo located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from crowded vacation spots with our one-bedroom condo with 2...
Oceanfront Condo near Lawai Beach w/Lanai, Free WiFi, Shared BBQ, W/D, & A/C
Kuhio Shores 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The private lanai of Kuhio Shores 207 is like your own private SeaWorld, giving you a front-row seat to watch sea...
Oceanfront condo w/A/C, elevator, coastline views, lanai, hot tub, pool, tennis
Kuhio Shores 316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the beautiful Pacific Ocean, surfers, dolphins, turtles, and whales (in season) from this very popular...
Prime Top-Floor View Oceanfront Condo w/ A/C, Free WiFi, Lanai, Shared W/D, BBQs
Kuhio Shores 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the beautiful Pacific Ocean, surfers, dolphins, turtles, and whales (in season) from this very popular top-floor...
Ground-Floor Air Conditioned Condo Near Beaches w/Free WiFi, Shared Pool/Hot Tub
Regency 810Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you're looking for fun in the sun on your Hawaiian vacation, a Regency Resort condo can't be beaten! Just an...
Beautifully Renovated Beachfront Molokai Condo
Endure the magic of Molokai. Unwind, reset + enjoy the rarest of a traveler's dreams: a relatively untouched tropical escape. Masses of coconut palms sway in the breeze, and not a single traffic signal is to be seen. Relish in the spectacular ocean and island views for...
Sugar Beach 314 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...
1-Bed Condo in Downtown Kona, 1 block from the Shore!
Stay in the heart of Kailua-Kona and experience island life at its most convenient. This beautiful 1-bedroom, 1-bath condo at Kailua Bay Resort puts you just steps from Ali‘i Drive’s restaurants, shops, and ocean views—and only a short drive from some of the Big...
Aston Maui Kaanapali Villas C259: Studio garden view condo on Kaanapali Beach
Maui Ka’anapali Villas #C259: Studio garden view condo at Beach Front Resort on N. Kaanapali Beach*There is currently NO Air Conditioning. The Air conditioning system is undergoing emergency maintenance through June 2024. Experience the verdant garden views at this lush...
Newly Renovated Condo at White Sands Village #221, Steps From Magic Sands Beach!
Welcome to White Sands Village, # 221! Located just across the street from Magic Sands beach, along the iconic Alii Drive, this new partly renovated 2-bedroom, 2-bathroom condo has all the amenities you could need! Desk for zoom calls, central AC, Smart TV, high-speed...
Kihei Akahi Condo w/ Free WiFi-Beaches Await
Kihei Akahi C413Our 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 the...
Enchanting oceanfront condo with pool, views & high-speed WiFi
Kona Bali Kai #310Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Prepare for true oceanfront living - the stunning views from this condo's private lanai have to be seen to be...
Ocean View, Ground-Floor Condo w/ Lanai & Shared Hot Tub/Pool - Walk to Beach
Ke Nani Kai 121Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'One of the loveliest condos on the property, Ke Nani Kai 121 is a ground-floor escape where you can step out onto the...
Sunny condo with pools, hot tub & washer/dryer - near swimming & surfing
Maui Kamaole I105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ground-level condo with lanai, lagoon pool, hot tub, W/D & beach access
Maui Kamaole B106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
Hale Kai O Kihei 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Kihei Akahi Condo w/ Shared Pool, A/C-Snorkel, Surf, Swim
Kihei Akahi C418Our 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 the...
Sugar Beach Resort Condo Perfect for Beach Escapes - Surfing, Snorkeling, More
Sugar Beach Resort 109Our 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...
Mana Kai Maui Resort condo with private W/D & WiFi - close to beaches
Mana Kai Maui Resort 709Our 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...
Ocean-view top-floor condo with pool, hot tub, AC - easy walk to beaches
Maui Kamaole A215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ground-floor condo with tropical lanai, lagoon pool, AC & W/D - beaches await
Maui Kamaole B102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Newly remodeled Sugar Beach Resort condo w/shared pool & hot tub
Sugar Beach Resort 431Our 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...
Ground-floor condo steps from pool - hot tub, tennis, beach access
Maui Kamaole C110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Walkable condo with two pools, hot tub, tennis, grill & beach access
Maui Kamaole D105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Hale Kai O Kihei condo with pool & free WiFi - swim, surf, & more
Hale Kai O Kihei 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...