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.
Ilikai Marina 1792 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH....
Poolside Gem- Kealia Resort #102 -Ground-Floor - Walk Right Out to the Beach!
Welcome to Condo #102 at Kealia Resort, a charming oceanfront condo located on the ground floor, thoughtfully designed for your tropical retreat. With two comfortable queen beds and a sofa sleeper, this unit ensures a relaxing stay with plenty of space.Message From the...
Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!
LARGE LANAI condo directly located across from beautiful Magic Sands Beach!!! (sands appear and reappear at this beach depending on swell and current). Come stay at this perfect beach condo that sleeps 6! This condo is very spacious with 2 bedrooms, 2 bathrooms, also a...
Save up to 30% Instantly on stays thru 5/31/25! Whaler 456-Oceanview,1B/1B,AC!
Experience unparalleled oceanfront living at Whaler 456, where breathtaking views of the Pacific Ocean surround you from the spacious lanai to the master bedroom and throughout the entire residence. This exceptional condo offers sweeping vistas of the crystal-clear...
Hale Kai O Kihei condo with pool & free WiFi - swim, surf, & more
Hale Kai O Kihei 212Our 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...
Walk to Beach! HUGE 5 bedroom, 5 bath with Pool!!
This wonderful beach house with private pool is perfect for all your vacation needs! Centrally located one short block from beach and walking distance to Magic Sands and Kahaluu Beach Park.Permitted 5 private bedrooms all with their own bathroom . The upper level has...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...
KAS 1101 Spacious 2BD Condo w Pool Across Beach
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...
Walk to Beach & Sunset-Luxury Villa - Princeville Golf Course -3BR pool&Jacuzzi
Panoramic Princeville Golf Course View - Peaceful and QuietWe now have 1 Gigabit (1000 Mbps) Fiber Broadband Internet SpeedWelcome! to our newly renovated spacious 3 bedroom, 3 bathroom Villa located on a prestigious Princeville Golf course. This is one of the few...
Beachfront, Ocean View, Polo Beach Wailea/Makena #306
Unit 306 is a 2 bedroom and 2 bath condo located on the third floor at the Polo Beach Club. The Polo Beach condo's sleep 6. Please call for very latest openings as there may be a new booking in progress. Polo Beach Club has both ocean front and Prime (on sand) ocean...
Classic Hawaiian Charmer - Spacious and Cheerful w/ Wraparound Lanai
Enhanced COVID cleaning and disinfecting procedures for every check-in.Alii Kai 1201 is a charming, comfortable top floor corner with a wrap-around lanai that offers spectacular mountain views on one side and ocean views on the other. It's the best of both worlds!...
Luxurious Kapalua Golf Villa: Stunning 2BR/2BA Retreat with Ocean & Golf Views
Escape to Paradise at our Luxurious Kapalua Golf Villa!Welcome to your dream Hawaiian vacation at this exquisite 2-bedroom, 2-bathroom retreat, nestled in the highly sought-after Kapalua Golf Villas. From the moment you step foot into this tranquil haven, you'll be...
Wailea Ekahi Village | 40C
Wailea Ekahi Village 40C was fully renovated in the summer of 2021. Open the windows or lanai doors and let the Maui breeze blow through as you relax in this comfortable island suite. You'll delight at the explosion of fuchsia bougainvillea blooming all around your...
Maui Resort Rentals: Luana Garden Villas 5D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3Bedroom/3Bath residence is conveniently set within Enclave One of the Luana Garden Villas. This premiere offering's southern orientation offers a bright inviting setting for you and your ohana (family) and its designation within our "Elevated" collection...
Gorgeous renovated corner unit just 1 block to Waikiki Beach!
Niihau #805 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2024) from floor to...
OCEAN FRONT! Paradise in Kona! Best Location!
GET LOST IN PARADISE!! Absolute BEST location with direct ocean front view at historic Alii Drive. This unit is upgraded with tropical island theme. We are 15 mins from the Kona airport and ocean fronting!!!FAST INTERNET!! for those of you decided to escape to paradise...
Million Dollar Views...Affordable Rates...Traveling on a Budget?
The view will take your breath away from the second you walk in until you leave. On the slopes of Haleakala, this second floor unit is high enough to have breath taking views but just over a mile from award winning beaches. Dinner on the lanai (balcony) while watching...
