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.
Kihei condo at Kam II Beach. Perfect for 2-4: pool, BBQ, full kitchen, laundry
Welcome to Surfbreak at Maui Banyan Resort - a 1 bed/1 bath garden-view condo perfect for 2-4 guests. The bedroom has a very comfortable orthotic bed, en suite bathroom and full shower. The living room has a sofa that converts into a queen bed. Your fully equipped...
Captivating Ocean View Retreat: Spacious Beauty at Wailea Elua #902
Wailea Elua #902 – Newly Remodeled Ocean View Escape with Upscale Island StyleWelcome to Wailea Elua #902, a beautifully updated second-floor, 2-bedroom, 2-bathroom condo that offers comfort, luxury, and peaceful ocean views in one of Wailea’s most sought-after...
Luxury Kaanapali Condo close to beach and shopping
A short walk to world-famous Ka'anapali Beach, and Whalers Village, our unit is the perfect place to relax on Maui. This first-floor corner unit gives you easy access to a lovely lanai and garden area separating us from the pool and jacuzzi Each bedroom has an ensuite...
2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/Gym
This condo has air conditioning upstairs and downstairs - not all 2-bedroom units here have AC. This is the only condo resort in Poipu on a sandy beach! Other condos in Poipu are on a rocky shoreline and/or have a long walk or drive to the beach with limited parking....
Beautiful remodeled condo steps from beach!
Welcome to our beautiful condo in popular south Maui at the Kihei Akahi Resort! The kitchen is very well stocked with pots and pans, cooking utensils, silverware and dishes. There are beach chairs and umbrellas, beach towels and boogie boards as well as mix and match...
NEWLY REMODELED-LARGE PRIVATE LANAI-GARDEN VIEWS-AC-METICULOUS CLEANING
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1200 sq. ft) condo located at Maui Kamaole. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available...
Maui Westside Presents: Honua Kai - Konea 642/643 4 bed ocean view sleeps 12
Welcome to Konea 642 and Konea 643, two stunning condos in the heart of Maui's most sought-after resort community. Perfect for large families or groups of friends, these luxurious properties are available for rent together, allowing you to enjoy ample space, privacy,...
New Luxury, OCEANFRONT Modern/Coastal Suite -- Perfect for Honeymooners!
Indulge in coastal luxury at Napili Shores A202, a fully renovated second-floor studio offering uninterrupted oceanfront views, upscale finishes, and a tranquil setting on one of Maui’s most celebrated beaches—Napili Bay. With sweeping vistas of Lanai and Molokai,...
Gorgeous, Newly Remodelled Ocean Front Retreat-Sea Lodge II G6
Come experience the most Amazing views in this Second floor unit in Sealodge. Handcrafted Hawaiian hardwood accents as well as bright & beachy décor to invite you to this beautiful North Shore, piece of paradise here in Princeville, Kauai. The condo rests atop a cliff...
Maui Kamaole Resort, Premium South Kihei location
Our bright and airy garden unit awaits you! This large, well-maintained, quietly located 1 bedroom, 2 bathroom unit is fully furnished to meet all your needs and ensure your comfort. The kitchen is well-equipped including many nonstandard items. Relax or dine on our...
Luana Kai Resort D102
D102 is a beautifully remodeled one bedroom, one bathroom condo with AC & a full ocean view. There is a new kitchen with stainless steel appliances. There is a king-size bed in the bedroom and a sofa bed in the living room. There is a washer/dryer inside the condo so...
Maui Resort Rentals: Honua Kai Konea 306 - Spacious Two Bedroom w/ Partial Ocean and West Maui Mountain Views!
Konea 306 is an expansive two-bedroom, one-bathroom suite boasting views of what West Maui is most famous for, the blue Pacific Ocean and lush West Maui Mountains. With its den converted to a second bedroom, this rare offering provides the space and privacy of an...
Quiet Oceanfront Condo price reduced
Listen to the sounds of the ocean from our first floor condo with unobstructed ocean views on Sugar Beach. Your toes will be in the sand in 150 feet. Watch the magnificent sunsets from our lanai. It doesn’t get any better than this!Our condo (C-3) has a new bathroom,...
