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.
Westin Nanea - Full Resort Access - 2 Bedroom Resort View
Nestled along the coast where azure waves kiss golden grains of soft sand lies the incomparable Westin Nanea Ocean Villas Kaanapali. This 4-star condominium resort has an array of amenities, activities, and authentic Hawaiian hospitality to ensure you and your guests...
Luxury Maui Villa with Pool & Amenities
Across the Street from one of the best beaches on Maui!!UPDATE: As of October 2024, this home includes a private fitness center and pickleball court. Have you been dreaming about the ultimate Hawaii family vacation? Do you want a property the is literally steps away...
Kihei Condo: Hale Kamaole #259 - Beautiful Ocean View From Your Lanai
This roomy and comfortable 1140 sq feet upper level condo has 2 bedrooms and 2 baths with a loft and can sleep 6. The unit features a king-size bed in the master bedroom, two twin beds in the downstairs bedroom, and a full-size bed in the loft. The private lanai has a...
Luxury tropical comfortable resort condo in pedestrian/golf/ocean community
Princeville, Kauai 22 acre spacious & uncrowded, tropically groomed award winning eco friendly/green-solar luxury resort property, on end of the road plateau overlooking the ocean. Top 3rd floor living room & master bedroom lanais offer sunrise & sunset beautiful...
Kolea 13D sits on a nice grassy area that is great for children!
From the moment you enter 13D, you will enjoy the expansive view of the greenery and the stylish furnishings. A short walk takes you to an infinity pool, hot tub, children’s pool area, and Anaehoomalu Bay, one of the prettiest beaches in the area... no need to get in...
🏖️Ocean Front | AC | Fantastic Location - Walk To Kona Town | vrKCV
vrKCV - Kona Alii 705, Professionally Managed by Kona Coast VacationsKona Ali'i #705 – Oceanfront Hawaiian ParadiseWelcome to your Hawaiian paradise at Kona Ali'i #705! This recently upgraded 2-bedroom, 2-bath oceanfront condo captures the spirit of Hawai'i and invites...
Quiet condo with lanai - steps from the beach & heated oceanfront pool
Lanikai #212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in the spectacular surroundings of this large, 1,416 sq. ft. condo! It boasts partial ocean views at the small 18...
Maui Resort Rentals: Honua Kai Konea 145, Upgraded Groundfloor Interior, Huge Lawn Area, Steps to Pools/Beach/BBQs!
Enjoy one of the most convenient ground-floor locations at Honua Kai in the highly sought-after interior courtyard of the Konea Tower. Konea 145 is an upgraded two-bedroom suite offering a spacious 1315 sq ft of living space and convenient interior ground floor access...
THE TREEHOUSE COTTAGE - 30 DAY RENTAL
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Preferred Golf Fees, Beach Club Access & Family Fun @ Mauna Lani Golf Villas F-2
Spacious Indoor and Outdoor space awaits you in this recently updated 3 bedroom, 3 bath Townhome. Two en-suite bedrooms upstairs and one bedroom with adjacent bath downstairs. All bedrooms have good ventilation and views. Situated on the 10th tee box of world-famous...
❤️PiH❤️SPARKLING WATERS ★ Hilton Passes ★ Large Pool & Waterfall Spa ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Sparkling Waters, in our Hawaiian Luxury Collection.Sparkling Waters is a wonderful new large single level 4 bedroom, 3 bathroom home. This home has one of our largest private heated...
Oceanfront In Beautiful Tropical Area, by black sand beach - Oceana Hawaii
Oceana Hawaii Oceanfront upstairs of home on the gorgeous "Red Road" and a short walk to a black sand beach. Quiet and serene yet modern in a natural tropical setting. Wake up looking at the waves, watch a pod of dolphins swim by. Have your coffee on the private outside...
BIG ISLAND HALE PUAKO, Puako Oceanfront Paradise! Spring Special Rates!
Perfectly sited for dramatic views and private access from the yard to the ocean, this double A-frame home sleeps six in one of the best seaside locations in Puako. Rough-hewn vaulted ceilings with tall windows frame views of Maui, the Kohala Mountains and Puako Bay....
