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.
Ke Alaula Villa 228A – Prime Ocean View | Onsite Staff & Daily Housekeeping
This desirable 3-bedroom, 3 bath split-level townhouse style villa offers gorgeous views of the Pacific Ocean and beautiful Hualalai Mountain. Centrally located just 6 minutes by golf cart from the heart of the Four Seasons Resort and its amenities, this is a...
WS27F-03 Mountain Oasis - Waikiki 27F Suite Free Parking
This high floor one bedroom comes with a private lanai and a complementary parking. The 27th floor unit comes with great mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with appliances,...
1BO1 Aston Waikiki Beach Tower1: 1 Br with Ocean Views and Full Kitchen
Waikiki Beach Tower: One-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Waikiki Beach Tower: One-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Beach Fun Waiohai Club Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū Beach, Koloa’s most sought-after 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐖𝐚𝐢𝐨𝐡𝐚𝐢 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬...
Sky Ala Moana Luxury Getaway with Ocean-City Views & Amazing Resort Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
17th Fl Waikiki Banyan | Parking | AC | City View
The SpaceEnjoy plenty of space and comfort for families or groups traveling together. With two double beds in the bedroom and a sofa sleeper in the living area, the condo is designed to host everyone with ease. Relax after a day at the beach while enjoying views of the...
Maui Banyan 1BR | Across Kamaole Beach, Oceanview, Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Escape to this beautiful top-floor Maui Banyan retreat, where modern comfort meets the beauty of Maui's...
Charming Queen Bed Waikiki Studio w/Lanai, A/C & Pool, 2mins Walk to Beach!
Nestled in Honolulu, this charming studio offers a tremendous living experience. With a cozy living area featuring a queen bed, guests can relax in style. The bathroom is well equipped with a hair dryer & mini arrival amenity soaps, shampoo etc. for added convenience....
Summary:Escape to our tranquil resort unit in the heart of Waikiki! Just steps from the beach and vibrant shops, this NEW FULLY RENOVATED luxurious suite within the prestigious Ilikai community offers breathtaking ocean views and a fully equipped kitchen. On Friday...
Walk To The Beach! Family Friendly 2 Bedroom Condo in Kauai - Sleeps 6!
The Point at Poipu, located on Kauai’s picturesque south shore, offers a serene oceanfront escape. Nestled between lush gardens and the sparkling Pacific, the resort features spacious condo-style accommodations with fully equipped kitchens, private lanais, and modern...
Hyatt Kaanapali Beach Residences, Hot Tub, Pool!
Hyatt Ka'anapali Beach offers luxurious villas in one to three-bedroom configurations. All rooms are richly bedecked in warm wood tones, offset with tropical prints and touches. Every unit includes a full kitchen, in-room washers and dryers and a spacious lanai...
cozy North shore house/ near the Sugar Mill, and on the river
Discover the beauty of Wailua from this 3bedroom house. This beautiful property features 3 queen beds, AC, a washing machine, WiFi, and a hair dryer. With a peaceful atmosphere and welcoming vibes, guests will feel right at home. It's easy to see why you'll be able to...
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
Rest, Relax & Recharge in Kai Lani 2BR/2BA 30days
Come enjoy a month in paradise at our 2-bedroom townhouse in Ko Olina’s Kai Lani community.Our recently updated upstairs unit features 2 full bathrooms, a full-size washer and dryer, one designated parking space, and thoughtful extras like paddleboards, snorkeling gear,...
Beautiful Lahaina One Bedroom Condo 6 month minimum
***** Beautiful Furnished 1BR 1 BA in Leinani $2,500 per month* AVAILABLE JANUARY 4th, 2022. Great snorkeling at Kahekili Beach.* Seeking minimum 6 month Lease that can be an annual plan if you are Retired Mainlanders.* Full Year Residents are also great.* Top (3rd)...
Ilikai Hotel & Luxury Suites JRCV-1: Luxury studio w/City Views
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5 PM,...
Honua Kai | 2 Free Rental Cars | KBM Resorts | 3 King Beds! | 2 Units, 4 Bedrooms | HK ML-1358
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kapalua Golf Villas Gold Partial Ocean 2 Bedroom
Golf Villas Gold Partial Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2...
