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.
The Whaler Resort - 314 - Garden View Studio
Garden View Studio featuring a king size bed, fully equipped kitchen, dining area and private balcony. The unit is over 500 square feet and has all the amenities needed for your vacation in paradise. The spacious unit is conveniently located steps from Ka'anapali Beach...
Beachfront Home
Get away from the hustle and bustle of Waikiki and come to the Windward side of Oahu.Please note:-There's a third, 2 tenant-occupied unit onsite. The tenants do not access the lanai area unless absolutely necessary. -Absolutely no unregistered guests are allowed on the...
Ocean Front Condo, Modern & Bright
Location is key for our newly renovated 1 bedroom sunny South Kihei unit. Watch spectacular sunsets and whale watch from the comfort of your second story lanai. Experience island life at its best! Shopping, dining, surf lessons, and great beaches are all within walking...
Family-Friendly Room! Pool View, Full Kitchen! Near Waikiki Attraction!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Enjoy breathtaking views of Fort DeRussy Park while indulging in local activities like lei-making classes and wine nights. Explore nearby treasures such as the Royal...
Oceanview updated condo w/AC on a 6 mile stretch of sandy beach
Welcome to Nani Kai Hale 305. Enjoy an ocean view from your private lanai. Feel right at home in this updated condo with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can...
Luxury fantastic ocean view huge private pool/spa, central AC, walk to the beach
This luxurious, beautiful, and amazing ocean view retreat is located within walking distance to beaches, just 10 minutes from downtown Kona, which offers many shops, restaurants, the farmers market, the pier, and beaches. The airport is only 20 minutes...
Royal Kahana Maui 203 Garden View Studio
- 2nd floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and bathroom;...
Royal Kahana Maui 1005 Ocean View Studio
- 10th floor condo with balcony on north side of building- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Bathroom with walk-in tile shower and granite vanity- 1 king bed and 1 twin sofa bed- 431 Square feet / 40 Square...
BMB 1204 Ideal Hawaiian 1-bedroom apartment steps to beach in Honolulu with Pool
Our Hawaiian getaway awaits! Experience the best of Waikiki in our centrally located 1 bedroom vacation rental! Bamboo 1204 is nestled on Kuhio Ave just block to Waikiki Beach! Embrace the comfort of a Queen Bed (in bedroom) & a Futon in living area, full kitchen, quiet...
Pele's Breath Jungalow Near Kilauea Volcano
Your cozy getaway awaits in Mountain View at this cozy bungalow. This charming retreat features 1 bedroom with a comfortable queen bed, a well-equipped bathroom with a bidet and shower, and convenient amenities like WiFi and on-site laundry. Nestled in a peaceful...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at Poʻipū Beach.Check out 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 for 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 An additional savings...
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily Housekeeping
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily HousekeepingThis desirable corner 3 bedroom, 3 bath split-level townhouse style villa offers gorgeous views of the Pacific Ocean, Haleakala on Maui Island, Jack Nicklaus Golf Course from both upper and lower...
Cozy studio in awesome Kaaawa with WiFi, AC, fitness room
This memorable studio is the perfect home base for your trip to Kaaawa. Nestled in a beautiful setting, this quaint retreat offers a cozy living room with a queen bed and futon, ideal for unwinding after a day of exploring. The bathroom is stocked with all the...
Elegant, modern condo in Waikiki
_________________________THE PROPERTY:Indulge yourself in the best of both worlds: an upscale, modern condo surrounded by the beautiful nature of Hawaii. Walking distance to Waikiki Beach, Hilton Lagoon, Ala Wai Yacht Club, and Magic Island. 2 bedroom, 3 beds, 2 bath...
Waialua Beachfront Estate – Tranquil North Shore Getaway with Ohana Charm
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.This stunning property is now accepting...
New Listing! 3 bed AC POOL GYM IN SUNNY POIPU
Welcome to Pili Mai 8A, a stylish 3-bedroom condo in Kauai’s exclusive Pili Mai resort. Overlooking the lush landscape and Kiahuna Golf Course, this single-level retreat is just minutes from Poipu Beach, shopping, and dining. Designed with classic plantation-style...
Fabulous condo with 2 lanais, pools, hot tubs, tennis & gym - near beach
Waikoloa Colony Villas 1004Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own piece of paradise at this stunning two-story villa located in the prestigious Waikoloa...
