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.
Stunningly Spacious 4-Bedroom Condo With Extra Large Panoramic Ocean View Lanai
A true hidden Maui gem! Discover the beauty of Ma'alaea while relaxing in this recently constructed 4-bedroom condo, formerly the iconic WATERFRONT RESTAURANT. This very large 2,250 square foot unit includes 2 king beds, 1 queen bed, 1 queen sofa bed, a fold out bunk...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Ocean Views | 2 Units, 4 Bedrooms | HK ML-1327
** 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...
8th Fl Ilikai 1 BDRM – King | Pool | AC
The Space: Furnished suite combining comfort and convenience – the perfect homebase for your island adventures. Bedroom: King bedLiving Area: Full-size sofa bed, TV, ACKitchen: Open kitchen with ample space in cabinets and rice cookerLanai: Spacious 120 sq ft balcony...
Sans Souci 805—Unbeatable Pacific Ocean front King Villa Sleeps 3—8thFL⁓MONTHLY⁓
Sans Souci 805 | Shoreline King Villa + Parking ⁓MTM⁓﹏𓂃𓂃𓂃🏝𓂃 ོ☼𓂃⛱𓂃𓂃𓂃﹏Sans Souci 805—Unbeatable Pacific Ocean front King Villa+ 1 Parking ⁓MONTHLY⁓Coastline Classic: Waikiki Beach Living at a Sans Souci Shoreline 8th Floor RetreatSans Souci 805 is located in Waikiki on...
3-bedroom condo in welcoming Ko’Olina Resort with WiFi, AC. Relax and enjoy
Escape to this cool condo in picturesque Ko’Olina. With 3 bedrooms including 1 king, 1 queen, 1 twin, and 1 full bed, this fantastic property is perfect for families or groups. Enjoy the convenience of AC, WiFi, a washing machine, and more. The 2 bathrooms offer a...
This exceptional 4BR deluxe oceanview offering that pairs two neighboring 9th-floor residences for over 2300 sq ft of combined interior living area. The suites boast spacious floor plans, luxurious finishes, and breathtaking views of the Pacific Ocean and lush West Maui...
Kauai Ocean View Escape | Pool, Hot Tub, Spa Bliss
Welcome to Kauai Beach Resort, the ideal oceanfront hideaway for the vacationer looking for a dream escape to Kauai, The Garden Isle!Highlights:-4 lagoon-style pools, 2 hot tubs & a waterslide-Poolside tiki bar + on-site restaurants-Hawaiian Rainforest Spa, fitness...
Oceanfront Bliss: Luxurious 2-Bedroom Lockoff Villa at Westin Ka’anapali North
Indulge in a slice of paradise with the 2-Bedroom Lockoff Oceanfront Villa at Westin Ka’anapali Ocean Resort Villas North—a stunning retreat perfect for families or groups seeking luxury, comfort, and unforgettable Hawaiian adventures.– Oceanfront Views: Wake up to...
Ka Hale Hau’oli by Gather: Gated North Shore Home w/ Pool+Hot Tub, Lanai & Views
Set above the North Shore coastline in Pupukea, Ka Hale Hau’oli is a private, gated four-bedroom retreat designed for effortless island living. With sweeping ocean views, generous lanais, and a lush forested setting, this escape feels worlds away yet it’s close to...
Kaanapali Alii 11042 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 1104, a beautifully and tastefully renovated two-bedroom, two-bath residence designed for both comfort and style. This spacious retreat...
Relax to the Sound of Waves in This Oceanfront Studio with Beach Access
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for a room within a hotel.✦ Your room is 450 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before...
Beachside Retreat | Walk to Shops & Dining
Summary:Walk to the beach shops top restaurants Stunning garden lanai perfect for coffee wine Ultra-comfy queen beds for a restful sleep Resort-style pool hot tub BBQ area Smart TV high-speed WiFi for entertainment Free parking for hassle-free stays Beach gear included...
Lau'eki Estate at Hualalai Resort - Sweeping Ocean and Golf Course Views ** 2 Golf Carts**
A Sanctuary of Luxury – Lau‘eki Estates at Hualalai ResortDiscover refined Hawaiian living at its finest in this exceptional estate, nestled within the exclusive Lau‘eki Estates at the world-renowned Hualalai Resort. A perfect harmony of tranquility, sophistication, and...
Mountain View Corner Suite at Plantation Hale w/ Pools and Lanai
Mountain View Corner Suite at Plantation Hale – Your Kauai EscapeWelcome to your private island retreat on Kauai's sought-after Royal Coconut Coast. This beautifully remodeled upstairs corner suite (Unit J12) at Plantation Hale Suites offers the perfect blend of...
