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.
Sands of Kahana 243 was $560/nt, now $425/nt
Rent with confidence. Our condo is in a resort property that is zoned Hotel and is exempt from the new Short Term Rental prohibition. We offer a very friendly cancellation policy.BEAUTIFULLY REMODELED HOME AT THE SANDS OF KAHANA! THE REMODEL INCLUDES ZONED AIR...
🌺 Support LOCAL: NEW! Mākaha Valley Home With Large Studio And Amazing Backyard
🌺 Mahalo (thank you) for choosing to support LOCAL! 🤙🏻We are brand NEW! We know you have many options available to you in this neighborhood from big corporations and companies but we promise that you will be pleased with your decision. 😊SUPER family friendly home with...
New Listing Specials! Walk to Beach. Sleeps 6. Fantastic Resort Amenities.
Centrally located in Kihei and a three minute walk to Kamaole Beach, where you'll have access to some of the area's best snorkeling, whale watching, and sunsets. Short drive to coveted Wailea beach!★ Ocean View★ Private bedroom and bathroom★ Two full bathrooms★ Three...
White Sands Village#206: Beachfront, Ocean Views, Elevator, No Stairs!
White Sands Village#206 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location you can rent that's this close to the only major white sands beach in Kona! This premium unit is located on the 2nd floor & faces towards...
Private 3BR Hualalai Villa with Pool & Spa
This beautiful and meticulously maintained home situated on the 9th hole of Hualalai's Jack Nicklaus golf course with Pacific Ocean views is available for private rentals. Perfectly located, the home is just a short walk or golf cart ride (two golf carts provided) to...
Kaanapali Ocean Front 1 Bedroom! Mahana 617!
GORGEOUS VIEWS OCEAN FRONT MAHANA 617! KAANAPALI BEACH, A/CWelcome to Mahana 617! This oceanfront one bedroom, one bath condo sleeps 2-4 features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. Living...
Stunning Pool with Ocean View From Private Lanai 1200' Above Sea Level!
Relax and unwind in this NEW 2 bedroom, 1 bath property in the lower, self contained level of a two story home.Your complete privacy is assured as you have the entire lower level to yourself with your own private lanai (400 sq ft) and no internal stairway to the unit...
Waiulu Tropical Sanctuary: A Luxury Oceanview Estate at Hualalai
Imagine waking in the primary suite of Waiulu Tropical Sanctuary, where collapsible walls vanish to reveal ocean breezes and poolside serenity—a magical start to your Hualalai escape. Masterfully redesigned by Henderson Design Group, this 4-bedroom estate, with a...
Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location
Enjoy cool island breezes, breathtaking ocean views, and whale watching in a brand new, fully renovated 3rd floor condo by the ocean. The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open...
Ocean & Lush Garden Views, Just Steps to Poipu Beach Park, Walk to Restaurant
The Beach Place Duplex -- for people who love the ocean and beaches. Rent the main floor of this beautiful home in sunny Poipu Beach. It is across the street, just 100 feet, to Brennecke's Beach, a popular body surfing beach. Poipu Beach Park, a great family-friendly...
Maui Resort Rentals: Honua Kai Hokulani 650 – 6th Floor Oceanfront 3BR King Kamehameha Suite. 5800+ Sq. Ft. of Indoor/Outdoor Living Area!
We are proud to present this jaw-dropping 3BR/3.5BA oceanfront King Kamehameha Suite representing the pinnacle of resort accommodations on Maui. From the moment you enter this oceanfront paradise, you will be struck by its stunning 6th-floor location boasting...
Welcome to Luana Garden Villa 3D
Situated along the captivating Kaanapali Beach on Maui's western coast, Luana Garden Villa stands as the illustrious final phase of the Honua Kai Resort & Spa experience.This exclusive villa is part of a four-unit building in the newest development phase at Honua Kai...
Magical 4 Bedroom 3 Bath Home with Awesome Mountain Views
The moment you enter this extraordinary 2000 ft plus home you will be greeted by beautiful custom designed tile floors that lead to 3 downstairs bedrooms, one is a large master suite with king-bed, flat screen T.V. with full bath. The sliding doors open to the large,...
