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.
KBM Resorts | FREE CAR | Papakea | Oceanfront | 1-Bedroom Corner Unit with Unobstructed views! PKA-201
Oceanfront 1BR corner condo at Papakea with wraparound views, updated interiors, full kitchen, and private lanai. Enjoy pools, tennis, beach gear, and top snorkeling right outside your door.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resort
Please choose a Friday through Sunday check-in and enjoy a seven-night stay.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates reflect garden/island views. Ocean view/oceanfront villas...
Laule'a 5: Luxury Home w/ Infinity Pool, Spa & Stunning Views
Experience the luxury and natural beauty of Hawaii Island from the Residences of Laule‘a #5, the newest enclave in the Mauna Lani Resort bringing a contemporary evolution to luxury resort living on the Kohala Coast. This stunning property is now accepting 30-day...
Luxurious Hawaiian Villa Oasis
A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so immaculate, our guests rarely want to...
GOLF COURSE VIEW HOME "G", PRIVATE BATHS, NEAR CAMP SMITH/JBPHH, EVSE, AC, TV'S
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and traveling construction crews, with each guest...
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
This very spacious ocean and pool view cottage has everything you need to truly relax andenjoy the serenity of Maui. Designed in a vintage Hawaiian theme with a modern twist, thisroom offers a unique tribute to the great Hawaiian Surfer, Duke Kahanamoku. The cottage...
Relax near Port of Hilo, charming Hakalau apartment
In this quaint Hawaiian village, our cozy home provides a peaceful escape during your upcoming trip. Imagine waking up to stunning water views and spending your days exploring the nearby attractions, such as the Port of Hilo, Coconut Island Park, and the breathtaking...
New Listing! Contemporary corner unit at Papakea
Papakea F201 is a 1-bedroom, 1-bathroom direct oceanfront corner condo with a large lanai and split A/C in the living room and ceiling fans throughout. Unit F201 can accommodate up to 4 guests. There are elevators at this property for easy access. The bedroom comes...
Kitchen and Bath Remodel! - Ocean Front - Central Air - Featured on Today Show
Major kitchen and two bathroom remodel Includes new appliances, granite countertops, custom stone and ceramic tile work. New leather sofa and loveseat. Owner-operated and continually updated! Excellent rental history and outstanding guest reviews.Unwind at this...
Maui Resort Rentals: Honua Kai Konea 713 - Stunning 7th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan
Konea 713 is among a class of the most sought after two bedroom floor plans at Honua Kai. What distinguishes this column in the Konea interior are the direct ocean views from virtually every interior vantage point of the suite. This premier two bedroom boasts a spacious...
Ocean View Kona Hideaway - Pool - Sleeps up to 8
The Kona Hideaway is a beautiful private one acre home... It has a 180 degree ocean view and lots of privacy. Pool , fruit orchard with mango , papaya ,orange grape fruit and much more .Also, ping pong , weight equipment and lots of beach chairs pool and beach toys and...
Sweeping ocean views from this beautiful top floor oceanfront unit!.
Recently remodeled, unit 602 has everything you need to enjoy your stay on Maui. When you stop gazing at the ocean you will notice the comfortable furnishings, colorful decor, well equipped kitchen with skylight and other amenities that guarantee our guests a wonderful...
Tiki Villa in Poipu 5 Bd/4Bth, Pool & AC Sleeps16
Aloha! Welcome to Tiki VillaThis centrally Poipu located Hawaiian home has 5 bedrooms, 3.5 bathrooms, AC & private heated pool is the perfect way to explore beautiful Kauai. This home is the pinnacle of indoor/outdoor living with it's telescoping doors opening up to the...
Sealodge J7 - 2BR/2BA, 2nd Floor Prime End Unit, Spectacular Oceanfront Views
This idyllic getaway has the absolute best view of any other condo in the complex! It's a perfect place for family vacations, weddings and honeymoons. Spend your evenings lounging on the Lanai, watching the sunset along the Anini reef or relax inside on the punee...
Top Floor OceanFront Remodel I Menehune Shores 612
Enjoy expansive ocean views from the lanai at this bright and beautifully remodeled oceanfront one bedroom in the heart of Kihei town.Take a dip in the heated pool, or enjoy long walks and a swim at the protected beach just steps from the condo. The lanai is perfect for...
Nihi Kai 422 Summer & Fall Specials-Ocean Views, Five Star Ratings!
This large 1400 square-foot, two-bedroom, single level, beautifully furnished condo has spectacular ocean views from the front lanai, living room, master bedroom, and kitchen. This third-floor unit has both ocean and mountain views and is a 3-minute walk to one of the...
Nalu Hanalei - Stunning Hanalei Home Right by the Beach!
