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.
Mahalo Hale - Private Luxury Resort Property
Welcome to your private luxury resort on the stunning north shore of Kauai.Four king bedrooms, one with additional media center + queen bed, three full baths, grand gathering room with pool/ping pong table, additional media room with 72” TV. Whole house AC -...
Kumulani Residence A2
This ground-level, oceanview residence, finished in classic Hawaiian decor, offers a great room with sliding glass doors for indoor/outdoor island living, a full kitchen with premium stainless steel appliances (including a wine refrigerator) and granite countertops,...
🏖️Upgraded 2BD Plus Loft | Amazing Golf & Ocean Views | AC | vrKCV
vrKCV - Country Club Villas 341, Professionally Managed by Kona Coast VacationsWelcome to Country Club Villas #341 – Your Dream Vacation Awaits!Aloha! Step into paradise and experience breathtaking views from Country Club Villas Unit #341. Perched on the third floor,...
Brand New to the rental Pool Take Advantage of our Introductory Rates
This home has been beautifully upgraded with Solid hardwood Maple flooring throughout. The kitchen has Monkey Pod solid wood cabinets and granite counter tops throughout. The bathroom has a beautiful walk in shower, Koa wood countertop and large soaking tub. TV stand is...
Maui Resort Rentals: Hyatt Residence Club – 3BR Oceanfront Lower Floor VIlla
3 Bedroom Oceanfront Luxury at The Hyatt Residence Club – Ka'anapali's Newest, Most Exclusive Resort.Perched upon Ka'anapali, one of the world's most beautiful beaches is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling tropical paradise,...
Honu Hale on Turtle bay golf course - Kuilima Estates West
2 bed 2 bath condo with a loft. Sleeps 4 people. Explore Oahu and enjoy North Shore's beautiful ocean. Just a 8 minute walk to the relaxing beaches of Turtle Bay Resort. A short 5-15 min drive to many legendary beaches with soft sand, turquoise water, & amazing waves!...
Enjoy ocean views and a private lanai at Akahi #408, 2-bed, 2-bath condo!
Come enjoy paradise at Keauhou Akahi unit #408, at this two-bedroom, two-bathroom property. Enjoy your private lanai, with ocean views, and BBQ!Keauhou Akahi is conveniently located in the Keauhou area of Kona. You are a close drive or walk to the stunning and iconic...
WBH D116 Aloha Wai2 – Serene Garden view by the Sea
Summary:Ground floor 1-bedroom/ 1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper (8.5" mattress) allowing the unit to sleep up to 4 people. Complete Full Kitchen, Cable TV, Air...
🏖️Secluded yet Close to Everything | Ocean View | vrKCV
vrKCV, Orchid Hale, Professionally Managed by Kona Coast VacationsWelcome to Orchid Hale, a private sanctuary in Holualoa where rustic charm meets Hawaiian elegance. Accessed via a rustic farm driveway lined with coffee trees, this secluded retreat opens at stone...
Prime Location for Oceanfront Lovers
Situated in Maalaea, just a short drive from the airport, Island Sands 110 is the perfect base to enjoy all that Maui has to offer. The condo is steps away from the daily bustle of Maalaea Harbor, where you can indulge in a variety of ocean activities, including snorkel...
Hale Nalani O-202 a hidden Gem, comfort and fun
A Wonderful 3-Bedroom Villa to Enjoy the Beauty of Ko OlinaWelcome to your ocean-view beach villa, where privacy and beauty come together in a breathtaking setting. The property features serene koi ponds with waterfalls, a lagoon pool with a sandy beach for children, an...
Ko Olina Beach Villa Ocean View Condo 2BR/2BA
Penthouse Beach Tower 10th Fl (1003) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 6.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...
Two Bedroom Ocean View Deluxe Luana Kai Resort A203
Luana Kai A203 is a two bedroom/ 2 bath oceanview. Enjoy the spectacular view while dining on the lanai. This condo has a King in the master with two twin beds in the guest bedroom, and a sofa bed in the living room. A203 does NOT have AC. Includes Wifi, cable Tv,...
Peaceful Petfriendly Paradise Home | with A/C
Welcome to Hale Kāhili! Enjoy a relaxing retreat at our peaceful, pet-friendly home in Hawaiian Paradise Park. Our spacious 4 bed 2 bath home accommodates up to 9 guests and is perfect for families or groups looking for a comfy and convenient stay close to Hilo. With a...
Oceanview Beautifully Renovated Kihei Condo D206
Escape to paradise with a stay in our stunning, recently renovated Oceanview condo in Maui. Perfect for a romantic retreat, this second-floor gem features brand new engineered hardwood floors and a stylish kitchen with a large center island, quartz countertops, a chic...
Pili Aloha: 3BR Condo w/ Lanai, Pool & Mountain Views
Welcome to Pili Aloha by GatherPili Aloha is a beautifully designed 3-bedroom, 3-bathroom luxury condominium offering 1,318 square feet of elegant living space in the heart of Princeville, Hawaii. Situated on the upper level, this home provides stunning panoramic views...
