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.
Waikoloa Beach Villas F22 offers luxury and comfort
Experience the epitome of luxury living in our second-floor condo, meticulously chosen for its prime location, superior views, and enhanced privacy. Nestled at the end of the complex, closest to the beach, our condo offers a serene retreat with panoramic views of the...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
Enjoy stunning island and ocean views, plus the finest in island style luxury living. 60% off Hotel Prices!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Ka‘anapali. West Maui communities of Ka‘anapali, Napili, Honokowai, and Kapalua are fully open to visitors. Lahaina...
KKSR#8101 GORGEOUS 2 BEDR, GROUND FLOOR CORNER, REMODELED, AIR CONDITIONING
A Gorgeous Incredibly Popular Ground Floor Corner Unit at Surf & Racquet Club! No Stairs!This features 2 bedrooms, 2 bathrooms, fully remodeled throughout the unit. Unit#8-101 is a wonderful unit. Immediately upon walking in, you'll notice beautiful upgrades from this...
43-4 Spectacular Views from this Two Bedroom 2.5 bath Puamana Oceanfront Unit
This extensively remodeled oceanfront townhome is the perfect home base for exploring Maui. With a brand-new kitchen, two updated bathrooms, a powder room, new flooring, fresh paint, and all-new furniture, it offers both comfort and style. The breathtaking ocean views...
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
Villa 6 at Villas By The Cove is a spacious 1 bedroom Villa. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 6 sleeps two adults in one King...
Location, Location.... Just Steps Away from the Ocean!
This spacious three-bedroom, three-bath ocean view unit offers stunning views of the Pacific Ocean and the island of Lanai from both lanais. Previously located near the historic Puamana Clubhouse and ocean pool, this unit remains a beautiful retreat despite the damage...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise!...
Calming North Shore Oahu Getaway - Kahuku
Looking for a serene, simple, and peaceful getaway?Hale O Ka Kai Nani (House of the Beautiful Sea) is the perfect oasis for you. This one-bedroom, two-bathroom unit offers guests plenty of privacy and tranquility, while also being situated in Kahuku and Kawela, and...
🏖️TRUE Oceanfront | Panoramic Sunset View | No Stairs | vrKCV
vrKCV - Sea Village 4104, Professionally Managed by Kona Coast VacationsTRUE Oceanfront | Panoramic Sunset Views | No Stairs | Portable AC in BedroomWelcome to the 'Turtle House' at Sea Village, a stunning 1-bedroom, 1-bath oceanfront condo overlooking world-famous...
Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai
View! View! View! Imagine sipping gourmet coffee while enjoying the stunning ocean views and listening to the birds chirping! Imagine waking up to the mesmerizing sight of the ocean from the comfort of your bed! Imagine a sunset dinner on the lanai or taking a nap on...
Beautiful Kamaole Beach Park two bed two bath Condo
No need to load the family in the car, just grab the cooler, beach chairs, umbrellas, and beach towels ( all provided in your unit) and take a 2 minute walk to three amazing sandy, safe beaches with lifeguards: Kamaole 1, 2, & 3 Beaches. Maui's finest beaches for...
Premium Ocean Views at this 2bd/2ba Loft Unit *BRAND NEW AC THROUGHOUT*
This 2 bedroom 2 bathroom loft unit is extremely spacious and boasts high ceilings, a fully supplied kitchen and an airy living space to relax and watch all of your favorite shows or simply unwind after a busy day of exploring. Updated with stainless steel appliances -...
Hawaiian Style Princeville Condo with Panoramic Ocean and Bali Hai Views!
Pali Ke Kua #105 is a perfect honeymoon or couple's romantic getaway! Perched on the bluff 200 feet above sea level, overlooking the the beautiful ocean and Bali Hai mountain views! A Kauai vacation condo with beautiful interior design, featuring spectacular panoramic...
Gorgeous remodeled oceanfront views
Mahana 308 is a 1-bedroom, 1-bathroom condo with free Wi-Fi, central AC, and an in unit washer and dryer. Unit 308 sleeps up to 4 guests. The bedroom is equipped with king-size bed and the living room with a queen-size sleeper sofa for additional sleeping space. The...
Stunning Oceanfront!! Swim W/ Turtles!! Short Walk to Beach!!
Perfect for anyone seeking a beautiful and peaceful setting in paradise. Enjoy Maui's breathtaking views from your private lanai. A spacious grassy area just outside your lanai leads to the water's edge. Watch whales from your lanai during the mating season. Swim with...
Beautiful, additional new updates, golf course views! Huge 2/2 K. Royal #A301
This spacious, beautiful end unit welcomes you to Kaanapali with EXPANSIVE RESORT AND GOLF COURSE VIEWS! The huge, private lanai boasts it's own BBQ for those nights when you want to enjoy dinner at home while gazing at sunset colors and starry skies! Two master suites...
🏖️Top Floor | Amazing Golf & Mountain Views | Walk to Resturants | vrKCV
vrKCV - Fairway Villas Waikoloa A31, Professionally Managed by Kona Coast VacationsWelcome to Your Dream Hawaiian Getaway at Fairway Villas Waikoloa!Discover paradise at Fairway Villas Waikoloa A31, a top-floor penthouse nestled in the heart of Waikoloa Beach Resort on...
