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.
OCEANFRONT! at the Pono Kai Resort in Kauai AMAZING Views AC 2BR/2BA - Kapaa
Aloha and Welcome to "The Big Pono Aloha!"Imagine sitting on your private lanai watching the sunrise, smelling the salt air, and listening to the waves hitting the beach just 75 FEET away. This is what a Hawaiian vacation is all about.2025 UPGRADE: We have just...
RK 1020 Tropical OceanFront 2BD w Ocean Views AC Pool
Royal Kahana 1020 Enjoy the Breathtaking Views of the Ocean at this Breezy 10th Flr Condo When you stay at the Royal Kahana, you are genuinely in Paradise. It is among the best and most beautiful resorts. Royal Kahana 1020 is a spacious 2-bedroom 2-bathroom condo. It is...
Beach front condo with shared pools, private beach, balcony, W/D, and AC
Casa De Emdeko A316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your cozy retreat in Kailua-Kona in Hawaii! This inviting 1-bedroom, 1-bathroom condo is nestled within...
Oceanfront MK214 - Maui Vacation Rental Condo in Quiet Resort-Great View!
Ma'alaea Kai #214 offers a tropical haven in a prime Maui location. Quietly nestled in the heart of Ma'alaea, this oceanfront resort tempts you to relax and hang out while its central location and easy access to main roads invite you to explore all that Maui has to...
308 – Deluxe Oceanfront One Bedroom Unit with A/C!
* FREE HI SPEED INTERNET CONNECTION* FREE LONG DISTANCE CALLING TO USA AND CANADA* Ocean front condo with newly installed A/C!* 100 feet from one of the finest beaches in Maui* Wonderful snorkeling and water sports at your doorstep* Watch the whales from your private...
Big Island Hilo HawaiiOur 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 this tropical haven on the Big Island! Nestled near the stunning, picturesque Hamakua...
Panoramic ocean views, premium 3bd design
Noelani 305 is a spacious and beautifully decorated three bedroom, two bathroom condo that offers all the luxuries and comforts of home. Enjoy cooking in this fully equipped kitchen featuring full size appliances, granite countertops and everything you'll need to make...
Napili Shores spacious studio with tropical views
Napili Shores C220 is a beautifully appointed studio condo that can accommodate up to 3 guests. The condo is located on the second floor and offers the perfect blend of comfort, convenience, and tropical charm. The condo features a split air conditioning system and a...
Honolulu Vacation Condo, Near 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...
Direct Oceanfront, unobstructed ocean view top floor penthouse quiet & private.
Enjoy this private direct Oceanfront dream featuring unobstructed ocean Views. New central air conditioning and kitchen, including all new stainless steel appliances. King size bed. This top floor (12th) unit lets you relax in a home-like private setting. Queen pullout...
Summer Listing Special 249/ night, Fully Furnished 2 Beds, 2 Bath, Sleeps 6
Thank you for taking the time to view our property. For those new to VRBO, we are Moreno & Erika, Canadians from Vancouver, Canada, who fell in love with the Big Island and want to share our home with visitors who appreciate all that this beautiful island has to offer....
Unwind by the Waves: Kihei Beach #203, Prime Beachfront Tropical Escape!
Kihei Beach #203 – One-Bedroom Beachfront Condo with Ocean ViewsWelcome to Kihei Beach #203, a beautifully appointed one-bedroom, one-bathroom beachfront condo in a six-story property in North Kihei. With sweeping views of the Pacific Ocean and nearby islands, this...
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Discover the perfect Maui escape at Palms at Wailea 702, a beautifully updated 1-bedroom, 2-bath luxury vacation rental ideally located in the heart of Wailea. This spacious ground-floor condo is designed for couples seeking a romantic retreat, offering comfort, style,...
Bldg 10, Grd Floor, Ocean View, Large Lanai, April 25 Available, Christmas Avail
Kamaoele Sands,OCEAN VIEW - The condominium is located on the ground floor in Building 10 (one of the closest units to the beach in Building 10), directly opposite Kamaole III Beach (one of Maui's most famous sandy beaches), this condo is ideally situated for swimming,...
Family Friendly Paradise | Kihei Condo Near Beaches | KAK-D108
Welcome to Kihei Alii Kai D108, your perfect family-friendly Maui retreat just steps from South Kihei's pristine beaches. This newly renovated 2-bedroom, 2-bathroom condo features a spacious open-concept living area and can comfortably accommodate up to 7 guests. The...
Kona Makai 4-101--2 bed 2 bath plus den in Kona
Summary:Escape to paradise in this stunning oceanfront condo on Alii Drive in Kailua-Kona! This charming 2-bedroom, 2-bath retreat offers breathtaking views and is perfectly positioned for enjoying Kona's best. Steps from the beach, shops, and restaurants, you'll...
Clean, Updated Condo, Steps Away from White Sands Beach, Kona<br>TA-011-682-6112-01
ALOHA,This is Paradise! Our unit is in the very back of the complex on the top floor so all you hear are birds chirping and your views are tree tops and the beautiful tropical and ocean viewThe fans and fan lights in all rooms are new with remote controls We have done a...
