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.
Breathtaking Sunset Views and Perfect Backyard Pool and BBQ
House sits a right up the hill from downtown which makes for an amazing sunset. The property has a saltwater pool, patio and BBQ. Inside is fully furnished for a comfortable stay. The garage is remodeled and includes a ping pong table, corn hole, darts and full of beach...
Blue Hawaii - Top Floor Lae Nani 334 - Beachfront Condo with AC & WD
Enjoy the best that Kauai has to offer from the comfort of your own top floor Wailua Bay condo! Fall asleep and wake to the sound of the ocean in your king bed and enjoy the oceanfront view from your private 3rd floor deck. This is one of the few units at Lae Nani that...
Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change
The Kihei Akahi, opposite Kamaole II Beach Park is a fantastic property for both couples and families. Mere steps from the beach, the property features 2 pools, 2 barbeque and picnic areas, tennis courts, beautifully landscaped gardens, ample parking and onsite...
1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned
Retreat and relax in this comfortable, serene, light and airy, completely remodeled unit. This ground floor unit in the quiet, beachfront Wailea Ekahi Village won't ask you to carry your bags up a single step, while still providing a private and open environment....
Luxurious Two bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury corner unit has an epic panorama ocean view with floor-to-ceiling windows on 2 sides of the unit for a spacious feel. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms, 2 baths, and 2 parking stalls directly in front of the...
Kolea 8C: 3 BR, 3.5 BA Condominium in Waikoloa, Sleeps 6
Kolea 8C is a three bedroom, three and a half bath penthouse villa with an exquisite ocean and mountain view. It is perfectly situated overlooking the Kolea Beach Club, Anaeho’omalu Bay and Hualalai. The African Mahogany trimmed glass panels that form the lanai doors...
Valley Isle Resort #1110 - Vacation West Maui
Just minutes to Ka'anapali, Napili, and Kapalua, the Valley Isle Resort will give you and your family the fun and relaxation it needs.Great Restaurants and Shopping Within Walking Distance of the ResortDirect Beachfront Accommodations on Kahana BeachFive 18 Hole...
'Olu'olu by AvantStay | Single-Story Home by Ocean
Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a beautiful location to give...
Lokelani B102 – Premium Oceanfront Retreat Steps from the Sand
Experience the Elegance of Oceanfront Living at Lokelani B102 – Your Private Maui EscapeStep into your dream Maui getaway at Lokelani B102, a fully renovated beachfront sanctuary offering uninterrupted panoramic ocean views just steps from your private lanai. Nestled...
OCEANFRONT Cliff house ~ RELAX to the Sound of Waves ~ SPECTACULAR Views
Welcome to Hale Kailani, the 'Sea and Sky House'. Enjoy breathtaking views of the Pacific Ocean, amazing sunrises, occasional lightning storms, year round turtle and spinner dolphins and seasonal humpback whales right off the back lanai. Located just south of Hilo on...
Ko Olina Beach Villas 0401: 3BD Corner Luxe Villa w/ Pool & Garden Views
Welcome to Ko Olina Beach Villas O401 by Gather, a luxurious corner villa nestled in the Ocean Tower Ko Olina Resort, offering a perfect blend of comfort and elegance for your Hawaii getaway. This three-bedroom, two-and-a-half-bathroom villa, located on the fourth...
🏖️Beautiful Resort | AC | Walk to Beach & Restaurants | vrKCV
vrKCV - Waikoloa Colony Villas 1906, Professionally Managed by Kona Coast VacationsWelcome to Hale Laule'a – Your Peaceful Retreat on the Kohala CoastLocated near the stunning Kohala Coast on the Big Island of Hawaii, Waikoloa Colony Villas 1906, offers the perfect...
❤️PiH❤️ LOTUS PAD ★ Amazing Views ★ Heated Pool ★ Bikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Lotus Pad is a quiet oasis in the KaMilo community overlooking Mauna Lani North Course with views of the ocean and Maui in the distance.We pride ourselves on providing some of the most sought after homes on the Kohala...
Chameleon Suite Ocean Views Kitchen Volcano NP
About this spaceSee our 5 star reviews! Looking for a unique stay w Ocean Views, cool nights, beautiful sunsets, & Chameleons? We are centrally located between Hilo & Kona 50 minutes from the Volcano. Perfect for exploring the South End of the Island. Chameleon Suite is...
One-of-a-Kind Maui Getaway!
Created by Owner and Architect Kyron Brimmer, this exceptional masterpiece blends traditional and modern Hawaiiana design for a truly One-of-a-Kind Maui Getaway! Float in the infinity edge pool as palm trees sway while soaking up the tropical sunshine. Enjoy the...
Trade Winds Plateau
Located on a private, gated road, experience fresh air that's travelled thousands of miles over the ocean. Explore 15 acres of the most beautiful property in the universe. Be prepared for 50,000 shades of verdant green to welcome you to a beautiful oasis of privacy....
