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.
Island Life Retreat-Ocean Front-Beach Access
BEACHFRONT • GROUND FLOOR • WALK-OUT Step straight from your lanai onto a quiet stretch of white sand—your own authentic Hawaiian paradise. The reef-protected turquoise waters are calm and perfect for swimming, paddleboarding, kayaking, or simply floating in the warm...
🏖️Concierge Included | Ground Floor with Lake Views | vrKCV
vrKCV - Fairway Villas Waikoloa K3, Professionally Managed by Kona Coast VacationsFairway Villas Waikoloa K3Aloha and welcome to your tropical Hawaiian retreat at Fairway Villas Waikoloa K3. This beautiful ground-floor condo offers stunning views of the lush green 4th...
Delighted City View 1 BDRM Condo, Cal King Bed w/Kitchenette and Free WIFI!
Aloha from the Ilikai in Waikiki! Happy Vacations is a short-term vacation rental company. Property is located 4 minutes to the beach and 10 minutes to one of the nation's biggest outdoor malls, "Ala Moana Shopping Center". Friday night fireworks display starting at...
Centrally Located Downtown Gem
EVERYTHING IN TOWN AT YOUR FINGERTIPS! 5 bedroom, 4 bathroom, 2 kitchens, and an office/hang out room. Just minutes walking distance to all restaurants, sports bars, shops and beautiful beaches in the heart of kona, yet in a quiet neighborhood with no traffic noise in a...
Private Comtemporary Cottage with sauna
Minutes from Hawaii Volcano National Park, Bamboo View Cottage is nestled in the tree tops with views overlooking the beautiful landscrape of a 9 acre estate. . The Bamboo View Cottage is a freestanding private large upstairs (24x24) studio cottage that has a...
Relax...Recharge...Retreat!
The perfect place to relax and recharge with the expanse of the ocean and sound of the waves right in front of you....plus every once in a while a rainbow will mesmerize you with its beauty....right from your lanai. A central air system in every room to cool you off!...
Mountain View Getaway: Free Parking and Beach Steps Away!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Sugar Beach Resort Oceanview 1 bed/1 bath - Last minute)deal $200/nt March 17-25
Come experience Paradise! 1 Bedroom Condo right at the water's edge. Perfect for those who want to get away from it all, this condo has everything you need. The living room and kitchen have full ocean views. This perfect piece of Paradise offers a beautiful white sand...
Hilton Waikoloa Pool Pass thru 2025. 18G Halii Kai
Halii Kai 18GPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin BedsLiving Room: Sleeper SofaHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass...
Stylish Unit Near Waikiki Beach with Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
No Additional Fees except HI state tax.The Condo you are Renting is the Condo in the Pictures. 715 S. Kihei Rd., Kihei, HI 96753 Unit 254Purchase Traveler's InsuranceAloha! When you rent this condo, you will be renting from me, Kevin. I own, manage and maintain this...
April rates ONLY 129/nt ! Accommodates 6 guests/ 2 BEDROOM !
Charming Ground-Floor Retreat at Kihei Holiday just steps away from the renowned Sugar Beach, this beautifully updated 2 bedroom, 1-bathroom condo offers a serene and inviting escape to Maui. Beachfront Access & Seasonal Whale Watching just across the street! Both...
Polo Beach Club 508 - 2 Bedroom Oceanfront Condo
Polo Beach Club 508 is a stunning oceanfront vacation rental located in the heart of the luxurious Wailea area of Maui. This two-bedroom, two-bathroom condo offers an exceptional blend of comfort and elegance, accommodating up to six guests. Positioned on the fifth...
Aloha Suite Near the Sea II, 3 Block Walk to Beach
TA 028 872 2944 01, STR Permit # 2025-STR-482 expires 10/24/26, TMK 260230500087Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio...
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
Aloha Hale is a one of a kind, 2 bedroom, 2 1/2 bath, fully appointed town house style condominium that is located near the calm, protected harbor and beach of Keauhou Bay. The downtown Kailua-Kona area, on Alii Drive, is a short 10 minute drive or take the Kona Trolley...
Stunning ✨ Comfortable and Well Decorated Property 🌺 Incredible Views! 🏖 White Sands 318
Short distance away from Magic sands beach but without road noise! (less than 100 yards from the beach) Enjoy watching body surfing, boogie boarding, and beach activities while drinking a beverage on your lanai. Enjoy amazing sunsets and the crash of ocean waves while...
Noelani #306 is Maui living at its finest.
Noelani #306 is Maui living at its finest. This fully remodeled, oceanfront 3 bedroom condo features 2 ocean facing lanais with endless views of the Pacific and all of its attractions. Enjoy morning coffee in the winter months with whales breaching in the background or...
Roomy condo with sunset views
Maui Vista 2417 is a 2-bedroom, 2-bathroom condo offering amenities such as a washer/dryer and 1 air-conditioning unit in the living room. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a King-sized bed in the master bedroom, a...
Above the Jungle ~ Sunset ~ Waterfall ~
Set above the Jungle Valley, you discovered a Special Location with Unobstructed Views of Paradise. Relax and Recharge in this Newly Furnished Suite after exploring the island. Enjoy the Beautiful New Flooring and more... The Tropical Breezes are Wonderful in this Top...
