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.
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
Dream Vacation getaway, B205 paradise!
A LITTLE BIT ABOUT OUR CONDO...Lokelani B205 has been in our family since 1976. We want others to enjoy our home away from home like we do. The condo had a major remodel in January 2017 for a modern look. We update something every year to keep our condo up to date. In...
Partial Ocean View! Full Kitchen, Free Parking, Wi-Fi, Pool!
Waikiki Banyan #2412-T2 – 201 Ohua Ave.Enjoy this fully remodeled (June 2022) 1-Bedroom condo with a gorgeous partial Ocean view and Hawaiian coastal décor. With a full kitchen, free onsite parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...
Maui Banyan 1-Bed 2-Bath Suite with AC
Discover Maui at Maui Banyan P106 apartment, a charming 1-bedroom, 2-bath apartment steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views....
Bright home by the volcano with lanai, grill, open kitchen & fireplace
Hale Pau'oleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Adventure awaits you at this light-filled Big Island vacation home in an unbeatable east coast location on the edge of...
Luxury 2 BR 2 BA OCEANFRONT/BEACHFRONT Condo at the Whaler
Luxury two bedroom two bath oceanfront condo at The Whaler on Kanapali beach. 11th floor, corner unit with panoramic ocean views, newly remodeled!! One of the best condos at The Whaler!! BEST VIEW and BEST BEACH on Maui. Master bedroom has a king size bed, the second...
Kiahuna 322 Hawaiian Hospitality - Garden Deluxe View overlooking Moir Cactus Garden
KIAHUNA PLANTATION 322 AT KOLOA KAI VACATION RENTALSLuxury and Accessibility in the Heart of Poipu BeachWelcome to Kiahuna Plantation 322, where luxury meets convenience in the heart of Poipu Beach. This beautifully upgraded first-floor condo offers exceptional comfort...
Hanalei Hideaway, walk to picturesque Hanalei Bay!
This classic Hawaiian-style beach cottage is located in the heart of picturesque Hanalei bay area - only a short walk to the beach and just two blocks to Hanalei Village. This charming pole house offers a front porch and an open floor plan that features a beam ceiling...
Hale Kailea, Beautiful Hanalei Home in the heart of Hanalei
Hale Kailea, Hanalei - Now offered through Makana Kauai Properties. Welcome to Hale Kailea, Hanalei, a favorite Hanalei House to many and your next dream Kauai Vacation Rental. This stunning home is thoughtfully designed to offer the perfect blend of relaxation and...
Fantastic Oceanfront unit on ground floor! Spacious and updated Polo Beach 107
Experience true paradise and stunning ocean views from the lanai as you sip on your morning coffee! Stroll along the world famous Wailea Beach Path, enjoy fantastic snorkeling at uncrowded Polo Beach or unwind and sunbathe at the ocean front pool and jacuzzi.This...
Stunning home , AC, Mtn &waterfall views, 86"TV, walk to beach & golf
Hale WaileleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your stay at Hale Wailele here on the North Shore of Kauai. This home boasts gorgeous views of the Makai Golf Course...
Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
===The Beach ===Welcome to our beachside paradise! This incredible condo is perfectly positioned less than 300 steps away from the renowned Kamaole Park III Beach, consistently rated as one of the most stunning beaches in the world. With its gentle surf, breathtaking...
Beachfront Penthouse - Newly Renovated!!!
Immaculate, newly renovated, ocean front condo- relaxing retreat for couples!This beautiful newly renovated penthouse unit is a tropical paradise that offers a tranquil and perfect Hawaii escape. Designed and furnished by Archipelago Hawaii, one of Hawaii's top interior...
DESIRABLE WAIKIKI BANYAN OCEANVIEW CORNER UNIT - FREE SECURED PARKING, WIFI
The Ultimate Waikiki Beach Unit! *Please note that the recreation deck, pool and Jacuzzis are under renovations from April 7, 2025 to February of 2026 and are closed,*Ideal ocean view Waikiki beach unit #1514 in the desirable Ocean Side Tower #1 is located just one...
