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.
Newly Renovated Waikiki Beach 1 Bedroom/1 Bath Condo
Just 2 blocks from the world-famous Waikiki Beach. Short-term 1 to 6 month rental (28 day minimum). Completely renovated 1 Bedroom, 1 Bath condo at Waikiki Lanais with a private lanais with golf course and mountains views. Unit features all new kitchen with granite...
Beautiful ocean front, ground level condo with A/C.
Welcome to beautiful unit E105! From the minute you arrive at Papakea, you will begin to feel the aloha spirit. This unit has been recently remodeled with granite counter tops, cabinets, bamboo floors in living room, new tile shower, new tile floors and new washer/dryer...
Stunning Oceanfront 1bd - Maalaea Kai 315
Welcome to your home away from home! This beautifully updated one-bedroom condo combines modern comfort with tropical charm, making it an ideal getaway for couples or solo travelers. Just steps from the beach, you can enjoy breathtaking views from your private lanai...
Maui Resort Rentals: Honua Kai Konea 818 – Luxurious 2BR Corner Suite w/ Oversized 450+ sq ft Balcony & Beautiful Partial Ocean & Mountain Views!
Konea 818 is a luxurious 8th-floor two-bedroom "penthouse" corner suite and one of the few offerings at Honua Kai that afford views of both the tranquil blue Pacific and the majestic West Maui Mountains. Take in the dramatic scenery while you dine, entertain, or simply...
Updated with Ocean & 2-Island View! Free night with 1 week booking!
Enjoy ocean views along with views of Lanai and Molokai, Situated on the 6th fairway of the Kaanapali Royal golf course, condo A202 offers the serenity of watching year round sunsets. This newly remodeled spacious Maui Eldorado 2nd floor condo has been freshly painted...
Hilo Haven w/ Pool, A/C & Wi-Fi
Newly Remodeled Hilo Studio Condo w/ Park Views, A/C, Pool & King BedStay in style right in the heart of Hilo! This fully remodeled condo has everything you need for a relaxing island getaway—plus a few extras you’ll love.Enjoy your Big Island stay in this fully...
2 Bedroom Condo @ Mauna Lani, Ocean Views, walk to Hotel & beach. Open Sept-Oct
Our luxury 1400+ sq ft condo (F102 at the Mauna Lani Terrace) is walking distance from the world class (Auberge) Mauna Lani Resort, with nearby restaurants, Stores tennis, and golf facilities. It’s a short walk either to Mauna Lani Hotel or to one of the Islands best...
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Kahana Sunset is a beachfront resort on the world famous west coast of Maui, 10 minutes south of Kapalua and north of Kaanapali. You will be swimming and snorkeling with turtles and tropical fish off of the white sand beach of protected Keoni Nui Bay. There is a heated...
Ocean View/Golf course A210 Maui Eldorado, Remodeled
E Komo Mai “welcome” to Maui Eldorado A210, with ocean and Kaanapali golf course views at unit A210!!Enjoy a fresh and modern stay with a newly remodeled kitchen, bathroom, flooring and furniture. Located in the heart of Kaanapali. Voted #1 Kaanapali beach by Conde...
Remodeled prime oceanfront 1 bedroom Kihei gem
Welcome to Nani Kai Hale 209. This is a completely remodeled oceanfront 1 bedroom, 2 bathroom condo stunner. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with split AC, a fully equipped kitchen, and beach gear & luxury bath...
Ko Olina Beach Villas O1011 by Gather: Lux Penthouse w/ 2 Lanais & Stunning View
Welcome to Ko Olina Beach Villas O1011, a three-bedroom, three-bathroom penthouse on the 10th floor of Oahu’s renowned Ko Olina Resort. With 1,532 square feet of beautifully appointed living space and two expansive lanais, this villa blends modern luxury with island...
Aloha Condos, Kanaloa at Kona, Condo 1804, Oceanfront, AC
This luxury condo is as close to the beautiful blue waters of the Pacific Ocean as you can get at Kanaloa at Kona. Unit 1804 is a top-floor (second floor) oceanfront condo with over 1700 square feet of living space with all the amenities of home. The 180 degree view of...
