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.
❤️PiH❤️ Makai Living ★ Bright and Modern ★ Close to Beach
Brought to you by Paradise in Hawaii Luxury Homes.Fresh and modern, Makai Living has it all. Makai means towards the ocean in Hawaiian. Makai Living at Fairways is a fully renovated modern two bedroom home within walking distance to the beach and ocean. It is located in...
Luxury Oceanview Waipouli Beach Resort & Spa
Your Sunrise Vacation Homeâ„¢Enjoy your Kauai Vacation at the beautiful Oceanfront Waipouli Beach Resort & Spa. Located in one of the newest resorts on Kauai, H-402 is a 2 bedroom, 3 bathroom Oceanfront Penthouse Condo. You will enjoy relaxing sounds of waves hitting the...
150K Reno-Ocean View* Across from Beach*PoolTennis
BRAND NEW 150K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Ocean views+Breeze from the Lanai located in BLDG 5- Best in Kamaole Sands+directly across from the golden sand+crystal waters at Kamaole III Walking distance to everything South Kihei offers-Maui’s...
Mauna Lani Terrace J103
Sophisticated, contemporary three bedroom condominium located at the point where the ancient fish ponds meet the Pacific. Enjoy the wide, unobstructed view from your lanai with your morning coffee and your sunset cocktail.Recently renovated, Mauna Lani Terrace J103...
Bright, modern home w/ocean views from the huge wraparound deck & private pool
Saltwater HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This beautiful home is perfect for the family getaway to the Garden Isle you've been looking for. You'll love taking in...
Tropical Romantic S. Kona Cottage with Incredible Oceanview
Makalani (Heavenly View) Cottage is a delightfully romantic cottage surrounded by a tropical garden in South Kona's coffee-belt with a breathtaking panoramic view of the Pacific Ocean. For the adventurous traveler seeking authentic Hawaiian beauty and serenity, you can...
Kiahuna - Ocean View - Ground Floor on Great Lawn with AC!
Aloha and welcome to your dream vacation destination in Kauai! Let me introduce you to our cozy beach bungalow, located in the sunny south shore of the island. You'll be staying in Building 27 and entering unit #175, an oceanview condo on the Kiahuna "Great Lawn." This...
Kauai Exclusive - Poipu Makani Lani - Private Home w/ Pool, Spa & AC
Named "Heavenly Breezes" for a reason, Poipu Makani Lani is a 4-bedroom, 3.5-bathroom custom home that is perfectly perched on the Kiahuna Golf Course's first hole. This modern single-level home offers three luxury master suites and a guest suite creating ultimate...
House of the Turtle (CR 18) at Champion Ridge: Pool, Spa, AC & Stunning Views
Tranquility and luxury await at House of the Turtle, a single-level residence offering spectacular Kohala Mountain views in the gated Champion Ridge community. Nestled in the heart of the Mauna Lani Resort, this 4,000-square-foot estate balances island elegance and...
Island Style Condo With Private Pathway To Hideaway Beach
This Pali Ke Kua townhouse condo is located in the town of Princeville on the lush North Shore of Kauai. The North Shore is known for its beautiful tranquil beaches and majestic mountain peaks. The world famous Na Pali Coast is located here on the North Shore. You will...
Pali Ke Kua #118: Ocean views from every room and gorgeous Bali Hai sunset!
1 bedroom, 1 bathroom corner unit offering a cozy bamboo motif that resonates with old Hawaii and when times were simple. The idyllic getaway from the fast-paced crowds, and ultra-modern world of hotel rooms. Ocean views from every room. Curl up on the lanai with a good...
Kona Isle C38: TOP Floor Corner Remodeled W/AC & Incredible Ocean Views.
Looking for the best of the best at Kona Isle? Kona Isle#C38 is arguably one of the best units in the entire development. Top Floor West Corner of Building C, you've got INCREDIBLE OCEAN VIEWS! This unit is fully remodeled from Top to Bottom, and has absolutely nearly...
