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.
Modern Beautiful 1BR Napili Bay Get-Away Condo
Escape to Paradise at Napili Ridge! Our modern decorated 1-bedroom condo is the perfect getaway for you and your loved ones. With a comfortable queen size bed in the bedroom and a cozy queen size sofa sleeper in the living room, you'll have plenty of space to relax and...
Beautiful Mountain Views! Perfect Vacation Home for Families and Golfers
This home is great for families or for a couple on a romantic get away, it is located on the golf course in the beautiful Princeville Sunset Drive Community, open space with gorgeous mountain views. There is a community gated pool and a tennis / pickleball court for the...
Inquire About Last Minute Rates! Ground Floor-Steps to Ocean and Pool Unit #100
If an outstanding, un-ending ocean view is what you are looking for then look no more! Our condo is perfect for making those lifelong memories that you can take home with you and share with your family and friends.The views are breathtaking and you can see Moloka'i and...
Niulani Lanikai - Kapaa Beach House, Sleeps 10
Niulani Lanikai, a Kapa’a beachfront vacation rental with the flexibility to entertain up to 10 guests in three distinct on-site properties. The custom oceanfront home is built in true Hawaiian style. Niulani Lanikai offers breathtaking views of the Pacific Ocean and is...
🏖️Ocean Front | Fantastic Views | Corner Unit | vrKCV🏖️
vrKCV - Sea Village 1101, Professionally Managed by Kona Coast VacationsOceanfront Escape: Crashing Waves, Sunsets & Spacious Comfort for Families & CouplesWelcome to your oceanfront escape on the beautiful Kona Coast — where crashing waves, vibrant sunsets, and endless...
Hale Kamaole 344 Third floor condo, easy access to best beach on Maui!
Bright, airy corner unit with breathtaking ocean views and relaxing breezes – Enjoy an early morning cup of coffee with the native birds while overlooking the lush green vegetation of the Hale Kamaole complex and the sapphire ocean beyond. Our Maui Vacation condo sleeps...
Chic oceanfront condo with full ocean views, pool & hot tub
Kona Bali Kai #212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy Pacific views from the private lanai when you settle into this island-themed condo. Luxuries abound to help...
Beautiful 2 bedroom, 2 bath Condo in Maui Hawaii! Maui Kamaole C204. South Kihei
Maui Kamaole #C-204 is on the second floor with a tropical garden view. It has a fully-equipped kitchen, washer and dryer, three flat-screen TVs, free wireless Internet. There is a king bed in both the master bedroom and guest bedroom and a queen sofa bed in the living...
Ocean View KAN106 - Maui Beach Front, Lovely & Charming Ground-Floor Condo
Looking for a tranquil oceanview condo for your vacation in Maui, Hawaii? Look no further than Kanai A Nalu #106. This 2 bedroom/2 bath unit is fully furnished and can comfortably accommodate up to 4 guests. With a serene master bedroom, fully equipped kitchen, and...
Polynesian Koi Pond Gardens Condo in Hilo with full kitchen and pool!
Summary:This beautiful air-conditioned condo is perhaps one of the best located accommodations in Hilo. Near the center of town, yet the grounds feel like a Polynesian inspired zen oasis! Koi filled streams and ponds lined with walking trails meander through the complex...
Direct Ocean Front! Close to everything! Summer rates!
Maui is open and ready for tourists!Kaleialoha #305Nicely updated 3rd floor unit. New King bed, tile throughout. AC, washer/dryer, Free internet, local phone, cable and onsite parking.***ELEVATOR UNDER REPAIRS UNTIL FURTHER NOTICE*****We apologize for anyy...
Fully remodeled & equipped condo, steps to amazing beaches!
Welcome to Haleakala Shores B307, one of the most spacious 2-bedroom, 2-bath condos in Kihei. Located directly across from Kamaole Beach III and a short stroll from Kamaole II, this updated unit offers 1,050 square feet of interior space plus a large, private covered...
Heart of Waikiki With Partial Ocean View! Washlet! Off-site Parking!
Regency on Beachwalk #86 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath end unit (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk! Partial ocean...
Alii Kai Resort 12D, 2 BR, Breathtaking Sunsets, Mountain Views of Bali Hai
Welcome to Alii Kai II 12D, your ideal Kauai vacation condo located in Princeville on the stunning North Shore of Kauai. Enjoy beautiful mountain views and sunsets from your Kauai condo facing the "Bali Hai" Na Pali mountain range. Accommodates up to 6 guests, including...
Grand Champions 32: 2 BR, 2 BA Condominium in Maalea, Sleeps 6
An all-around luxury condo at Grand Champions in the heart of Maui! An outstanding layout with 2 large master-suites, 2 gracious sized full bathrooms, living and dining area with expansive vaulted ceilings, and an excellent ocean view! One master suite has a king bed,...
❤️PiH❤️ Our Sweet Spot ★ Near Recreation Center ★ Free Pass to Private Beach Club
Brought to you by Paradise in Hawaii Luxury Homes.Our Sweet Spot at Kulalani is an exquisite 2 bedroom home with excellent amenities.We pride ourselves on providing some of the most sought after homes on the Kohala Coast. We have now partnered with the wonderful...
