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.
OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!
Situated in the centrally located "Penthouse" building on the 4th floor in a west-facing ocean view corner location with breathtakingly beautiful panoramic ocean and sunset views, this 2.5 bedroom (king bed in each bedroom plus 2 twin beds the enclose-able den that can...
Spectacular Beach Resort Condo - Summer Special - Amazing Views
You will love how close we are to the beaches, shopping, restaurants and central to travel and hiking spots and hidden gems. This second floor 2 bed 2 bath unit has phenomenal mountain views with peak a bay ocean view and located on the Kings golf course. With over...
Includes Beach Gear. Waikoloa Fairway Villas G4
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas G4Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom : Two Full Size BedsLiving Room: Sleeper SofaNew in 2022!Newly...
Last Minute Spacial! Oceanview's on 31st Flr
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk.The daily parking rate is $39.00. Tax(17.962%)...
Spectacular Ocean Views, Luxury Resort-style Home, Waterfront Privacy
NOTE: NO BACK-TO-BACK BOOKING! There needs to be 24 hours between bookings to ensure proper cleaning. Please make sure your check-in or check-out date does not coincide with an existing check-out or check-in date from another booking. When you walk through the front...
Private Hawaiian Cottage w/Pool (30 min to active volcano)!
Are you looking for a relaxed, s-l-o-w vacation in old Hawaii? With a beautiful pool and cabana and a newly remodeled, bright cottage, set amidst lush green jungle foliage, you can’t go wrong! Start with the pool, bar, and cabana! Safe swimming all year round, your...
Maui Resort Rentals: Honua Kai Hokulani 511 - Upgraded 5th Floor Interior Courtyard 2BR w/ Full Ocean Views!
Hokulani 511 boasts an incredible 5th-floor interior courtyard location with full ocean views above the palm trees. Gather, reconnect, and celebrate in this spacious 2 bedroom floor plan which offers an abundance of interior living space with an additional 235 sq ft of...
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park
TMK: 4-2-8-018-005-0001-000This custom designed Hawaiian plantation style cottage is located just off the Brennecke's beach side of Poipu Beach Park, 100 steps to the beach!This spacious house was designed and built in 2013 to be the perfect vacation retreat - its...
SPRING SPECIAL! See Our Location!..Read Our Reviews!..So Many Extras!
Our 'home away from home' townhome is the perfect place to enjoy your vacation! It is luxuriously decorated with top of the line furnishings and orginal art work, yet extremely comfortable and welcoming. Since our townhome is NOT a full-time rental, you can relax in...
Oceanfront at Sugar Beach
Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 10 miles. The smooth sand, gentle waves, and warm water create the ideal swimming experience. And when you are ready to come in, you can relax on our...
Relax by the Sea, in this awesome 2 bedroom Condo
Halii kai is an Ocean front Resort in the beautiful Waikoloa Beach Resort. What sets 16B apart from the rest? Location, amenities and service. I live on Island and can assist with any issues or questions. Halii Kai Unit 16B is right across from the clubhouse. Enjoy the...
Colorful condo by the beach with a washer/dryer, lanai, & on-site pool
Paniolo Hale S3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked away on the beautiful west end of Moloka'i, this sunlit and colorful condo is sure to delight you and your...
Lily's Kona Hideaway-Oceanfront & AC on Demand
Welcome to your Hawaiian paradise! This renovated second-floor condo at Kona Isle blends modern luxury with island serenity. Bright, open spaces and upscale comforts await. Enjoy a solar-heated pool, oceanfront BBQ, and lounge with spectacular sunset views. Soak in the...
Best and Newest Beachfront Listing in Honolulu
THE HOMELAST MINUTE DISCOUNT AVAILABLE FOR AUGUST AND FIRST HALF OF SEPTEMBER. INQUIRE FOR DETAILS. This is a completely modern, sandy beachfront villa in a private and secluded location in Honolulu that is the perfect home and location to get away from it all. This...
NEW Ocean Front Condo w Amazing Views
Coconut Breeze is a studio beachfront condo, it is the epitome of luxury & relaxation. Located on one of the most beautiful islands Maui, our condo offers the perfect blend of comfort and convenience. Imagine waking up to the sounds of crashing waves and stepping out...
Charming & Updated Maui Banyan 2 Bath
Discover Maui at Maui Banyan H109 apartment, a charming 1-bedroom, 2-bath condo steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views. Stay...
DIRECT OCEAN FRONT/GROUND FLR, PANORAMIC DRS, 2 BED/2 BATH EN SUITES, DISCOUNTS
Hali'i Kai is a gated community located in the Waikoloa Beach Resort area, approximately 18 miles from the Kona Airport. Weekly and monthly discounts are available.Our Hale, unit 13, includes fold-a-way Panoramic doors, replacing a traditional sliding glass door that...
Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property
SEE OUR SUMMER SPECIAL LAST MINUTE SPECIAL POSSIBLE This is the perfect SUITE located in the east of the property for an outdoor lover who wants to feel the connection with nature and enjoy of an amazing experience outdoors. you can enjoy the outdoors and prepare a...
North Shore Ocean View Cottage
This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views!The...
🏖️Private Pool | Includes Concierge | Private Beach Access | vrKCV
vrKCV - Ka Milo 226 at Mauna Lani, Professionally Managed by Kona Coast VacationsKa Milo 226 at Mauna Lani Resort: Elegant Island Living with Resort-Style AmenitiesWelcome to Ka Milo 226, your perfect island getaway located in the heart of the luxurious Mauna Lani...
Wailea Elua 1101 - Beachfront Section - Ocean View -1 Bedroom &NewQualitySofaBed
We are a 1 minute walk from the amazing Ulua Beach. You can see and hear the ocean from our condo. Relax viewing the ocean on a private, quiet lanai surrounded by tropical gardens. Earth-friendly furnishings and complete “green” remodel. Gourmet kitchen, spacious...
Deluxe Beachfront Condo. Best of the Best in West Maui!
Aloha, E Komo Mai,This beachfront 3-bedroom 2 bath Kahana Village condominium is a stunner and the most secluded and private unit in the complex. Beautiful and quiet beach mere steps from the unit. New and extensive remodel tastefully appointed and sleeps 6 comfortably...
Direct Oceanfront Valley Isle Resort 1009
Enjoy spectacular unobstructed 180-degree views from our direct oceanfront vacation rental one bedroom condo at the Valley Isle Resort, located on the beach in beautiful West Maui. Swim, snorkel, relax by the heated swimming pool or just enjoy the breathtaking views of...
Ocean, Coastline & Mountain Views from Lanai
Discover the allure of Prince Kuhio #2-7, an elegant and spacious 1-bedroom, 1.5-bath condo. This beautifully appointed unit offers breathtaking ocean and garden views, a luxurious Tempurpedic king-size bed, and a uniquely large, fully equipped kitchen. Relax on the...
KONA REEF D-36 AMAZING TOP FLOOR DIRECT OCEANFRONT PENTHOUSE, AIR CONDITIONING!
Welcome to The Seashore Oasis, a Magnificent Condo - Come Enjoy Paradise! Condo is newly redecorated in a stunning matching volcano and beautiful sunset theme! From our direct oceanfront top floor condo, you can enjoy the close-up sights and sounds of the ocean all day...
Private Pool | Central AC | Fairway Views | vrKCV
vrKCV - Holua Kai 2, Professionally Managed by Kona Coast VacationsWelcome to Holua Kai 2 – Nā Hoʻolaʻa (House of Blessing)Discover your Hawaiian home away from home in this luxurious retreat nestled within the gated community of Holua Kai. Designed with comfort,...
Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location
Located just across the street from the ocean and surf spot, paradise awaits! Fabulous corner unit in arguably one of the best locations on Maui! Across from Charley Young Beach and Kamaole Beaches, you are only steps away from a beautiful beach where turtles often...
WAILEA POINT...BETTER THAN THE GRAND WAILEA AT LESS THAN HALF THE PRICE!
The Best Property for the Best Price at this Exclusive World Class Destination!Make this beautiful condo your next vacation spot!!! Enjoy this gorgeous second floor unit providing a 90 degree view of the ocean. Hear the waves splashing on the sandy shores at night. You...
Great Location! Walk to Everything in South Kihei!
If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the...
Today...Tonight...Turtles...Turtles...Turtles!n
Our condo and area was NOT affected by the fires on the West side of Maui. We never had any damage or fire or smoke. Our harbor is open, the rest of Maui is open.This condo has everything....and more.... you need for your stay in Maui. The bedroom features a king size...
Cozy 1bd condo with all-new furniture
Kauhale Makai 108, nestled along Maui's serene coastline, this inviting 1-bedroom, 1-bathroom ground-level unit offering central A/C, ceiling fans, and tropical views . Unit 108 can accommodation for up to 4 guests. The master bedroom boasts a queen-size bed adorned...
Romantic Getaway, on the East side. Perfect location, with access to everything!
OCEAN FRONT, one bedroom unit which has been redecorated top to bottom. We chose the total traditional island style with rattan and bamboo...from the furniture to the bamboo drapes, which give the whole place a warm, fresh feeling. We used sand style tile to hide the...
Puolani Iki-Sweet lil cottage near National Park
Snuggle into the beautiful Ohia forest. Make yourself at home in your own little rainforest retreat, and wake up to views of the beautiful hapuu ferns right outside your window. This little cutie has everything you need for an east Hawaii adventure!Our little Volcano...
No stairs inside or out! Beautifully remodeled Palms at Wailea 503
Please note the pool and hot-tub will be closed for maintenance Sept 16-19, 2025, reopening Sept 20, 2025.Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom condo in the prestigious Wailea Resort area....
