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.
#156 Kaanapali Beach Paradise Condo
The Whaler! The Whaler overlooks Center Courtyard in Tower II, including a fantastic, panoramic view of the ocean- voted one of the top 10 beaches in the world by Travel Channel, Blackrock Reef, and Islands of Molokai and Lanai. Located across the street from the two...
Kona Mansions#302 Top Floor,Corner Unit,Modern & AC, Located in Heart of Town
Knutson & Associates proudly welcomes you to this gorgeous condo: Kona Mansions#302, Contemporary & Modern AestheticThis gorgeous top floor corner, 1 bedroom, 1 bath unit has incredible features. Right when you walk in, it's got the WOW effect!Being completely...
Save 15% Now Thru 1/31/25! Napili Bay 104 Direct Oceanfront Studio on Napili Bay
Escape to Napili Bay 104, a breathtaking oceanfront studio that redefines your idea of paradise. Nestled directly on the pristine Napili Bay Beach, this stunning retreat effortlessly blends modern luxury with coastal charm, making it the ultimate haven for your Maui...
Oceanview 5th Floor Retreat Steps from the Beach,
If you're looking for a condo on Maui, look no further. Quiet 5th floor unit in the C Building with views of the ocean, Mt. Haleakala, and the garden from the lanai. Walk across the street to Kamaole Beach Park II for excellent swimming, snorkeling with occasional sea...
Island Luxury at Wailea Elua #302: Expansive Ocean Views and Gorgeous Interior
Wailea Elua #302 – Top-Floor Ocean View Elegance with Artistic Hawaiian TouchesWelcome to Wailea Elua #302, a stunning 1-bedroom, 2-bathroom top-floor end unit located at one of the highest vantage points in the community. This beautifully updated condo features...
Ocean Views, Beach Access, and a Cozy Hawaiian Retreat: Ma'alaea Banyan 416
Maalaea Banyans 416 offers stunning ocean views and is a real charmer, making for the perfect Hawaiian retreat. You can enjoy your morning coffee while watching a whale breach, especially during the season, or turtles almost nightly right from your private...
Unique Greenhouse Stay w Ocean Views
Escape to the Hawaiian Off-Grid Paradise!Our 100% sustainable space offers unparalleled tranquility with over 10+ acres of natural beauty, you'll be serenaded by coqui frogs at night, enchanted by the melodies of birds and rustling palm trees, and may even catch a...
Wonderful 🌺 Oceanfront 🐳 Newly Renovated Condo! - Casa de Emdeko 138 👣
Absolute oceanfront, Casa de Emdeko # 138 2 bedroom/2 bath condo. Enjoy year-round sunsets from the lanai. Dolphins play in the surf and whales are in view when in season. Inside you will find a remodeled granite kitchen with easy pass-thru to the oceanfront dinning...
Keaau Home - 34 Mi to Volcanoes NP, Near Hilo
Call Keaau home while you vacation at this charming 3-bedroom, 2.5-bathroom house! This vacation rental features all of the comforts of home, including a fully equipped kitchen, a full laundry room, and free WiFi. Even better, tropical beaches, the town of Hilo, and...
Tropical Garden Condo with Pool, Kitchen, and A/C!
Summary:This remodeled air-conditioned condo is perhaps one of the best located accommodations in Hilo. Near the center of town, yet the grounds feel like a tropical zen oasis! Koi filled streams and ponds lined with walking trails meander through the complex. Minutes...
Sugar Beach 217 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Beautiful views in a beautiful unit. You will love the remodeled kitchen and bath. Upgraded granite kitchen and cabinetry. Take time to relax with your morning coffee as the whales swim by. Amazing...
Enjoy stunning ocean and mountain views from this lovely end-unit condo.
Enjoy stunning ocean and mountain views from this lovely end-unit condo. Especially dramatic is the view down the beach all the way to Spouting Horn. Enjoy the colorful skies of sunset and balmy breezes from your private lanai. Near a variety of activities, shops and...
Poipu Shores 106A .. Overlook the shimmering Ocean with A/C & heated pool
Poipu Shores 106A is a lovely condo overlooking the shimmering ocean. Relax on your lanai and watch the sunset into the Pacific Ocean as you listen to the waves crashing outside or watch for seasonal whales from your expansive oceanfront view. This is a great way to...
Ma'alaea Surf Unit D10 1BR Townhouse Beachfront Condo, Wifi, AC, Kitchen
Ma'alaea Surf, Unit D10 is a townhouse unit on the second floor which offers our guest total privacy and is located directly on the beach. This town house unit has the bedroom and a bathroom in the upstairs loft; there is also a bathroom on the main floor. This unit is...
Oceanview Condo w/AC, Lanai & Shared Oceanfront Pool - Casa De Emdeko 235
Casa De Emdeko 235 is a one-bedroom, one-bathroom non-smoking condominium within walking distance of downtown Kailua-Kona. This non-smoking oceanfront property features complimentary Wifi and is conveniently situated on Ali'i Drive, with miles of coastline views. Casa...
