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.
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.
Volcano Retreat - 2BR + Enclosed Bonus Room & Workspace, 6 Min to Volcano Park
Welcome to Kamalani Lodge, a cozy and well-appointed retreat designed for comfort and relaxation, just a short 6-minute drive from Hawai‘i Volcanoes National Park.After a day of exploring, unwind in the living room with a warm gas fireplace and a 65” TV—perfect for a...
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...
Marriott's Maui Ocean Club-Tower-Two Studio Villas
Summary:Nestled along the pristine shores of Maui, this tropical hideaway immerses you in serene landscape. The soft sands, turquoise waters and lush rainforests set the scene for an unforgettable Hawaii vacation. This is an ideal vacation retreat, boasting spacious...
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 Beach Welcome 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...
Aloha Surf 706 — Central Waikiki Queen Studio-Suite w/Sofa-Bed&Kitchen ⁂Sleeps 3
Legally Permitted vacation rentalOahu, Honolulu, WaikikiAloha Surf 706-444 Kanekapolei StWelcome to our Studio-Suite in Aloha Surf Condotel in Honolulu, Hawai'i! Just a few blocks from Waikiki Beach and Central City vibes.Included in this room is 1 Queen Bed & 1 couch...
NEW! Relaxing 2-Bedroom Ocean View Oasis w/ Pool!
Summary:Now offering All-Inclusive Pricing with No Guest Service Fees! Enjoy island living at our beautiful 2-bedroom condo in the oceanfront Lae Nani Resort on Kauai. Wake up to stunning ocean views, relax by the pool, or step directly onto a swimmable beach just...
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...
Kaanapali Maui Eldorado Garden View 1 Bedroom
Surrounded by tropical greenery, this condo offers a serene garden view and golf course setting. Just minutes from the beach, it’s perfect for two to four guests and features a full kitchen, cozy living area, and private lanai. Garden View 1 Bedroom • Kitchen includes...
This exceptional paired offering combines two neighboring suites to create an elevated 4BR retreat designed for effortless island living. Suite 113, widely regarded as Honua Kai’s premier two-bedroom floor plan, offers 1325 sq ft of beautifully appointed interior space,...
This tandem offering combines two best-in-class suites, each boasting stunning ocean views from a fantastic 7th-floor vantage point. The 2BR deluxe oceanview suite, Konea 739, boasts breathtaking views of the tranquil Pacific from its desirable corner floor plan and an...
Unit 4 Waena Inn – 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...
Marriott's Kaua‘i Beach Club | Two-Bedroom Villa
Summary:Discover paradise at Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach in Lihue, Hawaii. This beachfront resort offers breathtaking ocean views and access to a variety of amenities. Enjoy the resort's communal pool, hot tub, and proximity to a...
Ilikai Hotel & Luxury Suites JRSO-1: Luxury Jr Suite w/Sunset Ocean Views
Ilikai Hotel and Luxury Suites: Luxury studio with Sunset Ocean View and 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...
Charming 2-bedroom condo with WiFi, AC in tranquil Lahaina
Designed for relaxation and luxury, our condo features:✔ 2 Bedroom / 2 Bathroom – King-size bed, Queen-size bed, both with premium linens for a restful sleep. Note: Air conditioning is available in the upstairs lofted room. All other rooms have ceiling and portable fans...
Sans Souci 303 ☘ Beachfront Studio Condo —Monthly Rental
Monthly Rental.A highly desirable 3rd Floor Beachfront Studio with Full kitchen above the Golden sands of Kaimana Beach located on the 'Gold Coast' area of Oahu.The condo offers a bright and clean kitchen, hard surface floors and an open floorplan that includes a...
Tucked away in the heart of nature, awaken each morning to the soothing sounds of birdsong.The Hau‘oli House is truly a house of joy—a place where friends and family come together to celebrate life. It’s a home where simply sitting outdoors fills you with peace,...
3 Suites Close to Waikiki Beach | Enjoy Morning Breakfast at Your Balcony
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Maui Luxury Escape: 2BR Upper Ocean View Villa – Hyatt Kaʻanapali
Elevate your Maui getaway with this 2-Bedroom Ocean View Villa – Upper Floor Band (Floors 9–12) at Hyatt Vacation Club at Kaʻanapali Beach, offering sweeping panoramic views of the Pacific and the luxury of one of Kaʻanapali’s most sought-after resorts. Ideal for...
Waikiki Shore Ocean View 2Bedroom 2Bath
This rare ocean view two bedroom, two bath condo offers a front row seat to Waikiki Beach. Located in the only condo building right on the shoreline, it’s perfect for up to six guests looking for space, comfort, and unbeatable beach access.Ocean View 2 Bedroom 2...
Aqua Aloha Surf Waikiki 410 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 410 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...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2285
** 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...
Remodeled 1 bedroom Kihei gem close to beach
Welcome to Maui Vista 2121. This coastal remodeled 1st floor 1 bedroom condo is located in the heart of S. Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street to get to Charley Young beach which connects to Kamaole I...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Exceptional Value | 3 Units, 6 Bedrooms | HK ML-1445
** 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...
Breathtaking ocean-view condo, with pool, hot tub, balcony, central AC, & WiFi
Lahaina Shores 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lahaina Shores Beach Resort proudly stands after the 2023 fire and has reopened following a full renovation. Guests...
Kaanapali Alii 2912 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________This stunning Maui ocean-view condo on the ninth floor features one bedroom and a fully enclosed den that comfortably serves as a second bedroom. From the private...