Sunny condo with pools, hot tub & washer/dryer - near swimming & surfing
Maui Kamaole I105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
KBM Resorts | FREE CAR | Honua Kai Konea | Mountain view | 1-Bedroom Condo with Easy Access to Beach! HKK-424
Spacious 1-bedroom villa in Konea Tower with lush mountain views, private lanai, modern kitchen, and open-concept design-perfect for couples or small families seeking a serene Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Stunning Oceanfront Retreat, Kahana Reef 218
Direct oceanfront unit in a highly desirable location right in between the popular areas of Kaanapali and Kapalua. When you sit on the balcony, you have panoramic views looking out to the islands of Lanai and Molokai. You will also see whales and sea turtles and have...
Shores at Waikoloa Unit 201: 1 Br condo in the Sandalwood Tower, with AC
Are you a traveler looking to relax? The Big Island lifestyle is for more leisurely than the neighboring Islands of Oahu and Maui. Whether looking to relax by the outdoor pool or take in a round of golf, this resort has everything you need for a relaxing Hawaiian...
Pono Kai Resort condo with shared pool- just steps away from beach
Pono Kai Resort D101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pono Kai Resort is the perfect choice for rest and rejuvenation. Well-known for its prime location close to great...
Akala Pua Cottage By Parrish Kauai - great location in Poipu!
Akala Pua is a lovingly cared for three bedroom home within walking distance to two popular South Shore beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. Distant...
Beautiful 3 Bedroom Condo with Ocean View, Pool, Walking Distance to Beach
Address for this Condo: 99 Walaka St. #15, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to beautiful Koa Kai 15! This upgraded 3 bedroom/2 bathroom condo is fresh, bright, clean and inviting. This condo has been recently...
Ocean front Quiet Top Floor Maalaea Kai
Welcome to your top-floor oceanfront getaway in peaceful and centrally located Maalaea Bay, Maui. This bright and breezy condo offers the perfect mix of comfort, convenience, and unforgettable views — ideal for couples, families, or small groups looking to unwind and...
Mana Kai 404, Beautifully Renovated, Unbelievable Ocean View
This Beautiful, renovated Beachfront Condo on the fourth floor of the Mana Kai building has breath-taking unobstructed ocean views, and southerly views extending for miles down the Wailea coastline. It has all the amenities anyone needs for extended stays and yes, it is...
Rain Forest Paradise Ideally located betwn Hilo & Volcano National Pk 2BD/2BAnn
Paradise awaits you at this cozy, Big Island getaway. Boasting lush, tropical grounds, a wraparound lanai, private gas grill, and a large outdoor dining table, you'll have everything you need to relax over your favorite tropical meal.Welcome to your slice of paradise at...
Shady Palms ~ 2 BR ~ Lunapule Condo ~Walking distance to town
Summary:Shady Palms offers a fantastic location and excellent value, just under a mile's walk from restaurants and shops. This ground-floor, 2 -bedroom unit features a private lanai, charming island decor, air conditioning, a well-stocked kitchen, and a convenient...
Gorgeous Diamond Head Views from 34FL with Free 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...
Ilikai Hotel - Waikiki City Lights! Full renovations to be completed 12/2023!
The condo has been fully gutted and will be modernized and styled for your comfort. New appliances, open kitchen, brand new furniture!Enjoy the Hawaiian breeze from the mountains and watch the city from the condo. Added bonus, this unit comes with a washer +...
Kukuna Estate – Luxury Kailua-Kona Coast Villa
WHY IT'S SPECIALElevate your vacation at Kukuna Estate, a peaceful retreat with plenty of relaxation at a cool 1300 feet above sea level. This stunning property offers superb panoramic beach and ocean views from its elegantly designed living room and sprawling multiple...
Spacious home w/ AC, lanais, shared pool, hot tub, & views of Makai Golf Course
Nihilani 21COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'There's something simply magical about the Garden Island of Kauai that speaks to people throughout the world. It's all...
Romantic Tropical Retreat, 150 yds from the Ocean!
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Waikiki Banyan 1909 Amazing Views and Just Steps to the Beach
Waikiki Banyan 1909 Amazing Views and Just Steps to the Beach Beautiful Views of Ocean and Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's 1 Block to Waikiki Beach. Full Kitchen equipped just like home Bedroom has a Queen and Twin...
Unit 123, Two Bed,Two Bath, Ocean View Condo
This condo is a beautiful ground floor condo with a direct view of the ocean; Maalea harbor; west Maui mountains; and whales, during whale season, from your private lanai. You can head up to the roof top to enjoy the full kitchen, gas BBQ grills, picnic tables plus a...
