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.
Central Waikiki 16th Floor Corner studio w/ Kitchen, free parking & pool
Waikiki studio, Located on the 16th floor of the Marine Surf apartment 1601 Offers FREE parking and is a corner unit with complete kitchen and full bathroom - swimming pool and laundry available on site
Luxurious Oceanfront Corner Unit SURF RESORT, #F-212
Makena Surf F-212Welcome to Makena Surf F-212—an oceanfront corner unit offering unmatched views, exceptional privacy, and refined interior comfort. Located in the highly sought-after Makena Surf Resort, this two-bedroom, two-bathroom condo delivers the perfect...
Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking
This Unique and private beachfront condo with turtles everywhere and its a perfect swimming beach. Come enjoy the newly remodeled oceanview unit that has a wonderful ocean crossbreeze from the trade winds and air conditioning also now we are happy we have a brand new...
Spacious Studio at Ka'anapali Shores Beachfront Resort
Aston Kaanapali Shores resort will charge USD 9.95 per day for self-parking, and $10 per day if you want to use Gym.Surf all day or explore in town, then come home for maximum relaxation at this spacious studio condo in the legendary Kaanapali Shores waterfront resort....
KKSR#36 SPACIOUS, 3 BED TOWNHOME, SLEEPS 8!!! AIR CONDITIONING!!!!
Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8!!! Newly Remodeled Bathrooms in 2024 with Walk in Showers in Both! Air Conditioning Split Units Installed Throughout Entire unit, all bedrooms, and living room.Upgraded appliances,...
Ground floor beachfront escape at Maalaea
Hono Kai A3 is a charming ground-floor, 1-bedroom, 1-bathroom condo that features a window A/C in the bedroom and ceiling fans throughout for added comfort. Unit A3 can accommodate up to 4 guests. The bedroom boasts a queen-size bed and a queen-size sofa sleeper in the...
Pono Kai A-201 .. Air conditioned Oceanfront Condo on the Coconut Coast
Enjoy beautiful sunrises at this completely remodeled air-conditioned condo centrally located on the Coconut Coast of Kauai’s East Side. This oceanfront two bedroom condo is in close proximity to many activities, shopping and dining. Take romantic walks along the...
Plantation Hale Suites G5, King Bed, AC, Near Ocean, Shops & Restaurants
Plantation Hale Suites Unit G5, Kapaa, Central Kauai Vacation Rental near the Coconut Market Place. Ground Floor, Upgraded Split System Air Conditioned Unit throughout unit! Engineered hardwood flooring in the living room and bedroom. Accommodates up to 3 guests,...
Alii Villas#340 Gorgeous Top floor Condo, Ocean Views, Nice Updates!
This top floor Alii Villas condo, Unit #340, has NEW owners and a NEW look. It welcomes visitors with a bright, clean, open air floor plan that boasts a large lanai facing the ocean. Watch the beautiful western evening sky from your balcony or join other guests, as they...
Beachfront Oceanview HK-B4 - Maui Vacation Charming Condo at Ma’alaea Bay
Experience the ultimate beachfront getaway at our charming resort! Wake up to the soothing sound of waves and the invigorating scent of the ocean. Our two-story, second-floor loft condo offers ocean views and plenty of natural light. With comfortable sleeping...
Peekaboo Ocean View in Beautiful Tropical West Maui!
Only 100 steps from the ocean on Beautiful West Maui. Watch whales from the ocean wall while Turtles swim on the reef right in front of you! This comfortable Beach Coastal themed condo has a comfortable King Size Bed and Sofa Sleeper. The kitchen is stocked with...
Waikiki Ocean & Yacht Harbor Views! Short Walk to Beach, Shops & restaurants!
Ilikai Marina #988 – 1765 Ala Moana Blvd.You'll love this condo's tropical décor and the sweeping panoramic views of the ocean, yacht harbor and Magic Island, not to mention the beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling...
Ilikai Hotel - Perfect Waikiki Getaway, Waikiki Oasis! Minutes to Beach!
Stylish and modern, you've found your perfect Hawaiian getaway! This condo is located on the 6th floor of the Ilikai Hotel.The condo can comfortably sleep 4, with a queen bed and sofa sleeper in the living area. The newly renovated kitchen is open, furnished and...
Kihei Akahi D414 1br/1ba garden view condo at Short walk to beaches, shops
Enjoy Ocean Views from this one-bedroom Ocean View Condo. This unit sleeps four (4) people with a king bed in the bedroom and a sofa bed in the living room. The bathroom has a large walk-in shower. Enjoy the conveniences of a full kitchen and dining area.Situated in the...
Kekoa Camp Home
Come and enjoy staying in a remodeled Sugarcane Plantation-Style house in the quaint town of Papa’aloa. This is a great (basic accommodation) home base and an opportunity for adventurous travelers. This home is off the beaten path, away from tourist areas, in a local...
