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.
40% off ! Oceanfront Views in the Heart of Kihei - Full A/C, W/D, 85"TV
40% off nightly rates during construction. Are you the kind of travelers who get up early and get going? This can be a great opportunity for you. Construction hours 8am-4pm. No construction on weekends or holidays. No impact on your unit. Noise ranges from occasional to...
Spacious Maui Paradise Retreat-Across from 2 Fave Beaches MK-B202
Experience paradise in this fantastic 2-bedroom, 2-bath Maui Kamaole condo. Located in the coveted B building, closest to the main pool pavilion and pristine Kamaole beaches, this newly renovated vacation rental sleeps up to 6 guests comfortably.Highlights:• Prime...
Wow! Maui On Sale-Inner Courtyard Ocean View-Steps to Beach & Pool-100+ Reviews
WELCOME TO OUR VRBO LISTING and RENT FROM AN ACTUAL OWNER.Honua Kai is a special place combining the benefit of a luxury condo in a spectacular resort setting. We look forward to sharing our slice of paradise with you and know you will love it as much as we do. OUR...
If Looks could Kill...Prime Location, Close to pool. Weekly Discount!
Aloha and Welcome to Paradise!Features: - Ocean views from lanai and master bedroom- Unit E in building 16 is very close to the pool/Ocean Club - 1,545 total square feet including lanai- Gourmet kitchen featuring African mahogany cabinetry and granite countertops.-...
*Lauloa 306* Maui Prime Oceanfront Condo, A/C!
This nicely remodeled 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a...
Maluhia Ma Ka Honua: Huge Ocean View Home in Poipu
Maluhia ma ka Honua is Hawaiian for "Peace on Earth" and that is what you will find in this beautiful house located just a 40 second walk to the ocean and just four houses from the famous Brennecke's Beach in Poipu Beach Park. The question everyone asks themselves as...
IRONMAN is Available! 100 Feet From Your Bed to the Ocean! Romantic Shower for 2
Aloha and E'Komo Mai (Welcome!) to the SeaCluded Hideaway Inn Kona, Hawaii where you are only 100 FEET FROM YOUR BED TO THE OCEANS EDGE™ !Our unique Hawaiian-themed 4-bedroom, 3-bathroom property on the Ocean Side of Ali'i Drive offers an unbeatable location and...
NS H262 BeachFront Condo w Ocean Views Pool Hot Tub
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Hanalei Bay Villas #2, Beautiful Free-standing Hawaii Villa, walk to beach
Welcome to your tropical retreat at Hanalei Bay Villas #2 in Princeville, Kauai.Unwind at the adorable and comfortable free-standing 2-story villa located in the prestigious community of Princeville! This spacious, fully furnished 2 bedroom and 2.5 bath stand alone...
PARADISE OCEAN VIEWS & GOLF w/ A/C + Pool / PickleBall / Tennis
E Komo Mai - Welcome to our Hawaiian Sanctuary (otherwise known as our Hawaiian Happy Place) offering nearly 180-degree Ocean View over Waikoloa Village Golf Course, with golf (at reduced rates plus a range/putting green), free tennis and pickleball (under lights), and...
Luxury, oceanfront condo. Newly renovated; best location! Sunset views! #404
Aloha! Welcome to Sugar Beach Resort, #404! This luxury renovated unit has all you need for your perfect Maui vacation: incredible ocean sunset views and just steps from crystal clear Sugar Beach. During whale season (Nov-April), you will see humpback whales from the...
Gorgeous 3 Bedroom Condo as Close to the Beach as You Can Get!! 30 day rental
Perched on the top floor of Foster Tower, this stunning three-bedroom penthouse offers an elevated island living experience with sweeping panoramic views of the Pacific Ocean, Diamond Head, and the Honolulu skyline. Designed for those who appreciate sophisticated...
FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking
Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...
New Listing, Wailea Ekahi 4A, Close to Best Beaches, Shops of Wailea & World Class Golf
Escape to paradise at Wailea Ekahi Village 4A, Maui's dream vacation rental. This spacious 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of indoor comfort and outdoor living.Unwind in Style:Indulge in expansive living areas, ideal for families or...
FLASH SALE 25% OFF MAY Oceanfront 2bd/2bth Penthouse w/AC Menehune Shores #625
Nani Kai Escape is a 6th Floor Oceanfront Penthouse with breathtaking ocean views offering the perfect Hawaiian getaway. Maui is known for it's world-famous beaches so come check that off your bucket list and literally stay steps from the beach. From the moment you...
DISCOUNTED RATES! Brand New - Completely Remodeled, steps from the beach.
This gorgeous unit was remodeled in 2020 and professionally designed with the most modern amenities. It features a King bed in the bedroom as well as a pull out cabinet Queen sleeper and Queen couch sleeper, each with memory foam mattresses. You will find all the modern...