Best Oceanfront Value in Kihei - Kealia Resort!
The best Oceanfront value in Kihei - Kealia Resort!Enjoy views of the ocean, West Maui mountains and the Kealia Pond National Wildlife Refuge from this lovely renovated 5th floor studio unit at the Kealia Resort. Fully air-conditioned and nicely appointed with...
Newly Remodeled North Shore Condo Sleeps 4
On the bluffs of the North Shore of Kauai, our condo at the Cliffs Resort awaits you. Our newly remodeled condo sleeps 4. The large master bedroom features a new king size bed and full ensuite bathroom. Your private master lanai offers beautiful mountain views. Included...
Whaler 1107 - Spectacular Oceanview 1B/2B, AC, Sleeps 4 steps to Kaanapali Beach
Discover your perfect Maui escape at Whaler 1107, a beautiful one-bedroom, two-bath condo right in the heart of Ka’anapali Beach, one of the island’s most iconic coastlines. Step out onto your private lanai to enjoy sweeping views of the Pacific Ocean, vibrant...
Remodeled Maui Sunset Condo A409, Super Ocean View & Mt Haleakala
********************************************************************************************************* THE CONDO OWNERS WILL REQUIRE FROM ALL OUR GUESTS, a signed copy of their rental agreement. It will be provided upon reservation acceptance and a signed copy must...
Regency Corner Unit - tropical surroundings with split A/C units installed!
This Regency 311 condo will make your vacation to Poipu Beach one to remember! This corner unit offers privacy and lush, tropical surroundings. It has consistent trade breezes, but also has a split air conditioning system, with A/C units installed in both bedrooms and...
Ground floor end unit on great lawn, remodeled in Fall 2023
Kitchen and bathroom remodel completed in Fall 2023. New kitchen appliances and furniture upgrades throughout the unit.Kiahuna Plantation is the only beach-front property on Poipu Beach. With a partial ocean view from our lanai, our unit is less than a 30 second walk to...
Maui Resort Rentals: Honua Kai Konea 712 - Rare 7th Floor 2BR/1BA, Lush West Maui Mountain Views
Konea 712 offers one of the absolute best values to be had at Honua Kai. This rare two bedroom, one bath suite offers the space and privacy of an additional bedroom without the price tag of a standard two bedroom, two bathroom. Enjoy delightful views of the lush West...
Palms at Wailea 705 - Beautifully renovated ground floor unit in premium location, Split AC
The Palms at Wailea 705, a 2 bedroom, 2 bath ground level unit, is your perfect Wailea location. Featuring Mediterranean accents and beautifully manicured grounds, you will be welcomed by the open and inviting living space. Complete with large sectional, with queen...
Luxury Home on Makai Golf Course in Princeville Kauai with private Pool/Spa
The majestic design and high-end inclusions are indescribable without viewing it with your own eyes. A brief text description would never do it justice. The huge skylight, abundance of windows and massive pillars throughout the home are a testament to Frank Lloyd...
Oceanfront MK202 - Deluxe Maui Condo in Quiet Resort with Exquisite Views
** Summer 2025 Discount Rates - Book Now! **Escape to oceanfront Ma’alaea Kai #202 and enjoy Special Summer Rates from May to June 2025. This beautiful condo features a clean and tropical design, with bamboo floors, plantation shutters, and colorful island art. The...
Budget Friendly, Standard Condo with Short Walk to the Beach
Hawaii Tax ID: TA-055-646-8224-01TMK: 390180030046Practical and budget friendly, Maui Vista 1223! Spacious unit located on the second floor at the Maui Vista; walk to the pool from your unit or down to the beach. You will be sure to enjoy the convenience of this...