The Westin Nanea Ocean Villas, Ka'anapali Two Bedroom Villa
This is a beachfront resort property overlooking the Auau Channel, Lahaina, Maui, Hawaii2 Bedroom Villa, approx. 1260 sq. ft.- Main bedroom with king-size Westin Heavenly Bed and HDVT-Master Westin Heavenly Bath with large shower, vessel, tub, and double vanity- Guest...
Charming studio at The Palms, Honolulu with AC, WiFi, fitness room Sleeps 4
Unwind in Honolulu at this lovely studio w/ Pool & Deck. This great space features a cozy living area with 1 queen bed and 1 sofa bed, perfect for a serene getaway. The bathroom offers a bathtub/shower combo and a hair dryer for your convenience. Guests can also enjoy...
Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.
Your cozy getaway awaits in Kailua-Kona at this fabulous apartment. This wonderful space features 1 bedroom with a comfortable California king bed, 1.5 bathrooms with convenient amenities like a hair dryer and shower, and a variety of extras like WiFi and a washing...
NEW - Steps to the beach - A/C in living areas & bedrooms. Also host to #10879
Experience Island Living on Maui’s Beautiful South ShoreStay in one of Kihei Akahi’s rare townhouse units, just 75 steps from the sand. A106 combines comfort, convenience, and ocean views for the perfect Maui getaway. It offers guests the opportunity to enjoy the best...
Marriott Vacation Club, Waikiki 1BR sleeps 4
Summary:Escape to Marriott Vacation Club, Waikiki, a vacation ownership property in the heart of Honolulu. Centrally located in a premier shopping and dining district near Waikiki Beach. Each offers a kitchenette, dining area, and premium amenities including a rooftop...
Westin Nanea Ocean Villas 2 bedroom Maui - Beach access to Everything!!!
Travel well at The Westin Nanea Ocean Villas, Ka'anapali, a vacation ownership resort in Lahaina, Nestled along the coast, our beach resort is the ideal gateway to unforgettable island experiences. Recharge at our WestinWORKOUT® Fitness Studio or join a ukulele or hula...
New Listing, Alii Villa 225, Lanai, Desk, King Bed
Nestled in the heart of Kailua-Kona, Big Island Alii Villas 225 offers a luxurious escape where ocean meets land in the most captivating way. This elegantly designed, oceanfront retreat features a single, spacious bedroom that comfortably accommodates two guests on a...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views, private...
AS14F-02 Rare Corner Modern Waikiki Studio Oasis
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Kaanapali Alii Unit 21142 Bedroom | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Experience the best of Maui in Kaanapali Alii 2114, a beautifully appointed one-bedroom mountain view condo with a fully enclosed den that comfortably...
Centrally Located Waikiki Condo - Accommodates 4
Please Note: This property is available for a minimum rental period of 30 consecutive days. Rental rates are fixed and will not be adjusted based on the length of stay or occupancy.Welcome to Hale Kaiolu! Enjoy a relaxing stay in our one-bedroom, one-bathroom condo on...
Makena Surf A204 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf A204 is a luxurious oceanfront residence offering a serene Hawaiian retreat. This spacious 1,600 square foot condo, located on the second floor, boasts breathtaking ocean views and direct access to the pristine Po\'olenalena Beach. The open-concept layout...
Aqua Aloha Surf Waikiki 908 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #908 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
New Listing! 2bd tropical, walk to beach stay
Welcome to Maui Sands 1B – Your Tropical 2-Bedroom, 2-Bathroom Island Retreat! This beautifully maintained ground-floor condo is designed with comfort and convenience in mind. There are absolutely no steps to enter this unit—making it extremely accessible for anyone...
1BO2 Aston Waikiki Beach Tower: 1 Br with Ocean Views and Full Kitchen
Waikiki Beach Tower: One-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Waikiki Beach Tower: One-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination...
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Hawaii Tax ID: TA-080-374-1696-01Welcome to Maui Banyan G402C, a stunning condo located in the heart of South Kihei, where the beauty of the Hawaiian landscape meets modern comfort. This inviting two-bedroom, two-bathroom retreat offers a partial ocean view, perfect for...