Adorable 1-bedroom condo with kitchen, pool, WiFi near Waikiki Beach, sleeps 6-8
Adorable newly upgraded condo with full kitchen, WiFi, AC and pool in the center of Waikīkī just blocks from Waikiki Beach and International Marketplace filled with famous art galleries restaurants and high end fashion! Furnished with a queen bed, king bed, 2 twins...
100 steps to the beach! Clean, cute and reasonably priced:) Guests love the place!
1 BR w/Den, Full Kitchen, Garden, Pool, Mountain And Ocean Views. Have whole Condo air conditioning. We LOVE Kauai and hope you will too! You are invited to come and enjoy our beautifully renovated condo in paradise. A charming, laid-back ocean front property, Kauai...
Panoramic Ocean Views-Kapalua Ridge Villas 1BR/2BA- Large 1125sq.ft.
Summary:Stunning ocean-view condo in Kapalua! This spacious 1-bed, 2-bath villa offers panoramic views of Molokai and breathtaking sunsets. Recently refreshed with a king bed and sleeper sofa, it comfortably fits 4. Enjoy a fully equipped kitchen, two lanais, and resort...
Cozy Tropical Retreat Guest House with AC
Our Tropical Retreat Guest House is a luxurious 1 bedroom, 1 full bath resort-style guest house located in one of Hilo’s premier subdivisions. Our guest house is truly a tropical paradise with a very spacious living area. The guest house opens up to a beautiful...
Oceanfront Luxury Living w/ Private Pool and Spa
This permitted (STVR # 19-350867) stunning 3 bed/3.5 bath home offers the comfort of a spacious, private home with magnificent ocean views. Come relax and enjoy what we hope you’ll feel is like your home away from home. We have outfitted our home with many extras for...
![Sleep to Surf Sounds & Trade Winds [or AC!] While Enjoying Your Oceanfront Home.](https://media.vrbo.com/lodging/19000000/18960000/18955800/18955754/5f6c3ef4.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
Sleep to Surf Sounds & Trade Winds [or AC!] While Enjoying Your Oceanfront Home.
Our comfortable, fourth-floor, south shore condo is right ON the ocean so you will SEE --and HEAR-- the sound of the surf as soon as you open your front door. The condo, with stylish, contemporary furniture, boasts a comfortable king-size bed. Relax "at home" and enjoy...
Kona coffee farm retreat, with full ocean views near Kailua Kona!
Escape to a lush and secluded mountain retreat Kona coffee farm, just minutes away from sun-kissed beaches, Kailua and Captain Cook. Enjoy picturesque sunsets and stargaze at night. Relax in peaceful moments surrounded by full ocean views, exotic flowers, coffee trees...
Ocean and Marina View Suite, Spacious, Quiet and Peaceful with Amazing Sunsets
Discover our waterfront 1BR marina apartment, which features a family-friendly balcony. Unlike typical slivers in the Ilikai marina, this is a true outdoor living space! Imagine breakfasts with marina views, sunset dinners, and Friday fireworks. Inside, find modern...
Beautiful Ocean/Resort View Villa- in Ka'anapali: Westin Nanea-2 bd 2 ba
Hi! Please "CONTACT HOST" about a you are interested in BEFORE booking. Inventory is always in flux. I can reserve most dates 8-12 months out, but not always. Anything less than 8 months is hit and miss depending on the month you are interested in going. But I am always...
Kalo Homes - Makaha Modern
Welcome to your slice of paradise in Makaha.This spacious 4-bedroom home on Oʻahu’s west side offers the perfect mix of comfort, nature, and authentic local living. It’s ideal for families, multi-generational groups, or friends traveling together.Step outside and enjoy...
Maui Resort Rentals: Westin Nanea Villas 2BR Oceanfront Villa
2 Bedroom Oceanfront Villa at Ka'anapali's Newest Luxury Beachfront Resort! Located on 16 prime beachfront acres on Ka’anapali North Beach, The Westin Nanea Villas is Kaanapali’s newest beachfront resort. The resort features 390 elegantly appointed 1, 2, and 3 bedroom...
