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.
Sea Turtles Await you! A106
A LITTLE ABOUT THIS CONDO....A 106 has had a beautiful updated kitchen!! With a fully equipped kitchen. The living room has a large flat screen TV. This condo also has it's own washer & dryer (laundry soap provided)From the kitchen, living room and patio you will have...
Ko'olau Mountains & Ala Wai Canal Views - City Lights Sparkle at Night!
Waikiki Banyan #3205-T2 – 201 Ohua Ave.Enjoy beautiful views of the Ko'olau Mountains by day and city lights by night from this contemporary 32nd floor, air-conditioned one-bedroom suite (557 sq.ft. plus lanai with table and chairs). 4-person max.The Waikiki Banyan is...
Marriot Maui Ocean Club - 2 bed, 3 bath, Ocean Front ! Avail 12/22-12/29/24
Enjoy the best location in Maui, at the best time of year!THIS IS SPECIFICALLY ONLY FOR THE DATES AND WEEK OF; DECEMBER 22nd 2024 to December 29th 2024 (7 nights total) 7 night minimum.*This is an Ocean Front Unit at the Maui Marriott! Excellent views.*2 bedrooms, 3...
Kauai Beach Villas F-7 ... A/C & Oceanfront Lanai
Relax on your oceanfront lanai to a beautiful panorama of nature's splendor. Enjoy views of the waves rolling in and the expansive ocean beyond as well as miles of white sandy beach along Kauai's Coconut Coast. Colorful sunrises, palm trees swaying in the balmy breezes...
Maui Sunset B223 3 BR, 3 BA Ocean Front Condo w/ Spectacular Sunsets!
Wonderful, breathtaking views in this 3 bedroom, 3 bath condo. Owner's put the touch of Hawaiiana w/ mango cabinets & doors and new tile floors thru out. Primary bedroom has a Cal King bed, 2nd ~ 2 twin beds and 3rd Queen bed + sofa sleeper in living room. 4 flat screen...
Two Bedroom Maui Eldorado Condo
There will be a $65 check-in fee and a $20 per day resort fee payable to the front desk on arrival. Located in the center of popular Kaanapali Beach, this well-appointed 960 square foot garden view suite can comfortably accommodate four adults or a small family. The...
AMAZING OCEAN VIEW - Kona Alii Condo 1 bd/2 bth KA605
TA- 015-657-3696-01TMK: 750080010053This lovely sixth floor ocean view condo in Kona Alii has an amazing view of Kailua Bay and is centrally located to all restaurants, cafes and shopping within Kailua Village. It is decorated with Hawaiian Island style. This one...
Fantastic Views, Prime Location, No resort fees, Wifi included
The studio is located in the heart of Waikiki. We are steps away from famous Waikiki beach, world class shopping and restaurants. This unit has been newly remodeled with a brand new bathroom, large shower, granite counters, beautiful new flooring, all new furniture and...
Luana Villa 14D w/ Private Garage, BBQ & Easy Pool Access~Honua Kai's Newest Gem
SUMMER FLASH SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL JUNE 29TH 2025Welcome to Luana Garden Villa 14D, located on the upper floor of Enclave Three at the prestigious Honua Kai Resort in Kaanapali, Maui. This luxurious...
Romantic Maui Getaway! Direct Beach~Ocean Front! ~ Ground floor! Hotel Protected
ROMANTIC MAUI GETAWAY! DIRECT OCEAN FRONTWALK OUT YOUR LANAI DIRECTLY TO THE BEACH!Perfect for romantic excursions, honeymoons and anniversary's. Just bring your swimsuit and walk out your front lanai and be on Sugar beach in seconds. No railings, no stairs, no...
🏖️Great Location! | Ground Floor w/ AC | Beautiful Resort | vrKCV
vrKCV - The Shores at Waikoloa 117, Professionally Managed by Kona Coast VacationsExperience the perfect blend of comfort and convenience at Shores #117, a beautifully appointed ground-floor unit in the heart of Waikoloa Beach Resort. With easy access to the community's...
Waikiki Condo - 18th FL
Charming studio is centrally located and has amazing views. Walking distance to Waikiki beaches,Ala Moana mall and convention center. It has been completely renovated with all the comforts you'll need to enjoy your stay.We offer a designated parking space upon request...
Ocean View KUL417 - Top Floor End-Unit —Fab Beach Front in Quiet Resort; 1 BR
Book now and enjoy tropical sunsets and winter whale watching from the comfort of your own lanai. You'll feel like you're in an aquarium with the ocean so close, and bonus, our top-floor condo offers an even better view with a second large window in the living room. Our...
Maui steps from the beach! Remodeled, well appointed.*Hono Kai B9*
In this beautiful second-floor garden-view unit, you will feel immersed in the rich tropical foliage as you enjoy your private patio only steps away from complex beach access! Nestled at the entry of the complex and garden koi pond, just doors from the complex beach...
