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.
Private, second-floor condo with lanai, 3 pools, 2 hot tubs & path to the beach
Plantation Hale A10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find relaxation among the palms at this one-bedroom condo in the Plantation Hale Suites just outside downtown...
1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym
This beautiful 1-bdrm Kiahuna Plantation top floor condo has vaulted ceilings, partial ocean views, and a central property location. With Poipu beach a short 3-min walk away, this condo is an ideal haven to relax between outings to the beach, hikes, and all the amazing...
Oceanfront condo with lanai, pool, hot tub, WiFi, central AC, W/D & amazing view
The Sea Village #1302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're on Hawaii to scuba dive or night snorkel with mantas, whale watch, hike the many natural areas, or...
Oceanfront Condo Halii Kai 14D
Take advantage of this spectacular panoramic oceanfront view of the coastline when you book this vacation rental condo. Experience a real treat when you book between mid-December through early May and get a chance to see the friendly whales frolicking just off our...
North Shore Bungalow with AC - newly renovated ocean view condo
Hale Moi #216A. Welcome to your Garden Island oasis: a stylish island-style retreat in the heart of Princeville. This beautiful, newly renovated studio is your perfect home base for trips to Hanalei town (10 mins) and the incredible beaches on Kauai's North Shore. Enjoy...
Colorful condo with lanai, W/D, on-site outdoor pool, tennis, hot tub, gas grill
Nihilani 32BOur 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 to spend quality time with the ones you love, look no further than this cozy condo in Princeville,...
Ocean-view 2 BR condo with air-conditioners
Honokowai Palms is a friendly condominium vacation rentals with an outdoor pool. It is across the street from ocean and Honokowai Beach Park. Condo B1 at Honokowai Palms is an end 2-bedroom unit on the ground with a view of the ocean. Decorated in a family theme, this...
Wellcome to Lovely Condo 2 Beds 2 Baths Free Parking in Waikiki Beach
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Cozy & Contemporary Ground Floor South Kihei Condo
Aloha and welcome to your Maui getaway!Step into your home away from home — a beautifully updated ground-floor, garden-view condo featuring 2 bedrooms, 2 bathrooms, and a spacious open layout designed for comfort and relaxation.Inside Your Stay:The contemporary kitchen...
Pali Ke Kua 229 Enjoy ocean views, Top Floor Condo
Perched on the bluffs overlooking the Pacific, Enjoy gorgeous white-water views and ocean breezes from the lanai of our top-floor condo in Pali Ke Kua on the beautiful North Shore of Kaua’i.Our 2 bedroom, 2 bath condominium was recently renovated with unique granite...
Ocean View Condo in the Heart of Kona
One bedroom condo on the 2nd floor at an oceanfront complex. It has a queen sized bed, a Murphy bed and fold out couch in the living room. Beautiful ocean view from the lanai. A heated pool with shower, restrooms and a library. There’s a bench oceanfront for whale...
Remodeled 1BR Condo: Ocean 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...
Ocean Front complex in Maalaea
Discover the beauty of Ma'alaea while relaxing in this recently constructed studio condo, formerly part of the iconic WATERFRONT RESTAURANT. With 1 queen bed, and spacious living area. The condo features a split air conditioning unit making your stay comfortable and...
Waikomo 302 by Destination Kauai - A/C, Ground Level Updated Condo
E Komo Mai — Waikomo Stream Villas 302 | Updated Poipu CondoExperience tropical island living at Waikomo Stream Villas 302, a bright and beautifully updated 1-bedroom, 1-bath condo on the ground floor with peaceful landscaped views in the heart of sunny Poipu. The...
Comfortable condo near shopping/dining, near beaches, shared hot tub & pool
Kona Bali Kai #374Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat your friends to a sunny Hawaiian getaway at this comfortable condo near the heart of Kona! It's been...
Kona Cabana - ground-floor condo with ocean/golf views, pools & hot tub access
Country Club Villas 124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the stunning scenery from your expansive lanai, just steps from the 18th fairway of the Kona Country...
OCEANFRONT condo with spectacular views, close to all - Maui Kai 908
Discover your Maui sanctuary at this completely remodeled 1-bedroom, 1-bath oceanfront condo at the Maui Kai Resort, located directly on North Kaanapali Beach. With breathtaking 180° views of Lanai and Molokai, stylish interiors, and updated finishes throughout, this is...
Deluxe Ka'anapali Condo with AC Luxurious Retreat
**Kaanapali Plantation #16 – Your Peaceful Island Getaway**Welcome to Kaanapali Plantation #16, your serene island retreat with expansive views of lush landscapes, the Royal Kaanapali Golf Course, and the islands of Lanai and Molokai, all framed by the stunning blue...
