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.
3-bedroom house close to beach
Make yourself at home in this 3-bedroom retreat. This adorable house features 2 twin beds and 1 king bed, perfect for a serene getaway. Enjoy the convenience of a washing machine, WiFi, and AC during your stay. With 2 bathrooms equipped with a shower, bathtub, and hair...
Maui Lahaina 1 Bedroom Condo Sleeps 4
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This newly updated (in February 2023) 1-bedroom, 1-bath ground floor condo is the perfect place for you and a loved one to spend your dream Maui vacation! The condo sleeps 4 people...
Serene Island Condo w/ Mountain View and pkng
This 1-bedroom condo in the heart of Waikiki offers a spacious open layout that can sleep up to 4 people. The unit is fully equipped with a kitchen that has all the appliances you need to cook up a meal, as well as a lounge area with comfortable seating. The Waikiki...
Royal Kahana Maui 814 Ocean View 1 Bedroom
- 8th floor condo with patio- 1 king bed and 1 queen sofa bed- Vinyl plank flooring in living room, dining room and bedroom. Tile flooring in bathroom and kitchen- TV with cable channels and DVD player in living room, TV with cable channels in bedroom- Complimentary...
STEPS FROM HANALEI BEACH- 5 BDRM LUXURY REMODEL PLUS EPIC MOUNTAIN VIEWS!
With direct views of the epic Hihimanu mountain ridge, this single-family residence is one block to Hanalei Bay Beach. It was completely renovated with the intention of celebrating its connection to the surrounding landscape, fostering a gathering space that feels...
Ilikai Hotel 805 1-Bedroom Suite in Lovely Waikiki
Luxurious Oceanview Retreat at the Iconic Ilikai Hotel - Unit 805Welcome to your dream Hawaiian getaway at the Ilikai Hotel 805, a private one-bedroom suite located at 1777 Ala Moana Blvd in beautiful Waikiki, Honolulu, HI 96815. Nestled right in the heart of Waikiki,...
Waikiki 22nd Floor Studio Ocean & Mountain Views
This brilliant hotel suite in Honolulu is the perfect spot for your getaway. With a cozy bedroom featuring a queen bed and a bathroom stocked with all the essentials, guests will feel right at home. Enjoy the convenience of amenities like a hair dryer, iron, and AC,...
Kiahuna Plantation Resort 190 Ocean View 1 Bedroom
- Second floor condo with lanai overlooking the beach and ocean- Private stairway and entrance lanai- Walk-up, no elevators- Bright and airy with Tropical beach décor- Tile and carpet flooring throughout- Updated appliances in kitchen includes granite countertops,...
Kaanapali Maui Eldorado Garden View 1 Bedroom
Garden View 1 Bedroom- Kitchen includes fridge, stove/oven, microwave, dishwasher, cookware and tableware- 1 king bed or 2 queen beds- Queen sofa sleeper in living room- 1200 sqft / 112 sqm- Air conditioning- Washer/dryer in unit- Bathroom with shower or tub-...
Maui Resort Rentals: Honua Kai - Luxurious 7th Floor Interior Offering, 3 Total Bedrooms, Stunning Ocean Views plus XL Wrap-Around Balcony!
This tandem offering combines two best-in-class suites, each boasting stunning ocean views from a fantastic 7th-floor vantage point. The 2BR Deluxe Oceanview suite boasts breathtaking views of the tranquil Pacific from its desirable corner floor plan and an incredible...
Marriott's Kaua‘i Beach Club | Two-Bedroom Villa
Summary:Discover paradise at Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach in Lihue, Hawaii. This beachfront resort offers breathtaking ocean views and access to a variety of amenities. Enjoy the resort's communal pool, hot tub, and proximity to a...
Charming 2-bedroom condo with WiFi, AC in tranquil Lahaina
Designed for relaxation and luxury, our condo features:✔ 2 Bedroom / 2 Bathroom – King-size bed, Queen-size bed, both with premium linens for a restful sleep. Note: Air conditioning is available in the upstairs lofted room. All other rooms have ceiling and portable...
Sans Souci 303 Beachfront Studio Condo - Monthly Rental.
Monthly Rental.A highly desirable 3rd Floor Beachfront Studio with Full kitchen above the Golden sands of Kaimana Beach located on the 'Gold Coast' area of Oahu.The condo offers a bright and clean kitchen, hard surface floors and an open floorplan that includes a...
