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.
Time 2 Play, "Beach theme" Maui Condo across the street from the ocean.
Located less than 50 steps to the beach, directly across the street. Take advantage of this great opportunity to stay in an incredible ocean view top floor condo just steps away from a beautiful Sugar Beach! Spend your vacation as busy -- or as relaxed -- as you'd like....
Coastal condo w/ breathtaking ocean views, shared pools, WiFi
Country Club Villas 234Our 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 stunning ocean-view condo nestled along the iconic Ali'i Drive...
Sealodge 2 Bedroom Cliffside Luxury Redone Condo Ocean & Mountain Views
Sealodge is one of north shores most secluded bluffs. One of the only units w/ private entrance you'll walk into views from every room as sounds of the ocean fill each room. Completely remodeled corner unit, this 2 bed 2 bath open concept invites the ocean in w/ access...
Delightful 2bd condo in South Kihei
Welcome to Haleakala Shores A305, an enchanting 2-bedroom, 2-bathroom condo tucked away in the picturesque surroundings of south Kihei, just moments away from the pristine shores of Kamaole Sands beaches. With accommodations for up to 6 guests, including the rare luxury...
Oceanfront resort condo with amazing view, pool, hot tub - walk to Poipu beaches
Makahuena #2-305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the sea breeze rustle the palms and the sunlight dance across the ocean at this stunningly situated condo within...
Two-story condo with Mauna Kea view, saltwater pool, hot tub - near beaches/golf
Waikoloa Hills #105 - Pineapple ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a view of Mauna Kea from your bedroom at this two-story condo in...
Kahaki Hale: Updated 1BR Condo w/ Modern Design & Style Near Poipu Beach
Escape to Kahaki Hale, a charming one-bedroom retreat in Kapaa, Hawaii, where modern comfort blends with tropical tranquility. Just minutes from golden beaches and vibrant local dining, this relaxing haven accommodates up to four guests—perfect for couples or small...
KBM Resorts | FREE CAR | Kuilima Estates | 2-Bedroom Condo at Turtle Bay! KUL-E113
** 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...
3 Bedroom Ocean Front Condo with Pool & Elevator!
Bike along the Coconut coast, kayak the Waileau River, hike to Hanalei Bay, snorkel or whale watch along the Na Pali coast, or just spend your time with your toes in the sand outside this highly-desired ocean front condo! We are as close to the beach as you can possibly...
Oceanview Kalapaki Beach 2-bedroom condo with WiFi, AC in enchanting Lihue
Welcome to this charming top of the hill, Ocean View condo in Lihue. This super clean home offers an enjoyable stay for guests remodeled with 100% non toxic building/ linen materials as well as cleaning choices. We also have 3 Hepa air filters to maintain healthy air in...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-30G2
** 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...
Two-story condo with 2 lanais, pools, hot tubs, tennis & gym - near beach/golf
Waikoloa Colony Villas 2401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gaze out across manicured gardens and rustling palms from your two shaded lanais at this bright, breezy...
1 Bedroom Condo:: Oceanfront Resort Kapaa Shore
Green and peaceful Kauai is beauty personified, and this resort is an ideal base for exploring Hawaii’s oldest and northernmost island. And Kapaa is ideal for finding souvenirs handcrafted from local materials to bring back to your relaxing accommodations.This spacious...
Luxury Two Bedroom Suite in Waikiki, Condo with Partial Ocean and City Views
Enjoy amazing partial ocean and city views from one of the most luxurious private condominiums in Waikiki. The unit is conveniently located at the entrance of Kalakaua Avenue, which is known as the main street and the most popular destination in Waikiki. Plus, it's just...
Suite Maui Paradise Condo - New Listing, Experienced Host!
This centrally located gem is in Maalaea, a cute little harbor town in South Maui and conveniently located 15 minutes from the airport and between Kihei and Lahaina. You will see more whales than birds during peak whale season. This condo is a relaxing one bed room...
Charming modern 2bd condo in West Maui
Nestled in the heart of Maui's captivating landscape, Kahana Manor 619 invites you to experience the perfect blend of comfort and scenic beauty. This charming 2-bedroom, 2-bathroom condo offers accommodations for up to 6 guests, located on the 6th floor, accessible by...
