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.
Oceanfront 2Bd 2Ba Sunset Suite in South Maui
Unbeatable Location, Unmatched Views – Your Dream Vacation Awaits!Get ready to experience the vacation of a lifetime in this renovated 2-bedroom, 2-bath oceanview condo at Kamaole Nalu. With jaw-dropping views of the sparkling Pacific, this gem is the perfect blend of...
NP B44 Remodeled OceanFront Getaway Relax Recharge in Comfort
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Spectacular Unobstructed FULL Oceanfront Unit
Nestled within the picturesque Kihei Beach Resort, this enchanting 1-bedroom, 1-bathroom unit invites you to experience the allure of an authentic Hawaiian aesthetic, effortlessly blending modern comfort with the timeless charm of the Aloha spirit.As you step inside, be...
Islander on the Beach 245 Direct Oceanfront View
"Kauai Mega Savings: August Deals Extended Through October! Book Now!".Important Notice:* Nihau Building Discount (Spalling Work)Special discounted rates are available in the Niihau building from June 23 to July 21, 2025, due to scheduled staircase, walkway, and lanai...
Sugar Beach Resort Condo w/ Shared Grill, A/C-Beach Lovers Dream
Sugar Beach Resort 136Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Ocean view room, Beachfront Kauai Beach Resort, Jacuzzis, 4 pools, restaurants
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Beautiful fourth floor unit with King bed. Lovely resort with amazing pools! Beautiful resort and ocean views from the room!!! The Outrigger Kauai Beach Resort and Spa is a...
Sugar Beach PH21 - Direct Oceanfront 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Just Renovated!Beautiful views from a great unit. You will love the well maintained, upgraded corian kitchen and white cabinetry. Enjoy your coffee on the top floor balcony while looking at whales and...
Maui Kamaole H106: Beautifully remodeled 1 br, 2 ba Ocean View condo within
Remodeled one (1) bedroom Oceanview Condo. The Kitchen has new cabinetry, fixtures, granite countertops, and white appliances. This one-bedroom and two-bath unit sleeps up to 4 people with a king bed in the bedroom and a pull-out sofa bed in the living room. The bedroom...
Kihei Akahi #D-208: Calm & Tranquil One Bedroom Condo in South Kihei
The living area in this 2nd-floor one-bedroom condo and is thoughtfully furnished making the area comfortable and inviting. Tastefully remodeled, you will feel right at home in this recently updated vacation rental. Enjoy your morning coffee or afternoon Mai Tai on our...
5 minutes from the Beach | 3 Pools | Pickle Ball & Tennis Courts | BBQ areas
Discover your Maui haven—a one-bedroom, one-bath retreat of comfort and island charm. From the moment you arrive, the relaxed pace of Hawaiian living takes over. Sip your morning coffee on your private lanai, take a refreshing dip in the pool, or wander just five...
Direct OCEANFRONT, Rare Enclosed Lanai, AC - Maui Kai 804
Experience elevated island living at this beautifully updated 1-bedroom, 1-bathroom oceanfront condo at Maui Kai Resort on North Kaanapali Beach. With unobstructed views of Lanai and Molokai, a fully enclosed lanai for extended living space, and central air...
3rd Floor Condo Kiahuna A/C. Walk to Beach Shop and Restaurants. Ocean nView!n
4 guests-1 bedroom-2 beds-1 bath.You'll have a great time at this comfortable place to stay.Kiahuna Condo 331 overlooks beautiful Moir Gardens and has partial ocean views. The condo is tastefully redecorated with granite countertops and tiled shower. It has...
Makahuena 4304 by Destination Kauai - Partial Ocean View
E Komo Mai, Welcome to The Makahuena 4304!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2.5-ba is a multi-level condo on the second story...
OCEANFRONT, SWEEPING Ocean Views Amazing Condo
Step into your own tropical perfection in the stunning "Keto Condo", at Kamaole One! This vibrant rental is tastefully furnished, recently remodeled and fully equipped for your comfort and enjoyment. Savor a refreshing morning breakfast while overlooking the sparkling...
Oceanfront, Beach , Pool, Wifi ,View! Relax Haw'n style #206 Portable AC
There is some construction to the left side of this unit the interior is the same ROMANTIC DIRECT OCEANFRONT CONDO A SHELLS TOSS TO THE WATER! Check out my video by clicking the icon to the left. Imagine yourself there!Wow! oceanfront! Treat yourself to a real Hawaiian...
Heart of Downtown Kona: Quiet, AC, Pool View
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Tower 2 Suite 3709 - QQP by Koko Resort Vacation Rentals
Incredible Panoramic Views - 37th Floor, Free parking & Wi-Fi Enjoy paradise with an incredible mountain view Waikiki Banyan condo suiteonly one block from world famous Waikiki Beach! Condo suite is located on the37th floor and has a spectacular view of the mountains...