Stylish and spacious two bedroom home in paradise
Retreat to this family-friendly home in the hills, located on a one acre property just a 5 minute drive from the world famous surf breaks of Oahu’s North Shore.Start your morning with espresso from the Delonghi machine, or a smoothie from the Vitamix blender. After a...
Deluxe oceanfront studio with A/C
Noelani 217 is a tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio features A/C, a fully equipped kitchen with plenty of counter space, a comfortable queen bed, and a walk-in shower. There is a shared laundry facility...
2x Oceanfront Two Doubles Room at Park Shore Waikiki
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Napili Ridge condo in a great location with patio, pool & grill access
Napili Ridge C3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Paradise at this Serene Maui BungalowTucked away near the end of a quiet street, this peaceful ground-floor...
Tranquil Deluxe City View Studio w/AC and WiFi - Waikīkī Grand #518
Castle at Waikīkī Grand #518 - This Deluxe City View Studio w/Kitchenette is a 363-square foot, on the 5th floor, and offers guests a peaceful retreat after exploration. Suited for solo travelers, active couples, or a small family, it includes all the comforts you...
Charming apartment in delightful Koloa with fitness room, AC, WiFi
This amazing apartment in Koloa is a hidden gem waiting to be discovered by guests.Charming, newly updated condo with AC, just steps from the ocean. Blending historic Hawaiian plantation style with modern comforts, this serene retreat is perfect for families,...
Wyndham Bali Hai | 3BR Suite with Resort Access
Summary:Wyndham Bali Hai Villas | 3BR/3BA Balc King Suite• Size: 1459 - 1459• Kitchen: Full• Baths: 3• Accommodates: 8 Guests• Beds: King Bed - 2 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit• DVD Player•...
Luxury Private Villa - 180° Sunset Views - 3 Acres
Enjoy the best sunset views on the island from the pool, hot tub, or lanai. Located in the highly coveted Makalei Estates and standing on 3.11 acres of botanical bounty and gardens, this home has everything you could possibly desire: privacy, peacefulness, and luxury.A...
Two Oceanfront Stay with Infinity Pool | Ideal For Family Getaway
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Wyndham Ka Eo Kai | Five 2BR Suites - Sleeps 30!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Royal Kahana Maui Ocean View 1 Bedroom
Ocean View 1 Bedroom- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Bedroom with 1 king bed or 1 queen bed- Single sofa bed in living area- 777 square...
Waikiki Surfer's Paradise! Classy Studio w/Parking
Waikiki surfer's paradise on the 22nd floor of the Marine Surf. This unit is fully equipped with what you need to relax after a day of surfing, sightseeing or beach fun. The west facing lanai boasts partial ocean, city and mountain views. On Friday nights enjoy the...
Waipouli Beach Resort Oceanfront Royal 2 BD 3 BA
Ocean Front Royal 2 Bedroom 3 Bath- Spacious condo with full kitchen includes granite countertops, Wolf cooktop and convection oven, microwave, 2-drawer Fisher-Paykel dishwasher, full size Sub-zero refrigerator, coffeemaker, blender, toaster, cookware and tableware-...
Comfort and Relaxation! Charming 2 Bedroom with Full Kitchen
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
NEWLY LISTED: Secluded Tree House Hideaway 2-bedroom duplex in Honolulu!
Secluded Hideaway in the Woods - Private, Peaceful DuplexDescription:Welcome to your Tree House, a magical retreat nestled in the lush forests of Oahu, Hawaii. This newly renovated unique home offers a secluded escape into nature with all the modern comforts you...
Kona Sunset View Getaway
Welcome to our dreamy Kona getaway! This newly refurbished, luxury retreat is designed for relaxation in the heart of Kailua Kona. Perfect for group or family trips. Walking distance from Kona's best restaurants and incredible sunset views. It provides easy access to...
CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio
Summary:CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio• Size: 711 - 881• Kitchen: Partial• Baths: 1• Accommodates: 4 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1Room Amenities• Hairdryer• In Room Safe• Washer/Dryer In Unit• Broadband...
Tropical Retreat w/ Outdoor Pool, Free Parking, Steps from Papaloa Beach!
