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.
Wainiha Palms, Nestled on the tropical north shore
This spacious, renovated home is nestled on the lush, tropical north shore of the "Garden Island" of Kauai. Wainiha Palms is down a long driveway, surrounded by a big lawn with many mature fruit trees on more than 3/4 acre of land. Enjoy this peaceful, secluded setting...
@ Marbella Lane - Executive Suite | Steps to Beach
Summary:• 500 SQFT, 120 SQFT large balcony, has ocean, lagoon and beach view, located on 5th floor. • CDC standard Sanitized, easy self-check in• Located in the " quieter" side of Waikiki. • Spacious, bigger than most studios• Everything is walking distance -...
Perfectly located Air conditioned 2BR 2BTH Condo in downtown Kona
Fully equipped, clean, updated and comfortable downtown Kona Condo on Alii Drive for your vacation convenience! 2 bedroom sleeps 4 comfortably with 2 full shower bathrooms, washer/dryer in unit, fully decked kitchen with appliances, utensil, and serve/table ware. Hair...
Romantic singing Cottage, soak hot tub, outdoor shower 5min to HI volcano park
Aloha! We invite you to experience a garden home in this small piece of paradise. Enjoy the expanded outdoor space with a new gazebo, relax in the soak tub and take a refreshing shower in the backyard forest. Wake up to the melodious songs of native birds and witness...
1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!
Community Amenities | Private LanaiTucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation rental is perfect for a small family trip or couple's retreat! Here, you can enjoy a private lanai, a community pool — and easy access to the local shops,...
Ocean Views & ac Golf 19T4 - March Deal Was $295 Now $180
Enjoy the inherent richness of beauty and culture that embellishes what we know today as the Kapalua Resort. From snorkeling with sea turtles in pristine waters on white sandy beaches, or spending your days soaking up the beautiful views while golfing at one of...
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...
Luxurious 2-story end villa w/Waikoloa Gold Golf benefits & shared pool, hot tub
Waikoloa Fairway Villas D1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your spacious two-story retreat at Fairway Villas, Waikoloa Beach Resort, a beautifully updated...
Charming ocean-view condo with spacious lanai & pool
Island Surf 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is hotel zoned, ensuring short-term rentals are permitted. Future rental operations are not impacted by...
OCEAN FRONT IN KAHANA Kahana Reef #116: 1 BR / 1 BA condo in Lahaina, Sleeps 4
Located ground floor and on the ocean front in Kahana, this 1 bedroom, 1 bath fully equipped condo has all you will want and or need for the quiet Maui vacation. The living room contains a window/portable a/c . Walk right out to the ocean front pool, BBQ's and sea wall...
Champion Ridge #35: Paradisiac Home w/Infinity Pool, Hot Tub & Tropical Feeling
Champion Ridge #35 welcomes you to the heart of the prestigious Mauna Lani Resort in Kamuela, where mountain, garden, and ocean views frame an elegant two-story retreat. Designed by Lucky Bennett and furnished by Peggy Chestnut, this 3-bedroom, 3.5-bathroom home spans...
A Hidden Jewel, ideal for a family or Corporate Retreat
TAT License: TA-057-028-1984-01. Welcome to your hidden jewel in Aina Haina, Honolulu! This fully furnished midterm rental offers 3 bedrooms, 2 baths, a kitchen, a living room, & a balcony. This is a 3 bedroom 2 bath private condo within a 3 condo complex. This unit has...
Menehune Shores 606 - Direct Ocean Front, Dramatic Ocean Views, Wi-Fi, Split AC!
Welcome to Menehune Shores 606, a stunning oceanfront 2-bedroom, 2-bath condo in North Kihei, offering breathtaking views and direct access to the beach. Located on the top floor, this light and airy unit features remote-controlled split-system A/C in every room,...
Ideal island condo steps from Turtle Beach with pool & patio
Mahina Surf 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If care-free days of crashing waves, warm sunshine, and relaxation are what you are after, Lahaina is more than ready...
Perfect Waikiki Location, Minutes To The Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Breathtaking ocean and fairway vistas from this top-floor condo!
Views! Views! Views! Experience breathtaking ocean and fairway vistas from this top-floor unit. This spacious condo features a generously sized living room, a cozy primary bedroom, and two full baths. Whether you're marveling at sunsets over the expansive 2nd fairway or...
Beautiful & Spacious Condo Duke Kahanamoku Lagoon View At The Ilikai Hotel!
