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.
New Listing | Maui Oasis at The Grand Champions unit 53
Forget your worries in the spacious and serene space. This recently refreshed bright, 1 bedroom, 2 bath condo is perfect for up to 4 guests to enjoy all of Maui's luxury establishments within walking distance. Retreat to the ground floor lanai where you will soak in...
Waikoloa Shores Beach Resort #132 Hale Kai
Aloha and E Komo Mai to the Shores of Waikoloa Hale Kai! Step into the welcoming open-concept living area that blends modern amenities with gorgeous furnishings, bathed in natural light that enriches the vibrant tones of the entire retreat. Our Newly remodeled and...
Kamaki House 4bed/3.5bath in Holualoa
Welcome to Kamaki House – your peaceful retreat in the heart of Holualoa, Hawaii. This beautiful 4-bedroom, 3.5-bath family home blends comfort, island charm, and stunning ocean views. Perfectly situated in Holualoa’s lush countryside, Kamaki House invites you to...
Luxurious KoOlina 2-bedroom, 2 bath beach villa located just outside of Honolulu
Discover comfort at our Oahu vacation resort. Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Our Oahu vacation resort is nestled within a beautifully landscaped, gated...
3 BedroomSuite, The Grand Islander Resort
Enjoy the glamour of this stylish, upscale place. Situated in one of the most desirable locations in Waikiki, The Grand Islander is an elegant 38-story tower soaring high above the area's legendary coastline. The Grand Islander offers access to 22-acre Hilton Hawaiian...
Maui Kamaole D211: Bright and open two bedroom condo in S. Kihei across fro
Bright and open two-bedroom garden view Condo. The master bedroom and bathroom are up in the loft which opens up to the living and dining areas. The living room has a vaulted ceiling. The kitchen is open to the dining and living areas creating a large living area. The...
Beautiful central kihei two bedroom (MBG309)
Hawaii Tax ID: TA-156-046-3872-01**Charming 2-Bedroom Condo Across from the Ocean in the Heart of Kihei, Maui**Stay in this delightful 2-bedroom, 2-bathroom condo, perfectly located just steps from the beautiful beaches of Kihei. Situated across the street from the...
Maui Ka’anapali Villas #148: Studio garden view condo
Maui Ka’anapali Villas #148: Studio garden view condo at Beach Front Resort on N. Kaanapali Beach.This newly remodeled condominium is located on the ground floor, giving quick and easy access to the pool. This luxurious studio is furnished with a king-sized bed and a...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
Comprised of two adjacent ground-floor 2BR suites and a neighboring 1BR suite, this luxurious five-bedroom offering is the perfect gathering place for large groups and families. Each suite features an expansive interior, a private lanai with a large adjoining lawn area,...
Kauai Oasis - Luxury 6 BR Kukui'ula Estate with Infinity Pool
Magnificent, spectacular, and amazing describe Kauai Oasis, a brand-new 2024 Kukuiʻula retreat. This luxurious home offers sweeping views of the ocean, Kukuiʻula golf course, Hā‘upu mountains, sunrise, and full moonrise. Watch the Milky Way and meteor showers from...
Kapalua Bay Villa 25G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Large oceanfront lanai off living and dining areas with direct lawn access- Tile floors throughout- Updated kitchen with granite counters and high end appliances – fridge with...
Renovated 1-Bedroom at the Ilikai Hotel!
1 Bedroom Deluxe Yacht Harbor View on the 7th Floor! This condo is located on the 7th floor of the Ilikai Hotel. Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday evening. The Duke Kahanamoku Lagoon is nearby and perfect for the little ones...
Walk to Kalapaki Beach: Condo w/ Ocean & Mtn View!
Banyan Harbor | Saltwater Pool Access | Near Shopping & DiningSay hello to a prime location with 24-hour security and an easy drive to the North and South shores at this Lihue vacation rental. This single-level unit features 2 bedrooms, each with a private full...
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
Kapalua Bliss: Serene Villas in Hawaii's Nature Preserve
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...
Free Parking!! Renovated 1 Bedroom @ Waikiki Banyan
1 Bedroom/ 1 Bathroom / One FREE PARKING (max 6') unit at Waikiki Banyan. The unit can accommodate up to 4 guests. Total of 4 Beds: 2 Full Beds in the Bedroom & 1 Full SFBD & 1 Queen Size SFBD in the living room. 557 living sqft. & 67 sqft. Lanai(Balcony) over looks...
