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.
Exceptional 10/10 Peaceful Forest Paradise
We're delighted to announce a new year and another acre of native Hawaiian forest added to the retreat.Immerse yourself in an exceptional once-in-a-lifetime all 5-star experience on the Eastern tip of the Big Island, in this newly renovated lava themed suite. Surrounded...
Kona Keauhou Resort #124 | Condo in Kailua-Kona with ocean views & pool access
Kona Keauhou Resort #124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The best unit in Kona Keauhou Resort, this top-level, end-unit condo boasts a tranquil Hawaiian escape for you...
Relax in this beautiful ocean view studio condo!
Welcome to our beautiful studio unit B303 in the beautiful Papakea Resort which is located in West Maui. This condo is on the third flood in the highly desired "B" building. Our unit is steps away from the ocean, pool, cabana, and has a putting green right off of the...
Lanikai Breeze – Contemporary Comfort Steps from the Shore
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Just steps away from coveted Lanikai Beach,...
Breathtaking Ocean View with Private Pool!
30 Days or more Rental!Discover this 2-bedroom gem in Honolulu. This tranquil house features 1 king bed and 1 queen bed, perfect for a peaceful getaway. Bidet in the bathroom, along with amenities like AC, WiFi, and a washing machine. You're sure to make fantastic...
Poolside Ground-Floor Villa |Walk to Beach|Hot Tub
Summary:E110 | TA-120-625-1520-01Walk to the best beaches on Kauai! In a tranquil setting surrounded by lush tropical landscaping, unwind in the pool, soak in the hot tub, work up a sweat in the fitness center or on the tennis courts, walk to multiple beautiful beaches...
Off Grid Getaway w Panoramic Ocean Views
Aloha & welcome to our lush 11 acre OFF GRiD Paradise!This home operates completely off the grid meaning we gain 100% of our power from solar energy, our water is catchment (rainwater), and we have propane to power any gas devices. You will have access to our beautiful...
Steps to Sugar Beach!
Hosted by VacaMauiWe chose Kihei Holiday due to it's incredibly close location directly across the street from Sugar Beach.Stainless steel appliances, air conditioning, beach gear, and a flat screen TV are some of the amenities you will enjoy during your stay.This unit...
Honu Awa - Princeville Kauai Oceanfront Vacation Rental Home
Enjoy an amazing retreat at Honu Awa, meaning Turtle Cove in Hawaiian. This upscale home sits on a dramatic bluff overlooking the north shore surf, a mesmerizing reef, and endless Pacific waters.This stunning villa boasts three ocean-view bedrooms with en suite...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 2-Bedroom Penthouse with Gorgeous Sunsets! MAH-1211
Spectacular top-floor 2-bedroom penthouse with panoramic views of Molokai and lanai, expansive lanai, and luxury upgrades-perfect for whale watching and indulging in an unforgettable Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Hale Kai #116 Oceanfront Condo, just steps to the beach, pool and BBQ!
Fully remodeled first floor direct oceanfront condo, just steps from the pool, beach, and BBQ. The Hale Kai has a small quiet feel, that has guests returning year after year, "Hale Kai", your home by the sea. Experience amazing views of Molokai and Lanai and enjoy...
Kukui'ula Cottage #29: Modern Plantation-Style Home with Pool
New home construction next door started in Jan 2022This luxury Kauai vacation rental is located in the luxury resort community of Kukuiula. This fabulous new home has lovely distant ocean views from both the main living area and the upstairs master suite and private...
Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood
Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining room in 700 sq. ft. Lanai with 4 ceiling fans to assist the ocean breezes. • 2 Bedrooms each with a queen size bed...
Mauna Lani Point | A207
From the moment you open the front door of Mauna Lani Point A207, you will be greeted with a stunning ocean view. As you make your way into the living room, your eyes will be drawn to numerous visual joys such as the vaulted ceiling featuring wood paneling, the modern...
Wailea Grand Champions | 159
Wailea Grand Champions 159 is a beautifully updated three-bedroom vacation rental located along the fairway of the Wailea Blue Golf Course. This ground-floor condo offers a spacious layout with three bedrooms and two bathrooms, making it ideal for families or groups...
Spacious, Private Villa Ideal For Extended Or Multiple Family Rendezvous
This stunning 10,000 square foot, slate and mahogany floored, 7-bedroom open air Villa is your own private paradise. Enter the expansive foyer through the beautiful etched glass double doors to step down into the 2 1/2 story living room capped with a traditional...
Turtle Bay Resort Oceanfront Villa - 3 Bedroom
***This is the most luxurious stay you can get on the North Shore of Oahu! Our amazing Ocean Villa is one of the only two villas located in the whole Ocean Villa Complex that allows you to have Ocean Views from ALL BEDROOMS. Unlike most houses on the North Shore that...
