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.
Snorkel at Kam Beach Steps From Chic Resort Condo!
Sink your toes into the sand of heavenly Kamaole Beach Park III found just a quick stroll from this tropical chic 1-bed, 2-bath condo! Featuring an ideal location on the lush acreage of Kamaole Sands, this Kihei vacation rental inspires pure relaxation coupled with a...
Kaanapali Alii: Recently-renovated, Platinum-rated, with amazing top floor views
Our family-owned condo was completely renovated in 2023 with top-of-the-line contemporary design elements and features including custom cabinetry, pillow-top mattresses, designer furnishings and décor, as well as high-end appliances. The attention to detail is noted in...
❤️PiH❤️ LOTUS PAD ★ Amazing Views ★ Heated Pool ★ Bikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Lotus Pad is a quiet oasis in the KaMilo community overlooking Mauna Lani North Course with views of the ocean and Maui in the distance.We pride ourselves on providing some of the most sought after homes on the Kohala...
Picturesque Ocean View Condo - Last Minute Deal! Beautiful Wailea at Elua 2002
Wailea Elua #2002 Ocean View CondoThis newly remodeled in 2021 second floor 2 bedroom and 2 bathroom condo has an open floor plan, large lanai that looks out to the Ocean. Complimentary high-speed internet is included.Elua Village is a premier destination resort, with 2...
Kauai North Shore Oceanfront - Mountain View Beachouse TVNC#1136 Tsunami Zone
Hawaiian Island Beachfront cottage with an incredible location on the North Shore of Kauai in between Hanalei and Haena close to Tunnels. The 3/4 acre property features a large sandy beach point. Some of the islands best snorkeling and shelling right out front of the...
Condo with Ocean View
The Shores of Maui overlooks the beautiful ocean. Enjoy your coffee watching the surf or the breaching whales, fall asleep to the sound of the waves, and watch the sunset as you sit in the hot tub. This unit is on the ground level, so you can walk out to the pool with...
Magical Lava Temple Eco-Retreat w Volcano Views and Black Sand Beaches
Experience an unforgettable stay at the Magical Lava Temple, a 3BR/1BA off-grid sanctuary located 4 miles from the base of the world’s most active volcano. Surrounded by lava fields and breathtaking views, this open-air loft offers a unique connection with nature....
North shore Kauai w/AC & pool, near beaches
Whether you are coming to Kauai to golf, surf, snorkel, the beaches, Hawai'iana, or just relaxing, you'll not find a better place at this price (Standard Occupancy is 2*). Perfect for two, Hoku Lani, is located close to the entrance of Princeville giving you easy access...
Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon Getaway
It is not just a dream! You really can have it all here “ 50 Shades of blue! Come relax and enjoy yourself in our UNIQUE, beautiful and extremely cozy ocean-front oasis, just steps away from the aqua blue ocean.Our contemporary, beautifully remodeled 975sf condo was...
Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access
*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...
Paia beach house with huge ocean view and only one minute walk to Kuau beach
Maui County Rental permit - STPH 2018/0003 (this is a legal, permitted Maui vacation rental)TA-066-523-9552-02 / GE-066-523-9552-02 TMK-260090240001It's a Beach House! A place to relax, unwind, listen to the breeze through the palm trees, absorb the ocean views. Start...
Steps to the Ocean, Puako "Dream House"
A wonderful relaxing get away to the magical, historic Puako on the Big Island. The rate covers 6 guests. The "Dream House" is located in the enchanting beach community of Puako on the Big Island of Hawaii, just north of the Mauna Lani resort and south of the Mauna Kea,...
🏖️Concierge Included | Ocean View | Walk to Beach! | Cental AC | vrKCV
vrKCV - Na Hale O Keauhou E6, Professionally Managed by Kona Coast VacationsEscape to paradise at Na Hale O Keauhou E6! Nestled in the serene and popular Na Hale O Keauhou complex, this townhome offers everything you need for a relaxing Hawaiian getaway. Just a short...
Modern Luxury Remodel - Maui Kamaole J114
Boasting ocean and West Maui Mountain views from the lanai, a modern chef’s kitchen, a resort-style en-suite bathroom with a Calcutta Laza Quartz double vanity, and a King size bed featuring a Sealy Tempurpedic cooling memory foam mattress, this is the luxury rental...
Luxurious ocean inspired studio in Paia short walk to Maui's coolest beach town
This modern newly remodeled studio is hidden away in our tropical sanctuary we call Mangolani Inn. The studio has a king size bed, comfy love seat w/ driftwood coffee table & Mango wood dresser. Spa like custom tile bathroom and shower will make you feel like you are...
Aloha Paradise! Remodeled Condo with New A/C & Full Ocean View!
This freshly updated, single-level condo has everything you'll need to stay comfortably in the heart of Kailua-Kona and enjoy the Island’s many activities. It features all-new air conditioning throughout the condo, a modern chef's kitchen with dishwasher and plenty of...