Nalu Hanalei – your ultimate Hawaiian getaway! Located just steps away from the world-renowned Hanalei Bay, this luxurious 4-bedroom, 3-bathroom property offers the perfect combination of comfort, convenience, and breathtaking ocean views.As soon as you step into this...
Sugar Beach #131: Front-row views, salty air & instant beach access—pure Maui!
SUGAR BEACH RESORT, #131Welcome to Sugar Beach Resort #131, a beautifully upgraded ground-floor condo with direct beachfront access and spectacular ocean views. Perfectly located in North Kihei, this unit offers the rare convenience of stepping directly from your lanai...
Maui Resort Rentals: Honua Kai Hokulani 526 - 1BR Suite w/ Lush West Maui Mountain Views
Hokulani 526 is a luxurious 5th-floor one-bedroom suite that offers beautiful 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...
Wailea Grand Champions 31 - 2 Bedroom Golf Course View Condo
Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and...
Family-friendly Waikoloa Beach Villa C2 next to pool; walk to beach!
Welcome to our island home-away-from-home! The Big Island is a truly special place with something for everyone – from beaches to walks and hikes to water activities, golf, shopping, and sight-seeing.Waikoloa Beach Villas is adjacent to the Queens and Kings Shops for...
We will block the property for 30 days but you can leave whenever you like
Designer steel, glass and titanium single family with Million Dollar Views, located few minutes from Waikiki, downtown, and walking distance to tropical forest trails.Has the feel of a tree house as you relax among centennial monkey pods.5 bedrooms, 5 + 2 half baths,...
Uncle Richard's Waikiki Beach Studio w/Parking
Soak up the island vibes from this bright, breezy studio just a short stroll from Waikiki Beach. Nestled among vibrant shops, local eateries, and island nightlife, this modern retreat features a private lanai, fully equipped kitchen, fast Wi-Fi, and free assigned garage...
Beachfront Mana Kai Maui Unit #502
Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui - the Mana Kai. Located at the north end of Keawakapu Beach, you've got a mile long beach and some of the safest swimming and...
Sunny Hanalei home, steps from beach and town.
Just across the street from the sand, Hale Hoku is a 5 bedroom/4 bathroom beach cottage with a sunny and open floor plan. Built up on post and pier, it is as if you are residing in your own private and breezy treehouse!Three master bedrooms with king beds and ensuite...
180° Ocean views • Luxe condo • Steps to Beach
Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street...
Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation Rental
Aloha from paradise! Take in the breathtaking ocean views while having breakfast on the large lanai (balcony), or listen to waves crash as you drift off to sleep! You'll enjoy a spacious 1353 sq. ft, full kitchen, A/C in bedrooms, and many recent updates! Right on the...
Mahana 1119 Early Summer Deal at Luxurious Condo with Panoramic Ocean Views
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most...
Serene Ocean Vw, Pool, 1Bd/1Bth 20% off Feb - Apr
Keep your eye open for last minute discounts!Kai Moana Hale is a one bedroom one bathroom unit on the second story of a two story building. This is a well appointed and very lovingly updated condo that the owner stays in often. The kitchen is set up for cooking just...
Orchid Hale, A/C, Elegant, Extraordinary Home!
Whether you are traveling with your family, extended family, other couples, best friends or your sweetheart, Orchid Hale is an excellent choice of accommodation. You will always remember the special time you spend here; the spacious elegance, the extravagant feeling of...
Beachfront Condo at Beach Villas at Ko Olina | Hale Hoaloha by AvantStay
Welcome to Hale Hoaloha! With an ideal location in the charming Ko Olina Kai resort, this condo offers one-of-a-kind access to the shimmering waters and sandy beaches that make Kapolei so unique. Thirsty from the tropical heat? Grab your friends and sip fruity...
Rainbow Shack :: Kauai
NEW ~ Beautiful condo nestled in the heart of Princeville. Private garage fits one mid-size car. Located on a magnificent bluff between the mountains & the sea. A 10-minute drive to world-famous Hanalei Bay, & a 10-minute walk to Hideaways beach. The condo has all the...
HALII KAI 15B is booked until May 2025! Discounted rates May thru October!!
OCEANFRONT ** Handicap accessible shower *No stairs *No carpet* Uncluttered*Open the door Hali'i Kai15B and feel the Aloha greeting of the crashing blue waves! Relax in the serenity of your luxury retreat-the private lanai is on the water's edge-perfect for alfresco...
🏖️Beautifully Furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️
vrKCV - Waikoloa Colony Villas 1503, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas, where tropical luxury meets modern convenience. This beautifully furnished 2-bedroom, 2.5-bath townhome is nestled within the gated Waikoloa Colony...
