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.
Perfectly located to provide spectacular views in every direction.
Sitting at the end of Pua'ana Point, high atop a bluff where picturesque Hanalei Bay meets the Pacific, this Princeville oceanfront condo is perfectly located to provide spectacular views in every direction...a panoramic sweep of Hanalei Bay, Lumahai Beach and the...
KBM Resorts | FREE CAR | The Whaler | Ocean view | Studio with Stunning Sunset! WH1-1218
** 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...
Relax in This Newly Upgraded Condo with Lanai Near Magic Sands Beach
Enjoy the private lanai across from iconic Magic Sands Beach. Central air conditioning and all the amenities you need for a relaxing Hawaii vacation. Upon entry, you are welcomed by the Hawaii vibe throughout. Kick back in the Primary ensuite on the queen bed, enjoy the...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Ko Olina Beach Villas O1406 offers a beautiful blend of modern elegance and island serenity, perched high above Kapolei with sweeping ocean views from your private lanai. This 1,265 sq ft penthouse-level retreat accommodates up to six guests and features upscale...
Maui Kamaole I212: Enjoy Ocean Views from this 2nd Floor 2 Bedroom 2 ba condo
Ocean views from this second floor condo are sure to be a sight you'll never forget. Rattan furnishings with Tropical accents adorn this unit to create an island feel perfectly fitting for your Maui vacation. Your view from the living space balcony could compel you to...
Condo w/ Lanai at Beginning of Road to Hana!
Your heavenly Hawaiian holiday awaits at this seaside sanctuary situated just 1 block from the diamond-dusted shoreline of the Maui coast. This 1-bedroom, 1-bath condo is well-appointed with upscale furnishings and a private outdoor lanai with plush patio seating....
NP B5 Ground Floor OceanFront Condo w Ocean Views AC Pool
Napili Point B5 Spacious Ground-Floor OceanFront Condo with Ocean Views, AC & PoolSpend the day oceanside in the comfort of cool air all year long! This is a coveted oceanfront condo that is right on Napili Point. This one-bedroom, one-bathroom ground floor unit is the...
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Maui Vista Resort is South Maui's Best Value, offering 1 and 2 bedroom condos. Consisting of 3 buildings, pools, tennis courts, and BBQ areas at each building. This complex is in prime location to everything in Kihei located across from famous Kamaole 1 and Charley...
HK 322 Luxurious Kaanapali BeachFront 2BD w Pool AC
Honua Kai 322 Luxury Resort Honua Kai 2Bedroom in Kaanapali, Maui 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 Farm Tour, Pineapple Farm...
Updated Wailea Condo in Oceanfront Complex!
Enjoy your open and airy living area with breathtaking views of the picturesque foliage through your lanai door in unit 52A! Ample seating available as the dining table for four and two seats at the bar area provide comfort and relaxation as you entertain family and...
Maui Sunset Vacation Rentals B207
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023. Easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior....
Waikiki Moana Inn
Location, Location, Location. Relax to the gorgeous views of flowing canal waters, or walk to the beach. It's at your fingertips. Built for your comfort, and located for your convenience. Experience windows wrapped around the new corner unit on the 18th floor. 2...
Tropical Ocean View! Escape to the Rainforest getaway of your dreams!
We are pleased to now offer THE HOUSE OF THE FULL MOON on VRBO!!!Indulge in the serenity that will be yours as you sleep with the sound of singing frogs and crashing waves. Awaken to birds chirping and warm, tropical breezes. Appointed with everything you need in a...
🌴 Very Comfortable and Spacious Townhome in a Resort Like Community🌴
Enjoy a free late checkout on bookings made before December 15th 2025!This bright and spacious townhome offers quiet island living and resort-style amenities a mile from Kahaluu Beach and Kona Country Club. Your 1,778 square-foot townhouse has an open floor plan for...
Partial Ocean View W/Private Lanai-Kamaole Sands
Kamaole Sands unit #10-201: This charming unit provides the space and design allows you and your family or friends plenty of room to relax among the modern décor and high-quality finishes. Cooling flooring, ceiling fans, and a wall AC unit will keep you comfortable even...
Explore Maui from our Cozy Oceanfront Room | Pets Are Allowed
This listing is for a room within a hotel.✦ Your room is 272 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
Lae Nani 123 Ocean and Pool Penthouse
Paradise Found! Oceanfront Resort Lae Nani - Penthouse Ocean and Pool View Unit 123! NEW AC! The Best of the Best! From the moment you walk in you will know you made the best choice! This Royal Hawaiian Penthouse Ocean and Pool View Condo has a Stunning Ocean View with...
North Shore 2-Story Rustic Yurt Glamping Lodge Tropical Nature Rental Near Beach
Tropical North Shore Island Nature Retreat! 2.5 blocks to the beach & famous surf breaks. Close to historic Haleiwa town & many other gorgeous North Shore beaches & world-class surfing!Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan....
Diamond Head Ocean Views! Parking/Wifi included
Panoramic views of Diamond Head Crater and the ocean is the WOW factor to this unit on the 31st floor in the Royal Kuhio!Newly upgraded bathroom to a “luxury 5 star spa”. Also the unit has “washer/dryer combination”.The spaceOpen floor plan featuring a "pocket door" for...
Cozy Condo At Waikiki Beach 2 Beds & 2 Baths, with 1 free parking space
This is newly listing of remodeled 1000 sf property , fully furniture and kitchenette plus 150 sf patio . Located on 4th floor . Just 2 minute walk to the famous Waikiki beach . Step away to many restaurants and shopping . Every thing in house is new , 2 smart TV...
Maui Sunset Vacation Rentals B304
Comfortable relaxing interior when you are not enjoying the resort amenities or relax on your private view lanai view deck. Free WIFI in the B304 and at the pool.Condo B-304 has the view and privacy that guests love. We supply a starter set of shampoo, conditioner, and...
Discounts! Experience WaikaloAloha! Cozy. Comfy. Convenient. Views.
The Hawaiian term ‘aloha’ runs deeper than a word of salutation. Over many years of visits to the Big Island, we are grateful to have experienced aloha: kindness, mutual regard, warmth in caring. Now, with our renovated condo in Waikoloa Village, we are eager to offer...
Golf course adjacent condo with heated pool, hot tub, fitness room, tennis
Fairway Terrace G101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pack up your clubs and make your way to this golf course adjacent condo where you'll also enjoy access to a host...
Beach Condo by the Shared Pool w/ Free WiFi, a Full Kitchen, & Furnished Patio
Kihei Kai Nani 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next beach getaway awaits at this ground-floor, tropical-themed condo located just steps from the resort pool...
Spacious 2 bedroom Villa with large loft over Pool and Abay with amazing sunsets
Located in the beautiful resort of Waikoloa Beach near Marriott and the Hilton hotel in the Kohala Coast is a beautifully furnished 2 bedroom condo with 2 full bathrooms along with a 2nd level loft that can serve as the 3rd bedroom if necessary. The condo overlooks the...
OCEANFRONT RESORT, 2BDRM, fresh towel changes, WIFI, wshr/dryr, pool, bar&grill
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Princeville Paradise Studio @ Wyndham Ka Eo Kai
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Stylish condo just a short stroll from top beaches
Welcome to Pacific Shores B110, a delightful 2-bedroom, 1-bathroom ground-floor condo that can accommodate up to 4 guests. As you step inside, you'll be greeted by an inviting open-concept living space. The living room, designed for both relaxation and entertainment,...
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 & Grounds
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...
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...