Hale Aikane: Gorgeous Oceanview Home w/Private Pool & Relaxing Garden Lanai
Hale Aikane invites you to experience Hawaiian living at its finest, blending relaxed luxury with a serene island atmosphere. This single-level home offers 2,280 square feet of beautifully designed indoor and outdoor living space—perfect for families or groups seeking a...
Golf and Beach Paradise! Beautiful townhome🌴
Mauna Lani Beach Club pass included! Enjoy beach towels, beach chairs, and toys.Viking grill on your own lanai!Relax in a peaceful setting at this Mauna Lani Fairways 2-bedroom/2-bathroom, 1300 square foot townhome! The primary bedroom is en-suite and located upstairs...
Gorgeous Renovated Oceanfront Condo - AC & Free WIFI/Parking/Cable
Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and...
Maui Resort Rentals: Honua Kai Hokulani 837 - Stunning 8th Floor Ocean View Studio
This spacious oceanview studio provides awe-inspiring views of the Pacific Ocean and Maui's neighbor island, Lanai, from its prime 8th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space fully appointed for your...
Luxury Living in Allure Waikiki with Free Parking
Indulge in an elegant and spacious 1 bed 1 bath plus powder room with large balcony luxury condo unit in the prestigious Allure Waikiki. The unit is conveniently located at the edge of Waikiki. A premiere destination for world class shopping on Kalakaua Avenue's luxury...
New Luxury Tropical Condo with AC on Kauai's Prestigeous South Shore
A new, beautiful island-style luxury condo in Poipu's Pili Mai air-conditioned condominiums on Kauai's South Shore. Enjoy an amazing Kauai vacation in your tropical home away from home at Hale Honu.Offering extensive amenities on site and just minutes away from Poipu...
Kaanapali Shores 318 - SUPER CLEAN! OCEANVIEW 1BD / 1BA
Aloha and Welcome to Ka'anapali Shores #318. This unit is disinfected and deep cleaned after every guest! Not only am I the owner of this unit, I am the cleaner too - so I have complete control to ensure it is CLEAN for your stay. Kaanapali Shores is a hotel zone...
Mid-Century Honolulu Oasis minutes from Diamond Head & Waikiki Beach
Get away from typical tourist rentals and stay in this renovated and fully restored mid-century ranch-style Hawaiian home that harkens back to another era. Originally built in 1948, this home is situated at the base of the Aina Haina valley, a neighborhood that has been...
Beautifully Remodeled House In The Heart of Princeville - As Seen on HGTV!
Beautiful 4BR/3Bath single family home nestled in serenity. Feel your stress melt away as you swim, sunbathe, snorkel or surf at any number of stunning beaches nearby. Owners are highly rated VRBO/Homeaway veterans.Enjoy all the amenities of your home away from home:-...
2Bd/2Ba Townhouse with full kitchen steps away from ocean
End unit townhouse with 2 bedrooms/ 2 bathrooms located in the gated community of Keauhou Kona Surf and Racquet club. Downstairs you will find full size kitchen with granite countertops, living room with large 55 inch Samsung TV with 200 MBPS internet and a full...
Kaanapali Alii Resort 346
Welcome to the Kaanapali Alii Resort! This Executive condo unit is Top of the line Luxury and very fitting for the Hawaiian word " Alii" with its meaning of Royalty. It is Luxury at its Best and the condo unit is much more. When we say DIRECT Beach front , we...
3 bedroom with central A/C at Fariways at Mauna Lani #1705!
Create unforgettable memories with your family and friends at this spacious, beautifully appointed townhome in the quiet, gated community of The Fairways at Mauna Lani. Located just north of Kona International Airport on the sunny Kohala Coast, this home is nestled...
Maui Oceanfront Condo, Mana Kai 811, Amazing Views, on Sandy Beach
Summary:Oceanfront/Beachfront Maui Condo, Mana Kai 811, Amazing Views, on Sandy BeachThe Space:Here it is - the Hawaiian Ali'i oceanfront getaway that puts a check mark next to everything on your vacation wish list. Looking for luxury? Want to hear the ocean waves from...
Maui Resort Rentals: Luana Garden Villas 2C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2C's north-facing orientation offers a shady respite from West Maui's legendary endless sun and its designation within our "Elevated" collection at Luana Garden...
Maui Eldorado Bargain Bargain Bargain - Book Now Ka'anapali Whalers Village K110
Note: Maui Eldorado resort charges a one time $60 resort fee and $20 per day fee at check in. Beautiful Ka'anapali beach resort and Whalers Village is an easy walk from # K110. Located on ground floor our Studio unit sleeps 3 comfortably. Gorgeous fully equipped kitchen...
FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C
Aloha & welcome to our home - Hale Kika @ Poipu Kai resort. Hale Kika is an open concept beach house with great views from the main living area, 3 bedrooms and 2 1/2 bathrooms. Views from the house span from the Haupu Mountain to full ocean views. Our 2-storey home...
Islander Beach Resort, condo # 166
This ground-floor studio condo is the perfect tropical getaway for your most memorable vacation. Grab a cold drink, head out to the private lanai to the lush Hawaiian gardens, the sound of birds, and sparkling waves. The private lanai is furnished with a 4-person dining...
