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.
Mauna Lani Point G202
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...
Kaanapali Alii 4112
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...
Whaler | 3 Free Rental Cars | KBM Resorts | Ocean View 2-bedroom Unit At The Whaler Resort | 3 Units, 4 Bedrooms | WH ML-1592
** 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...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suite | 2 Units, 3 Bedrooms | KBV ML-2014
** 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,...
VI 507 Maui Studio Retreat – Enjoy Panoramic Lanai Views Near Beaches, Shopping & Restaurants
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
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...
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...
Awesome Kihei Beach Suites
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,...
Cozy quiet retreat
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 451
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 1114
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...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 2 Bedrooms | KBV ML-1531
** 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 Happy hill inn
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...
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...
Experience luxury at Eldorado L205: a spacious 2BR condo in West Maui!
Eldorado L205 Experience Kaanapali from this Spacious Condo with Partial Ocean Views, Close to the Beach, Pools, and Whalers Village Welcome to your Maui Retreat: This comfortable 2 bedroom Kaanapali condo offers a relaxed island getaway with partial ocean views and...
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...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 3 Bedrooms | NAP ML-1550
** 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...
Maui Resort Rentals: Honua Kai - Luxurious 7th Floor Interior Offering, 3 Total Bedrooms, Stunning Ocean Views plus XL Wrap-Around Balcony!
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 boasts breathtaking views of the tranquil Pacific from its desirable corner floor plan and an incredible...
Waena Inn Unit 4 – 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
**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,...
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...
Unique, private and central
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,...