Newly Remodeled,Central Located, Mountain views, Elevators, Pool, And WiFi.
Brand new listing! this newly renovated ,beautifully decorated, one bedroom, one bath, centrally located condo overlooks Hilo town and has spectacular views of Mauna Kea and Mauna Loa. Walking distance to lots of restaurants, shopping,The Hilo Framers Market and Longs...
Quiet hilltop 3-bed 2-bath home in Hilo with office, outdoor spaces & views
Quiet hilltop home conveniently located less than 5 miles from Hilo’s airport, downtown shopping, restaurants, and farmers' market. Easy access to many island attractions. Wake up to views of Mauna Kea or Hilo Bay. Multiple furnished outdoor spaces allow you to enjoy...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Steps To Ocean | 2 Units, 6 Bedrooms | HK ML-1099
** 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...
Maui Vista 3121 - Upgraded 1 BR/1 BA near Beach
Book with us and come to Maui to explore everything we have to offer!Secluded, quiet, ground floor unit with garden view. 5 minutes to Charley Young Beach. The perfect retreat for an individual or couple. Fully equipped kitchen, two a/c units, large lanai, in-unit...
Royal Kahana Maui Partial Ocean View 2 Bedroom
Relax in this spacious two-bedroom unit featuring partial ocean views and easy access to many beaches. Ideal for families, friends, or couples seeking a comfortable island retreat. Partial Ocean View 2 Bedroom 2 Bath• Kitchen includes microwave, stovetop/oven, coffee...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢:Beachfront Kaanapali Resort+Amenities.1-Bedroom Villa
Visit 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 when you reserve our 1-Bedroom Villa at this Luxury Beachfront Resort - the Westin Kā‘anapali Ocean Resort Villas and Experience the Spirit of Lahaina. Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Spacious Floorplan | 2 Units, 3 Bedrooms | HK ML-1469
** 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...
Kai Lani Gem by Ko Olina and Disney Aulani Resort with Fabulous 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.Welcome to Kai Lani at Ko Olina, an exclusive gated community located just before the main entrance to the...
Oceanfront Retreat! Near Waihee Coastal Dunes and Wetlands Preserve, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Brand New Listing Discount-Kaanapali Eldorado B102-Spacious and Clean-Cold AC
Elegant Ground-Floor Condo at Maui Eldorado in the Heart of Ka’anapaliStep into this stylish ground-floor condo featuring central air conditioning, refined furnishings, and an open floor plan designed to maximize indoor/outdoor living. The epitome of comfort and...
Relaxing dog-friendly home near beaches, private W/D and shared pool
Manawa Ho'omaha | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise with this charming house that has everything you need for a wonderful month-long...
3 bedrooms centrally located in Honolulu
New laminated vinyl flooring through out with double door refrigerator and full kitchen comes with open living room and dinning area with wall mount new flat screen TV. There is rental car available for $34/day and parking stall available.
Sands of Kahana fantastic two bedroom villa
Concierge Realty is proud to present luxury villas at Sands of Kahana.**Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.Please note: Please be aware that air conditioning is not available in...
Waikiki Shore 902 Ocean View 2 Bedroom
Wake up to sweeping ocean views in this beautifully appointed two bedroom, two bath condo, nestled on iconic Waikiki Beach. With room for the whole family and all the comforts of home, it’s an ideal base for your island getaway.Unit 902 Ocean View 2 Bedroom 2 Bathroom•...
Ocean View Studio at Westin Ka’anapali North
🏖 Resort Highlights✅ Directly on Ka’anapali Beach 🌴✅ Heated pools + kids’ areas + waterslides 🏊♂️✅ Access to both North & South resort amenities ✨✅ Beach cabanas, hammocks & oceanfront path 🏖✅ On-site restaurants & poolside bar 🍹✅ Westin Heavenly Spa (on South side)...
Escape to Pahoa! 3 Bed 2 Bath in Hawaiian Beaches
This 4-bedroom, 2-bath Hawaiian Beaches residence offers 3 Roku TVs, high-speed internet, ultimate relaxation, and a fully equipped kitchen. Explore Lava Tree State Park, visit black sand beaches like Kehena and Pohoiki, or discover the Maku'u Farmers' Market. Drive the...
Maui Lahaina 3 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This peaceful, quiet property is nestled into West Maui's Kaanapali hillside on vast beautifully manicured tropical grounds. Onsite amenities include a swimming pool, tennis court, and...
Modern Stay at The Park on Keeaumoku w/City Views & Luxury Amenities
Experience elevated island living from this stunning 1-bedroom, 1-bath condo on the 23rd floor of The Park on Keeaumoku. With sweeping city views, modern finishes, and access to world-class amenities, this home is the perfect blend of comfort, convenience, and...