Walk to Hanalei Bay&Town. Views of Waterfalls&Mountains. A/C. FREE Surf,Sup,Bike
Aloha, You will love our 3 bedroom, 3 bath HANALEI GETAWAY Vacation Rental home that is perfectly situated in the heart of Hanalei Bay, Kaua'i. At your vacation home you will experience the views of numerous breathtaking waterfalls and the majestic Hanalei mountain...
Heated Pool and includes beach gear! Waikoloa Fairway Villa L4
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas L4.Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: Two Twin BedsSleeper Sofa:...
3 bedroom house with WIFI and free parking, close to beaches and hikes.
Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...
Hawaiiana Hale – Ka'anapali Beachfront Home
Hawaiiana Hale is one of the most luxurious beachfront homes in Maui. With breathtaking panoramic views that sweep from the golden sands of world-class Ka'anapali Beach to the warm, calm waters and the islands of Lana'i and Moloka'i. You will experience true paradise at...
Kolea 14K ~ Immaculate, Luxurious, Special Rate+ Lava Lava Beach Cards!
Kolea 14K Current Special Rate $550/nt+tax plus $100 Lava Lava Beach Card for a Limited Time!The perfect vacation rental awaits you! This 3 bedroom, 2 bath condo is centrally located in the beautiful oceanfront neighborhood of Kolea. It is one of those versatile homes...
Luana 15D: Upper-Floor 3 Bed Villa w/ Private Lanai, BBQ & Garage at Honua Kai
SUMMER FLASH SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL JUNE 29TH 2025Welcome to Luana Garden Villa 15D, your personal slice of paradise located on the upper floor of building 15 in Enclave Three at the prestigious Honua Kai...
Hilton Pool Pass for stays thru 2025! Waikoloa Fairway Villas J23
This vacation rental is professionally managed by ResorticaHawaiiFairway Villas at Waikoloa Beach Resort J23Please scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : 1 Queen Bed and 1 Twin BedHilton Pool Pass: Valid for stays...
🌹Kona Rose's Hideaway at Kona Plaza at the heart of Kailua-Kona
Listing:Guests will enjoy easy access to everything from this centrally located place at the heart of Kailua-Kona. Kona Plaza 318 is a 1 bedroom/1 bathroom with a King and Queen bed, a front loader washer and dryer, Wi-Fi, air-conditioning, elevator, and underground...
Ultra Luxe Oceanview Estate at Hualalai, Private Pool & Spa: 102 Hainoa
The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...
Beautiful One Bedroom AC Beach Cottage
Our one bedroom beach cottage is located on a quiet one lane road leading to the ocean. While in a quiet location it is still just a few minutes drive from downtown Hilo, supermarkets, restaurants, airport, medical centers, and scenic parks and beaches. There is a small...
Top Floor Beachfront 1 Bedroom Condo Honua Kai Resort & Spa - Peaceful & Quiet
The best rainbows and grand views are mountain facing. This 10th top floor, fully furnished (Washer/Dryer/Kitchen) 1 Bedroom, 1 Bath is located in the Hokulani Tower at Honua Kai Resort & Spa. Honua Kai resort offers beach access, multiple pools, water effects, spa...
Exclusive Beachfront Enclave, Access to 5 Star Private Club + Golf Cart
Decorated with mature palms and lush greenery, Na Hale 1 celebrates modern Hawaiian living at its finest. Enjoy beautiful sunsets over the ocean from your backyard, or from your private beach club. Na Hale 1 has a close proximity to the beach and club - just a few...
Direct oceanfront penthouse. Modern renovation. Exceptional views!
Expansive oceanfront views in paradise!This property is the exact definition of direct oceanfront living and has been newly renovated! You cannot get closer to the water unless you are on a boat. Whale watch from your expansive private lanai and allow the lapping waves...
Kaua'i Island Paradise in Princeville Sleeps 6
Entire Townhouse 1,100 sq. ft. end unit with 3 bedrooms 2 baths for 6 guests:1 king, 1 queen, 1 queen with 2 Full baths. Relaxing atmosphere Townhome with beautiful foliage and mountain views from every window. A mile stroll to a secluded lush and green year round trail...
Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!
This Kailua, beachside, pool (heated) home was completely remodeled in 2019 with all new kitchen, bathrooms, pool house, pool surround, landscaping, TV's, furnishings, etc. And NO CLEANING FEE on 30 day bookings!Each room has an individually controlled AC system. The...
Wailea Beach Villas | F201
Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway.Villa F201 is a decorator's dream,...
Spacious unit located in Maui Hill Resort+Netflix&more
Welcome to an upscale neighborhood. Aston Maui Hill in the heart of Kihei right next to Wailea. We offer you an entire place. There's one bedroom with king bed the master bed has an attached bathroom and balcony and there will be another queen bed in the living room...