Quaint stand-alone cottage - 2 bedroom 2 bath
GE/TAT #181-710-4896-01 - "Hawaiian Cowboy Cottage"This is a unique stand alone cottage in the Princeville Paniolo condominium complex. The cottage has two large living spaces. Walk in the front door and turn right, that leads to the main living area, featuring living,...
In Town Ocean View Condo-Walk to the Beach, Shops, Restaurants and Bars!
This top floor condo is spacious with open beam ceilings and an ocean view. It is located in the center of Kailua Kona. You can walk to the pier, to restaurants, shopping, even the bank and the grocery store are nearby. The condo has two bedrooms with California King...
Oceanviews From ALL Rooms 2BR - Maui Eldorado L105
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Retreat – Private Beach Cabana, Golf Course Views, and Spacious LanaiE komo mai (welcome) to your island sanctuary, where the rhythm of the kai (ocean) and...
Waikiki mountain view, close to beach & restaurants! Parking, kitchen, pool!
Waikiki Banyan #1105-T2 – 201 Ohua Ave.NEW TO OUR INVENTORY! Enjoy this newly refreshed (December 2022) 1-Bedroom/1-Bathroom condo with sweeping green views of the Ko'olau Mountains and Ala Wai Golf Course. With a full kitchen, free on-site parking for 1 vehicle, free...
Koa Resort #5G 3BR/2BA, Large townhome, Pool, AC, WIFI, Sleeps 8
Gorgeous remodeled townhome, across from ocean - Remodel includes all-tile and granite in kitchen and baths!Steps from Pool, BBQ at Cabana, A/C througout, FREE WIFIThis Koa Resort townhome is a completely remodeled 3 bedroom 2 bath home, located across from Kalepolepo...
Tropical Private Getaway on Kauai's North Shore!
Welcome to Pali Ke Kua 10—your North Shore retreat with stunning mountain and waterfall views! Nestled in one of Princeville’s most sought-after enclaves, this spacious condo offers a peaceful getaway with unforgettable scenery right from your private lanai, living...
Maalaea Condo w/ Pool Access - Walk to Beach!
Island life is right around the corner when you book a stay at this 2-bedroom, 2-bathroom vacation rental in Maalaea! Located steps from the beach, this lovely condo boasts a newly remodeled interior, a fully equipped kitchen, and a balcony overlooking the pool and...
Best Deals Ever! Amazing Condo is Hotel Zoned.nApril 110/ nightnMay 200/night
Before and after each guest's arrival and departure, our unit is thoroughly cleaned and disinfected to the upmost care. We value the safety and comfort of our guests, so please let us know if you have any questions. Our one bedroom / one bath ground floor condo is Hotel...
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
Maalaea 5 star Island Sands 100 2 bed Oceanfront
A wonderful modern unit on Maalaea Bay with a beautiful ocean view. The unit was just totally renovated throughout to Five Star Quality with all new floor, bathroom, kitchen, bedroom, living room, and lanai surfaces and furniture. Pleae see the wonderful attached...
Location, Location, Location. You can't get closer to the ocean for this price
Aloha!Welcome to our ocean paradise at the Kahana Outrigger. We take great pride in our island home and want to ensure you have everything you need for a very enjoyable and comfortable holiday. Our best advertising is the feedback from our guests - please do check out...
#128 Ground floor condo, easy access to best beach on Maui!
Ground floor Garden View unit, perfect for your Maui stay! Beautiful comfy couch, reclining chair and sitting chair complemented by a large entertainment center in living room. The bedroom has king size bed, with an additional new Queen hide-a-bed sofa in the living...
🏖️180 degree view of the Pacific Ocean | Private Pool | Gated Community | vrKCV
vrKCV - Keauhou Estates 4, Professionally Managed by Kona Coast VacationsSunset Paradise at Keauhou EstatesWelcome to Sunset Paradise, your luxurious retreat nestled within the gated community of Keauhou Estates on the Big Island of Hawai'i. This beautifully renovated...
Ground-level condo with lanai, lagoon pool, hot tub, W/D & beach access
Maui Kamaole B106Our 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...
Kihei Akahi Condo w/ Private W/D, A/C-Great Location
Kihei Akahi C417Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Sensational Seaside Condo, remodeled in 2023 parking available, 1 block to beach
Our unit is located on the 9th floor and is a corner unit with a large furnished lanai's which provide you with amazing city, mountain and partial ocean views.Available to our guest we provide you with a soft queen size pillow top Serta mattress for a comfortable nights...
KR601 - Panoramic Ocean Front - Top Floor Condo - Quiet & Relaxing!
