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.
Papaya & Palm - A Private Tropical Oasis
Come and relax in this private guest home on the western slope of Mauna Kea, Hawaii's oldest dormant volcano. Centrally located and just 15 minutes from the island's best white sand beaches and renowned resorts, this space makes the perfect home base for all your Big...
Maui Parkshore 208: Beautifully renovated 2 bedroom ocean view condo on Maui
This attractive 2-bedroom, 2-bath S. Kihei vacation rental overlooks the pool area and offers ocean views beyond. Recent renovations in the kitchen included new cabinetry, granite countertops and backsplash, stainless steel appliances, and fixtures. The bathrooms have...
Kamaole Sands 10-410: Ocean View 2 Br near Kamaole Beach Park III
This Aloha themed two-bedroom S. Kihei vacation rental located on the 4th floor has all the ingredients for a memorable stay on Maui. The sunlight and wide layout of the living room create an ideal space to sit back and enjoy the flat screen television. There are also...
Kihei Akahi D-615: Top Floor Two Bedroom Condo with Expansive Views
**PLEASE NOTE: NEIGBORING UNIT D616 WILL BE UNDERGOING RENOVATION FROM 01/05/26 - 03/20/26. EXPECT NOISE**This 2-bedroom, 2-bath, 7th-floor newly remodeled Maui vacation rental offers a level of luxury and convenience few can compete with. Tastefully furnished, the home...
Shores at Waikoloa Unit 101: Ground floor 1 br in the Sandalwood Tower
Located in the Sandalwood Tower, this ground-floor corner unit Hawaii Island vacation rental offers plenty of natural light to brighten up your Big Island vacation. Between the open-concept living area or open-air lanai you are sure to find your perfect piece of...
Admired Poipu beach house in a perfect location, now a vacation home!
Stay in this beautifully designed vintage Hawaiian style home 350 feet from the Brennecke's Beach side of Poipu Beach park, in the heart of Poipu. Spacious lanais and outdoor living gives everything Kauai has to offer, as well having your private gate leading to the...
NEW!!! DIRECT OCEANFRONT SUNSETS and crashing waves!Newly remodeled! GORGEOUS
**Boutique Beachfront Condo in Kona - Top Floor Studio**Welcome to the only beachfront condo complex in Kona! Renovated 11/2023 This top-floor studio (3rd floor-no elevator) offers the perfect Hawaiian retreat, just steps from the iconic Magic Sands Beach. Enjoy...
4 Bedroom Mountain View Condo at Pili Mai!
Pili Mai is located along the Kiahuna championship golf course and is the ideal location on the island of Kauai's south shore in Poipu Beach. This luxurious 4 bedroom 3.5 bathroom corner end unit is the perfect spot for touring the island and relaxing after a day at the...
Alii COVE#S-1: Beautiful 2 Level Spacious 3 Bedroom with AC!
Alii Cove#S-1 is an excellent beautifully furnished option for your Vacation. This VERY spacious, 2 story 3 bedroom, 3 bath unit has fantastic features that many guests enjoy. A perfect option for up to 8 people! ~Largest Floor Plan in Alii Cove. Living Area, Main...
Kona Makai 6303: Tropical Retreat 1BR w/ Ocean Views, Pool & Gym
Perched on the top floor of the beloved Kona Makai community, Kona Makai 6303 is a remodeled 1-bedroom, 1-bathroom oceanfront condo with a bonus loft. Featuring sweeping ocean views, breezy lanai dining, and resort-style amenities, this retreat is perfect for couples or...
Newly renovated beachfront paradise steps away from the tranquil shores of Anini Beach!
Just steps from the sand on Anini Beach, this spacious 3 bedroom home was JUST remodeled! With luxury furnishings and a gorgeous kitchen that will make even chef's mouths drop, this home is a true oasis on Anini Beach. Located near the end of Anini road, this home's...
Mauna Lani Beach Club Pass! 906 Fairways at Mauna Lani
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 906. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedMauna Lani Beach Club Pass:...
Modern, 29th Fl, View, Legal
Prepare to fall in love! The location of this privately owned, snug 212 sqft studio at the Hawaiian Monarch Hotel is simply perfect, with all the Waikiki attractions within easy walking distance. You'll be delighted to know that the beach is just a short 10-minute...
KING BED, Spacious, Legal, VIEW
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...
KBM Resorts | FREE CAR | International Colony Club | 2-Bedroom Cottage, True Essence of Hawaii! ICC-11
** 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...
❤️PiH❤️ Island View ★ Ocean & Mountain Views ★ Hilton Pool Passes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Island View at KaMilo, a wonderful 4 bedroom home that sleep 10.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to add Island View to our...
Kaunakakai Condo w/ Private Lanai & Ocean Views!