Kona Keauhou Resort #124 | Condo in Kailua-Kona with ocean views & pool access
Kona Keauhou Resort #124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The best unit in Kona Keauhou Resort, this top-level, end-unit condo boasts a tranquil Hawaiian escape for you...
Aston Waikiki Sunset: 2 Bedroom Condo w/Diamond Head Views, Close to Beach
Aston Waikiki Sunset two-bedroom with a Diamond Head view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is condominium...
Luxurious 1-Bedroom Oceanfront Condo: Breathtaking Views & Prime Maui Location
This exquisite one-bedroom condo is the perfect escape for your tropical getaway. With its unbeatable location, luxurious amenities, and breathtaking ocean views, you're guaranteed to have an unforgettable stay.Update on 2/24/2025 - The elevators on property will be...
Centrally Located 2 BDRM 2 bath Condo w/City, Diamond Head & Ocean Views
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at The Windsor. Centrally Located near the main Waikiki strip and in one of the most convenient areas of Oahu. Featuring a fully equipped kitchen ready for you to cook, and great views from your...
Beach/garden-view condo with wraparound lanai, pool, tennis courts, & hot tub
Plumeria Breeze at Ke Nani Kai #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to explore the adventures that Molokai has to offer you? Welcome to Plumeria Breeze...
Exquisite condo with lanai, pool, hot tub, central AC, & W/D
Nihilani 31AOur 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 your tropical home away from home on the north shores of Kauai. This tranquil and sunny condo is the...
Oceanfront condo with balcony, W/D, wet bar, & pool access - gorgeous views
Lanikai #133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your escape for the Garden Island at this gorgeous, beachfront condo, boasting sweeping ocean views from the balcony....
Ocean-View Condo w/ Pool in Maunaloa!
1 Mi to Papohaku Beach Park | Tennis Courts | Private LanaiLocated on the Western coast of Maunaloa, this 1-bedroom, 1-bath vacation rental condo places you in a perfect environment to connect with the serenity and natural beauty of the island. Enjoy the secluded Ke...
2-story ocean-view condo with 2 lanais, central AC, pool & hot tub - near Honl's
Wai Aha AlohaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Greet each morning with a gorgeous view of the Pacific Ocean, swaying palms, and the community pool just below at this...
Remodeled Boho Island-Style Condo Across From Banyan Surf Pool Bbq and More
Bali Kai 243 has been remodeled and has a boho, island-style theme. Enjoy this one-bedroom, one-bathroom unit across from the famous Banyan Surf spot. The amenities include a pool, beachside BBQ and more at this complex. Turn your moments into memories!Upon entry, you...
Ilikai Marina 1BR Condo: Ocean View Haven
Welcome to the family-friendly Ilikai Marina Hotel. This 17th-floor unit faces west, offering beautiful views of the ocean and harbors from both your bedroom and living room.Situated just a few steps away from the inviting sands and crystal-clear waters of the world's...
Oceanfront condo on wing of complex near beach, pool - Perfect for Sunsets
Ocean front view one of best locations. Watch the life of Maui unfold from the morning till evening from your private 165 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1...
Spacious 3-Bed 3-Bath Condo w/Ocean and Golf Course Views, Ideal For Relaxation
Come enjoy your vacation at Keauhou Punahele #E301! This three-bedroom, three-bathroom condo has high ceilings, an open layout, and a large lanai. Relax and take in the ocean and golf course views, fully stocked kitchen, smart television, and fast WIFI.Upon entry into...
Gorgeous condo with water view, pool, private lanai & full kitchen
Waiakea Villas 2-207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise with this condo that overlooks the pool and glittering koi stream. Conveniently located on the...
Poolside Waikiki Banyan Condo with Fully Equipped Kitchen and FREE Parking!
Waikiki Banyan Tower 1 Suite 701Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free ParkingThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Central resort condo with pool, balcony, & grills - walk to beach & attractions
The Bamboo Oasis at Bamboo Waikiki #307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'True Hawaiian charm and central convenience combine at this one-bedroom resort condo. Ideally...
2 Bedroom Ocean View Condo - Kaha Lani 212
Castle Kaha Lani Resort #212, on the second floor: Guests can begin their day enjoying a fresh pot of coffee or blending local fruits in their blender. The inviting recently remodeled full kitchen has ample granite countertop space to prepare fantastic meals and feature...
