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.
Hale Kamaole 325 newly renovated condo, easy access to best beaches on Maui!
This beautifully remodeled condominium is professionally designed and includes upgraded air conditioning in the living room (September 2019/split system), a large screen SmartTV (52"), GE Profile series appliances, quartz countertops, West Elm furniture and a fully...
Hale Kamaole 266 Second floor condo, easy access to best beach on Maui!
Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed, downstairs bedroom has two...
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 606
This vacation rental is professionally managed by ResorticaHawaii Fairways at Mauna Lani 606. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom One Queen BedMauna Lani Beach Club...
Tropical Volcano Bungalow < 4 Mi to Nat'l Park!
Discover your own slice of Hawaiian paradise at the 'Mamane House,' a 3-bedroom, 2-bath Volcano vacation rental. You will be greeted by native Ohi'a trees and giant Hapu'u ferns upon arriving at this tropical bungalow, providing a tranquil setting for a meal al fresco...
Maalaea Banyans 411 - Modern Renovation, Direct Ocean Front, Incredible View, AC
Sleep to the sound of the lapping surf on the shore below Maalaea Banyans 411, which features forever, spectacular penthouse level ocean views from the living room and lanai. Located beach front adjacent to picturesque Maalaea Harbor, this property has a stretch of...
Oceanfront Beach House - Spectacular Views & Privacy
This beautiful ocean front Hawaiian-style beach house commands a spectacular 220 degree view of the ocean from every room and especially from its spacious ocean front lanai. This is Hawaii at it's best. Your own secluded beach spectacular ocean views. We're on a small...
Deluxe OCEANVIEW and Gorgeous 2 Bedroom 2 Bathroom LOFT
*A newly installed split AC system provides efficient climate control throughout the property.*Oceanfront Elegance: Spacious Maui Condo with Loft and Stunning ViewsPrepare to be captivated from the moment you step into this breathtaking fourth-floor condo, where...
SUNSET VIEWS*FULLY REMODELED Beachy Decor!
Welcome to your dream Maui getaway! This inviting rental offers a perfect blend of comfort and style, featuring 1 bedroom and 1 bathroom to accommodate up to 4 guests. Relax in the spacious bedroom, adorned with a queen bed, or unfold the pullout sofa in the living area...
Sixth floor, oceanfront condo w/assigned parking & incredible beach views
Hololani A603Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready for a retreat? This fabulous condo is equipped and ready for your Maui getaway. Gaze out all the way to Molokai and...
Family luxury villa w/Pool Hilo — 5 min from the beach!
4 Bed, 4 Bath, sleeps 8, with a poo/ spa and next to secret beach 5 minute walk. Nice Views of Pacific Ocean, Mauna Kea or just relax with this amazing property in the sunny beach area of Hilo. Peaceful Hawaiian hideaway with plenty of room, ocean views, and privacy!...
South Shore Ocean View 1 BR Condo Poipu Sands 112 Close to the Beach Upgrades
Life is a Beach at this beautiful south shore condo, located on the ground floor just a short walk from the Shipwreck beach. With newly upgraded appliances, bed and mattress, master bath vanity and cabinets, paint, Wi-Fi, cable, and Flat Screen TV. It's not too late to...
Townhome at Kuilima Estates at Turtle Bay
Welcome to this spacious second story townhome at Kuilima Estates at Turtle Bay. This condo is located on the eastern side of Kuilima Estates, making this condo one of the closest units to the Turtle Bay beach. .With a completely updated interior, guests enter into the...
Halii Kai Waikoloa 2B Private Ground Floor, Golf Discount & Oceanfront Club!
Indulge in a premium golf experience with our exclusive GOLD GOLF KINGS' CLUB membership, offering discounted rates and access to one of Big Island's top resorts.Our condo is located on the Island of Hawaii, on the Kohala Coast. Come and explore our Island of Hawaii,...
Reduced rates at Modern North Shore Getaway w/ AC!
