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.
Hanalei Bay Resort 91234 By Parrish Kauai- Bay views with AC
One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos are located on over 22 acres of Hawaiian...
Aqua Palms Paradise Studio | Walk to Beach
Enjoy sunny palm-tree views from this gorgeous hotel-style studio at the Palms at Waikiki Building. Nestled across the street from Ala Wai Boat Harbor, Hilton Hawaiian Village, Duke Kahanamoku Lagoon, Waikiki Beach, and so much more, our home is walking distance to...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Snorkel, Surf, Swim
Kihei Akahi C620Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
🏖️Fantastic Ocean & Golf Course Views | Close to Shopping & Beaches | vrKCV
Welcome to Country Club Villas #317Discover your dream Hawaiian escape at Country Club Villas #317, a 2-bedroom plus loft, 3-bathroom condo perfectly positioned on the 18th fairway of the Kona Country Club Ocean Golf Course. With breathtaking views overlooking the Kona...
Spacious 1-Bedroom With Ocean Views At The Ilikai Hotel!
This spacious condo is located on the 7th floor of the Ilikai Hotel. Enjoy the coveted yacht harbor view and the Hawaiian breeze from your spacious lanai! KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dishwasher- Dinnerware, Glassware, Silverware, Cookware, Coffee...
Gourmet Kitchen•Hot Tub•Pool•King Bed•Ground Floor•Netflix
Discover your slice of paradise at Unit 141 in the 35 acre Kiahuna Plantation, nestled on the breathtaking, sunny south shore of Kauai and the only beachfront condo resort. Enjoy spacious, fully equipped accommodation surrounded by lush tropical gardens and swaying palm...
3 Bedroom Ocean Front Condo with Pool & Elevator!
Bike along the Coconut coast, kayak the Waileau River, hike to Hanalei Bay, snorkel or whale watch along the Na Pali coast, or just spend your time with your toes in the sand outside this highly-desired ocean front condo! We are as close to the beach as you can possibly...
Kona Keauhou Resort #124 | Condo in Kailua-Kona with ocean views & pool access
Kona Keauhou Resort #124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The best unit in Kona Keauhou Resort, this top-level, end-unit condo boasts a tranquil Hawaiian escape for you...
Fit For Royalty! Beachfront w/Open Kitchen, Lanai, WiFi, TV, Ceiling Fans–Kiahuna 2004
It doesn’t get any better than this 1,360-square foot 2-bedroom vacation condo located beachfront at Kiahuna Plantation. Imagine walking out your lanai door and stepping out onto Poipu’s golden sands and soothing waters.An open-design kitchen flows into the stylish...
Coconut Plantation 1192-4: Spacious 3BR Home w/ Golf Course & Resort Pool Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Coconut Plantation 1192-4 by...
Beach/garden-view condo with wraparound lanai, pool, tennis courts, & hot tub
Plumeria Breeze at Ke Nani Kai #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to explore the adventures that Molokai has to offer you? Welcome to Plumeria Breeze...
Oceanfront Blissful Sanctuary 🐳 Balcony that Almost Hangs Over The Ocean! 🐠 Hale Kona Kai 308
True 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. Both the bedroom and...
Oceanfront with King Bed in Wavecrest
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the palm fronds for the best views. Also, you can peek around the corner to see the pool from the lanai to decide when to...
2 Bedroom Ocean View Condo - Kaha Lani 212
Castle Kaha Lani Resort #212, on the second floor: Guests can begin their day enjoying a fresh pot of coffee or blending local fruits in their blender. The inviting recently remodeled full kitchen has ample granite countertop space to prepare fantastic meals and feature...
Cozy Ground Floor Studio Unit
Hawaii Tax ID: TA-061-611-2128-01TMK: 390011070017Kihei Bay Surf 117 is an affordable studio located across the street from the ocean. You will love having the convenience of a kitchen while you are on vacation that will allow you to cook your own...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-30G2
** 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...
Watermark - Luxury 2BD/2BA/1PA on 30th floor with an Ocean View!
This luxurious high-floor unit offers an exceptional stay with breathtaking views and modern comforts. Featuring 2 queen-size beds and 2 tri-fold memory foam mattresses, the condo comfortably accommodates up to 6 guests, making it perfect for families or groups.The unit...
Downtown Honolulu Skyview - 1Bed+Den- Free Parking
Downtown Honolulu Skyview - 36th Floor Oasis with Stunning City and Ocean ViewsLocated on the 36th floor of the Executive Centre, Downtown Honolulu Skyview offers a stunning view of both the city and ocean. The unit is a comfortable one bedroom + den, one bathroom...
