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.
Elegant 2bd golf course villa with vast Maui views
E Komo Mai "welcome” to Kapalua Golf Villa 23T 6&7! This luxurious 2-bedroom, 2-bath condo can accommodate up to 6 guests and is located right on the Kapalua Bay Course. Step inside to enjoy the bright and airy main living space that features a Queen sleeper sofa with...
Magic Sand Beach Condo Kona
Welcome to our beautiful remodeled condo in Kona, a tropical paradise! Located just across from the stunning magic sand beach, our condo is a haven for beach lovers and adventures alike.Imagine waking up every morning and take a few steps out to the gentle sound of...
Oceanfront Escape: Kihei Surfside #211 – W/ Gorgeous Views & Groundsnnn
Kihei Surfside #211 – Stylish Remodel with Ocean Views, A/C, and Spacious LivingKihei Surfside #211 is a beautifully remodeled one-bedroom, one-and-a-half-bathroom condo offering a seamless blend of modern upgrades and oceanfront serenity. Perfectly positioned on the...
KV E601 Updated Condo AC Pool Sunset Views Near Beach
Kahana Villa E601 Beautifully Decorated Air-conditioned Condo with Stunning Sunset View FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
Sunny Hawaii BeachFront Property
Welcome to Paradise! Enjoy 180 degree ocean view from the Diamond head to Sunsets. From the 1sr floor you will see the endless views of the Pacific Ocean. Leave the windows open and sleep to soothing crashing waves just a few feet from you and enjoy the cool ocean...
Maui Kamaole L209: 2 Br Loft condo. Walk to Kamaole Kam III Beach Park
Located on the second floor, this two-bedroom condo features two full bathrooms and a loft bedroom. The loft bedroom has a queen bed and a full bathroom ensuite as well as a small private lanai. The second bedroom is located on the main floor and also features a queen...
2bed/2bath Penthouse Ocean View...upgraded
Summary:My place is close to restaurants, shops and transportation. The Hawaiian Monarch Hotel is conveniently located near the main strip of Kalakaua Ave and the Hilton Hawaiian Village is 15 minutes away with the Waikiki Beach fronting the Hilton.Nearby popular places...
9th-Floor Mountain View Suite and Expansive Lanai at Honua Kai
This condo is zoned hotel and is in legal compliance with all Maui County ordinances.Ninth-Floor Mountain View Suite and Expansive Lanai at Honua KaiE komo mai (welcome) to Kai Mauna (“The Mountain Sea”), where the tranquil beauty of the West Maui Mountains meets the...
Maui Resort Rentals: Honua Kai Hokulani 640 - Luxurious 1BR w/ Partial Ocean & Mountain Views!
Hokulani 640 is a luxurious one bedroom suite that offers views of the tranquil blue Pacific Ocean as well as views of the lush West Maui Mountains. You will have plenty of space to relax in the 700 sq. ft. interior. To fully enjoy the warm Hawaiian breeze, fold away...
Magnificent 2BR Condo with Outdoor Pool and Stunning View
Experience the very best of the North Shore at this upgraded private & spacious condo in Princeville. This luxe island style retreat is located near all the attractions the infamous Garden Island offers. Enjoy the pool or take a stroll down to Anini or one of the many...
Enjoy Multiple Private Lanais W/AC–Kanaloa at Kona
Kanaloa at Kona unit #406: One look inside this massive two-bedroom/two-bathroom tropical-themed vacation retreat and you’ll see why it’s a favorite. This retreat has chic island décor with attractive furniture and modern touches that provide a comforting aesthetic. The...
Cheerful, Classic Hawaiian Retreat w/ Incredible Views & Updated Kitchen/Bath
Located on the seaside cliffs of Kauai’s beautiful North Shore, Ali'i Kai 4303 is a comfortable, top-floor retreat with the most incredible ocean views in every room! It's truly a whale watcher's dream come true. Inside you'll find two attractive bedrooms, each with...