Aloha Pearl - Kona Home with Ocean Views, Pool & Hot Tub
Discover the ultimate retreat for relaxation and rejuvenation in our stunning private home, discreetly located just off the iconic Alii Drive in Kailua-Kona, Hawaii. This exceptional property, designed with an eye for luxury and a touch of island charm, promises an...
Awesome Mauna Kea Condo With Unobstructed View Of Ocean, Sunset, And Golf Course
Enjoy two of the world's finest resorts, the Mauna Kea and the Hapuna Prince, at this 2 bedroom 2 bath luxury 2nd floor condo at the "Kumulani at the Uplands" of the Mauna Kea resort on the Big Island of Hawaii. This peaceful gated community is on the Hapuna/Mauna Kea...
Sapphire Oasis- Heavenly Ocean View and Resort
Summary:As soon as you walk into this 2 bedroom 2 bath condo, you'll feel it. The sounds of the waves will lull you immediately. The striking panoramic view will have you feeling like you're in the endless blue ocean. And as you rest on the lanai, the fresh island...
Garden Home at Botanical World Adventures nTwo Bedroom Three bathroom
Hale Mala Pua (Garden Home) is the perfect place for family and friends to gather or for a romantic getaway on the stunning Hamakua Coast. This spacious plantation house (2,200 square feet) is located just north of Hilo in the lush and tropical Gardens at Botanical...
Relaxing Beachfront Retreat - Sugar Beach #235 - Your Perfect Getaway!
Sugar Beach #235 - Your Beachfront EscapeWelcome to Sugar Beach #235, a charming beachfront condo offering stunning views of Kahoolawe, Molokini, and the Pacific Ocean. Located in North Kihei, this serene getaway provides all the amenities for a relaxing and memorable...
Ocean Front, Luxury, Ground Floor, Polo Beach 102
It is time to enjoy spectacular beach front living, warm water, soft sand, and incredible sunsets from our ocean view ground floor 102 condo. Our 5 star, two bedroom unit has been remodeled with warm Koa wood cabinetry, South African granite counter tops, updated...
Kuilima East Condo
Permit # 2212-CCH-0655Aloha!This legal non-smoking unit is located at Kui'lima East Condo's at Turtle Bay Resort on the famous North Shore of Oahu. Situated next to the 17th hole of the Fazio course, this spacious 820 square foot one bedroom, two full-bath unit has...
Waipouli Beach Resort #F204 - Ocean View 2 Master Bedroom + 3 Bath Condo w/ Pool
Welcome to the oceanfront paradise on Kauai at Waipouli Beach Resort Unit F-204! This unit is a 2 Master Suite bedroom with 3 full bathroom floorplan. Each Master Suite comes with a smart flat screen television, balcony, dresser and double sink bathrooms equipped with...
Kaanapali Alii | 163
Upon entering Kaanapali Alii 163, you immediately notice the beautiful wood floors that fill the living room, kitchen and dining room. The open floorplan of this two-bedroom plus sleeping den vacation rental is conducive to sparking conversation and sharing experiences...
Fairway Villas At Waikoloa Beach Resort#I24: Gorgeous Top Floor 2 bedr/2 Bath
Welcome to your paradise retreat tucked away in a serene enclave of Fairway Villas at Waikoloa Beach. This villa offers a haven where you and your guests can unwind amidst gentle breezes and breathtaking views. This clean and attractive villa has attractive decor &...
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Coco Cottage at Poipu Beach is a classic, sugar plantation-style home located on the sunny south shore of Kauai. Completely rebuilt, it offers beautiful furnishings, a fully equipped kitchen, full-size washer and dryer, two air-conditioned bedrooms, each with a...
Kukui'ula Country Club Villa with Private Pool
Welcome! We hope you enjoy a fabulous stay with us in this picturesque Hawaiian home! Managed by LoveRentals and your on-site host, Lauren. Featuring some of the most luxurious amenities and features possible, this exclusive home in Kukuiula Country Club is perfect for...
❤️PiH❤️ Peaceful Paradise ★ Private Pool and Spa ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Peaceful Paradise, in our Hawaiian Luxury Collection. Peaceful Paradise is a wonderful new large single level 3 bedroom, 2 bathroom home. This home is an amazing family retreat in the...
🏖️Amazing Ocean, Golf & Sunset Views | Great Location | vrKCV
vrKCV - Hali'i Kai 8G, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 8G – Your Perfect Getaway!Aloha! Nestled within the stunning oceanfront, gated community of Hali'i Kai in the Waikoloa Beach Resort area, this beautiful two-story townhome...
Luxe Townhome, Ocean Views, Relax by the Pool
- Luxurious two-story townhome with a private elevator and sleeps 10 comfortably- One of the few villas offering both pool and ocean views- Prime location near the pool and just minutes from the beach- Hotel-quality beds with luxury linens- Private lanai with seating, a...