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.
#G101 at The Ka'anapali Royal
Luxurious yet affordable condo in the heart of Ka'anapali, located on the golf course just behind Whalers Village. Enjoy a 10-minute walk to world-famous Ka'anapali Beach or relax at the resort’s pool and BBQ area. This spacious 1,800 sqft suite features 2 bedrooms,...
Tropical Escape with Lanai & Private Yard | Walk to Maunalua Bay Beach
Kaiwiki PalaceOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape....
21st Floor Ocean view unit at The Waikiki Banyan
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** A...
🌺 12 GUESTS 3 X ❤️AWESOME STUDIOS❤️ FREE PARKING 🏝️ 5MIN TO OCEAN 🏊♀️
IMPORTANT NOTE: This listing is for THREE ( 3 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 3-bedroom apartment with bedrooms connected via a common area please choose a different listing.Hotel Zoned &...
Kauai Kailani 206. Outstanding Updated Condo in Kapaa! Very Close to Shopping and Restaurants.
This modern, clean and comfortable air conditioned home features stainless steel appliances, granite countertops, high-end furnishings and a stackable washer and dryer. You will be located in the heart of Kapaa and within walking distance of everything you need. You can...
Kaha Lani #121, Oceanfront, Steps to Beach, Sunrise Views from Private Lanai
Kaha Lani Resort #121 – Oceanfront Kauai Retreat. Accommodates up to 4 guests, including children and infants.Discover paradise at our stunning ground-floor, oceanfront condo in Wailua, Kauai. This one-bedroom, one-bath unit is as close to the ocean as it gets—just...
C8: 1 bedroom, top floor, oceanfront
Sealodge Condo C8 - This 1 bedroom Kauai condo on the top floor is truly the penthouse unit. Unit has just completed a major remodel completed in November 2024. This includes hardwood floors and new furniture for the new 55" Samsong Flatscreen. This marks the 4th...
Diamondhead Beachfront Condo with your own private beach TA #114-603-2128-01
On the beach close to parks, art and culture, great views, restaurants and shopping. Private beach access. Good for couples, solo adventurers, business travelers and couples with pets. Assigned parking space upon arrival. Very comfortable high end memory foam queen size...
Luxury condo on Kauai's Coconut Coast w/shared hot tub & pool, WiFi, balcony, WD
Waipouli Beach Resort G307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Waipouli Beach Resort G307 is an exceptional suite, perfect for your next vacation with someone you love....
Beautiful Ocean Front Private Resort Condo Rental by the coconut coast.
Is it time for you to leave the hustle bustle of your life and enter into your own paradise? That is what our condo offers you. Centrally located along the coconut coast of Kauai, surrounded by lush topical landscaping and exhilarating view of the ocean with a short...
Makani Sands #203 1brm Beachfront condo with balcony on the ocean
Makani Sands condo #203 is a one bedroom on the 2nd floor. This condo is beautifully decorated in the Hawaiian style with all the comforts of home. There is a full kitchen and all the necessary appliances, conventional stove, and a microwave. There is a beautiful...
Aloha Condos, Islander on the Beach, Condo 234, Ocean View, AC
Great studio unit centrally located close to Island activities, shopping and restaurants. Spacious room with a queen size bed, sitting area with flat screen TV and convenient kitchenette. Wonderful memories will be made relaxing on the lanai enjoying incredible ocean...
Garden Floor Condo with Shared Tennis, Pools, Hot Tub & Beach Access
Manualoha 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swaying palm trees and postcard-perfect beaches are waiting for you to book your stay at this modified townhouse style...
Golf Course Views and Close to Beaches
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE!Kapalua Golf Villa 11T4 is a luxury one-bedroom, two-bathroom condo, located on the ground floor, and situated directly on the Kapalua Bay Golf Course. Kapalua Golf Villas is one of Maui's...
🌸Moku Paradise🌸 - Beach | PCC
***30 day rental. Please inquire. Welcome to Moku Paradise! This 3 bedroom, 3 bath island style oceanfront home has breathtaking ocean views and semi-private beach. This is a perfect getaway paradise for those seeking a calm, private and relaxing island vacation.You...
KKSR8304: TOP FLOOR, CORNER W/EXTENDED LANAI SPACE, SCREENED IN LANAI!
Keauhou Kona Surf & Racquet Club#8-304 is an excellent addition to Knutson & Associates! We're proud to represent this unique property within the development that has 4 separated sleeping areas! This top floor gem can be considered a 4 bedroom, 3 bathroom property....
Oceanfront Condo MIL 104 - Shearer Bliss ~ 1 bedroom/1 bath - Maalaea Harbor!
** 2025 Discount Rate - Book Now! **Shearer Bliss Oceanfront Milowai Condo 104 is a perfect vacation rental for 2-4 people on the beautiful Island of Maui. If you are looking for a centrally located, spacious, and comfortable accommodation that offers modern amenities...
Incredible Ocean views! Close to beach! A/C, Wi-Fi, one Parking!