Renovated beachfront with gorgeous ocean views! Luxurious and family friendly!
(See Video Below) Upgraded, with ocean and garden views, direct beach access, patio and luxury amenities to make this your most memorable vacation! Minutes from Shops at Wailea! Family friendly and serene! Just bring your swimsuit and flip flops because we have you...
Condo 1 block from Waikiki Beach
This is my timeshare. Please do not try to book this directly. Send me a request for the dates you are looking for so I can check with the timeshare location for availability. This property is a 2 minute walk to the beach. Set moments from Waikiki Beach and offering...
Living Aloha! Walk to Beach, Luxury Row, Free Parking & Airline Emp. Discount
Visit 4 Paddles’ premier unit, boasting unrivaled elegance and a departure from the ordinary. #1011 has been recently remodeled and includes an on-site manager, designated parking for one car, and mountain views on the Mākua side (away from street noise and...
❤️PiH❤️ Hapuna Surfside ★ Beachfront ★ Steps From Ocean ★ B26
Welcome to Hapuna Surfside at Hapuna Beach Residences brought to you by Paradise in Hawaii Luxury HomesNOTE: To use of the hotel privileges at the Hapuna Westin and Mauna Kea Beach hotel. The fee is $130/ day, plus tax in 2025, for the entire group (Not per person) and...
Designer oasis with waterfall & sunset views, hot tub, kayak, surfboard & bikes
Enchanting Mermaid ManorOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in mesmerizing waterfall and sunset views from both the living room and lanai at this tropical oasis....
Affordable oceanfront condo, amazing views, sunsets, beaches, pool in West Maui
Please support the Maui economy and the people here by continuing to visit this beautiful island. We are in Kahana, seven miles north of the town of Lahaina. Our property was not affected in any way by the Aug. 8, 2023, wildfires in Lahaina town. Mahalo.Kahana Reef is...
Fully renovated & customized condo with lanai, pool, hot tub, tennis, central AC
Shores at Waikoloa Bungalow 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly renovated and beautifully customized from top to bottom, this elegant, two-bedroom condo is full...
In the Action! Ground floor steps to ocean view pool
Located near the pool area, easy access to BBQ's, pool and beach. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private patio. Condo has a dedicated free wi-fi internet router providing high speed internet for those who wish...
Top floor, Ocean view! Very quiet 1 bed/2 bath.
Welcome to The Coral Suite at Kona Pacific! Our beautiful, clean, ocean view unit is just the spot to come and relax while you are exploring all the wonders of the Big Island. Our condo is a top floor, spacious unit with a huge lanai. Just renovated the 2 bathrooms...
Stunning tropical retreat near the beach with pool, views & spacious lanai
Ho'oka'ana HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live the luxe life at the top of Alii Heights! Surrounded by colorful blooms and palm trees, find yourself waking up...
Renovated Studio Steps from the Beach & Pool - A/C
** 10% of profits go to the Hawaii Community Foundation to support the people affected by the wildfires. Mahalo! **Relax at our newly remodeled condo for an unforgettable Hawaiian vacation: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout...
Hale Maile, Adorable, beautiful Hanalei home TVNC#1352
Welcome to your dream getaway at Hale Maile in Hanalei—an adorable two-bedroom, two-bath home nestled in the heart of Hanalei, a paradise on the island of Kauai. Prepare to be enchanted by the undeniable charm, comfort, and beauty that awaits you in this delightful...
Makahuena 5202 - Oceanfront Suite on the water! Club access included
Makahuena 5202 is one of the best oceanfront condos that sunny Poipu has to offer. The Makahuena Resort is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This second-floor...
Fairways 402- Mauna Lani Resort-Private Beach Club Access-Golf Course Front-3 BR
Welcome to our 3-Bedroom Villa within the exclusive, Fairways at Mauna Lani community, located on the North Francis I'I Brown golf course and within walking distance to The Shops at Mauna Lani, Auberge, and the Fairmont Orchid Hotel. Fairways at Mauna Lani 402 is...
Maui Resort Rentals: Honua Kai Konea 402 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
Upon first entrance to Konea 402, your senses will acknowledge that you've chosen one of the finest three bedroom direct oceanfront residences that Honua Kai has to offer. ALI'I (Hawaiian word for 'royalty') residences offer the largest 3BR oceanfront floor plans for...
Beautiful Condo with ocean views, full kitchen & walking distance to the beach
Kona Bali Kai 364Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Kailua-Kona from this charming condo located just steps away from popular beaches, surfing...
Stunning, majestic, oceanfront location, with an unmatched view. Hilo 2 miles.
Simply put, this property sits on one of the most gorgeous ocean-front locations in East Hawaii. Unlike other ocean-front homes, you will not need to walk to the end of a yard to appreciate the Pacific waves. Here, you will feel as if you are on a ship. Simply step out...