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.
Kiahuna 322 Hawaiian Hospitality - Garden Deluxe View overlooking Moir Cactus Garden
Summary:Upgraded garden-level condo with deluxe finishes and a spacious lanai overlooking the Moir Cactus Garden. Features hardwood floors, quartz countertops, king bedroom, queen sleeper sofa, beach gear, and ground-floor accessibility. Just a short walk to Poipu Beach...
Kona Coffee Mountain Getaway, in Holualoa
Completely renovated 2nd story home. Everything is brand new! New beds, new appliances, new cabinets and flooring! The house is 2 bedroom, 1 bath with shower and tub. Both bedrooms have a Cal king size bed. Living room with dining area, WiFi and TV, a full kitchen and...
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...
Nakoa Estates | Beach Access, Recent Remodel
Nakoa Estates offers spacious, modern homes just a short walk from the beach. Photos are represent a collection of homes within the estates. Five bedrooms with portable A/C, 3 full baths, large kitchen, and two living areas with one sleeper sofa. Perfect for families...
Oceanfront #3 at Hana Kai Maui - 1 Bedroom Corner Unit 100Ê» from Water!
“Keanini” #3 is a 1-bedroom oceanfront unit, just 100′ from the water’s edge. To the east this unit enjoys gorgeous views of the Bay and to the South, it overlooks our lovely koi ponds. There is a king-size bed in the bedroom and day beds in the living room. A curtain...
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...
Perfect Island Getaway - Maui Vista 3307
This original-well maintained one-bedroom, one-bath condo offers peaceful privacy and gorgeous garden views from your private lanai. Located on the third floor of Building 3 with elevator access, it’s just a short 5-minute walk to the white sands of Charlie Young Beach...
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 sunsets,...
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 comfortable...
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....
Menehune Shores #119 – Stylish Oceanfront Retreat with Luxe Modern Finishes
Menehune Shores #119Experience effortless oceanfront living at Menehune Shores #119, a welcoming ground-floor condo with beautiful views and direct access to the grassy lawn and beach. This two-bedroom, two-bathroom retreat is thoughtfully designed to offer comfort,...
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...
Ideal resort retreat with central AC and access to pools, hot tub, golf, & more
Shores at Waikoloa 338Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'As you step off the elevator you will feel the enchanting ocean breezes and an endless array of resort amenities...
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...
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 ocean...
🏖️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...
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
Escape to Sealodge Villa H5, a charming two-bedroom getaway nestled in the heart of Princeville, Hawaii. This inviting villa offers stunning ocean views from its spacious 743 square feet of interior space, complete with a comfortable outdoor lanai perfect for soaking in...
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...