Oceanfront oasis with beach access, pool, & balcony
Kauhale Makai 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself living the best life next to warm water and white sand here in Kihei when you make Kauhale Makai 212...
BEAUTIFUL Ocean Views! A/C, Wi-Fi, Washlet, Pool, one Parking!
Waikiki Sunset #2904 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 29th floor, one-bedroom condo (564 sqft plus lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best swimming...
Fabulous OCEANFRONT, ground floor condo! Kaleialoha 106
VIEW, VIEW, VIEW! Wake up to the sound of the waves and enjoy panoramic oceanfront views from this upgraded ground floor 1-bedroom, 1-bathroom condo at Kaleialoha, ideally located between Kaanapali and Kapalua. This peaceful retreat offers direct access to the water,...
Fantastic Home in Oceanfront Complex w/Shared Pool & Free WiFi - Snowbirds Okay
Mahina Surf 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Situated in an oceanfront complex close to Kapalua Airport and lots of outdoor activities, this second-floor,...
Oceanfront Serenity at Maʻalaea Banyans Unit 315
Step into your own oceanfront escape at Maʻalaea Banyans 315 — a beautifully maintained 1-bedroom, 1-bathroom vacation rental with stunning, unobstructed views of the Pacific Ocean. Wake up to the sound of gentle waves and enjoy morning coffee or sunset cocktails...
3BR for the Price of 2. Golf Course View & Golf Cart too!
Gated resort community with 4 white-sand ocean lagoons, Ted Robinson golf course, spa, hotels, restaurants, marina. Ko'Olina is a quiet community, with pool/hot-tub/BBQ at the rec center. This condominium has beautiful Coconut hardwood floors throughout and is fully air...
Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space!
Book with us and come to Maui to explore everything we have to offer!Large 3 bedroom unit with 3 full bathrooms! Perfect for a large family or a group getaway!A rare double level 3 bedroom/3 bath unit at the Kamaole Sands Resort. Enjoy the Air Conditioner in all three...
Absolutely Oceanfront - Corner Unit - Amazing Views
Absolutely Oceanfront High Floor Corner Unit - Views from every room- Deluxe Corner High Floor Apartment- Direct ront Views of Moloki and Lanai Islands - Not from the side of a building or overlooking other units- Additional Side Window - Plus Bedroom and Bathroom View...
DISCOUNTED RATES! 305 Beautiful oceanfront 2 bed, 2 bath 3rd floor
This 2 bedroom/ 2 bath townhouse has everything you need for that once in a lifetime vacation to remember. Our small, quiet complex is located just north of Kaanapali and minutes to Lahaina Towne.We are very close to shopping, restaurants and all beach activities. Take...
Amazing Front Row Luxury Ocean Views on the Beach - Kauhale Makai 234
Book with us and come to Maui to explore everything we have to offer!Simply amazing beach front suite with the most gorgeous direct ocean front views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in...
Ocean front condo 40 feet from the sea!
Enjoy the tropical ocean breezes, gorgeous sunsets and spinner dolphins from this absolute ocean front condo!! This remodeled unit has lots to offer guests for a Hawaiian getaway. Easy access situated on the lower level adjacent to the Magic Sands Beach. Unit is tiled,...
Beachfront Studio located on the 5th floor overlooking Makaha Beach
Beautifully remodeled studio unit that sleeps 2 people. Full kitchen with granite counter tops. Full bathroom with tub/shower. Queen size Murphy wall bed for convenience, Rattan couch, 40' screen TV, DVD, and FREE WIFI. All linens, towels, beach towels, dishes, pots and...
MKO M106 Remodeled Condo w Den Pool AC Near Beach Dining
Maui Kamaole M106 Newly Remodeled 1Bedroom Plus Den with AC in South Maui, Across the Street From Beach, Minutes From Wailea, Near Boat Ramp, Shops, Restaurants FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your...
Remodeled second-floor condo with ocean view, pool, & WiFi in a great location
Kona Mansions A-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready for stunning sunsets at this beautifully remodeled, second-floor condo with ocean views. With the perfect...
Classic country, mountain-view home on Hawaii Belt Road near Hilo
Hamakua Hale Ohana Country RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Hale Ohana home away from home! This charming and classic three-bedroom 50’s rural home...
AWESOME OCEANVIEW 3 BEDROOM 3 BATH TOWNHOME UNBEATABLE LOCATION
This private 3 brm, 3 bath Na Hale O Keauhou Townhome is located in a 4 star gated luxurious resort complex with breathtaking views of the ocean, beach or mountains. Within walking distance to shopping, activities, restaurants, theater and beaches, including the famed...
Easy walk to Anaeho'omalu Beach, Garden-level lanai, Quiet, Gated, Free Parking
Welcome to your peaceful Waikoloa retreat – a relaxing island escape surrounded by lush greenery and calm coastal vibes:- Sleeps 6 | 3 bedrooms | 4 beds | 2 baths- Access to pool, hot tub & gym- Private lanai w/ BBQ grill & garden views- Fully equipped kitchen &...
