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.
Ground Floor W/Lanai and Full-Kitchen–Kamaole Sands
Kamaole Sands #5106: This ground-floor beach home boasts a “walk right out your back door” convenience to pools, spa, BBQs, updated exercise room, and 15 acres of gardens, waterfalls, and ponds on the property. Tasteful tropical style, open design living space, and...
Spectacular Views at Wailea Elua 2010: Tranquil Oasis on Lush Oceanfront Grounds
Wailea Elua #2010 – Elevated Island Comfort with Panoramic ViewsEnjoy the perfect blend of comfort and convenience at Wailea Elua #2010, a beautifully maintained 2-bedroom, 2-bathroom partial ocean view condo. Located on the second floor, this spacious unit offers...
New Listing! Tropical stay with full kitchen
Welcome to Kihei Kai Nani 211 — your tropical home away from home! This beautifully maintained 1-bedroom, 1-bathroom condo is the perfect island escape, thoughtfully designed to host up to 4 guests in comfort and style. Whether you're traveling as a couple, a small...
Maui Sunset A-106: Ground Floor 1 Br 2 Ba Condo at Ocean Front Resort
Ground floor unit! Walk out onto the beautifully maintained lawn and enjoy a short stroll to all that this property offers. This unit has one bedroom and two bathrooms. The bedroom has a Queen bed and there is a pull-out sofa bed in the living room, allowing this unit...
Molokai Shores A304
Molokai Shores A304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Molokai Shores 304 is a lovely condo boasting breathtaking whitewater views with Lanai and Maui in the backdrop....
Newly renovated ocean View Two Bedroom, Two Bath Condo, Center of Kailua Kona
Come and enjoy this newly renovated 2 bedrooms 2 baths Ocean view Condo! The perfect upstairs unit to call home at Alii Lani! Spacious vaulted ceilings and a cozy lanai that across the green belt to the blue pacific. Inside this beautifully presented condo is a newly...
Lovely condo w/free WiFi/shared pool & hot tub - near beaches/shopping/dining
Kona Bali Kai #142Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With queen-size and sofa beds, cable TV and WiFi, and enough elbow room for up to four guests, this attractive Kona...
Molokai Shores 334
Say “aloha” to privacy, space, and comfort at the ocean’s edge in this 758 sq. ft. haven of tropical décor. Spanning the living area and master bedroom, a lanai is perfect for sunset dining on fare prepped in a full kitchen. Perks include a cable TV and ceiling fans....
Conveniently located condo with pool & hot tub - private lanai
Island Colony 1620Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Island Colony is located in the heart of Waikiki. It is close to everything; world famous Waikiki beach, world class...
Ocean View Condo w/ Lanai, WiFi, Shared Pool/Grills - Steps to Kepuhi Beach
Kepuhi Beach Resort #1153Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly remodeled, this ground-floor condo at Kepuhi Beach Resort offers beautiful views of the resort grounds,...
Perfect Island Escape w/ Mountain and Ocean Views!
Relax in comfort and soak in sweeping ocean views at Pali Ke Kua, your perfect North Shore escape. This oceanfront condo is located in the heart of Princeville, just minutes from world-class beaches, lush mountain trails, top-rated golf, and the iconic beauty of Kauai’s...
Cozy 1bd condo with tropical decor
Kahana Manor 220 is a charming 2-bedroom, 2-bathroom condo situated on the 2nd floor and can accommodate up to 6 guests. Upon entering, you'll be greeted by a tastefully decorated living room, perfect for relaxing after a day of island adventures. The fully equipped...
Come enjoy an Ocean Front condo at Kahana Outrigger 3 bd rm in West Maui Hawaii
This 3 bedroom, 2 bath, 2 story loft style (closed off with windows) unit has its master bedroom and newly remodeled bathroom in the loft with rain shower head in a walk in tiled shower overlooking the living room. Entry, kitchen and dining area all newly porcelain...
Beachside Condo in South Kihei - Ocean Proximity & Relaxation Without the Crowds
Maui Parkshore 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Maui with this beachside condo in South Kihei. Perfect for a small family or two couples,...
Sunny Hawaiian Monarch Studio | Ocean View | Pool
Take in ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Luxe Two Queens with Lanai and Sleeper Sofa, 2 Units, Romer House Waikiki
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Newly Remodeled & Updated - One Block To Beach
A short distance from sailing, scuba diving, and more, this beach apartment lets you experience it all. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Honolulu Zoo and Queen Kapiʻolani Regional Park, just a short walk...
8th Floor Studio Beauty at the Palms with AC, WiFi - Sleeps 4
Consider this studio your home away from home while you visit Honolulu. This enchanting property offers a tranquil escape for guests. The cozy bedroom features 2 comfortable queen beds, ensuring a restful night's sleep. You'll find all the essentials you need, including...