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna Plantation Resort. Your own private lanai (balcony) opens up to a beautiful view of the lush grounds of Kiahuna Plantation,...
Mahana 507 OCEANFRONT Condo!! 🏄♂️ See spectacular Views & Sunsets 🌞 too!!!
In "Mahana 507" YOU WILL BE STUNNED BY THE VIEW WHEN YOU WALK INTO THIS OCEANFRONT AND BEACHFRONT CONDO. Our condo is located on Kaanapali Beach. We are on the 5th floor (Unit 507), which we consider the perfect height for watching whales and experiencing the stunning...
Ocean views and built-in desk in a bright condo
Nani Kai Hale 404 is a 1 bedroom, 2 bathroom condo featuring amenities such as an ocean view, a private lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a King-size bed in the bedroom and a Queen sleeper sofa in the...
New! 🩴 Your Dream Vacation Condo @ Holualoa Bay Villas 🐬 Corner Unit 2 BD/2BA
You just found Your Dream Vacation Condo @ Holualoa Bay Villas on the famous Ali'i Drive! Just listed with new Owner in mid May 2022. 2 Bedroom, 2 Bath Corner Unit with Fantastic Ocean Views of the Beach Right Across the Street! Welcoming Wrap-Around Lanai, Dining...
Newly installed A/C! Unit 48 beautiful condo with 2 beaches within 2 minutes
Brand new A/C just installed. Remodeled and upgraded just for you! Unit 48 (building 9) is in a peaceful and secluded location of the sprawling 35 acre Kiahuna Plantation resort complex. The grounds boast wide, green manicured spaces coupled with beautiful flowering...
Puu Poa 308: 2 BR, 2 BA Condominium in Princeville, Sleeps 4
Step into paradise at your own Princeville oasis. This oceanfront two- bedroom, two-bathroom condo is in the coveted Pu'u Poa development. The thoughtful design and luxurious finishes truly rival the panoramic ocean views. From the custom craftsmanship, curated...
Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC!
Hale Hui Kai is one of Maui's hidden gems sitting directly on the sand on Keawakapu (Kay-Ah-Vah-Kah-Poo) Beach; arguably one of the best beaches on Maui. Hale Hui Kai 208 sits just a few steps from the beach and away from the road offering peaceful views of lush...
Ocean View South Maui Condo with Lanai plus FREE parking, Wifi and Smart TVs
Condo with Ocean views from lanai, living room and kitchen. One bedroom (KING bed) , one bathroom (walk in shower), Lanai with seating to enjoy the gorgeous ocean views in South Kihei, Maui. Walk across the street to Kamaole II beach. Proximity to restaurants, shops,...
Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View
Air Conditioned? Yes!!!Only few condos at Kiahuna are Air Conditioned. We are excited to announce that as of Sep. 2, 2021, our condo is fully air conditioned.Kiahuna Resort is 35 acres of landscaped, manicured lawns and gardens. This oceanfront resort is just steps away...
Kahana Villas: Oceanview 2BR Condo w/ AC & Pool
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Oasis – Wraparound Lanai, Chef's Kitchen & Resort Pools Hoʻokipa (hospitality) welcomes you to a luxurious retreat on the serene shores of West Maui. Perched...
Aloha Condos, Keauhou Resort, Condo 118, Ocean View, AC
This smoke-free condo boasts ocean and golf course views from both lanais. Beautiful furnishings and completely remodeled with upper end appliances and reverse osmosis water filtration. This split level unit offers vaulted ceilings, a spacious kitchen and living area...
Kahaluu beach condo with infinity pool & spa, lanai, sunset view - walk to beach
Kahaluu Beach Villas 1-203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set right across the street from Kahalu’u Beach, this three-bedroom condo is within steps of one of the best...
KAK C405 Whale Watch Special Updated 2BD Condo Pool AC Across Beach
Kihei Alii Kai C405 Updated 2Bedroom Kihei Condo Across from Kamaole Beach Park II with AC, Pool, Hot Tub. Perfect Vacation Rental for Family and Friends. Walk to Shops and Dining FREE daily activities included with your stay value up to $554! Complimentary admission,...
Special Rate! Royal Kahana 1207, Top floor Condo with Amazing Ocean Views!
This property is hotel zoned, and not being affected by the recent proposed legislation.Royal Kahana 1207 located on the top floor with amazing ocean views! This 1 bedroom/1 bath has been fully updated and offers a gorgeous Maui retreat.As you enter you are immediately...
Maui Oceanfront Condo w/ Beach Access & Lanai - Koa Lagoon 406
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Views with Private Lanai & Gourmet Kitchen – Your Hawaiian Paradise AwaitsE komo mai (welcome) to your island haven in the heart of Kihei, where breathtaking...