33rd Floor 2 bdrm Penthouse with Majestic Ocean View! Book Now!
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
Island getaway with heated pool - walk to dining
Alii Villas 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting a pool and an oceanfront location at the Alii Villas, a choice island getaway awaits at this updated condo....
Incredible Views! The Whaler #1118 Studio Condo
This beautiful Whaler on Kaanapali Beach studio offers you a panoramic 180-degree view of Black Rock, gorgeous ocean views, island of Molokai and the lush West Maui Mountains. Whaler #1118 has one of the most popular views of Black Rock and the north side of Kaanapali...
Maui Resort Rentals: Honua Kai Konea 330 - Spacious 1BR w/ Lush West Maui Mountain Views
Konea 330 is a luxurious one-bedroom suite that offers expansive vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations at a good...
Hale Moena, Lovely 4-Bedroom Home & Private Pool on Kauai's Lush North Shore
A very private, gorgeous and spacious home with many thoughtful amenities. Many gathering areas from the living room, to the dining room, to bar stools in the kitchen and a game room. Also, there are multiple lanais furnished with comfortable outdoor furniture for...
Hawaiian mansion with private pool, hot tub, ocean view, & high-speed WiFi
Princeville’s Sacred Mountain Waterfall HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'- Dramatic 240-degree panoramic views of over 500 acres of Pristine Hawaiian Jungle and...
LOOK! Studio Condo in Downtown Hilo: Lagoon Views, Pool, AC
LOOK at this fun, bright condo in the heart of Hilo, Hawaii for your next stay! Our Studio condo features a full kitchenette, full bathroom, balcony with lagoon views, and a flexible bed configuration (one King OR two Twins - default is one King). Central air...
1 bedroom condo, kitchen, lanai, Princeville
Our 1BR condo is beautifully appointed giving guests a wonderfully tropical 'sense of place' to help renew, refresh and relax one's mind and body. Featuring one bedroom (Cal King) with flat screen TV, en suite bathroom, lanai, full kitchen, relaxing living room with...
ALOHA - ALOHA AUTHENTIC CONDO- C29, Cozy & Welcoming.
LOCATION is key on Kauai's spectacular coastline... making it easy for day trips to either end of the island and all of the adventures, beauty and world famous beaches our beautiful 'Garden Isle' has to offer from your central location! Beautifully decorated condo &...
KBR 3204 · Idyllic Yet Simple Oceanfront Resort Stay
Hotel Room at the Kauai Beach Resort located in Full Service Oceanfront Resort just 5 minutes from the Airport. This is a second floor unit with a sliding door to a lanai overlooking the Luxury Pool Area and direct access to the ocean. The Pool area includes several...
Spacious North Shore cottage with lush mountain scenery in the country!
Enjoy this North Shore 1 bedroom, 1 bathroom apartment in the beautiful Hawaiian countryside with stunning mountain views. It's a perfect place to unwind for your North Shore get-away. There is a Queen bed in the bedroom, and the living room has 2 pull-out memory foam...
Charming Direct Oceanfront North Shore Beach House
Hosted by VacaMauiDirect oceanfront north shore beach house! This home is directly off Sand piles surf break. It sits on the edge of Waiehu Beach and is the last oceanfront home before Waiehu golf course. It is perfect for a laid back local Maui experience away from the...
Remodeled 1BR/2BA Ground Floor Condo: Steps from Kihei Beach, Dining & Shops
Ground floor 1 bedroom, 2 bath remodeled, tropical retreat across from favorite Kihei beach park and moments from nearby dining and shopping.Natural woods, green foliage, relaxing blues and a splash of Aloha print make this condo the perfect island retreat. Add in all...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/23 - 4/17/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Bright beautiful condo with A/C, WiFi, lanai, pools, & easy beach access
Hale Keleko at Plantation Hale A6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional rate of $125 a night for October 2025! Plantation Hale is a lush complex located close to...
2-bedroom vacation home just 11 minutes from Kailua Pier
Welcome to our charming 2-bedroom vacation home in Kalaoa! Nestled just a short 11-minute drive from the vibrant Kailua Pier, this property offers the perfect blend of comfort and convenience for your island getaway. As a traveler, you'll delight in the array of...
Luxury beachfront condo with AC, beach access, and resort amenities
Kolea 11C is a premier beachfront condo at Waikoloa Resort.There is something for everyone, with direct access to the beach, community pool, workout area, pavilion, and kitchen. Waikoloa Resort features shopping, restaurants, boat tours, golf, luaus, and more!Paradise...
Oceanfront Retreat w/ Incredible Views Just 90 Seconds from the Beach
Hanalei Colony Resort K4 is a cute and intimate retreat in an off-the-beaten-path location on Kauai's far North Shore, perfect for romantic getaways and escaping the crowds! The sunny and cheerful condo has two bedrooms, with the option to use the second bedroom as a...