Stellar Mountain, River & City Views Luxe Condo - Shared Pool, Hot Tub & Sauna
Four Paddle Condominium 2210 Thirty plus night rentalOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the best views in the city when you stay at this luxe condo, conveniently...
Maui Vista 3310: 1 Br Partial Ocean View Condo, Walk to Beach & Restaurants
Quiet and peaceful one-bedroom condo located at the Maui Vista. This condo is located in the rear of the property, set back from the majority of the noise. It is the perfect place to relax on your lanai (balcony). This one-bedroom condo offers peek-a-boo ocean views...
Kiahuna Vista by Parrish Kauai - Fairway & Distant Ocean Views w/ Pool, Spa
Located on the 17th fairway of the Kiahuna Golf Course, this home in our Kauai vacation rentals features four spacious bedroom suites, a sparkling pool and Jacuzzi spa. Tastefully decorated with designer furnishings throughout, it’s the perfect setting for a large...
Hale Kamaole 206 Second floor condo, easy access to best beach on Maui!
Ocean View from the couch, mountain View from the lanai. Artistically decorated with beautiful art pieces and glass art. King bed in bedroom with a queen hide-a-bed in living room. Flat screen TVs in front room and bedroom. Kitchen and bath remodeled, with tile walk-in...
Lovely penthouse with ocean views, beach access, 2 balconies & amazing location
Island Surf 601BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready for an amazing stay at this beautiful condo, the best in Kihei! Enjoy fantastic panoramic ocean and mountain...
Large ground-floor condo with a pool, hot tub, fitness room, & tennis
Shores at Waikoloa 136Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This large and open ground floor condo at the Shores has everything you need to make your Big Island trip a...
NS C116 Spacious Studio Near Beach w AC Pool
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 Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Marriott's Maui Ocean Club - Lahaina/Napili Villas - Full Kitchen, Washer/Dryer
Marriott’s Maui Ocean Club - Lahaina/Napili Villas is one of the most popular timeshare resorts in the Marriott Vacation Club. Kids and kids-at-heart will get a kick out of the resort's 3.5-acre super pool complete with a water slide, waterfalls, and children's area....
Sweet Studio Whaler #813 , Romantic Ocean Views
Whaler #813 is an adorable studio suite with ocean view located on the popular courtyard side of Tower One. Sitting on your lanai you can enjoy views of the lush West Maui Mountains to your left and Kaanapali Beach and the neighbor island of Lanai to your right. King...
Bright, beachy condo with gorgeous ocean views
Valley Isle 1207 is a beautifully decorated 1-bathroom studio that offers panoramic ocean views from your private lanai and ceiling fans throughout.. This resort has elevators for easy access. Unit 1207 can accommodate up to 4 guests. Relax in the studio's comfortable...
Walk Out Lanai to Beach Ground-Floor - Royal Kahana 106
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Ground-Floor Oceanfront Bliss with Lanai Views and Resort Perks! E Komo Mai—welcome to your slice of Hawaiian paradise! From the moment you arrive, the spirit of...
Ground floor oceanfront condo w/private lanai, outdoor pool, hot tub, great view
Pali Ke Kua 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether it is the spectacular orange skies at sunset, a million stars at night, or the sound of the waves crashing on...
Luxury Waikiki beachfront for 2. Waikiki Shore!
Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach. This Suite is perfect for two people that want a...
the Birdcage - Waikiki Hideaway, Steps to the Beach
Location is everything!The Birdcage is a breezy and bright studio giving you clear views of the Koolau Mountains. With historic Waikiki Beach just outside the hotel lobby, the Birdcage is the perfect home base for exploring Honolulu and the rest of Oahu.Double paned...
3 BR/2 BA, Beautiful Condo with Wi-Fi,Pool,Minute to Beach & Town
This spacious, beautiful three bedroom condominium has been designed for privacy and casual living, furnished with comfortable Island style furniture, including a large private lanai, air conditioning, ceiling fans, large closets, and washer/dryer. It is also equipped...
Aloha Condos, Kona Coast Resort, Townhome 4-102, Ocean View, AC
2500 Square Foot Private and Spaciious Townhome. Sitting on the 16th Fairway of the Kona Country Club. Views of the ocean from Office and Stair Landing. High quality 600TC linens. Large and expansive new (2010) master bathroom. Air Conditioning available for...
Makahuena 5101 by Destination Kauai - A/C Oceanfront
E Komo Mai, Welcome to Makahuena 5101“The Makahuena” is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba condo is on the ground floor with breathtaking...
