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.
Wailea Ekolu Village 912 - 1 Bedroom Ocean View Condo
Wailea Ekolu 912 is a delightful one-bedroom, two-bathroom vacation rental that offers stunning ocean views and a relaxing retreat in the heart of Wailea. This beautifully designed condo features many eye-catching design elements, including wood paneling on the vaulted...
Kailua-Kona Coastal Refuge w/ Lanai + Ocean Views!
E Komo Mai. Let the warmth of aloha set the tone for your stay in this newly updated, 3-bed, 2-bath vacation rental, where comfort meets natural beauty. Perfect for multigenerational families, the home offers step-free access and modern amenities with an authentic...
Oceanfront views all the way to the lighthouse!
Our Kauai vacation rentals at Sealodge have tons of personality, charm, and ABSOLUTELY AMAZING oceanfront views. Sealodge E6 gives you direct oceanfront views all the way down the coast to the Kilauea lighthouse. It's the best view in all of Sealodge. You'll fall asleep...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Recently Upgraded! HKH-442
** 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...
Maui Resort Rentals: Westin Nanea Villas 3BR Oceanfront Villa
Located on 16 prime beachfront acres on Ka’anapali North Beach, The Westin Nanea Villas is Kaanapali’s newest beachfront resort. The resort features 390 elegantly appointed 1, 2, and 3 bedroom modern luxury villas. Explore the area’s many sights and attractions...
Relax in Paradise! 1BR/2BA Beachview Condo, $350-$500/Night
This immaculate Whaler beach view 1 bedroom 2 bath offers beach and ocean views out to the Island of Molokai.THE CONDO: The bedroom includes a king size bed, TV (with cable), a bathroom, direct access to the lanai/balcony, and lots of closet space. The living...
Ocean View KAN316 - Maui Condo in Quiet Beachfront Resort—Great Views & Value
Experience a relaxing Maui vacation at this serene oceanview condo Kanai A Nalu Unit 316 in Ma'alaea. Recently renovated with new flooring, this comfortable unit offers a full kitchen, washer/dryer, split AC system in the living room and master bedroom, and...
Napili Shores G-156 - Ground Floor with King bed - Beautiful Napili Bay
Napili Shores Resort G -156 is an ocean view and air conditioned ground floor studio. This G building ground floor Napili Shores studio condominium extends into the grass and landscape of Napili Shores Resort. Napili Shores G-156 features: * Upgraded studio condominium...
Maui Parkshore 312: Ocean View 3rd floor 2 bedroom condo in South Maui for 6
Enjoy the ocean views from this 2-bedroom, 2-bathroom S. Kihei vacation rental. This vacation rental features new tile flooring in the common areas. Enjoy preparing meals in the remodeled kitchen with bamboo cabinets, granite countertops, and stainless-steel appliances....
Kailua Beach Estate: Historic Property with Large Yard & Ocean View
Recent Updates: Newly constructed upstairs deck, Brand new window ac unit in master bedroom, new patio furniture, new sectional couch in living room. Our beach estate is located on over an acre of land, just one house back (a quick 30 second walk down a sandy beach...
One Bedroom Partail Ocean View Deluxe Luana Kai Resort B210
Condo B210 is a Deluxe, 1 bedroom, 1 bathroom, partial ocean view lodging with a queen sized bed. It has cool stone tile floors in a variety of light earth colors. It has a modern kitchen, with canned lighting, and a large curved bar with high comfortable seating....
Beautiful 2-bedroom condo, sleeps 6, washer/dryer and one free parking!
Aloha Towers #6A-Ewa Tower – 430 Lewers St.You'll love this beautifully renovated 2-bedroom, 2-bath family-friendly condo (965 sq. ft. plus lanai) with central AC in a quiet, secure residential area of central Waikiki! Last updated in March 2020. It's just a short...
15% Instant Spring Savings! 4/1/25-5/31/25! AC, Pool, Family Friendly ~ Koa 4G
Koa Resort 4G | Maui Beachfront Rentals | Beautiful 3-Bedroom Conveniently Located. Private 2nd floor unit and loft at the Koa Resort - directly across the street from Kalepolepo Beach Park in Kihei. Main floor includes a spacious living room, full kitchen with island,...
Condo w/ Lanai at Beginning of Road to Hana!
Your heavenly Hawaiian holiday awaits at this seaside sanctuary situated just 1 block from the diamond-dusted shoreline of the Maui coast. This 1-bedroom, 1-bath condo is well-appointed with upscale furnishings and a private outdoor lanai with plush patio seating....
Mauna Lani Villages luxurious Villa with Private Beach Access!
Luxury 3-bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanais with a BBQ and wet bar...