3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!
Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...
Comfortable Camping - North Shore Oahu #2
This simple accommodation creates a distraction free space to reconnect. You’ll love peering over the banana trees and watching the sun disappear beyond the mountain. There is incredible stargazing at this site. To top off your vacation bliss, the glamping tent is just...
Stylish Kihei Condo — Steps to Sugar Beach
Summary:Embrace the ultimate in relaxation at our renovated Kihei condo, just steps from stunning Sugar Beach. This serene corner unit, with breathtaking ocean views, offers unparalleled comfort and style. Whether enjoying coffee on your private lanai or exploring...
Aloha Condos, Hanalei Bay Resort, Condo 6303-04, Ocean View, AC
Fantastic views of Hanalei Bay, Bali Hai, and the surrounding mountains and ocean help make this top floor, 2 bedroom plus loft condo perfect for enjoying the beauty of Kauai. The 2 bedrooms each have King beds and the loft provides 2 Queen beds each with their own TV....
Amazing 4th floor Oceanfront 3 bd/ 3bth condo! Lower rates for April and May!
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 oceanfront unit is F406, a fourth...
Ocean View Condo! Across from White Sands Beach! Remodeled bathroom showers!
WE'RE OFFERING UP TO 20% DISCOUNTED SUMMER PRICES FOR NEW BOOKINGS IN JUNE THROUGH SEPTEMBER, 2024. TAKE A LOOK!**NEWS FLASH--WE HAVE PURCHASED ANOTHER 1 BEDROOM/1 BATH CONDO 2 MILES NORTH ON ALII DRIVE! SEE PROPERTY AT VRBO LISTING #709386.** Our White Sands Village...
Maui Resort Rentals: Kaanapali Ali'i – Ground Floor + Yard Area, 4 Total Bedrooms+DEN, Sleeps 14, Steps to Pools, Beach, BBQs!
This tandem package consists of two luxurious two-bedroom suites directly next door to each other. Together, these suites offer a massive 3350 sq ft of combined interior living area, and a sleeping capacity of up to 14 guests in two king-size beds, two queen-size beds,...
Kaanapali Alii | 364
Ka’anapali Alii 3643 Bedrooms | 2 Bathrooms | Sleeps 7 | Ocean View________________________________________Welcome to Kaanapali Alii 364, a stunning 2-bedroom, ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. This sixth-floor...
On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.
NEWLY Remodeled, You'll appreciate the Quality and Attention to Detail. Kihei Sands is a Direct Beachfront complex and from your front door you are just steps away to Maui's world famous white sand SUGAR BEACH. 5 miles long, Sugar Beach is Hawaii State's longest beach....
Oceanview Townhome, freshly updated in Keauhou, close to Kona.
Aloha, and welcome to "Makani Moana #104" a beautifully appointed private townhome and tropical retreat at Keauhou Resort. Located near the ocean and tucked away in a quiet area, this comfortable townhome is our little piece of paradise on the Island of Hawaii and we...
Excellent North Shore Paradise 2BD/2BA / Pool / Gym / NEW A/C
LOCATION, PRIVACY & OUR COMFORTABLE BEAUTIFUL HOME.....Are just a few words that best describe this ground floor condo at Plantation at Princeville. Unit 1411 has two bedrooms and two full bathrooms. The Master Bedroom is spacious and opens to a large Lanai. The Master...
Welcome to Mavi Bay, luxury ocean view condo,by Kamaole II beach newly renovated
Welcome to Mavi Bay, our beautiful condo, completely renovated and professionally decorated in summer/fall 2024. You are sure to have a marvelous stay at this 1 bedroom condo in Kihei across one of the best beaches with sweeping ocean views from the sixth floor.From the...
🌺 A Place of Peace: where heaven meets the Ocean 🌺
A serene haven where heaven meets the ocean. This elegant and contemporary home boasts 2 bedrooms and 2 bathrooms. Immerse yourself in the beauty of sunrises, moon rises, and the mesmerizing sight of surf and breaching Humpback whales just offshore.Located a short...