Maui Vista 1310: Beautifully Renovated 1 Br condo with Partial Ocean Views
Beautifully Renovated one-bedroom condo with partial ocean views. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen has been renovated with all new granite countertops, white appliances, cabinetry,...
Kona Paradise - Stunning Ocean Views from Lanai - Captain Cook, Hawaii
Escape the lights and traffic of downtown Kona and unwind in this peaceful oceanside retreat. This 2-bedroom, 2-bath home offers breathtaking ocean views, nightly sunsets, and the serene beauty of Hawaii’s natural landscape, all from your private lanai.Perched above...
OCEANFRONT Condo with Incredible Views - Maui Kai 805
Oceanfront Maui Kai 1 bedroom, 1 bath on North Kaanapali BeachWalk to restaurants and storesHeated Swimming Pool & Jacuzzi with BBQ AreaACFree parking and NO Resort Fees!Beautifully renovated one bedroom/one bathroom oceanfront condo boasts unobstructed, 180 degree...
Newly Remodeled, 27th Floor, 1 Bed 1 Bath Deluxe Ocean View, Free Parking & Wifi
Deluxe Ocean View Unit 2714 Tower 2 Unit, Free Parking & Wifi - 2019 Brand New RemodelThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy...
Pacific Views w/Private Lanai – Kaha Lani 208
Castle Kaha Lani Resort #208 - Stylish Island living defines this 739-sf condo with lanai off the living area and master bedroom. Replay the day overlooking expansive lawns, heated pool and gorgeous Pacific. Homey perks include a full kitchen for meal ease, WiFi, flat...
Poipu Sands Beach Villa
Experience Paradise Living: Your Dream Hawaiian Getaway Awaits!🌴 Welcome to your own slice of Hawaiian paradise at Poipu Sands! 🌴Nestled on the stunning shores of Kauai's Poipu Beach, this exquisite three-bedroom, three-bathroom condo offers the ultimate island retreat....
Waikiki Condo | Sleeps 6 + Pool Access
Nestled in the heart of Waikiki, this 2-bedroom, 1-bath condo is the perfect island retreat. Enjoy a fully equipped kitchen, a private balcony with outdoor seating, and vibrant tropical decor. Just steps from shopping, dining, and Waikiki Beach, this cozy getaway offers...
Sugar Beach Resort Condo w/ Ocean View, Shared Pool/Hot tub-Swim, Surf, and More
Sugar Beach Resort 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Maui Sunset B302, 1 BR, 2 BA, Partial Ocean Views!
One bedroom, two bath partial ocean view third floor condo. Full kitchen, washer / dryer, air conditioning in living room and bedroom, sofa sleeper, and a queen bed in Master. A couple of minutes away from Kamaole Beach I, II & III which are some of the great beaches on...
Oceanfront updated 2 bedroom/2bath condo on 6 mile beach
Welcome to Kihei Beach Resort 301. This 3rd floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features central...
Punahele A301: Panoramic views, 3 BED, 3 BATH, open living areas + ocean vistas
Welcome to Keauhou Punahele, A301! Located in Keauhou with great views of the golf course and the ocean. This three-bedroom, three-bathroom condo has an open layout of the living area and lanai. Amenities include televisions, high-speed internet, and more.Enjoy your...
Lovely oceanfront condo with view, hot tub & pool
Kona Bali Kai #403Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Homey comforts abound in this oceanfront condo with a private lanai with sweeping ocean views, perfect for enjoying...
Luxury, upgraded Waikomo Streams condo with pool - walk to Poipu Beach
Waikomo Stream Villas 322Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find island-inspired luxury, every modern comfort, and a gorgeous tropical setting at this beautifully...
Maui Resort Rentals: Honua Kai Hokulani 613 - Premier 6th Floor Interior Courtyard 1BR w/ Stunning Ocean Views!
Boasting an incredible 6th-floor location in the only column of interior courtyard 1br suites at the Honua Kai Resort, Hokulani 613 is simply one of the best. Enjoy gorgeous Pacific Ocean and Molokai views from this incredible 1br vantage point.The kitchen is fully...
