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.
Sugar Beach Resort Condo w/ A/C, Shared Grill-Close to Beaches
Sugar Beach Resort 309Our 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...
Golf Course Front Condo Near the Beach W/ Shared Pool, Balcony & WiFi
Kapalua Golf Villas 16V3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'What better place than Maui to let all of life's worries simply slip away with the tide? Sitting in the heart...
Ilikai Hotel's Deluxe One-Bedroom Unit with views of the Ala Wai Yacht Harbor and Ala Moana Beach!
Look no further, welcome to your dream vacation spot! This great condo is located within the OCEANFRONT Ilikai Hotel on the 12th floor and offers exquisite views of the ocean overlooking the Ala Wai Yacht harbor and Pacific Ocean. You'll be love waking up to the...
Magnificent ocean-view condo with golf, pool, balcony, & grilling area
Kauhale Makai Penthouse 607Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy spectacular views of daily sunrises and sunsets when you book a stay at Kauhale Makai Penthouse 607!...
Plantation Hale w/pool next to Coconut Marketplace in Kapaa (J15)
Welcome to our beautiful coconut coast condo! This is a one bedroom condo in Kapaa on the island of Kauai. It has a King size bed in the bedroom and a double sleeper sofa in the living room. That means it comfortably sleeps up to 4. The condo features a full kitchen,...
Maui Sunset Vacation Rentals B506
The island life from your top floor suite, relax on the large private covered lanai deck at the end of a long day of island living. Or see the ocean from the a/c living room, its time to unwind.Popular B side building on the 5th floor. Large private condominium...
Kaanapali Plantation 7 - Remodeled - Summer Discounts!
** Last-Minute Cancellations...take advantage of special end-of-year rates! ** Kaanapali Plantation #7 - Single level, spacious, two bedroom/two bath with central air conditioning. The jewel of this condominium is the lanai which can be accessed from the main living...
Tropical mini resort home in paradise 1ac yard. Whole home beautifully upgraded
For a group of 8 or less, one story of this beautiful tropical themed home would be sufficient space. For more than 8 people we provide extra sleeping with beautiful pull out queen beds .And lower level for super amount of storage space. bathroom , dining and living...
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches and Beyond
Hale Kai O Kihei 206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Stunning! Diamond Head Oceanfront Lanai Condo - Sleeps 5
Legally permitted vacation rental - 2947 Kalakaua Ave #201A Spacious Condo with incredible Ocean views from our private oversized Lanai.Fitted with a new kitchen in March 2021 along with new living room furniture and 2 new comfortable Queen beds in the bedroom- We are...
Valentines Special! 10% OFF! Kahana Reef 212, Direct Oceanfront, 1B/1B, Sleeps 4
Indulge in the ultimate oceanfront retreat and discover your perfect Maui escape at Kahana Reef 212! A beautifully appointed second-floor condo nestled right on the ocean’s edge in the tranquil Kahana Reef community. This inviting one-bedroom retreat boasts expansive...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Townhome 187, Oceanfront, AC
Direct Oceanfront LocationFree Wireless High Speed InternetFully Equipped Kitchen & Washer/DryerPrivate Oceanfront LanaiOceanfront Master Bedroom• Great Oceanfront Location• Pool, Cabana & BBQs• 3 Lighted Tennis Courts• Tropical Gardens & Flowers• Golfing, Swimming,...
Ilikai 734 - Beautiful Ocean & Lagoon View Suite
Relax on the balcony and enjoy the gorgeous lagoon and ocean views. This spacious 7th floor suite overlooks the famous Duke Kahanamoku Lagoon and Beach with ocean views of the famous surf spot Kaiser Bowls.The suite is nicely decorated with one Queen size bed and one...
Westin Nanea in Maui Available December 23-Dec 30, 2024
Come visit the lovely Westin Nanea Villa on the Kaanapali Coast of beautiful Maui. This property features a spacious 2 bedroom villa with full kitchen, living room, dining area, balcony or patio and washer/dryer. A Large Pool and Hot tub and Just Steps to the Beach,...
Spacious 1-Bedroom in Downtown Honolulu - Perfect for Families and Travelers!
Experience the best of urban living in this large, 850 sq. ft. condo, fully furnished and equipped with modern appliances. This condo is ideal for families, business travelers, or anyone seeking a comfortable and affordable stay in the heart of...
Oceanview 2BR/2BA Condo: Steps from Beach, Pool & Tennis | Kihei Paradise
Experience the ultimate Maui getaway in this stunning 2-bedroom, 2-bathroom corner unit at Maui Vista Resort in sunny Kihei. Perfect for families, couples, or friends seeking a tropical escape. Condo Highlights:*Breathtaking ocean and sunset views from private...