Kaanapali Alii | 222
Kaanapali Alii 2222 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 222, a stunning one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. When you stay at the...
★ 3Min to Beach ★ Self Check in ★ Pvt. Balcony ★Split A/C in every room
We're Dean And Susan, Proud owners of Pacific Shores B312. We spend several months each year on the island. Kihei has amazing beaches, restaurants, Shops and nightlife than anywhere else in Maui. We have hotel- style amenities a swimming pool, hot tub, BBQ . The condo...
Beautiful Second-Floor Studio w/Free WiFi, Private Balcony + Shared Pool/Hot Tub
Islander on the Beach 257Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With partial ocean views from the furnished private balcony, this lovely second-floor studio is a terrific...
2 Bedroom Garden View Condo- Pono Kai
The resort is located in the historic town of Kapaa, Kauai. You can catch the sunrise in the morning over the Pacific Ocean or even see whales during migrating season. The resort is within walking distance of restaurants, boutiques, shopping and grocery stores.You can...
Ground Floor Gorgeous Garden View Close to Pool
Beautiful Garden Hawaiian Condo on the Kona Coast The property is gated and is located close to amenities. The community salt-water lap pool includes two whirlpools, changing rooms, and space to relax surrounded by immaculately groomed grounds with an abundance of...
NH 105 2BD Oceanfront Condo Pool near Beach
Nohonani 105 NEW LISTING! Explore the Beauty of Hawaii on the Ocean at this Convenient Central West Maui Location! Wake up to the soothing sounds of the ocean at this 2-bedroom, 2-bathroom ground-floor corner condo at Nohonani Resort in West Maui. Perfectly positioned...
Hale A Kai: Big Island Home w/partial Ocean view, AC &WiFi
Hale A Kai welcomes you with breezy island living, vibrant tropical décor, and an unbeatable location just a short stroll from Magic Sands Beach. Tucked at the end of a peaceful cul-de-sac off Ali‘i Drive, this newly updated 4-bedroom, 4-bath home blends comfort,...
Oceanfront Groundfloor Condo: Steps from the Lanai/Patio to the Ocean!
The views from this OCEANFRONT unit are breathtaking, with the azure ocean and sunsets over sister islands, Lanaii and Molokai. Step off your lanai and you are only 30 feet from the ocean! Located in the Kuleana resort, enjoy a taste of old Hawaii with it’s tropical...
North Shore Oahu getaway condo for rent with pool
The beautiful beachfront North shore condo with AC is the perfect place for a tropical family getaway. With the beach seconds away and the tropical beauty of the mountains/greenery, it is a pictorious view. Laie, the Polynesian Cultural Center, BYU-H, restaurants, and...
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!
Waikiki Shore #303 – 2161 Kalia RdRelax in this breezy and spacious (692 sqft) condo overlooking beautiful Waikiki Beach! This luxury rental is outfitted with top-of-the-line furniture and appliances, including a comfy Stearns & Foster California King bed, 60" Sony...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
129-3 Puamana. Imagine enjoying this beautiful contemporary coastal home!
In the wake of the Lahaina fire, Puamana continues to embody the spirit of Hawaiian resilience, even as the surrounding landscape has changed. While some amenities were lost, this coastal community remains a beautiful and peaceful retreat.129-3 Pualei Drive, completely...
Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201
Makena Surf is an exclusive oceanfront property in World Famous Wailea-Makena! One of the best-kept secrets on South Maui, from its stunning beauty to world-class beaches and snorkeling, this resort has it all. During the winter months, you can take in seasonal Humpback...
Kihei Akahi Resort Unit B103 Scenic Garden Views
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Kihei Akahi Resort Unit B103 - Garden Views and Large Lanai Ground Level Easy walk to Pool and BeachPlease review the property description and pictures carefully prior to booking, and...
Hana Harvest Cottage
KAMAAINA RATES AVAILABLE. Inquire for more details.Aloha! The Hana Harvest Cottage is the perfect place to unwind and explore the beauty of Hāna and the surrounding area. Fully renovated and re-furnished in July 2022 including new modern appliances, WiFi, and upscale...
Stunning Remodeled Unit with Ocean Views! Ekahi 5E
Welcome to Ekahi 5E! This top floor unit boasts incredible ocean and garden views! It is nestled along a beautiful hillside that embraces the serenity and peacefulness of Maui. Enjoy the views and feel the breeze from the oversized private lanai! Your private lanai...
Relaxing condo near beach with partial ocean views, hot tub, pool, & lanai
Paradise Found at White Sands Village 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and experience a tranquil and unique getaway at this relaxing and well-situated condo!...
Vacation on Beautiful Kauai!
Aloha and welcome to our hale (pronounced holly). Thank you for considering our home for your vacation plans. Our one bedroom air-conditioned condominium is located adjacent to the Coconut Marketplace in the heart of Kapaa on the east shore of the Garden Island of...