Perch - Seaside Serenity: Oceanfront 1BR Suite
♡ The home is located in Kahana Reef between Kaanapali and Kapalua. Our hearts go out to those whose homes were affected by the wildfires. We were blessed to have been unaffected and we welcome you to stay in our home. The businesses and amenities all around us are...
Remodeled ground floor Kihei condo, walk to some of the best beaches
Welcome to Kihei Akahi C103. This beautifully remodeled ground floor condo is the perfect place to make your Maui memories. This condo is fully equipped to accommodate 4 guests, & has beach gear for your use. There is AC in the living room only, and ceiling fans...
New Listing! Oceanfront 4BR Puamana 9-2
Summary:4 Bedrooms • 4 Bathrooms • Sleeps 8Oceanfront | Gated Community | Private Lanai | Steps to the BeachThe Space:Welcome to Puamana 9-2 - Enjoy our introductory summer rates when you select your dates on the calendar. E Komo Mai (Welcome) to your oceanfront...
Spacious Studio, Perfect Location In Wakiki, Located Near The Beach, Shopping
Enjoy the best of city living with scenic mountain views in this inviting studio on the 35th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of...
The Westin Kāanapali Ocean Resorts / 1-Bedroom
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour...
Oceanfront, Top Floor, Center 2 Bedroom Kaanapali Ocean Resort Villa!
Only Available 12/30/23 - 1/6/24 or 1/6/24 - 1/13/24! Gorgeous Top Floor, Center, Oceanfront 2 Bedroom Kaanapali Ocean Resort Villa!The Westin Kaanapali Ocean Resort Villas. Located on North Kaanapali Beach in Lahaina, Maui! Discover the exotic beauty of this all-villa...
Royal Sea Cliff Kona 429 Partial Ocean View Studio
- 4th floor condo located on north side of the building close to BBQ grills and parking- Private balcony- 1 king bed- 600-650 sqft/55-60 sqm- Maximum 2 persons including children and infants- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher,...
Bright and open one-bedroom ground floor condo at the Maui Kamaole
Bright and open one-bedroom condo located on the ground floor at the Maui Kamaole. This unit accommodates up to two (2) people with a queen bed in the bedroom as well as a full bathroom ensuite. The living room is carpeted and features rattan furnishings with tropical...
Marriott's Kaua‘i Beach Club | Parlor Suite
Summary:Experience the beauty of Kauai from the cozy parlor suite, the resort offers stunning ocean views and easy access to Kalapaki Beach, consistently ranked among Hawaii's best swimming beaches. Enjoy resort amenities including a communal pool and hot tub, and relax...
Spacious 2-bedroom condo with a lanai, on-site pool, WiFi & golf courses nearby
Garden Isle at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in the heart of Princeville, HI! This beautifully appointed condo offers an...
OCEANFRONT LUXURY CONDO AT SUGAR BEACH RESORT MAUI #322 - RARE OPENING !
OUR ONLY HOST FEE IS THE CLEANING FEE!!! CHECK OUR DRIVE OUT PRICE!!!WHEN COMPARING CONDOS - BE SURE TO CHECK - DRIVE OUT PRICES !!!PLEASE ENJOY OUR BEAUTIFUL, RENOVATED, OCEANFRONT CONDO AT THE SUGARBEACH RESORT IN KIHEI, HAWAII. SUGARBEACH RESORT IS THE PERFECT...
Hawaiian Oceanfront Oasis
Summary:Escape to our newly renovated oceanfront property for the ultimate island getaway. Enjoy breathtaking ocean and mountain views right from your doorstep, with easy access to the best local food and famous attractions just minutes away. Experience the perfect...
KBM Resorts | FREE CAR | Kapalua Golf Villa | 1-Bedroom Condo with Ocean & Golf Course views! KGV-17V3
Incredible views from this updated view level unit at Kapalua Golf Villas! Enjoy views of the ocean including lanai & Molokai & forever views of green as the unit sits along the Golf Course.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
Mauna Lani Point F204
Enjoy breathtaking ocean and golf course views from Mauna Lani Point F204, a one-bedroom condo located in the Mauna Lani Resort. This 1,250 sq ft villa is the perfect place for your next Hawaiian vacation. Whether you want to adventure and explore all the Big Island has...
