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.
Kahala Palms by Gather: Elegant Beachside Home w/ Pool & Jacuzzi
Historically known as The Gingerbread House, Kahala Palms is a French Norman Tudor Cottage that blends old-world charm with modern luxury. This 4-bedroom, 3.5-bathroom residence is nestled within the prestigious neighborhood of Kahala and offers a unique opportunity to...
Oceanfront Bliss at Makani A Kai, AC Included!
Welcome to Makani A Kai Unit A8, your perfect Hawaiian retreat nestled on the tranquil shores of Maalaea Bay in Maui. This charming 1-bedroom, 1-bathroom beachfront ground-floor condo offers a serene escape with all the comforts of home, ideal for couples or small...
The Spirit of Aloha-1Bed/1Bath in Tropical Resort
Located in Kihei, this welcoming apartment lets you experience it all. There's convenient onsite parking, so you can leave your vehicle behind and head out to Maalaea Bay Beaches and Kalepolepo Beach Park, just a short walk away. Relax by the outdoor pool or sip a drink...
Kaanapali Alii 4662 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 466, a beautiful two-bedroom condominium in Maui’s exclusive Kaanapali Alii Resort. This 1,788-square-foot residence offers stunning views...
Stylish Studio- Stunning City View - Parking
NEWLY RENOVATED THIS 2026Bright and inviting studio featuring a comfy bed, tropical-style sofa, glass coffee table, and a cozy dining nook. Large windows fill the space with natural light and offer vibrant city views. Stylish décor, warm wood floors, and a clean, open...
Ilikai Hotel Lite #1836: Studio Ocean View condo
Ilikai Hotel Lite #1836: Studio Ocean View condo with full Kitchen, adjacent to Waikiki Beach and Yacht Harbor and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture and...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Amazing | 2 Units, 4 Bedrooms | HK ML-1323
** 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...
Kaanapali Shores 903 Ocean view 2-bedroom Condo in Lahaina, West Maui.
Kaanapali Shores 903 Beautiful Blue Ocean Views from this 9th Floor North Kaanapali Condo Just an Elevator Ride to the Beach, Pool, & JacuzziWelcome to your Maui Retreat: Kaanapali Shores 903 is a freshly updated 2-bedroom, 2-bath penthouse perched on the top floor of...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Massive Lanai | 2 Units, 3 Bedrooms | HK ML-1433
** 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...
Waipouli Beach Resort Garden View 2 BD 3 BA
This inviting two-bedroom condo overlooks beautifully maintained gardens, creating a calming setting for your Kauai getaway. Perfect for a family to enjoy the nearby beaches and attractions.Garden View 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
Cute Kihei Akahi Studio - Recently Renovated and Close to Beaches
Aloha! Our recently renovated studio is located within the very desirable Kihei Akahi Condominiums.The studio is located in the 'C" Building on the 5th floor, and was renovated in March 2018.You will find new floors throughout the unit, granite countertops in the...
Cozy, clean, and comfortable condominium home in wonderful Kona!
Be truly at home here! Stretch out. Eat good food. Relax. Sleep well. Then, go maximize your fun time! Exhaust yourselves at Kona’s world renowned beaches. Hike until your shoe tread gives traversing the mauna. Or, if in fact, your experience includes the words, “big...
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Pu'u O Hoku Ranch offers a unique getaway for travelers seeking a rustic retreat. You can hike, swim, stargaze, and see a working ranch in action. Pu'u O Hoku is one of the few places in the islands where you can feel Hawaii as it once was. The Sunrise cottage is just a...
** 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...
1-bedroom condo across from Kahana Beach
Our 1 bedroom has all the perfect amenities and conveniences for yourself or your guests. Enjoy the cool Kahana breeze and peekaboo ocean views from your private patio. Take a short walk to Kahana Beach located right across the street. Kahana Manor is a mixed-used...
Ocean View Studio at Marriott’s Maui Ocean Club – Beachfront Paradise
Discover island comfort and breathtaking views in this Studio Ocean View Villa at Marriott’s Maui Ocean Club – Molokai, Maui & Lanai Towers, located along Kaʻanapali Beach. This well-appointed studio accommodates up to four guests and is ideal for couples or small...
Kaanapali Alii 2952 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Experience the warmth of Hawaiian hospitality in Kaanapali Alii 295, a beautifully appointed two-bedroom ocean-view residence featuring classic Hawaiiana décor,...
