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.
Perfect Waikiki Location, Right Near The Beach!
Located on the 13th floor of Discovery Bay, this beautifully furnished condo offers a spacious layout with stunning views of the 11th-floor pool deck and a glimpse of the ocean beyond. The recently renovated bathroom features a sleek walk-in shower for added comfort....
Molokai Shores 119
Molokai Shores #119: You’ll love stepping from the ground floor lanai onto expansive lawns fringing this casual 562 sq. ft. suite with beautiful ocean views and tropical décor. Wake up to easy access to the lush ground floor grounds and sip on your favorite local...
Stylish studio with private balcony & WIFI - steps to Waikiki beaches
Palms at Waikiki #311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of island life at Palms at Waikiki with this charming studio unit located in the heart of...
Renovated Beachy Studio at Hawaiian Monarch | Pool
Enjoy ocean and pool views from this spacious studio at the ideally located Hawaiian Monarch. Nestled at the beginning of Waikiki, this unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Kamaole Sands 2 BR/2 BA on one level pool view (Unit 5-312)
Kamaole Sands has acres of luxurious tropical gardens and private spots for picnics by the fountain pond. Stroll along golden sand beaches and enjoy an ocean full of water sports including snorkeling! Shopping and restaurants are just minutes walking distance away....
Ocean Frontage with Mountain Viewsn
Comfortable 1 bedroom apartment in the Iconic Ilikai Hotel and Luxury Suites. This is an owner unit with access to most of the hotel amenities. Parking in the building is by paid valet only, but there is also self parking available in the marina.The building has 2...
Aloha Surf 1205 Two Beds, Pool, Walk to WAIKIKI BEACH!
Aloha Surf 1205 - Your Ideal Waikiki GetawayDiscover the epitome of a relaxing beach retreat at Aloha Surf 1205, a delightful studio unit situated in Waikiki. This vacation rental seamlessly blends comfort, convenience, and Hawaiian charm, offering an ideal escape just...
Kahana Reef 102: Ground floor Ocean Front One bedroom Condo sleeps 4
Ground floor Ocean Front One Bedroom Condo. This unit is next to the pool and has a beautiful sunbathing spot in front of the lanai. The bedroom has a king bed and the living room has a pull-out sofa bed, allowing this unit to sleep up to four people. The furnishings in...
Hawaiian Dream Villa<3 mins from Disney Aulani
Welcome to our luxurious 2-bd villa in the breathtaking paradise of Ko Olina! Nestled along the pristine shores of Oahu, our tranquil retreat offers the perfect blend of comfort, convenience, and Hawaiian elegance and is ideally located to explore all that Ko Olina has...
Spacious retreat home with private pool & screened lanais - conveniently located
He'eia Haven Retreat - Units A & BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Kailua-Kona with a stay at this spacious Hawaiian-style beach retreat home!...
High Value at Great Price: Three Bedroom condo at Papakea Beach Resort
Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match. The master bedroom has...
Perfect Private Getaway Minutes to Hanalei Bay!
Experience the very best of Kauai from the comfort & convenience of this beautiful private retreat in the heart of Princeville! Perfectly situated near Hanalei Bay & iconic surf spots along the Garden Isle's north shore, explore nearby beaches, hike scenic trails or...
Perfect North Shore Getaway with Pool Near Hanalei Bay!
Discover the very best of Kauai from the comfort & convenience of this luxe private retreat! Perfectly situated in the heart of Princeville just minutes from Hanalei Bay and some of the world's most iconic surf spots. Step outside to enjoy warm trade wind breezes, relax...
Maui Banyan T-305A | Steps From All the Fun!
Maui Banyan T-305A is the perfect vacation spot for a small family. Your studio condo is newly updated and features air-conditioning. Best of all, your resort is across the road from Kamaole Beach II, one of the most celebrated and beautiful beaches in the world....
Newly Renovated condo with pool and hot tub - short distance from the beach
Plantation Hale G14Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Switch over to island time with a stay in this welcoming Kapaa condo. You'll have easy access to the beach, perks...
Kauai resort condo up to 6 . Near beach, restaurants and shops and town close
Stay in your private condo that comfortably sleeps 6 with private parking. Comfortable duplex with two spacious bedrooms. Feel at home with home cooking in a spacious kitchen. Plenty of dining space and living space with large comfortable couch an large TV and fast...
