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.
Amazing VIEWS, Spacious, Farmstead Living, Hosts with Aloha
Always In Season Farmstead Suite sits in a park-like setting with majestic views. This Eco-friendly upcountry property will take your breath away. Spacious, Country Living, Hosts with Aloha.We are upcountry, so the climate is delightful. There is so much privacy that it...
Waikiki Beach Modern Condo for Rent
Hawaii Tax ID No. TA 200-103-3216-01, 2020 NUC No. 90-TVU-1101Please note: Pool and Recreation Deck will closed for upgrading in 2025-2026. No refund or discount will given during this period. The Condo is located one block from the world-famous Waikiki Beach. The unit...
Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
The new roof project will take place on building C from 7/14 to 7/23 and over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------Step into paradise at this beautifully...
1 Mi to Coast + Shops: Waikoloa Beach Getaway!
Pool Access | Pickleball On-Site | Beach Gear Provided | Private LanaiA breathtaking oasis awaits at this Waikoloa Beach vacation rental! With on-site access to a wide range of resort amenities and a prime location just 1 mile from beautiful local beaches, this...
Breathtaking Ocean & Jungle Views with Refreshing AC
Just breathe immediately and let us unburden you from the stress of daily life as you relax in your luxury space with family and friends,Welcome to Hale O Ulu (house of growth)! Located central to Kailua-kona, 5 minute drive into town and the ocean! Peek-a-boo ocean...
1A Newly renovated w/porcelain tile floors, custom cabinets, granite countertops
Unit 1A is located on beautiful Keawakapu Beach in gorgeous Wailea. This recently major renovated lower village, ground floor unit has two lanais; one off of the living room with a partial ocean view and one off the bedroom that is tropically landscaped. It is located...
Makani Sands #209 1brm Beachfront Condo with balcony on the Ocean
Oceanfront Condo in West Maui is your home away from home while exploring the island. Private lanai on the ocean with spectacular views of our neighboring islands of Molokai & Lanai. Completely remodeled with new granite kitchen & bathroom. Decorated in a modern style...
BEAUTIFUL SPACIOUS CONDO ACROSS FROM BEACH
This spacious (1050 sq ft) condo is tastefully decorated with Hawaiian art and tropical style furniture for a sense of open space. Large windows in every room provide plenty of light and a view of Haleakalā. The condo is conveniently located 3 min walk to family...
Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Ho‘olei Residence 23-3 (L3), a show-stopping 3-bedroom, 3.5-bath villa set within Wailea’s coveted, gated Ho‘olei...
Wonderful Oceanfront Condo - 1 BR/1Ba 2nd Floor
Aloha ... and Welcome to Hoyochi Nikko - Unit 209. If you are looking for a special home-away-from-home while on Maui, this is the spot for you. This wonderful gem is located oceanfront in Honokowai (between Ka'anapali and Napili) about 10 minutes from Lahaina Town. The...
KONA PACIFIC C-618 NICE OCEAN VIEW, Top Floor, WALK TO TOWN! Elevator, AC!!
Kona Pacific C-618 is a newly remodeled TOP floor condo with breathtaking ocean views. Gorgeous Kitchen, fully redone from top to bottom. This condo has a wonderful lanai allowing access from the Living room, the Bedroom has it's own private lanai access as well!The...
Kona-Amazing sunset, Ocean/POOL/AC/Great loc
The Hale O Hulu is our economy Ohana for travelers looking to experience the golden Kona Coast on a more affordable budget. The unit is attached to the main house, yet fully private with its own entrance. It consists of one room and one bathroom with a shower. The...
Lae Nani #124, Ocean Front, wonderful view, tastefully remodeled
Our Lae Nani unit opens to a captivating view of the beach, ocean, the stunning tropical landscaping and the Wailua Bay. It is a second floor unit. We have completed major remodeling with a new kitchen, new bathrooms, flooring and new furniture including a flat screen...
Kona Oceanfront Luxury Home with Jacuzzi. STVR-19-355701
STRV-19-355701 NUC-19-0811Oceanfront Luxury in Kona – Breathtaking Views, Jacuzzi, AC, Sleeps 10Discover the ultimate Hawaiian getaway in this oceanfront oasis, just minutes south of Kailua-Kona. With sweeping ocean views and the soothing sounds of the waves, this...
*Lauloa 305* Maui Prime Oceanfront Condo, A/C!
This updated and spacious 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy Cal king bed and ensuite bathroom with a walk-in shower...
Villas By The Cove, Villa 9 · Walk to Cove Beach Park from a Refined Villa
Villa 9 at Villas By The Cove is just steps from beautiful white sand beaches. Newly remodeled, convenient, and clean, this 700 sq. ft. stand alone villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. With an open floor...
New Private Pool - Walk to Kaanapali Beach and Whalers Kaanapali Hini Luxury Residence
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Oasis – Infinity Pool, Tropical Serenity, and Unforgettable SunsetsE komo mai (welcome) to your private sanctuary on Maui, where the mana (spirit) of the island and the...
