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.
Direct Oceanfront View! Walk on Beaches - A/C
Watch the palm trees sway and whales breach from this beautifully renovated direct oceanfront unit just steps away from the white sand beach. Unobstructed panoramic views of the ocean and outer islands. Enjoy stunning year-round sunsets all from your living area and...
Hale Kai Malia – Ocean & Mountain View Luxury in Kukui‘ula
Superbly stylish in every way, this 4BR/4.5BA South Shore showplace offers all the luxuries you’d expect in a glamorous Kukui'ula villa—tropical charm, abundant space, elegant furnishings, expansive ocean-and-mountain views—and many delightful surprises as well. Each of...
Poipu Shores 205A - Best views - Compare! miles of coastline -A/C-Fully equipped
Poipu Shores is a gem property perched overlooking the Pacific Ocean on a rocky cliff where you can view sealife year round from your private covered lanai. Enjoy endless views from our oceanfront pool. There are two gas grills, larger ocean front entertainment area for...
FLASH SALE 25% OFF MAY Oceanfront 2bd/2bth Penthouse w/AC Menehune Shores #625
Nani Kai Escape is a 6th Floor Oceanfront Penthouse with breathtaking ocean views offering the perfect Hawaiian getaway. Maui is known for it's world-famous beaches so come check that off your bucket list and literally stay steps from the beach. From the moment you...
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...
Newly Remodeled Ocean View 2 BDRM Condo at the Watermark
Aloha from Waikiki! This property is a 30-day minimum rental at The Watermark. One of the most luxurious buildings in Waikiki! Located near the main Waikiki strip and in one of the most convenient areas of Oahu. It features a fully equipped kitchen ready for you to cook...
Perfect Family Beach House. Walk out gate to Amazing Beach.
The Waialua Beach House is located on the North Shore of Oahu, just steps from the beach. It’s only 2 miles from Haleiwa and its shops and restaurants and a short drive to the famous surf spots of Sunset, Pipeline, Haleiwa and Waimea. This recently remodeled and...
Keokis Kona Oceanfront Rental
If your dream of Kona is coffee at sunrise, waves in stereo, and sunsets so close they warm your cheeks—this is the place. Keoki’s Kona Casa sits right up front at Casa de Emdeko on Aliʻi Drive, with an L-shaped lanai essentially hovering above the oceanfront saltwater...
❤️PiH❤️ Mauna Kea Sunsets ★Ocean and Golf Views★Optional Mauna Kea Hotel Privileges
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Sunsets, a part of our Hawaiian Luxury Collection. Mauna Kea Sunsets at the Mauna Kea Resort Kumulani complex has stunning views of golf, ocean and mountains. This two bedroom upper-level unit is...
Maui Resort Rentals: Honua Kai Hokulani 437 - Spacious 4th Floor Partial Ocean View Studio!
This spacious studio provides partial ocean views of the Pacific and Maui's neighbor island Lanai from a desirable 4th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space, recently updated with new flooring, a...
Kauai Exclusive - Pane Makai Turtle Suite - Steps to the Beach!
With ample room and durable bamboo decor, this plantation-style beach suite is perfect for large groups, wedding parties and family reunions. Comfortably sleeping 12 look no further for the perfect gathering place for friends and loved ones! This 3000 square foot suite...
April 8th-16th Sale! 2 Bedroom with Pool, A/C, Hot Tub, Gym Steps to Ocean
At the forefront of East Shore accommodation is the Beach Resort. This World Class Resort provides luxury at your fingertips and offers opulent amenities for a variety of occasions.This recently upgraded two-bedroom, three-bath suite comfortably accommodates up to six...
Private Pool | Central AC | Fairway Views | vrKCV
vrKCV - Holua Kai 2, Professionally Managed by Kona Coast VacationsWelcome to Holua Kai 2 – NÄ HoÊ»olaÊ»a (House of Blessing)Discover your Hawaiian home away from home in this luxurious retreat nestled within the gated community of Holua Kai. Designed with comfort, style,...