Maui Resort Rentals: Honua Kai Konea 525 - 5th Floor 3BR w/ Ocean Views from Every Room!
This exquisite three bedroom oceanview residence offers fantastic 5th-floor views of the Pacific Ocean as well as the exotic tropical foliage of the interior Konea Tower courtyard. The views are abundant throughout and even continue into all 3 luxurious bedrooms. Get...
Waikoloa Beach Villas P32 - Beautiful Quite Top Floor Villa with Golf Views!!
Aloha and come enjoy our 2 bedroom 2 bath villa on the top floor at Waikoloa Beach Villas located in the Waikoloa Beach Resort.SPECIAL - 3 night minimum for this listing till December 31st.We have traveled from our island home in Honolulu numerous times over the years...
Summer Special 10% Off With 7 Day Booking!
Experience paradise in our beautiful one-bedroom, one-bath condo located at the highly sought-after Waikoloa Villas in Waikoloa Village. Just a short drive away, you'll find the best beaches on the island, while Waikoloa Village itself offers convenient access to...
Gorgeous Updated, enjoy A103's direct ocean view!
A LITTLE ABOUT THIS CONDO....The ocean is right outside your double lanai doors. This private lanai with is cooling ceiling fan is the perfect place to and enjoy the sounds of the ocean. It's a perfect place sip a Mai tai at the end and watch the colorful sunsets Maui...
OceanView 3Bedroom *A/C* Waikoloa Village house, quiet neighborhood, ⛱️ gear
Our beautiful home is the perfect spot to base yourself for exploring all that Big Island Hawaii has to offer. It's at the central west coast where the best white sand beaches are within minutes of drives! Enjoy fabulous ocean views from the front porch with your...
Top floor penthouse unit overlooking tropical gardens and a filtered ocean viewn
Beautifully renovated 2 bedroom unit is one of the top rated units at Kamaole Sands. Fully furnished, equipped with everything you need, including air conditioning. There is so much to do on the island of Maui, come visit the pristine beaches, tropical forests, and the...
Maui Oceanfront Condo w/ Beach Access & Lanai - Koa Lagoon 406
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Views with Private Lanai & Gourmet Kitchen – Your Hawaiian Paradise AwaitsE komo mai (welcome) to your island haven in the heart of Kihei, where breathtaking...
Ocean and Diamond Head views from quiet end of Waikiki Beachfront!
Colony Surf #908 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)This sunny, 540 sq.ft. tropical décor studio has wonderful views of the Pacific Ocean and Diamond Head! During winter...
Kiahuna Plantation Unit 53, Stunning View, Near Beach; AC; Free Pool, Gym
Hale Kamaluhia Poipu (Hawaiin meaning is House of Serenity at Poipu). Please feel free to check out the condo website at www.halekamaluhiapoipu.com. Kiahuna Plantation (Unit 53 in building 10) is a renovated one bedroom, one bath condo, upstairs corner unit, in a...
Hale Pumehana O-1202 stunning views and comfort
The elegant and spacious Ko Olina Penthouse offers a luxurious retreat with three bedrooms, 2.5 baths, and a private 50-square-foot lanai. Thoughtfully designed for comfort and style, this penthouse features a state-of-the-art kitchen designed by world-renowned Master...
"Sunny Daze" at Lae Nani 522 -Oceanfront, Second Floor, 2 Bedroom | 2 Bathroom
"Sunny Daze" Lae Nani Oceanfront 2-Bedroom, 2-Bathroom CondoSituated in the most desirable building on the Lae Nani property due to its proximity to the ocean, this vacation condo in Kauai sits just 100 yards from the shore. With an oceanfront lanai off both the living...
Dream Spot #103 Luxury, Views, and Paradise Await!
A LITTLE ABOUT THIS CONDO.....Welcome to Polynesian Shores 103, your perfect Maui getaway! This charming garden-level condo offers breathtaking ocean views and easy access to the pool and hot tub, right outside your door. Unwind on your private lanai as you soak in the...