Enjoy the best of Kauai’s North Shore at this beautifully updated condo in Princeville—one of the island’s most desirable communities! Surrounded by lush gardens and tropical scenery, this ground-floor retreat at The Plantation at Princeville features a spacious lanai...
Luxurious condo with 2nd floor ocean & whale watching view, wifi, cable TV, DVD
With a unique, luxurious remodel, you'll appreciate what has been described as the nicest unit in the complex. Don't settle for just anything when you can make that Maui vacation a truly lasting memory.The unit has king- and queen-size beds and a sleeper sofa, robes for...
Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Experience the ultimate in oceanfront living at this luxurious condo unit at the Aston Mahana at Kaanapali. Renowned for its breathtaking Pacific Ocean views, this resort offers a tranquil escape on Maui's stunning shores. This spacious one-bedroom suite on the 10th...
MRR Presents Kaanapali Ali'i 2103 - Gorgeously Remodeled 2BR+DEN w/ Stunning 10th-Floor Direct Ocean Views!
Never before available for vacation rental, this gorgeously remodeled 2br+DEN residence boasts an extra-large floor plan and direct ocean views from a stunning 10th-floor interior courtyard location. Enjoy over 1850 sq ft of interior living area, an extra-large balcony,...
Kahala 613 | Spacious 1BR Poipu Kai Condo w/ Ocean Views & Pools
Kahala 613 at Poipu Kai Resort | Spacious South Shore RetreatDiscover your perfect Poipu getaway at Kahala 613, a spacious and beautifully updated 1-bedroom, 1-bath condo offering approximately 1,000 square feet of comfortable living space. This split-level retreat is...
Updated Poipu Home: Large Deck w/ Scenic View
Bright & Airy Home | Walk to Maha’ulepu Heritage TrailExperience the magic of Kauai from this fresh, inviting 3-bedroom, 2-bath Koloa retreat! With a spacious deck, sweeping ocean and mountain views, and a prime location just minutes from Shipwreck Beach, this house...
Secure 1-bedroom with full kitchen, Washlet, parking & ocean/sunset views!
Four Paddle #1704 – 2140 Kuhio Ave.Enjoy partial ocean views and a great location from this newly remodeled, contemporary one-bedroom condo (553 sqft plus lanai) with central A/C and beautiful new ceramic flooring! 2-person max.Gourmet marketplace Dean & DeLuca is...
🏖️Walk to Kona Town | Ocean View | Concierge Included | vrKCV
vrKCV - Kona Pacific E630, Professionally Managed by Kona Coast VacationsKona Pacific E-630 – Ocean View Kailua-Kona Vacation RentalWelcome to Kona Pacific E-630, your Big Island home away from home! This 1-bedroom, 2-bathroom Kailua-Kona vacation rental offers stunning...
Aloha Condos, Polynesian Shores, Condo 213, Oceanfront
Polynesian shores is a beautiful, recently renovated (2020) oceanfront resort on the charming, rocky shore of Honokowai, Maui, just 6 miles north of Lahaina- town. Enjoy swaying palms, fragrant plumeria trees, the calming sound of waves breaking against the shoreline,...
Come for your dream vacation! B206
A LITTLE BIT ABOUT OUR CONDO....Lokelani B206 is a mid-level two bedroom unit that has two full bath rooms which makes it perfect for that family dream vacation. With a NEW king bed in the master bedroom, two new twins in the second bedroom, (which can be made up as a...
Ocean view with lanai in Beachfront Sugar Beach Resort!
* Please note: The pool, hot tub and pool deck will be closed for maintenance in September, starting the 2nd Monday of September, from Sept 8 - 19, 2025 * As well, the living room pull out couch was replaced with a brand new couch January 2022.On the beautiful south...
Ground-Floor Air Conditioned Condo Near Beaches w/Free WiFi, Shared Pool/Hot Tub
Regency 810Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you're looking for fun in the sun on your Hawaiian vacation, a Regency Resort condo can't be beaten! Just an...
