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.
Kuau Surf 2.0 Maui North Shore Locally-Owned
My one bedroom apartment is very well located on the beautiful and wild north shore of Maui. It is 2 minutes walking distance to Mama’s beach, right in front of the world famous Mama's Fish House Restaurant. Hookipa Beach Park, which features great surfing and...
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...
Deluxe 1 Bedroom Ocean View Condo with hot tub and pools & short stroll to beach
Kapa'a Sunrise condo is a spacious, enchanting, ocean view home located close to the beach and the dazzling pacific ocean. This charming condo features one bedroom and one full bath with an extra large balcony on a quiet side road on Kauai's gorgeous East side. Close to...
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...
Nani Kai Hale #301 on Sugar Beach
Welcome to Nani Kai Hale 301, a wonderful 1 bedroom 2 full bath condo right on the Pacific Ocean! Enjoy views of both Haleakala and Molokini from the comfort of the air conditioned living room. Relax and dine in the fully remodeled kitchen and living room area....
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...
50% drop in price 2 bedroom Westin Kaanapali Ocean ResortVilla's12/31/23-1/7/24
Imagine waking up to palm trees swaying and the ocean's sound, straight out of a dream! Paradise, Whales, Sea Turtles, and Rainbows.Indulge yourself in the ultimate getaway! Whether you prefer the beach, the pool, or shopping downtown. The Westin has almost everything...
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...
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...
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...
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...
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...
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...
Partial Ocean View from private lanai, Queen Bed.....fully furnished condo
This condo is equipped with everything you would want/need for your stay, from fully set up kitchen, full size washer/dryer, TV in living area, electronics, iron/iron board, beach gear, free internet, linens, etc. The large second floor lanai is the most wonderful place...
#26 1 King Bed/1 Bath with Sofa Sleeper and Ocean View
Aloha! You have found 'Hale Sweet Hale' an OCEANFRONT Hawaiian-style bungalow nestled on the Southeast coast of the 'Big Island' of Hawaii. This full one bedroom condo has been completely remodeled. The entry level bedroom has a king bed with adjoining bath. The living...
Exclusive! Penthouse!! 1 Bedroom Waikiki Marine Surf with Free Parking!
As you arrive you will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!!The fully equipped white monochrome kitchen will be your favorite to cook at. A dining area with a glass table perfectly fits the overall monochromic...
Sunset View of Ocean, 1 BR End Unit on top floor, Elevator Access. Free Wifi.
Beautiful 1 bedroom condo on top floor with superb view of ocean and year round sunsets. This condo is in the oceanfront complex of the Kona Reef on the top floor. It is an end unit and has windows in each room for view and cool breezes. There is a Master bedroom, a...
Gorgeous, 2 bed/2 bath Loft located in Tropical,Lush Complex
This modern and updated garden view 838 square foot unit is equipped with its own private lanai with lush tropical foliage right outside that adds to the peacefulness of this tucked-away second floor gem. Prepare a delicious meal in a spacious electric kitchen with...
Sunsets from 8th Fl Ocean Front Studio @ Valley Isle Resort *Free WiFi/Parking
Close to sailing, scuba diving, and more, this beach condo brings it all within reach. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 7-minute walk to Kahana Beach, or easily tackle the quick...
Ilikai 1437 Ocean & Marina Views King Bed / Sofa
STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Fully equipped. AC, cable, WIFI, 24/7 Security, Keyless Entry No Check...
Remodeled in 2023 Top-Floor Condo with Stunning Ocean Views #805
Mana Kai 805, Newly Remodeled, top floor condo with stunning views! It doesn't get any better than this! Mana Kai is one of Kihei's most exclusive resorts, located right on Keawakapu Beach! This beautifully remodeled 2bd/2bath is perfect for families and couples...
Casa De Emdeko 330 - DELUXE, Top Floor, Oceanview, AC, Extra spacious!
Owners have extensively updated the condo from top to bottom. Flooring, Bathroom, Kitchen, Furniture, Lanai all updated! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds...
Garden-view condo with private lanai, pool, hot tub, gym, & on-site dining
Hali'i Kai 17BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living at its finest in this stunning condo located in the prestigious Waikoloa Beach Resort area of...
Absolute Oceanfront, gorgeous 2 BR 2 BATH with AC
Your luxurious oceanfront two-bedroom, two full bath tropical getaway is located on the second floor and right in the middle of a four-story building. Our condo has been completely remodeled with elegant yet tropical decor, and comes with a mini-split A/C. You probably...
Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs
Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
Waiohuli Beach Hale #C-211 Oceanfront Ocean View 2Bd/2Ba Full A/C, Sleeps 6
Waiohuli Beach Hale #C-211 is an upstairs ocean view 2 bedroom, 2 bath unit with a full kitchen and window unit air conditioning throughout. There are three flat-screen televisions, all with DVD players, and free wireless Internet. In the master bedroom is a queen bed,...
Poipu Shores A206: Oceanfront Condo w/ A/C & Community Pool
Enjoy outstanding ocean views from this beautiful, oceanfront Poipu vacation rental condo. Poipu Shores A206 by Gather serves as the perfect location for your Kauai getaway, with convenient access to world-class beaches, restaurants, golf, shopping, and adventures.A...
Maui Resort Rentals: Honua Kai – 6BR + Den Resort Residence, 4500+ Combined Sq. Ft., Oceanfront Views, BBQ on Balcony!
This package combines 3 adjacent residences at the luxurious Honua Kai Resort to create a 6 bedroom masterpiece with an additional den. Large families and groups are treated to the space of a luxury home with all the advantages of resort living.These adjacent residences...
Special Rate.Charming 1BD With Ko'olau Mountain Range View with Free Parking!
High Floor 1 Bedroom with the Great View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.An enchanting living room with views of the Ko'olau mountain...
Cozy room with beach access, Haleakala sunrise view, pool & amazing location
Island Surf 601AOur 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...
Kaleialoha 308, Direct Oceanfront, AC Spring Deals! Book April/May and SAVE BIG!
Step into this upgraded direct oceanfront condo and discover a haven of comfort and luxury. Relax on a plush king-size bed surrounded by newly furnished interiors. The kitchen features granite countertops, stainless steel appliances, and modern cabinetry, ensuring a...