Ocean View End Unit Condo #189 Bldg 29 -Free Wifi & Parking Pool Gym BBQ Grill
This beautiful end unit condo has been remodeled upstairs with new bamboo flooring, tile, and with an open kitchen design with granite, It is one of the few 2 bedroom units where you can experience the beach from your very own private lanai. We take pride in our unit...
Enjoy Paradise at Our Mauna Lani Villa
Our townhome is located in the exclusive Mauna Lani Resort that is anchored by the Mauna Lani Auberge and Fairmont Orchid hotels. Being our guest gives you parking and lounge chair access at the Mauna Lani Beach Club which is a short 2 mile drive away. The walk to the...
Fully Renovated Corner Unit a Block to Waikiki Beach! Parking, AC, Wi-Fi
Ni'ihau Apartments #505 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2019) from...
Oceanfront * Air Conditioned * Top Floor * Large Lanai * Updated!
As Owners who live here five months of the year we pride ourselves in providing all the amenities one could possibly want to make your visit enjoyable, including air conditioning throughout. We have often been told that staying in our condo is like being on a cruise...
Can't get any closer to the Ocean#2
Menehune 512 is a little gem in Paradise. Full brand-new remodel just completed. This one bedroom one bath sleeps 4 with the queen size hide-a-bed. With a fully stocked kitchen its better than home
Beautiful Condo -Stunning Ocean Views
Welcome to B-304! Our condo has undergone recent renovations, kitchen equipped with new cabinets, granite countertops and all new stainless steel appliances. The bathroom has a walk-in rock and tile shower. Our condo comfortably sleeps 4. We have a queen size murphy bed...
Aloha Spacious Villa w/ AC & Garden, Walk to Beach
Five minutes on foot from Poipu Beach, our 1550-square-foot, fully air-conditioned, two-bedroom, two-bathroom unit is situated on the ground floor amid verdant tropical landscaping. Savor a private lanai with a private barbecue and outdoor dining in addition to large...
Private home located in tropical setting close to beaches and waterfalls
This charming house is the perfect place to relax with its quiet and breezy atmosphere. Its set on its own private 1/2 acre within minutes to the beach. Located just down the road from one of the worlds biggest waves Jaws and some of Maui's favorite restaurants and...
Air Conditioned condo nestled between Prince Kuhio Park and tropical gardens.
Aloha and welcome to our condo in sunny Poipu, Kauai. A one bedroom, second floor air conditioned condo nestled between Prince Kuhio Park and tropical gardens. The living room has great views of the gardens and the pool. You can hear the ocean waves from your bedroom at...
DISCOUNTED! 199.00+ a Night. Steps to Beach, Double Lanai, 3 TV's, Central Air
Regarding Bill 9: Currently, I have until 2031 to l rent out my condo. On Dec. 29th, attorneys filed a class action lawsuit representing owners on the Minatoya List (vacation rentals) against Maui County seeking preliminary and permanent injunctive relief. Stay tuned....
Fabulous Ocean Views from Front Row Condo!
Why come to Maui and not be able to see the ocean? Enjoy dining from my lanai looking right at the ocean! My one bedroom condo in the Ginger complex (G-104) is your paradise! Over 20' wide living room, 1039 sq. ft. 2 baths, large master bedroom with a king bedroom set....
Remodeled-Kamaole Sands-Beautiful Ocean Views-Ac-Meticulous Cleaning
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1188 sq. ft) condo that is located at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Spacious ground floor unit. Includes beach gear! Vista Waikoloa D101
This vacation rental is professionally managed by ResorticaHawaii Vista Waikoloa D101. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Full Size BedsLiving Room: Sleeper SofaAmenities:Beach Equipment: All of...
Includes beach gear. BBQ Grill on the lanai. Beach Villas J22
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas J22Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedAmenities:Beach Equipment: All of our vacation rentals include...
