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.
Kaanapali Alii 1222 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 122! Enjoy partial views of the sparkling Pacific in the distance from this inviting one-bedroom residence with a fully enclosed...
New Listing, Keauhou Palena, 2 bed, AC, private lanai
Nestled in the heart of Kailua-Kona, the Big Island Keauhou Palena 1203 offers a perfect blend of comfort and relaxation for your Hawaiian getaway. This beautifully appointed two-bedroom, two-bathroom condo is designed to provide a serene retreat while being close to...
Waena Inn Unit 1 – Newly Renovated Maui Private Suite
Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and...
** 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...
** 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...
Welcome to your dream vacation getaway at Mauna Lani Point on the beautiful Big Island of Hawaii! Nestled in a serene and luxurious setting, this one-bedroom ocean view condo offers an unforgettable experience.Mauna Lani Point G202 - This is the perfect place for golf...
27F Ocean View-Free Parking&Steps away from Beach
Fully renovated in 2021, this stylish one bedroom is brand new. The 27th-floor unit with a private balcony comes with amazing ocean views and is one block away from the world-famous Waikiki Beach! Included: High-speed free wifi, Smart TV, central AC, full kitchen with...
Kaanapali Alii 41121 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 4112, a stunning ocean view condo that captures the essence of island luxury. From this elevated perch, enjoy sweeping views of the...
** 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...
Aqua Aloha Surf Waikiki 408 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 408 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 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
** 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...
Palms at Wailea Villa 1103 Ocean View 1 BD 2 BA
- Ground floor unit- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 473 square feet deck- Bedroom with 1 king- Queen sofa bed in living area- 1022 square feet / 95 square meters-...
Waipouli Beach Resort Garden View 1 BD 2 BA
Surrounded by lush tropical greenery, this inviting one-bedroom condo offers a quiet island escape. Perfect for two, it features a private lanai and all the comforts of home Garden View 1 Bedroom 2 Bathroom• Kitchen features granite countertops, Wolf cooktop and...
25th Floor Cozy studio in gorgeous Honolulu perfect for your island getaway
Escape to this 25th floor studio in picturesque Honolulu. Enjoy the great views & living area featuring a comfortable double bed & a futon, perfect for relaxing after a day of adventure. The bathroom includes a shower/tub and a hair dryer, adding a touch of convenience...
Stunning Remodel I Kamaole Sands 5-207
Welcome to your perfect getaway in South Kihei! This beautifully designed and recently remodeled condo blends modern comforts with a warm, inviting atmosphere. Perfectly situated in the vibrant heart of the neighborhood, it’s just steps away from one of Maui's most...
2 Bedrm Villa + Balcony w/ Resort View @ Westin Nanea Ocean Villas in Lahaina
Experience Lahaina like a local in this 1260sqft/113sqm two-bedroom villa. The welcoming atmosphere of this phenomenal property will make guests feel right at home. With 2 king beds and a cozy living room with a sofa bed, there's plenty of space for everyone to relax....
New Listing: Waikoloa Hills 1203 – Sleeps 6, Newly Remodeled for Your Stay
Escape to the Big Island in style at Waikoloa Hills 1203, a beautifully updated 2-bedroom, 2-bathroom condo nestled in the peaceful Waikoloa Village community. This freshly renovated space features a brand-new kitchen and bathrooms, stylish new furniture, and crisp,...
Valley Isle 507 Studio Retreat – Enjoy Panoramic Lanai Views Near Beaches
Looking for a Maui getaway where you can relax, explore, and take in the beauty of the island? This 5th-floor studio condo is the perfect place to call home during your stay. Step out onto your private lanai and enjoy breathtaking views of the Pacific Ocean—whether...
Lahaina Roads 304 - Oceanfront - NEW LISTING! "Sale" into Whale Season Discounts!
Lahaina Roads 304 - NEW LISTING Direct oceanfront with stunning views in this beautifully remodeled 1-bedroom, 1-bath spacious condo at Lahaina Roads. Newly re-opened, this oceanfront complex is the ideal vacation spot. Your lanai is perfect for whale watching in the...
HM22 Stunning 22nd Floor Ocean View Cozy Studio
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking corner unit with Ocean View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location...