Renovated 2-Bedroom Condo with Ocean Views and Complimentary Parking
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking!This cozy 2 bedroom 31st floor condo with gorgeous ocean and Diamond Head views is only 2 blocks away from the world-famous Waikiki Beach. This condo comes with a fully furnished kitchen which...
Maui Sunset A108 | Lanai, Resort Amenities!
Looking for your next vacation spot? We have the perfect choice for you! This vacation condo in Maui, Hawaii is suitable for a family stay or couple’s retreat. So, no matter your reason for getting away, consider Maui Sunset A108.There are so many beautiful sights to...
Island Energy in Suite w/Lanai, Washer/Dryer, WiFi, Kitchen–Kamaole Sands 7302
Revel in the casual comfort of this air-conditioned 818sf suite that brims with homey touches. Enjoy the flexibility of a full kitchen, plus a furnished lanai overlooking the landscaped courtyard, ceiling fans, WiFi, flat screen TVs, DVD player and a washer/dryer....
Hosted By Parrish Kauai: Noho Kai at Anini Beach - Classic Hawaiian Beach Cottag
Our Anini Beach rentals include this beach cottage that is located just across the road from Anini Beach with its two-mile stretch of soft white sand and the largest living coral reef on Kauai. This home is just steps away from the beach access path that leads you to...
Downtown Kailua Kona Inn
This wonderful 3-bedroom gem is in a perfect location, just10 minutes walk to the historic Kailua-Kona town. Located in a peaceful neighborhood with private parking available on property. We have had each level listed on VRBO for many years, both maintaining 5 stars and...
Hawaii Kai Dream with large lanai, ocean views, & a home office - near beaches
Hawaii Kai Dream - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Prepare to be wowed by unforgettable views at this 4BR/3BA home, ideally situated in Honolulu’s...
Refreshing Kuhio Village Studio | Private Lanai
Recently renovated Waikiki studio with private lanai and fantastic location at the secure Kuhio Village building. Located right on Kuhio Ave., our guests enjoy easy access to the upscale Duke’s Lane, newly built International Market Place, Kalakaua Ave and...
Cozy Pahoa Hideaway Near Black-Sand Beaches!
Away from the major resorts and congested touristy areas sits this sweet and simple 1-bath studio cabin in Pahoa. Inside, you'll find all the essentials of an easy-breezy vacation rental, including free WiFi, complimentary toiletries, and a well-equipped kitchen for all...
Oceanfront Modern & Elegant Vistas No cleanfees7+
Summary:Recently completely remodeled with high end furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach. Beach chairs, umbrellas,...
Renovated Hawaiian Monarch Mauka Studio | Kitchen
Enjoy panoramic mountain & city views and a full kitchen in this cozy, high-floor Hawaiian Monarch studio. This home features AC, TV, cable, & Wi-Fi. Only a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. Guests enjoy access to...
Bright Hawaiian Monarch Studio | Full Kitchen
Enjoy amazing views of the Ala Wai Canal and Diamond Head from this bright Waikiki studio. This unit features ac, flat screen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a...
Joy House-Remodel Studio Full Kitchen, Free WiFi
This unit is located on the western side of Waikiki between Waikiki and Ala Moana. This building is ver popular from repeaters. The famous pancake shop call “Cream Pot” is on the 1st floor of this building and it’s a very good place to have breakfast. The bad stop...
3rd-floor condo in oceanfront complex with WiFi, pool & hot tub
Paki Maui 314Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect setting for your Maui getaway at this charming, island-inspired condo located in the oceanfront Paki...
Kuhio Village 510 KING Bed with Renovated Kitchenette
Kuhio Village 510 KING Bed with Renovated KitchenetteEnjoy this great, comfortable studio featuring a large KING bed and a Kitchenette with a large refrigerator, microwave, hot plate with pots and pans, coffee maker and tea kettle! Sleeps 1-2 guests and includes an air...
Homey Comfort+Style! Upgraded Kitchen, WiFi, Roomy Lanai–Kamaole Sands 7208<br>
Located on the second floor – with both elevator access and stairs – this 818 square foot one bedroom vacation condo looks out over our resorts well-manicured gardens. Furnished with island style décor, the living room includes a flat screen TV, sofabed, and a...
Kihei Surfside 613: Newly Furnished & Decorated Ocean Front 1 br Condo
New split AC system installed in 2024! Newly furnished and decorated oceanfront unit. Paradise-inspired décor mixed with traditional design. This 1 bedroom, 2 bath condo will accommodate up to 4 people with a queen bed in the bedroom and a queen pull-out sofa in the...
