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.
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 AC
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...
Oceanfront views all the way to the lighthouse!
Our Kauai vacation rentals at Sealodge have tons of personality, charm, and ABSOLUTELY AMAZING oceanfront views. Sealodge E6 gives you direct oceanfront views all the way down the coast to the Kilauea lighthouse. It's the best view in all of Sealodge. You'll fall asleep...
Maui Resort Rentals: Westin Nanea Villas 3BR Oceanfront Villa
Located on 16 prime beachfront acres on Ka’anapali North Beach, The Westin Nanea Villas is Kaanapali’s newest beachfront resort. The resort features 390 elegantly appointed 1, 2, and 3 bedroom modern luxury villas. Explore the area’s many sights and attractions from the...
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 offers a warm, ocean-view retreat along iconic Alii Drive, just steps from the shoreline and a short walk from the historic heart of Kailua-Kona. Newly remodeled and thoughtfully appointed, this one-bedroom condo blends comfort, coastal ambiance, and...
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...
Maui Sunset Vacation Rentals A316
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
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,...
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...
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...
Family retreat with beach club access & pool
Summary:Easy walk to Anaeho'omalu Beach, Garden-level lanai, Quiet, Gated, Free ParkingThe Space:Welcome to your peaceful Hawaiian escape at Kolea 16A - where tropical gardens meet island comfort just a short walk from the beach:- Sleeps 6 | 3 bedrooms | 4 beds | 2...
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...
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...
Experience Maui Sunset A504 Ocean Views, Spacious Living and Resort Amenities!
Maui Sunset A504, great location with peaks of the ocean! This 1bedroom/2bath condo offers the perfect getaway. Plenty of room for a small family or couples traveling together.Enjoy indoor/outdoor living with private lanai. Take in a peaceful Maui morning while sipping...
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...
Heart of downtown Kona with WiFi and AC in brilliant Kailua-Kona
Consider this apartment your home away from home while you visit Kailua-Kona. This charming space offers a nice living room with a comfy queen bed, perfect for unwinding after a day of exploring. With amenities like WiFi, AC, and a hair dryer, guests can relax and...
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...
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...
Prime Wailea: Split AC, Wailea Ekahi 36E
Wailea Ekahi 36E offers the perfect Hawaiian retreat! You will enjoy this second level condo surrounded by tropical foliage. The private lanai offers a relaxing space with floor to ceiling sliding glass doors, indoor/outdoor living is seamless. Wailea Ekahi no longer...
Lush 2-Story Home with Beach Access & Club Perks - Kiahuna Plantation #64
Aloha and welcome to the sunny south shore of the majestic island of Kaua'i where Kiahuna Plantation Beach Home #64 awaits you! Relish lush tropical grounds, orchid gardens, and at the ocean's edge: beautiful Kiahuna Beach - a golden crescent known for its calm clear...
Stunning ocean front views with tropical decor
Island Sands 609 is a beautifully remodeled 1-bedroom, 1-bathroom 6th-floor condo offering stunning panoramic ocean views, with Haleakala visible in the distance, and a split A/C system in both the living room and bedroom. This property has elevators for easy access....
Beach Villas Peekaboo Ocean & Mountain View Resort w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Location: 92-106 Waialii Place, Ko Olina, Hawaii. (2nd Floor)Experience the ultimate blend of luxury and...
Resort Vacation Home! Walk to Disney and Beach!
This newly renovated luxury Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort. This villa has 2 bedrooms and an additional queen air mattress that comfortably sleep a total of 5 guests. Choose to spend your days on the Ko Olina...
Charming cottage, nearby access to Anini beach - 85 steps away
Anini Ohana Hale TVNC 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.Nestled between a private beach...
Special Rate! Remodeled Studio at Kona Islander #341
Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...