Kihei Alii Kai D104 - Private Large 1 bedroom close to the Beach and Restaurants
Book with us and come to Maui to explore everything we have to offer!A fantastic 1 bedroom 1 bath, air conditioned ground floor unit at Kihei Alii Kai, featuring a queen bed in the bedroom. Enjoy the relaxing sunny garden area and relax in the coolness from the Air...
🌴Beautiful condo located at higher elevations, Expansive Ocean Views🌴
Enjoy expansive ocean views from the lanai of this beautifully renovated two-bedroom condo set on the second story at Kona Coffee Villas. The condo community of mostly local residents is set at a comfortably cool 1,500foot elevation, a 15-minute drive from the beaches...
Haleakala Shores A403: Spacious 2-Bed/2-Bath Condo with Mountain and Water Views
Haleakala Shores A403 offers a great location with peeks of the water and West Maui mountains. This 2-bedroom/2-bath condo is perfect for families or couples traveling together. It's spacious, open, and inviting with vaulted ceilings. Enjoy dining or your favorite...
Charming 2bd, 1st-level condo at oceanfront resort
Papakea J105 is a ground-floor, 2-bed, 2-bath condo that offers high-speed Wi-Fi, easy access, and garden views. This condo can accommodate 7 guests. With a king-size bed in the master bedroom, one queen-size bed and one twin-size bed in the second bedroom, and a...
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Royal Kahana Resort- beautiful, 1 bedroom 1 bathroom with spectacular ocean and island views!Pool and BBQ areaFitness RoomShuffleboard and ping pongACWalking distance to restaurants and stores*Effective January 1, 2024, guest parking at Royal Kahana will be $18.00 per...
Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort
Kihei Surfside #609 – Oceanfront Serenity with Bedroom AC and Spectacular ViewsWelcome to Kihei Surfside #609, a 1-bedroom, 1-bathroom oceanfront condo offering expansive views of the Pacific Ocean and West Maui coastline. Perfect for a couple or solo traveler, this...
Luxurious 2 bed 3 bath Waipouli Beach Resort Rental
Welcome to our luxurious 2 bed 3 bath Waipouli Beach Resort D405 rental, located in the heart of Kauai, Hawaii. This rental is a well-decorated condo that offers luxury and comfort to our guests. The unit features a clean design with a Hawaiian inspired color scheme and...
Ocean & Lagoon Views! Full Kitchen, Free Wi-Fi, Close to Beach!
Ilikai #624 – 1777 Ala Moana Blvd.You'll never want to leave this cozy studio at the Ilikai! The Duke Kahanamoku Lagoon and ocean views are a sweet reminder that you're vacationing in one of the most beautiful places on earth! 500 interior sqft plus 120 sqft of...
Ocean-view condo with balcony, pool, & sun loungers - walk to beach
Kahana Reef 413Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in sunset views over Lanai and Molokai and spend your days scouring the coast for sights of whales and turtles...
Hale Ono Loa 106 - Relax Steps Away from the Ocean
Book with us and come to Maui to explore everything we have to offer!Hale Ono Loa means, "House of good living" in Hawaiian. This 1 bedroom 1 bathroom ground floor condo between Kaanapali and Kapalua is nicely appointed with everything you need for a Maui getaway! Fully...
Charming 1-bedroom immediately on the shore Poipu's PK surf break, water views
Your cozy getaway awaits in Koloa at this superb condo. With 1 king bed in the bedroom, guests can relax in style. Enjoy the convenience of amenities like WiFi, a hair dryer, and an iron. This adorable space is perfect for a relaxing retreat. A great place to call...
Grand Champions 68! Enjoy stunning golf and ocean views from this inviting condo
Grand Champions 68! Beautiful golf and ocean views.As you enter you will be greeted by the charm of this condo! Open and inviting! Floor to ceiling sliding glass doors lead to your private lanai. Take in the tropical setting overlooking the golf course and ocean views...
Stunning High-Floor Unit with Spectacular Ocean, Diamond Head, and Waikiki Views
Welcome to Waikiki Landmark, where paradise meets luxury living. Come stay at this stunning high-floor views of the Ocean, Diamond Head, and Waikiki. This exquisite 2-bedroom, 2-bathroom unit with 1 parking spot embodies the essence of island living. Located at the...
Condo Located in Waikiki, 2 Bedrooms with doors, Beach, Restaurants, Night Life
Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents that kill bacteria and...
Amazing golf course front condo with lanai, AC, pool, & hot tub
Waikoloa Fairway Villas F3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax, unwind, and enjoy the beauty of the Waikoloa Fairway Villas at this golf-course-front condo!...
Ilikai Hotel, Great Location Near The Beach! Enjoy The City Views!
This condo is located on the 4th floor of the Ilikai Hotel. Come & unwind in this tastefully furnished Hawaiian style condo within the popular Ilikai Hotel! Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. This airy and fresh...
Unobstructed Ocean View Suite Book Now & Save
Prime Location & Nearby AttractionsLocated in the heart of Waikiki, your stay places you minutes away from the best Oahu has to offer.Top Things to Do:Experience a Hawaiian Luau – Enjoy an authentic luau at Hilton Hawaiian Village or Paradise Cove at Ko Olina.Visit...