Walk to Turtle Beach from Kailua-Kona Apt!
Say Aloha to your new home base along the Kona coast! This well-appointed apartment offers 1 bedroom, 1 full bath, a private patio and a prime location, just a block from Turtle Beach and 1.5 miles south of Magic Sands Beach Park. When you need a break from the sun and...
Kihei Akahi Condo w/ Shared Pool, Private W/D-Surf, Bike, Golf, More
Kihei Akahi D215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
"BALIHAI GETAWAY " Hideaways Beach 125
FREE PARKING AND NO RESORT FEES. BALIHAI GETAWAY is a spectacular hawaiiana condo located beachfront. Pali Ke Kua is a 22-acre resort condominium located on the north shore of Kauai in Princeville. It sits on a bluff 200 feet above the ocean and has breathtaking views...
Renovated home across the street from the beach with shared pool & hot tub
Kona Bali Kai #341Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the island's western side by the shores of Holualoa Bay, this home features a private balcony,...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Swim, Surf, and More
Kihei Akahi D613Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Block to Beach! Koko Resorts at the Waikiki Banyan 21st Floor Deluxe Ocean View
WB 2108-1 Deluxe Ocean View Waikiki Banyan Condo, Free Parking & Wi-FiThe 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.Aloha and Welcome to...
Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua
Enjoy Expansive Golf Course, Ocean, and Sunset Views - Kapalua Resort, MauiWelcome to our 3 - bedroom plus loft Kapalua resort Villa. This stunning 2,800 sq ft attached Villa has amazing ocean and golf course views so you can watch the sunset from your private lanai...
Airy House with Ocean View and Private Pool in Kailua-Kona
Experience airy island living! This 2,800 sq ft 3 bed 2 bath sleeps 6 comfortably, featuring indoor/outdoor living, vaulted ceilings, and a homey cabin atmosphere. Windows consume wall space and skylights allow natural island light to fall in throughout the home. The...
Dreamy oceanfront getaway with pool, patio, & full kitchen
Mahina Surf 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched right on the water and filled with island decor, this adorable getaway will be just the place to let all of...
HAK 171 Relaxing Maui Getaway Ground Floor Condo Near Beach and Pool
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Mana Kai Maui Resort condo with grill & WiFi - great location
Mana Kai Maui Resort 211bOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Oceanfront & Full Ocean View Gem - 2br in Kihei
Welcome to Kamaole Nalu 402. Located on the fourth floor and accessible by elevator, this inviting beachfront condo features two comfortable bedrooms and two bathrooms, ideal for up to five guests. Conveniently walk to either Kamaole II or Kamaole I beaches to enjoy a...
Hapuna Beach Residence A12 at Mauna Kea Resort
This oceanfront masterpiece offers a luxurious blend of indoor and outdoor living. With floor-to-ceiling sliding window walls, a sleek chefs' kitchen equipped with professional-grade Wolf, Sub-Zero, and Miele appliances, wine storage, and hand-crafted cabinetry, it is...
Penthouse Studio @ Royal Kahana Ocean Resort, RELAX with Beautiful Views
Fantastic penthouse ocean views from this studio condo in Kahana. Royal Kahana #1202 is decorated in a tropical theme, it makes a relaxing vacation for a couple or family of three. Both the kitchen and bathroom (no tub) have been remodeled with new appliances and...
Royal Kuhio 1712 - Spacious Corner Unit w/ Stunning Ocean City Views in Waikiki
Royal Kuhio - Located in Heart of Waikiki 17th floor.Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1712, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Queen-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean...
Peaceful Views W/Full-Kitchen Lanai–Kamaole Sands
Kamaole Sands - #5213 on the 2nd floor: Sliding glass doors immediately welcome guests to their serene lanai. Sip on a tropical libation and enjoy your current read. This one-bedroom/two-bathroom unit has all the amenities guests will need on their island getaway. Chic...
Molokai Shores 229
Stylish décor raises the luxury bar in this 570 sq. ft. condo with private lanai overlooking ancient fishponds and the Pacific. You’ll love cooking ease in the upgraded kitchen with modern appliances and breakfast bar. Other perks include cable TVs and ceiling fans....
Heart of Waikiki w/ Kitchen - Free Parking - Corner Unit - King Bed - Mountain View
The Royal Waikiki Condominium, is nestled in the heart of Waikiki, Hawaii's number one vacation destination. Units are just a few minutes walking distance to numerous restaurants that range from casual to fine dining, shops, nightlife and the world famous Waikiki Beach....