Waikiki Sunset #3606 – 229 Paoakalani Ave.Enjoy simply breathtaking views of the Pacific Ocean, Kapiolani Park, Diamond Head and city lights from this recently refurbished 36th floor, one-bedroom condo (543 sq.ft. plus lanai with table and chairs)! 4-person max.Just a...
Beautiful Yacht View At The Ilikai Hotel! Renovated Unit Just for You! Convenient Location!
This unit is located on the 15th floor of the Ilikai Hotel. Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. Enjoy waking up with the calming ocean view and ending your day with unforgettable Hawaiian...
Konea 505: 2 Bed/2 Bath with Stunning Ocean & Sunset Views at Honua Kai
FALL SPECIAL- BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025 Welcome to Konea 505, a luxurious 5th-floor interior courtyard two-bedroom suite at the Honua Kai Resort in Maui, Hawaii. This stunning suite boasts...
Huge Studio Unit with Lagoon View! #934
Spacious studio with a full kitchen and a folding door to separate the bedroom from the living area. You can walk to Ala Moana Beach Park, Hawaii Convention Center, and Ala Moana Center, the largest outdoor mall in the country.Enjoy the Friday night fireworks from your...
PREMIUM OCEAN VIEW REMODELED Condo * OCEANFRONT
This luxurious unit boasts panoramic ocean views from the kitchen, the living room and both bedrooms. Relax on the king bed in the master suite or admire the glittering Pacific from your own private lanai. The second well appointed bedroom features a queen sized bed and...
Kona Condo with all the comforts of home
This condo has everything you need for a great relaxing stay in Kona. Second floor unit in Kona Bali Kai, 1 Queen bed with new mattress and a queen size sleeper in living room. Kitchen fully equipped so you can stay in and cook if you prefer. Have your morning coffee on...
Relaxing haven, ocean view in the heart of sunny Poipu, Sunset Kahili 408
This spacious two bedroom Sunset Kahili condo with an expansive ocean view is decorated with tasteful island decor throughout. Bedrooms are comfortably furnished and condo includes a full kitchen complete with stove, oven, refrigerator, dishwasher, and microwave.The...
Lawai Beach Resort 314 By Parrish Kauai - oceanfront views steps from Lawai Beac
Enjoy spectacular views from sunrise to sunset from the lanai of your oceanfront Kauai condo. Lawai Beach Resort overlooks one of the best snorkeling and surfing beaches on Kauai, making it a favorite vacation spot for everyone. There are three pools, complimentary...
Ocean View KAN405 - Maui - Ma’alaea Condo Great Views and Value 2BR/2BA Sleep
Experience the ultimate beachfront getaway at Kanai A Nalu Resort 405, where this charming condo awaits to provide you with a truly memorable vacation. Nestled in a secluded spot, this hidden gem offers a serene escape with breathtaking ocean views and a range of...
Special for monthly rentals $2320/month- perfect for Dr/Nurses/prof.
Aloha & welcome to Honu Hale, your home away from home, where the Hawaiian sea turtles throughout the home will not only bring you good luck, but according to Hawaiian legends will serve as guardians throughout your stay. Our home sleeps 4, with one queen and one double...
BEST LOCATION in Kihei! 1BD/1BA by the BEACH! A/C, Clean, Cozy, Wifi, Beach Gear
Legally zoned vacation rental unit. We are completely hands on and have been in the business since 2008. Communications will be directly with us and we operate with a valid State of Hawaii license 091-649-8432-01.A new 55 inch Smart TV and split AC system just...
Ground Floor Corner Unit In Close Proximity To Beach And Downtown Kihei.
If location is everything, this condo is location GOLD! Our 2-bedroom Kalama Terrace condo is located on a quiet street just off the main strip. You feel secluded and at home - meanwhile, you are a short walk from downtown Kihei. Our entire condo was recently remodeled...
Island dwelling near the beach with pool, grills, & high-speed WiFi
Mahina Surf 210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live like an island local and kick back in style in this oceanfront condo just waiting to assist in making the best...
Hawaiian-inspired oceanfront Kaanapali penthouse
Papakea L401 is a 2-bedroom, 2-bathroom oceanfront penthouse corner unit that can accommodate up to 5 guests. The resort has an elevator to bring you to the 4th floor. The stunning unobstructed views of the Pacific can be seen from nearly every room. Inside you'll find...
Royal Gardens Waikiki - Sleeps 3 Full Kitchen
Legally permitted Rental440 ʻOlohana St, #1905A Five Star property under Brand New ownership May 2022A beautiful condo at the Royal Garden resort in Waikiki, a private large studio with renaissance flair the suite offers a full kitchen to assist in saving money whilst...
🏖️Great Ocean and Golf Course Views| No Stairs | vrKCV
vrKCV - Country Club Villas 241, Professionally Managed by Kona Coast VacationsExperience Stunning Pacific Ocean Views & ComfortWake up to breathtaking views of the Pacific Ocean and the 17th hole of the prestigious Kona Country Club Golf Course. This spacious and...
