Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
#21B Grand Champions Studio -Ulua & Mokapu beaches
Located in the heart of Wailea. Grand Champions is a 4-star world class resort that features two pools with whirlpool spas, BBQ facilities, and amazing beaches within walking distance! This studio DOES NOT include a full kitchen, washer/dryer.If you need a full kitchen...
Ocean View Kauhale Makai 308: 1BR/1BA, Private Lanai, Pools, Location!
Welcome to Kauhale Makai 308 with ocean views. This 1bedroom/1bath offers the perfect Hawaiian escape! Enjoy a gorgeous Maui sunset or a peaceful morning on your private lanai. Watch whales breaching, during season, or dine alfresco with seating for four.The kitchen has...
Kona Magic Sands Condo
Studio located directly across the street from Magic Sands beach with renovated kitchen and bathroom. The bedroom is separated from the living/dining area by a wall with an arched opening. You will notice the small touches honoring the sea turtle throughout the unit...
Oceanfront retreat with breathtaking ocean views
Discover the beauty of Maui from Hale Mahina A205, a second-floor, 1-bedroom, 1-bathroom condo that offers a comfortable and memorable island retreat. Designed to sleep up to 4 guests, this spacious, open-concept unit invites you to unwind and enjoy the best of...
Charming Condo Steps from 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...
Poipu 3 Bd/4BA~ Pool~on Golf Course~Mt/Ocean View~Beach
Beautiful home at the Kiahuna Golf Village. Pool, gas BBQ, boogie boards, beach toys, beach chairs & beach towels. Relax by the pool & watch the golfers, or go to the beach! All three bedrooms have attached bathrooms, TV's and ceiling fans. The laundry room has a full...
Honu Ohana- Puako 59: Serene Tropical Oasis w/ Private Pool, Near Beaches & More
Honu Ohana- Puako 59 offers an exquisite haven on the Big Island, featuring a stunning interior of 3,776 square feet. This spacious vacation home comfortably accommodates up to 10 guests, making it ideal for families or gatherings seeking an authentic island experience....
White Sands Village#225: Incredible Wrap Around Lanai,Beachfront Complex, AC!
White Sands Village#225 is a great addition to Knutson & Associates Vacation Rental Inventory. The location is the Best in the Kuakini Tower at White Sands Village! Corner West Facing Location, incredible Ocean views to enjoy from the massive wrap around lanai. Unit#225...
Maui Eldorado J100: Premium location, ocean views
RARE OPPORTUNITY to rent this this privately-owned two bedroom prime location, ground floor room spacious 1600 square foot Maui condo - Maui Eldorado J100!! Situated in the heart of Kaanapali, short walk to world class shopping and restaurants at Whaler's Village. Enjoy...
REMODELED 1BD/2BA Whaler 1174 Ocean View
Whaler on Kaanapali Beach #1174 is one of our most popular one-bedroom, two-bath ocean view units with a wrap around lanai, located on the courtyard corner of Tower II. It's 11th floor location provides expansive views that stretch from the lush West Maui mountains...
Holiday Sale! Turtle Bay Villas 205 by Gather: Beachfront w/ Pool/Spa/Lanai
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
KAILANI at Mauna Loa Shores, Fantastic Condo, Swim with the Sea Turtles
Come to our condo in Paradise..The MAUNA LOA SHORES is on the ocean in HILO; an exceptional town with plenty to do here on the east side of our beautiful island. The Beach Park next door where you can swim with sea turtles is a once in a life experience. My 49 years as...
Amazing Ocean/Beach Front, Pool Side, Ground Floor Remodeled 2 Bdr 2 Bath Condo
Super Hosts invite you to reserve your stay at our fully remodeled air conditioned condo unit. The unit has 2 Bedrooms, a Sofa sleeper, 2 bathrooms (sleeps 6 ) that have been fully remodeled. 1 King bed and two singles (the two singles can be combined into one king)....
Corner Unit with Gorgeous views from every room!
Kaleialoha #204Closest condo to the Beach! Remodeled kitchen with stainless steel appliances, quartz counter tops and ceramic stove top. Remodeled bath with walk in shower.A/C IN LIVING AREA! King Bed with all new Bali inspired furniture. 50" wall mounted flat screen...
Hanalei Bay Resort-A/C, Beach, Bali Hai Views from 3 Lanai's, Washer & Dryer
Hanalei Bay Resort is on the beautiful island of Kauai's Northshore. It is a luxury beachfront resort that overlooks Hanalei Bay. Offering exquisite Ocean and Mountain views with lush Hawaiian Gardens across 22 acres. It boasts 4 Tennis courts, 8 Pickleball courts, 2...
KAMAOLE SANDS 7402, REMODELED, AC, PARTIAL OCEAN, KAMAOLE BEACH PARK!
Welcome to our 2BR unit with partial ocean view located at the Kamaole Sands in South Kihei. This two story unit has plenty of space for your family and is just steps away from Kamaole Beach park and close to shopping, dinning and golfing.This 2BR/2BA unit with partial...
