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.
4 Bedroom with Private Pool and Spa in Waikoloa Beach
Welcome to Ainamalu Breeze, where mainland cares and day-to-day worries are carried away to provide you the sanctuary you have desired. When you enter our exquisite property, you leave the mundane tasks of travel and are released into a world of luxury. Upon entering...
Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split AC
Freshly remodeled throughout including a gourmet kitchen, Kamaole Sands 4-213 has been thoroughly updated to “second home” standards by its owners. Every guest convenience has been anticipated and addressed in this bright, open corner unit (more windows, more light,...
5BR/3BA Kona Rainforest Oasis at Beach in Coffee Country
Escape to Hawaii and have an authentic experience unlike any other. Stay in fabulous & secluded rainforest villa. Get spoiled with every detail attended to. Complementary paddleboard, beach toys, and board games!! Fantastically located a 15-minute drive to famous Kona...
Private Penthouse Getaway At Waikoloa Beach Resort 5 minutes from A-Bay Beach
Beach Access, A-Bay Beach, a 5 minute drive. Our beautiful luxurious two-bedroom, two-bath penthouse condo located in a private gated community. Enjoy your vacation in a tropical paradise at the Waikoloa Beach Villas. From our third floor, enjoy beautiful mountain and...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
GE: 184-440-0128-01TAT: 184-440-0128-01Aloha and welcome to the Hale Anna, Maui. The Hale Anna is a beautiful, private home located across a quiet street from miles of sandy beach. This home is a legal grandfathered vacation rental with the Maui County Department of...
Awesome Top Floor Unit with Amazing Views of Ocean and Pools
This beautiful, renovated 2 bedroom condo, is in the perfect location on the top floor of the Anthurium Building. It is an ocean front corner unit facing southwest; so the lanai is not exposed to the direct strong trade winds of the north side of the complex. The views...
PROMOTION: Hali'i Kai Resort - 11G 3-Bedroom Ocean View Villa
Summary:Polu Hawaii Vacation's portfolio of luxury properties are hand selected for their design, views, and upkeep. Our team is dedicated to exceptional experiences only seen in Hawai’i's most exclusive resorts. Enjoy premium spa grade amenities, white-glove service,...
Ocean View, Very Clean, Updated 1 BR Condo Steps from Beach, Shops, Restaurants
If you are looking for a well kept island-feel condominium at an affordable price, our unit, located 100 yards from the ocean, will not disappoint. Our beautiful second story condo is located in building 1 at the Kihei Kai Nani Resort. It has great ocean and beach views...
Fab Corner Whaler Condo #424 Dec 30-Jan 9 Only! Enjoy the Holidays in Paradise!
Condo 424 is a 950 sq ft. one bedroom, 2-bath large spacious unit with fabulous views of both the ocean and mountains. Located on the back north side of quiet Tower One on the fourth floor, the large wrap around lanai offers views of the ocean on the shady side of the...
Kahalu’u Surf and Snorkel Beachfront Paradise, with Hot Tub
Incredible views of the bay and surfers! Modern house(built 2014) with A/C, across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 bedrooms,...
Modern, serene condo + lush views and top-notch amenities at Grand Champions #29
Modern and sophisticated with a splash of Aloha, #29 is an ideal spot for honeymooning couples and those returning for their tropical anniversary celebration. Tucked in the lush foliage at the back of Grand Champions, this condo has the unique feature of being in one of...
Aloha Sands: Luxury Hawaiian Villa - Puako Beachfront
5 STAR REVIEWS! STUNNING VILLA! TASTE OF OLD HAWAII ON THE BEST BEACH IN PUAKO! This lofty and spacious Hawaiian villa lies on the Gold Coast of Hawaii, the sunniest spot in the state. Aloha Sands is also on the best sandy beach in Puako between the Mauna Kea and Mauni...