Air Conditioned Upstairs Condo with full kitchen, pool, wifi, walk to beach.
Experience comfort and style in our newly renovated upstairs condo, featuring fresh flooring, modern appliances, and updated furniture throughout. This air-conditioned retreat comfortably sleeps 4 guests, with a luxurious king-sized bed in the bedroom and a convenient...
Tropical paradise with pools, hot tub, BBQ, lanai, washer/dryer, AC
Plantation Hale C1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This well-appointed condo has everything you need for a breezy and tranquil stay! This spacious, end-unit condo is...
Hale Kupa'a: Charming Island Villa w/ Beach Nearby
Hale Kupa'a—this delightfully situated house on Poipu Kai’s scenic, super-convenient Green Belt walkway—was completely remodeled in summer 2021, and the exquisite attention to detail is evident in every light, bright, charming room. Leafy green views fill the...
Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
Aloha! We are Julie and Randy and welcome to our home! We want you to enjoy the fantastic ocean views and luxury of our 2-bedroom, 2-bathroom condo in Wailea Elua Village - a gated, 24-acre, oceanfront community on beautiful Ulua Beach in Maui.All open dates through the...
Ocean view 2 bed/2bath Kaanapali Shores gem
Welcome to Kaanapali Shores 423. This beautifully positioned 4th floor ocean view 2 bed/2 bath condo features newly upgraded central AC, fully equipped kitchen with granite counter tops, in unit washer/dryer, & more. This condo can accommodate 6 people. Admire the...
Relax and Rejuvenate in the Heart of Kona. Minutes walk to town!
Condominium pool will be closed all of October due to renovations. BBQ’s will be open. Simple 1 bedroom/2 bathroom condo for rent. Sleeps two comfortably but can sleep four. Unit is fully furnished, with two lanai's, washer/dryer, television, Wi-Fi, and 1 garage space...
White Sands Village#121: Beachfront Complex, AC, Spacious Unit!
Escape to Paradise at White Sands Village in Kailua Kona! Unit#121 has all the essentials one needs for a Beachfront Vacation. Welcome to your perfect Hawaiian getaway! Nestled in the heart of Kailua Kona, this 2-bedroom, 2-bathroom unit at White Sands Village offers a...
100-4 Island living at its best!!
Puamana 100-4 is a beautifully remodeled 3-bedroom, 4-bathroom townhome offering partial ocean views in a prime location, directly across from the beach access. Unfortunately, the historic clubhouse and some amenities were lost to the Lahaina fire, and the two of the...
Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split AC!
Welcome to Maui Kamaole A-206, a stunning 2-bedroom condo nestled in the heart of South Kihei, Hawaii. This beautifully appointed retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or couples seeking a slice of paradise.With a...
2/2 Oceanview Modern Resort Vistas
Summary:Spacious and elegant. Completely remodeled in March 2024, no expense was spared to create our gorgeous oceanfront oasis. This two-bedroom, two-bathroom condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is...
In the center of it all!
Maui at it finest! Fantastic oceanviews where you can watch whales from your balcony and visit sea turtles on the private beach area. This centrally located property is in a quiet area on Maui, but everything is just minutes away!Maui's beautiful southern 7 Mile beach...
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Numbers 1990/NUC-1777/1778 and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
Cottage Nene by AvantStay | Mountain View + Garden
Aloha and welcome to Cottage Nene, your serene Hawaiian escape nestled in the lush Makaha Valley. This beautifully designed home combines luxurious comfort, tropical landscape, and breathtaking natural surroundings. Whether sipping your morning coffee with stunning...
Beach/Oceanfront, AC! Pool, Gym, Steps to Beach!
Welcome to The Surfing Turtle Poipu! Updates: We have a brand new beautiful roof as of April! We also have newly installed mini split AC in all three rooms! Come visit us this fall and winter and experience the perfect tropical escape on Kauai at our beachfront vacation...
Jewel Villa in Ko Olina Resort
This newly renovated, luxurious Villa is nestled in the quiet resort of Ko Olina. This Villa has 3 bedrooms and can sleep up to 6 guests. Choose to spend your days on the Ko Olina Championship golf course, one of the four lagoons on the beach, or eat at any of the...
Fabulous Ocean Views with Mauna Kea Resort Access
Situated within the Mauna Kea Resort, this home is close to two championship golf courses: the newly renovated Mauna Kea Golf Course and Hapuna Golf Course. Furnished in a natural tropical motif with high beam ceilings and lots of windows, this spacious Fairways South...
Quiet Paradise on Bay w/Aircon
A true Hawaiian-style vacation rental makes you feel welcome in this fully equipped family home. Just steps to the magical blue waters of Kealakekua Bay, you'll be able to swim, snorkel, and paddle practically in your front yard. With a peekaboo ocean view you can see...