❤️PiH❤️Secret Tropical Hideaway★ Bikes/Beach Toys ★ Nature and Private from Lanais
Presented by Paradise in Hawaii Luxury HomesWelcome to Secret Tropical Hideaway at the Fairways in Mauna Lani!Secret Tropical Hideaway offers the ultimate backdrop for your Hawaiian getaway. Perfectly designed to accommodate up to 6 guests, it's an inviting, luxurious,...
Serene Hawaiian Eco Village 15 minutes from Hilo
Welcome to the Hawaiian Wildlife Habitat Eco Village, which is part of the responsible tourism effort to take care of the Aina (Mother Nature in Hawaiian). We offer an individual detached self contained bedroom (hexagon) with full bathroom and a kitchenette. To start...
Spring Special! Live Inspired! Live Kapalua Beautiful Villa! – No Resort Fees
Step into luxury island living at this beautifully upgraded one-level, two-bedroom Golf Villa in the heart of Kapalua Resort. From the moment you walk through the door, pride of ownership is evident in every detail. This corner location villa offers privacy,...
Exquisite Condo with an Awesome Ocean View Emerald 289
Maui Kaanapali Villas is located on 11 acres of beautifully landscaped tropical gardens. The beach in front of the property is rated number one on Maui. There are many activities just steps away including snorkeling, swimming and scuba. Check out Castaways restaurant...
Walker's Lanikai Beach House – Historic Oceanfront Retreat
This property is professionally-managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1757. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
OCEAN VIEWS* LUXURY AND LOCATION AT HUALALAI RESORT ** TWO GOLF CARTS**
Located in the Award Winning Resort Community of Hualalai Four Seasons.Enjoy the sounds of the ocean serenade, the magic of sunsets, and whale watching during the winter months, from this recently updated garden level Hillside Villa. Appreciate the close proximity to...
Maui Resort Rentals: The Whaler 562 - Fully Renovated 5th Floor Studio, Fantastic Pacific Ocean and Black Rock Views!
Enjoy spectacular views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island Molokai, and the lush West Maui Mountains from this upgraded interior courtyard 5th-floor studio suite at the Whaler in the heart of Kaanapali Beach.Its fully renovated...
Hale Nani at Kukui'ula - Luxe Family Hideaway with Poolside Living in Poipu
Summary:TA-101-738-2400-01Hale Nani at Kukuiʻula is a contemporary 5BR, 5.5BA residence offering a peaceful escape in one of Kauai’s most prestigious neighborhoods. With golf course vistas, a private heated pool, and open-air living spaces, this home invites...
Five bedroom log cabin near Waipi'o Valley
The Log Cabin, a licensed 'inn', is located in lush and peaceful Ahualoa, just an 8 minute drive up the mountain from historic Honokaa town. The Log Cabin is a great setting for families, groups, weddings or other special events.You can enjoy a stroll around the yard or...
Breathtaking Sunset Views and Perfect Backyard Pool and BBQ
House sits a right up the hill from downtown which makes for an amazing sunset. The property has a saltwater pool, patio and BBQ. Inside is fully furnished for a comfortable stay. The garage is remodeled and includes a ping pong table, corn hole, darts and full of beach...
Blue Hawaii - Top Floor Lae Nani 334 - Beachfront Condo with AC & WD
Enjoy the best that Kauai has to offer from the comfort of your own top floor Wailua Bay condo! Fall asleep and wake to the sound of the ocean in your king bed and enjoy the oceanfront view from your private 3rd floor deck. This is one of the few units at Lae Nani that...
Includes Beach Gear! 332 Shores at Waikoloa
Shores at Waikoloa 332Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two boogie...
Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change
The Kihei Akahi, opposite Kamaole II Beach Park is a fantastic property for both couples and families. Mere steps from the beach, the property features 2 pools, 2 barbeque and picnic areas, tennis courts, beautifully landscaped gardens, ample parking and onsite...
1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned
Retreat and relax in this comfortable, serene, light and airy, completely remodeled unit. This ground floor unit in the quiet, beachfront Wailea Ekahi Village won't ask you to carry your bags up a single step, while still providing a private and open environment....
Luxurious Two bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury corner unit has an epic panorama ocean view with floor-to-ceiling windows on 2 sides of the unit for a spacious feel. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms, 2 baths, and 2 parking stalls directly in front of the...
Kolea 8C: 3 BR, 3.5 BA Condominium in Waikoloa, Sleeps 6
Kolea 8C is a three bedroom, three and a half bath penthouse villa with an exquisite ocean and mountain view. It is perfectly situated overlooking the Kolea Beach Club, Anaeho’omalu Bay and Hualalai. The African Mahogany trimmed glass panels that form the lanai doors...