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Hale Wailana 3AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your charming retreat in North Kihei, a delightful 2-bedroom, 2-bath condo just 50 yards from the pristine...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Club Resort+Amenities. 1BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟏-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most exclusive 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭...
Waikiki Banyan Ocean View Close to Beach + Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Napili Point Corner Unit with Panoramic Ocean Views
Welcome to your dream vacation getaway! This beautiful one bedroom condo is located right next to the pool, beach, and many other amenities, making it the perfect spot for relaxation and fun.As you enter the condo, you are greeted with a spacious living area filled with...
New! Sans Souci 1004 1B/1B/1P Stunning unit w/ Ocean front view
Sans Souci, located on the southeastern coast of Oahu, Hawaii, is a captivating coastal paradise on Kaimana Beach, near Colony surf condominium, Zoo, Waikiki Beach. Enjoy pristine sandy shores, crystal-clear waters, and lush greenery for sunbathing, swimming, and...
Ilikai Hotel City View Condo Steps Away from Beach w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
See Maui on a Budget. Stay at Honokowai Palms Across from the Ocean!
Close to scuba diving, surfing, and more, this smoke-free condo brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and let your feet make short work of the 1-minute walk to Honokowai Beach Park or the 10-minute walk to...
Kona Makai 6-305 GORGEOUS OCEANFRONT, TOP FLOOR, 2 BEDROOM
Absolutely stunning unit at Kona Makai! Unit#6-305 is a gorgeous fully remodeled top floor unit. It features a spacious 2 bedroom, 1 bathroom oceanfront space of 779 square feet & an 122 square foot lanai. This condo can sleep up to 6! Breathtaking ocean, mountain, and...
Epic Oceanfront Penthouse with Best Views in Hilo!
Treat yourself to Old World class with modern flair, towering over the shores of Carlsmith and Kealoha Beaches! Bright and breezy, this exquisitely remodeled corner penthouse features vaulted ceilings, skylights, ocean views from every room. Wake up to brilliant...
Partial Ocean View, Washlet, AC, W/D, Free Wi-Fi and Parking!
Chateau Waikiki #2902 – 411 Hobron Ln(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This desirable 29th floor 1-bedroom condo at Chateau Waikiki has central AC, 552 interior square feet plus lanai/balcony, a partial ocean view, and is on a quiet...
Kauai Exclusive - Pili Mai 11B - AC, Pool & Fitness Center in Sunny Poipu
Enjoy this brand-new, two-level suite with plantation-style architecture. Pili Mai 11B is a spacious 4-bedroom, 3.5-bathroom condo featuring two master bedrooms with ensuite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops, Bosch...
Oceanfront Maunaloa Condo, Steps to Pool & Beach!
No, that isn't a greenscreen — the oceanfront views at this condo are real, and are best enjoyed with a balmy breeze and a cool beverage on your next visit to the island of Moloka'i. Located in the Kepuhi Beach Resort, this vacation rental hosts a lofted bedroom, a full...
Lovely Hawaiian Monarch Studio | Pool + Gym
This beautifully remodeled studio offers mountain, city and partial ocean views and sleeps 2. This unit is located on the 20th floor. Elevators are available. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian...
Come To Maui, ⛰Hawaii 🌺<br>Hilton 🥰Beach Club Resort🏝<br>1Bdr sleep 4 Privately😍
Aloha 🌺Kaanapali Beach Club now owned by Hilton 🥰🏖🎉All One Bedrooms Sleep 4 with Privacy ;) priced here is a scenic view room upgrades to Oceanview are addntl based on season and Availability🌺🐝 This resort has one of the largest pools🏊🏼 on the island over 2.5...
Modern Hotel Near Ala Moana, Balcony, Pool, Gym
Experience convenience and comfort in this stylish unit at the Ala Moana Hotel. Ideal for up to 4 guests, it features two full-size beds, a kitchenette with a mini fridge and coffee maker, and a private balcony to enjoy the Hawaiian breeze. Located steps from Ala Moana...
Keauhou Akahi 302: Cute Condo w/ Private Lanai, Ocean & Golf Views, Shared Pool
Escape to Keauhou Akahi 302, a beautifully updated 2-bedroom, 2-bathroom ground-floor condo in the historic Keauhou area of Kailua-Kona. With serene golf course frontage, partial Pacific Ocean views, and mountain and garden vistas, this inviting retreat blends island...
Mauna Kea Villa 3040 - Hawaiian Masterpiece
This grand, single-level, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living and Sonos sound system, a chefs' kitchen with Wolf and Sub-Zero appliances/wine refrigerator, a dining area with adjoining wet bar,...
Large & Inviting, Walkable Location close to beach-Perfect for Large Groups!
Puamana 25B is an updated and comfortable home-away-from-home that has plenty of space for large groups to spread out! Located right in the center of Princeville, your cozy retreat is filled with island charm, while offering walking access to some of the North Shore's...
