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.
OCEAN VIEW 1 Bedroom condo - Steps to the beach! Kahana Villa F406
Kahana Villa 1 bedroom, 1 bath across from S-Turns Beach ParkWalk to restaurants and storesSwimming Pool with BBQ AreaTennis CourtsACFree parking and NO Resort Fees!Welcome to paradise at the Kahana Villas and our beautiful newly remodeled high end furnished condo. A...
Kamaole Sands Unit 2-205: Spacious & Tropical 1 Br Garden View Suite
Furnished with typical Hawaiiana flair this one-bedroom, 2 bathroom Maui vacation rental is conveniently located across the street from Kamaole Beach Park III. This S. Kihei vacation condo features an updated kitchen and bathroom with extensive use of gorgeous marble....
Wailea Ekahi Village 11A - 1 Bedroom Garden View Condo
Wailea Ekahi 11A offers a truly exceptional and luxurious island getaway on Maui. Situated in the prestigious Wailea resort community, this spacious and elegantly-appointed condo provides the perfect balance of upscale amenities and serene tropical ambiance. As you step...
Maui Sunset Vacation Rentals A512
Expansive views of grounds and ocean from top floor. Maui Sunset Vacation Rentals condo A512Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area, on the 5th floor....
New Listing Freshly Updated Studio with New Flooring & Pool
Legally permitted rental 134 Kapahulu Ave #805** For your health and safety**We utilize additional Sterilization procedures between reservations.8th Floor Suite - StudioPerfect location 2 mins to Waikiki Beach and Honolulu ZooWelcome to this 8th floor Waikiki Grand...
Hale Malie - Mauna Kea Family Home with Stunning Ocean Views
Behold the most breathtaking view of the Kohala coastline! Hale Malie is a charming Hawaiian vacation home, featuring stunning ocean views, 3 spacious bedrooms, and 3 bathrooms in the exclusive Fairways South community at Mauna Kea Resort. This classic Mauna Kea home...
Makani Sands #103 1brm Beachfront condo in West Maui UNDER NEW MANAGEMENT!!
Makani Sands #103 is a one Bedroom right on the ground floor where you can walk right out to grass and beach. There is a lanai off the living room that opens to the ocean side. The lanai has a table and chairs so you can sit outside and sip your morning coffee, or watch...
Westin Ka'anapali Ocean Resort, well equipped one bedroom villa
PLEASE CHOOSE A FRIDAY THROUGH SUNDAY CHECK-IN DATE AND ENJOY A SEVEN-NIGHT STAY. ALL VACATIONS WILL BE IN SEVEN-NIGHT INCREMENTS. Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.This is our...
Kaanapali Alii | 482
Kaanapali Alii 4822 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Kaanapali Alii 482 is a platinum-rated one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. Located on a beautiful...
Waikoloa Colony Villas 403: Charming! AC & Shared Pool - Near Bch, Golf & More
Welcome to Waikoloa Colony Villas 403 by Gather, a beautifully appointed two bedroom, two and a half bathroom townhome located in the heart of the Waikoloa Beach Resort. With 1,590 square feet of open living space across two levels, 1,408 square feet of interior area,...
Dlx Big Island 3-Bedroom Condos..at Waikoloa Beach Resort.nMinutes to Beach!
Welcome to your deluxe 3-bedroom Big Island vacation condo Rental...at Famous Waikoloa Beach Resort! Just minutes to stunning A-Bay Beach, the perfect location. In a beautiful tropical setting, we feature full-service amenites for your vacation pleasure. Enjoy a...
Studio Steps From Waikiki Beachn
Location! Location! Location! One Block To Beach!!This unit is located in a legal resort zone :Short Term Rental Permit License Number is: 2025-STR-361TA ID: TA-105-055-4368-02Tax Map Key: 26023045This studio condominium features boutique style décor and is located one...
Spectacular Ocean View From Your Own Lanai.
Our popular ground floor condo at Hale Kai O'Kihei is approximately 100 feet of grassy area to the sandy ocean edge with no roads in between. Just a convenient few steps to ocean activities and to walk the beach for miles in either direction. Your camera will be...
Unit 123 Vibrant Island Charm Await!
A LITTLE ABOUT THIS CONDO....Welcome to Polynesian Shores 123—your gateway to island comfort and relaxation! Step into an inviting open-concept living space, featuring a flat-screen TV, a cozy sofa sleeper for additional guests, and plenty of Aloha vibes.The tranquil...
Wainiha Palms, Nestled on the tropical north shore
This spacious, renovated home is nestled on the lush, tropical north shore of the "Garden Island" of Kauai. Wainiha Palms is down a long driveway, surrounded by a big lawn with many mature fruit trees on more than 3/4 acre of land. Enjoy this peaceful, secluded setting...