Sweeping Ocean Views from Renovated Top Floor Unit
Welcome to beautiful ocean views in sunny Poipu where you can watch the waves breaking at Brennecke’s Beach from the comfort of your home! Our condo has one of the best views in Kahala at Poipu Kai and is located on the greenbelt walking path with easy access to...
Hale Kahakai - Oceanfront Retreat - Direct Beach Access - 30 Day Rental
Important Notice: This property is available for rental with a minimum stay of 30 consecutive days. Rental prices remain fixed and are not subject to reduction based on the length of stay.Welcome to Hale Kahakai! This exquisite single-family oceanfront retreat is...
Beachside Kailua AC 3min walk to beach! Inquire for available dates!
CONTACT HOST/RESERVATIONS/DETAILSThis airy, spacious four bedroom Kailua beachside vacation rental home with AC provides the essence of tropical Hawaiian living. Remodeled kitchen and bath(s) finish off this stunning home. Whether you prefer lounging in the sun...
Hanalei Bay RESORT 2312, Amazing Views wKitchen 10 Stars Reviews!!!
NEWLY REMODELED Well maintained Studio!!! One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos...
Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.
The residence is designed as a gathering place with an open, airy living area ideal for entertainment of all kinds. The kitchen features stainless appliances, a generous island and lots of counter and storage space resulting in an excellent setting for creating...
Mauna Lani Golf Villas C1: Spacious Condo w/Views Golf Course Views, A/C, & Pool
Situated in a superior end-unit location on the 10th fairway of the famed Francis H. I'i Brown South Course at Mauna Lani, recently-renovated Golf Villas C1 offers a one-of-a-kind vacation experience. Watch the sun rise over Mauna Kea to the east of this exceptional...
Ma'alaea Surf Unit E3-1 BR Ground Floor Beachfront Condo, Wifi, AC, Pool, TV
Ma’alaea Surf, Unit E3 is a conveniently located, beautifully appointed, expansive ground floor apartment near the large pool with fabulous ocean and sunset views. This unit features AC, Wifi, TV, kitchen, 2 pools, free tennis and pickleball courts, convenient...
Living Aloha: A Quiet Condo w/ Step-Free Access!
Escape to the beaches and clear blue waters of the Big Island in this 2-bedrooms with kings beds, 2-bath Kailua-Kona vacation rental. This condo features a living space filled with natural light, a TV, tile floors, and a private lanai overlooking the 18th-hole golf...
🌴 Ocean Front * Premium Luxury Condo * Mahana Kaanapali 🌴
Upon entering this west Maui condo, you are stopped in your tracks. You can hardly believe what you are seeing.First, there is the view. Eight-foot-high and stretching along the entire ocean-facing front of the unit, the floor-to-ceiling windows are filled with a...
Napili Bay Perfection #201, Top Floor, Corner Unit, On The Beach! Specials!
Stay right on Napili Bay beach, considered by many one of the top beaches in the world. This upgraded and remodeled studio will help you feel right at home when it’s finally time to relax after your all day activities. Along with being directly on the beach, you can...
"Drift Away" Studio Oceanview at Islander on the Beach 259
Drift Away – Oceanfront Studio at Islander on the Beach 259Welcome to Drift Away, a second-floor oceanfront studio at Islander on the Beach where you'll be transported to the peaceful beauty of Old Hawaii. Wake to the sound of the waves, breathe in the fresh ocean...
Beautiful Beachfront Corner Unit Condo with wraparound lanai
n compliance with City & County of Honolulu regulations, this unit is required to advertise and rent for a minimum of 30 days. Please contact the owner directly for availability and inquire regarding any discounts available.Secluded beach, the Pacific surf, beautiful...
Oceanfront luxury 3bd condo on Baby Beach
Puunoa Beach Estates is one of Lahaina's best-kept secrets. This exclusive 10-unit gated boutique resort is nestled on Baby Beach, otherwise known as Puunoa Point and is famous for soft white sand and tranquil waters. The outer reef protects this point from the waves...
Steps to beach! Gorgeous renovated partial ocean view condo at Waikiki Shore!
Waikiki Shore #515 – 2161 Kalia Rd.NEW TO OUR INVENTORY! Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled (2023) 5th-floor beachfront studio is a favorite with return...
New! Bright, Coastal Retreat Plus Athletic Club
Bright Coastal Retreat with Poipu Athletic Club MembershipWelcome to your sunny Kauai escape! This beautifully updated 1-bedroom condo at Kiahuna Plantation (Unit #402) offers the perfect blend of island charm and modern comfort. Take in the gentle sway of palms and...
Sparkling 1 BR condo in central Kihei w/AC. Walk to the beach!
Located in the heart of central Kihei, Kihei Akahi C-517 is a dream. Freshly updated with custom cabinets, super quiet split AC and a king bed, this condo is your perfect home away from home. Your place comes equipped with a fully-stocked kitchen, in-unit washer and...