Royal Sea Cliff#406 Luxury 4th Floor Unit with Amazing Ocean View!
ENJOY UPSCALE LIVING WITH BEAUTIFUL OCEAN VIEWS AT THIS FULLY FURNISHED OCEANFRONT LUXURY RESORT CONDOMINIUM IN KONA!This condominium is located in the famous Royal Sea Cliff Resort. The unit is remodeled with an upgraded kitchen, new bathroom and new floors. It...
Ocean View from Lanais - Walk to Waikiki Beach
Discover easy island living at this airy 2BR/2BA getaway just steps from Waikiki’s shoreline. With soft ocean glimpses from your private lanai and a breezy, open layout, this 910 sq. ft. condo offers an inviting home base for relaxation between beach days. Optional...
Luxury Meets Affordability! Permit Number: BBKM20150003
Luxury meets affordability. If you are looking for a wonderful time in Maui, we offer a luxurious, clean, pleasant, and comfortable environment at an affordable rate. This fully furnished master bedroom style state room for two (plus a child on a pull out if needed)...
Pono Kai F207 Oceanview AC, POOL, JACUZZI, BBQ, TENNIS
Pono Kai Resort - A Beachfront Resort on Kauai!Paradise as you imagined it! Oceanview! Steps from the Swimming Pool and Sandy Beach surrounded by lush tropical gardens, in the heart of wonderful Kapa'a Town! Pono Kai Resort perfectly located within walking distance of...
Experience Oceanfront Luxury at Royal Mauian 206: Stunning Views Await!
Royal Mauian is an excellent location for stunning sunsets, romantic beach walks, and seasonal whale watching. This luxurious renovated unit offers amazing views of the Pacific Ocean. The rooftop garden offers breathtaking 360 panoramic ocean and island views.Royal...
M. Maui Ocean Club~ Lahaina/Napili Towers, Beautiful 2-Bedroom Villas
Please choose a Friday through Sunday for arrival and enjoy a seven night stay.Rates are based on garden view, ocean view and oceanfront suites will be higher. Please discuss available view options for your travel week with your agent.Thank you for choosing Dash Realty...
Cozy House near the Hawaii Volcanoes National Park and Volcano Village on 1 Acre
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. It's a 5-minute drive from the Volcanoes National Park, this house is an awesome home-away-from-home on a one acre lot.Sleep in the...
Enjoy Princeville at it's Finest! Beautiful Golf Course & Ocean Views!
Open concept island style Kauai vacation rental with private covered lanai and gorgeous golf course and ocean views on the 15th hole of the Makai Golf Course. Enjoy making dinner with beautiful views from the kitchen, the kitchen cabinets are newly refurbished, and...
Central Maui 2bd condo with stunning ocean views
Welcome to Maalaea Kai 220, your perfect island getaway nestled on the second floor of a tranquil oceanfront complex in the heart of Central Maui. This beautifully appointed 2-bedroom, 2-bathroom condo offers a serene retreat for up to 4 guests, making it an ideal...
Wailea Ekahi Village 15A - 1 Bedroom Garden View Condo
Walk to the beach in minutes from this ground floor condo at Wailea Ekahi Village. Slide open the glass lanai doors of Wailea Ekahi 15A and you will quickly be out on the manicured grass lawns surrounded by palm trees, plumeria trees, and colorful hibsicus. Feel the...
Cozy ground floor retreat on Kaanapali Beach
Welcome to your tropical getaway at Kaanapali Shores 144, a 1-bedroom, 1-bathroom condominium that offers convenient ground-floor access, Unit 144 can accommodate up to 4 guests. When it's time to retire for the night, you'll find a king-size bed adorned with...
Plantation Hale Suite J8 AC, King Bed, Garden View, Ground Floor, Near Shops
Plantation Hale Suite J8, Ground Floor, Ocean facing (no ocean-view), end-unit. Kapa`a, Hawaii, Royal Coconut Coast. Walk to the beach, shops, restaurants, grocery stores, and more! New Remodel! Beautiful and Tasteful Updates Throughout!Wailua, Kauai Vacation Rental...
Huge Studio Unit with Ocean View #1624
Spacious, studio unit on the 16th floor of the famous Ilikai Hotel.Walking distance to Ala Moana Beach Park, Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center in the country.UNIT INFORMATION:- (1) King-sized bed- (1) Full-sized sofa...
Pacific Monarch - 1 BR - Ocean and City Views!
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...
Dec availability check dates, Free Parking, free HS-WIFI walk to Magics beach
Princess Palm Suite at Palm hale, A Great open air studio. You will be located in a great area of Kona. Location location location:) Free high speed WI-FI, Queen bed, Cable TV, Full size Fridge and kitchenet with light cooking supplies, coffee maker, toaster, microwave,...