@ Marbella Lane - Executive Suite | Steps to Beach
Summary:• 500 SQFT, 120 SQFT large balcony, has ocean, lagoon and beach view, located on 5th floor. • CDC standard Sanitized, easy self-check in• Located in the " quieter" side of Waikiki. • Spacious, bigger than most studios• Everything is walking distance - beaches,...
Perfectly located Air conditioned 2BR 2BTH Condo in downtown Kona
Fully equipped, clean, updated and comfortable downtown Kona Condo on Alii Drive for your vacation convenience! 2 bedroom sleeps 4 comfortably with 2 full shower bathrooms, washer/dryer in unit, fully decked kitchen with appliances, utensil, and serve/table ware. Hair...
Little Paradise in Waikiki with Lovely Ocean -15th FL
Your convenient cute little place with a beautiful ocean view! Our unit overlooks Fort DeRussy Beach Park, right across from Hilton Hawaiian Village. There are so many restaurants, and beaches around. 1 block from Waikiki Beach and also close to Ala Moana beach. Walk...
Aloha Lodge-private eco Log cabin near Volcano Park
We love to share, our sweet and simple gated private lodge with kitchen and a full indoor bathroom with Ohia log touches not far from Volcanoes National Park.We offer a unique and log cabin style to stay at Big Island.Relax and recharge at the end of the day.
1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!
Community Amenities | Private LanaiTucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation rental is perfect for a small family trip or couple's retreat! Here, you can enjoy a private lanai, a community pool — and easy access to the local shops,...
Ocean Views & ac Golf 19T4 - March Deal Was $295 Now $180
Enjoy the inherent richness of beauty and culture that embellishes what we know today as the Kapalua Resort. From snorkeling with sea turtles in pristine waters on white sandy beaches, or spending your days soaking up the beautiful views while golfing at one of...
Luxurious 2-story end villa w/Waikoloa Gold Golf benefits & shared pool, hot tub
Waikoloa Fairway Villas D1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your spacious two-story retreat at Fairway Villas, Waikoloa Beach Resort, a beautifully updated...
Charming ocean-view condo with spacious lanai & pool
Island Surf 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is hotel zoned, ensuring short-term rentals are permitted. Future rental operations are not impacted by...
OCEAN FRONT IN KAHANA Kahana Reef #116: 1 BR / 1 BA condo in Lahaina, Sleeps 4
Located ground floor and on the ocean front in Kahana, this 1 bedroom, 1 bath fully equipped condo has all you will want and or need for the quiet Maui vacation. The living room contains a window/portable a/c . Walk right out to the ocean front pool, BBQ's and sea wall...
🌴Kona Isle B8 This corner ground floor unit is private and quiet with a pleasing beach theme🌴
Kona Isle captures the very spirit that defines Hawaii with its beautiful tropical gardens, private beach,and ever-present tropical ocean breezes. Come lounge under the palm trees and watch the dolphinsand whales at play, enjoy swimming in the solar-heated pool and...
Champion Ridge #35: Paradisiac Home w/Infinity Pool, Hot Tub & Tropical Feeling
Champion Ridge #35 welcomes you to the heart of the prestigious Mauna Lani Resort in Kamuela, where mountain, garden, and ocean views frame an elegant two-story retreat. Designed by Lucky Bennett and furnished by Peggy Chestnut, this 3-bedroom, 3.5-bathroom home spans...
A Hidden Jewel, ideal for a family or Corporate Retreat
TAT License: TA-057-028-1984-01. Welcome to your hidden jewel in Aina Haina, Honolulu! This fully furnished midterm rental offers 3 bedrooms, 2 baths, a kitchen, a living room, & a balcony. This is a 3 bedroom 2 bath private condo within a 3 condo complex. This unit has...
Menehune Shores 606 - Direct Ocean Front, Dramatic Ocean Views, Wi-Fi, Split AC!
Welcome to Menehune Shores 606, a stunning oceanfront 2-bedroom, 2-bath condo in North Kihei, offering breathtaking views and direct access to the beach. Located on the top floor, this light and airy unit features remote-controlled split-system A/C in every room,...
Ideal island condo steps from Turtle Beach with pool & patio
Mahina Surf 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If care-free days of crashing waves, warm sunshine, and relaxation are what you are after, Lahaina is more than ready...
Perfect Waikiki Location, Minutes To The Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Breathtaking ocean and fairway vistas from this top-floor condo!
Views! Views! Views! Experience breathtaking ocean and fairway vistas from this top-floor unit. This spacious condo features a generously sized living room, a cozy primary bedroom, and two full baths. Whether you're marveling at sunsets over the expansive 2nd fairway or...
Beautiful & Spacious Condo Duke Kahanamoku Lagoon View At The Ilikai Hotel!
Renovations Complete!Step into a freshly updated oasis featuring a brand-new kitchen, new flooring throughout, a fully refreshed bathroom, updated paint, and new furniture pieces. Everything has been thoughtfully upgraded to enhance comfort and style for your Waikiki...