Kona Hawaiian Resort 2 Bedroom w/ POOL
At Kona Hawaiian Resort in Kailua-Kona on the Big Island's west coast, you'll feel transported to a simpler, unspoiled era. Designed to evoke the charming traditional Hawaiian island ambiance of the 1930s, the resort blends nostalgic details with modern amenities and...
Ka’anapali Royal C102 - Lovely 2BR Golf Course Condo, Easy Walk to Beach
Enjoy your dream getaway in the best of paradise in Maui, Hawaii, with this exquisite 1534 sqft ground-floor condo offering the ultimate in comfort and luxury. Designed to accommodate up to 6 guests comfortably, this home boasts two well-appointed bedrooms, each with...
Royal Sea Cliff Kona Ocean View 2 Bedroom 2 Bath
Surrounded by greenery, this two-bedroom condo offers a peaceful island retreat. Perfect for families or couples traveling together, and it’s just a short drive from beaches, dining, and town. Ocean View 2 Bedroom 2 Bath• Condos located on 6th and 7th floors • Kitchen...
Aloha!Wonderful location right across from the beach, with a wall to sit and enjoy the sunset. Shopping and many fabulous dining spots right at the end of the property driveway. Don't miss Fred's Mexican Restaurant for the ever popular Taco Tuesday!! Yummy tacos and...
Standard One King, Romer House Waikiki, Outdoor Pool, Near Waikiki Beach
This listing is for a room within a hotel.✦ Your room is 202 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Tower 2 Suite 1207 (1-Bedroom Condo) with Pool and Golf Course view
Mountain View Waikiki Condo With 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. This condo has the perfect sleeping...
Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day
Tropical breeze or cool A/C? Your island base has it all.Your tropical hideaway (in a family-friendly neighborhood) is near it all. Walk to restaurants, shops, and the farmers' market. Chill with cool A/C or let the island air flow through the wide-open windows. You'll...
🌴 Hale Azul | Tennis & Pickleball Court | Resort Getaway | AC | 🌴
Escape to a vacation of leisure and luxury at Waikoloa Colony Villas. This contemporarytownhome makes the most of its incredible resort setting where you'll find three distinctive golfcourses, gorgeous beaches and shopping nearby. Your 1,236 square-foot, two bedroom,...
Tucked in one of the most prestigious valleys, this 2/1 fully furnished could be a nice weekend getaway. Enjoy the nice cool breeze in a quiet setting. The unit includes coffee maker, microwave, toaster.
3 Bedroom Princeville Kauai Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This townhouse is situated in Princeville, less than 1 km from Princeville Golf Club Prince Course and 2.6 km from Makai Golf Course and 1.8 km from Sea Lodge Beach. The air-conditioned...
Kaanapali Alii 4512 Bedrooms | 2 Bathrooms | Sleeps 8 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 451, a stunning two-bedroom condo in Maui’s exclusive Kaanapali Alii Resort. This lavish residence offers beautiful views of the...
Kaanapali Alii 11142 Bedrooms | 2 Bathrooms | Sleeps 9 | Ocean View________________________________________Welcome to Unit 1114, a gorgeous platinum-rated condo in Maui's exclusive Kaanapali Alii Resort. This elegant residence showcases breathtaking views of the...
** 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...
This cozy, renovated Ohana (guest house) has 2 bedrooms and 1 bathroom in a comfortable space of about 46 ㎡ (500 square feet) and can accommodate up to 6 people.The private backyard has a BBQ grill, perfect for relaxing and outdoor dining under the stars.Magic Sands...
Sitting about 350 feet above sea level, this stunning property provides unparalleled views of the ocean and over 30 plus miles of unbroken coastline. Great for viewing whales swimming, one of a kind sunsets, stargazing, and moon views. Within 2 minute drive to pebble...
Spacious 1BR Mountain View Suite – Hyatt Kaʻanapali Beach Resort
Experience the beauty of Maui from this 1-Bedroom Mountain View Suite (Lower Floor Band: Floors 1–4) at Hyatt Vacation Club at Kaʻanapali Beach, located on one of the island’s most iconic shorelines. Perfect for couples or small families, this villa offers a serene...