Kulalani 1701: Gorgeous 2-Story Corner Villa in Mauna Lani
Kulalani 1701 at Mauna Lani is a light-filled two-story corner townhome in the gated Kulalani community, offering lush garden views, generous lanais, and thoughtful indoor outdoor living on the sunny Kohala Coast of the Big Island. This curated retreat blends barefoot...
❤️PiH❤️ Shades of Summer ★ Fully detached home ★ Hilton Pool & Waterslide Passes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Shades of Summer, part of our Hawaiian Luxury Collection. Shades of Summer is a beautiful 3 bedroom / 3 bathroom freestanding home that offers everything that you would ever desire on your Big Island vacation...
0.1 mile to Waikiki Beach-Renovated 2B/2B Condo/Free Parking
Central Waikiki Condo. 2 bedrooms, 2 full baths, plus 1 free parking; new A/C.★ Sleeping arrangements* 2 queen beds* 2 full size sofa bed* 1 bunk bed that can sleep 2 (up to 250lb per bed)* 1 floor mattress* 1 crib.★ 1 assigned FREE parking spot, hotel public parking...
Wailea Oasis: Relax in Your Spacious Villa w/ Lush Tropical Views, Private Lanai
Grand Champions is perfectly situated in Wailea, in spectacular South Maui. World-class beaches, golf, restaurants, and two swimming pools await your visit. Two master suites with king-size beds plus one queen-size sleeper sofa, air conditioning throughout, tastefully...
Luxe retreat with hot tub and pool access, private W/D, grill, AC, & gas range
Hale HaupuOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to your tranquil Hawaiian getaway! This newly-constructed upscale home is nestled in a quiet neighborhood away...
One of Our Best, Now Thru Summer- 6th NIGHT FREE, (Ask Dave How) ~ Platinum Maui Vacations
Welcome to Hale I Ke Kai - which translates in Hawaiian to 'Home Towards The Sea'.From the moment you enter, you will be mesmerized by the breathtaking ocean views from every room of villa 'Hale I Ke Kai'. This impressive villa stands out from the rest with its 180°...
Luxurious Ground Floor, Perfect Family Spot, Private Lanai, 1 Min to Pool/Beach
Hokulani 142, Honau Kai Resort, is a fabulous ground floor unit with a beautiful private lanai and garden area. Our lanai extends out to an open grass area which many of our guests use to relax, play games, or enjoy the quiet surroundings. There are no elevators exiting...
Great Rates! Intimate Ocean/Beach Condo, Couple's Paradise!
new flooring, walk in shower, new vanity, new kitchen cabinets countertops, appliances,fresh paint quiet concrete building with high ceilingslarge 1 bedroom unit 799 sq ftmeticulous grounds with lots of Hawaiian plantsbbq pool hot tuba true sliver of paradise!
Stunning Ocean Views From Highly Upgraded 2 Bedroom Condo: Papakea K303
Looking for a dreamy Maui vacation with stunning ocean views? Look no further than Papakea K303 - a highly upgraded 2 bedroom condo that has everything you need and more! Located in the K building, only one building back from the ocean, this third-floor unit offers...
Spring Savings! Save 15% thru 5/31/25 - Stunning Ocean Views, Steps to the Beach
The perfect Maui getaway! Enjoy breathtaking ocean views from every room except the bathrooms in this beautifully upgraded unit. It features granite countertops, stainless steel appliances, and a fully stocked kitchen. With central AC, an in-unit washer and dryer, and a...
Foster Tower Ocean Front One Bedroom w/direct Ocean Views
Embrace the aloha spirit in this beautifully appointed one-bedroom retreat. Featuring tasteful décor and modern conveniences, this unit provides a true sense of home in Hawaii. The open-concept layout is bathed in natural light, creating an inviting space to unwind...
OCEANFRONT TWO BEDROOM CONDO at SEA VILLAGE with A/C in ALL ROOMS!
Imagine - warm tropical climate, views and sounds of the ocean just out your door, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Comfortable set up with...