ILIKAI 2BR/2BA ISLAND STYLE CITY VIEW APARTMENT. OCEAN FRONT PROPERTY.
Island style nice property. It has 2 bedrooms and 2 bathrooms and it can accommodate up to 6 guests! Unit has two balconies, two TV's. Hotel itself has two pools, breakfast place, coffe shop and it is beach front!Located at the gateway to Waikiki, the Ilikai is just...
Aloha Suites ~ 2 Bedrooms~ Cloud Forest
Welcome to Aloha Suites, a completely private retreat with its own entrance, two bedrooms, one bathroom, and no shared spaces. Originally built as an ʻohana unit (Hawaiian for in-law quarters), this serene hideaway is just 7.5 miles from Kona International Airport and 6...
Kihei Surfside 210 : Walk to Keawakapu Beach Park from 1 Bedroom Condo
New split AC system installed in 2024! Come experience the dynamic direct oceanfront views from this 2nd-floor vacation rental located in S. Kihei. Recently upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway photo art reflects the...
Ocean Front Complex 2nd floor unit Summer Special
Garden View Condo in Oceanfront Complex – Walk to Town | Alii Villas | Summer SpecialWelcome to your island retreat at Alii Villas, one of Kailua-Kona’s most desirable oceanfront vacation rental communities. This second-floor 1-bedroom, 1-bath condo offers a relaxing,...
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
The Kihei Akahi complex and condo is one of the best and most desirable locations in southern Kihei. This condo is nicely updated and conveniently located just across from Kamaole Beach Park II. Listed as one of the Worlds Top 10 Beaches. The condo also has one of the...
Maui Sunset A507 -Top floor1 BR, 2 BA Ocean View Condo
Top floor One bedroom, two bath ocean view floor condo. Located near good walking, snorkeling, windsurfing, kite surfing beach fronts this complex in North Kihei. Only minutes away from the infamous Kamaole Beach I II, & III, just some of the great beaches on the sunny...
Plantation Hale Suites F7, Ground Floor, AC, Walk to Beach
Plantation Hale Suite F7 located in Kapa`a, Kaua'i, Hawaii on the Royal Coconut Coast. Walk to the beach, shops, restaurants, grocery stores, and more! Unit F7 is a relaxing location to view morning sunrises. Accommodates up to 4 guests, including children and...
Hale Kamaole 222 Second floor condo, easy access to best beach on Maui!
At this Maui Vacation Rental you will enjoy the location and the ocean view. The owners just did several upgrades throughout the unit. This unit has a king bed in upstairs bedroom, two twins beds in the lower bedroom and the loft area has a new queen sofa sleeper. The...
Oceanfront MAK-A3 - South Maui Condo on Sandy Beach- Awesome Views; 2BR/2BA
Ground floor Makani A Kai unit A-3 offers a charming beachfront experience, perfect for your Maui vacation. Imagine stepping off your lanai and onto the white sands of a beautiful beach. A corner unit, A-3 boasts extra-large windows, offering stunning and expansive...
Quiet condo with covered lanai, shared pool, and hot tub
Sandpiper #116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfect for families or couples vacationing together, this vacation rental combines two neighboring condos to give...
Steps to the ocean sunny Kihei, Maui Sunset A104
Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private patio leading to the manicured grounds.Large...
Charming #203: Ocean & Mountain Views, Steps to Beach, Near Dining & Attractions
Savor your stay even more with a delicious perk! Book 5 nights or more, and receive a $300 gift card to a local restaurant. Treat yourself to a memorable dining experience while enjoying your vacation—on us!Partial Ocean and Mountain Views from your own private lanai....
🏖️Updated Top Floor | Ocean Views | Concierge Incl | vrKCV
vrKCV - Casa de Emdeko 310, Professionally Managed by Kona Coast VacationsCasa De Emdeko - One Bedroom Deluxe with Ocean Views- AC Included!This lovely unit is a one bedroom deluxe with great ocean views! Dine inside or out and enjoy the famous Kona sunsets from the...