Spacious Corner Location with Wrap Around Lanai -BEST VALUE!
Aloha and welcome to this Maui treasure. Whaler #224 is a tropical 1 bedroom, 2 bath partial ocean view home with a wonderful corner location that boasts views of both the ocean and mountains from the incredible wrap-around lanai. The interior has been completely...
Nalu House - Paia Bay Maui Vacation Home
Nalu House is the perfect home for a Maui vacation. This house, a beautiful designer remodeled home, combines old Hawaii's charm with all the modern amenities. Sit outside on a private covered lanai on relaxing lounge chairs to watch the turtles, surfers and paddle...
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Experience the beauty of the Pacific Ocean from this dramatic setting, the panoramic views of neighboring Molokai and Lanai, and the spectacular sunsets from the expansive decks. The sea life is constantly on display, and during whale season, you’ll be thrilled to see...
Whaler 1201 – The Crown Jewel – Luxuriously Remodeled 12th Floor Oceanfront Royal Penthouse!
This 12th-floor oceanfront royal penthouse is considered by many to be the finest condo on Kaanapali Beach. Originally the personal residence of the resort's developer, the exquisite 2-bedroom + den is lavishly finished with marble, granite, onyx, and handcrafted...
Perfect beach getaway with pool & high-speed WiFi
Mahina Surf 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat the family to a memorable stay here in Lahaina and make this lofted island getaway your home base. Step inside,...
Stunning Ocean Front Home
Amazing location and views! Charming oceanfront bungalow with remodeled bathrooms and kitchen, including granite counters. Tile floors throughout the house. Easy walk to sandy beach. Enjoy soaking in oceanfront hot tub on lanai. There are two master suites (one is...
Stunning Remodel-Ocean Views-All NEW Modern Finishes-Ac-Meticulous Cleaning
Book with confidence, this stunning over sized, 2 bedroom, 2 bathroom (1260 sq. ft) condo that has been completely remodeled from top to bottom. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within...
The Penthouse at Poipu Shores 406A, Oceanfront With Best View in Poipu, A/C
3 Bedrooms, 3 Bathrooms, Living Room, Separate Dining Room, Full Kitchen, LaundryThe Penthouse at Poipu Shores is the corner unit on the top floor, and is only a few feet from the ocean. Originally built for the developer, it is the largest condo at Poipu Shores (2200...
Oceanfront #1 at Hana Kai Maui - 1 Bedroom, Corner Unit 100Ê» from Water!
Waikaloa - Unit 1 is a 1 BR/1BA oceanfront unit. Just 100′ off the water, this lovely unit has warm tropical decor with bamboo walls and rattan furniture, a King-size bed, granite counter tops and hardwood floors. The stunning view is showcased by expanded windows....
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Kailua-Kona: Your Vibrant Oceanview Escape AwaitsExceptional Comfort | Prime Location | Breathtaking Views | Beach-Ready AmenitiesStay in Style- Sleeps 6:- Two vibrant bedrooms plus a cozy living room with a double sofa bed.- Primary Suite- Embrace the island's natural...
Spectacular! Absolute Oceanfront ground floor corner condo 4-104 Panoramic views
EXPERIENCE TROPICAL PARADISE! From the large wrap-around lanai you have magnificent unobstructed views where you will enjoy spectacular sunsets year round, watch spouting whales in winter and playful dolphin all year. Our ground floor corner unit, which is just steps...
Rain Forest Apartment!
AlohaOur beautiful one-acre lush tropical paradise is located south of Hilo and near Kea'au and Pahoa Villages in the rainforest..The one-bedroom downstairs apartment looks out lush tropical garden, orchids, anthuriums and lush tropical plants. Queen bed in bedroom. and...