Kailua-Kona Condo w/ Balcony: Walk to the Beach!
Indulge in an unforgettable escape when you stay at this 1-bedroom, 1-bath condo in Kailua-Kona. Less than a half-mile away from a shopping village and tons of oceanfront activities, this vacation rental invites you to embrace the Aloha Spirit of Hawaii. Peruse local...
Ilikai Hotel - Amazing Lagoon Views! Free WIFI, No Resort Fees!
Amazing views, perfect location! This rare and sought after condo is located on the desirable lagoon side of the Ilikai Hotel on the 18th floor. There is a sliding divider between the living area & bedroom for added privacy. You'll love waking up and enjoying your...
Inviting 2 bedroom/2 bathroom suite-sleeps 6
This is a 2 room suite, 2 separate units adjoined by a private hallway. One room has 2 queen beds, the other has one king bed. Both sides have their own bathroom. The room with the queen beds has a kitchenette with an induction stove and refrigerator. Everything you...
Queen Studio, Full Kitchen 1.5 mins from the Beach
We are so lucky to be able to offer this fully remodeled studio, Queen bed studio at this great price.Not only are all the appliances (including full cooker) brand new, The studio itself is only 1.5 minutes from Waikiki Beach!With a comfortable bed and ample space to...
Hapuna Beach Residence B49 at Mauna Kea Resort
Where extraordinary meets island luxury, this newly-constructed, top floor, beachfront residence offers floor-to-ceiling sliding pocket doors that transform the great room into a lanai; an epicurean kitchen with professional-grade Wolf, Sub-Zero and Miele appliances,...
2 bedroom 1 bath cottage 10 minutes from beach
Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes.Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence).Easy 10-minute drive to airport, beaches,...
KBM Resorts | FREE CAR | Kuilima Estates | 2-Bedroom Condo at Turtle Bay! KUL-E113
** 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...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor w/ Lawn Areas, Steps to Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor residences to create a 4 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas. The 3br residence offers over 1900 sq ft of interior living area and a 1br...
Wailea Elua Village 2005 - 2 Bedroom Ocean View Condo
Wailea Elua Village 2005 is a stunning two-bedroom, two-bathroom vacation rental located in the desirable Wailea region of Maui. This beautifully appointed condo offers a perfect blend of luxury and comfort. The spacious interior features an open-concept design that...
Shores at Waikoloa Unit 313: 2bd condo. Tamarind Tower, Sleeps 6.
A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...
Molokai Shores 203
Molokai Shores unit #203 on the second floor: You may never want to leave this 570 sq. ft. tropical hideaway located on Molokai! Upon entry, you will feel ready to unpack all of the goodies you found at the local grocery store located less than one mile away in...
OUTSTANDING OCEANFRONT STUDIO - KONA ISLANDER INN CONDOS by RedAwning
**COMPLETELY REMODELED - DOWNTOWN,** TAKE A LOOK, YOU WILL WANT TO STAY HERE,HAS QUEEN SIZE MURPHY BED.KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZEMICROWAVE, FULL FRIDGE, ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND MORE**, **FULL SEPARATE BATHROOM WITH DOUBLE...
Molokai Shores 120
Molokai Shores unit #120, on the ground floor: Live the luxe life in this 570 sq. ft. 1 bedroom ocean view haven with cool tile flooring and ceiling fans. Open the sliding glass doors and you will find yourself on the ground floor lanai enjoying the landscaped lawn and...
Kauhale Makai 410: 1 Br Ocean View @ Kihei ocean front resort location
Enjoy Ocean Views from this one bedroom Condo. The bedroom has a queen bed and there is a pull-out sofa bed in the living room, allowing this unit to accommodate up to four (4) people. The fully equipped kitchen is perfect for making meals to dine in or for meals to...
Comfortable studio condo located steps from the beach and the best of Waikiki
Tradewinds Plaza 906Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Honolulu, this charming corner studio offers a prime location just steps away from the...
New Listing! Private 1bd lanai with ocean views
Welcome to Papakea C209, your serene home away from home on Maui! This charming 1-bedroom, 1-bathroom garden-view condo comfortably sleeps up to 4 guests, featuring a plush king-sized bed in the bedroom and a queen sleeper sofa in the living area—perfect for couples,...
Charming modern 2bd condo in West Maui
Nestled in the heart of Maui's captivating landscape, Kahana Manor 619 invites you to experience the perfect blend of comfort and scenic beauty. This charming 2-bedroom, 2-bathroom condo offers accommodations for up to 6 guests, located on the 6th floor, accessible by...