Newly Renovated-new furnishings and new paint. 2101 Waikoloa Colony Villas
Waikoloa Colony Villas 2101Please scroll down for detailed information Bedding Configuration:Master Bedroom: Queen BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two...
Roof deck views, hot tub, big kitchen, 3200sf, 2 BBQs
Stay at beautiful Hale Aloha Kona: Large fully-stocked kitchen2 gathering spaces☞Spacious great room in main living☞2nd great room in Ohana3 Decks☞Rooftop Deck - Breathtaking 360° ocean & mountain views + BBQ☞Hot Tub Deck + 2nd BBQ☞Screened Fitness DeckGreat...
FIVE STAR MAUI CONDO FIRST CLASS GOLF AND BEACHES PRICELESS....nnnnnnn
The condo has been completely remodeled from top to bottom everything is brand new. Includes central air which most units don't have. New granite counters tops throughout the condo. New Wifi in the condo. Top of the line washer, dryer, refig and dishwasher all...
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
Paniolo Hale K4 - Moe Maluhia - A Place Of Peaceful DreamsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the beautiful oceanfront condo you've been searching...
Palms At Wailea 2002- RARE FIND - Multi Level townhouse in Wailea!
This 3 bedroom 3 bath multi level condominium apartment is like a private home! From the entry you can step up to the open living area with a ocean view lanai. The spacious living area can easily accommodate a family get together with the entertainment area and...
PK F208 Kaanapali BeachFront Condo w Ocean Views Pools
Papakea F208 Newly Furnished 1BR 1BA Unit With Panoramic Ocean View 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...
5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, Unit#2-201!
Kona Coast Resort #2-201 is a beautifully maintained 2 bedroom, 2 bath condo that has all of the amazing amenities of a 5-Star Resort! You are able to enjoy the two Swimming Pools (one “family” pool with a children's pool and one quiet spa pool), three Jacuzzis,...
Classic Beachfront Studio Apartment Right On Charley Young Beach
Say Aloha to this beautiful, oceanfront property and charming 2nd floor studio perched on a bluff overlooking Charley Young Beach. True Hawaiian style is based on informality and lacks pretense. That's exactly what you’ll find here, a humble home situated on a...
Maui Kamaole I-205; 2 bedroom ocean view condo
The Maui Kamaole complex is a deluxe AAA 3-Diamond ocean view property. Amenities include 2 pool and recreation areas, including one with a waterfall and sand-bottom tropical spa/hot tub, and gorgeous landscaped grounds, as well as 2 new tennis courts.Beautiful Kamaole...
Maui Resort Rentals: Honua Kai Hokulani 538 - Upgraded 1BR w/ Partial Ocean & Mountain Views!
Hokulani 538 is a luxurious one-bedroom suite that offers views of the tranquil blue Pacific Ocean as well as views of the lush West Maui Mountains. Recently upgraded with new flooring, sofa sleeper, furniture, and artwork, you will have plenty of space to relax in the...
Includes Mauna Lani Beach Club Pass! Fairways at Mauna Lani 1506
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 1506. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedSleeper Sofa: One...
Newly Remodeled & Furnished, Spacious 2BR Condo
Elegant, clean, spacious, and with an abundance of natural light. Welcome to Hau'oli Ohana Hale (Happy Family Home), located on the lush and tropical North Shore of Kaua'i, in the resort community of Princeville at Hanalei. This convenient ground floor Mauna Kai condo...
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Imagine yourself living in this gorgeous location with amazing views of the deep blue ocean and lush tropical mountains. This spacious 2 bedroom/2.5-bathroom condo consists of a 2-story layout with high ceilings. It is the best location in the complex, situated on the...
Maui Resort Rentals: Honua Kai Konea 638 – Luxurious 6th Floor 1BR Suite w/ Partial Ocean Views!
Konea 638 is an expansive one-bedroom suite that offers vistas of the tranquil blue Pacific Ocean and Maui's neighbor island Lanai from its sixth-floor vantage point. Due to its unique vantage point, Konea 638 is one of the rare Honua Kai 1br suites to feature ocean...
Oceantfront Dream- 2 Bedroom/2 Bath Expansive View - Corner Unit
Beachfront condo #410 is a 2 bed/2 bath corner unit in building 10, on the southern edge of the property. Corner units in end buildings like this mean, extra windows with a more expansive ocean view & extra light. In this case it also means an extra-large lanai that...
Nicely Renovated. In The Heart of Kailua-Kona, Just Steps From the Ocean.
Hawai’i is open and Kona is more beautiful than ever. We are using CDC cleaning guidelines. Our place has cleaned ductwork AND repaired and wonderfully cool AC. We have purchased new clothes washer and refrigerator. All we are missing is you! 2 Bedrooms and...
