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.
Location! 2br/1ba Condo 2 blocks to Waikiki main beach, on-site parking
Beautifully decorated Waikiki 2br/1ba 8th floor condo in secured building, pool, assigned parking, steps to public transportation, a/c, in unit washer/dryer, new mattresses (Master bedroom king mattress, second bedroom queen mattress), new paint and new flooring, 2...
Sunset Suzy's tropical retreat! One free night! After 7 nights.
Sunset Suzys Tropical Retreat is located perfectly 15 minutes outside of Hilo town in a beautiful neighborhood called Hawaiian Paradise park.. It is located on a beautiful one acre lot, filled with fruit trees, green grass, green geckos, and tropical birds. There are no...
Bed and Breakfast on the Slopes of Haleakala
Enjoy bed and breakfast on the mountain in a tranquil contemporary designed guest-suite with private entrance and patio garden in a friendly and local neighborhood where a unique experience awaits you on the slopes of Maui’s Haleakala Mountain.Within walking distance...
North Shore Oasis - Tropical Waterfall Garden And Bali Hai Sunsets
Welcome to the North Shore Oasis! Like the nicest hotels, the Oasis has a magical indoor/outdoor Hawaiian vibe. The open-air home let's you live among the tropical breeze. For your comfort, all three bedrooms have A/C.The Oasis is located on the 11th green of the Makai...
OCEANFRONT TWO BEDROOM CONDO with A/C! Cal King Beds in Both Bedrooms!
Imagine - Warm tropical climate, sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there any other way to experience Hawaii?? This two bedroom, two-bath condo gives you all of that and more! The very...
Home Brought Back to Life Hidden Off One of Hilo's Main Streets.
Aloha! We are Keone and Yonnell Farias. We were both born and raised here on this wonderful island. We welcome you to our beautiful re-done home and would be happy to share with you our favorite places. Located in a quiet neighborhood of Waiakea Uka, we are a short...
❤️PiH❤️ Sun Cottage ★ Private Detached ★ Close to Pools & Fitness ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Sun Cottage is a wonderful 3 bedroom/3 bathroom detached home that offers everything that you would ever desire on your Big Island vacation in Mauna Lani. Sun Cottage is a single-story, free-standing home (no stairs and...
Elegant suite with a large lanai and ocean views
Step into Kaanapali Shores 401, a spacious 2-bedroom, 2-bathroom condo that offers central A/C, a private washer/dryer, and panoramic ocean views. This property has elevators. Unit 401 can comfortably accommodate up to 6 guests. The master bedroom boasts a king-sized...
My Perfect Stays: New Listing Special
Maui Eldorado E106 is a studio condo that comfortably accommodates up to four guests, featuring a king bed and a queen sofa bed. Enjoy lush garden views and just 5 steps to a small pool—perfect for a relaxing island getaway.Savor your meals al fresco on the...
Pohailani #113 - Vacation West Maui - Gorgeous Studio with AC
This studio is perfect for travelers who want to be close to the ocean and enjoy all the amenities of a vacation rental. Just a short walk from local restaurants and coffee shops, making it easy to grab a bite to eat or a coffee on the go. This property features on-site...
Maui Banyan king, 2 bathroom, steps to Kamaole beach, sleeps 4 - No parking fee
In Maui its all about LOCATION and this unit is in the perfect spot. Maui Banyan is located in prime South Kihei where the weather is sunny and beautiful year round. It’s across the street from Kamaole Beach II which is one of the few beaches in Maui with a lifeguard...
Kailua-Kona Vacation Rental - Walk to Beach!
Plan a trip to paradise and stay at this recently renovated Kailua-Kona condo. Located just steps from the stunning beaches, this 2-bedroom, 2-bathroom Hawaii vacation rental is the ideal place for your family or friends to spend an extended vacation. Spend endless...
🏖️Waikoloa Gold Member Golf Discounts | Spectacular Ocean Views | vrKCV
vrKCV - Hali'i Kai 12F, Professionally Managed by Kona Coast VacationsSpectacular Ocean Views and Exclusive Golf PrivilegesWelcome to Hali'i Kai 12F, where breathtaking views and luxurious amenities come together to create the ultimate Hawaiian retreat. Situated along...
NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!
Waikiki Shore #702 – 2161 Kalia Rd.NEW TO OUR INVENTORY and FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa trundle bed).– Contemporary beachfront condo overlooking famous Waikiki Beach with...
Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside Pool
Prices start at $7,500/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.This exquisitely decorated two bedroom Coral Strand suite provides nearly 360 degree panoramic views along the Gold Coast beyond Waikiki Beach and...
Sky Villa Estate: Luxury Gated Kona Retreat with Ocean Views
Welcome to your Hawaiian haven, Sky Villa Estate! Kick off your flip-flops and let alohaspirit guide you up the driveway to this secluded gated 5-acre estate, through lushlandscape that feels like a warm hug from the island itself. Deep lush lawns encouragefamily games...
Wailea Ekahi 54A: Completely Remodeled & Panoramic Ocean View
Our Family has Two - Two Bedroom/Two Bathroom Units above and Below Each other in Ekahi Village. This is great for Families or large groups traveling together. Both units tend to be among the most popular in the entire complex! VIEWS: Ocean views from nearly every...
Kona Isle B34 - Ocean View, Top Floor with full AC. Peaceful Oceanfront Complex.
2025 REDUCED SUMMER RATES!NEW: In an effort to provide you with outstanding accommodations, we have upgraded to a dual-air conditioning unit that allows for whole-unit AC. We've also upgraded to quartz countertops! Aloha from Hale Malina! We invite you to enjoy a little...
Charming 1-bedroom apartment in Waikiki. 1 block from the beach
Unwind in Honolulu at this amazing apartment. This cool space features 1 bedroom with a king bed, a cozy living room with an extra twin bed, and a modern bathroom with a shower. Guests can enjoy amenities like WiFi, AC, and a washing machine during their stay....
Waiulu Estate Villa - Waiulu Golf & Oceanview Estate Hualalai
Welcome to the exquisite Waiulu Estate Villa at Four Seasons Hualalai Resort. This estate offers a private and serene setting with close wide-open ocean views. The estate has been recently updated with new contemporary décor by the renowned Henderson Design Group....
Panoramic Ocean View 1BR Condo Suite 150 feet from the Ocean at Papakea Ocean Front Resort by RedAwning
Welcome to our fully remodeled and fully furnished One bedroom condo suitewith stunning panoramic ocean view at Ocean Front Papakea resort, less thantwo minutes from the beach. This condo suite is tastefully furnished and hasCalifornia King Bed, full kitchen (not a...
Kai Lani Luxurious Ocean View Gated Community, Two Master Bedrooms near Aulani
Please visit our exceptional vacation condo in the Kai Lani gated community, a part of the beautiful Ko’olina resort. Our ground floor luxury, executive-type condo is over 1300 Sq. ft. with a full ocean view from our lanai where you can sit at night viewing the sun...
Puamana 254-2 Remodeled Direct OceanFront 3Bedroom Condo in Historic Lahaina
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Puamana 254-2, a rare ocean-front 3-bedroom, 3-bath townhome that sleeps up to 8 guests and holds a coveted front-row perch...
Beautiful Secluded Hanalei Home One Block to Beach at Magnificent Hanalei Bay
TVRNC Permit #1020The Hibiscus is a beautiful 3BR 2BA Hawaiian-style home just one block from the stunning two-mile crescent beach at world-renowned Hanalei Bay.The furnishings, amenities, and setting make it a wonderful vacation home from which to enjoy the wonders of...
Wailea Elua: Huge Ocean Views, Pool, AC & Hot Tub
Summary:Nestled in the scenic beauty of Wailea, this inviting condo promises a delightful escape with everything you need for a memorable stay. Imagine waking up to ocean views, leisurely days by the pool, and evening strolls along the beach. This is a place where you...