Pono Kai Resort J201, 2nd Floor, Walk to Beach
Pool Area Closure: January 6 to January 31, 2026. The Kapaa Pool is less than a mile from the resort and Lydgate Beach ponds for swimming and snorkeling is 3.4 miles South of the resort. Discounts are automatically applied for these dates.Welcome to Pono Kai J201 in...
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Seeking an authentic Hawaiian experience? Retreat to our North Shore oasis, surrounded by lush preservation and agricultural land. Situated on the bottom half of a duplex home, enjoy stunning forest views and easy access to top beaches, premier snorkeling, and...
Kaanapali Shores 647 ~ Huge Spring Savings thru 5/31/25! Oceanview, AC, Pool!
Embrace serenity in unit 647, situated within the sought-after Kaanapali Shores resort. This delightful one-bedroom, one-bath retreat offers tranquil ocean views from the living room and private lanai, enhancing the serene ambiance. Inside, discover the comforts of...
Kauai Beach Villas E-15 ... view Freshwater Lagoon & Tropical Garden
Tropical views abound at this air conditioned one-bedroom, second-floor condo. Look out from your lanai at the lagoons that meander through the grounds and take in the scenery. While you are relaxing, you'll be treated to the subtle fragrances of the nearby gardens....
Ko Olina Beach Villas B403: Luxury 3BD Villa w/ Ocean & Pool Views
Welcome to Ko Olina Beach Villas B403 by Gather, where luxury and tranquility meet on Oahu’s beautiful west coast. Located on the fourth floor of the Ocean Tower, this elegant three-bedroom, three-bathroom villa accommodates up to eight guests across 1,481 square feet...
Shores of Maui, sensational ocean view in Paradise!
The Shores Of Maui Resort is located in southern Kihei, across the street from Cove Park and Kalama Park area. You can master your surfing skills, enjoy shopping, dining and grocery store are within walking distance from the Shores of Maui Resort location.This...
BIG ISLAND PUAKO PENTHOUSE CONDO -Top floor corner unit! Amazing ocean views!
If you have ever stayed in Puako, then you know what this neighborhood is all about. Morning walks to the ocean, cup of Kona coffee in hand, some of the best snorkeling and diving off the reef and friendly neighbors who wave and say "Aloha" If you have not stayed in...
Gorgeous Oceanfront Condo with Spectacular Views!
This beautiful, freshly renovated Kihei condo has 1-bedroom, 1-bathroom, a queen-sized sleeper sofa, and panoramic ocean views from the kitchen, living room, and lanai. Wake to the sound of the ocean and birds singing with coffee on your lanai and enjoy gorgeous Maui...
NR G16 New Listing Updated Napili Condo Walk to Napili Bay
Napili Ridge G16 Freshly Updated Napili Studio Condo, Amazing Location, Walk to Napili Bay! 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...
Molokai Shores Condo
Leisurely island-living awaits at this 1-bed, 1-bath Kaunakakai vacation rental! With a pool and private beach access at your fingertips, there's every reason to spend time enjoying the balmy tropical weather of Molokai Island. If you feel like venturing off, head to...
SURFERS DREAM STUDIO
SURFERS DREAM! Private Comfortable Studio with private entrance, King Size Bed and comfortable amenities with a private deck and Outdoor Shower. This Studio is walking distance to one of Oahu's Most Beautiful Beaches on West Side and is located in a Private quiet...
4 bedroom Luxury Condo sleeps 10 Private Hot Tub, Lanai, Golf Course Sunset View
Escape to pure bliss at our newly renovated Turtle Bay condo, nestled on Oahu's serene North Shore. This luxurious retreat features 4 Bedrooms, king beds, AC, and TVs in each room for your utmost comfort and entertainment. Located steps from the pool and 2 minutes to...
Hale Makai Cottage #5: Kauai North Shore Retreat
Cottage #5 offers an idyllic Hawaiian escape for families or groups of friends seeking the beauty of Kauai's North Shore. The cottage features two bedrooms and two bathrooms. The primary bedroom includes a luxurious king-size bed and an ensuite bathroom. The second...
🏖️Stunning Ocean Views | Private Pool | Gated Community | vrKCV
vrKCV - Keauhou Estates Hale Kuhinanui Way, Professionally Managed by Kona Coast VacationsKeauhou Estates – Hale Kuhinanui WayNestled within the prestigious gated community of Keauhou Estates, Hale Kuhinanui Way is an upscale island retreat designed for relaxation and...
❤️PiH❤️HAWAIIAN JEWEL★Closest 4BR to the Beach★Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Jewel, a thoughtfully designed 4-bedroom home that sets the stage for your Hawaiian getaway.Accommodating up to 12 guests, it combines comfort and relaxation in one welcoming retreat. Whether you're...
Kanaloa at Kona 1302: Beautiful Condo w/ Community Pools/Spa & Golf Course Views
Begin your Hawaiian escape at the newly refreshed 2-bedroom, 2-bath Kanaloa at Kona 1302, set within a 4-star oceanfront resort in Kailua Kona on the Big Island’s sunny western coast. With 1,321 square feet of stylish interiors, a breezy lanai overlooking the 11th hole...