Kona Reef Unit A27
Kona Reef Unit A27: Your Perfect Oceanfront Escape!Discover the enchanting allure of Kona Reef unit A27, a truly unique 1,020 square foot condo that stands out as one of the few available two-bedroom, two-bath units. This exceptional property offers an unbeatable...
Punahele Hale--King Bed, Wireless Internet, ~A/C~
ONE BEDROOM / 2 BATH/ PLUS MURPHY BEDCalling all visitors, sunbathers and adventurers, come to the North Shore of Oahu and enjoy our newly renovated condo. We call it the Punahele Hale, meaning “favorite house” in Hawaiian. Registration #008-128-7680-1This unit has...
Makahuena 1204 AC Parital Ocean View, Single Story
MAKAHUENA 1204 AT KOLOA KAI VACATION RENTALSOceanview Comfort in the Heart of PoipuWelcome to Makahuena 1204, a serene two-bedroom, two-bathroom condo located in the heart of Poipu. Situated on the second floor of the Makahuena at Poipu complex, this condo offers...
Warm Aloha Vibes: Mountain Views, Short Walk to Beach, and 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...
Rare 3 Bedroom Ocean-Front!
Come have a FIRST CLASS experience at the beautiful Kahana Outrigger 2B1…it’s all been thought out! The amenities are here with all the detail you’d expect from a spectacular ocean-front experience. NEW high-end AC units in each room allow for maximum comfort and...
Luxurious 1BR Beachfront Waipouli Resort, AC, Steps to Beach, Garden Unit
Waipouli Beach Resort , Named Hawaii's #1 Resort** Waipouli, Kaua'ii, East Shore of Kaua'i, Garden Unit. Accommodates up to 4 guests, including children and infants.Conveniently located on the Coconut Coast, Wailua, walk to shops, restaurants, beaches and more! This...
Hale Ko Cottage - 2 Master Suite Cottage with AC in Poipu
Introducing Hale Ko, a recently remodeled single-story detached cottage nestled in the heart of Poipu, Kauai. This exceptional vacation rental boasts two master bedroom suites, each equipped with air conditioning for ultimate comfort. Experience comfort with our new...
Central A/C Double Master Suite Home in the Exclusive Ali'i Point community!
Exquisite 2-bedroom, 2.5 bath house located in a private gated community on Ali'i Drive! With only 16 homes in this community, you can expect peace and serenity staying here on your Hawaiian vacation.Featuring an air-conditioned home with vaulted ceilings and two master...
🏖️Top Floor | Ocean View | AC | vrKCV
vrKCV - Vista Waikoloa A303, Professional Managed by Kona Coast Vacations Close to the Beach, Penthouse with LanaiExperience the best of Waikoloa Beach Resort at Vista Waikoloa Condo #A303, a stunning penthouse just steps away from Anaeho'omalu Bay (A-Bay), golf...
Spacious & Remodeled Maui Vista 3213 Corner Unit!
This beautifully remodeled one-bedroom, one-bath corner unit at Maui Vista is your ideal island escape! This spacious condo offers extra windows for abundant natural light, lush garden views, and cooling Maui breezes—plus the added privacy of a quiet end-unit.Sip a...
OCEANFRONT! Air Conditioned Corner Unit only 10 Feet from Water! See Reviews!
Maui Sands 4E is a Beautiful 2 bedroom, 1 bath, Air Conditioned Direct Oceanfront Condominium. This unit is as close to the spectacular Maui ocean as you can get! From December through April, enjoy a perfect vantage point from the Lanai for viewing the arrival of the...
Wailea Ekolu 304 - Luxurious Front-Row Unit with Amazing Ocean & Golf Views
Hawaii Tax ID: TA-144-497-4592-01 FRONT-ROW UNIT - STUNNING OCEAN & GOLF COURSE VIEWSWailea Ekolu #304 is a luxurious condominium situated at the front row of Ekolu on the 15th hole of the Wailea Blue Course with panoramic views of Molokini and Kahoolawe islands. Every...
OCEANFRONT CONDO,1 BEDROOM , 1 BATHROOM, AMAZING VIEW, BEST VALUE
Maui Government Approved Short term rental located in the Hotel District. Direct beach access to North Kaanapali Beach from building. This unique property has a PANORAMIC VIEW and everything you will need for a dream vacation for 4 people. The condo has just been...
Pali Ke Kua 216 ..Amazing Panoramic View, idyllic retreat
Perched on the spectacular Princeville ocean bluff, Pali Ke Kua 216 offers one of the best 180-degree panoramic view of the breathtaking Bali Hai and the picturesque Hanalei Bay and pristine beaches below. This fantastic condo is an idyllic retreat from modern day...
Gorgeous Condo unit 2305 In Kihei With Ocean Views
Enjoy your Maui vacation in this bright and cozy modern one bedroom unit located close to some of Maui’s favorite beaches, golf courses, upscale shopping and dining experiences and select water sports. This unit sleeps up to 4; a queen sized memory foam bed in the...