Stunning Koa Resort Condo | 2Bd/2Ba With A/C | Steps to Beach
Welcome to your Maui Hawaii retreat! Just steps from the beach, this beautifully renovated 2-bedroom, 2-bath condo with Split AC system throughout blends modern comfort with the spirit of aloha. With 1,066 sq. ft. of stylish living space plus a spacious 164 sq. ft....
Haleaha Road - Steps to the Beach in Hau'ula
Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Just steps from an uncrowded beach, enjoy lush scenery, local farms, hiking,...
Maui Ka’anapali Villas #C263: One bedroom 2 bath loft garden view
Maui Ka’anapali Villas #C263: One bedroom 2 bath loft garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Luxuriate in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded in ocean blue and...
Waipouli Beach Resort Ocean View 1 BD 2 BA
Take in the view from this tranquil one-bedroom condo overlooking the Pacific. With space for two, it offers a comfortable bed, a well-equipped kitchen, and a lanai made for ocean gazing.Ocean View 1 Bedroom 2 Bathroom• Kitchen features granite countertops, Wolf cooktop...
Harbor View 1BR! Max 6 near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. This condominium is...
OCEAN VIEW Marriott Kauai Beach Club Parlor Suite
Description 🏖️Welcome to your serene island escape at Marriott's Kauai Beach Club! This Ocean View Parlor Suite blends comfort and convenience with tropical beauty. Featuring a queen-sized Murphy bed, spacious living area, and private lanai with lush garden and partial...
Experience Island Paradise at The Grand Islander by Hilton - 2 Bd. Ocean View
Discover the perfect blend of fun, relaxation, and tropical beauty at The Grand Islander by Hilton Grand Vacations in Waikiki, an unforgettable family-friendly destination in the heart of Honolulu. Set against the lush, verdant backdrop of Oahu, this two-bedroom suite...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Gorgeous Waiohai Club Beachfront 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...
Luxury Ocean View High-Rise Condo at Sky Ala Moana w/Amazing 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.As one of Honolulu’s newest residential landmarks, Sky Ala Moana offers a lifestyle defined by comfort,...
** 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...
Wailea Beach Villas | Penthouse Panoramic Ocean Views | KBM Resorts | 2 Units, 6 Bedrooms | ML-3485
** 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...
🏖️Oceanfront Island Living — Beautiful Kona Condo for Extended Stays
vrKCV - Kona by the Sea 115, Professionally Managed by Kona Coast Vacations Relaxed Oceanfront Living at Kona by the SeaEscape to your own slice of island life at Kona by the Sea, a popular oceanfront community along Kona's scenic Alii Drive. This updated, spacious...
** 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...
Waikiki 1BR Retreat at Kalia Suites – Full Kitchen, Walk to Beach & Ala Moana
Enjoy a modern Waikiki stay in this one-bedroom suite at Kalia Suites, a Hilton Grand Vacations Club property ideally located near Ala Moana Beach Park and the gateway to Waikiki. Designed for comfort and flexibility, the suite features a private bedroom with a king...
Kapalua Golf Villa 16P7 Fairway View 2 Bedroom
Golf Villa Unit 16P7 Fairway View 2 Bedroom 2 Bath- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and...
Marriott's Ko Olina Beach Club, full access to resort amenities, kitchenette
Marriott's Ko Olina Beach Club mountain view, full access to resort amenitiesThis peaceful yet luxurious studio at Marriott’s Ko Olina Beach Club offers the perfect base for your Oʻahu getaway. With access to lagoon beaches, resort pools, spa, fitness classes, multiple...
Maui Banyan H-308 1 Br Ocean View Condo, Walk to Kamaole Beach Park II
Bright and open Ocean View Condo. This unit has one bedroom with a queen bed and a pull-out sofa bed in the living room, allowing this unit to sleep up to four people. The Kitchen opens up to the dining and living areas, creating a wide-open living space. The bedroom...
Aqua Aloha Surf Waikiki 1210 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki #1210 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Lahaina Shores Luxury Oceanfront Ocean View & Mountain View w/ 2 Lanais
Lahaina Shores Beachfront Luxury with Stunning Dual Pacific Ocean Views and Majestic Maui Mountain Views & Two Expansive Lanais Studio CondoWake Up to Paradise Every Day!Experience the ultimate Hawaiian getaway at our spectacular luxury oceanfront retreat, where endless...