Large End Unit - Special Pricing - Luxurious 3 Bedroom/3 Bath Town Home
This beautiful 1850 square foot 3 bedroom / 3 bath town home is a very private end unit which has a wall of windows that fill the living area with natural light. On the main floor, you will find a gourmet kitchen with granite counter tops and brand new stainless steel...
Stunning Remodeled 2BD/2BA Oceanview Condo
Kauhale Makai (Village by the Sea) truly embodies paradise. This newly remodeled 2-bedroom, 2-bathroom condo has been beautifully updated, boasting a brand-new kitchen complete with granite countertops and high-end appliances.The elegantly designed bedrooms and...
Hawaiian Elegance – 5BR Retreat Steps from Mauna Kea & Hapuna Beaches
Welcome to Hawaiian Elegance! From sunrise to sunset, beautiful views surround this exquisite five en-suite bedroom estate in the prestigious Kauna'oa gated community in the heart of the Mauna Kea resort. Hawaiian Elegance is a brand new home just completed in March...
Perfectly located budget friendly condo, across the street from the beachnn
Welcome to Kihei Akahi C308. This updated 3rd floor condo has partial ocean view and tropical foliage from the private lanai. Fully equipped and ready to host your Maui memories. The condo can accommodate 4 people and has in unit washer/dryer. Kihei Akahi is located in...
Enjoy Perfect Vacation at Luxury Beach Front Resort.
Welcome to the paradise in Kauai, Waipouli Beach Resort. G-205 with 2 suite bedrooms and 3 full bath is equipped with high end luxuries to provide a comfortable, memorable vacation experience. Wake up to the sound of the ocean and prepare for a full day of leisurely fun...
❤️PiH❤️ Hapuna Sunsets ★ Beachfront ★ Steps From Ocean ★ A33
Welcome to Hapuna Sunsets at Hapuna Beach Residences brought to you by Paradise in Hawaii Luxury HomesThe shimmery Pacific Ocean beckons you from the moment you wake. Enjoy vibrant sunsets over the ocean each evening. Steps away from your condo is the stunning Hapuna...
Oceanfront Corner Unit - #201 - Panoramic Ocean View - Over 150 "5" star reviews
Please be sure to read the reviews. Prior guests truly tell the story. This beautiful multi-million dollar property is directly oceanfront with a 180 degree panoramic ocean view.The oceanfront corner unit provides unobstructed expansive views which include the...
Modern ocean view suite walking distance to the coolest beach town in Maui
Mangolani Inn is a refreshing alternative to Maui's mega resorts. Live a more like a local by staying in our luxurious award winning tropical sanctuary walking distance from the coolest little beach town in Maui. The Ocean View our newest premier studio on property is...
Private Island Style Cottage With Ocean View And Tropical Garden
Beautiful island style cottage with sunset views and tropical garden. If you want to experience true Hawaiian living in an eco-friendly natural, non smoking environment this is your place. Have a soak in the tub, pick fresh herbs, veggies and fruit or stroll through the...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | Deluxe 3-Bedroom Condo includes Beach Gear! HKH-504
Exquisite 3-bedroom villa with sweeping ocean views, spacious lanai, and luxurious interiors-sleeps up to 10, perfect for families or groups seeking the ultimate Maui retreat in style and comfort.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Amazing Ocean Views Private Pool and Spa
Our breezy Cottage with 180 degree ocean views and private pool and spa sits at a cool elevation about 10 minutes from Kailua Kona. The home is located on the Walua walking trail and minutes from snorkeling, shopping, and dining. PLEASE NOTE: The property is in the...
Former Model at the Colony Villas , Amazing Golf Course View!
Imagine your well-deserved vacation at a gorgeous three bedroom, two and a half bath townhouse at the Waikoloa Colony Villas - a luxury, gated community located in the prestigious Waikoloa Beach Resort. The townhome is the former model built in 2004 with the best...
Support LOCAL: NEW! Makaha Valley Home
Mahalo (thank you) for choosing to support LOCAL!We know you have many options available to you in this neighborhood from big corporations, but we promise that you will be pleased with your decision.We are new to VRBO so check out our multiple 5-STAR reviews on Google...
Hale Maluhia ~ Peaceful home
Experience the ultimate North Shore getaway at Hale Maluhia, a serene retreat nestled in Turtle Bay. This cozy 1-bedroom unit features a queen bed, a twin daybed, and a fully equipped kitchen. Enjoy the convenience of air conditioning, free Wi-Fi, and resort style...
1 min walk to beach, New luxurious room with Ocean View!
Stunning ocean view, newly renovated and cozy bedroom, spacious living area and kitchen, with access ti rooftop pool, sauna...You and your loved ones will be close to everything when staying at this centrally-located place.Under 5 minute walk to:- 0.1 mi to Kalakaua...
Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with Air Conditioning (AC in all bedrooms) and a heated swimming pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The...
Wailea Elua Resort Gorgeous Remodel #1507
Wonderful ocean views and serene location with a privacy garden and spacious outdoor area for relaxing, using the grill and having dinner. Beautiful finishes and amenities throughout this restful space. Access to tennis courts, putting green, workout center, pools and...
Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking
-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly situated in the vibrant Ala Moana Center area between Waikiki and Kaka'ako. This prime location offers unparalleled...
Beachfront Molokai Sanctuary Romantic Getaway Writers retreat Solo Rejuvenations
3 Minute walk to the Beach! Hawaii as you imagined it 50 years ago! Breathtaking beaches only steps away in a serene, uncomplicated paradise of days gone by. Sparkling ocean views from the airy screened in lanai with only the sounds of waves at night and tropical birds...
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sugar Mill Cottage is located in the heart of the Poipu Kai Resort community. It is the perfect location for beach access to either Shipwrecks beach or Poipu Beach park. A short stroll in either direction will take you to sun and sand!Enjoy the air conditioned bedrooms...
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
This Hawaiian plantation style suite is one of our largest and most spacious. It is very relaxing and romantic, especially in the evening when stars can be seen. This suite was named Hoku, meaning star in Hawaiian. You will find all sorts of star gazing tools in this...
Peaceful Location with Lush Tropical Views
From the moment you step inside this island-inspired home, you’re greeted by panoramic views of lush tropical gardens through a wall of windows. The beautifully landscaped yard invites visits from local birds, creating a peaceful soundtrack to your stay—best enjoyed...
Kama'ole One Beachfront Condo
Kama'ole One (oh-nee) means from "the Mountain to the sand" Discover the beauty of Kihei from this delightful beachfront 2-bedroom, 2-bath condo. Located on one of Maui’s finest beaches, Charley Young Beach. This wonderful property offers aloha spirit for all guests....
Hidden paradise with a hot tub, wood fireplace, large lanai, & jetted tub
Anthurium CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up to the melodic serenade of native birds and step out onto your private lanai to behold the lush, natural...
Endless Ocean Views from your Sugar Beach Retreat -Central AC #208
Come enjoy the amazing ocean views and breathtaking sunsets in our newly updated deluxe one bedroom, one bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling,...
Newly Remodeled Kailua-Kona Condo w/ Pool Access
A trip to the Island of Hawaii is calling your name and this breezy 1-bedroom, 1-bathroom condo in Kailua-Kona is the answer! Located just a quick walk away from the beach, this vacation rental provides a fully equipped kitchen, an in-unit washer and dryer, and access...
Makanui Estate - AC, Sleeps 17
MAKANUI ESTATE AT KOLOA KAI VACATION RENTALSA Private Paradise for Your Kauai EscapeWelcome to Makanui Estate, a luxurious retreat in the heart of Poipu offering breathtaking ocean views, serene mountain backdrops, and spacious accommodations for your family or group....
Maui Spring Break Deal: Stay for $199/Night! We now have A/C!
Annie’s Surf Shack Maui – Your Oceanfront Paradise AwaitsFor savings of up to 25%, no booking fees, and exclusive discounts, search “Annie’s Surf Shack Maui” online and book directly! Not in the Lahaina fire area, we’re safely located 6 miles north in the...
Elegant Poolside Penthouse with Private Elevator
Summary:F300 | TA-018-220-0320-02Experience elegance in our Poipu Penthouse Villa, boasting luxury designer furnishings and gourmet kitchens. Stay cool with central A/C and enjoy elevator access directly into F300. Relax amidst tropical views and exceptional luxury in...
NOW OPEN & REDUCED- up to > 4/21 ~ Platinum Maui Vacations Villa ~ ALL 5 STARS ~
THIS IS ONE OF THE GOOD ONES; NO DISAPPOINTMENTS HERE! ALL 5 STAR guest posted REVIEWS!VERY COMPETITIVE PRICING; VERY WELL APPOINTED; VERY NICE VILLA!Hawaii Tax ID# TA‐017‐672‐8064‐01Aloha! Welcome to Hale 'Ikena Makai, pronounced Ha-lay e-ken-na ma-ki, 'Home...
Kauai charm at affordable upstairs studio, walk to everything
Paniolo 210B - this lovely Paniolo studio is a comfy, convenient, and tranquil home base for your exploration of Kauai. It's an upstairs unit, quiet and away from the road, very close to the path to Anini beach and to the walking path through Princeville. Start your day...
Modern Luxury 2bed 2bath with Ocean Views and Easy Parking
Great care was taken in creating this comfortable, practical, and modern luxury home with ocean views from every room. Materials, colors and features uncommon in a rental were thoughtfully combined to create a unique, calm environment for relaxing. This is living well...
One of highest # of five star reviews, 1 of largest units, best panoramic views
This home is positioned at the very front row on the Maui Kamaole knoll, has spectacular panoramic ocean/sunset views and is known to have one of the better views than the other units at this resort. Being one of the largest homes at Maui Kamaole with its unique...
Waikoloa condo with amazing amenities! Close to beaches and golf courses.
Enjoy a centrally located condo with the perfect home base for your big island adventure. You are located just six miles from the island's most beautiful beaches along the Kohala Coast where you'll enjoy spectacular snorkeling, swimming, and other ocean activities....