Hale Wailani - 4 BR Home on the Kohala Coast
Breathtaking vistas meet indoor-outdoor living. Perched in a gated neighborhood, this gracious two-story residence offers panoramic views of Mauna Kea, Mauna Loa, the Kohala Mountains, and Waialea Bay from nearly every vantage point . With 3,700 square feet of living...
Recently Updated Beachfront Oceanfront Condo! Walk to Old Town Kapa'a
Location, location, location! Top level, Oceanfront, Beach within steps, 2 Minute walk into Old Town Kapaa, next to the Kauai's Coastline Bike Path (Ke Ala Hele Makalae ) and A/C! This privately owned Gem features a large waterfront Main bedroom w/ King size bed and...
Hawaiian Bungalow ~ A/C~ Near Beaches & Shops
Experience the aloha spirit in this bright, airy Hawaiian-style home, where vaulted ceilings and tropical garden views create the perfect island retreat. Designed with family fun in mind, the game room offers ping pong and foosball, and the garage is stocked with...
May on Sale! Book now and SAVE BIG! Walk to the Beach from Your Private Lanai!
Located on the sandy beaches of Kahana just north of Lahaina, Valley Isle Resort is the perfect spot for your oceanfront getaway. You can enjoy unobstructed ocean views and spectacular sunsets from the lanai or relax on the beach just steps away.Spacious and updated,...
Lodge at Kaloko - Kona Cloud Forest Estate with Pool & Hot Tub
The Lodge at Kaloko – Luxury Estate in KonaPrivate 5BR villa | Pool | Hot tub | Ocean views | Near Kua BayWelcome to The Lodge at Kaloko, a luxury gated estate in the lush Kona Cloud Forest — just 15 minutes from Manini‘owali Beach (Kua Bay), downtown Kona, and the...
Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8
Privacy for your family, but still close to town. Quiet beach at your doorWelcome to "Aloha Niulani"! Our 4-bedroom 2 bath Oceanfront Beach home comfortably sleeps up to 8. Conveniently located in the Old Kauai town of Kapa'a. Tucked away in a secluded neighborhood with...
BEACH FRONT Paradise With A/C, Pool & Jet Tub
House, 5 Bedrooms + Den, 4.5 Baths, Central A/C (Sleeps from 2-16)~Special COVID 19 cancellation/full refund policy available. Please see details in Rental Agreement. -Concierge and Grocery Shopping Services Provided Upon Request5 bdrm 4.5 bath home with Central AC,...
SUNSET PALMS! Pool, Tennis, A/C, Mins to Beach 5 Bed 4 Bath sleeps 14
It is our wish that you enjoy this home away from yours, as much as we enjoy living in it when we come to Kauai! This custom built home is the perfect vacation home for up to 5 couples or large families as it accommodates 12 people comfortably. Access to private pool...
2BR2BA Huge Lanai for 6: views, hot tub, pool, AC, across from the beach
Step into a sprawling 1,300 sq ft haven where every moment promises pure Maui bliss for up to 6 guests. This is more than a stay; it's an invitation to panoramic ocean views from your generous lanai, where sunsets paint the sky in fiery hues. Just moments from your...
Oceanfront-Home Fully Equipped-For FUN and Sleeps 10!
Centrally located fully equipped oceanfront beach home. This is Hawaii at its best!Our home is fully stocked for fun with board games, body/surf/paddle boards, beach toys. We also provide free beach towels, chairs, umbrella, cooler. FREE airport shuttle, fast wifi, A/C...
Kauai Hale Luana Affordable 4BR Mountain View House
Beautiful two story 2,300 square foot vacation home with mountain views and cathedral ceilings. Hale Luana (house of relaxation) is a very comfortable and relaxing home located in Princeville on the North Shore of Kauai. (Maximum Occupancy is 8 guests and that factors...