2BR/2BA Close to Waikiki Beach with Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
WAILEA EKAHI VILLAGE 27C -- HUGE 2 FLOOR TOWNHOUSE WITH SPECTACULAR OCEAN VIEWS!
*****UPDATE: New, mini-split air conditioning system installed in August, 2025*****Ekahi Village 27C is a beautifully-decorated, updated and meticulously-maintained one bedroom, one-and-a-half bathroom condo in South Maui's prestigious Wailea resorts. The condo features...
★ Sandy Beachfront Home ★ Kayak/Laundry/WiFi/Parking/AC.
Please note:- Absolutely no unregistered guests are allowed on the property at any time, day or night. Guest count is strictly monitored with exterior cameras. Violations will termiate a reservation.- The outdoor string lights have been removed.- 2 vehicles are allowed...
Maalaea Milowai 5star 1bed Oceanfront- far from the fire - safe & normal stay
A wonderful modern unit on Maalaea Bay with a beautiful ocean view that was recently renovated with all new kitchen, bathroom, floor surfaces and furniture. The oceanfront pool is a wonderful place to spend the day followed by a wonderful evening and dinner at the...
Malia Makai - D - Dolphin - Air Conditioning, Special Remodel
Summary:Malia Makai - D - Dolphin - Special RemodelThe Space:MALIA MAKAI D AT KOLOA KAI VACATION RENTALSDOLPHINYour Tropical Getaway in the Heart of PoipuWelcome to Malia Makai D – Dolphin, a charming 2-bedroom, 1-bathroom cottage in the heart of Poipu. This stylishly...
Private Kauai Getaway With Sunsets And Ocean View!
Enjoy sweeping ocean views from this prime condo in the coveted Sunset Kahili community, overlooking Poipu Beach and the sparkling Pacific. Located in the heart of Kaua‘i’s sunny South Shore, this modern island retreat is perfectly positioned near everything the Garden...
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
Only a 5 min Walk to Lanikai beach!! No pets firm. As of 7/2022 new high speed Wi-Fi! Welcome to the Viewhouse in Lanikai! We have owned this home since 2003 and we are thrilled to share our piece of paradise with you. Everyone should experience the Hawaiian lifestyle....
Maui Resort Rentals: Honua Kai Konea 606 - 6th-Floor Upgraded 2BR/1BA with Ocean + Mountain Views!
Unquestionably one of Honua Kai's best values, Konea 606 is a rare 2BR/1BA suite that offers the space and privacy of an additional bedroom without the price tag of a standard 2BR/2BA. Enjoy beautiful ocean views, as well as awe-inspiring vistas of the West Maui...
Ocean Suite Life Steps from Surf – Kaha Lani 120
Castle at Kaha Lani Resort #120 - You may never leave the ground floor lanai of this 739 sq. ft. haven fringing the beautiful Pacific Ocean. Tile floors and ceiling fans keep it cool on lazy days spent at home. Other touches include an upgraded kitchen, WiFi, DVD, flat...
Tropical condo & ground-floor lanai with pools & hot tub - snorkel, surf, swim
Maui Kamaole C108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Kaha Lani Resort #326, Oceanfront, Steps to Beach, Free WiFi & Parking
Kaha Lani Unit #326 - Oceanfront Kauai Vacation RentalWelcome to Kaha Lani Unit #326, your perfect oceanfront retreat in Wailua, Kauai. Nestled on the top (3rd) floor, this charming 739 square ft. 1-bedroom, 1.5-bath condo offers breathtaking views and direct access to...
25th Floor Ocean Views! AC, Washer/Dryer, Wi-Fi, Rooftop Pool, FREE Parking!
Fairway Villa #2511 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll appreciate having great ocean views from the lanai/balcony of this 25th floor Waikiki studio at Fairway Villa (364 sqft plus balcony/lanai)! Sleeps up to...
Hilton Waikoloa Pool Pass for stays in 2025
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas F4Please scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted...
Waipouli Beach Resort! Luxury Mountain & Peek Ocean AC Pool
Waipouli Beach Resort! Luxury Mountain & Peek Ocean AC PoolBeautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 Bedroom, 3 Bath Condo offers easy...
Modern Kailua-Kona Condo: New King Bed, Full Kitchen!
This one-bedroom condo is a hidden gem in the heart of Kailua-Kona, conveniently located close to downtown Kona and Ali'i Drive. The unit features a brand-new king-size bed and modern amenities throughout the cozy space, along with one bathroom. A full kitchen, complete...
Breathtaking Sunsets World-Class Snorkeling & Surf | Relax in A/C Comfort KVR
Welcome to Hale Makolea 23 – Your Ideal Kona Coast RetreatDiscover the charm of island living at Hale Makolea 23, a serene and inviting two-bedroom, two-bath condo nestled within the tranquil Makolea complex. Surrounded by lush tropical landscaping, this thoughtfully...