***Currently under a full renovation, come back in November to see the updates***This condo is located on the 19th floor of the Ilikai Hotel. This rare, high floor, most sought after and in a spectacular location of Waikiki with views of the Pacific Ocean overlooking...
Golf course-front condo with outdoor pool, hot tub, central AC, & free WiFi
Wailea Grand Champions 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your very own paradise on earth at this family-friendly, golf course-front condo! It's perfect for a...
Oceanfront 3 Bedroom w/Kitchen and Lanai–Kaha Lani
Castle Kaha Lani Resort #323 on the third floor: Upon entry, guests will feel comfortable in this bright space featuring sliding glass doors that brighten up the main living space. Wake up to the smell of fresh local coffee brewing as you catch up on local news in the...
Two-story condo with amazing ocean views, hot tub & pool - walk to beach
Pali Ke Kua #233Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pali Ke Kua #233 is a beautifully remodeled, two-story, top-floor, corner condominium residence with dramatic vaulted...
Haleakala Shores B205~ Spacious 2 bedroom, 2 bath, across from Kamaole III
Haleakala Shores- Relaxing two bedroom, two bath condo - just across the street from Kamaole Beach Park III and easy walking to shops and restaurants. Features a queen size bed in the master and two twin beds in second bedroom. Each bedroom has an en suite bathroom....
Ground-floor, oceanfront condo with outdoor pool & water views
Mahina Surf 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in a condo that's just steps away from the shared pool and the ocean - enjoy the views on your own private...
Modern Waikiki Studio, 2 Beds, AC, WiFi, Pool & Fitness room
Escape to this fabulous studio in Waikiki, Honolulu. This welcoming retreat offers a peaceful atmosphere for up to 4 guests to unwind. With a cozy living area with 2 beds (1 Queen & 1 Full), a relaxing bathtub, and convenient amenities like WiFi and AC, this studio is...
LUXURY OCEAN FRONT 2 BEDROOM CORNER SUITE, 1,000 SQ FT
LUXURY OCEAN FRONT SUITE, 1,000 SQ FT, 2 MASTER BEDROOMS, FULL KITCHENPERFECT LOCATION WITH ELEGANT STYLE AND BRETHTAKING VIEWSStunning ocean and marina views in the world-famous Ilikai building! 2-bedrooms and 2-bathrooms with 2 lanais in the corner unit! Sweeping...
Tropical, modern finishes with vast ocean views
Noelani 310 is a spacious and beautifully decorated two bedroom, two bathroom condo that offers all the luxuries and comforts of home. Enjoy cooking in this beautifully remodeled and fully equipped kitchen featuring full size appliances, granite countertops and...
Kuau Surf North shore Maui Locally-Owned
My place is simple cozy and very well located. Only a 2 minutes walking distance to a private beach on the north shore of Maui, and walking distance to the world famous Mama's Fish House Restaurant. Hookipa Beach Park which features great surfing and windsurfing, is...
Ilikai 1725 2 Bed Room Mountain / City / Ocean Views | Corner Unit - Wraparound Lanai
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Queen bed, 2 single beds, Queen sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.***Recent Guest...
Queen Bed Suite Balcony Suite over Pool at the Gorgeous Bamboo Waikiki complex
Legally permitted rental - 2425 Kuhio Ave. 301** For your health and safety, we utilize additional Sterilization procedures between reservations.Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in...
Tropical Retreat Near Waikiki Beach with 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...
Modern upper-floor condo w/central A/C, lanai, W/D, and outdoor pool
Mauna Kai 8BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly installed air conditioning and the only one of its kind at Mauna Kai; Mauna Kai 8B is one of the largest...
Ocean & Beach Front Condo w/Central Air (1BD/1BA)
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, community pool, gym, BBQs, ping pong table, nearby restaurants, and shopping....
New Listing unit 526 | Ocean View Beachfront At It's Finest
Enjoy sun-soaked beach days and relaxing balmy evenings at this fifth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the left side of the building, with beautiful ocean views.Take a dip in the pool, or explore the protected lagoon directly...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, 5th Floor Partial Ocean AND West Maui Mountain Views!
This tandem package combines two of our very best 5th floor suites, each offering generous partial ocean views as well as views of the enchanting West Maui Mountains. The two-bedroom suite boasts a fantastic corner location and a massive 500+ sq ft balcony and the...
Wailea Ekahi Village 12A - 1 Bedroom Ocean View Condo
Wailea Ekahi 12A is an exquisite vacation rental located within the desireable area of Wailea along Maui\'s southern coastline. This upgraded, split-level one-bedroom vacation rental offers a perfect blend of luxury and comfort, making it an ideal retreat for travelers...