Lae Nani Condo 317
Paradise awaits you in this beautiful ground floor, one-bedroom, two-full-bath Lae Nani Condo, Unit #317 on the beautiful Garden Isle of Kauai!Located on Kauai’s beautiful Coconut Coast (East side), this Condo has all the amenities you would ever need for a restful and...
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
4 Full Bedrooms & 3 Full Baths; Total 3892 S.F Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208READ ALL OUR REVIEWS for Your Best Insights.The Wailea Beach Villas Finest Upgrades. Complete Renovation. Contemporary Sleeps Comfortably up to 8...
Maui Resort Rentals: Honua Kai Hokulani 814 - Top Floor 1BR w/ Partial Ocean & Mountain Views!
This beautifully appointed top floor "penthouse" suite boasts one of the best one-bedroom locations available at Honua Kai. Enjoy generous partial ocean views from the balcony and primary bedroom in addition to great views of the verdant West Maui Mountains. This suite...
Stunning Ocean View In Luxury Home In Keauhou Estates
Enjoy spectacular 180-degree ocean views from this 3 bedroom, 3700 square foot luxury home in Keauhou Estates on the Big Island of Hawaii. The house has an open floor plan, marble floors throughout most of the main living spaces, and large rooms with tasteful and...
Luxury Living in Allure Waikiki with Free Parking
Indulge in an elegant and spacious 1 bed 1 bath plus powder room with large balcony luxury condo unit in the prestigious Allure Waikiki. The unit is conveniently located at the edge of Waikiki. A premiere destination for world class shopping on Kalakaua Avenue's luxury...
Absolute Oceanfront on Ancient Lava Cliffs! Whales, dolphins, turtles!
Swap the daily grind for luxurious absolute oceanfront tranquility with an escape to Paradise Breeze Retreat in Keaau, Hawaii. Only a 25 minute drive from Hilo Airport but a world away from stress. Stunning panoramic oceanfront views from every room and the audible...
Cute Seaview Studio! Steps from Kamaole 2 Beach & Pool 🌺 Maui Banyan Resort
Relax in our cute studio apartment at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in glimpses of the ocean from the lanai and embrace the aloha spirit.✓ Right across the street from Kamaole Beach II✓ Kitchenette w/ microwave + fridge +...
Ocean View - 1 Bedroom - Hyatt Ka'anapali Beach - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their...
Luxury 2 bedroom in Waikiki!
Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk to...
Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!
Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort! Enjoy two swimming pools, three spas, a sauna, a playground, tennis/pickle-ball courts, volleyball courts, and two fitness centers.Relax...
Ocean Front Condo at Kanai A Nalu
WELCOME to Our Beautiful Ocean Front Condo at Kanai A Nalu, on the quiet side of Maui. Our ocean front unit, located on the third floor overlooks the grounds Lush Tropical Garden as well as the Crystal Blue Waters of Maalaea Bay. Kanai A Nalu is a beautiful beachfront...
Valley Isle Resort 1201 – Stunning, Newly Updated Oceanview Getaway in Kahana
Valley Isle Resort 1201 – Stunning, Newly Updated Oceanfront Top-Floor Corner Unit in KahanaWelcome to Valley Isle Resort 1201, a premier top-floor, corner unit offering sweeping ocean views and a dramatic backdrop of the West Maui Mountains. This newly updated...
Alihi Lani 6: Ocean Front 2 bedroom 2 bath!! Air Conditioned!!
May we welcome you to Alihi Lani at Poipu. Our beautiful air conditioned condo located in the heart of Kauai's sunny south shore! Alihi Lani. or 'Beautiful Horizon Views', aptly describes the magnificent ocean panorama of Hawaiian sunsets, majestic whales, local...
New Listing! Free Night at Kahana Sunset E5E – Remodeled Corner Unit with AC
This property is not currently affected by the recent proposed legislation.Book 5 nights get the 6th night free, or complimentary Early or Late checkout!Corner unit, ground level with AC, just off the beach with ocean views at Kahana Sunset. Enjoy amazing holiday deals,...