Elite Condo with Spectacular VIEWS ❤️
Newly Remodeled condo with all new furniture and decorating! This condo is situated in one of the most beautiful Vallys in the world, Makaha Valley. Also gorgeous and world famous Makaha beach is only 1 mile down the road. This gorgeous newly remodeled condo has...
Block to Beach! Koko Resorts at the Waikiki Banyan 21st Floor Deluxe Mtn View, Free Parking & Wifi
Deluxe Mountain and Ala Wai View Corner Unit, Free Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Experience breathtaking...
Dog-friendly home near the ocean with lanai, washer/dryer, desk and Free Wifi
Opakapaka OhanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and experience a tranquil and unique getaway at this vibrant home located in Hawaiian Shores! This lovely...
Sugar Beach Resort 522: Pure Ocean Front Views from this 1 Br N Kihei Condo
Located Ocean Front on the Fifth Floor of the Sugar Beach Resort on Maui's South Shore. This condo has one bedroom and one bathroom. The kitchen is open to the living area and the lanai is off of the living room and offers spectacular oceanfront views. The bedroom has a...
Stunning Ocean View, Just a 1-Minute Walk to the Beach.
FREE: Coffee and TeaFREE: WifiFREE: Netflix and HuluFREE ParkingFREE: Washer & DryerFREE: AC/ HeatUnbeatable beachfront location, offering guests stunning, uninterrupted ocean views. Imagine waking up to the sound of waves crashing, enjoying your morning coffee on the...
Marine Surf Waikiki w/ Beach Gear & Parking!
Summary:The Marine Surf Waikiki Condominiums are located just a block from Ft DeRussy Beach Park, The Royal Hawaiian Village, and International Marketplace for shopping galore, dining and nightlife. Maximum occupancy strictly enforced in accordance with local...
Poipu Ground Floor Ease w/Kitchen – Kiahuna 2089
Soak in tropical sights and scents of flowers and fruit trees from a private ground floor lanai that flows onto the grounds. This deluxe 880sf island home welcomes with a full kitchen for meal ease, open living area, private bedroom, ceiling fans, flat screen, DVD and...
Open concept home with pool, hot tub, & beach access in a gated community
Kai Lani at Ko Olina 4D - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're here for work or for fun, this is the ideal vacation home for your next...
@ Marbella Lane - Waikiki Studio | Beach 15 Steps
Summary:Waikiki Grand Hotel is in the absolute best location in Waikiki! • 306 SQFT• sanitized, self-checkin (contact free)• everything is walking distance - beaches, restaurants, shopping, honolulu zoo & waikiki qquarium, family-friendly activities, nightlife, and...
Gorgeous! Highly Desirable Queen Studio with Balcony overlooking Pool
Legally permitted rental - 2425 Kuhio Ave. #906** For your health and safety, we utilize additional Sterilization procedures between reservations.A Beautiful 9th floor Queen Studio w/ kitchenette area and Lanai balcony overlooking the pool area located at the Waikiki...
Spacious House: 5 Minute Walk to the Beach
Welcome to our spacious, family-friendly home in a prime location. The house offers 3 bedrooms and 3 full baths + separate room off the master bedroom with a queen sleeper sofa for kids.The house can sleep up to 8 adults and 2 kids + infants in cribs. We offer bikes,...
Tropical Kona Resort Townhome: Patio + Ocean Views
Surf, swim, and sunbathe your way to a memorable Hawaiian getaway when you book this breezy Kailua-Kona vacation rental. The 3-bedroom, 3-bath townhome is located in a 4-star gated resort complex close to shops, dining, and beaches including Kahalu'u Beach Park - best...
Breathtaking Hawaiian Monarch Penthouse | Views!
Located at the beginning of Waikiki, high in the sky, this penthouse unit offers a refreshing beachy vibe and features AC in all rooms, flatscreen tvs, Wi-Fi, and cable. Our unit is located in the Hawaiian Monarch building, just a short walk from world famous Waikiki...
KRL A303 Relaxing Hawaiian 2BD on Golf Course
Kaanapali Royal A303 Relaxing Hawaiian Island Vacation with Golf Course Views 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,...
Blue oasis villa with ocean view on golf course
This 1-bedroom, 2-bathroom villa features ocean and golf course views and can accommodate up to 4 guests. Enjoy the convenience of cooking meals in the fully equipped kitchen and relax in the spacious living room area featuring a Queen sleeper sofa, flat screen TV with...
Relaxing condo with outdoor pool, hot tub & high-speed WiFi
Maui Kamaole B115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in a friendly condo with cool tile and wood floors throughout. You're on vacation now! Ease into the living...