Beachfront Cottage on North Shore Oahu, Sleeps 4, $295/Night
You've found Hawaii’s Best Kept Secret! (And YES WE HAVE A LICENSE TO RENT SHORT-TERM! SEE BELOW) The cottage is adjacent to a whole mile of deserted beaches, where you’ll discover isolated sandy coves, driftwood and shells, and forested pastures filled with polo...
Spacious 2BR Partial Ocean View O410 Resort Living at Ko Olina Beach Villas
Luxurious Condo - 2 bedroom(1 King size bed, 2 twin-size beds, and a pullout sofa bed.) , 2 bath, full kitchen Sleeps 6This 2-bedroom luxury villa is located on the 4th floor of the Ocean Tower facing the Aulani hotel and mountains . It is easy to access to the pools,...
Close But Far.... Cool da Heels
Aloha travlers! I'm very happy to see that you made it through these last couple of months, it certianly has been one for the history books! If you are feeling the urge to venture out, Hotel Pa'amalu may be the very place for you. We are now accepting reservations from...
Gorgeous 2 BR Plantation Style Home in Princeville
Our lovely Hawaiian plantation style home located on Kauai’s north shore, is surrounded by tropical flowers and plants, and features open beam ceilings and a wrap-around covered lanai. The garden view from the lanai, plus distant mountain views make it a soothing,...
Discover Kamaole Sands 3-101 - Premium Ground Floor Renovation, Split AC, Wi-Fi
Step into the spirit of Maui at Kamaole Sands 3-101, a beautifully remodeled, ground-floor 1-bedroom, 2-bath retreat in sought-after Building 3. Surrounded by the resort's lush tropical gardens, this condo offers the perfect blend of privacy, tranquility, and...
Steps to White Sands Beach, Affordable Tranquility!
**NO ADDED CLEANING FEES! Spend your vacation in Paradise! Our guests enjoy the convenience of the centrally located White Sands Village Condominiums on famous Alii Drive in Kailua Kona. We are four miles south of Kailua Bay and two miles north of Keauhou. White Sands...
Kihei Beach #102 - Stunning Beach Front 2 Bdrm Condo
Kihei Beach #102 – Ground-Floor Two-Bedroom Beachfront CondoWelcome to Kihei Beach #102, a fully remodeled two-bedroom, two-bathroom condo with the convenience of ground-floor entry. Located just steps from Maui’s famous Sugar Beach, this condo offers a perfect blend of...
Bungalow only 2 blocks from the ocean ( Cliff ) with private patio & OCEAN VIEW
Bungalow has 420 sqft living area /plus a very big covered outside setting Lanai / patio a beautiful tropical garden , just for you in a very private, relaxing place as you lounge and enjoy the tropical bird-song and catch beautiful Eastside Hawai’i sun rise with peak-a...
Hawaiian-inspired 1BD Villa in Kapalua
Welcome to Kapalua Golf Villa 15T1, where the laid-back luxury of Maui meets the sweeping greens of the Kapalua Bay Course. This beautifully appointed one-bedroom, two-bathroom condo is the perfect retreat for couples, small families, or friends looking to experience...
Unbeatable Deal with Spectacular Views on Maui!
**Valley Isle Resort 609**Located on the 6th floor of the lush, oceanfront Valley Isle Resort, this 1-bedroom, 1-bath condo offers panoramic views of the ocean and the islands of Moloka'i and Lana'i. Enjoy the best sunsets imaginable and prime whale-watching...
Princeville's Sh'Zen: Best Bali Hai, Sunset View
Princeville's Sh'Zen is a luxurious three bedroom, three bath home on a very private third of an acre of lush tropical gardens and pool. . Spectacular endless ocean views over the seventh tee and sixth green of the world famous and newly remodeled Makai Golf Course and...
Breathtaking Luxurious Pacific Island Home
Nestled in the gated community of KaMilo, located within the upscale world class exclusive Mauna Lani Resort on the Big Island of Hawaii is this breath-taking 4 bedroom 3.5 bath home. This stunning gated community is one of the Big Island’s newest neighborhoods and...