Hoyochi Nikko # 103, 1st Floor Direct Oceanfront Beauty
After visiting Hoyochi Nikko for 20 years we decided to purchase our own piece of paradise in this ocean front ground floor beauty. Hoyochi Nikko is a small 18 unit complex, so you do not have the large crowds that Hotels and Larger complexes have. In fact, a lot of the...
Hawaiian Classic on Golf Course with Stunning Views
Hale Honoiki is a classic Hawaiian Style getaway with a second story lanai that extends around the entire house. Here you will enjoy views of the magnificent ocean, lush mountains and abundant waterfalls. The large sliding glass doors in each room allow the trade winds...
Oceanfront Newly Renovated Condo "Amazing Views"
June 1 to June 5th special $150 per night!!! FREE HI SPEED WIRELESS INTERNET CONNECTIONFREE LONG DISTANCE CALLING TO USA AND CANADAOcean front condo has been recently remodeled100 feet from one of the finest beaches in MauiWonderful snorkeling and water sports at your...
Nalu Collection 2/2 Oceanfront Living~Luxurious Amenities OPEN 4/18-29
LOOK FOR EARLY BOOKING DISCOUNTS & COMBINE WITH OTHER DISCOUNTS.The Nalu Collection is a premier group of boutique, luxury villas within Ko Olina Resort. Our properties are consistently top rated, and upgraded with custom-made furniture, natural materials, appliances,...
Ewa Beach Apartment ~ 1 Mi to Puʻuloa Beach Park!
Life is a breeze when you stay at this Ewa Beach vacation rental! Located less than a half-mile from the beach, this 3-bed, 2-bath apartment makes it easy to soak in the sunbeams. Practice your swing at Kapolei Golf Club one day, satisfy your inner adventurer at Coral...
Kulalani 1701: Gorgeous 2-Story Corner Villa in Mauna Lani
Kulalani 1701 at Mauna Lani is a light-filled two-story corner townhome in the gated Kulalani community, offering lush garden views, generous lanais, and thoughtful indoor outdoor living on the sunny Kohala Coast of the Big Island. This curated retreat blends barefoot...
Prime views on top row villa-5 stars-crisp cold AC-Discounted Rates-Book Now
Welcome to "Hale Kailani,” which translates to “home of the heavenly sea.”Hale Kailani is one of the premier villas in the exclusive Kapalua Golf Villas in a prime location in the top section of the community, in building # 21, which is the most desirable location. The...
Spectacular Oceanfront Condo at Hideaways Beach, Bali Hai Views, AC all rooms
Experience spectacular ocean views and dazzling sunsets, in your private luxury vacation residence. This condo is on the second level six steps down with ocean and mountain views. A/C in all rooms, both bedrooms and the open concept kitchen living room area. Our...
The Premier Waikoloa Stay at Halii Kai
Hali'i Kai is one of the most sought out places to stay while visiting the Kohala Coast on Big Island. It features meticulous well kept grounds, beautiful and comfortable living spaces along with a luxurious amenity center, the Ocean Club. The Ocean Club features its...
Gorgeous condo #203 View of Honokeana Cove
Unit 203 is a 2nd floor, Northwest facing unit that enjoys shade year round on the lanai that directly overlooks the cove with turtles, the heated pool, and a spectacular view of the island of Molokai in the distance as well as Humpback whales December thru April. The...
Mountain View Retreat Unit 2 - highly rated on leading vacation rental sites!
Peaceful rain forest guest house a few miles from Volcano National Park. Mountain View Retreat is located in a lush and relaxing paradise. Enjoy your coffee or tea in the morning on your own private lanai. For larger parties there is another guest house on the same...
Exclusive Beachfront Home in Private Gated Community
Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the Hawaiian Islands. Nestled within an exclusive gated community with access to a private bay, this beachfront retreat offers 5...