Maui Resort Rentals: Honua Kai Hokulani 510 - Spacious 5th Floor 2BR w/ Partial Ocean & Mountain Views
Hokulani 510 is a luxurious two-bedroom suite offering gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. Suite 510 affords a perfect opportunity to gather, reconnect, and celebrate. The suite can accommodate up to six guests in two...
Family Vacation with 8 pass Honda Mini van included. Ocean and mountain view,
This is an Ocean front property. This family condo is on the top floor with ocean and mountain views. indoors is 1350 soft with the lanai it's over 1400 sq ft. It features 3 bedrooms, 3 bathroom unit is a great vacation rental for larger families that have a hard time...
Peaceful oceanfront condo with pool, washer/dryer, balcony, & gas grill
Valley Isle Resort 210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fly over to the enchanting island of Maui and experience the soothing breeze of the ocean right from the comfort...
BY BEACH*Awesome, large condo w/ loft by AMENITIES
This serene loft unit is comfortable, spacious and modern. Upstairs on the loft bedroom (1 of 2 bedrooms) , you will find a large bedroom with an ensuite bathroom. Open up for sunlight and garden views. Downstairs you will find a cooling ceiling fan spinning from the...
Mountain view deluxe vacation rental, AC, close to beach, WiFi, pool, parking
Waikiki Banyan #2609-T2 – 201 Ohua Ave.Great Ko'olau Mountain views from this deluxe air-conditioned one-bedroom vacation rental suite (533 sq.ft. plus lanai with table and 2 chairs)! 4-person max.The Waikiki Banyan is a favorite of repeat visitors with its host of...
Ocean front & corner unit at Kahana Reef #422! Quam Properties Hawaii
Welcome to Kahana Reef 422 — Your Oceanfront Escape in ParadiseWe invite you to experience island living at its finest in our beautiful top-floor, corner condo at Kahana Reef, where the Pacific Ocean stretches endlessly before you. Just steps from the shoreline, this...
Hale Halai beautify large home perfect for families & small company retreats
This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....
Lovely beach condo with lanai, AC, modern kitchen, pool & grills - walk Old Town
Kona Plaza 307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Within a quick walk of the beach, this charming condo in Kona Plaza boasts a breezy covered lanai with peekaboo ocean...
Hale Kamaole 207 Second floor condo, easy access to best beach on Maui!
New everything, 2014 remodel. Travertine floor from entrance to Lanai, new carpet installed in bedroom. All new appliances. Bedroom has new King bed. Living room provides queen Hide a bed and comfortable siting chairs. Bath has tub/shower enclosure. Kitchen & bath just...
Kauai Beach Resort, Oceanview Room, Restaurants on Site, 4 Resort Pools jacuzzi
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Beautiful second floor unit in building 4 (closest building to the ocean), with an unobstructed view of the ocean. King bed with chaise lounge. Only steps until your feet touch...
Kolea 14L: 2 BR, 2 BA Condominium in Waikoloa, Sleeps 6
Kolea 14L is one of the few two bedroom villas at Kolea at Waikoloa Beach that has a pleasant, open ocean view. The villa has been thoroughly furnished to offer the utmost comfort in a vacation home.As you walk into the villa you will be struck by the spaciousness and...
2 bdrm 2 Bath Condo with Partial Ocean Views, Steps away from Kamaole III Beach
Spacious 1,200 square foot (with lanai) 2 bedroom 2 full bath condo with high beam vaulted open ceilings (Open air concept, bedroom walls do not extend up to the vaulted ceiling) and panoramic windows, across from the golden sands of Kamaole III Beach. The condo kitchen...
Beautifully remodeled ocean view condo in Wailea WE27B
Hawaii Tax ID: TA-072-016-4864-01TMK: 210080600050Enjoy this beautifully remodeled luxury unit at Wailea Ekahi! A short drive to amazing restaurants, breathtaking beaches and all day adventures. You get ocean views while you enjoy your home away from home during your...