REMODELED Luxury Townhouse in Mauna Lani
The Islands is a luxury townhouse community located in the Mauna Lani Resort. With mature tropical landscaping & the low density in this community, The Islands is a quiet tropical oasis. D4 is an end townhouse with only one shared wall with an adjacent unit. The two...
Cozy, comfortable oceanfront studio
Noelani 216 is a beautiful, spacious and tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio bedroom features a comfortable Queen size bed and a large flat screen TV. The bathroom is just steps away and features a large,...
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of...
Ocean View, Ground-Floor Condo w/ Lanai & Shared Hot Tub/Pool - Walk to Beach
Ke Nani Kai 121Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'One of the loveliest condos on the property, Ke Nani Kai 121 is a ground-floor escape where you can step out onto the...
Lush garden and partial ocean view
Papakea C203 is a 1-bedroom, 1-bathroom 2nd-floor condo with a window air conditioner that can accommodate up to 4 guests. Step inside the bedroom, where you will find a comfortable California king-size bed and a TV. The well-appointed kitchen is the perfect place to...
Regency Villas 3BD +Loft, 3BA,sleeps 8-10, A/C, 5 min walk to beach, 5 star !!!
By following strict cleaning and disinfecting guidelines, we are doing our best to have our guests stay safe while on vacation in our condo! This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency Villas condo is very spacious with two stories and an open loft...
NEW! Serene Napili Point, 1 bedroom condo, just steps from the ocean.
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Napili Point A6 is a luxurious 1-bedroom, 1-bath condo, a newly remodeled condo designed to provide the utmost comfort and convenience. With modern amenities such as 2 split A/C systems that...
Vista Waikoloa Spacious 2Br Condo is just mins from the Beach!
Located in the popular Waikoloa Beach Resort-just 5 mins from the beach as well as restaurants, shops and nightlife! This is a private end unit located on the second floor of Vista Waikoloa. It is fully renovated as of 2020!. The condo features two bedrooms and two...
Kihei Getaway in Paradise
Enjoy our tranquil Maui home while you immerse yourself in some of the greatest delights paradise has to offer. Our condo is a short walk to Kamaole Beach III, and is near the delicious foods and shops of South Kihei Road. Appreciate the infamous crescent-shaped beaches...
KKSR#8301 AMAZING 3 BEDR, TOP FLOOR CORNER UNIT: REMODELED, AIR CONDITIONING
Absolutely gorgeous Top Floor Corner Unit with Garden Views at the Oceanfront Complex of Keauhou Kona Surf & Racquet Club!This truly Incredible, Top Floor, Fully Remodeled, Corner unit is a LOVED condo by so many guests. Enjoy beautiful cathedral vaulted ceilings, a...
The best spot for whale watching!
Don't worry about picking the right Instagram filter—with views like these, you can opt for #nofilter. From its perch on the 10th floor of the Maui Kai at Ka'anapali, "Gem of Maui," a 1BR/1BA penthouse condo, offers panoramic ocean vistas that will take your breath...
Bright & Airy Beach House w/ Oceanfront Views
Balmy days and breezy nights await at this 2-bedroom, 2-bath vacation rental in Kailua-Kona. With the Pacific Ocean as your backyard, you won't have to travel far for some vitamin D and 'sea,' whether you'd prefer to surf and swim or snorkel and sunbathe. When hunger...
"Kona Sunset House" on Walua: Breathtaking Ocean Views with Incredible Pool!
"Kona Sunset House" on the Famous Walua Road Running Trail is a spectacular property for the perfect Hawaii Vacation. First and Foremost, the property has unsurpassed Ocean Sunset views. Located in a quiet upscale neighborhood on the Walua bike and walking path just...
Luxurious 🌺 Views of Enchanting He'eia Bay and Pacific Ocean 🐳 #3503 Kanaloa Resort
Hale Honu is a luxurious and spacious one-bedroom condo with views of enchanting He'eia Bay and Pacific Ocean. Located in upscale Kanaola Resort, a private gated beautifully landscaped 17-acre community. Resort amenities include 3 pools, hot tubs, lighted tennis courts,...
Aloha Condos, Napili Bay Resort, Condo 105, Beachfront
Napili Bay Resort condo 105 offers an unbeatable beachfront location with stunning ocean views and direct beach access. Guests love the well-equipped kitchen, comfortable bed, and thoughtful amenities like beach chairs and boogie boards. The condo is clean, modern, and...
Makena Surf | F112 | Beachfront Resort
Makena Surf F112 is a stunning oceanfront vacation home that offers unparalleled views of the sea from both the spacious living area and the expansive wrap-around lanai that allows for Hawaiian style indoor - outdoor living. By opening the sliding doors, guests can...