Stunning Ocean Front 1-Bedroom Condo WiFi, AC; Mahana 608
Located in Lahaina, this charming condo features 1 bedroom with a cozy king bed. The bathroom is equipped with a walk in shower, Additionally, there is a lovely living room with a sofa bed for extra guests. With WiFi, a washing machine, iron, and AC provided, your stay...
Kona Oceanview Penthouse in Kailua Village - Best Kona Location/View!
This is the BEST location on the Kona Coast, right in Kailua Village. This spacious (~1300 ft²) condominium includes two Master Bedroom Suites with King beds and a 3rd Bedroom with trundle bed. Sleeps five adults comfortably, six people with children sharing 3rd...
Ma'alaea Surf #C-7 – Oceanfront Getaway with Spectacular Views & Pool
Welcome to Ma’alaea Surf #C-7 – A Premier Oceanfront Escape in Maui!Unbeatable Beachfront Location & Stunning Ocean ViewsExperience paradise at Ma’alaea Surf #C-7, a beautifully appointed oceanfront condo offering breathtaking panoramic views of the Pacific....
Oceanfront-Amazing Views-Quiet-Private Turtle Viewing Beach-Great Location
Noelani 119 sits only 10 feet from the water's edge, and we welcome you with so much Aloha....Some of the many owner-supplied extras are:• Beach chairs• Beach umbrella• Beach towels• Cooler• Complimentary daily turtle viewing and free sunsets!We provide all of...
Luxury Ground Floor Villa, Sunset/Ocean Views, Huge Lanai, 2 King MBR suites
We first listed Villa One on VRBO May 2022. We've had many happy guests, and many 5 star reviews. This exceptional and private condominium is the first ground floor villa at The Shores at Waikoloa Beach. Villa One has views of the Pacific Ocean peeking through Palm and...
Ultimate Oceanfront Luxury - Polo Beach Club #706 in Wailea, Maui
Polo Beach Club 706 is an ideal home base for your tropical getaway. Make your Maui experience one to be remembered. Whether you’re celebrating with family, vacationing with friends, or simply seeking a peaceful and private alternative to a high-end hotel, our...
Surf Cove - Ocean - Jeep
Welcome to Maui! Stay in this stylishly updated, fully furnished vacation condo in the heart of Kihei. The ground-level unit lanai/patio is conveniently located steps away from the resort-style pool and outdoor barbecue area. The interior consists of top-of-the-line...
Spacious luxury 2-floor villa with breathtaking ocean, golf, and mountain views.
Welcome to our spacious luxury villa, where you can enjoy breathtaking ocean views, golf courses, and mountains.This exceptional two-floor, 2-bedroom, 3-bathroom unit beckons you into a bright and open layout, encompassing an impressive 1756 square feet of interior...
'Aloha!' Perfect Location, Near Beach, Sun Deck!! Permit Number: 2210-CCH-0039
Aloha! This Beautifully Designed and Just Renovated (April 2023) Large one bedroom condo unit is Tastefully redone to complement its Natural Surroundings. Located closest to the best beaches, this single level (no stairs) ground floor unit has 6 windows and 2 sliding...
Luxury 30th floor 2 bedroom condo in Waikiki
Luxury living with 24hr state of the art gym and resort like pool and bbq area. Smart TV. Washer and dryer. Great location with walking distance to Waikiki shopping. Beautiful view from 30th floor balcony. 24hr security. Japanese bidet. The list goes on.
New Listing! Studio with direct ocean views
Mahana 913 is a beautifully updated studio condo that offers stunning, unobstructed oceanfront views and a serene, relaxing atmosphere. Perfect for a romantic getaway or solo retreat, this bright and airy space accommodates up to three guests and features a plush...
KAMAOLE SANDS 3104-BRIGHT, CLEAN, AND FRESH!
Kamaole Sands 3-104 has some features that separate it from other condos and make it a great choice for your vacation:1) The lanai is not only oversized and covered, but it also faces SW. This means you ALWAYS have the choice between full sun or full shade. It is on the...
2 Bedroom Oceanfront in Honokowai - Pikake A6
This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a glass/stone back splash...
Hualalai Hillside Penthouse Oceanview Retreat
One of only seven Hualalai Penthouse Villas. Upper-level Villa featuring single level interior with over 4,200 sq feet of living and lanai space. Hear the sounds of the Pacific Ocean while enjoying the beautiful close unobstructed ocean and beach views from the generous...
Golf Villas at Mauna Lani - Q22 - 1,460 sq ft with Beach Club Access
The Golf Villas at Mauna Lani is a quiet complex with swimming pool, hot tub, and fitness center. Our Villa has two bedrooms and a loft that is set up as a third bedroom. The unit is located in the middle of this small complex. Walk around the back of the building and...
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...
Stunning Ocean View! Kapalua Bay Villa 12G4! Quam Properties Hawaii
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Kapalua Bay Villa 12G4 is a beautifully remodeled and spacious 1-bedroom, 1-bathroom ocean view condo, just a short walk to the beautiful beaches located in Kapalua. This condo features...