EL E204 Kaanapali Condo w AC Pools Near Whalers
Eldorado E204 NEW LISTING! Kaanapali Beach Dream Vacation at Maui Eldorado 1Bedroom Condo with Central AC, Private Beach Cabana, Pools, Hot Tubs, Gym. Steps to Whalers Village Aloha from Eldorado E204! Our one-bedroom, one-bathroom condo is the ideal place to spend your...
Ocean Front Private Residence at Keauhou BAY with Pool & Private Dock
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...
SALE April-May! Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Welcome to your dream tropical paradise! Bask in the glory of gorgeous sunsets right from your own living room or lanai. Centrally located in the heart of Kihei, this 2bd/2ba top floor, 2-story loft condo is across the street from Charley Young/Kamaole 1 beach and...
Oceanfront Views Above Dukes - Wrap Around Lanai - Outdoor Kitchen 🌺 Honua Kai H351
🌊 Oceanfront Views Above Dukes - Enjoy Evening Music - Wrap Around Lanai - Outdoor Kitchen 🌺Discover your dream escape at Honua Kai Resort & Spa, where unparalleled oceanfront views, lush surroundings, and refined luxury come together. Positioned right in front of...
HOKULANI 436-CORNER UNIT 2BD/2BA w/OCEAN & MOUNTAIN VIEWS,505SQFT LANAI BALCONY
Unique and Large 2BD/2BA large corner unit on 4TH floor - Unit 436 in Hokulani building 1,745 Total Sqft - 1,240 living space + 505sqft lanai (much larger than the typical Honua Kai lanai)Family Friendly: Kids and grownup beach toys, Kids & Grownup DVD's, Kids and...
Modern Oasis w/Hot Tub, 5 min walk to Anini Beach
A stylish reimagining of our ever-popular Coconut Hut. This perfectly positioned gem sits in a secluded park-like paradise within a 5-minute walk to the idyllic Anini beach. With new construction, the house contains hardwood floors, whole house water filtration, AC in...
Oceanview Mauna Kea Luxury Villa - Private Pool & Spa - In-home Chefs Available
Aloha, picture yourself in paradise! Less than 30 minutes from the Kona airport, this beautiful three bedroom Villa provides the perfect location to enjoy all that the Big Island has to offer. Located in prestigious Wai'ula'ula, just minutes from one of the most...
Updated 22nd Floor Waikiki Condo - Free parking & WiFi - Ideal for large family! by Koko Resort Vacation Rentals
Deluxe Updated Waikiki Condo - 22nd floor, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Great value. Ideal for groups...
Charming 2-Bedroom Townhouse Close to the Beach in enchanting KoOlina
Book your perfect KoOlina getaway! Stay in a freshly remodeled, resort-style townhome just 1 mile from KoOlina’s famous lagoons and steps from world-class hotels, dining, and shopping. This bright and welcoming Townhouse Kapolei retreat is designed for comfort and...
Villages at the Mauna Lani Resort 🌺 Walk to Mauna Lani Restaurants & Shops
Welcome to the Villages at the Mauna Lani Resort!"Originally the ancestral beach front home of Hawaiian royalty, the 3,200-acre Mauna Lani Resort now offers an exquisite blend of sophisticated luxury and Hawaiian-style hospitality. Mauna Lani Resort is just 25 minutes...
Updated condo with furnished lanai & washer/dryer plus pool & tennis
Hale Kamaole 144Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor getaway is a bright and spacious oasis located just steps from the ocean! Enjoy evenings watching...
Hale La'au Hawanawana: Luxury 3BR Estate in Princeville
Hale La’au Hawanawana (Whispering Tree House), built in 2024!Escape to an exquisite modern oasis in the heart of Princeville, where luxury meets the lush beauty of Kauai’s North Shore. Nestled on a ½-acre of beautifully manicured land with a year-round running stream...
New listing discount! Beachfront 2 BR 1BA apt.
Oceanfront Vacation Rental in Central Kihei Unit #3Prime Location:Situated in the heart of Kihei, this family-owned and operated vacation rental sits at the northern end of picturesque Halama Street. The property is tucked away from the large resorts and crowded tourist...