Ma'alaea Surf #C-7 – Oceanfront Getaway with Spectacular Views & Pool
Ma‘alaea Surf #C-7 – Remodeled Ocean View Townhouse with Premium UpgradesWelcome to Ma‘alaea Surf #C-7, a stunningly remodeled two-bedroom, two-bathroom townhouse with breathtaking views of the Pacific Ocean. This rare condo features an in-unit washer and dryer, central...
Spectacular Kapalua Golf Villas Unit!
Enjoy the luxury of this spectacular Kapalua Golf Villas unit located in the world renowned Kapalua Resort. This two-bedroom, two-bath unit is the perfect getaway for all vacationers. The property is located near stunning beaches, hiking, golf, surfing, and many more...
New Luxury Home w /Golf Views, A/C & Private Pool/Spa. Mauna Lani KaMilo #311
Island-inspired design and tropical landscaping set the tone at Mauna Lani KaMilo #311, a detached three-bedroom home in the heart of the Gold Coast. With 2,500 square feet of indoor living and an expansive lanai overlooking the golf course, this retreat pairs modern...
Molokai Island Retreat Wavecrest- Ocean Views
Aloha and welcome to Molokai Island Retreat! Molokai Island Retreat is located on the highly desirable lush east end of Molokai (we are not on Maui) in the Wavecrest Resort. Our condo offers a breathtaking bird’s-eye view of the ocean, with stunning vistas extending all...
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
We have just added a private pool & Spa and a 5 th bedroom suite(3/12/25),We have not updated the video yet but have added a few photos. AC in all rooms of home. 5 master suites with private bathrooms, each with a private lanai. Gourmet Kitchen, Large lanai deck for BBQ...
The Point at Poipu - Luxury 2 Bedroom Villa
Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the Keoneloa Bay, and buildings no taller than a coconut tree, it is...
Turtle Bay Condo- Kuilima Estates
Ground floor end unit, located on the 18th hole of the world re-nowned Turtle Bay resort! King sized bed in bedroom, 1 queen Murphy bed and 1 queen sofa bed in living room. AC in both bedroom and living room. Screened-in lanai. A nice walk away Turtle bay resort, coved...
Old Hawaii with Ocean views, walk to beach, private jacuzzi, health club
Step back in time in classic Hawaii home with ocean views, short walk to sandy beaches, large yard with private jacuzzi under the stars. Roof deck for shore line views of sunset. Large great room with breezy lanais, with three bedrooms and two baths, laundry and galley...
Private Ocean Views A/C Pool BBQ & More
Paradise Found! Step inside and you will be inspired by the Sapphire-Blue Ocean View. In the evenings take in the starry sky while lounging on one of the two furnished lanais. When in season, view Humpback Whales and Laysan Albatross. Enjoy the private BBQ & dine...
Exceptional 10/10 Peaceful Forest Paradise
Immerse yourself in an exceptional all 5-star experience in this custom home surrounded by greenery, on the eastern tip of the Big Island, This newly renovated, lava themed house, in the lush subdivision of Leilani Estates, provides the perfect space to kick back and...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Corner Suite with an Huge Lanai! HKK-229
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Pomaika'i: New Poipu Villa w/Pool+Spa Near Beach
This lovely, spacious South Shore home is the epitome of a laid-back vacation villa: located on the 18th fairway of the Kiahuna Golf Course, splashed with sunlight, canopied by blue skies, surrounded by tropical greenery. With its shimmering turquoise pool and whirlpool...
Mahana 717 - Central AC, Oceanfront, Two-Island Views!
Stop dreaming it, start living it! We offer a 10% discount for 7 night or longer stays. Be impulsive, book your flights, and escape to Maui! Please note, through January the discounted rates reflect a construction project in an adjacent unit that may cause noise and...
Hapuna Beach Residence B21 at Mauna Kea Resort
This magnificent, oceanfront, newly-constructed, island masterpiece offers floor-to-ceiling window walls that create indoor/outdoor living space, a sleek, gourmet kitchen with Wolf and Sub-Zero appliances, double ovens, a cappuccino machine, wine storage and...