Unique, private and central
Nestled in the middle of nature, enjoy waking up listening to the sound of the birds singing in the morning. The hau'oli house is a house of joy. A house where friends and family gather to celebrate life. A house where the art of doing nothing brings you peace and calm....
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,...
Mauna Lani Point | H206
Welcome to Mauna Lani Point H206, a luxurious retreat nestled on the stunning Kohala Coast of Hawaii. Our two-bedroom golf view vacation rental offers an unparalleled experience, featuring breathtaking vistas of the renowned Mauna Lani Golf Course alongside the comforts...
Remodeled 1 bedroom Kihei gem close to beachnn
Welcome to Maui Vista 2121. This coastal remodeled 2nd floor 1 bedroom condo is located in the heart of S. Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street to get to Charley Young beach which connects to Kamaole I...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Maui Resort Rentals: Honua Kai – Incredible 7 Bedroom Oceanfront Offering, Over 4400 combined Sq. Ft. w/ Built-in Viking BBQ!
This incredible seven-bedroom pairing combines a stunning 3BR oceanfront residence with two neighboring 2BR partial oceanview suites to create the perfect gathering space for large groups and families to reconnect and celebrate. Your group will enjoy the space and...
Maui Tranquility II - Relax & Feel Welcomed!
Maui Tranquility II - Relax and Feel Welcomed! This is the second chapter in our Maui Tranquility story. Another amazing place to stay on Maui, completely remodeled with meticulous attention to the details so you'll feel comfortable and appreciate the aesthetics,...
Kaanapali Alii | 291
This stunning Maui ocean view condo on the ninth floor enjoys unforgettable views of the beach, ocean, and neighboring island of Lanai. Watch visitors parasail in the ocean from the comfort of your private lanai. In the winter months you can watch for whales as you sip...
Exclusive Oceanfront Access at Alaeloa #3
Modern Paradise Luxury at Alaeloa – Exclusive Oceanfront Access Welcome to your private sanctuary in the heart of Napili, just 5 minutes South of Kapalua and 10 minutes North of Kaanapali. This exclusive Oceanfront community is surrounded by lush tropical gardens and...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities -2BR Suite
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali Beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s...
Spacious Studio Apt. with WiFi and A/C - Super close to Beach & Zoo
9th Floor Fully furnished Queen bed Studio just 2 mins walk from the golden sands of Waikiki Beach.Our 30 Day Rental offers free parking, WiFi & Cable, onsite laundry facilities and has partial ocean views.Located at the desirable Zoo / Kapiolani Park end of Waikiki,...
Discovery Bay Ocean View Studio, Near the Beach!
Enjoy the best of city living with scenic ocean views in this inviting studio on the 37th 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...
Kiahuna Plantation Resort Royal Garden 1 Bedroom
Royal Garden View 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed in bedroom- Queen sofa sleeper in living area- 880 sqft/82 sqm-...
Ilikai Marina - Great Location in Waikiki! Stunning Sunset View, Fireworks on Friday!
Construction Notice 4/23/25: Spall repairs are currently underway on the ocean-side units and will commence on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by late...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Kaanapali Alii | 1101
Discover the perfect blend of comfort and coastal charm in this one-bedroom partial ocean view residence with a den at Kaanapali Alii. This beautifully designed space accommodates up to four guests, making it ideal for couples or small families.The primary bedroom...
Luxury Retreat in Kona with Saltwater Pool
Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...
Discover Tropical Bliss: Marriott's Maui Ocean Club - 2 Bedroom oceanfront
Spread out with the whole family in this spacious two-bedroom suite.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing pools) aren’t enough to sink the...
Colony Surf Getaway: Elegant Condo, Designer Touches &Amazing Diamond Head Views
Welcome to Colony Surf Getaway by Gather, a spacious two-bedroom retreat perched high above Honolulu’s prestigious Gold Coast at Diamond Head. With sweeping views of the Pacific, Diamond Head, and the city skyline, this 1,500-square-foot residence is offered as a...
Oceanfront, Sunsets, Whales, and Sea Turtles at Honuloha, Floor & Remodeled
Welcome to "Honuloha" unit 403 in Hale Ono Loa. A spectacular ocean front, top floor, 1 bedroom, 1 bathroom (plus sleeper sofa) condo. Honuloha is completely remodeled, offering an elevated space with modern amenities, and equipped chef's kitchen. Ocean views from your...
Amaui Villa #5 - Breathtaking Ocean View Residence
Nestled in an exclusive enclave of Mauna Kea Resort, Amaui Villa 5 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully crafted spaces. The gourmet kitchen, featuring premium appliances and natural stone countertops, flows seamlessly into the dining...