Spend your next memorable Hawaii getaway in your own personal paradise when you book this Kaunakakai vacation rental on Molokai! Located in the Wavecrest Resort, this 1-bedroom, 1-bath condo offers convenient access to a number of on-site amenities, including oceanfront...
Exquisite Oceanfront Wailea Beach Villas B202
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!This property is hotel zoned, and not being affected by the recent proposed legislation.Be one of the first...
❤️PiH❤️ Sun Ray Retreat ★Ocean & Sunsets Views★Optional Mauna Kea Hotel Privileges
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sun Ray Retreat, a part of our Hawaiian Luxury Collection. Sun Ray Retreat at the Mauna Kea Resort Kumulani complex has stunning views of golf, ocean and sunsets. This three bedroom upper-level unit is...
Kona Condo with Ocean Views, Pool, A/C & Near Golf
Huaka’i Haven – Oceanview Condo Retreat Along the Kona CoastWelcome to Huaka’i Haven, a serene and stylish split-level condo perfectly located along the breathtaking Kona Coast of Hawaii’s Big Island. This 1-bedroom, 1-bathroom vacation rental offers 714 square feet of...
HOKU'EA HALE Oceanfront Private Home with Hot Tub
Welcome to Hoku'Ea Hale, a very private oceanfront residence featuring spectacular ocean views, ocean entry and abundance of covered outdoor living space. Every room opens to the outdoor ocean, where you'll experience tropical paradise and unparalleled views of the...
❤️PiH❤️ BLUE TRANQUILITY ★ E-Bikes ★ Golf Clubs ★ Heated Private Pool & Spa ★
Enjoy Big Ocean Views, Hapuna Estates Amenity Center with Waterslide, Fitness and covered Hale's ** NEWLY ADDED ** Enjoy Blue Tranquility's 2 Adult E-bikes & Complimentary set of Men's and Women's Golf Clubs. Welcome to Blue Tranquility, a guest favorite, exquisite 4...
🌈 aLOooHA! 🏖 Happy Hawaiian Holiday! 🌺
🌺 Aloha and welcome to sunny Kihei! Our modern and well equiped, air conditioned 1 bedroom condo is located just south of the brand new Hilton Grand Bay Villas Resort and is situated directly across the street from the beach. Our home is within short walking distance to...
Honolulu Condo Stay w/ Balcony: Walk to Beaches!
Embark on your next island adventure and stay at this Honolulu vacation rental located in the Chateau Waikiki community! When you stay at this 1-bedroom, 1-bath condo, you’ll have access to community amenities like outdoor pools, a game room, a fitness center, and more....
Includes Beach Gear! N24 Waikoloa Fairway Villas
Waikoloa Fairway Villas N24This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : King Bed (can be converted to Twins for $50 fee with advance...
Charming 1bd gem with oceanfront views
Noelani 207 is a 1-bedroom, 1-bathroom condo featuring amenities such as panoramic ocean views, air-conditioning, and a washer/dryer. The condo can accommodate up to 4 guests with a California King-size bed in the bedroom and a queen sleeper sofa in the living room. The...
MRR Presents Kaanapali Ali'i 474 - Gorgeously Remodeled 3BR w/ Stunning 7th-Floor Direct Ocean Views!
This gorgeously remodeled 3BR residence boasts a spacious floor plan and direct ocean views from a stunning 7th-floor interior courtyard location. Enjoy over 1800 sq ft of interior living area, an expansive private balcony, and elegant upgrades throughout, including...
Luxury Living near Pearl HARBOR/CAMP Smith, Home "G", Golf Course Views, AC/EVSE
Welcome to Quiet Hillside Perfection overlooking the Greens at Golf Ridge Homes!Discover your ideal, fully furnished, quiet 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers or corporate construction...
North Shore Beach House with AC, 30 day rental
LOCATION:**Message for special dates and availability not shown in the calendar**If you’re you looking for perfect white sand beaches with clear turquoise water & close proximity to everything in the North Shore, this is the place for you. Directly across the road is...
Renovated Studio Steps from the Beach & Pool - A/C
Relax at our newly remodeled condo for an unforgettable Hawaiian vacation: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout curtains✓ 2 pools + 2 hot tubs + BBQs + reservable tennis court✓ Beach chairs, umbrella, cooler, and beach towels✓ Strong AC✓...
Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
KLVR welcomes you to Luana Garden Villa 6B, short walk to the beach Honua Kai
Kaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortKaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortLuxurious private villa steps away from world...
KLVR welcomes you to Honua Kai Luana upper level 5C Oceanfront Resort, POOL view
Kaanapali Luxury Vacation Rentals (KLVR) Welcomes you to the Beautiful Luana Garden Villa at Honua Kai Resort*5CLuana Garden Villas is the final phase of Honua Kai Resort and Spa, located on the stunning Kaanapali Beach on Maui’s western shores, and steps from...
Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
VIEWS, VIEWS, VIEWS!! This gorgeous condominium has the WOW Factor when you go to the Lanai. Absolutely Breathtaking views over the Golf Course that sweep to the Ocean over the Kohala Coast and to Maui, make this condominium a truly special property.The location, views,...
Relax in this OceanView Estate w/ Lava stone-lined Infinity Pool & Private Spa
Important Resort Notices• Each December, Hualalai Resort holds its annual Chairman’s Club event. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their...
H2-Seaview-6BR/3BTH-OceanView-Sleeps 12
Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...
Mauna Lani Treasure - Newly Decorated 3 Bed/2.5 Bath Townhome with Beach Club
Kick back and relax in Paradise in this 3 Bed/2.5 Bath Townhome decorated in Hawaiian style. Enjoy this spacious home with a custom kitchen, outdoor lanai with grilling area, and open concept living area. Sip a tropical drink off the lanai enjoying spectacular views of...
Beautiful New Luxury Home in Nohea, with Private Pool and Ohana
Step into luxury with Abita Luxury Rentals at this 3,000 sq ft, 4-bedroom retreat in Nohea at Mauna Lani. Designed with comfort and sophistication in mind, this home offers a backyard oasis with a private pool and spa, set against lush tropical landscaping and the golf...
Milowai 101 Ground Floor, Corner Condo w/ Stunning Ocean Views!
Escape to paradise and experience the wonders of Ma'alaea Harbor in this exceptional 2-bedroom condo. With its array of features and stunning ocean views, your vacation here promises to be truly unforgettable.Step onto the grand double-sized lanai, where you'll find a...
Stunning Oceanfront Condo With New Central AC System-Makena Surf Resort #F-102
Makena Surf F-102Welcome to Makena Surf F-102, a luxurious ground-floor condo in the exclusive Makena Surf Resort. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Ocean Front Dream Suite- Spectacular Views! 2Bedrooms/2Bath Steps to Amenities!
Wake up to unforgettable views and the soothing sounds of the ocean waves a few steps away! Build your book of Maui memories and support the economic recovery of Maui, owners and their teams! This is where you will find relaxation and inspiration for adventure! This...
Kauai charm at affordable upstairs studio, walk to everything
Paniolo 210B - this lovely Paniolo studio is a comfy, convenient, and tranquil home base for your exploration of Kauai. It's an upstairs unit, quiet and away from the road, very close to the path to Anini beach and to the walking path through Princeville. Start your day...
Elegant, Bright Remodel! Tropical Views! Ekahi 40D
Located just moments away from the pristine beaches, this elegant condo offers the perfect balance of tranquility and convenience. Explore the nearby attractions, engage in water sports, or simply lounge by the pool and soak up the sun.Welcome to our exquisite...
Spacious 2Bedroom/2Bathroom Oceanfront Condo with Central-AC
This spacious end-unit ground floor condo at Royal Kahana Resort is the perfect place to relax and unwind on your Maui vacation. With two bedrooms and two bathrooms, it can comfortably sleep up to six guests. The condo features a fully equipped kitchen, a washer and...
Maui Kamaole I217 2brm/2bath Executive Vacation Home
Treat yourself to luxury on a Budget in a custom furnished Wailea-quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea, Maui. A cozy, private, and quiet 2 Bedroom+2 Full Bath vacation home with...
Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.
This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...
Largest Ocean Villa at Turtle Bay! Fully Renovated 4BR w/ beach, pool & hot tub
Ocean Villa G218 is the largest and most luxurious 4BR/3BA unit at the gated Ocean Villas at Turtle Bay. With ocean-facing views, spacious interiors, and elegant design, it offers privacy and comfort just steps from the beach, pool, dining, golf, and hiking trails....
1-bedroom condo in Maunaloa, just 10 minutes from the beach
Escape to the charming town of Maunaloa and experience the ultimate island getaway in this cozy 1-bedroom condo. Nestled in a peaceful setting, this property offers the perfect blend of comfort and convenience for your vacation. As you step inside, you'll be greeted by...
Lola Hale, Spacious Upgraded Hawaiiana House, A/C and Hot Tub
New! Lola Hale, now offered through Makana Kauai Properties Welcome to Lola Hale, a long time favorite vacation rental home to many. This beautiful Hawaiiana Home is fully furnished with all the comforts of a personal home and provides comfortable and spacious island...
Maui Resort Rentals: The Whaler 918 - Uprgraded 9th Floor Studio w/ Fantastic Pacific Ocean and Black Rock Views!
From its incredible 9th-floor vantage point high above the palms, Whaler 918 delivers stunning unobstructed views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island, Molokai, and the lush West Maui Mountains. Its luxurious interior has been...