Beautiful ground floor with Views! Steps to Ocean and Pool #117
ALOHA AND WELCOME TO HALE KAI # 117ARLENE'S MAUI OCEANFRONT CONDOHale Kai #117 is just steps to the sand, ocean and pool. From this one level, ground floor, non-smoking, oceanfront condo, you can snorkel, swim, watch turtles and even whales during that season. This well...
Centrally Located Kailua-Kona Condo w/ Lanai!
If you’re looking for an unbeatable location and sandy shores, there’s no better place than this lovely Kailua-Kona condo. Just a short walk to the heart of downtown, this 2-bedroom, 2-bathroom vacation rental ensures a stress-free stay on the Big Island! You’ll...
Corner unit! Direct Views! Best Rates for Summer!
Kaleialoha #304West Maui Welcomes You Back! Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Third floor corner unit with one side all windows! View the...
Waikiki Condo - Ocean View - Minutes from the Beach!
Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...
UPDATED-RARE GROUND FLOOR 2 BEDROOM-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our...
Relax, feel total peace and comfort in my newly upgraded condo - ocean view
My condo was totally updated in 2019 with new flooring and it has: granite kitchen counter top, stainless steel appliances and real wood cabinets, furniture and large energy efficient washer/dryer. In addition you will find it is perfectly located as it is a few feet...
Ko Olina Beach Villas O704: Serene Oceanfront 2BR w/ Resort Views from Lanai
Welcome to Ko Olina Beach Villas O704 by Gather, an enchanting Hawaii retreat nestled in the heart of the prestigious Ko Olina Resort. Located in the Ocean Tower, this stunning villa offers a unique blend of luxury, comfort, and breathtaking ocean views. This two...
Professionally Cleaned Ilikai14th Fl 1BR Beautiful Sunset and Great Location!
*******IMPORTANT NOTICE**********Upcoming Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor will begin a major spalling repair and full exterior painting project starting the week of July 28th. This is a large-scale effort that will take...
Discover Coastal Comfort: Oceanview Retreat at Kamaole Nalu #304
A Note from the Owner:Our unit is on the 3rd floor of a six story oceanfront condominium building named Kamaole Nalu which is located in South Kihei. It offers beautiful views of the Pacific Ocean and a friendly casual atmosphere. Adjacent to this unit is Kamaole Beach...
KRL D302 Beautifully Updated Kaanapali 2BD on Golf Course wLarge Furnished Lanai
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 Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Kahana Sunset B10 - Ocean Views - Complimentary Activities - Swim, Snorkel & Sunsets included!
Kahana Sunset Resort B10 Enjoy the beautiful expansive views of the Pacific when staying in this spacious two level 2 bedroom Kahana Sunset condominium. Relax on either of your lanais and watch whales play in the warm waters of the Pacific during the winter months and...
Fabulous condo, great ocean views, steps from a great snorkeling beach.
Prince Kuhio 302 is a fabulous condo with great ocean views just a few steps from a great snorkeling beach and an oceanfront restaurant that's perfect for a romantic evening including a colorful sunset. The Prince Kuhio complex features beautifully manicured tropical...
Kaanapali Royal H-302 - Remodeled - Ocean Views - Free Fun!
Kaanapali Royal H-302 is a remodeled spacious two bedroom / two bath condominium with over 1,400sf of living space - two story townhouse style floor plan. Located on the Kaanapali Golf course, walk or take the trolley to the famous white sand of Kaanapali Beach or spend...
Kaanapali Royal L303, Ocean views and easy walk to Kaanapali Beach
Great Kaanapali Royal listing with ocean and sunset views. Third floor unit L303 with ocean views and views of golf course and Whalers Village. 4-7 occupancy: 4 adults 3 children, or 5 adults 1 child. See bed info we want you to be comfortable! The main living room...
Steps to the Ocean at Manini Beach at Kealakekua Bay! Konakays
Kealakekua Bay (which means Pathway to the Gods) has one of the Big Island's most spectacular coral reefs. Because it is a Marine Life Sanctuary, the fish are plentiful and swarm over the well developed reef that slopes from the shores into the ocean. Spinner dolphins,...
NEW! Big Island Stay with Private Lanai, Golf Course, Pool, Pickleball, & Views!
Welcome to the peaceful Hawaii vacation you've always dreamed of! Situated on a beautiful golf course with views of the ocean and even Maui in the distance. Enjoy golden sunsets every evening from the comfort of your own private lanai. Lovely pool and tennis courts...
Luxurious Ocean View Panoramic PH at The Watermark w/Spectacular Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Downtown studio near attractions with amazing views, lanai, & full kitchen
SeaShore 62Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Honolulu at this beautiful studio in the heart of Waikiki. You'll be within walking distance of many of the...
KKSR3101 DIRECT OCEANFRONT GROUND FLOOR CORNER ADVOCATES PLANET-FRIENDLINESS
Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named for the values that...