Islander on the Beach Gorgeous Oceanview Studio Condo AC 2 Dbl Beds
Enjoy a beautiful Ocean View from the Lanai in this second floor Studio condo at the much loved Islander on the Beach. Islander On The Beach 258 is newly refurnished with quality, island-style furnishings: 2 double beds and accommodates up to 4 guests. There is a flat...
AMAZING Ocean Front Penthouse in Princeville with A/C!
Hale Pali Moana 'Home on the Ocean Bluff' is a spectacular vacation rental!Pu'u Po'a #409 is located on the North shore in Princeville on a bluff overlooking Hideaway Beach, the Pacific ocean and adjacent to the 1 Hotel - Hanalei Bay.With spectacular views of Bali...
Expansive Ocean View! FABULOUS Location and Building Amenities!
Discovery Bay #3019-Resolution Tower - 1778 Ala Moana Boulevard(30-night minimum) ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.FABULOUS OCEAN VIEWS, FREE PARKING, WASHER/DRYER - THE BEST OF MONTHLY RENTALS! This spacious, 852 sq.ft. one-bedroom corner condo at...
Island Escape Garden View Condo | Pono Kai Resort | PK-H104
Summer Sale!! $75 off per night! 🌞Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺Tropical Oasis at Pono Kai – Renovated 1BR Condo Steps...
🌊 Wonderful Oceanfront Condo Newly Renovated! 🌅 - Hale Kona Kai 206
Complete and Total 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; all bedrooms and...
Spacious getaway w/Kitchen, Lanai, WiFi, A/C–#5309
Begin the day with a coffee on your private lanai overlooking the grounds while scoping out the best spot to relax poolside. The beautifully decorated kitchen has all the amenities guests desire to satisfy their cravings. The full kitchen has modern appliances such as a...
PK B201 Updated Condo w Ocean Views Pools AC
Papakea B201 Spacious 1BD/1BA West Maui Getaway with Ocean Views & AC in Kaannapali FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
Beautifully remodeled! Partial Ocean Views! Top Floor! Palms at Wailea 1704
You're sure to have a fabulous stay! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities this popular complex affords.This 2 bedroom 2 bath unit is immaculate and beautiful and comes equipped with all the amenities so...
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
“Ka’uiki” – Unit 101 – is a one bedroom, one-bath unit. Located in Hana Kai’s upper (Mauka) building, this vacation rental is a corner, ground floor unit with easy access. There is a king-size bed in the bedroom and twin day beds in the living room. The...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
The Kumu House
Welcome to the Kumu House! Designed with rustic, island, surf vibes & located in a lush private lane of bungalows right off the famous Ali'i Dr. We are are a 5 minute walk from a lovely hidden beach and 10 minute drive to the town center.The Kumu House is a two story 3...
Lae Nani 422. Great View from this 2nd Floor Ocean Front Condo. The Main Bedroom Faces the Ocean!
Wake to the view of the ocean from your master bedroom! This beautiful condo has many extras not normally found in a beachfront condo. Koa wood floor and trim as well as bookcase and dresser in the bedroom add to the elegance of this great condo.Breakfast on your lanai...
Come see Kilauea at Volcano National Park and Mauna Loa! Two active volcanoes!
✿ The Bungalow is a great retreat and safe haven from the stress of every day life. It's a peaceful, tranquil, hidden sanctuary in a lush tropical rainforest, yet close to town and beaches!✿ We are a licensed vacation rental and charge/pay hotel accommodation tax...
Kona Plaza#212: Kona Hawaii Beach Vacation Rental: AC, Pool, Modern, WiFi!
Experience the best of Kailua-Kona from the comfort of Kona Plaza #212! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local...
Ocean & Garden Views Await at Wailea Ekahi 34B: Spacious 1BR/2BA Ground Floor
Welcome to Wailea Ekahi 34B where lush tropical foliage surrounds you and views of the majestic Pacific await! This updated 1 bedroom / 2 bathroom unit is the perfect setting for your Maui vacation. This ground floor unit boasts incredible ocean and garden views! Enjoy...
**Newly Renovated** Ground Floor Condo In Paradise
This one bedroom unit is not only nicely decorated and remodeled, it is fully set up for your vacation and will have everything your heart desires. All new flooring, furniture, and kitchen is well stocked, linens and towels provided. New Queen bed in the private bedroom...
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi
Mahina Surf 123Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Become part of Mahina Surf's 'Ohana' at this adorable, tropical-themed condo - the perfect spot to unwind in the warm...
🏖️AC | Easy Walk to Restaurants Shopping | Concierge Included | vrKCV
vrKCV - Kona Pacific C520, Professionally Managed by Kona Coast VacationsStep into this graciously appointed home and let the spirit of Aloha embrace you! Located adjacent to the Historic Kailua Village, this lovely one-bedroom, two-bath home offers a tranquil retreat...
Comfortable Condo on Turtle Bay Golf Course Sleeps 5 - Kuilima Estates West
Located on the North Shore of Oahu at Turtle Bay, our condo sits on the Championship Fazio Golf Course. There are multiple walking trails and paths that lead to quiet secluded beaches or world-famous beaches such as Sunset Beach, Waimea Bay, and Pipeline. A large pool...