Cozy Waikiki Apt with FREE parking sleeps 4
Cozy studio apartment loaded with amenities to make you feel at home while on vacation. The space can best be described as a hotel room with a small kitchen. This apartment is located in the heart of Waikiki. -parking is included (if paid separately would be at between...
❤️PiH❤️ PARADISE AWAITS ★ Private Pool & Spa ★ Guest Cottage
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Paradise Awaits, a part of our Hawaiian Luxury Collection. Paradise Awaits at KaMilo is a wonderful, large, single-level 4 bedroom home that includes three bedrooms in the main house, each with a large primary...
Welcome to Luana Villa 9D Oceanfront Resort, Upstairs, Mountain/Pool view
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful upper level Luana Villa at the Honua Kai Resort.This luxurious villa is located within the 38 family-friendly acres of the Honua Kai Resort & Spa, designed with relaxation and memory-making in mind,...
OCEANFRONT Ground Floor 2bd/2ba Unit with Amazing Ocean Views & A/C
Oceanfront 2bd/2ba Unit with Amazing Ocean Views & A/C. Oceanfront, 2 bedrooms, 2 bathrooms, Tile floors, tile showers, granite counters and bar, new comfy king bed and queen bed, wood cabinets and lovely island furniture. Equipped with all new linens beach and bath...
Experience luxury near golf courses, 4 mins to Four Seasons Resort
STVR-19-357988 https://tours.spaces.808.com/1759448 Luxury living can be found at this spectacular 4 bedroom, 4.5 bath, resort home. Located within the Four Seasons Resort Hualalai on the Big Island of Hawaii. The gourmet kitchen is fully equipped with high-end...
ICC 18 Remodeled Cottage w Pool AC Beach
International Colony Club 18 Beautifully Remodeled Air Conditioned Hawaiian Plantation Style Cottage Across the Street from the Beach Welcome to your dream Hawaiian getaway at our beautifully remodeled plantation cottage in the heart of Kaanapali, Maui. Nestled across...
View of Mauna Kea in Gated Community across from Golf Course
Quiet & Private 1 King bed/1 Twin daybed/1 bath kitchenette (attached to main house) w/ separate entrance & patio ~600 sqft in secluded & gated community at a cool 2400 ft elevation. Wake up to beautiful views of Mauna Kea. Located 30 min by car from Kona Airport,...
Aloha Villas # 4, Luxury Oceanfront Townhouse, Steps to Beach
Summary:"Eha" - Aloha Villa #4 presents an exclusive seaside escape in Maui, blending luxurious comfort with breathtaking ocean views for an idyllic vacation.The Space:Imagine this: stepping off the plane and into paradise at Aloha Villas, a beachfront complex in South...
Ocean View Cottage with Separate Suite
Incredible COTTAGE! with a new Separate Suite! How can you vacation in Hawaii and not have an ocean view!! Authentic Hawaii vacation retreat in Hawaii Kai-East Side of Oahu! Get away from the hustle and bustle of everyday day life, rejuvenate, and revitalize yourself at...
Hulili Tropical Fruit Farm - Pineapple Cottage
Opened for guests in 2010, the original HULILI FARM COTTAGE (pronounced who-lee-lee) has welcomed so many wonderful guests that it became time to enable more people to enjoy the farm. Introducing Pineapple Cottage! Please check out our reviews for the original cottage...
Beautiful Stylish Condo W/ Amazing Ocean Views, Walk To World Class Beach!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out***Welcome to Kamaole Beach Royale #310, located in the heart of Kihei, Maui!. Enjoy a spectacular views of the ocean, beaches and neighboring islands in this recently remodeled condo!This condo has just been...
Wai'ula'ula I101 - Designer Residence
This corner, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living and 52 inch plasma TV, a chefs' kitchen outfitted with Wolf and Sub-Zero appliances/gas range, king beds in each bedroom (1 bed can be...