Maui Resort Rentals: Honua Kai Hokulani 418 - Great Value 1BR w/ Partial Ocean & Mountain Views
This luxurious 1BR suite boasts beautiful partial ocean views from its large lanai and a spacious interior outfitted with modern upgraded furniture. One of the hallmarks of suite 418 is its southern exposure which offers morning sunshine and breathtaking views of Maui's...
Pali Ke Kua 214 Relax, enjoy, soak up the beauty of the north shore!
Pali Ke Kua 214 is a beautiful condo with granite counter tops, cherry wood cabinets, redesigned bathrooms and berber carpeting in the living room and bedrooms. The furniture for the entire condo provides a comfortable, stylish and contemporary look. Come and enjoy...
Ocean View Condo at Maui Kamaole
Welcome to paradise. Imagine enjoying your morning coffee out on the lanai looking directly at the ocean. Watch the boats pass by on their way to Molokini for a snorkeling adventure, the whales, when in season, are also viewable from the Lanai. The kitchen was recently...
Incredible Ocean View, Most Desirable Unit in the Complex
This condo is in one of the most desirable locations in the complex. The Hale Kamaole complex is shaped like a U and this unit is located exactly in the middle of the U providing full unobstructed views of the ocean and a view of the beautifully manicured grounds. A...
Kamaole Sands 5-303 - Contemporary, Ocean Views, Prime Courtyard Location, AC
Located on the third floor of highly desirable Building 5, Kamaole Sands 5-303 has been beautifully remodeled in an upscale, elegant Hawaiian tone. The unit overlooks the tropical courtyard, with great ocean views beyond.Every amenity and guest consideration has been...
🌴Alii Villas #229 Absolute oceanfront getaway. Nicely upgraded and well equipped🌴
This is one of the most stunning oceanfront condos in Alii Villas. Totally upgraded and set up for your comfort. Sleeps 4 people comfortably in 2 queen beds, walk in showers in both bathrooms, high end appliances and fully equipped kitchen. Free Wifi and flat screen...
Special Discounted Rates-2 Bedroom 2 Bath-Private Lanais-Cold AC-Five Stars!
Kahana Sunset unit C5 welcomes you with much ALOHA....This unique condo is a beachfront property on the world-famous West Coast of Maui between Kaanapali and Kapalua. Kahana Sunset fronts one of Maui's most romantic white sandy beaches, nestled on protected Keonenui...
PIECE OF PARADISE - Great Location & Rates - Newly Remodeled --5 Star Reviews!!!
Superb location and reasonable rates make this piece of paradise an ideal home base for your Maui explorations. Sunny Kihei is where you can best assure yourself of that vacation of a lifetime. Kamaole Beaches I, II and III (the KAM's) are consistently rated as the best...
Full Oceanfront Beach Condo-Royal Mauian #316 - Breathtaking View of 3 Islands
Amazing VIEWS of 3 Islands from this FULL oceanfront beach condo located in South Kihei. If you want the best...this is it! Royal Mauian Resort #316Watch whales (in season) and turtles feeding on the snorkeling reef from the private lanai.The Royal Mauian was built on a...
Open Suite w/Bath Upgrades – Kamaole Sands 6306
This third floor 818sf villa offers expansive views of our beautiful gardens and partial ocean views. Start the day with Maui coffee on the lanai and end it with dinner prepped at home. Enjoy air conditioning, WiFi, flat screens, DVD, ceiling fans and washer/dryer....
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
*Oceanfront, 30 steps to the water's edge*The best snorkeling on island is right outside*Huge ocean views*Whale Watching*Incredible sunsets right out front*Trade wind breezesThe Space:*Split system AC*1bedroom/King size bed*Fully stocked kitchen*Newly renovated...
Great for Families! Partial Ocean/Canal/Diamond Head Views! Pool, Wi-Fi, Prkg
Fairway Villa #2217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Your Home Away from Home! Enjoy this recently remodeled contemporary two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with great views! Sleeps up to...
Incredible Sunrise and Sunset, Luxury & Serenity! Support Ukraine!