Hale Punana - "The Nest" A Cloud Forest Sanctuary Retreat Space
Wake up in your cozy private jungle retreat immersed in the lush serenity of the Kona Cloud Forest Sanctuary. During your stay in our Sanctuary, experience our guided forest tours, yoga, sound baths, and more. Enjoy a morning walk for fresh brew and coffee tours at...
Located Directly on the Oceanfront with Spectacular Views
Aloha! Please enjoy the following photos of this wonderful condominium. I know you will enjoy your stay with us. Our private residence has one of the most spectacular views on the island. This vacation home is directly on the oceanfront and is a bottom floor unit. This...
LUXURIOUS POIPU SANDS CONDO SANCTUARY
You're invited to experience the 'ALOHA' spirit in this completely renovated, nearly 1000 sq. ft., one bedroom, one and a half bath luxury Poipu Sands Condo. Situated in Building 4 of the complex, our unit is among the closest to Grand Hyatt Resort and Spa, Shipwreck...
Remodeled ground floor Kihei studio with AC across from beachnn
Welcome to Kihei Bay Surf 140. This completely remodeled ground floor studio has all the comforts of home. Stay cool year round in this quaint coastal styled condo with the window AC unit, and ceiling fan. Pool, spa and tennis courts also available at this resort....
'My Favorite Place on Earth'
This is the Hawaii you dream about! This little bungalow on the beach is an ideal tropical vacation destination for a couple or a family with children. It is the perfect island get-away for Honeymooners. The house and lanai open to expansive views of the beach, ocean...
BEACHFRONT KUHIO SHORES POIPU GORGEOUS OCEAN VIEWS 10 STEPS TO WATER FROM CONDO
Ready to relax to the sounds of the sea? Here is your amazing beachfront condo just steps to the water, located on the beautiful island of Kauai. This amazing oceanfront Kuhio Shores villa is located in Poipu on the south shore of Kauai. Our building is rare because It...
Luxury And Aloha Await You! Relaxation, Great Snorkeling, Large Unit
South Kona Hideaway is near some of the best snorkeling Hawaii has to offer. We are situated between Honaunau (Place of Refuge) and Kealakekua Bay at an elevation of 900 ft. Your beautifully decorated suite has a living room with a queen sofa bed, large flat screen...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 6/16/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until early August. The project is expected to be completed by...
OCEAN FRONT top floor/penthouse 2bd/2ba + Loft + gorgeous lanai VIEWS & SUNSETS!
Return to Maui! 🩵Aloha! Welcome to Papakea and this beautiful OCEAN FRONT - 2 bedrooms, 2 bath + loft. The property is located within minutes of both Whaler’s Village and Black Rock and resides within a 13-acre resort like property. This “penthouse” style...
Fitness Club, A/C, 6 BDR, 6 BA, Walk to beaches, food, shops, sleeps up to 14!
The Big O'hana is a lovely property that features not only our main house, Ka Nani Hoa, that sleeps ten, but also our new O'Hana house (the guest house). The O'Hana house has two bedrooms, two full bathrooms as well as a kitchenette and sleeps up to four additional...
Hilton Pass, Poolside Villa w/BBQ, Ground Unit, BOB Stroller, Sleeps 6, D3
2025 check ins receive a bottle of sparkling to start vacation out right! This poolside paradise is within Waikoloa Beach Resort area - a perfect destination for your next vacation. Unit also includes access to the Hilton (just down the street) so you can enjoy resort...
Kailua-Kona Condo w/ Pool & Ocean Views
A tropical Hawaiian getaway awaits your arrival at this updated Kona Coast condo perched above Keauhou Bay! Upon entering the unit, guests of this 2-bed, 2-bath property are treated to a quintessential island experience with a contemporary flair. Whether guests spend...
Wailea Ekahi Village | 4D
Wailea Ekahi 4D is a charming studio vacation rental perfect for the couple or solo traveler. This second-floor unit offers an elevated retreat with a bird's eye view of the surrounding tropical landscaping and peek-a-boo ocean views.The 600-square-foot condo is more...