Upbeat Hawaiian Monarch Studio | Pool + Gym
Gorgeously remodeled studio with ocean and pool views and a fantastic location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian...
Ocean, Pool and Tropical View-Kihei Kai Ocean View Condo 23.
Condo #23 is an ocean view unit located on the upper level. Relax on the lanai and take in the beautiful and calming ocean, pool and tropical surroundings. This condo recently remodeled its bathroom and updated the kitchen which is fully equipped with appliances,...
Close to Beach, Gorgeous views & Pool - Sleeps 4 Adults & 2 kids
Located on the 23rd Floor of the The Pacific Monarch Condotel - The 1 bedroom property with kitchen has stunning views of Waikiki, Plus the Ocean, Diamond Head & mountain range.The Bedroom offers a Queen bed with Smart TV, dresser, closet & ceiling fan.The main living...
Two story, 2nd floor spacious condo
Maui Kamaole F209 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and can accommodate up to 6 guests. Please note that there are no elevator access. The professionally decorated, garden view townhouse-style condo offers a loft master bedroom with a king-size...
@ Marbella Lane - Waikiki Studio | Beach 15 Steps
Summary:Waikiki Grand Hotel is in the absolute best location in Waikiki! • 306 SQFT• sanitized, self-checkin (contact free)• everything is walking distance - beaches, restaurants, shopping, honolulu zoo & waikiki qquarium, family-friendly activities, nightlife,...
Waterfront retreat with gourmet kitchen, spacious lanai & W/D
Wena ʻula EscapeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'When you picture paradise, it looks exactly like this. Sitting directly by the water, this palm-lined home is the...
Upgraded Chic Condo with Lush Gardens!
Aloha and welcome home to the Keauhou Resort! This chic split-level condo with luscious garden views has everything you need for the perfect Hawaiian vacation. Indoors or outdoors, the choice is yours as this home offers an open concept floorplan that seamlessly...
Quite, spacious 3 bedroom unit in an ideal convenient location downtown Hilo
Experience the ultimate blend of comfort and tranquility in this exceptional 3-bedroom unit that radiates an inviting island vibe. As the only upstairs unit in a charming 5-unit building, it offers an expansive and intimate setting perfect for families or groups of...
Mahaina Surf 125 Is Ready for Your Next Adventure!
A LITTLE BIT ABOUT THIS CONDO....Escape to Mahina Surf 125a, a serene ground-floor gem where laid-back luxury meets island charm. Just steps from Maui’s shimmering shore, this classic retreat is ideal for couples seeking romance or small families craving quality time....
Budget Friendly Oceanfront Condo, Unbeatable Sunsets!
Hawaii Tax ID: TA-091-878-1952-01TMK: 390080030039This ground floor Hale Kai O'Kihei 120 unit is situated in a perfect location to the beach, swimming pool, BBQ's and the ocean edge. Enjoy being steps away from the ocean with all of the conveniences of home. You will...
🏖️Saltwater Pool, Central AC & Sunset Vibes | Kona Living Done Right
vrKCV - Casa de Emdeko 114, Professionally Managed by Kona Coast Vacations AC, Pools & Sunset Toasts — Your Kona Escape AwaitsWelcome to Casa de Emdeko 114 — a beautifully updated ground-floor condo in one of Kona's most beloved oceanfront complexes. This...
Entire 3-bedroom house in Hilo
This memorable house is the perfect home base for your trip to Hilo. Nestled in a serene neighborhood, this adorable property offers a cozy and inviting atmosphere for guests. With 3 bedrooms, there's plenty of space for everyone to relax and recharge. Start your...
Tropical View Beachfront Condo
Hawaii Tax ID: W40868530-01TMK: 390010750103This beautiful 1 bedroom/1 bathroom Kauhale Makai 230 condo sleeps up to 4, has central AC, a fully stocked kitchen and is located in North Kihei convenient to everything on Maui. You will love the tropical views, easy...
Ocean-City Views Glamorous Condo at The Watermark w/Parking & Full Kitchen
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Watermark is one of the most luxurious buildings in Waikiki! Located near the main Waikiki strip at...
Private Oceanfront 5BR! Family Home Hawaii Kai
Ultimate retreat nestled in a chic oceanfront locale. This private oceanfront residence boasts its very own private staircase that descends to the breathtaking shores of Maunaloa Bay. Conveniently situated in the heart of Portlock, you'll find yourself just a stone's...