Ocean View/Beach Front Upgraded Condo At The Ilikai Hotel
Welcome to your island home away from home! 🌺 Our cozy and comfortable condo is perfectly located near stunning scenic views, the vibrant city center, the airport (just a quick drive away), and beautiful local parks where you can enjoy the natural beauty of...
Breathtaking ocean views, serene backdrop
Kihei Beach 508 is a 1-bedroom, 1-bathroom, 5th-floor oceanfront condo that is well appointed and beautifully decorated in Hawaiian theme. Unit 508 can accommodate up to 4 guests. An elevator is available for easy access. The kitchen is remodeled and features custom...
Gorgeous Luxury Ocean View 3 Bedroom Kamaole Sands 10-115
Book with us and come to Maui to explore everything we have to offer!Sought after building 10 nicely remodeled unit with cherry cabinets and granite counters in the kitchen and both bathrooms. The kitchen is fully-equipped with stainless steel appliances. The spacious...
Paradise at Ocean Edge! Chic Kitchen+Bath, Lanai w/Wet Bar, WiFi, TV, Laundry Kanaloa 3204
Castle Kanaloa at Kona Resort #3204 - This must-see two-bedroom two-bathroom suite with a loft offers vacationers everything they want and need while on their Big Island retreat. Enjoy morning coffee or meals with family and friends on your spacious, furnished lanai....
Right on the beach near Diamond Head and 4 miles from Waikiki!
On the beach, in a coveted luxury resort location are the Kahala Beach condos, adjacent to the Kahala Hotel, the only 5-star Hawaiian destination. Secure, with 24/7 guards, keyed building access, and a private underground parking garage. Sited on an idyllic cove beach,...
HL B204 OceanFront 2BD w Ocean Views Heated Pool
Hololani B204 Beachy Chic Updated OceanFront 2Bedroom with Ocean Views and Maui Sunsets on Both Lanais 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...
180-Degree Yacht View! Ilikai Marina, Prime Waikiki Location!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 9/25/25 - 10/29/25. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Rare Unique Corner Unit 180 degree Ocean Canal View-34th Floor with Full Kitchen
Your Best Vacation Stay Here! The 180 degree view is incredible from this spacious studio condo on the 34th Floor of the Hawaiian Monarch Hotel, just a short walk from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in...
Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!
Beautiful Ocean View from this wonderful Top Floor Unit at Casa De Emdeko. Unit#332 is a great property!! You can't beat this view at this price!! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
Welcome to your dream Hawaiian getaway—where world-class surf, vibrant marine life, and breathtaking views converge right outside your door. Located on world famous Alii Drive just south of Kona Town, our amazing home sits directly oceanfront on beautiful Holualoa...
Mountain & Lake-view condo with on-site golf, pool, hot tub, & fitness room
Waikoloa Fairway Villas N-5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're seeking adventure or relaxation, this Waikoloa Village condo located in the highly desirable...
Maui Sunset Vacation Rentals B304
Comfortable relaxing interior when you are not enjoying the resort amenities or relax on your private view lanai view deck. Free WIFI in the B304 and at the pool.Condo B-304 has the view and privacy that guests love. We supply a starter set of shampoo, conditioner, and...
Kaanapali Shores 734 North Facing Ocean View
"Escape to Maui and Experience Warm Aloha! Enjoy Last-Minute Deals Through March 2026!".IMPORTANT: We are not part of the hotel reservation system, and there is no daily room service. You have access to the common areas, pool, hot tub, restaurant/bar, shops, beauty...
Koa Resort #5F 4-bedroom 3-bath, Ground Floor, CLOSEST TO BEACH!
This 4-bedroom, 3-bath ground-floor end unit is tropically decorated "Island Style" and is available for your Maui vacation! This spacious condo is conveniently located just 40 feet from the entrance to the swimming pool and hot tub. Koa Resort 5F also boasts the...
Maui Resort Rentals: Honua Kai Konea 749, Premier 7th Floor Penthouse 3BR w/ Gorgeous Ocean and Black Rock Views!
This stunning 3BR ocean view "penthouse" residence offers gorgeous views of the Pacific Ocean from an exceptional 7th floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. Located only one column back from oceanfront, your group...
Best Studio Ocean Views at Honua Kai - Soak In Maui Sunsets on This Expansive Lanai -Hokulani 719
Experience the Best Studio Ocean Views at Honua Kai - Soak In Maui Sunsets on This Expansive Lanai -Hokulani 719E komo mai (welcome) to Kai Maluhia (“The Calm Ocean”), your new Maui retreat where the serene beauty of Kaanapali Beach meets the luxurious comforts of...