Royal Kahana Maui 310 Oceanfront 2 BD/2.5 BA
This oceanfront two-bedroom unit provides a serene setting with spectacular ocean views. Great for groups, families, or couples looking to enjoy Maui’s coastal beauty. Unit 310 Oceanfront 2 Bedroom 2.5 Bath• 3rd floor condo with large wraparound balcony with views 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...
Honua Kai Luana Garden Villa 3A 3 Bedroom 3 Bath
Unit #3A Luana Garden Villa 3 Bedroom 3 Bath Garden Villa- Open kitchen concept – Bosch appliances to include induction cooktop, wall oven, counter-depth French Door refrigerator with two freezer drawers, quartz countertops with full height ceramic tile backsplash,...
Wailea Point 3 Bedroom/3+ Bath Oceanview Condominium #2503
Yes, you can enjoy a holiday and vacation stay at Wailea Point, the iconic red roofs on Maui's wonderful southern shore; and at a rate lower than a suite at the Wailea hotels. 2503 just may be the 'best location in the whole property'; with an expansive outdoor lanai...
Fully Renovated Beautiful 2bdrm @ Ilikai
Summary:A fully renovated exquisite 2bdrm unit at the Ilikai. This amazing unit has everything you need. A luxurious oasis with a 1 king size bed in the master bedroom and 2 queen size beds in the guest bedroom with a sofa bed in the living room. A beautiful kitchen...
Park Lane Ala Moana by Gather: Luxury Estate w/ Private Pool & Yard
Park Lane Sunset Resort sits at the intersection of refined design and rare outdoor privacy in the heart of Ala Moana. This three bedroom, three and a half bath estate-style residence offers 2,648 square feet of thoughtfully curated interior space paired with a private...
Kaanapali Alii 4222 Bedrooms | 2 Bathrooms | Sleeps 6 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 422, a gorgeous one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. Expansive windows fill...
** 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...
2 Bedroom Twin at WorldMark Kihei
Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...
Maui Vista 3212 - Inviting 1 BR/1 BA near Beach
Book with us and come to Maui to explore everything we have to offer!This renovated condo is a welcoming retreat. Comfortable furnishings and upgrades will make you feel at home. The living room offers a cozy couch, inviting recliner, large TV, A/C, and an enjoyable...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Studio Value Price | 2 Units, 2 Bedrooms | HK ML-1329
** 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...
Maui Resort Rentals: Honua Kai – 6 Total Bedrooms, 9th Floor Stunning Deluxe Ocean Views!
This rare 6BR offering brings together three neighboring 9th-floor residences, each featuring elegant finishes and breathtaking ocean views from high above the palms. Elevated above the neighboring resort wings, these suites enjoy an unrivaled vantage point, enhanced by...
Kapalua Ridge Villa 2215 Ocean View 1 Bedroom
- 1st floor villa with two stories overlooking Oneloa beach- Stairs between parking and front door- Interior stairs to access Master bedroom- Tile in kitchen, bathrooms and dining room with bedroom carpeted- Granite counters and stainless steel appliances includes...
8th Fl Fairway Villa | Pool | AC | Parking
The SpaceThis studio combines modern touches with island comfort:• Sleeping arrangements: Full-size bed + single sleeper chair (sleeps up to 3)• Kitchen: Fully equipped with full-size appliances and cooking essentials• Extras: Stackable washer/dryer, flat-screen TV with...
This well-appointed studio offers the ultimate Kauai experience for two. Whether sipping coffee on your lanai or strolling along the nearby beach, you’ll love the blend of comfort and unbeatable island views.Studio• Studio kitchen includes microwave, coffee maker, and...
🏖️Fully Air-Conditioned | Updated Top Floor Incl Loft | Ocean Views | vrKCV
vrKCV - Country Club Villas 327, Professionally Managed by Kona Coast VacationsCountry Club Villas 327 – Ocean & Golf Course Paradise in KeauhouExperience the beauty of island life at Country Club Villas 327! This newly renovated (2024) 2-bedroom plus loft condo is...
Marriott's Ko Olina Beach Club, 2 King+Queen Sofa, Mar 14-21, LOW Price!
This lovely 2-bedroom resort in Kapolei is perfect for your escape. With 2 king beds and 1 sofa bed, guests can relax in comfort. Enjoy the fitness room, AC, and heating during your stay. This serene retreat also offers a living room with an additional sofa bed. A great...
Offering an outdoor pool with a sun deck and BBQ facilities, Luana Waikiki Hotel & Suites, is 10 minutes’ walk to Waikiki Beach.A flat-screen TV is included in each air-conditioned guest room at Luana Waikiki. Select rooms offer a balcony, kitchenette or full...