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.
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
Hale Kamaole 171 Soak in the Sun from Kihei Maui at this 1Bedroom, 1Bathroom, Tropical Island Retreat, Steps from the Pool Short Walk to the Beach!FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
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....
Gorgeous Private Condo Walking Distance to Beach
Hawaii Tax ID: TA-106-887-4240-01TMK: 390180030166Simple, budget friendly, and updated! The 3rd floor condo is located in the 2nd building at Maui Vista. Enjoy relaxing in the spacious unit after a day of exploring the island of Maui or hanging out...
Walk to Beaches, Shopping & Dinning Waikomo Villas 531 located in Sunny Poipu
Conveniently located on the South Shore, this two-bedroom, two-bath, third-floor suite has lush garden views and is just a short walk to beaches, shops, and restaurants. A great value located in sunny Poipu!This two-bedroom, two-bathroom, third floor suite is one of the...
Mountain-view condo with tennis and a walk to beach
Waikiki Banyan 613Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This high-rise condo is waiting to welcome you to Waikiki! Just one block from the beach and within walking distance...
Floor to ceiling windows with ocean views
Welcome to Kahana Villa E701, a 2-bedroom, 2-bathroom condo on the 7th floor that offers 2 split A/C systems with a 6-hour timer, plus ocean views from your private lanai! This property has elevators for easy access. Unit E701 can accommodate up to 6 guests. Take a trip...
Kuhio Village 202A Waikiki Condo Recently Remodeled
Welcome to Kuhio Village 202A - Your Waikiki Oasis with Ocean Views!Immerse yourself in the vibrant spirit of Waikiki from the comfort of our newly remodeled Kuhio Village 202A condo. This enchanting studio unit offers an exceptional vacation experience in the heart of...
Golf course-front condo with heated pool, tennis, golf, golf views, BBQ, lanai
Waikoloa Fairways C120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located on the golf course and only 100 yards from the practice green, 110 yards from the aquatic...
Spacious Aqua Palms Studio | Private Lanai | Pool
Enjoy gorgeous city and ocean views from a private lanai (balcony) in this beautiful studio at the Aqua Palms. Get all the perks of a hotel style stay without the extra fees! Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv,...
Steps to the Beach! Gorgeous Ocean-View Condo with Complimentary Parking
Waikiki Banyan Tower 1 Suite 2508High Rise Ocean View Waikiki 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. This...
Condo w/ lush tropical surroundings, pool, golf nearby, WiFi, &W/D
Princeville Paradise at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this beautiful Princeville condo. This open-concept retreat offers a seamless...
Lovely First Floor Townhome! A/C + W/D! Ekahi 25B
Welcome to Tutu’s House! Step into 25B and be transported back to the days as a child visiting your favorite Auntie or Tutu’s (grandma) home. Furnishings are new versions of classic Hawaiiana with bamboo chairs and bar stools and even a fun Queen Size Wall Bed that...
Kailua-Kona Islander Studio: Lanai, Community Pool
Embark on snorkeling excursions, go for a hike, attend a luau, or book a tee time on the Big Island of Hawaii. This Kailua-Kona vacation rental studio, located downtown in the Kona Islander Inn, offers 1 bathroom, a private lanai, and access to community amenities as...
#25 Hula Hut Best Value near Volcano Park & Black Sand Beach
The Hawaiian Retreat “Where the Aloha Spirit Lives” * Connection around complex can be a challenge, but our condo has new high speed internet in the unit *Conveniently located halfway between KONA and HILO for full service tourist activities, unlimited shopping,...
Tropical studio w/ grill area, shared hot tub, outdoor pool & near the beach
Kona Bali Kai #334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Create memories that will last a lifetime of your sunny trip to Hawaii at this convenient studio across from the...
New Listing! Posh 2bd with direct ocean views
Mana Kai 714 is a spacious 2-bedroom, 2-bathroom condo that comfortably sleeps up to six guests. Both bedrooms are furnished with a luxurious king-sized bed. For additional sleeping space, there's a queen sofa sleeper in the living area. A split A/C system and ceiling...
Serene 4th-floor 1bd garden view condo
Paki Maui 420 is a 1-bedroom, 1-bathroom penthouse condo located on the fourth floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. This corner condo does not have air conditioning. The condo...
Quiet Queen bed Studio steps from Waikiki Beach
Located on the quieter side of The Waikiki Grand Hotel™ with a city skyline view, this comfortable 8th floor Queen bed studio has free WiFi & it's own lanai.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home. A...
Top-level condo with lanai views, pools, hot tub, W/D - close to beaches
Maui Kamaole B203Our 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...
Kona Condo w/ View, Walk to Beach & Restaurants
Bring your bathing suits and hiking boots to the island of tropical adventure, turquoise waters, and lava fields. Sitting steps from the ocean, this 2-bed, 1.5-bath vacation rental in Kona offers easy, walkable access to swimming, surfing, dining, and shopping!...