Sea Village Oceanfront ground floor unit
NEW TO THE VACATION RENTAL MARKET. Wonderful direct ground floor 2 bedroom/ 2 bath oceanfront condo with sweeping views of Kailua Bay and lots of ocean activity. Beautifully updated unit with everything you need for a great Hawaiian getaway. Note, this unit does not...
Embark on an extraordinary escape to this remodeled condo at Ka'anapali Royal.
Embark on an extraordinary escape to this recently remodeled 2BR condo at Ka'anapali Royal. Spanning over 1,600 square feet with mesmerizing water-view lanai. Spacious living room, queen sofa bed, and accommodates up to 6 guests. King bed in the primary bedroom upstairs...
Kamaole Beach Royale 3 Bedroom Fabulous OCEAN VIEW DOUBLE BALCONY, Great Reviews
Come visit our place in Paradise in our Tropical family-friendly fully furnished 3-bedroom/2 bath condo with 2 ocean view lanai/balconies.PLEASE READ MY GREAT REVIEWS!!We are at Kamaole Beach Royale unit 512 on the 5th floor with specular views Complete view of Maui...
Chic cottage in Rainforest 5 Min. to Volcanoes Park-clean, cozy, comfort -2 Bdrm
Discover a serene artistic haven just 5 minutes from Hawaii Volcanoes National Park and village restaurants, an ideal launchpad for exploring the East Side of the island. ,Enjoy rainforest ambiance from our spacious lanai, providing an outdoor dining area perfect for...
Includes Mauna Lani Beach Club. Fairways at Mauna Lani 201
Fairways at Mauna Lani 201. Includes Mauna Lani Beach Club PassPLEASE NOTE: The swimming pool will be closed for Maintenance Mon-Fri from 8:30am-4:30pm Oct 6-27, 2025. Dates may be subject to change due to unforeseen delays.Please scroll down for detailed...
Beach Road Hale
Our Beach Road Hale is located in a safe, and peaceful community. In a walking distance from this bnb is a popular 2.5 mile hike to a beautiful secluded beach with turtles relaxing on the shores. Down the other end of the road about a 2min drive you’ll enjoy the...
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
Immerse yourself in the pinnacle of luxury at Hale Keaka at Kukuiula by Gather, a striking 6BR/6.5BA estate in Koloa, Hawaii, perfect for up to 14 guests seeking a sumptuous south shore Kauaʻi vacation.Step into Hale Keaka at Kukuiula, a brand-new luxury estate...
Ocean Front HOME on the Big Island! Lookout and view Heaven - Maka'Ala Lani!!
Located in a quiet neighborhood on the pahoehoe lava rocks above the blue Pacific Ocean. Wake up to the most beautiful sunrises and fall asleep to the lull of the ocean waves. Go for a walk or run on the ocean front or through the neighborhood. Take a nap in the hammock...
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Listen to the pounding surf! One bedroom, Penthouse unit, full-on-OCEAN VIEW. This beach front unit is literally 50' from the ocean. This unit is on the ocean side with great cross-breezes and fantastic surrounding ocean views. This unit was hand-picked for its...
Island Paradise Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP
Built in 2022!This cozy 1-bedroom studio, with its own private entry next to the main house separated by garage, is located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau and offers a real retreat from the busy world. Within a 5...
Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View
Wailea Grand Champions 146Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a sweeping view of the world-class Wailea Blue Golf Course and splendid sunset over the ocean from...
Wailea Ekolu Village | 1607
Wailea Ekolu 1607 is a stunning one-bedroom, two-bathroom vacation rental that offers an exceptional escape in beautiful Wailea. This beautifully appointed condo features calming views of the lush landscapes of the Wailea Blue Golf Course, providing a serene backdrop...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 7
Welcome to Condo # 07, a beautifully remodeled lower-level garden view unit that captures the charm of Old Hawaii. This relaxing beach getaway is just steps from Sugar Beach, offering 590 foot space with a comfortable bedroom and an open kitchen-living area. The...
Maui Westside Presents: Mahana 1003 - Beautiful Premium Studio Unit at Mahana
Aloha and welcome to Mahana #1003. We named our special getaway "Nani," which means "beauty" in Hawaiian, for the breathtaking view from our ocean-front vacation home. This spacious 10th floor studio condominium is ideal for viewing the famous Maui rainbows and sunsets....
THE SURFS UP! A GREAT LOCATION, LOW RATES n& JUST STEPS 2 THE BEACH ON SUNSET PT
***Book for the month and you will have access to the unit for 30 days even if you don't use it the whole 30 days. Unused days will not be reimbursed (sorry its the law). Nestled in the Sunset Point neighborhood, this house is in a great location to surf and enjoy...
Ocean Views ~ Steps to the Beach ~ Pineapple Paradise
***Just remodeled*** Welcome to Pineapple Paradise Maui! A modern and stylish condo with ocean views and a private lanai. This incredible location is just a two minute stroll from Sugar Beach—the longest beach in Maui with beautiful white sand. Guests can enjoy the...