Ocean + Skyline Views: Honolulu Retreat
1,400 Sq Ft | Walk to Wa'Ahila Ridge State Park | Connects to State Park Trail SystemEnjoy your island vacation in comfort at this picturesque Honolulu vacation rental. This 3-bedroom, 2-bath home features mid-century modern touches, a breezy lanai, and a living room...
Rainforest Retreat w/Outdoor Fireplace & Hot Tub
Located 10 minutes from Volcanoes National Park, come spend your days exploring, hiking, golfing or simply relaxing in our unique, tranquil setting. This beautifully crafted home has all of the amenities and comforts you need. From soaking in the large hot tub to making...
Ocean view, best location in Kapalua, walk to beach, remodel
Welcome to the luxurious fully remodeled Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a...
3 Bedroom Ocean View Townhome
The main living area of Halii Kai 11F has two luxurious soft sofas facing an armoire with a SMART TV and a DVD player. Adjacent is the dining area with a large table seating 6. The large kitchen has a wrap around granite counter with 3 bar stools and stainless steel...
Take advantage of our introductory rates! Desirable home in Kulalani at Mauna Lani
Take advantage of our introductory rates! Desirable home in Kulalani at Mauna LaniThis neighborhood provides a perfect home base for exploring the Big Island and somewhere you will look forward to coming home to each day. Mauna Lani has everything you need to enjoy your...
Beautiful Oceanfront Estate with heated saltwater pool, Hamakua Coast Acreage.
From the moment you arrive, your every care will melt away at this spectacular gated oceanfront estate. The open floor concept, covered outdoor spaces with BBQ, and poolside gathering areas, are ideal for family vacationing. Hear the sounds of the surf along the rugged...
Gorgeous two-level condo with resort-style pool & hot tub - close to beach
Ka Pu'uwai at Nihilani 29BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A lush exterior, with a gorgeous resort-style pool and hot tub, and a bright, modern interior with two...
Ko'Olina Retreat - Short Walk to Resorts, Golf, Restaurants & Lagoons!
Welcome to your dream retreat in the heart of Ko'Olina! This beautifully remodeled 3-bedroom, 3-bathroom townhome is nestled in the exclusive, gated community of Ko'Olina Kai, offering the perfect blend of luxury, comfort, and island charm.Step inside and be captivated...
Mahana Beachfront Walkout
Maui Gov’t Approved Short Term Rental. We are the owners (Barry Travers and Rhonda Anderson) of Mahana 118 and we own several Maui properties with hundreds of 5 Star reviews for our properties as we provide the ultimate guest experience! Mahana 118 is an AMAZING...
Waipouli Beach Resort Luxurious 5 Star Ocean Front Complex A-201 Pool and AC
If you’re seeking a 5 Star premier vacation condo experience, look no further. This deluxe oceanfront condominium property offers luxurious units with rich hardwood furnishings, gourmet kitchens, and spacious baths. A beautiful, heated river pool meanders through the...
New!-*Summer Special Rates* #510-Ocean-Sunset Views! Steps from It All!
*New Listing!*Ocean-View Condo with Double Lanai & Rooftop BBQ | 2BR/2BA | Steps to Beach + DiningWelcome to your Maui retreat at Kamaole Beach Royale, a beautifully maintained 2-bedroom, 2-bathroom condo on the 5th floor, offering unmatched panoramic ocean and sunset...
🌊 EPIC Oceanfront Condo at Hale Kona Kai #403, TOP FLOOR, ELEVATOR, CENTRAL AC 🐬
Aloha and welcome to HONU HIDEAWAY at Hale Kona Kai #403. This is the absolute destination should you want a relaxing vacation getaway on the Kona coast. The location of this condo complex adds convenience as fun activities and amenities are within walking distance. The...