🏖️Third Floor Penthouse | AC| Excellent Views Ocean | Walk To Beach | vrKCV
vrKCV - Kahalu'u Beach Villas 303, Professionally Managed by Kona Coast VacationsThis island home is the perfect place for a honeymoon, a getaway with friends, or the perfect family vacation. Steps away of the best snorkel beaches in Hawaii, Kahalu'u Beach, this...
Spectacular Ocean View in Ka'anapali at the Whaler
** Please Note ** If this property is unavailable for your preferred dates, please try our other Whaler property at www.vrbo.com/4152032Aloha! Your spectacular vacation awaits in Unit #464 on world-famous Ka’anapali beach - one of the most beautiful beaches in the US....
Prime Oceanfront Condo- Auberge Access!
Beautiful, spacious oceanfront condo at the acclaimed Mauna Lani Terrace - steps from the beach! Re-furnished in 2021, D102 has two master bedrooms on each side of a spacious living room and kitchen area. The master bedroom has a king size bed and the second bedroom has...
Ocean View Home Near the Beach and the Golf Course in Secure Gated Community
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Newly Built 3-bedroom 2.5 Bath home in a quiet and 24/7 gated community....
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100Ê» from Water!
Nanu’alele – Unit 4 – is an oceanfront 1-bedroom, 1-bath unit. This top floor, corner unit enjoys amazing views of Hana Bay and Waikaloa Beach and is very private. There is a queen-size bed in the bedroom and a queen-size commercial grade hide-a-bed in the living room,...
Quaint Paia Beach House with Ocean Views! Cold AC! Walk to town/beach!
FULLY PERMITTED BY MAUI COUNTYSTPH 2013-0026TA-073-017-7536-01, TA-134-951-1168-01Attention, the State of Hawaii is considering an increase of Transient Accommodation Taxes of 0.75% for all 2026 reservations. Confirmed reservations will see an invoice adjustment when...
Kauai Exclusive - Pane Makai Dolphin Suite - Steps to the Beach!
With ample room and durable bamboo decor, this plantation-style beach suite is less than a minute's walk to the beach. This spacious, air-conditioned home sleeps up to eight people and is the perfect gathering place for family, friends, and loved ones. This 3,000 square...
One Bedroom Molokai Getaway
Come enjoy the natural peace and beauty of Molokai, HI from your private lanai that is truly ocean front. Start your day with an amazing view of the sun rising over Maui while enjoying your favorite beverage and breakfast with the sounds of the ocean and palm leaves...
Great Location, Popular Resort, Upgraded Oceanview Condo!
WELCOME TO THE PAPAKEA BEACH RESORT UNIT C106, ADJACENT TO NORTH KA'ANAPALI BEACH! As of July 1, 2025 Papakea resort will no longer have $25 per day resort fee! Kick off your shoes and get ready to relax! Papakea is a great location for a friends & family vacation or...
Island Oasis: 3 BR Keauhou Estates Home with Pool, Spa, AC & Putting Green
Welcome to Island Oasis by Gather, a panoramic ocean-view retreat in the exclusive gated community of Keauhou Estates. This 2,890-square-foot home blends seamless indoor-outdoor living with elevated comfort. With three bedrooms and three bathrooms, it accommodates up to...
Discounted Rates-Direct Ocean Views-2 Bedroom,2 Bath,Sleeps 6-Great Value
Kahana Sunset's unit E11 welcomes you with much ALOHA....This unique condo is a beachfront property on the world-famous West Coast of Maui between Kaanapali and Kapalua. Kahana Sunset is nestled on protected Keoni Nui Bay, offering spectacular views of the neighboring...
SPECIAL DEALS! Waipouli Beach Resort 2 bed/3bath Paradise is Calling!
🌴 Welcome to Waipouli Beach Resort D309 – Kauai’s Premier Oceanfront Destination 🌴A luxury retreat on the Royal Coconut Coast, Waipouli Beach Resort D309 offers the perfect blend of resort-style amenities and the comforts of home. With a spectacular pool, world-class...