Wailea Elua Village 1303 - 2 Bedroom Oceanfront Condo
When vacationing in Wailea Elua 1303, you’ll feel pampered by the extra touches that await you in this suite featuring modern comforts throughout. For example, readers will enjoy the owner’s book selection and the individual, overhead reading lights in the...
PURELY*BEAUTIFUL OCEANVIEW*FULLY RENOVATED
Watch the striking Maui sunsets from your private, partial ocean view lanai (terrace) on the fourth floor of this updated, and centrally located condo. There is no better place to enjoy your morning coffee, a happy hour cocktail or an evening glass of wine. Come bask in...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
New Listing! Luxurious 2b condo with central AC
Kaanapali Royal K302 is a two-story condo with 2 bedrooms and 2 bathrooms, featuring floor-to-ceiling windows with ocean views and central air-conditioning. This condo can comfortably accommodate up to 4 guests. The second floor master bedroom includes a king-sized bed,...
VILLAS ON THE PRINCE 27 - PRIVATE GATED UPSCALE COMMUNITY - PANORAMIC GREENERY
- Villas on the Prince offers Privacy with a Pool, Spa, BBQ and Club House, secluded and serene, just minutes from the front entrance to the Princeville Resort and Shopping Center cafes, restaurants, shopping & groceries. - Nestled just a short 11-minute drive from the...
Stunning Ground-Level Oasis W/ Breathtaking Oceanfront Views - Wailea Elua 1403
Wailea Elua #1403 – Ocean View Elegance Just Steps from the BeachDiscover beachfront luxury and refined style at Wailea Elua #1403, a completely rebuilt ground-floor condo offering unobstructed ocean views and a front-row seat to the best of Wailea. Thoughtfully...
Maui Resort Rentals: Honua Kai Hokulani 841 - Upgraded Top Floor Deluxe 2BR, Corner Floor Plan, Stunning Ocean Views!
Hokulani 841 is simply one of the finest two bedrooms on offer at Honua Kai. This upgraded suite boasts a stunning 8th-floor "penthouse" vantage point and is among a class of the most sought after 2 bedroom floor plans at the entire resort. What distinguishes this...
2 BEDROOM, 2 BATH ON THE GOLF COURSE WITH OCEAN VIEWS!
You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...
Oceanfront Condo! Kuleana 713
Welcome to Kuleana 713, your private island oasis on Maui’s world-renowned West Side. Ideally located between Kaanapali and Kapalua, this 1-bedroom, 1-bath oceanfront condo offers everything you need for a relaxing and rejuvenating Hawaiian escape.Enjoy breathtaking...
Lovely Pu'u Poa home overlooking the Pacific Ocean w/shared pool, W/D, & lanai
Puu Poa 102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high on the bluff above Hideaway Beach, the wonderful Pu’u Poa 102 awaits you! Guests can delight in the front...
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Wailua Bay View 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailua Bay View Kauai vacation condos are exactly what you have been looking for. Located on the Coconut Coast,...
Direct Beachfront Newly Remodeled!
Hosted by VacaMauiWe chose Nani Kai Hale due to it's fantastic beachfront location directly on Sugar Beach. Sugar Beach 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. The unit was finished being completely remodeled...
Maui Sunset B118~ 1 BR, 2 BA, Located by the Pool, Fun!
Ocean view, fully renovated one bedroom, two bath ground floor unit, conveniently located near the ocean side of the property. Beautifully designed renovation,includes everything you could possibly need. Condo has a queen size bed, sofa sleeper, plus an extra daybed,...
MSS 713 Charming Condo w AC and Steps to the Beach
Maui Sands Seaside 713 Charming One Bedroom Condo With Amazing Views Just Steps from the Ocean 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,...
Fabulous 3 br 6 Hanalei Home just steps to the beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 3 bedroom, 2 bath hanalei home for 6, is just over a block to famous Hanalei Bay! Short walk to town as well with its restaurants, shopping and bars! The home is...
Ocean Front’s Top End Unit; Partial Ocean View in Lanai; 1minute walk to Beach
The Outrigger Spa and Resort is great in central location and Easy to drive anywhere in Kauai Island.This Unit is a Top End- Unit, With Partials Ocean View from Balcony, A Full Mountain View in room; New Paint in August, 2024.Catching A Breath-taking Sunrise Moments in...