Bamboo Canopy with Shared Bath and Common House
Escape to the enchanting Bamboo Canopy, a glamping-style retreat. This unique accommodation offers the perfect blend of rustic charm and modern comforts, making it an ideal choice for those seeking a tranquil yet luxurious getaway.The Bamboo Canopy features a queen-size...
Magnificent Views of the Mighty Pacific Ocean from Every Room
Enjoy the beautiful North Shore of Kauai at our lovely Alii Kai I Condominium. It is a ground floor, corner unit sitting on a bluff overlooking the magnificent Pacific Ocean. In the winter be mesmerized by 15 to 25 foot waves. Whales cavorting in the ocean and...
Gorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!
Tree Fern Escape is a cozy and comfy getaway just minutes from the Volcano National Park. This 3 bedrooms, 2 baths charming property, has gorgeous hardwood floors, newly furnished with large private backyard. Large enough for big families, cozy enough for couples.Large...
Steps from Paniau Beach
House or Cottage or both together(see listing #956147 for Cottage) PLEASE NOTE... Listed rates are based on two guests. An additional $50/per nt per extra guest will be added. Please enclose total number of guests when booking......Located at the private and quiet end...
Watch for albatross and nene from ocean view beauty
Located on the North Shore of Kauai in Princeville, Ka Mea Nui is surrounded by lush tropical landscapes overlooking the Pacific Ocean and the 15th hole of the Makai golf course. The verdant golf course is a favorite playground for endangered nene (Hawaiian geese) and a...
Maui Resort Rentals: Kaanapali Ali'i – Oceanfront Ground Floor + Yard Area, 4 Total Bedrooms+DEN, Sleeps 14
This one-of-a-kind Oceanfront 4BR+DEN ground-floor offering at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach is comprised of two luxurious adjacent suites. Together they offer a massive 5,188ft of combined interior living area and a sleeping capacity of...
Oceanfront Penthouse - 50% Discount April 21-27, 2026 only. AC, Surfers, Sunsets
This spectacular air-conditioned oceanfront penthouse condo features spacious open beam ceilings and is only 25 feet from the surf crashing on the lava rocks directly below the lanai. Watch surfers launch into the spectacular blue waves of Banyans Beach, one of Kona’s...
Waikiki Beach Penthouse
Located just a block from Waikiki Beach and surrounded by top-tier hotels, this gorgeous penthouse condo offers the style and comfort of a luxury hotel with the added benefits of 1700+ square feet of living space, a large well-appointed kitchen, extra-large private...
Makanui 711 - Garden/Mountain View
MAKANUI 711 AT KOLOA KAI VACATION RENTALSYour Charming Beach Oasis in PoipuWelcome to Makanui 711, a delightful 1-bedroom, 1.5-bath condo offering a perfect retreat in the heart of Poipu. Located just a short stroll from Poipu Beach, Brennecke’s Beach, and Shipwreck...
Beautifully remodeled Sugar Beach #104, meticulously cleaned and maintained
Welcome to our beautifully remodeled ground-floor condo at Sugar Beach Resort #104 in North Kihei! Experience island living in this beautiful condominium situated along Maui's 5 mile Sugar Beach. With direct access to one of the longest stretches of sandy beach on the...
Live like a Local. Stay at a Beautiful Boutique Get Away Mokuleia Beach Colony
Mokuleia Beach Colony is a perfect country base or north shore retreat in a manicured tropical gated community! 200 yards from the ocean. Easy private beach access, outdoor shower, heated pool, tennis courts, one reserved parking stall and pickball on-site. Fully...
Relaxing Ocean Front Views on Maui! Island Sands Condominium
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and...
Stunning Villa with Ocean Views, Pool, Home Theatre + Resort Amenities
Enjoy luxury living and ultimate relaxation at the gorgeous Pauoa Beach Estate. The 4 bedroom, 5.5 bath villa is located in the exclusive oceanfront enclave of Pauoa Beach, a short 800 feet from the sparkling blue Pauoa Bay.Over 1000 square feet of outdoor lanais...