Ocean View - Pili Mai 12G - 2 Bedroom Suite Sleep 8 - AC, Pool & Fitness Center
Our "Ha'upu Hale" is a beautiful, brand new, two-bedroom townhome located at the Pili Mai resort in Poipu, Kaua'i with AC, Pool, and Fitness Center. Enjoy Ha'upu Mountain Views, and be entranced in beautiful sunrise views surrounded in serene Kaua'i harmony!The...
Marriott Ko Olina Beach Club - Studio Ocean View - Includes Tax and Parking.
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...
Tropical Oasis, Oceanview, new remodel, 3 bed, 3 bath, w AC, pool.
Aloha and Welcome to our Beach Home, a stunning two-story townhome with three bedrooms and three bathrooms. It has undergone a complete renovation and is newly furnished, highlighting a contemporary tropical beach house design. The downstairs kitchen, living room, and...
Keone = Sands - Ocean views, walk across grass to sand and sea, no stairs
Keone is the downstairs level of a beach house duplex. There are two bedrooms, one bath, a kitchen, dining area and living room (Standard Occupancy is 4*). There is a good sized covered lanai and great ocean views from the living room and the lanai. Just step off the...
AIR CONDITIONED HOME FEATURED ON TV - CLOSELY LOCATED TO BEAUTIFUL N SHORE BEACH
Newly installed AIR CONDITIONING provided throughout the house to provide added comfort to this already comfortable and luxurious home. This spacious home is within walking distance (or short drive) to Queen's Bath, Hideaways, Anini & Pua Poa Beach. The beautiful lanai...
COMPLETELY REMODELED-OCEAN VIEWS-LUXURY FINISHES-METICULOUS CLEANING-AC
Book With Confidence, This Stunning, 1 Bedroom, 1 Bathroom Condo (655 Sq Ft.) At Kihei Akahi Has Been Completely Remodeled. This Condo Is Managed By PMI Maui, A Local Real Estate Brokerage That Specializes In Vacation Rentals. We Are Located Within A Mile Of The Resort...
Panoramic Ocean Views - High End Remodel Nov of 2024 Central Air and King Bed.
Enjoy beautiful Maui sunsets, and spectacular ocean views while dining on the private lanai of this fifth floor Maui Vacation Condo. The condo is elegantly furnished in tropical prints and has a king size bed in the bedroom and hide-a-bed in the living room. The kitchen...
2 Bed Cottage Along Beach and Bike Path in Kauai. Awesome Location! TVNC #4288
Live like a local at Oceanfront Rhythm, a professionally managed and operated vacation rental located -- as the name says -- on the oceanfront. This 2- bedroom, 1-bathroom classic Hawaiian historic home, is fully equipped with kitchen, living room, dining area, 2 King...
Oceanfront - Studio - Marriott's Maui Ocean Club: Molokai, Lanai, Maui Towers - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their...
"Sunny Daze" Kapaa Sands 20 Ocean View
Welcome to Garden Breeze Retreat, a cozy ground-floor oceanfront escape at Kapaa Sands, where lush tropical gardens and sweeping ocean views create the perfect setting for your Kauai getaway. This peaceful retreat offers everything you need to relax, recharge, and enjoy...
Unique Oceanfront Condo with AC
This condo enjoys stunning views of the Pacific Ocean from its living area and kitchen. The crashing waves will lull you into complete relaxation after your days of adventures.This upper level unit enjoys high ceilings which give it an open and airy feeling. The kitchen...
!!! OCEANVIEW!!! 2Bdm Reno'd Top-Floor Kamaole Beach
This condo has the BEST OCEAN VIEW and sunset view in Kamaole Sands, a premiere condo complex situated on 15 acres of lush tropical landscaping in South Kihei, bordering Wailea. Located directly across the street from Kamaole III Beach, which has lifeguards, this...
Hale Kamaole 212 - Enjoy Your Beautiful Spacious Suite
Book with us and come to Maui to explore everything we have to offer!Beautiful condo conveniently located very close to world class beaches, shops, and restaurants! Gorgeous pool and ocean views second story unit with easy elevator access and lots of parking. Relax on...