Top-floor corner unit - amazing ocean views - steps to beachside pool & hot tub
Islander on the Beach 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
CORNER Unit with 11th Floor Waikiki Ocean, Lagoon & Marina Views! Washlet!
Ilikai Marina #1180 – 1765 Ala Moana Blvd.CORNER UNIT! Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning sunsets! Bring your binoculars!Although there is NO pool onsite, it's just a quick stroll to Duke Kahanamoku...
Steps from the beach and elevated views
Welcome to Kaleialoha 310, a spacious 1-bedroom, 1-bathroom condo that offers an open concept design and ocean views from the 3rd floor. This property has elevators for easy access. Unit 310 can accommodate up to 4 guests. Rest peacefully in the spacious bedroom, which...
Gorgeous 2 bedroom with a stunning ocean view
LOCATION!!! This condo puts you right on Waikiki Beach with a view to match. The interior boasts a spacious floor plan of over 1,000 sq ft with full kitchen, work space and large lanai. With a fully stocked kitchen you can choose to enjoy home cooked meals on your...
AIR CONDITIONING ON NORTH SHORE! 10 Minutes From Hanalei Bay!
*** Additional Fees Payable to the Resort Directly:Hawaii Transient Accommodation Tax: 1B Condo - $10.84/dayResort fee of $17.70/day for the 1B CondoThis incredibly quiet, family-friendly resort is perfectly situated alongside the Makai Golf Course. The resort is a...
❤️PiH❤️ ENDLESS SUMMER ★Big Golf Discounts★Heated Pool&Spa★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Endless Summer Villa, a part of our Hawaiian Luxury Collection. Endless Summer Villa at KaMilo is a wonderful large single-level 4 bedroom, 4 1/2 bathroom home that includes three bedrooms in the main house,...
Spacious Kauai townhome w/ pool & hot tub - close to world-class beaches
Nihilani 25COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-story townhome with three bedrooms and a den feels open and spacious thanks to its many windows, floor-to-ceiling...
Oceanfront 2 bedroom suite in Sunny Kihei
Watch the life of Maui unfold from the morning till evening from your private 150 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
Maui Kamaole 2 Bedroom Corner Unit J101
Welcome to one of the rare ground floor 2 bed/2bath den units, offering extra side windows and even an extra lanai off the master bedroom. Indoor/outdoor living is what we love about our tropical home, with 3 lanais you can always find a quiet piece of paradise here....
Palms at Wailea 901 - Luxuriously Decorated Spacious Unit w/ Large Private Lanai
Hawaii Tax ID: TA-144-497-4592-01 QUIET PRIVACY IN PARADISE The Palms #901 is a luxurious one-bedroom two-bath ground floor villa tucked away in a private and quiet corner in one of the nicest locations on the property. Often the only sound you will hear is the waves...
Kiahuna Plantation With View of Ocean
Our condo is located on the sunny, south side of the beautiful island of Kauai in the Kiahuna Plantation Resort. We are located in Building #19, Unit #131 which is upstairs with no vacationers above you. It is situated on the property where parking is ample all day....
Cozy island getaway with access to pool, hot tub, & private washer/dryer
Ke Nani Kai 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your own slice of paradise! Just steps away from the lanai you’ll be able to enjoy the pool, the hot tub,...
Ocean views! 180 Steps to Beach!
Maui Vista 1401 is the premiere location in the complex; building 1, top floor, corner unit. It just doesn't get any better! The views are incredible featuring the island of Lanai in the background all the way out to Maalaea and West Maui. Your whale watching will be...
🏖️Walk to Restaurants | Full Kitchen | Concierge Included | vrKCV
vrKCV - Waikoloa Beach Villas O3 - Professional Managed by Kona Coast VacationsWelcome to Waikoloa Beach Villas – Your Hawaiian Paradise Awaits!Nestled within the renowned Waikoloa Beach Resort, this stunning 2-bedroom, 2-bathroom ground-floor condo offers a serene...
Oceanfront 2BR/2BA Condo: Stunning Views, Prime Location!
This spacious 2-bedroom, 2-bathroom condo along Alii Drive offers incredible direct Ocean Front Views and has been newly updated in 2022. Get whisked away into your tropical vacation at Kona Nalu, a private and oceanfront property. Here's what you can expect from this...