Maui Resort Rentals: Westin Ka'anapali Ocean Resort North Studio Islandview Villa
This island view luxury studio villa sleeps up to 4 with one king sized bed and one queen sized convertible sofa sleeper. It is located in the Westin Kaanapali Ocean Resort Villas North. The villa is equipped with a gourmet kitchenette with granite countertops, a two...
FREE parking ! Waikiki 400sf condo with Kitchen AC
Our fully furnished apartment is on the eleventh floor. It features a clean bathroom, a well-equipped kitchen, a soft queen size bed, a comfortable futon, a height adjustable desk, a private balcony, an EXTRA cooling split air condition, a wall-mounted flatscreen TV,...
Beachfront Oasis with Golf Course Views! Minutes Away from West Maui Mountains
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...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
Ilikai Hotel Lite #1603: Studio condo with Mountain Views
Ilikai Hotel Lite #1603: Studio condo with Mountain Views 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 architecture and...
Classic Room with King Bed – Design-Centric Space
Relax in this stylish 242 sq. ft. room featuring a king bed and distinctive interiors with local art. Located on the 2nd floor, this room offers modern comforts like air conditioning, free Wi-Fi, and a flat-screen TV, making it the perfect space for a comfortable and...
Royal Kahana Maui 708 Oceanfront 1 Bedroom
- - 7th floor condo with balcony- Updated open kitchen with solid surface counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Vinyl plank flooring throughout-...
Kiahuna Plantation Resort 316 Partial Ocean 1 BD
- Third floor unit with ocean views and air conditioning- Bright and airy tropical ambience- Luxury vinyl planking in living, dining and bedroom areas with tile in kitchen and bath- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher,...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 6000 Combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This exceptional 9BR/9BA pairing brings together one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring oceanview suites to provide over 6000 sq ft of combined living interior, perfectly suited to any large group or family. Each...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
Escape to paradise at Pili Mai 2M
Ground-Floor Luxury Kauai Retreat Escape to paradise at Pili Mai 2M, a lovely 3-bedroom, 3-bathroom ground-floor haven that perfectly captures the essence of Kauai's South Shore. Accommodating up to 6 guests, this 1,580 square foot home offers garden and mountain...
Ko'Olina, 2 Bed Ocean View Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
Hale Nalu Waikīkī Oceanview King Bed Island Colony Studio
Island Colony studio recently renovated with traditional Hawaiian style, designed for your comfort!- 30th-floor ocean & Diamond Head views- Walking distance to Waikīkī Beach- Spacious lanai & tropical decor- King bed + queen sofa bed- Fast Wi-Fi (up to 600 Mbps) &...
Charming 2-bedroom house in Captain Cook with WiFi and AC
Make yourself at home in this brilliant 2-bedroom Captain Cook retreat. This superb house offers WiFi, a hair dryer, a washing machine, and AC for your convenience. With 2.5 bathrooms, this pleasant space is perfect for families or friends looking to relax and unwind...
Wonderful South Maui Beach Condo
Ground floor easy access. Cold AC in living and bedroom. 3 minutes to the beach! Surrounded by lush tropical landscape.The property has 3 private pools, 6 tennis courts, barbecue grills, and beautiful landscaping throughout. You can also soak in the sun on the beach; we...
Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay
Nestled in the foothills of Mauna Loa mountain and overlooking beautiful Kealakekua Bay, Luana Inn bed and breakfast offers comfortable and peaceful accommodations to experience the magic of Big Island. The Napo'opo'o road location offers ever-changing breathtaking...
Royal Kahana Maui 615 Ocean View 1 Bedroom
- Royal Kahana is an oceanfront vacation condo resort - Carpet & tile flooring throughout - Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware - Tiled bathroom with walk-in tiled shower - Designated work space desk and printer - 1 king bed...
Third floor resort studio - ocean-view lanai - steps to beachside pool, hot tub
Islander on the Beach 340Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate oceanfront retreat at this premium top-floor condo in Kapaa, Hawaii. Situated in the...