Golf course-front condo with outdoor pool, hot tub, central AC, & free WiFi
Wailea Grand Champions 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your very own paradise on earth at this family-friendly, golf course-front condo! It's perfect for a...
Oceanfront 3 Bedroom w/Kitchen and Lanai–Kaha Lani
Castle Kaha Lani Resort #323 on the third floor: Upon entry, guests will feel comfortable in this bright space featuring sliding glass doors that brighten up the main living space. Wake up to the smell of fresh local coffee brewing as you catch up on local news in the...
Two-story condo with amazing ocean views, hot tub & pool - walk to beach
Pali Ke Kua #233Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pali Ke Kua #233 is a beautifully remodeled, two-story, top-floor, corner condominium residence with dramatic vaulted...
Haleakala Shores B205~ Spacious 2 bedroom, 2 bath, across from Kamaole III
Haleakala Shores- Relaxing two bedroom, two bath condo - just across the street from Kamaole Beach Park III and easy walking to shops and restaurants. Features a queen size bed in the master and two twin beds in second bedroom. Each bedroom has an en suite bathroom....
Ground-floor, oceanfront condo with outdoor pool & water views
Mahina Surf 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in a condo that's just steps away from the shared pool and the ocean - enjoy the views on your own private...
Modern Waikiki Studio, 2 Beds, AC, WiFi, Pool & Fitness room
Escape to this fabulous studio in Waikiki, Honolulu. This welcoming retreat offers a peaceful atmosphere for up to 4 guests to unwind. With a cozy living area with 2 beds (1 Queen & 1 Full), a relaxing bathtub, and convenient amenities like WiFi and AC, this studio is...
LUXURY OCEAN FRONT 2 BEDROOM CORNER SUITE, 1,000 SQ FT
LUXURY OCEAN FRONT SUITE, 1,000 SQ FT, 2 MASTER BEDROOMS, FULL KITCHENPERFECT LOCATION WITH ELEGANT STYLE AND BRETHTAKING VIEWSStunning ocean and marina views in the world-famous Ilikai building! 2-bedrooms and 2-bathrooms with 2 lanais in the corner unit! Sweeping...
Tropical, modern finishes with vast ocean views
Noelani 310 is a spacious and beautifully decorated two bedroom, two bathroom condo that offers all the luxuries and comforts of home. Enjoy cooking in this beautifully remodeled and fully equipped kitchen featuring full size appliances, granite countertops and...
Kuau Surf North shore Maui Locally-Owned
My place is simple cozy and very well located. Only a 2 minutes walking distance to a private beach on the north shore of Maui, and walking distance to the world famous Mama's Fish House Restaurant. Hookipa Beach Park which features great surfing and windsurfing, is...
Ilikai 1725 2 Bed Room Mountain / City / Ocean Views | Corner Unit - Wraparound Lanai
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Queen bed, 2 single beds, Queen sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.***Recent Guest...
Queen Bed Suite Balcony Suite over Pool at the Gorgeous Bamboo Waikiki complex
Legally permitted rental - 2425 Kuhio Ave. 301** For your health and safety, we utilize additional Sterilization procedures between reservations.Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in...
Tropical Retreat Near Waikiki Beach with 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...
Modern upper-floor condo w/central A/C, lanai, W/D, and outdoor pool
Mauna Kai 8BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly installed air conditioning and the only one of its kind at Mauna Kai; Mauna Kai 8B is one of the largest...
Ocean & Beach Front Condo w/Central Air (1BD/1BA)
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, community pool, gym, BBQs, ping pong table, nearby restaurants, and shopping....
New Listing unit 526 | Ocean View Beachfront At It's Finest
Enjoy sun-soaked beach days and relaxing balmy evenings at this fifth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the left side of the building, with beautiful ocean views.Take a dip in the pool, or explore the protected lagoon directly...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, 5th Floor Partial Ocean AND West Maui Mountain Views!
This tandem package combines two of our very best 5th floor suites, each offering generous partial ocean views as well as views of the enchanting West Maui Mountains. The two-bedroom suite boasts a fantastic corner location and a massive 500+ sq ft balcony and the...
Wailea Ekahi Village 12A - 1 Bedroom Ocean View Condo
Wailea Ekahi 12A is an exquisite vacation rental located within the desireable area of Wailea along Maui\'s southern coastline. This upgraded, split-level one-bedroom vacation rental offers a perfect blend of luxury and comfort, making it an ideal retreat for travelers...
Wailea Elua Village 1303 - 2 Bedroom Oceanfront Condo
When vacationing in Wailea Elua 1303, you’ll feel pampered by the extra touches that await you in this suite featuring modern comforts throughout. For example, readers will enjoy the owner’s book selection and the individual, overhead reading lights in the master...