Maui Sunset B-115 | Community Pool & Hot tub
You’ll be near both the beach and Waipuilani Park when you book your vacation at Maui Sunset B-115. Grab your beach towel and walk right down to the beautiful sand and surf. Your Maui Sunset community also offers a large pool, hot tub, tennis courts, shuffleboard, and a...
Renovated and clean studio in Waikiki for two
Walk to Waikiki beach, convention center, Ala Moana mall, restaurants, shops and many other Waikiki attractions in this newly renovated unit with a queen bed, full bath and kitchenette. The building offers a pool, Jacuzzi, large sun deck, barbecue grills, gym (one time...
Relaxing Waikiki Beach Condo ~ Close to Everything!
✨ Freshly Remodeled Studio in the Heart of Waikiki – Walk to Beach, Shops & More! ✨Welcome to your perfect island getaway! This modern, stylish studio is just 1.5 blocks from the world-famous Waikiki Beach and surrounded by everything Waikiki has to offer—sun, surf,...
Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w/Wet Bar Kanaloa 1103<br>
You’ll love the contemporary island design of this two-bedroom two-bathroom unit. This rental is furnished with parquet flooring in common areas, contemporary wicker bedroom and living room furnishings, and high wood ceilings with white beam details. You’ll love the...
D6: 1 bedroom, 2nd floor, oceanfront
D6 features one of the few signature views of the Sealodge complex. The windows face the open ocean, the coral reef, and the Anini shoreline which extends to the Kilauea Lighthouse. D6 is a second floor, corner suite with one wall that practically opens to the sky and...
Ultra Upgrades! Beach Condo w/Gourmet Kitchen,Spa-Style Baths–Waikīkī Shore 502
You won’t find anything quite like this newly renovated, two-bedroom two-bathroom ocean view suite. This lavish, thoughtfully designed, completely renovated unit has it all. You’ll not only enjoy stunning views of the Pacific Ocean from both the living area and...
Diamond Head View! Fully Renovated! Free Parking! Close to Beach!
Waikiki Banyan #1903-T1 – 201 Ohua Ave.You'll fall in love with this contemporary one-bedroom suite (533 sf + 67-sf private lanai), fully renovated in 2024, at the repeat-guest favorite Waikiki Banyan! Enjoy the vibrant greens and blues of the gorgeous Diamond Head,...
Hale Kamaole Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
Hale Kamaole 167Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Perfect Place to Land after your Maui Activities!
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030056This lovely ground floor Kihei Kai Nani 161 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. This quaint and attractive 1 bedroom is a perfect place to land...
Hawaiian Hideaway w/ Yard < 2 Miles to Hilo Bay!
Escape to the Big Island to experience true Hawaiian living and tropical comfort at this 3-bedroom, 2-bath Hilo vacation rental. Enjoy relaxing afternoons in the private backyard before walking to local restaurants like the famous Cafe 100. Or, spend your days tanning...
Spacious, Ground Floor Condo within Steps to Pool or Beach
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030198Practical and budget friendly! Spacious ground floor unit located at the Maui Vista; walk straight out to the pool from your unit or down to the beach. You will be sure to enjoy the convenience of this centrally located...
Dreamy island gem with free WiFi, shared pool & hot tub, private balcony & more
Plantation Hale H3 - Newly Remodeled!Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy escape to the unmatched beauty of Kapaa is just waiting for you here at Plantation Hale...
Fantastic Clear Ocean View, incredible value
Aloha!Imagine enjoying your morning coffee as whales play in the warm Pacific Ocean that lies just yards away. Enjoy long strolls on the beach - a refreshing dip in the pool and a relaxing Jacuzzi hot tub under the Maui stars and moon with the ambiance of Hawaiian tiki...
Valley Isle Ground Floor 2 bedroom with Ocean Views - Valley Isle 103B
Book with us and come to Maui to explore everything we have to offer!Now with Air Conditioning - Split AC installed June 2023!This private 2 bedroom 2 bath ground floor unit provides nice ocean views and easy ocean access on the west side of Maui. Walk just a few feet...
Amazing Ocean View 2BR/2BA Ilikai Unit.
Ocean view two bedroom and two bathroom unit at the famous Ilikai hotel! This unit can accommodate 6 comfortably. Many shops downstairs, right by the bus line. Walk beachfront property, just go downstairs and enjoy the ocean and the beach!Located at the gateway to...
Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!
Pack your bags for a serene tropical getaway and stay at this light-filled vacation rental in Kailua-Kona! This quaint 2-bedroom, 1-bathroom house on the Big Island of Hawaii, just 15 minutes from Downtown Kona, won’t disappoint! With a furnished lanai overlooking the...