OUTSTANDING OCEANFRONT STUDIO - KONA ISLANDER INN CONDOS by RedAwning
**COMPLETELY REMODELED - DOWNTOWN,** TAKE A LOOK, YOU WILL WANT TO STAY HERE,HAS QUEEN SIZE MURPHY BED.KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZEMICROWAVE, FULL FRIDGE, ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND MORE**, **FULL SEPARATE BATHROOM WITH DOUBLE...
Corner condo with lanai, views of Bali Hai & ocean, AC, 2 pools & tennis courts
Hanalei Bay Resort 7301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Banana Building at Hanalei Bay Resort, this corner condo treats you to incredible views of Bali...
Air-conditioned condo with amazing Hanalei Bay & Mt. Namolokama views
Hanalei Bay Resort 4204 and 5 and 6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4204/5/6 is another rare three bedroom, three bath unit in the resort. This...
Ground Floor Condo w/Kitchen - Kamaole Sands 3102
It’s easy to slip into the mellow Kihei lifestyle in this 818sf ground floor suite that sets a tropical tone with décor and design. You’ll love how the lanai fringes the resort’s beautifully landscaped grounds that lead to South Kihei Road and Kamaole Beach Park III....
Ground Floor Condo with Shared Pool & Hot Tub, & WiFi- Great Location
Maui Kaanapali Villas 191Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It’s all about the vintage Hawaiiana in this sweet, ground-floor condo in Kaanapali! You’ve got plenty of...
Updated 2nd-floor condo in heart of Kona with lanai, pool, grills
Kalanikai 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This nicely updated, second-floor condo (no elevator) is in the heart of Kailua-Kona and is perfect for a romantic...
Lae Nani 313: Beachfront Condo with Pool & Views!
Summary:Welcome to your beachfront oasis in Kapaʻa! This ground-floor condo offers easy access to the beach, a communal pool, and stunning ocean views. With a well-equipped kitchen, comfortable living spaces, and a private patio, it's perfect for a relaxing getaway....
Maui Kamaole H207: across the street from Kamaole Beach Park III in South K
Between the ocean views, floods of sunlight, and adorable tropical accents you are sure to find your piece of paradise in this cozy South Maui Condo. Every room has an abundance of storage space and furnishings so you can make yourself at home. There are ceiling fans in...
Condo at oceanfront resort with lanai, pool, grill & sundeck - walk to beach
Kona Shores 230Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'In this beautiful spot at the oceanfront Kona Shores, you'll be minutes from Honl's Beach and the very heart of...
Maui Kamaole B207 Two bedroom condo with Garden Views
Spacious Maui retreat at the popular Maui Kamaole in South Kihei. This two-bedroom condo features high ceilings and lots of room to entertain. The fully equipped kitchen is great for preparing meals to enjoy on the go or to be enjoyed in the condo. The primary bedroom...
Hale Kamaole Condo w/ Shared Grill, Shared Outdoor Pool, Private Washer/Dryer
Hale Kamaole 151Our 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...
Refreshed condo with bright and airy kitchen
Kahana Manor 218 is a 1-bedroom, 1-bath condo located North of Kaanapali, on the 1st floor that can accommodate up to 4 guests. You have easy access to the condo as the condominium offers elevator access. The main living area is bright with floor-to-ceiling windows and...
Ocean-City Views Glamorous Condo at The Watermark w/Parking & Full Kitchen
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Watermark is one of the most luxurious buildings in Waikiki! Located near the main Waikiki strip at 1551...
Ground-Floor Condo w/ Ocean View, Lanai, Shared Pool/Hot Tub - Walk to Beach
Ke Nani Kai 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy views that reach the Pacific Ocean at Ke Nani Kai 113, a bright and cheery two-bedroom, two-bathroom condo on...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Snorkel, Surf, Swim
Kihei Akahi C620Our 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...
Stylish island condo with patio & pool
Mahina Surf 119Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An unbelievable vacation away from the hustle and bustle of normal life awaits here on the gorgeous coast of Lahaina,...
Aloha Hawaii: Waikiki Condo with Great Mountain Views & 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...