#04 Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind
LEGAL SHORT-TERM RENTAL! NONCONFORMING USE CERTIFICATE:1990/NUC-2058 LICENSE# 90/TVU-0005 TAX MAP KEY: 1-5-7-005:007Make sure when booking your vacation home the property that you are reserving has a TVU#LIVE YOUR DREAM IN PARADISE AS YOU WAKE TO THE SOUND OF THE...
🏖️Ocean Front | No Stairs | Upgraded | Concierge Included | vrKCV
vrKCV - Kona Isle E4, Professionally Managed by Kona Coast Vacations.Welcome to your peaceful oceanfront retreat! This serene ground-floor corner unit offers a private escape with nothing but the beautifully maintained lawn separating you from the waves crashing on the...
Kihei Surfside #213: Oceanfront Charm and Comfort with Breathtaking Views
Kihei Surfside #213 – Ocean View Comfort with Split Duct A/C and Open InteriorsEnjoy breathtaking coastline views and island breezes at Kihei Surfside #213, a beautifully maintained one-bedroom, one-and-a-half-bathroom condo located in the heart of South Kihei. Just...
Gorgeous Updated Oceanfront Condo 2BR /2BA AMAZING Molokai Views~Hale Honu
Aloha and Welcome to our updated Oceanfront condo in West Maui featuring Hale Honu!Hale Honu features updated kitchen, bathrooms, electronics, and lighting. Hale Honu combines old Hawaiian relaxed low-density oceanfront resort property where guests can lounge by the...
Nestled on a bluff above the Pacific - Cliffs 4-310.
Nestled on a bluff above the Pacific, this lovely Princeville condominium offers wonderful ocean, mountain and waterfall views, terrific amenities and abundant living and lanai space for families, couples and small groups. It is 1281 square feet with two full baths and...
New Listing! Keauhou Punahele 2 BR/2BA, Great View
Stunning 2BR/2BA Condo with Ocean and Golf Course Views and Resort Amenities – Keauhou Punahele Welcome to your peaceful island retreat at Keauhou Punahele A203! This beautifully updated 2-bedroom, 2-bathroom condo is in exceptional condition, thoughtfully furnished,...
This oceanfront, cliff-side property has all the views that you could ask for in a Big Island getaway! Located in Hawaiian Paradise Park, this 2 bedroom/2 bath home has views of the Pacific from all living areas. The kitchen is fully stocked with cookware and dinnerware...
1 Bedroom Ocean View - Pono Kai.
Pono Kai Resort is located on oceanfront/beachfront property. Our 1 Bedroom Ocean view condo has a fully equipped kitchen, 1 bedroom and 1 full bathroom. The bedroom has a Queen size bed. There is also a pull out sleeper sofa in the living room, fully stocked with...
** 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...
Kam Sands1Bd/2Ba Sleeps 6. Ground floor near pool and Kamaole Beach
Kamaole Sands #6-109 is a spacious, one bedroom two bath condo just steps away from the pool and a short walk through the beautiful grounds to the beach. It is located on the ground floor, with free parking just a few steps away and many amenities that can make your...
Spacious Ewa Beach Guesthouse On Beachfront Lot 30-day minimum.
30-day minimum stay by required by law. This property may not be rented for less than 30 consecutive days and rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. No bookings of fewer than 30 days will be...
Deluxe Oceanview Waikiki Condo...steps to the Sand!
Welcome to our Deluxe Oceanview1-BR Waikiki Condo... ideally located at the start of Waikiki, next door to the the famous Hilton Hawaiian. Enjoy Stunning Oceanviews... from the Privacy of your own Spacious Lanai while sipping your favorite tropical drink! Appointed in...
Absolutely Oceanfront - 60' Waterfall Lap Pool
Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...
Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!
Experience luxurious designer decor in this one-bedroom CORNER condo with stunning views of the ocean and yacht harbor. Located at the entrance to Waikiki the safest area. This is the perfect location to explore the area on foot. The windows offer two times the...
Aqua Palms Waikiki with Sea Views and WiFi, Parking Available
TMK 2-6-012-003 2022/ELOG-1168(LM)Welcome to your Deluxe (renovated 2020) Aqua Palms Waikiki studio with sea views, along with views over Fort De Russy Park and across to Diamond Head.Your Deluxe studio includes:* Comfortable King size bed* 42 inch flatscreen LCD tv...
Nestled away In the beautiful mountains of Makakilo, sits our beloved “Mauna Lani.” Located in west Oahu, Just 10 quick minutes from Hawaiis renown Koolina where you’ll find some of the safest, cleanest beach’s. Also conveniently located near two major malls, 5 mins...
3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!
Aloha! Renovated 1960s beach bungalow just steps from Kaanapali Beach! Peekaboo ocean views, beach cruiser bikes, and plenty of family-friendly features. Pedal & Dink! Use our beach cruiser bikes to roll over to the nearest pickleball courts and get your game on! About...
Absolutely Oceanfront - Penthouse - Top Floor Corner
Direct high-floor oceanfront views - Not from the side of a building overlooking another balcony-The closest building to the water on Maui, it's like being on a boat, you're practically in the water. -Located on a point of land with waves coming from the left and the...