Affordable 1 B/R Private Condo across from Kamaole II Beach (KKN252)
We have a welcoming second floor, corner, one bedroom 723 sq ft condominium, at the Kihei Kai Nani complex across the street from a beautiful beach, Kamaole II, in Kihei (200 meters to sand). The Condo faces the garden, which makes it private and quiet. Additionally, it...
Poipu Beach House with Ocean View and Lush Garden
This is a 5500 square-foot, eight-bathroom, seven-bedroom residence that can accommodate a large multi generational family. This two-story residence merges our 3 bed, 2 bath upstairs unit, two 2 bed, 2 bath units and a studio, all located within a luscious garden...
Maui Resort Rentals: Honua Kai – 5 Total Bedrooms, 6th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal 6th-floor offering pairs two neighboring residences for nearly 2700 sq ft of combined interior living space. Your group will enjoy five luxurious bedrooms and bathrooms, two modern kitchens, and two expansive lanais featuring unparalleled views of the...
Aqua Aloha Surf Waikiki 1008 Deluxe Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki #1008 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Twin sofa sleeper, Sleeps 3. 360 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Second floor studio with shared pool & hot tub, ocean view, washer/dryer
Kona Bali Kai #265Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in front of an ocean view on your own private screened-in lanai while sipping a refreshing beverage - it's all...
Includes Hilton Pool Pass for thru June 2025. Waikoloa Colony Villas 505
505 Waikoloa Colony Villas. Luxurious. Relaxing. FunThis vacation rental is professionally managed by ResorticaHawaiiNewly Remodeled!Waikoloa Colony Villas 505. Please scroll down for detailed information505 Waikoloa Colony Villas. Luxurious. Relaxing. Fun. Nestled in...
Upgraded Private Oceanfront Getaway On Kauai!
Unmatched Location, Unforgettable ViewsThis top-floor condo at The Cliffs in Princeville offers one of the best locations on Kaua‘i’s North Shore—perched at the very end of Building 6, with expansive views of the dramatic coastline from your private open-air lanai....
LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - APRIL / EASTER HOLIDAY
MAKING YOUR NEXT MAUI STAY A TRULY MEMORABLE EXPERIENCE. Our beautiful Whaler studio condo is all about views, privacy and comfort. It is located on the 10th floor of Tower 1 with 180 degree unobstructed views of the ocean, Isle Molokai, Black Rock and the North...
Split AC in your Island Home! Direct Ocean Views!
BOOK NOW FOR Summer/Fall!Aloha from one bedroom Makani Sands #205, a beautiful oceanfront condo on Maui's scenic West Side. You are surrounded by traditional island design and Hawaiian Art. This condo has every convenience and luxury to make your vacation in paradise...
Serene Studio 120: Garden & Ocean Views with AC – Relax in Comfort Surrounded by Kauai's Beauty!
Studio 120 – Garden Serenity at Islander on the BeachWelcome to Studio 120, a peaceful garden-view retreat in the Hawaii Building at Islander on the Beach. Enjoy the lush tropical surroundings, with distant ocean views from your private lanai, and the convenience of a...
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
TA-061-740-4416-01GE-061-740-4416-01Air Conditioned 1 Bedroom and 1 Bath near Hookipa, sleeps 4. Beachy chic apartment in Kuau on the north shore of Maui. Located next to Mama's Fish House and down the road from world famous Hookipa Beach Park. Bright and comfortable...
Maui Resort Rentals: Honua Kai Konea 320 – Upgraded Corner 2BR w/ Delightful West Maui Mountain Views
Konea 320 is a remarkable 2BR/2BA suite boasting a spacious corner location. Oversized picture windows bring the lush West Maui Mountain views right into the comfort of your living room. Recently upgraded with new wood grain tile flooring and new furniture, Konea 320...