Maui Resort Rentals: Honua Kai Hokulani 611 - Luxurious 6th Floor Interior Courtyard 2BR w/ Full Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pools, Hokulani 611 is a luxurious 2BR/2BA suite offering stunning ocean views from above the lush palm canopy. This expansive 6th-floor residence offers a generous 1100 sq ft interior providing the ideal...
1 Bedroom AC Modern 5 Min Walk Beach
Turn key ready for a relaxing stay. With on site parking, a common use gated entrance leads you down a lava rock pathway to a private gated courtyard that contains a propane BBQ, water feature, patio table & chairs and lighted umbrella to enjoy your garden day or night....
Direct Oceanfront/Beachfront Luxury! Recently Remodeled
Experience a slice of heaven... Bask in the breathtaking views and sounds of the lapping waves from the lanai, living room, and master bedroom. Fall asleep and awaken gently to the sounds of the surf. Sit up in bed and gaze over the ocean, as easily as if you were on...
Palms at Wailea 1904! Nicely updated and great Wailea location!
Palms at Wailea 1904 is a nicely updated and well-located 2-bedroom, 2-bathroom condo in the beautiful area of Wailea. This condo is the perfect getaway for families or couples traveling together. It features a private lanai with lush garden views, making it a great...
Maui Resort Rentals: Honua Kai Hokulani 341 - Upgraded 2BR Ocean View Suite w/ Deluxe Corner Floor Plan!
Hokulani 341 delivers a tranquil interior courtyard location with stunning views of the Pacific Ocean. Gather, reconnect, and celebrate in this spacious 2 bedroom/2 bathroom deluxe floor plan which offers an abundance of interior living space and a 340 sq. Ft....
40% OFF IN JUNE AND JULY 2024. BEAUTIFUL GROUND FLOOR STUDIO with OCEAN VIEWS!
Welcome to Honu Kai #105! It's located in the beautiful Royal Kahana.Come sit on the lanai and enjoy the sea breeze and whale watching. This newly remodeled ground floor studio has cable TV and free private WIFI. Your only steps away from the beach, heated pool and BBQ...
Spacious MAUI ground floor condo for 5, full AC, 2 min walk to Kamaole 3 beach
Welcome to your slice of paradise at Hale Kamaole unit 111! This spacious ground floor unit in South Maui offers the perfect blend of comfort, convenience, and island charm. Immerse yourself in the relaxed vibes of this low-density complex, boasting 2 pools, a tennis...
Maui Plantation Cottage Located Near Beach And Paia, Permitted Bbph 2017/0004
Hale Leialoha is a beautiful 2 bed 2 bath plantation style cottage located in "upcountry" Maui in the picturesque town of Haiku. Our Maui vacation rental is permitted (BBPH 2017/0004, SUP 2017/0010) and perfect for your memorable Hawaiian vacation dream! Hale Leialoha...
Tropical Pauoa Beach Oasis – 3BR Home with Hot Tub & Lanai
Balinese-style home -Steps from the beach with access to the Big Island's premier Pauoa Beach amenities3 bedrooms, each with an en-suite bathroom and additional outdoor showerLuxury mattresses and bedding in all bedroomsUse of the unit’s 6 person golf cart is included...
Low price special - 15 ft from the water 180 deg views 2bed/2ba unit Views Views
This is a 3dr floor unit where you can feel the ocean air and hear the waves crashing as you let Maui sink into your soul in our home away from home. Enjoy the rare wrap around oversized lanai with awe-inspiring views. Lots and lots to see, including turtles, rainbows...
Stunning distinguished villa with tranquil views
Kapalua Golf Villa 18V4 is a 1-bedroom, 2-bathroom villa that accommodates 2 guests and just completed a full remodel in December 2022. Feel at ease when arriving through your private entrance, welcoming you into a beautiful and bright living room boasting brand new...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 17
Condo #17 is a garden view unit located on the lower level. This condo will sleep 4 comfortably with a King Size Bed and a sleeper sofa in the living room. Amenities included in this unit are the split system A/C, ceiling fans and TV in both the bedroom and living room....