Maui Resort Rentals: Luana Garden Villas 2A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3bedroom/3bath residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2A's north facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within "Grounded" collection at the Luana...
🏖️Amazing Ocean, Golf & Sunset Views | Great Location | vrKCV
vrKCV - Hali'i Kai 8G, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 8G – Your Perfect Getaway!Aloha! Nestled within the stunning oceanfront, gated community of Hali'i Kai in the Waikoloa Beach Resort area, this beautiful two-story townhome offers...
Sweeping Ocean Views - Makena Surf Resort C-106 - Peaceful Ground Level Gem
Makena Surf C-106Nestled within the exclusive Makena community, Makena Surf Resort is a luxurious beachfront retreat offering spectacular views of the Pacific Ocean. This gated property features six carefully designed two- and three-story buildings, each strategically...
Emmalani Court 322 - Golf Course & Ocean Views w/AC.
Emmalani Court is a hidden gem in Princeville on the North Shore of Kauai. It is only 42 units and adjacent to the 8th hole of the top rated Robert Trent Jones Jr designed Makai golf course. This well maintained complex is located within walking distance to the...
Spectacular Ocean View 2BR Unit at Kiahuna Plantation
The spirit of aloha lives in our tropical two-bedroom, ocean view condominium, and it awaits your arrival! Situated on a small rise, the view of the ocean is as delightful as the trade winds that greet you when you slide open the plantation shutters. Our unit - #74, in...
Beautiful Newly Remodeled Condo in Kahana, Maui
Beautiful, newly remodeled one bedroom condo that sleeps four in Kahana, Maui. Situated in Keoni Nui bay with magnificent views of Lanai, just steps from a beautiful pool and beach just for the condominium complex. The condo (#C3C) features a large kitchen, California...
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach
Discover the breathtaking Wailea area in Kihei and indulge in top-notch tropical life at this lavish four-bedroom holiday house. Nestled just minutes away from the pristine Wailea Beach and the vibrant Shops at Wailea, this property offers the perfect blend of...
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
Aloha and welcome to your oceanfront getaway at Kealia Resort!This beautifully updated, fully air-conditioned 1-bedroom condo offers stunning views of the ocean, West Maui mountains and tropical gardens, and is just steps from the beach and the oceanfront pool. Bright,...
OCEANFRONT Poipu Studio - Honeymoon, AC, View Turtles from Lanai, Access to Gym
NEW AC Split Air SystemNEW Free Access to air-conditioned Strength Studio gym in nearby Koloa Town - 30 minute workouts. Vasper Systems, ARX and Carol bikes.Now offering an 850 sq ft Oceanfront 2nd Floor Studio with new expanded oceanfront lanai for Two. Overlooking the...
Charming Beach Cottage by Mama's Beach
Grom's Hideaway is a charming cottage nestled in the heart of Kuau Point, the last little neighborhood 1 mile outside Paia(a 5 min drive), as you head out on Hana Highway. Grom's has 3 bedrooms (king, queen and two twins) and 1 Bath with an indoor and a Very Private...
Ma'alaea Surf, Unit E1-2 BR Ground Floor Beachfront Condo, AC, Wifi, Pool
Ma'alaea Surf, Unit E1 is a deluxe in every sense. E1 is a conveniently located ground floor unit, just steps away from the large pool and ocean. This unit is splendidly furnished and features AC, Wi-Fi, TV, kitchen, 2 outdoor pools, tennis and pickle ball courts,...
Luxury Villa with Artful Decor, Stunning Views, Gourmet Kitchen & Private Patio
This property is hotel zoned, and not being affected by the recent proposed legislation.Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.As you enter...
Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C
Kiahuna plantation unit 95 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai!. This newly remodeled 2 bedroom, 2 bathroom Kiahuna...
3BD NEW! Luxurious, Newly Remodeled, Walk to beach
Summary:Walk to the world-famous Napili Bay Beach. It is so close! The sand there is soft, beautiful and year-round. This extraordinary three-bedroom, newly remodeled from top to bottom, two and a half bath condominium sleeps up to nine guests. This west side island...
Serene Pakui Pua Estate at Hualalai with Saltwater Pool & Personal Concierge
Imagine stepping into your own Hawaiian sanctuary at Serene Pakui Pua Estate, where tranquility greets you in Hualalai Resort’s exclusive Kauhale neighborhood. Wake in the Grand Master Suite, ocean and Maui views filling your sight, and slip into the tropical outdoor...
Welcome to Luana Garden Villas 3B & 3D
Crafted for multi-family vacations or larger gatherings, this listing offers two distinct Villas at the illustrious Luana Garden Villas — nestled on the captivating Kaanapali Beach on Maui’s western coast. Together, the upper and garden level villas are a haven of...
Exceptional Oceanview Home - Heated Oasis Pool, AC & Stunning Ocean Views
Welcome to Your Private Kona Oceanview RetreatExceptional quality, unobstructed panoramic ocean views, and a rare combination of year-round heated pool and air-conditioning in all bedrooms make this three-bedroom home a true standout in Kailua-Kona.From the moment you...