Russia invaded Ukraine and carries out war crimes, crimes against humanity and genocide against the people of Ukraine. This is a brutal war of extermination by Russia against Ukraine and it's people. In support of Ukraine, 25 % of our gross booking host payouts (not...
BEST BEACH, Kihei-Wailea, sunsets, turtles, whales, AC. APRIL & May openings
Gorgeous condo, EPIC location, A/CENJOY THE SOUND OF WAVES FROM YOUR LANAI. SEE SPECTACULAR SUNSETS, SANDY WHITE BEACH OVERLOOKING THE OCEAN AND THE ISLAND OF MOLOKINI. TROPICAL VIEWS FROM EVERY WINDOW. MOST PRIVATE UNIT IN THE COMPLEX!Hale Hui Kai is a very special,...
Honolulu Waterfront Oasis
True Hawaiiana at its best! Luxury 3 bedroom 2.5 bath waterfront home with pool, spa, tiki bar, boat dock, two 60 inch flat screen TV's /DVD movie surround systems, Bose outdoor music near pool, granite, slate, and many more upgrade too numerous to mention. Located near...
🏖️AC Included | Beautifully Updated | Ocean Views! | vrKCV
vrKCV - Kona Pacific D524, Professionally Managed by Kona Coast VacationsAC Included, 2 Bedroom, 3 Bathroom with Ocean Views!Aloha! We would love to share our beautifully remodeled condo with you, one of Kona Pacific's finest units! This can be your...
Tropical Turtle Bay Condo - Kuilima Estates East
This newly listed unit features a loft bedroom, with a large kitchen and living room. Unit is located right on the Arnold Palmer golf course and a 5 minute walk or 2 minute drive from Turtle Bay Resort. Enjoy luxury gated community amenities featuring gated access,...
Tropical oasis with A/C
If you are looking for a newly renovated cozy, comfortable condominium that comfortably sleeps 6, look no further. Our condominium is located in one of the finest communities in the heart of Waikola, called Hali’i Kai. Hali’i Kai is the only community with an ocean...
GROUND FLOOR, RENOVATED, AC ALL ROOMS, PICKLEBALL COURTS, AND STEPS TO BEACH
Very spacious 3 bedroom 2 bathroom condominum located in Building 5 at the Kamaole Sands Resort. BRAND NEW AIR CONDITIONING SYSTEM FOR ALL ROOMS THROUGHOUT JUST INSTALLED!!! BRAND NEW GORGEOUS RENOVATION. First floor very private corner unit with everything on one...
Hilo's Newest Richardson's Beach Park House. Best Loc. Snorkeling, Turtles.
House fronts best beach park in town of Hilo: snorkel, swim, paddle board, kayaks, boogie boards, BBQ. All provided free. Most family friendly! Keiki (child) pond in front of house where Hawaii's children learn to swim.This is a large 2,400 sq. Ft. House with two...
Oceanfront condo with lanai, pool, hot tub, WiFi, central AC, W/D & amazing view
The Sea Village #1302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're on Hawaii to scuba dive or night snorkel with mantas, whale watch, hike the many natural areas, or...
Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!
Makena Surf F-202Discover the serenity of oceanfront living at Makena Surf F-202. This beautifully appointed second-floor condo offers panoramic views of the Pacific, refined interiors, and direct access to one of South Maui’s most exclusive beachfront resorts. Perfect...
FRONT AND CENTER!!! OCEANFRONT WEST MAUI LOCATION. STEPS TO THE BEACH!
Come stay in our luxurious 3rd FLOOR, WRAP-AROUND CORNER OCEANFRONT condo, and you will never want to leave! It is very spacious, with 1400 sq ft inside, consisting of 2 bdrm 2.5 bath and is fully furnished with TWO Faily new AC UNITS. The condo is located right on...
Lovely oceanfront getaway with fast WiFi, pool, & ocean views
Mahina Surf 215Our 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 Mahina Surf unit 215! Come in, enjoy, and celebrate all this home and fabulous property have to...