Weekly and monthly discounts / Koa Lagoon direct Oceanfront Condo Unit 607
A spectacular view of the ocean, West Maui mountains, Ma'alaea Bay, and the beautiful, landscaped grounds await you from our direct oceanfront condo lanai. With our condo being a direct oceanfront unit, the sunsets from the lanai are amazing. While relaxing on the lanai...
KBM Resorts | FREE CAR | Napili Point | Oceanfront |Gorgeous 2-Bedroom Villa, Recently Remodeled! NAP-C43
** 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...
Pacific Monarch Top Floor Condo with Ocean, City and Mountain Views!
Soaring above Waikiki on the 32nd floor of Pacific Monarch, this stylish one-bedroom retreat offers the perfect blend of island charm and resort-style luxury. The elevated location provides sweeping views of the Pacific Ocean and Honolulu skyline, creating a...
KONA ALII OCEAN FRONT IN THE HEART OF KONA.....AWESOME LOCATION/GREAT DEAL
Oceanfront 1-Bedroom Condo in the Heart of Kona!Enjoy breathtaking ocean views from this beautifully appointed 1-bedroom, 1.5-bath condo located in a secure, well-maintained complex in the heart of Kailua-Kona. This oceanfront unit is perfectly situated on the second...
Gorgeous Oceanfront Condo, 1 Bedroom, 1 Bath, Sleeps 4
Enjoy 'The Magic of Maui!' on the beautiful beaches of Kaanapali (West Maui)One-bedroom, one-bath, oceanfront condo. Here you will find spectacular views, breathtaking sunspaces, as well as an incredible marine display by our native Humpback Whales. Our centralized, yet...
Kunea Place: North Shore Maui Home with Pool & Tennis Court
Kunea Place rests on three-quarters of an acre of beautifully landscaped property, with a private pool and tennis court access. The home sleeps eight guests and has four bedrooms, four bathrooms, a living room, a large renovated and fully equipped kitchen,...
KONA PACIFIC B411 -- OCEAN & MOUNTAIN VIEWS! IN TOWN LOCATION!
Welcome to your beautifully remodeled home away from home in sunny Kailua-Kona! This 1-bedroom, 2-bathroom condo at Kona Pacific offers the perfect blend of island charm and modern comfort, ideal for both short getaways and extended stays.What you will love about this...
Newly Renovated 2BR 2BA Condo in the Heart of Kona | Kona Plaza
Newly Renovated 2BR Condo in the Heart of Kona | Kona PlazaExperience the perfect blend of comfort, style, and convenience in this newly renovated 2-bedroom, 2-bathroom condo, located in the highly desirable Kona Plaza complex. Nestled in the heart of downtown...
Charming corner unit at Sealodge - atop the cliffs on North Shore of Kauai.
This charming corner unit at Sealodge sits atop the cliffs on the North Shore of Kauai. A gangway leads you from the parking lot level to the unit's 2nd floor which overlooks a protected canyon greenbelt. Relax with a Mai Tai on the lanai above the tree line enjoying...
MRR Presents Kaanapali Alii 213 - Luxurious Ground Floor 3BR Interior w/ Partial Ocean Views & Lawn Area. The Pools, Beach, and BBQs are Mere Steps Away!
Boasting a highly sought-after interior courtyard ground-floor location at the Kaanapali Alii, this luxurious 3BR residence delivers 1850 sq ft of living area and accommodates up to 8 guests. The ground floor residence features partial ocean views from the large...
Cozy & Peaceful Oahu North Shore Oasis - Kahuku
A lovely, peaceful oasis for your wonderful North Shore getaway — “Hale Blue Aloha”🏝This end/corner unit offers nice privacy, away from the foot traffic of other units, just steps from the Fazio golf course 'back nine'. Simple, clean, and cozy, the unit has an open...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 5th Floor Interior Courtyard Ocean Views!
This premier tandem package is comprised of two expansive 5th floor interior courtyard two bedroom suites located directly next door to each other. Each suite offers stunning ocean views from a prime 5th floor interior courtyard vantage pointYou are welcome to relax on...
Steps To The Beach ~ Amazing Ocean And Beach Views
Experience the ultimate beachfront escape in this newly remodeled and refurnished oceanfront condominium—where the sights and sounds of the Pacific are right outside your door. You simply cannot get closer to the ocean than this.Nestled in the heart of world-renowned...
Aston Maui Kaanapali Villas E295 Oceanfront 1 Br on N. Kaanapali Beach
Maui Ka’anapali Villas #E295: One bedroom oceanfront on N. Kaanapali Beach with Pool and Beach AccessThe glorious Pacific awaits, feast your eyes on the unfiltered splendor that is oceanfront in the highly coveted Emerald building at the Maui Ka’anapali Villas. This...
Gorgeous Views, 3 Pools, A/C, Walking Distance to Beaches! Kapalua Bay Villa #34B3 - Quam Properties
Step into a world where the ocean is your neighbor and every moment feels like a dream. Welcome to Kapalua Bay Villa 34B3, a stunning one-bedroom, two-bath townhouse-style villa perched above the shimmering shoreline of Oneloa Bay. With panoramic views of Maui's rugged...