Unit #207-1BR+Mezzanine BR/1 Bath: 2 BR, 1 BA Condominium in Lahaina, Sleeps 5
The view from the lanai of Unit #207 is spectacular and one of the best in the complex. The king size bed is new as is the sleeper sofa bed. The very large mirror in the living room gives a feeling of spaciousness. The location is very private and peaceful.Honokeana...
Kona Mansions#124 Ground Floor, New Vacation Rental,Located in Heart of Town
Knutson & Associates proudly welcomes you to this beautiful new addition to our inventory as of November 2023, Kona Mansions#124.You'll appreciate the details the home owner has put into the property for Vacation renters! Interior newly Painted & New Furniture purchased...
KBR #204 - 1 Bedroom/2 Bath Beautiful Ocean Front Condo on Sugar Beach!
Kihei Beach #204 is a one-bedroom/two-bath condo located on the 2nd floor, offering a beachfront experience on the stunning Sugar Beach in North Kihei, Maui. The condo features beautiful tile flooring throughout, an impressive granite & stainless-steel full kitchen, and...
Unbeatable Ocean-View Condo in Palms at Wailea
Discover the pinnacle of luxury island living in Wailea Maui, where this newly remodeled 2-bedroom, 2-bathroom condo in the prestigious Palms of Wailea complex awaits discerning guests. Unit 1406 is not just a place to stay; it's an upscale experience meticulously...
Located Within The Ilikai Hotel!
This spacious 7th floor unit at the Ilikai Hotel offers comforts of home while on vacation. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dishwasher- Dinnerware, Glassware,...
Amazing Maui Sunset Location: King Bed, AC, Beach Access, Pool & Gym- Sleeps 7!
Aloha and Welcome to Seascape Condo at Maui Sunset in Sunny Kihei.Escape to paradise at Seascape Condo, beautifully set within the oceanfront Maui Sunset complex in South Maui. Located just steps from the shore, our condo offers direct beach access - no streets to...
Oceanfront 2BR Retreat with Stunning Views and Luxury Amenities Makena Surf B305
Welcome to Makena Surf B305! This unit is all about LOCATION and VIEWS! Makena is located a short five minute drive from all of the restaurants and shops in Wailea but offers the seclusion and privacy from all of the resort traffic! Makena Surf is one of the best kept...
Kona Makai 2103: Remodeled Condo w/ AC in Oceanfront Complex
Set along iconic Ali‘i Drive and framed by the rocky shoreline of the Pacific, Kona Makai 2103 is a recently upgraded 1-bedroom, 1-bathroom condo that combines modern style with resort-style amenities. With tropical garden surroundings, a peek of the ocean, and an...
Clean 2 rm studio, walk to Magic sands beach and Kahaluu. free HS-WIFI, parking
The Majesty Palm Suite at Palm hale is Great spacious open air studio unit with two rooms (kitchenet dining area and bedroom area). You will be located in a great area of Kona! Free high speed WI-FI, Queen bed, Cable TV, Full size Fridge and kitchenet with light cooking...
Ocean front resort, garden level with an ocean view
Polynesian Shores 112 is a spacious 1-bedroom ground floor condo that can accommodate up to 2 guests and does not have A/C. The fully equipped kitchen has recently been updated tile flooring, granite counter tops and new appliances. The living area features brand new...
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
NOT A CONDO! This 2000-square-foot, stand-alone house is the perfect get away for your entire family. No shared walls, railings, entryways, elevators or parking lots so you can arrive with confidence and know that you will not be sharing your rental with other...
Maui Resort Rentals: Honua Kai Konea 331 - Large Upgraded Studio w/ Lush Courtyard and Peek-a-boo Ocean Views
This upgraded corner studio condo sits directly above the beautiful courtyard of Honua Kai and offers peek-a-boo ocean views through the lush tropical foliage. When you walk out onto the lanai, you'll marvel at all the beautiful flowers, trees, and koi ponds all around...