Cozy 1-Bedroom at Ilikai Hotel With Ocean Views!
Full kitchen and bathroom renovation completed in December 2023! Enjoy new stainless-steel appliances in the kitchen and a luxury shower experience in the bathroom! This condo is located within the iconic Ilikai Hotel on the 9th floor. You will feel right at home in...
"Da Koa Bar" Paradise at Turtle Bay Unit 113 - Kuilima Estates West
NO HOST FEES!!!! BOTTOM LINE PRICING!!! Plus Oceanfront Outer Island "Book Ends Tour" PROMO $ 75 PER NIGHT !!! Contact Tom for details. Located amongst a Superior Turtle Bay Resort and centrally located along t he World-Famous North Shore of Oahu, the possibilities and...
Sunny condo with oceanview, pool, washer/dryer, & balcony
Kona Mansions D-123Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the Big Island, the best place to get your whole Hawaiian getaway experience. With the ocean...
Holoholo Hale by Gather w/ Marina Views, Jacuzzi, AC, & Nearby Beaches
Welcome to Holoholo Hale, a private waterfront retreat tucked into the peaceful marina community of Hawaii Kai in South Oahu. This single-level home pairs open, contemporary living spaces with tranquil outdoor areas designed for relaxation and gathering. With four...
Feel The Aloha!! Enjoy Hula Girl. Marine Surf Waikiki with 1 Parking!! (MS02)
The Aloha Hula!! Marine Surf Waikiki!(MS02). Feel Hawaiian Air inside the Room. Enjoy the Hula theme room with the great price!!The room rate is less than a half of other Central Waikiki Hotels!! Also a full kitchen and a free parking is included!This tropical studio is...
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
This extra-spacious two-story, townhome-style condo - Wailea Ekolu 1514 - offers a rare blend of privacy, luxury, and panoramic ocean views, with no shared walls and no unit above. Set in one of the most desirable locations in Wailea, this 1,489-square-foot retreat...
6th Floor View Across from Kamaole Beach Park II
Relax and Enjoy the Gorgeous 6th Floor Lanai View! One bedroom unit with a sofabed in living room. Amenities include: Wifi, Cable TV, VCR. Two Swimming Pools, Tennis Court, Gas Barbecues, and easy walking distance to shopping/dining/bars/beaches.Steps away from Kamaole...
Oceanfront Studio at Magic Sands: Relax to Waves, Dine by Pool!
This oceanfront studio at Magic Sands, located on the iconic Ali'i Drive, offers a humble abode with a kitchenette, bathroom, queen-size bed, a small dining table and a sleeper sofa. It's the perfect spot to listen to the waves lulling you to sleep while enjoying...
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
“Kuakahi” – Unit 106 – is a ground-floor, partial ocean view studio in the Mauka (upper) building. Our most affordable unit, it has a queen-size bed, a spacious covered lanai, porcelain tile floors, granite countertops, bar seating, expanded glass wall and vinyl...
Gorgeous Ocean/Marina Views at the World-Famous Ilikai!
Ilikai #1327 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 13th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful...
KBM Resorts | FREE CAR | Kuilima Estates | 1-Bedroom Condo with Golf Course view, Inside Turtle Bay! KUL-E117
Chic 1-bedroom villa in Kulima Estates on Oahu's North Shore, pool access, a private lanai and steps to Turtle Bay Resort and beaches-perfect for a serene island escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date...
Palms at Wailea 601, perfect location in Wailea! Ground floor 2 bedroom!
Palms at Wailea 601 offers the perfect location in Wailea. This 2-bedroom/2-bath ground level unit surrounded by the lush landscaping makes this a great Hawaiian getaway!Maui's most exclusive location with the best weather is the award-winning Wailea Resort. Ideally...
Sweeping Ocean Views from Prime High-Floor Corner Unit at the Waikiki Banyan
Alohana Waikiki Banyan 2514. This 25th floor, one bedroom corner unit condo at the Waikiki Banyan Tower 2 has 2 full size beds and a queen size sleeper sofa. It will accommodate up to 4 people. Enjoy the LCD flat screen TV or cook a gourmet meal in the fully equipped...
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Book with us and come to Maui to explore everything we have to offer!Welcome to your beautiful vacation home at Maui Vista. This amazing unit features brand-new carpet and a split AC system in the living room, glass titled back-splash, remodeled bathroom and nice...
Expansive ground floor condo with central AC, pool & hot tub access, and WiFi
Shores at Waikoloa 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor condo is perfect for a small family or two couples, offering bedrooms on either side of the...
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Hana Maui1 & 2 Night Staysit's PerfectOn 4 acres of tropical gardens/farmland for you to enjoy during your stay. A very friendly 100 lb dog and 9lb cat. Both will approach you for affection. When You Want To Explore Hana For More Than An Afternoon, Enjoy a 1 or 2 Night...
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...
Take a Look! Ocean View with cute Kitchenette
Legally permitted vacation rental ⛱WAIKIKI GRAND HOTEL®134 Kapahulu Ave #715⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach....