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.
Prince Kuhio Large Garden View Studio 232
Just a two minute walk from the ocean, this spacious air conditioned studio is a perfect retreat for a single traveler or couple. It's located just minutes away from shops, farmers' markets, and the famous Poipu beaches. Create your culinary delights in our fully...
Modern Décor W/Private Lanai and A/C – Waikīkī Shore #1106
Castle Waikīkī Shore #1106 on the 11th floor: This stunning one-bedroom/one-bathroom is one of our more unique suites with a modern edge and clean white aesthetic. This open-concept unit has living room dividers to give you multiple layout options.Large...
Makahuena Condo #2-203 - Spacious 3 Bedroom Condo with Pool
Breathtaking ocean views and spacious living accommodations await you at this fabulous 3 bedroom Makahuena Condo in Poipu. Well-appointed fully equipped kitchen, accommodating up to 6 people, in a total of 1300 square feet of living space. Bedding consists of a king, a...
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...
Relaxing condo with WiFi, gorgeous ocean views, shared pool, & more
Lae Nani 326Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start living on island time with a stay in this cozy Hawaiian condo! Soft sands, gentle waves, and plenty of resort-style...
Turtle Bay Heliconia - Kuilima Estates East
Beautiful, updated one bedroom, two bath ground floor condo with tile floors throughout. Newly updated extended living room. Updated well appointed kitchen with modern appliances blending in nicely with the open, tastefully decorated living room with large HD TV ....
Palms at Wailea 2206, Tropical paradise awaits! Top Floor with an ocean view!
Palms at Wailea 2206, offers the perfect location in Wailea. This 2-bedroom/2-bath unit surrounded by the lush landscaping make this a great Hawaiian getaway! As you enter you will immediately be drawn to the fantastic views! Your large private lanai is the perfect spot...
Ocean and Pool View Condo Great for a Family
Hawaii Tax ID: TA-172-922-0608-01TMK: 390010020148This comfortable and spacious condo at Maui Sunset is the best way to enjoy the 5.5 acres of award winning, immaculately maintained, ocean front grounds. Enjoy the BBQ grills, 60 foot tile swimming...
Vista Waikoloa G204-New Golf Gold Membership start March 2025, Fairway Views!
Welcome to our Paradise retreat Vista Waikoloa G204. Centrally located within the Waikoloa Beach Resort, the Vista Waikoloa is within a mile from beach, golf courses, shops and restaurants. G204 offers one of the larger floor plans within the Vista condo complex, 1417...
Majestic Golf Course & Sweeping Ocean Vistas at Wailea Ekolu 312
Wailea Ekolu #312 – Unforgettable Ocean Views & Island EleganceFind your private slice of paradise at Wailea Ekolu #312, a beautifully appointed one-bedroom, two-bathroom upstairs condo offering sweeping ocean views, golf course serenity, and the comfort of home in...
KONA REEF D-32: Absolute Oceanfront, Top Floor, Private
Pool, top floor, absolute oceanfront, lovely one bedroom condo at the highly acclaimed Kona Reef Resort!Why Kona Reef:• Conveniently located along the prestigious Alii Drive in the heart of Kona town. • It’s a 5 minute walk in your flip-flops down a low traffic...
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...
🌺Summer Savings! ⛱️Spectacular Panoramic 🏝Oceanfront View-2 BD/2 BA End Condo!
Welcome to paradise in this 2 bed/2 bath Hololani A Building corner condo—perched on the 6th floor, offering unobstructed expansive wraparound views. Every room frames the breathtaking turquoise expanse of the Pacific and the stunning Molokai and Lanai islands,...
OCEANFRONT, Luxury 1 bed/1bath Suite - Hokulani Tower - Honua Kai 316
Escape to paradise at this beautifully appointed corner 1-bedroom, 1-bathroom condo in the luxurious Honua Kai Resort, located directly on world-famous Kaanapali Beach in West Maui. Situated in the prestigious Hokulani Tower, this south-facing suite offers abundant...
PS 111 Updated Condo w Ocean Views Pool Hot Tub
Polynesian Shores 111 Freshly Updated 1bed/1bath. Ready for Whale Watching on Private Patio 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, Alpaca...
Chic condo in oceanfront complex with resort amenities & wraparound lanai
Kona Makai 4-106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relaxation comes easy at this Kailua-Kona condo, located at the oceanfront Kona Makai Condominiums. Make the most of...
Hale Kamaole 131 Ground floor condo, easy access to best beach on Maui!
This condo was professionally decorated by an interior decorator with Hawaiian style, and has Hawaiian patterns and artwork throughout condo. There's a King bed in the bedroom and Queen hide-a-bed in the front living room. The kitchen cabinets are spacious with an extra...
Kona Alii 512: Tropical Oceanview Condo w/ Shared Pool in Downtown Kona
Kona Alii 512 invites you to experience the best of Kailua-Kona from a top-floor perch with sweeping Pacific vistas. This two-bedroom, three-bath penthouse condo pairs airy interiors with the rare luxury of brand-new air conditioning throughout. Situated directly on...
Kanaloa 3101 - The Point at Kanaloa
Castle Kanaloa at Kona Resort #3101 - The private atmosphere of the unit combined with modern coastal furniture will melt your stress away. The open design of the living area features plenty of comfortable seating for guests. Sit back, relax and watch the waves, or if...
Oceanfront! 30' to Ocean! Newly Updated Amazing Corner Windows!
Just 25 feet from the ocean, this third-floor corner condo offers wave sounds, Moloka‘i views, whale watching, snorkeling, and grilling by koi ponds. Enjoy two pools, putting greens, and nearby food trucks—Papakea Resort at its best.• 1 cozy bedroom: - Bedroom: 1...
9th Floor Balcony, True InDoor/OutDoor Living w/ Sliding Doors
Legally permitted vacation rental —WAIKIKI GRAND HOTEL®134 Kapahulu Ave #908⚕⚕ For your health and safety ⚕⚕we utilize additional Sterilization procedures between reservations.My place has —≈1 Queen Bed≈Powerful AC≈Kitchen≈Great views≈Close to...
Maui's #1 Kaanapali Beach * 2 BR/2 BATH OCEAN VIEW F204
Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1600 sq ft big. Large lanai extends from bedroom to living room and wraps around. King bed in master bedroom,...
Hanalei Bay Resort 9304 (Hanalei Bay Hideaway) AC!
This separated one bedroom one bathroom condo has full oceanfront views of Hanalei Bay with your own private lanai. Wake up in your king size bed with your clean crisp high end sheets and enjoy an amazing sunrise and a complimentary cup of coffee. Unit 9304 includes...
#16 2 bed/2 bath Condos | 2 Bed, 2 Bath
This is a 2 bedroom unit with the BEST location in the entire resort. This condo has ocean views from both the lower level and the upper bedroom level. Upstairs features a private balcony, where the downstairs offers sliders out to a covered lanai with easy walking...
BEAUTIFUL TROPICAL STYLE CUSTOM HOME WITH POOL
A beautiful tropical style custom home featuring private ocean views and a gated pool. Our home was thoughtfully designed to maximize Hawaiian indoor/outdoor living and entertaining in a manicured park-like setting. A palm lined driveway leads you to a single level 3...
Kihei Akahi Condo w/ Free WiFi, Shared Grill-Surf, Bike, Golf, More
Kihei Akahi C504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Affordable Comfy Condo - Just Steps Away from a Sandy Beach!
This Beautiful completely remodeled condo in Kihei Bay Vista complex is located across the street from the Humpback Whale Museum and historic Kulepolepo Beach. This beach is ideal for children as the water is generally calm. We have beach chairs and toys for your use at...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beach front lanai with plenty of spots...
Spectacular View 1 Bedroom Condo on the ocean, Lahaina, Maui: Direct from Owner
Miraculously spared in the great wildfire of 2023, the property is intact, thoroughly redone, and blessed.This beautiful and comfortable condominium unit is ideal for couples, right on the ocean. Enjoy West Maui from your doorstep - beautiful sunsets, fine restaurants,...
Steps from Waikiki Beach, the Red Ginger
Location is everything!The Red Ginger is a compact studio apartment with its own private balcony providing a city view of Waikiki. With historic Waikiki Beach is just outside the hotel lobby, the Red Ginger makes a perfect home base for exploring Honolulu and the rest...
Resort Condo near the Beach
Aloha welcome to my condo in Kihei Resort: Located a few steps from the beach, 200 feet to Humpback visitor center, a few blocks to a windsurfing beach, 1.2 miles to Piilani shopping center with Safeway, Ross, Outback Steakhouse, Ruby Tuesday, etc; .9 miles to...
Panoramic Diamond Head Ocean View Spacious Home
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...
Upscale coursefront condo with central AC, shared outdoor pool - close to beach
Pili Mai 11COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This charming second-floor condo is built to be an escape - your escape! Warm neutrals and a refined island color palate...
Oceanside Cozy, Clean, Casual Suite - steps to beach and amenities!
Simplicity with stylish comfort in this lock-off suite within the Mana Kai Maui Resort! ! Be ready for active days making Maui memories! Restore enjoying the surrounding grounds, beach, and amenities! We appreciate you supporting the economic recovery of Maui, its...
Second-floor, ocean view condo in oceanfront complex with lanai, AC & 2 pools
-Casa de Emdeko Ali'i ShoresOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Go to sleep each evening to the sounds of ocean waves and rustling palms at this well-appointed condo on...
Tropical view condo just steps to white sand beach
Hono Kai B15 is a bright 1-bedroom, 1-bathroom condo that offers tropical views from your private lanai. There are no elevators at this property. Unit B15 can accommodate up to 4 guests. The master bedroom is equipped with a queen-size bed and there is a queen-size...
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Aloha!Welcome to our home in the heart of Hana right above Hana Bay. Come relax in this 2 bedroom / 1 bathroom main house featuring a fully equipped kitchen. The cozy living space is perfect for visiting or watching a movie. A 4-person dining table and spacious covered...
White Sands Village#231: Beautiful Spacious Condo, Beachfront Complex, AC!
White Sands Village#231 is a beautiful addition to Knutson & Associates Vacation Rental Inventory. Quiet, Peaceful & Ocean views!! NEW OWNERSHIP & NEW CHANGES AS OF JANUARY 2024!All new bed linens, comforters, couch, recliner with ottoman, power lounge chair, bathroom...
Ground-floor beach getaway with a full kitchen & a furnished patio
Mahina Surf 115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your way to this tropical, oceanside paradise - the perfect spot for a small family getaway or a romantic vacation...
Hale Pua ~ The House of Flowers - Kuilima West
Experience the serene beauty of Kahuku's West Side at Hale Pua ~ The House of Flowers. This charming 2-bedroom retreat offers a cozy haven for up to 8 guests, complete with modern amenities like air conditioning, a BBQ area, and a private patio. Dive into relaxation...
Beautiful Beachfront Condo - Big Nightly Discounts!!!
Come in and visit paradise in our remodeled, air conditioned two bedroom, two bath second story condo located right on one of Maui's finest beaches. All that’s missing is you and your swimsuit!The master suite features a queen size bed with views of the ocean and...
Kailua Kona, Hawaii, United States
Condo, 2 Bedrooms + Loft, 2 Baths, (Sleeps 3-5)This ocean view unit is conveniently located on Alii Drive walking distance to town and shopping with beach across the street. The unit is beautifully furnished with new Tommy Bahamas style furniture, and yummy pillows.The...
Breathtaking Condo #3411: Your Ideal Maui Retreat Awaits!
Welcome to this breathtaking top-floor, Ocean View condo. Immerse yourself in the beauty of your surroundings while enjoying the utmost relaxation.Charley Young Beach, situated mere steps from the condo, showcases immaculate white sands and a family-friendly ocean,...
❤️PiH❤️HAWAII BLUE VILLA★ Bikes ★ Free Private Beach Club Access
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaii Blue Villa, part of our Hawaiian Luxury Collection. Hawaii Blue at Golf Villas is a wonderfully exquisite high-end 3 bedroom home which is one of the best buildings for glorious sunrises and golf views -...
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Nahenahe Cottage -Maui MeadowsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy tropical getaway awaits at this remodeled cottage, boasting a prime location in the private and...
KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr
Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of building 3. The condo...
Oceanview Bliss! Large 3BR-3BA Unit - Great For Family Getaways, #E403
Papakea is a lovely tropical resort situated on the north side of Ka'anapali Beach. Close to shopping, restaurants, and walking trails, it's perfect for a larger group wanting privacy and space, sleeping up to 8. This unit comes fully furnished to meet all of your...
Kauna‘oa 7B at Mauna Kea – Private Retreat with Pool, Spa & Beach Access
This two-story luxury townhome at Mauna Kea Resort offers four bedrooms, 4.5 baths, and 3,577 square feet of elegant island living. Set within a private gated enclave, the home features its own pool and spa surrounded by tropical gardens, plus seamless indoor-outdoor...
SPECTACULAR OCEANFRONT VIEWS, BEAUTIFUL STUDIO!
***GREAT LOCATION, AMAZING OCEAN VIEWS, SPECTACULAR STUDIO #102A***ABOUT THE CONDO...This beautiful direct oceanfront STUDIO is located in beautiful West Maui along the North Ka'anapali coast, 7 minutes North of Lahaina. While relaxing on your private lanai, you have...