Kamaole Sands in Building 7 - Ground-floor unit in Kihei
You'll love our air-conditioned ground floor 1BR/2BA condo, centrally located in the inner circle of Kamaole Sands in Building 7, just steps away from the swimming pool and the beach. The lanai opens out to a beautiful tropical garden with large grassy areas and water...
Hanalei Colony Resort #G-1 - Ocean front condominium in Wainiha/Haena
Beautifully renovated from top to bottom in 2024, this condo is everything you could want with a view to match! Hanalei Colony Resort #G-1 has a semi open floor plan with one bedroom plus an additional sleeping nook. There is sleeping for 4 people and 2 full bathrooms....
Garden view home with lanai, AC in every room, pool & tennis - walk to beaches
Hale Poipu NaniOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find a true getaway experience at Hale Poipu Nani, a beautiful, private home located in the Poipu Kai - Lanai Villas in...
Now This Truly is Maui!! Oceanfront & Pool views from lanai
An ocean front 1 bedroom ground floor paradise! This renovated maui condo rental is only minutes away from premier golf courses, spectacular beaches, the finest restaurants, and plenty of shopping. There is a great pool to relax around and a large sun deck with endless...
Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!
This four bedroom, three-bath home located in the Kauai Visitor Destination Area (VDA) is the perfect base for your next family vacation on Kauai. The house features two private master bedrooms and two additional twin bedrooms for children or guests. Bedding...
Ilikai-**New Listing*- Beautiful Ocean and Lagoon Views on high floor
The condo is a 1Bedroom 1bath newly renovated; made up of all stainless appliances, tile floors, California king bed, pull out sofa sleeper, 60" HDTV/DVD player, and air conditioning. There is a full kitchen equipped with a microwave, coffee maker, range/oven, double...
Great in town location for this 1 bedroom condo with ocean view
Kalanikai 208 is situated in the heart of Kailua-Kona Village amongst lush tropical landscaping. This is one street above Alii Drive and walking distance to stores, restaurants, the ocean, beaches, Starbucks and the new Safeway located directly behind us. This one...
Ilikai 1243 Best Views 2 Bed Room Best Ocean / Lagoon Views
FINEST OCEAN / LAGOON ! AT Ilikai WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "43" column which...
Little Paradise in Waikiki with Lovely Ocean -15th FL
Your convenient cute little place with a beautiful ocean view! Our unit overlooks Fort DeRussy Beach Park, right across from Hilton Hawaiian Village. There are so many restaurants, and beaches around. 1 block from Waikiki Beach and also close to Ala Moana beach. Walk...
15% Off Stays thru 5/31/25! Perfect Family Getaway! Ground Floor, AC, Pool 2B/2B
Experience the ultimate Maui getaway at Kaanapali Royal L101, a spacious ground-floor condo offering nearly 1,900 square feet of comfort and style. Perfect for families or groups, this beautiful two-bedroom, two-bathroom retreat comfortably accommodates up to six...
Discover Coastal Comfort: Oceanview Retreat at Kamaole Nalu #304
Kamaole Nalu #304 – Modern Ocean View Retreat in KiheiKamaole Nalu #304 is a beautifully remodeled two-bedroom, two-bathroom condo offering ocean views and modern island comfort. Located on the third floor of this oceanfront property, the condo provides an inviting...
Ultimate Oceanfront Townhome Located on Kona Coast
Wake each morning to the serene sounds of the ocean kissing the shoreline when you stay at this 2-bedroom, 2-bathroom Kailua-Kona vacation rental townhome. From this oceanside space, world-class snorkeling, parasailing, and whale watching are all at arm's length. If you...
Extended Stay Panoramic Ocean & Diamond Head Views
Our unique quality listing features panoramic ocean and Diamond Head views overlooking Fort DeRussey park. Great location. Furnished as high end luxury recluse. Parking, wifi, cable, etc. You'll love it! We're looking for guest who would like to stay for 4-6 weeks or...
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...
VI 204 Updated Coastal Chic OceanFront 1BD Ocean Views
Valley Isle 204 Updated Beach Chic OceanFront 1Bedroom at Perfect Location for Breathtaking Sunsets and Whale Watching. Relax and Recharge. Close to Famous Beaches and Dining FREE daily activities included with your stay value up to $570! Complimentary admission, every...
Dream ~ Exclusive Ocean Front Luxury Home on Wailea Bay, Beach 69 ~ Aina Malia
Summary:Aina Malia, a unique property, is situated above beautiful Wailea Bay on the Kohala Coast of the Big Island of Hawaii, one of the few white sand beaches on the island of Hawaii. Beautiful tropical landscaping abounds with privacy and romance. Custom designed...
Only 10 Feet from the Ocean! Fresh and Updated Pohailani 102 Studio - Sleeps 2
Close to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 13-minute walk to Kahana Beach, or easily tackle the...