Fairway View from Lanai w/Wet Bar! Kitchen+Laundry Perks, Ceiling Fans, WiFi–Kanaloa 901
Castle Kanaloa at Kona #901 - From the moment you step inside this two-bedroom two-bathroom unit you’ll feel at home. Enjoy a mix of island-style furnishings and contemporary touches that make this unit comfortable, casual, and stylish. Common areas have large ceramic...
Fully Upgraded, Sleeps 4 in 2 Queen Beds, Plus Great Pool deck area.
Legally permitted rental - Bamboo Waikiki2425 Kuhio Ave. 505** For your health and safety ** We utilize additional Sterilization procedures between reservations.Perfect location for everyone! Recently Renovated, Fresh & Clean.The Bamboo Hotel has a "Zen" atmosphere that...
Tropical Paradise at Kamaole Nalu #102 - Steps from Kam 1 & 2 Beaches!"nnnn
Kamaole Nalu #102 – Ground Floor Oceanfront LivingKamaole Nalu #102 offers the ultimate in convenience and comfort with its ground-floor entry and direct oceanfront views. This two-bedroom, two-bathroom condo is just steps from the shoreline and provides the perfect...
Lovely penthouse with ocean views, beach access, 2 balconies & amazing location
Island Surf 601BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is zoned in a Community Business District, ensuring short-term rentals are permitted now and in the...
Studio w/Partial Ocean View & Free Wifi!
Remodeled 7th floor studio at the Aqua Palms Waikiki with a partial ocean view! This studio can accommodate up to 4 guests with 1 king size bed and one queen size sleeper sofa. In-room conveniences include a Mini-fridge, Microwave, Coffee Maker, Flat Screen TV/Cable,...
Maui Luxe Beach Condo & Pool
Summary:🔹 Prime Location – Walk to Kamaole Beach & dining🌅 Serene Lanai Views – Relax in a peaceful oasis🛌 Luxury King Bed & Linens – Sleep like royalty🏊 Resort Pool & Hot Tub – Ultimate relaxation🚗 Free Parking – Easy & convenient access📶 Fast WiFi + Smart TV – Stay...
Waterfront in heart of Hilo, 1 block to hotels. Built on pond w/ fish & turtles.
UNIQUE Two story home built over a pond that has both freshwater and saltwater fish plus turtles swimming together. Walk into the pond from the steps on lower level, very unique. Tastefully renovated home. 3 bedrooms/ 3 baths upstairs plus living area, large kitchen and...
High Floor Waikiki Studio with 2 Beds & 1 Free Parking!!
Spectacular studio High Floor (392 Sqft) located in the heart of Waikiki at the Marine Surf Waikiki. Bright unit with a window AC (upgraded Feb 2022), 2 Full size beds & 1 Sofa. This studio unit also has a kitchen. Laundry room is on each floor. One Free assigned...
Ilikai Hotel - Gorgeous Sunset Views! Free WIFI!
This spacious condo is located on the 11th floor of the Ilikai Hotel. With a gorgeous view of the yacht harbor, you'll always want to relax with a cocktail and enjoy the beautiful Hawaiian sunsets. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware,...
Kamaole Sands 2BR, 2BA on One Level Overlooks Pool Rates $189-$239
Kamole Sands has acres of luxurious tropical gardens and private spots for picnics by the fountain pond. Swim in the large swimming pool or relax in one of the two jet spas. There is also a children's wading pool. Stroll along golden sand beaches and enjoy an ocean full...
Ku'ulei @Turtle Bay - Pool, AC, Beach - Kuilima Estates West
Looking for a resort-style getaway that truly has it all? You’ve found it! This beautifully appointed retreat offers breathtaking sunset views, stylish new furnishings, and a fully equipped kitchen—plus a host of thoughtful amenities to make your stay unforgettable....