Casa Luna - Beautiful & Stylish Remodeled 4bd, 3bath, 2 kitchens Home in Kailua
This is a newly custom designed and remodeled 4 bdr - 3 bath - 2 kitchens home in one of the best neighborhoods of Oahu and Kailua. I designed this home with lots of love and care with furniture and high quality flooring and materials shipped form the main land and...
Maui Lahaina 1 Bedroom Condo Sleeps 4
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Spacious and Comfortable Condo In The Heart of Kaanapali Beach.1 Bedroom, 2 Bathroom, Sleeps 6 guests-Central AC throughout-Large bedroom with king size bed and sofa sleeper-Spacious...
Royal Kahana Maui 814 Ocean View 1 Bedroom
Enjoy a peaceful stay in this spacious one-bedroom unit featuring breathtaking ocean views. Perfect for families, couples, or retreat guests. Unit 814 Ocean View 1 Bedroom 1 Bath• 8th floor condo with views of the ocean and the island of Lanai • Kitchen includes...
Eldorado L205 Large 2BR Kaanapali Condo Near Beach Access
Eldorado L205 Experience Kaanapali from this Spacious Condo with Partial Ocean Views, Close to the Beach, Pools, and Whalers Village. Professionally managed by Maui Paradise Properties. Welcome to your Maui Retreat: This comfortable 2 bedroom Kaanapali condo offers a...
Kaanapali Shores 746 1BD Resort Condo w/ Garden, Pool & Partial Ocean Views from Private Lanai
Kaanapali Shores 746 Beautifully Updated Resort Condo with Ocean and Pool Views on North Kaanapali BeachWelcome to your Maui Retreat: Kaanapali Shores 746 is a beautifully remodeled 1-bedroom, 1-bath retreat perched on the 7th floor of Kaanapali Shores Resort on West...
Shaka Shack Maui-Ideal Paia location!! Clean Bright 1 bdrm 1 bath ohana with AC
DEAL LOCATION! This clean, bright, air-conditioned "Shaka Shack" cottage offers the best of Maui’s North Shore lifestyle — private, stylish comfort and ideally located in Ku‘au, less than one mile from Paia Town, Baldwin Beach and walking distance to Ku‘au Store, Mama’s...
Prime Ala Moana Location • Modern Monthly Suite/Walk to the mall, Magic Island
Modern Monthly Stay in the Ala Moana AreaEnjoy a comfortable and stylish long-stay experience in this newer high-rise located near Ala Moana Center, the beach, and the Waikiki resort area. This is an ideal home base for business travelers, remote workers, medical...
Ilikai Hotel 805 1-Bedroom Suite in Lovely Waikiki
Luxurious Oceanview Retreat at the Iconic Ilikai Hotel - Unit 805Welcome to your dream Hawaiian getaway at the Ilikai Hotel 805, a private one-bedroom suite located at 1777 Ala Moana Blvd in beautiful Waikiki, Honolulu, HI 96815. Nestled right in the heart of Waikiki,...
The Eastwood Loft Urban Honolulu Hideout - 3 beds - Parking - Convention Center
Welcome to The Eastwood Loft—your urban Honolulu fortress of comfort. This huge 2BR converted commercial space sleeps 6 with 3 premium beds, central AC, chef’s kitchen, and gated parking. Walk to the Convention Center, Don Quijote, dining, Ala Moana Beach Park, and...
Waikiki 22nd Floor Studio Ocean & Mountain Views
This brilliant hotel suite in Honolulu is the perfect spot for your getaway. With a cozy bedroom featuring a queen bed and a bathroom stocked with all the essentials, guests will feel right at home. Enjoy the convenience of amenities like a hair dryer, iron, and AC,...
Mountain-City Views Condo at Allure w/Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Feel free to contact us if you have questions before booking online. If this particular property isn't...
Kiahuna Plantation Resort 190 Ocean View 1 Bedroom
Wake up to shimmering unobstructed ocean views in this one-bedroom condo, located steps from the beach on Kauai’s scenic coast. Ideal for travelers looking for comfort with a view. Unit 190 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
** 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...
Cozy studio in Waikiki across the street from Waikiki Beach
Located in the iconic Foster Tower Condominium, this delightful condo offers guests a nice and serene retreat. With amenities like WiFi, a fitness room, and AC, guests can relax and unwind in this cozy space. The condo is well-equipped for your convenience. Secured...