3-bedroom Diamond Head Floor-Through Apartment On Ocean - Minimum 3 months
3 month Min: The ultimate diamond head apartment. 2000 square feet on ocean. Newly renovated. Surf in front @ Tonggs. Walk/Run around Diamond Head. Right off Kapiolani Park. The ultimate super chill; elegant; breezy and easy place to hang/enjoy/live.
Ocean View King | Kaimana Beach Hotel | Scenic Stay by the Beach
Kaimana Beach Hotel is a beachfront haven just minutes from Waikiki’s shopping, dining, and surf. The Ocean View King offers a spacious layout and sweeping Pacific vistas. Enjoy the best of beach life from the comfort of your room.This listing is for a room within a...
Stylish w/Waikīkī Vibe! WiFi, AC, and Kitchenette – Waikīkī Grand #822
Castle at Waikīkī Grand #822 - Soak in gorgeous Diamond Head views from this 253-square-foot air-conditioned studio designed to maximize space! It’s all about casual comfort with queen and sofabed sleeping, dining table, flat screen and WiFi. You’ll also appreciate the...
Kapalua Ridge Villa 2522 Fairway View 1 Bedroom
- The Ridge Villas are perched high above with views of The Kapalua Bay Course’s Fairway.- Very spacious lanai with views toward mountain, golf course, and ocean. - Second floor unit, two-level townhome, with multiple stairs from parking to the villa. - Tile in kitchen,...
Wai'ula'ula Villa 348 Three Bedroom
Perched in the uplands of the prestigious Mauna Kea Resort, this stunning villa offers sweeping panoramic views of the Kohala Coast, where breathtaking sunsets paint the sky. Designed for seamless indoor-outdoor living, it features an expansive covered lanai with plush...
Ilikai Hotel Oceanfront, Top Grade Upgrades Throughout! 30-day Rental Only!
If you're seeking a place with stunning views, this condo is perfect for you! Don't miss out on this once-in-a-lifetime experience—book now!Experience the ultimate Waikiki luxury in this one-of-a-kind 3-bedroom, 3-bathroom condo at the iconic oceanfront Ilikai...
Oceanfront 2BR/2BA, 20ft from Shore, 180° Ocean View, Pool
OCEANFRONT, RIGHT ON THE WATER, spacious 2-bed, 2-bath condo on the 2nd floor just south of Kailua-Kona town. With breathtaking 180-degree Kona coastline and ocean views, watch humpback whales, spinner dolphins, yellow tangs and boats from the waterfront lanai as you...
Hapuna Estates 10 Four Bedroom
Designed for elevated island living, this gorgeous and expansive retreat showcases impressive common areas that are ideal for relaxing and entertaining, with open-concept living spaces that flow seamlessly to the outdoors. Guests will enjoy effortless indoor-outdoor...
Oceanfront Napili Shores ~AC~Ocean View
Escape to this fantastic condo in picturesque Lahaina. This cozy retreat features 1 bedroom with a comfortable king bed and an additional living space with a queen bed and a twin bed. Guests can enjoy amenities like WiFi, AC, and a hair dryer. With a convenient location...
Romanna’s Golden Ray Oceanfront Condo, Maui Resort
Welcome to your slice of paradise at Maui Sunset, where you can enjoy partial ocean and stunning garden views from the living room and lanai! Experience the convenience of direct access to the pool, BBQs, and sandy beach, all just steps from your lanai. The beautifully...
Large 3/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport
Kona Coastview SubdivisionAs you step inside, you'll discover a spacious layout boasting three cozy bedrooms, each brand new furnishing master bedroom with a comfortable queen-sized bed set and ample closet space for all your belongings. Master bathroom with tub/shower....
Hawaii Oasis 2-Bedroom at The Cove Waikiki | Pool
*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Discover seclusion and serenity at The...
Waikiki King Bed· 65”Screen@ No resort fee
Your cozy getaway awaits in Honolulu at this adorable condo. Guests enjoy a tranquil space featuring one bathroom and thoughtful touches like air conditioning, a hair dryer, and an iron to keep things comfortable and convenient. Whether you’re relaxing indoors or...
HGVC Point At Poipu 2 Bed 2 Bath Unit
PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY! THIS IS A TIMESHARE RESORT AND THEREFORE DATES COME AND GO EVERY DAY.PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE CONFIRMING YOUR DESIRED DATES ARE...