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 312
Wailua Bay View Unit 312 is a premium ocean front condo with stunning views from the lanai. WBV 312 has been completely remodeled with luxurious amenities. This unit is limited to a maximum of 2 adults. No children or pets are allowed.This is a top floor unit with...
Awesome Kihei Condo Across from the Beach !!
Our love of Hawaii has lead us to Maui. We were drawn to Kihei by the relaxed lifestyle, the proximity to some of the most beautiful beaches in the world, great diving, snorkeling, and local golf. The beauty of the ocean sunsets in Kihei is not to be missed.Hale Kamaole...
Spectacular 3 BD/ 3 BA Oceanview!
Welcome to Papakea! Located on the ocean between the Kaanapali and Kapalua world-class golf resorts and minutes from shops, restaurants, and galleries. Papakea is a 13 acre oceanfront resort with the true aloha feeling of Maui. Our unit is H403, a fourth floor 3...
Hale Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
Banyan Tree #303 - The best oceanfront condo with a car, beach & all the gear!
Ocean front doesn't get any closer! Enjoy the beach and the views' in this fully remodeled gem. Open the windows and let the ocean sounds take over! Brand new kitchen, custom made furniture, AC in all rooms, and beach access makes this vacation rental the perfect...
Cold Plunge and Sauna at this Modern Home with Amazing Golf Course Views!
Absolutely the best location on Kauai with stunning views of the lush mountains of Namolokama. Close proximity to Princeville Shopping Center, with shopping and eateries, Princeville Park and Library, and the Makai Golf Course. Minutes from "Hideaways Beach", Kenomene...
Honomu Place
This unique and beautiful tropical home offers 3200 sq ft of lovingly designed tropical comfort. Starting with essentials, nothing is missing in the huge open plan kitchen. Bake trays, multiple knife and fork sets, colorful crockery and more pots and pans than you will...
Honua Kai K204 Last Minute Spring Specials for a Relaxing Tropical Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 204, an expansive two-bedroom, two-bath retreat (1,250 sqft plus a generous 250 sqft lanai) that blends...
Ground Floor Oceanfront Condo Steps to the Beach at the Peaceful Kuleana Resort
The views from this remodeled and upgraded (April, 2013- Present) ground floor direct OCEANFRONT unit are spectacular, with the clear blue-green ocean vista and radiant sunsets over the islands of Lana'i and Moloka'i. Step off your lanai and you are only 25 feet from...
Three bedroom remodeled home in older residential neighborhood of Hilo.
Three bedroom remodeled family home close to downtown Hilo. Three bedroom, two and a half bath. Open Living Area (Living Room, Dining Room and Full Kitchen.) Large backyard and plenty of parking. Great for families, close to everything. Amenities: high speed internet,...
🏖️Beautiful Ocean Views | Includes access to Mauna Lani Tennis & Fitness facility! | vrKCV
vrKCV - Mauna Lani Terrace J101, Professionally Managed by Kona Coast VacationsWelcome to Mauna Lani Terrace J101! This stunning 2-bedroom, 2.5-bathroom ground-floor condo offers an idyllic retreat with ocean views, a spacious interior, and easy access to the resort's...
Heavenly OCEAN VIEWS throughout JOYFUL "Home of the Opening Flower" A/C 4Br3Ba
Spectacular, exhilarating OCEAN VIEWS, throughout open-plan home, from both inside and out, including, from all these areas: the entry hall, the kitchen, dining room, 20-ft tall great room, and from three of the four bedrooms, plus from the lanai's and from the back...
NICELY REMODELED-GROUND FLOOR-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is fully equipped with everything you need to have a great vacation experience. This condo is managed by PMI Maui, a local Real Estate Brokerage that...
Ocean Front Property G-112
1 bedroom, 2 Baths, sleeps 2, has a California King Size Bed and is beautifully decorated.Whales can be seen jumping from your living room or lanai. We have two beautiful pools and hot tubs at each location. Flowers are everywhere and you will get a private parking...
Kiahuna Ohana Hale By Parrish Kauai-AC, pool, spa, distant ocean views!
Enjoy true island living in this spacious 4,300 square foot home overlooking the 10th fairway of the Kiahuna Golf Course. The large covered gazebo and private swimming pool are the focal point of this fabulous outdoor living space. The home has plenty of shade and sun...
Maalaea Surf, Unit A5-2 Bedroom Beachfront Townhouse, AC, Wifi, TV, Kitchen
Maalaea Surf, Unit A5 is a 2 bedroom beachfront townhouse on the second floor which offers our guest total privacy. It is located directly on the beach. This condo features everything including central AC, Wifi, TV, fully furnished kitchen, 2 outdoor pools, free tennis...
Haena Place: Tropical Paradise on Kauai's North Shore
Haena Place is a well appointed vacation rental home situated at the edge of the world-famous Napali Coast and some of Kauai's best beaches! Surrounded by lush tropical greenery and turquoise views of the Pacific Ocean!Escape to paradise and indulge in the ultimate...