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.
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...
Sun-Soaked Waikoloa Retreat w/ Private Lanai!
Sandy beaches, amazing waves, and ocean views all await you when you book this amazing condo in Waikoloa! Head to the community's oceanfront club, complete with a private pool, restaurant, and bar, then go to one of the nearby beaches. Venture out and swim with dolphins...
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
** 2025 Discount Rates - Book Now! **Escape to oceanfront Ma’alaea Kai #202 features a clean and tropical design, with bamboo floors, plantation shutters, and colorful island art. The bedroom is serene, featuring a plush king bed, while the living room has a...
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...
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!
Welcome to your oceanfront vacation rental getaway at Maui Sunset in sunny Kihei. This spacious 2BR plus Bonus Room, 2-bath condo is ideal for families and groups. Comfortably sleeps up to 7 and gives you direct access to the beach, resort-style amenities, and the best...
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...
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 serene 3-bedroom home plus mother-in-law-suite. With 3 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...
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...
Keauhou Punahele B-107 Ground Floor, Spacious Lanai, Personal BBQ, VERY Quiet
Keauhou Punahele #B-107 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom. It's equipped with...
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...
Sugar Beach Resort Condo w/ Private W/D, Ocean View-Beach Lovers Dream
Sugar Beach Resort 436Our 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...
Stunning 15th Floor Luana King bed Condo Sleeps 4 guests
Superb property with 180 degree Stunning Views!!This fully furnished 1 King bedroom, 1 bathroom suite comes fully equipped with a spacious kitchen featuring granite countertops, two private lanai's, in-unit washer and separate dryer, travertine stone/carpet flooring,...
Ko Olina Beach Villas B505: Rest & Replenish w/ Pool & Ocean Views
Located on the sunny side of Oʻahu, Ko Olina Beach Villas B505 welcomes you to a refined island retreat where contemporary comfort meets effortless Hawaiian living. This two-bedroom, two-bath villa on the fifth floor of the Beach Tower sleeps six guests and offers...
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout
Short term rental approved by the state of Hawaii through at least 2030!Beachfront paradise! Enjoy whale watching and beautiful sunsets from your lanai and Sugar Beach in front of Kanai A Nalu (gentle surf). Your 'home away from home' has all of the comforts you need to...
Kapaa by the Sea TVNC #1312, Beachfront, AC, Walk to Town, Sunrise Views
Kapaa by the Sea - Oceanfront Kauai Beachfront Home – 3 Bedrooms, 3 Baths with 1,750 square ft. of living space. Welcome to Your Dream Vacation! Accommodates up to 8 guests, including children and infants.TAT ID #: TA-102-514-2784-01, TVNC: #1312. On-island manager,...
Great Vews from this Direct Oceanfront Condo with Lanai & Direct Beach Access
Kaanapali Shores 361Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Unparalleled ocean views await at this beautifully updated condo on the shores of North Kaanapali Beach. You’ll...
❤️PiH❤️ A Sea-nic Escape ★ Stunning Ocean View ★ Mauna Kea Resort
Brought to you by Paradise in Hawaii Luxury HomesWelcome to "A Sea-nic Escape", part of our Hawaiian Luxury Collection. "A Sea-nic Escape" at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
Ground-floor resort condo - ocean-view lanai - steps to beachside pool & hot tub
Islander on the Beach 142Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Ocean View walk to the sand
Ground floor, super clean corner unit with an ocean view in one of Maui's favorite south Kihei complexes. Across the street from the great Kamaole beach park 1. Six tennis courts, three pools and lots of barbecues for fun and entertaining. Big lanai and extra corner...
Epic View w/Gourmet Kitchen–Waikīkī Shore #1100
Castle Waikīkī Shore unit #1100: Elevate your Waikīkī experience within 1,190sf of pure paradise! Our largest air-conditioned retreat indulges with an open design kitchen and living area, where floor-to-ceiling windows unfold to a beautiful panorama spanning the...
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Knutson & Associates proudly welcomes you to this spectacular condo: Kona Mansions#301. This beautiful top floor corner, 1 bedroom, 1 bath unit has incredible ocean views! Right when you walk in, it's got the WOW effect!Being completely remodeled, notable features...
#21B Grand Champions Studio -Ulua & Mokapu beaches
Located in the heart of Wailea. Grand Champions is a 4-star world class resort that features two pools with whirlpool spas, BBQ facilities, and amazing beaches within walking distance! This studio DOES NOT include a full kitchen, washer/dryer.If you need a full kitchen...
Ocean View Kauhale Makai 308: 1BR/1BA, Private Lanai, Pools, Location!
Welcome to Kauhale Makai 308 with ocean views. This 1bedroom/1bath offers the perfect Hawaiian escape! Enjoy a gorgeous Maui sunset or a peaceful morning on your private lanai. Watch whales breaching, during season, or dine alfresco with seating for four.The kitchen has...
Kona Magic Sands Condo
Studio located directly across the street from Magic Sands beach with renovated kitchen and bathroom. The bedroom is separated from the living/dining area by a wall with an arched opening. You will notice the small touches honoring the sea turtle throughout the unit...
Charming Condo Steps from Waikiki Beach with 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...
Poipu 3 Bd/4BA~ Pool~on Golf Course~Mt/Ocean View~Beach
Beautiful home at the Kiahuna Golf Village. Pool, gas BBQ, boogie boards, beach toys, beach chairs & beach towels. Relax by the pool & watch the golfers, or go to the beach! All three bedrooms have attached bathrooms, TV's and ceiling fans. The laundry room has a full...