Hale Kamaole Condo w/ A/C, Shared Grill-Beach Lovers Dream
Hale Kamaole 242Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Royal Kuhio 1604 - Spacious Studio w/ Mountain City Views in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1604, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
★★ Beautiful 5-star ★ Ocean View near beaches, quiet, private pool/spa/AC ★★
Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Swim, Surf, and More
Sugar Beach Resort PH36Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Bright and Spacious Corner Studio Unit with Wrap Around Lanai
Hawaii Tax ID: TA-159-912-1408-01 TMK: 390011070092Enjoy the tropical breeze through the additional windows in this beautiful second floor corner studio unit. Wake up and enjoy a cup of coffee on your private lanai before walking just across the street to the beach. The...
Just Remodeled Ocean View Waikiki Banyan Penthouse! Free Parking!
Waikiki Banyan Tower 1 Suite 3710Just Remodeled (January 2025) High Level Ocean View 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...
Coconut Planation Hale unit K8
You've just found Kapaa's best kept secret! Shhh...let's keep it between us. Like finding a pearl in the sea, this hidden gem's modest rates do not reflect its luxuries. All totally new, floor to ceiling, upscale redo. Tucked into the center of the island, it makes for...
Turtle Bay Hula House - Kuilima Estates West
Ground Floor. Older unit. A/C in the bedroom. Great rate. On the first fairway of the Fazio Golf Course, steps away from Turtle bay Clubhouse, restaurant and bar and a short walk to the beach and hotel. WiFi. Recently replaced comfortable Queen bed. Kitchen and laundry...
500 Feet to the Ocean!
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all custom made for the period. The Master bedroom is almost 600 square feet plus a private Lani and living room with a...
2-story condo with loft, balcony, ocean views, outdoor pool, hot tub & AC
Hanalei Bay Resort 7301 twoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 73012 offers gorgeous views of the Pacific Ocean and Mt. Makana (Bali Hai)! This is an...
Breezy Kuhio Village Studio | Private Lanai
This bright Waikiki studio features a minimalist design, yet includes all the essentials for a great stay! Located at the secure Kuhio Village building, right off of Kuhio Ave., our guests enjoy easy access to the newly built International Market Place, lively Kalakaua...
Hotel Molokai 201
Vacasa at Hotel Molokai 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make yourself at home and create everlasting memories at this cute studio with a king bed and two twins....
Ground-Level Beauty on a Verdant Oceanfront Property - Wailea Elua 1601
Wailea Elua #1601 – Oceanfront Luxury with Upgraded Interior & Ground Floor AccessStep into effortless island living at Wailea Elua #1601, a beautifully upgraded 1-bedroom, 2-bathroom oceanfront condo designed for relaxation, comfort, and style. With a convenient...
Maui Banyan Q-109 Unit A | Amazing Location!
Discover the best location in Maui Banyan with unit Q109A, a rare studio unit that can comfortably sleep four guests and features a full-sized refrigerator. Situated in the serene back section of the complex, this unit offers a tranquil retreat away from street noise...
Waikiki 6 Beds Free Parking 9th Floor
Tropical sun shines through the lanai's wall-to-wall windows overlooking the Ala Wai canal, to the main living area and kitchen, in this newly furnished Waikiki condo. Enjoy the conveniences of being surrounded by all the necessary amenities that Waikiki has to offer....
Tropical Style! Fairway View Lanai, Washer/Dryer, WiFi, Kitchen Ease, TV Kanaloa 402
This fantastic one-bedroom one-bathroom suite offers the best of Big Island living! Enjoy a large private bedroom, completely furnished with a dresser and mirror, King bed, and two side tables. The bedroom leads out to the covered, furnished lanai, which has excellent...
Welcoming Waikiki Banyan 1-Bedroom | Private Lanai
Enjoy stunning Diamond Head views from a private lanai (balcony) at this beautiful one-bedroom home at the luxurious Waikiki Banyan. Located right off Kuhio Ave and a short walk to Waikiki Beach, this home offers ac, flatscreen tv, wifi, and cable. The Waikiki Banyan...
Convenient oceanfront condo with high-speed WiFi & outdoor pool
Mahina Surf 216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Paradise of the Pacific awaits at this oceanfront condo! Equipped with all the comforts of a home away from home...
Hale Kamaole Condo w/ Shared Pool, Shared Grill, Private Washer/Dryer
Hale Kamaole 139Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Spacious Condo Across the Street from Maui's Best Beaches G304
Hawaii Tax ID: TA-075-907-0720-01TMK: 390040050052This unit provides 2 bedrooms and 2 bathrooms and will sleep up to 6 persons! Located in South Kihei within walking distance of dining, shopping, beaches and parks, you're sure to find lots to do! This is a great unit...