Kilauea Ocean Bluff Estate – Luxury 2-Bedroom Home with Secluded Beach Access
Perched on a stunning ocean bluff, this 12-acre estate offers breathtaking views of the ocean, mountains, and Kilauea River. Surrounded by lush tropical gardens, the home showcases fine craftsmanship with rich woods, custom stone, and vibrant accents inspired by nature....
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Offering, Over 3300 combined Sq. Ft. w/ Built-in Viking BBQ!
This phenomenal five-bedroom oceanfront offering at the popular Honua Kai Resort on Kaanapali North Beach combines a stunning 3BR oceanfront residence with a neighboring 2BR partial oceanview suite to create the perfect gathering space for large groups and families to...
Maui Resort Rentals: Honua Kai - 9 Total Bedrooms, Over 6000 Combined Sq. Ft., Gorgeous Oceanfront Views!
This remarkable nine-bedroom offering brings together four neighboring suites to offer a total sleeping capacity of up to 26 guests. Perfect for large groups or families, this premiere offering allows guests to enjoy the space of a luxury home with all the advantages of...
Beautiful Princeville Villa ~ 2 Bedroom ~ Wyndham Bali Hai
Club Wyndham Bali Hai Villas nestled high into the cliff terrain of Princeville near the challenging Makai golf course, Kauai's leading resort community blends natural and man-made pleasures into magnificent harmony between the lush, tropical mountains of Kauai's north...
Waipouli Beach Resort Gorgeous Luxury Ocean View Condo! Sleeps 8!
Waipouli Beach Resort Gorgeous Luxury Ocean View Condo! Sleeps 8!Kauai Calls! Premier Luxury Gorgeous Oceanview! One of the most gorgeous views of the resorts tropical grounds, the beach and the ocean during the day; and, at night the fire glow of the tiki torches...
Kihei Surfside 214 - 2 Bedroom-2 Bath Luxury Oceanfront Property with AC
* Accommodates up to 6 people! * Air Conditioned.* Great condo in a great location. * This ocean front condo has been upgraded. * Unobstructed ocean view - 150 feet from the ocean - Watch the whales from your private Lanai. * 100 feet from one of the finest beaches in...
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....
New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury Condo In Resort
MANA KAI 503 - MOST LUXURIOUS CONDO IN THE MANA KAI MAUI RESORT.Please review and sign the rental agreement and send it back as an attachment to continue and complete the booking. Additionally, call to discuss children's permission.We are paying particular attention to...
Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center
Spacious 4-bedroom, 3.5-bathroom condo features two master bedrooms with En Suite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops and Bosch appliances, a washer, dryer and much more!The sparkling new Pili Mai Resort is an open-skied...
Private, Peaceful Modern Retreat, Golf Views, 3/3, Lanai, AC, Outdoor Hot Shower
Open space & mountain views Covered lanai Easy access to walking paths Gas BBQ Outdoor hot shower Fully equipped kitchen Air-conditioned bedrooms Ceiling fans in every room Rich wood flooring Media room 65” Smart TV with YouTubeTV & streaming access 12” Queen-size...
Wailea Ekahi 20J - Secluded Garden Oasis Surrounded by Trees & Tropical Blooms
Welcome to Wailea Ekahi 20J, a peaceful second-floor retreat nestled among lush tropical gardens. This spacious one-bedroom, two-bath condo invites you to relax and unwind, with its bright, airy layout and two generous lanais that seamlessly blend indoor comfort with...
Poipu Prime Location near Hyatt - Well-Appointed Home with Hot Tub in Courtyard
Located in the Bayview Neighborhood of the upscale Poipu Kai Resort here on the sunny South Shore of Kauai, our guests have access to the Poipu Kai Resort pool and tennis courts. This 3,800 sqft two-story home is just a short stroll west along the tropical walkway to...
Mauna Lani Fairways #204: Tropical Home w/spa, lanai, lagoon pool & activities
Welcome to Mauna Lani Fairways #204 by Gather, a luxurious two-bedroom, two-and-a-half-bathroom townhome tucked within the serene gated enclave of the Mauna Lani Resort on Hawaiʻi’s South Kohala Coast. This two-story island escape blends high-end comfort, tropical...