Family friendly home with mountain view, private lanai, yard and WIFI
Hale ʻAina KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this beautiful house located in the serene neighborhood of Waimea, HI, where breathtaking views of...
Royal Kahana Maui 1001 Partial Ocean 2 Bedroom
Take in beautiful partial ocean views from this inviting two-bedroom unit. Perfect for small groups or families who want comfort and convenience close to the beach. Unit 1001 Partial Ocean View 2 Bedroom 2 Bath• Welcome essentials kit includes coffee, sugar, creamer,...
New Listing! Cozy 1bd Island charm at Sugar Beach
Welcome to Sugar Beach 304 – A Cozy Maui Retreat with Island Charm. Tucked into the tranquil Sugar Beach Resort, Unit 304 offers a welcoming blend of comfort, space, and aloha spirit—perfect for couples or small families seeking a laid-back escape. This 1-bedroom,...
Lahana Shores 517 Oceanfront Studio on the Beach with Lanai & Stunning Island Views
Lahaina Shores 517 Stunning Beachfront Views from this Beautifully Updated West Maui Studio Elevator Ride to the Beach, Pool and JacuzziWelcome to your Maui Retreat: Wake up to the calming sound of waves and unforgettable ocean views at Lahaina Shores 517 — a...
Private Little Guest House Ocean Front Studio for One
Kam Hwy Windward side of the Northshore is the beach town of Hauula. This all new furnished. Kitchenette, loft is queen bed, 50" smart TV with thousands of channels, fast wifi internet, outside private shower and off street parking. Microwave and two burn stove. Voice...
Oceanview 2-bedroom apartment in Kealakekua Kona
Escape to this beautiful apartment in picturesque Kealakekua. Guests enjoy two cozy bedrooms, featuring a queen bed and a twin bed, perfect for a small group or family. The tranquil living room offers a comfortable sofa bed, ideal for extra guests or relaxing evenings....
Mauna Kea Villa 3036 - Hawaiian Luxury
Within walking distance of Mauna Kea Resort, Mauna Kea Villas offers classic Hawaiian luxury with stunning ocean views and seamless indoor-outdoor living. This single-level residence features a sunken living room with a wet bar and sliding glass doors leading to a...
Charming 2-bedroom cottage in enjoyable Ewa Beach with WiFi, AC
Wake up to the sound of waves at your own private oceanfront retreat in Ewa Beach. Tucked away on a quiet residential street, this air-conditioned home is ideal for couples, families, remote workers, and fishing lovers who want a peaceful stay right on the water—with...
NEW! KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Spacious 2-Bedroom Condo! HKK-443
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
8 Person Suite- 2BR/2.5Bath-Very Spacious near Waikiki Beach
**Free Parking** (parking in Waikiki hotels can be around $70/night)**Sleeps 8 Guests**Full Kitchen**In Suite Washer/DryerWelcome to your private Waikīkī residence – a rare 2,122 sq ft luxury suite that feels more like a home than a hotel room. Located on the exclusive...
Honolulu Luxury Condo w/ Resort Amenities & Private Courtyard Access
Welcome to Elevated Island Living at Sky Ala Moana West. This property can be rented for 30 nights or longer.Experience the perfect blend of luxury, comfort, and indoor-outdoor island living in this one-of-a-kind residence at Sky Ala Moana West. With soaring 12-foot...
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s most...
Luxurious retreat at KaMilo in the Mauna Lani Resort
Welcome to Moana Ohana, your luxurious retreat at KaMilo in the Mauna Lani Resort. This exquisite four-bedroom home is nestled within a premier gated community and offers over 2,400 square feet of living space, perfect for families or groups seeking a memorable Hawaiian...
Kaanapali Alii 1742 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 174, a charming two-bedroom ocean-view residence that perfectly captures the spirit of Maui. This inviting retreat combines the comfort of...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities. 1BR Condo
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.Additional $500-$1000 SAVINGS available for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...
New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-Unit
Kana'i A Nalu 417 by KNOWLES MAUI• Recent full-condo remodel, new everything• Top-floor corner unit with unobstructed ocean and outer island views• Freshwater beachside swimming pool • On Sugar Beach – the longest beach in Maui, great for swimming, snorkeling, boarding...