Luxury Getaway in Princeville! Swimming Pool, Full Kitchen!
Experience the beauty of Princeville at this resort located near the stunning Hanalei Bay. Enjoy easy access to nearby beaches and outdoor activities, making it an ideal destination for your Hawaiian getaway.This listing is for a room within a hotel.✦ Your room is...
Awesome ocean front property in Maui, Hawaii!!
The penthouse condo is on the 12th floor of the Valley Isle Resort and has awesome views of the ocean and the island of Molokai.You can sit on the lanai and enjoy the view with your meal or your drink.Watch the Whales in season and turtles in the water below. Take the...
Modern, Comfortable With Great Amenities! Washer/Dryer, Parking, WIFI included!
Stylish and comfortable with extra high 10' ceilings!Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious tiled lanai to lounge and enjoy the bustling city & peek a boo...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...
Beachfront Studio – Private Lanai, Panoramic Pacific Views at Lahaina Shores 307
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE!Lahaina Shores 307 – Great ocean views!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 307 is a 3rd-floor...
Lagoon Tower HGVC HV Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beach space, Lagoon Tower, Hawaiian village, Grand Waikikian, and The Grand Islander, by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled...
Waikiki Banyan High Level Condo with Private Lanai by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 2310 Deluxe Waikiki Condo Pool View FREE Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This 23st...
Hapuna Beach Luxury - Private Pool, Maid Service, Resort Access!
Introducing bespoke oceanfront living on one of the most pristine beaches in Hawaii! - C24 at the Hapuna Beach Residences is a luxurious 2-bedroom beachfront condominium with a private pool, adjacent to the Westin Hapuna Beach Hotel and within the Mauna Kea Resort....
Hilton Vacation Club at Ka’anapali Beach - 1 Bedroom/Partial Kitchen
A 1 acre-wide lagoon-style pool and tropical garden atriums are available at this Lahaina resort. Suites include kitchen facilities and Kaanapali Golf Course Tournament North is 3 mi away.Spacious suites provide a private balcony with ocean or surrounding area views....
Kaanapali Maui Eldorado H206 Partial Ocean 1 BD
- 2nd floor condo with balcony- Open kitchen layout with granite counters, stainless steel fridge, stove/oven, microwave, dishwasher, cookware and tableware- 2 king beds- 1200 square feet / 111 square meters- Bathroom with walk-in-shower- Air conditioning- Washer/dryer...
Lani Paradise Oceanfront Villa Paia
Discover paradise in our 4-bedroom, two-story Villa overlooking Maui’s North Shore. Featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a...
New-*Reduced Introductory Rates* #8-259-Across from Beach! Next to Food & Shops
New Listing! Exceptional Deal!*Introductory Specials: Reduced rates and discounts for stays 7 nights or more. Excludes Dec 20-Jan 5*Stay with a small, local company with the experience to make your trip seamless, but who truly cares that you feel at home and enjoy every...
Upgraded Stunning Ocean View Studio w/Kitchenette, WiFi, A/C- Waikīkī Grand #716
Castle at Waikīkī Grand #716 - Charming and inviting are only two of the many words to describe this ocean view studio with a kitchenette! Wake up to the glow over the rim of Diamond Head Crater from your plush bed with two pillows. This studio provides ample space...
Maui Sunset A412 Beach Front Condo
Maui Sunset A412 Beautiful oceanfront property located in the heart of Kihei! Steps away from the beach. Walking distance to shops and restaurants. Easy access to the highway to road to Hana, Haleakala Crater, Maui Ocean Center, Lahaina and to the Airport.Taxi, Uber,...
Upgraded Waikīkī Studio w/ Kitchenette, AC and WiFi - Bamboo Waikīkī Hotel #703
Castle Bamboo Waikīkī Hotel #703 - Set high on the seventh floor of the amenity-rich Bamboo Waikīkī hotel awaits your own sanctuary offering modern convenience and elegant style that will make your Hawaiian escape a memorable one. Floor-to-ceiling glass sliders...
Kona Reef A1: Ocean-view 2BR condo in Kailua-Kona, perfect for 4-6 guests.
Newly renovated 2-bedroom, 2-bath ocean / beachfront condo, AC throughout home. Short walk to Kona town bars & restaurants. Snorkel, swim, or surf right in front of the condo. Enjoy the parade of activities in the ocean and on shore from the comfort of the lanai couch....