Kihei-Kamaole Sands Condo Life
Discover the Ultimate Island Escape: Exquisite Kamaole Sands Condo Steps from Maui's Pristine BeachesIndulge in the island getaway of a lifetime in our upscale condo, nestled within the Kamaole Sands Beach Resort (Building 8) in the vibrant heart of Kihei. Elegantly...
3-Bedroom Beach Condo, Infinity Pool & Spa.Sunsets
Welcome to the "CoCo Surf and Swim" Condo, your premier beachfront retreat at Kahaluu Beach! Dive into the ultimate Kona coast experience with direct access to snorkeling and surfing adventures just steps away. This fresh and friendly 3-bedroom corner unit is your...
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Welcome to your Maui escape — an exquisitely remodeled 1-bedroom, 1-bathroom villa in the exclusive gated oceanfront community of Kapalua Bay Villas. Perched between Oneloa Bay and Kapalua Bay Beach, this luxury retreat offers the perfect blend of elegance, comfort, and...
Luxury Ground-Floor Condo C106 at Waipouli Resort – AC, Pools, Steps to the Beach
E Komo Mai—Welcome to Waipouli Resort C106!Experience resort-style living at its finest in this beautiful ground-floor 1-bedroom, 2-bath condo at the highly sought-after Waipouli Beach Resort. Enjoy top-tier amenities including a resort pool, lazy river, fitness center,...
Sunset vista condo with WiFi, central ac, lanai, w/d, onsite pool/spa
Pili Mai 15KOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Immerse yourself in tropical reverie at this stunning Poipu condo. Located in the Pili Mai community, you'll be...
Ocean-view condo with free WiFi, central ac, lanai, & onsite pool/spa/gym
Pili Mai 13GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise along Kauai's South Shore at this gorgeous, Poipu condo. Located in the scenic, Pili Mai community,...
Ground floor condo with WiFi, lanai, shared pool, pool spa, hot tub, tennis
Shores at Waikoloa 108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live your best life at this stunning ground-floor condo in the heart of the action here at Shores at Waikoloa!...
Luxury Condo at Golf Villas J23, Upgraded Appliances, Soaking Tub and BBQ
Relax in paradise at this luxury Golf Villas condo at Mauna Lani. This three-bedroom, two-bath home, has everything one needs on a Hawaiian vacation. Enjoy the grill outside, beach gear in the garage, and stunning golf views from the lanai.Enjoy the open layout of the...
Hale Kamaole 318 Third floor condo, easy access to best beach on Maui!
Hale Kamaole #318 is a spacious 2 bedroom, 2 bath partial ocean view unit on the third floor. It boasts a fully-equipped kitchen, washer and dryer, free Wifi, and phone service with long distance calling to the US mainland and Canada. There are ceiling fans throughout,...
KBM Resorts| Honua Kai Konea HKK-108, Perfect for families, Easy Pool Access, Includes Rental Car!
** 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...
Chic Condo Near Waikiki 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, one-bedroom, ground floor condo, steps to beach - Brand new remodel!
This Hale Kai O’ Kihei groundfloor condo offers a breathtaking ocean view and includes a private patio that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset.Your Maui vacation will be even more enjoyable when you take advantage...
Vista Waikoloa Spacious 2Br Condo is just mins from the Beach!
Located in the popular Waikoloa Beach Resort-just 5 mins from the beach as well as restaurants, shops and nightlife! This is a private end unit located on the second floor of Vista Waikoloa. It is fully renovated as of 2020!. The condo features two bedrooms and two...
Family Condo with Queen Beds & Ocean Views from 3 Lanais!
Centrally-located and recently renovated 2 bedroom, 2 bathroom condo minutes from the airport and walking distance to restaurants and bars. With two queen beds and two twin cots your whole family will enjoy watching cruise ships from any of the three lanais. Grab the...
Shores of Maui 121 | Upgraded Condo, Pool + Lanai!
The very best of Hawaii awaits when you vacation at Shores of Maui 121. This ground floor one bedroom/one bath unit has tile floors throughout and is outfitted with lovely island-style furnishings, including a queen bed and quality sleeper sofa that comfortably allow...
Ocean Front Sugar Beach Resort Maui 4th Floor 1 Bedroom Condo unit 440 end unit
Welcome to our home, Sugar Beach Resort 440. Our condo is a non-smoking, recently updated and professionally cleaned one bedroom, 4th floor, ocean front, end-unit with a side window. 440 is one of few units in Sugar Beach that offers views of sunrises over Haleakala and...
DIRECT BEACHFRONT Condo at Sugar Beach Resort
Unit 115 comfortably sleeps 4 - King size bed in bedroom and queen hide abed in living room. TV is located in the living room . Fully furnished unit including beach towels and beach chairs. Views of Haleakala and West Maui Mountains from your lanai - amazing sunsets...