Kealia 601 is a top-floor condo boasting breathtaking, unobstructed ocean views from the living/dining room, kitchen, and private lanai. Situated in a tranquil beachfront resort, this unit offers access to an exceptional 2.5-mile stretch of pristine white sand leading...
Beachfront Condo
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes from Ko Olina 45 mins from Honolulu. Stove, Oven, Microwave, Dishwasher and fridge/freezer. Our unit has a queen size...
Kailua Village #201: 2nd Floor, Corner Remodeled unit in Downtown Kona.
Looking for an incredible rental in Downtown Kona? Look no further, you've found the best property. Kailua Village#201 has an amazing location. This corner unit is Walking Distance to Everything. The Perfect Unit for 1 person or a couple looking to be in the Heart of...
Perfect Spot to Enjoy Maui Ideal Island Retreat!
**Nohonani 201 – Your Oceanfront Paradise**Welcome to Nohonani 201, a stunning 2-bedroom, 2-bath condo on the 2nd floor, offering breathtaking ocean views from the kitchen, dining areas, living room, and master bedroom. The master bedroom, located ocean-side, features...
Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!
This condo is situated in a quiet part of the Waikoloa Villas complex. This is a 3 Bedroom 3 Bath condo has been recently renovated with bamboo flooring, bathrooms and a beautiful kitchen! The Waikoloa Villas complex includes two pools and a BBQ area.Located in the...
Unit 109 Stunning Views, Luxury, in Paradise!
A LITTLE ABOUT THIS CONDO...This exquisite condo offers the perfect blend of home-like comfort and island luxury, creating an unforgettable retreat in Maui. From the moment you step inside, you’ll be captivated by the stunning views of the lush tropical grounds and...
EL J209 Island Getaway Kaanapali Studio w Pool AC Beach Cabana
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Kona Reef A12 Direct Ocean Front, Remodeled, Air Conditioning Gorgeous
Incredible Split Air Conditioning System installed in Bedroom & Living room in April 2023! Kona Reef is one of the most ideal resort destinations on the Kona Coast. Walking distance to town (less than a mile through downtown to the IronMan pier!). Experience...
Sunny Ocean-View Studio | 2 Pools & Private Lanai | Short Walk to Beach
Ilikai Hotel 1133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience fantastic oceanfront living at this bright and breezy studio, perched on the 11th floor of The Ilikai....
Beautiful Ocean and Fairway Views! Upgraded! GC164
We love our Peaceful Maui Condo and want to share it with you! Enjoy views of the mountains, ocean, and golf course from our top-floor, vaulted ceiling condo.Our condo comfortably sleeps six and has all the amenities that you need to enjoy your Hawaiian vacation - just...
Kaanapali Shores Unit 804 ~ Oceanfront Views! Luxury with Resort-Style Amenities
Experience the Ultimate Hawaiian Getaway at Kaanapali Shores Unit 804 ~ Hosted by Maui Westside· Sweeping oceanfront views from your private 8th-floor balcony· Spacious 2-bedroom, 2-bathroom condo · Comfortably sleeps up to 6 guests with flexible sleeping...
Makaha Condo With Fantastic Ocean View
Relax and enjoy Oahu’s beautiful West side for far less than you would pay at a hotel. We have a laid-back vibe and the world-famous Makaha Beach just a mile down the hill. More uncrowded, fantastic beaches are merely minutes away. The unobstructed ocean and mountain...
Beautiful Partial Ocean View Condo with Tropical Furnishings
Hawaii Tax ID: TA-164-325-3760-01TMK: 390180030061Welcome to Maui Vista 1313, where tropical charm meets modern comfort! This 1-bedroom gem boasts a stunning ocean view and vibrant island-inspired furnishings that remind you...
1 Mile from Pipeline Surf Break!
Studio with a small balcony and spacious bathroom. Kitchenette has a microwave, fridge and hotplate and all the dinning equipment you need. This studio is located across from Keiki Beach. It is just a 2 minute walk to the beach. The studio is part of the second floor of...
Ocean-Sunset Views at Ilikai Hotel Couples Getaway w/Fabulous Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI NOTICE — July 16, 2025Starting July 2025, spalling repairs and full exterior painting of the building. Please be advised that...
PRESTINE*CHIC*Beachy & Fully Remodeled & Oceanfront
Nestled between the white sand beaches of Kamaole I and II, you'll find the serene retreat known as the Royal Mauian. Step out onto your private patio and lush lawn, just steps away from the turquoise Pacific waters. Here, you can enjoy the spectacle of whales breaching...
Kona Bali Kai 317 Direct Oceanfront, Major Upgrade with Central Air
Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. New mini split level A/C system keeps the unit cool. Watch the dolphins, whales (during winter season) surfers, and those magnificent...