Aloha Condos, Kanaloa at Kona, Condo 1203, Fairway View, AC
Peek-a-Boo Ocean Views from Both rooms of the CondoCovered Front and Back LanaisBeautiful Teak Furniture, Window Coverings, & LinensBeautiful Furniture, Window Coverings, & LinensCable TV in 2 RoomsCeiling Fans Throughout (2)• Oceanfront Location• Sunset Views Year...
Kaha Lani #216, 2Bdrm, 2bath, See VIDEO! beachfront resort! Ocean views. Quiet!
Please see our 5 minute video under the Photo section, or on YouTube at: https://m.youtube.com/watch?v=PiQjcGest_k . It shows the inside and outside of our condo, the grounds of the Kaha Lani Resort and all Kauai has to offer. You can also find the video on YouTube by...
Maui Resort Rentals: The Whaler 1056 - Luxurious 10th Floor 1BR w/ Stunning Ocean and Mountain Views!
Situated in the first column of suites from oceanfront, Whaler 1056 delivers spectacular ocean views that extend deep into the home's interior and can even be enjoyed right from your pillow. This luxurious 1BR/1BA 10th-floor suite boasts an expansive 900 sq ft interior...
EL G205 Spacious Kaanapali Condo w Pool AC Near Beach
Eldorado G205 Spacious and Comfortable Condo In The Heart of Kaanapali Beach 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,...
Tiki Tiny House at Volcano, HI
This secluded tiny house is just minutes from the National park. Beautiful features, inside and out. Test out tiny house living while you enjoy Hawaii. Spacious enough for families: with 1 queen and 2 full-size beds (sleeps 6), but also cozy and beautiful for any...
Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.
Kepuhi Beach Resort. In front of the others. WHY TAKE A BACK SEAT TO THE OCEAN! Beside Kepuhi Beach it's a 10 min. walk to the Famous Papohaku 2 mile secluded Beach. Oceanside Pool. Equipped Kitchen.
KR501-Ocean Front- Gorgeous View of White Sand Beach & Palm Trees - Paradise!
This charming fifth-floor condo offers a delightful retreat with stunning ocean views. The well-appointed kitchen provides a picturesque backdrop of the ocean-view lanai, creating a serene atmosphere for cooking and dining. The spacious master bedroom is furnished with...
Waikoloa Beach Resort-Quiet Private-THE BEST! Special rates
Stay in this luxurious, two bedroom, two bath condo. It is across the street from the world-famous Hilton Waikoloa and is also near the Mauni Lani Resort and Fairmont Orchid Resort. The Vista Waikoloa is a GEM in the Waikoloa Village! The condo itself is spacious and...
Beautiful Condo Steps to a Great Beach . Stunning Pool that is Ocean Front.
Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will then be disinfected. All touch points will also be disinfected. (Key pads, door knobs, light switches, faucets, toilet flushes, garbage cans, remote...
Come explore the peace & beauty of Maui! Across street from Kamaole II beach
DREAMING OF HAWAII? We invite you to stay at our family-owned Maui Banyan condo in sunny, South Maui. This 1BR/2BA second floor condo (Building H, unit 203) is right across the street from Kamaole II Beach, considered to be among the best of the beaches on Maui. Arrive...
Beautiful Condo in the Heart of Hilo - Pool - A/C #718
Beautiful 1 bd, 1 bth condo is located right in the heart of Hilo with gorgeous views of treetops and sparkling blue waters. For the ultimate East side of Hawaii experience this is it. Far exceeds any Hilo Hotel.Brand new vacation rental, previously long term! This...
Direct Oceanfront One Bedroom - VI310 - Sullivan
Corner third floor condo with ocean front views on Kahana Bay. Enjoy ocean front views from the lanai off of the living room and master bedroom. A 30" flat screen TV coupled with the DVD player keeps you entertained in the evenings. Bring your CD's from home and listen...
Just Beachy: Garden View Condo with AC at Plantation Hale D7 – Steps to the Beach & Coconut Coast!
Just Beachy – Garden-Level Charm at Plantation Hale D7Welcome to Just Beachy, a newly renovated ground-floor condo at Plantation Hale that blends vibrant island style with modern comfort. Located in Building D, this peaceful garden-view unit is just a short walk to...
Fall special for months of October & November. See calendar
Aloha! Come bring your ohana (family) and friends to sit on our beautiful wrap around patio at our beautiful Pu'uhonua (place of refuge) with breathtaking tropical views. The great room and kitchen are the heart of Pu'uhonua located on the 2nd floor featuring wrap...
"Your Sweet Maui Retreat" Remodeled 1 Bedroom steps from Kihei's best beaches.
This perfectly located condo is in the heart of Kihei, just 5 walking minutes to the best beach in Kihei. Many of the favorite shops and restaurants are located within 5 minutes of our new remodeled condo. From the spacious living room to the large lanai, our bright...
2BR 2BA plus 2 Lanais Oceanfront property Beautiful sandy beach!
You'll love this peaceful, cozy, Kahana Sunset oceanfront resort in west Maui. Spend your mornings watching the ocean waves with a fresh cup of Maui coffee. Situated in a friendly, private beach cove with turtles that call the cove home. This rental offers everything a...