Step into a world of relaxation, surrounded by swaying palm trees and vibrant hibiscus blooms. Your spacious suite features a full kitchen, separate living room, and private lanai. Refresh yourself in our sparkling outdoor pools, perfect for relaxation or family fun....
Large 3-bedroom Villa in beautifulLihue, HI…that opens wide to fabulous views.
Stay comfortably in Lihue, Kuaui at this amazing 3-bedroom resort. Each bedroom features a king bed for a pleasant night's sleep. With 3 bathrooms offering a jetted bathtub and shower, guests can relax and unwind. An additional living room with a queen bed provides...
Hale Kaimana Breeze by Gather: 3BR Oceanfront Escape w/ Stunning Views
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
153-1 Relaxing Puamana 2BR + Loft | Steps to Shoreline
Welcome to Puamana 153-1, a two-bedroom + loft townhome in the tranquil, gated Puamana community just south of Lahaina. Set on 30 private oceanfront acres, Puamana offers a peaceful alternative to high-rise resorts—just steps from the shoreline and perfectly located...
Island Colony 1-Bedroom Suite with full Kitchen and City View
Waikiki Serenity in the Heart of Honolulu at Island Colony Apartment 1520Welcome to your tropical retreat at Island Colony Apartment 1520, a 1-bedroom suite with a full kitchen and city view. Located in the heart of Waikiki at 445 Seaside Ave #1520, Honolulu, HI 96815,...
Hale Malie – South Kauai Villa with Ocean Views
*Please note that this private home requires a minimum stay of 30 nights for bookings online. If you are interested in a shorter stay, please call our reservations team to discuss options.Feel a sense of serenity wash over you the moment you step inside your Hale Malie...
Hainoa Villa 2903B
Extensively renovated, this contemporary 2 bedroom, 2 bath single-level upper corner floor villa is the perfect blend of luxury and sweeping ocean views. A spacious primary suite also features majestic ocean views overlooking the entire resort and is complete with a...
Discover renewal and relaxation or golf in 2-bedroom resort in Waikoloa
This spacious two-bedroom, two-bathroom golf course view suite with lanai, located on the first floor, features a large primary bedroom with a king-size bed and bathroom with a free-standing shower and separate soaking tub. The second bedroom is furnished with two...
Cute Kihei Cottage - Large Outdoor Deck
Permit #STKM 2018/0006Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this intimate, one bedroom cottage with split AC system awaits! Whether you decide to dance to vintage vinyl, try a new recipe, or play the ukulele,...
Papakea Resort - Beautiful Ocean Views! 1 BR w/AC
Enjoy stunning sunsets and whale watching at this centrally-located condo. Centrally located in West Maui, this beautiful condo is ocean front! The living room includes a queen sleeper sofa, with a king bed in the cozy bedroom. Located close to world-class beaches,...
Waiulu Villa at Hualalai Resort: Modern 3BR Villa w/ Lanai, Golf Carts & Pool Ac
The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...
Mauna Lani Point | F303
Located within the prestigious Mauna Lani Resort on the stunning Big Island of Hawaii, Mauna Lani Point F303 offers a luxurious two-bedroom, two-bath retreat. Exquisitely renovated and decorated, this residence boasts panoramic ocean and golf course views, and seamless...
Marriott Ko Olina Beach Club Ocean Front resort 2 Bedroom Villa.
Great for families! Enjoy a luxurious stay for a fraction of the cost. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their resort confirmation # just as if they had booked directly...
Kaanapali Alii | 485
Because Kaanapali Alii 485 is a corner unit, half of the walls that make up the living room, kitchen, and dining room are covered with floor-to-ceiling windows or transparent sliding doors. Enjoy constant views of the West Maui Mountains, manicured Kaanapali golf...
Stylish Apt with Amazing Views
Kick back and relax in the calm, stylish space. The Aloha Vibes apt was created to recharge your energy from the outside world. The perfect set up for remote workers or vacationers. Start your day sipping your coffee and watching the sunrise and gorgeous view from the...
Relaxed Island Living | Parking, Workspace, AC, WD
Welcome to this comfortable and modern 3-bedroom, 2-bath retreat in the heart of Ho‘opili. With an open-concept floor plan, a spacious kitchen, and a peaceful covered lanai, this home offers the ideal space for a relaxing extended stay. Enjoy access to community...