The Sweet Spot - Wailea Elua 3-Bdr/3-Bath Beachfront Paradise Townhouse #1004
New, New, New. Major upgrades! New floors, lighting, furniture, beds, appliances, paint, lanai furniture and artwork. Check out the new photos.This is the one, the best location at Elua. Beachfront 3 BD+3 BA private townhouse with a courtyard and a private beach lanai....
Hale Hui Kai 202 - Keawakapu Beach, Garden Views, Steps to the Beach, Split AC!
Welcome to Hale Hui Kai 202, a stunning garden view condo located just seconds from Keawakapu Beach. This luxurious two-bedroom, two-bathroom unit offers a peak of the ocean from your lanai and oasis-like garden views from the kitchen and living room.Inside, you'll find...
1BR Condo with Beautiful Mountain Views and 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...
Tranquil home on 1.82-acres with lanai, free WiFi, W/D, and gas fireplace
Haunani SolitudeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy nature and peaceful tranquility in this three-bedroom two two-bath home in Volcano where the only likely sounds...
3-bedroom estate in peaceful Haleiwa Hawaii
Haleiwa is waiting for you at this marvelous 3-bedroom estate. With 2 queen beds and 1 king bed, this brilliant property offers a cozy retreat for guests. Enjoy the bathtub, hair dryer, and WiFi during your stay. We're happy to assist with any questions while you stay...
Kamaole Sands Fully Renovated Condo with King Bed. By Kam. 3 Beach
Rates are discounted for longer than 7 day & 28 day stays. Light, bright, luxury condo in private location on beautiful grounds in our 15 acre complex with the many amenities of a destination resort. The Roof of Building #4 and Waste Piping have been replaced in July /...
Kiahuna's Premier Beach Front Beachhouse - 20 Feet to the Beach!
*NOTE* As of December 2019 there was some coastal erosion to the front of the beachfront condos at Kiahuna. You will still be able to enjoy a breathtaking ocean front experience! Railing has been installed on the Lanai for our guests' safety. See the video for details....
Waikiki Shore 1 Bedroom Ocean view
Waikiki Shore Hotel Condo is on Waikiki Beach, great views, restaurants and dining, parks. You’ll love my place because of Spacious and Comfortable with Full Kitchen and Washer/Dryer in unit...Cable TV & Bluetooth Speaker..Also the Lanai to enjoy fresh air and the...
🏖️Concierge Included | Walk to Restaurants & Shopping | AC | vrKCV
vrKCV - Fairway Villas Waikoloa C22, Professionally Managed by Kona Coast VacationsWelcome to Fairway Villas at Waikoloa Beach ResortDiscover the perfect blend of luxury and tranquility at this 2-bedroom, 2-bathroom condo in Fairway Villas, nestled within the...
Ground-floor oceanfront with pool, hot tub & W/D - walk to beach
Maui Kamaole A108Our 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 in the sought-after Maui Kamaole® resort, just minutes from the sunny...
Turtle Bay Heliconia by RedAwning
One bedroom, two bath ground floor condo with tile floors. Close to the hoteland beach. On 18th Fairway of the Fazio Course. Wi-Fi access, no phone. Welcome to Kuilima Estates, the condo property located on the grounds ofworld-renowned Turtle Bay. The condos are...
Newly Remodeled!! 1b/1b, 2nd building 3rd flr! Prime location in S. Kihei
This bright cheerful, newly remodeled condo at Maui Vista Resort is located across from one Maui's most popular & top rated beaches. Just minutes from your door white sandy, Charlie Young Beach Park/ Kamaole Beach Park I. Play in the waves, take a refreshing walk, or...
Sealodge H5: Delightful Oceanview Condo, Close to Beaches & More
Enjoy tranquil ocean views and soothing trade winds from this lovely Princeville vacation rental condo at Sealodge II. Tastefully furnished in a bright and beachy style, this top-floor unit offers the peace of no upstairs neighbors, along with amenities like wireless...