Lae Nani 331 has a Commanding view and TWO lanais. One of the most requested at Lae Nani
Summary:Commanding view and TWO lanais. One of the most requested at Lae nani. Book it quickly!The Space:This fantastic end unit on the top (third) floor allows the best ocean views from both lanais at Lae nani and the condo is closest to the pool and the ocean....
Family Friendly, Garden & Ocean View, Steps to Beaches, Pool, Spas, Tennis & BBQ
Our South Kihei condominium is clean and comfortable, with a beautiful garden and ocean view. We've updated a number of important essentials: fully remodeled bathrooms with granite countertops and walk-in showers; new flooring in living room and bedroom; new pullout...
UNIT #111 ~ Deluxe Garden View ~ WASHER & DRYER ~ Ground Floor Unit ~
Aloha,Welcome to UNIT #111 (Building 18) NO ADDED FEES This condo is a" deluxe garden view" unit on the ground floor, it has a great "plantation feel" and it has a level entry with no stairs and easy access to parking. This 1 bedroom condo sleeps 4, a king size bed is...
Poipu Dream Location only 3 Houses from Poipu Beach Park! with Air Conditioning
Walk 100 yards (one minute) and you are at Poipu Beach Park! Just step from the blue waters of the Pacific off Poipu Beach. The Hibiscus suite is a spacious garden studio in the Hale Pua Villa House at Beachside Poipu with full kitchen, king size bed and entertainment...
CozyTiki cottage w/ 2 private rooms, outdoor kit/bathn
Nestled in the jungle, our cozy tiki hut offers 2 adjacent comfortable rooms, each with its private entry from a shared lanai/outdoor living space. A covered outdoor walkway leads to a small but practical kitchen and shared bath among cottage guests only. Queen beds and...
Beachfront, Sweeping 14th Floor Ocean Views, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1408 – 2161 Kalia Rd.NEW TO OUR INVENTORY! You'll delight in the spectacular ocean view from this beautiful one-bedroom condo (706 sqft) right on the beach in Waikiki! Just imagine stepping right from the building onto world famous Waikiki Beach! After a...
Elegant Ocean-Front Penthouse, #616
This ocean-view top-floor condo offers all of the comforts of home in a tropical paradise setting. You've traveled a long way for your Maui vacation, so who not make the most of it at this ideal South Maui location? Enjoy breathtaking sunsets and watch sea turtles...
Includes Beach Gear. Waikoloa Fairway Villas G4
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas G4Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom : Two Full Size BedsLiving Room: Sleeper SofaNew in 2022!Newly...
Makena Surf F112 Beachfront Resort - 3 Bedroom Oceanfront Condo
Makena Surf F112 is a stunning oceanfront vacation home that offers unparalleled views of the sea from both the spacious living area and the expansive wrap-around lanai that allows for Hawaiian style indoor - outdoor living. By opening the sliding doors, guests can...
Great location, Kapalua, spacious 1-bedroom, views, walk to beach, golf, spa
Welcome to an upgraded Kapalua Bay Villa #37G2! Ideal for a family with kids or a couple's vacation! Ground floor, spacious unit - almost 1,000 sq. ft. - 1 bedroom, 1 bathroom with two vanities, and a walk-in shower. Cal King in the master bedroom, a Queen sleeper...
Secluded farmhouse nestled in banana grove, ocean views
This breezy plantation-style home offers beautiful views of our bustling organic farm and the Kona coastline beyond. Tucked way among banana and mango trees, this private custom 2 bedroom/2 bath home boasts comfortable Cal King beds, fresh linens, vibrant plants,...
New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach
One Rate for 7 up to 30 day stay - A 30 day minimum lease.Hawaii Tax ID # available upon requestMountain View's cooling breezes , easy 5 minute walk to world-renowned Kailua Beach makes this an ideal, relaxing alternative to the typical busy "touristy" destinations of...
Escape to Paradise – Your Dream Wailea Getaway Awaits!
Welcome to your tropical retreat at Grand Champions Villas in Wailea, where luxury meets tranquility. Imagine unwinding in the hot tub while watching the breathtaking sunset over the Pacific, or recharging with a delicious dinner on your private lanai as the evening...