New! Bright, Coastal Retreat Plus Athletic Club
Bright Coastal Retreat with Poipu Athletic Club MembershipWelcome to your sunny Kauai escape! This beautifully updated 1-bedroom condo at Kiahuna Plantation (Unit #402) offers the perfect blend of island charm and modern comfort. Take in the gentle sway of palms and...
Dreamy, ground-floor escape with ocean views, furnished patio, & pool
Mahina Surf 108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan a perfect getaway to Maui at this charming, ground-floor condo surrounded by lush, landscaped grounds and swaying...
Ocean Front Napili Point C20 Amazing View A/C Freshly Remodeled for 2025!
If the calendar for C20 is not available for your dates, please look at the availability for C25 VRBO #641701.We recently made some major upgrades in late 2024 to the condo including all new tile flooring throughout the unit along with completely remodeled bathrooms...
Casa De Emdeko 204 - Air Conditioning! Elevators! REMODELED IN 2019!
Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Unit#204 was REMODELED IN APRIL 2019 with all new flooring, furniture, kitchen, bathrooms, paint, appliances! Central AC, WIFI, Elevators, Beach gear! Look no further!Unit#204 is a...
Napili Bay 202 - Direct Oceanfront - NEW LISTING - $750 Free Daily Activities
Napili Bay 202 - Direct oceanfront on stunning Napili Bay beach. The Napili Bay Resort is an oceanfront low-rise complex of just 33 units with breathtaking ocean and neighbor island views. This beachfront studio was recently remodeled and is a perfect place to relax and...
Coconut Plantation 1192-4: Spacious 3BR Home w/ Golf Course & Resort Pool Access
Experience resort-style living at Coconut Plantation 1192-4 by Gather, a luxurious three-bedroom, two-bath upstairs townhome located in the heart of Ko Olina Resort. Blending comfort, elegance, and authentic Hawaiian charm, this beautifully furnished home invites you to...
KS 546 Fun Maui Vacation BeachFront Resort w Pools
Kaanapali Shores 546 Maui Vacation at BeachFront Resort! Spacious 1BD/1BA with Ocean Views KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTY FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Volcano Escape Epic Tiny Home on Lava Field with Volcano Views
Experience a magical, memorable retreat at The Ohana House—a unique, off-grid tiny house on the Kalapana lava beds near the base of Kilauea Volcano. Enjoy epic views of the volcano & expansive black lava fields, double rainbows and epic stargazing while enjoying modern...
Newly renovated Studio Sleeps 3 Guests, w/Pool & just 1 block to Beach
Legally permitted vacation rental - 2425 Kuhio Ave 708Swanky Studio just ½Block to Waikiki Beach - Bamboo Waikiki 708 Located Kuhio Avenue in the Heart of Waikiki This Bamboo Apartment offers the perfect place to call home whilst exploring the many exciting elements of...
Oceanfront corner condo with cohesive design
Napili Paumala 128 is a remodeled Studio condo which features amenities such as an open-concept layout and a ground floor lanai. This condo does not have A/C. Located on the ground floor, this condo can accommodate 4 guests with a Queen size bed and Queen size sofa...
Maui Resort Rentals: Honua Kai Hokulani 636 – Ocean & Mountain Views w/ King Size Balcony!
Hokulani 636 is a luxurious two-bedroom oceanview corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains.The generous 1240 sq ft interior...
Elegant Puamana Home with top quality finishes, AC, w pool in tropical oasis.
Discover paradise in this elegant Puamana 185-4, offering expansive ocean views from every room. The open-plan layout creates a seamless flow between living spaces, while the downstairs lanai beckons with its tropical ambiance and stunning greenbelt vistas. It is...
Delightful condo near beaches with pool & hot tub & private balcony
Kona Bali Kai #171Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shrug off your concerns and slip into some beachy flip-flops, because this one-bedroom home is sure to put a smile...
Pali Kai Cottage 16AB - Private Oceanfront Cottage
Newly renovated !!! New pictures to follow.The Oceanfront Pali Kai cottages are perched on a bluff over looking beautiful Kalapaki Bay. This cottage features 4 bedrooms/ 4 bathrooms , free wifi, AC/washer/dryer. Located on a private/gated street. Set in the heart of the...
Maui Banyan-Top Floor Unit, Right Across from the Beach!
Beautifully remodeled top floor unit in low-rise building, directly across the street from the world-famous Kamaole Beach Park II. Cherry cabinetry, quartz counters, brushed nickel fixtures, all tile, no carpet. 65' Smart TV in living room. Wireless internet available...
The Jungle House {AC/ Ocean View}
Welcome to our breathtaking Hawaiian retreat! Nestled on the shores of paradise, our house offers a stunning ocean view experience. Immerse yourself in island living with this beautifully appointed home, featuring modern amenities, spacious interiors, and a private...