Kamaole Beach Royale 301 ~ 3 bedroom
Located in the heart of Kihei. Freshly remodeled. With lots of cool, fresh Maui breezes coming through this unit, you will can truly enjoy the feel of Maui. This unit has an amazing 1380 square feet, which includes a double lanai off the living room and master bedroom...
Maui Kamaole Condo w/ Private W/D, Shared Pool/Hot tub-Beaches and Beyond
Maui Kamaole C210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at Maui Kamaole, located just minutes away from the three sunny Kamaole beaches. Kamaole...
Central studio with balcony and gorgeous ocean views.
Wake up to sweeping ocean views from your private lanai, just steps from Ala Moana Beach Park and Hilton Lagoon. This recently completely remodeled studio hotel unit fits 4 with two full beds, a small kitchenette for simple meals, and an unbeatable central location near...
Kona Shores 221 Beautiful Top Floor Corner Condo w/AC!
Kona Shores#221- Excellant, Affordable Rental, in Oceanfront Complex! This upgraded second floor condo at Kona Shores has everything you need to enjoy your time on the Big Island of Hawaii! This is a corner unit which provides an extra window with a peekaboo ocean view!...
GORGEOUS Newly Remodeled Kaanapali Condo AVAIL !!!
SummaryPROF PHOTOS JUST ADDED!Our NEWLY RENOVATED HOME is located in the prestigious community of Kaanapali, Maui in an exclusive gated community with pool and tennis. Overlooking Whaler's Village and the beautiful 16th fairway of Kaanapali Golf Resort. Our home is...
Stunning Remodel - Maui Kamaole I-201
Welcome to your serene escape at Maui Kamaole! This beautifully designed and recently fully remodeled 2-bedroom, 2-bathroom condo is situated on the second floor of the I building, right in the heart of Kihei. Boasting split A/C for ultimate comfort, this end unit is...
Coastal Elegance at Kona Isle. Level entry. Wi-Fi.
New to market! Enjoy a relaxing tropical vacation at this centrally located bright and beautiful condo.Lounge in the sun with your toes in the sand, enjoy the beautiful oceanside pool and grilling area.Beautiful beaches are a short drive away including Whits Sands Beach...
Tranquil Ground-Floor Retreat: Wailea Elua 105, Set in an Enchanting Property
Wailea Elua #105 – Ocean View Luxury and Secluded Serenity in the Heart of WaileaWelcome to Wailea Elua #105, a beautifully remodeled 2-bedroom, 2-bathroom ground-floor ocean view condo perfectly positioned at the peaceful southeast corner of Wailea Elua Village. This...
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
POPULAR KONA ISLANDER INN HAWAIIAN PLANTATION-STYLE BEACH RESORT FREE USE OF BEACH STUFF, POOLSIDE HOT TUB, BARBEQUESFREE ON-SITE PARKING WITH PERMIT FROM RECEPTION DESKSMART LOCK FOR 24-Hour CONDO ACCESS * 50 INCH VIZIO SMART TVFREE HIGH-SPEED WIFI TO STREAM OR MAKE OR...
Waterfront Family-Friendly Getaway w/ Beach Access Plus Shared Pools & Hot Tub
Kaanapali Shores 706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Everyone deserves a sunny Hawaiian vacation, whether you're a newlywed couple in search of a perfect honeymoon or...
Condo in great locale with grill, pools & hot tub
Maui Kamaole I219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Magic Sand Beach Condo Kona
Welcome to our beautiful remodeled condo in Kona, a tropical paradise! Located just across from the stunning magic sand beach, our condo is a haven for beach lovers and adventures alike.Imagine waking up every morning and take a few steps out to the gentle sound of...
Resort Zoned Studio / King Bed / Sofabed / Kitchenette / Free WiFi And Parking
TMK 2-6-012-003 2022/ELOG-1168(LM) Located in the Resort zoned Aqua Palms Waikiki, you can book with confidence. Address: #304, 1850 Ala Moana Boulevard, Waikiki, HonoluluStudio apartment offering:* King size bed* 2 seater sofa bed * Free Car Parking stall (assigned,...
Pool View from the 2nd floor with the Great Values this Season!!
Kihei Bay Vista condominium is just across from Kalepolepo Beach and the Whale Foundation. This complex has a lovely pool, hot tub and gas barbecues as well as well maintained tropical landscaping. This property is centrally located to shops, restaurants, activities and...
Maui Kamaole L209: 2 Br Loft condo. Walk to Kamaole Kam III Beach Park
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Located on the second floor, this two-bedroom condo features two full bathrooms and a loft bedroom. The loft bedroom has a queen bed and a full...
Panoramic ViewHouse Only 2-Min Drive To Beach!
Don't miss this chance to witness some breathtaking views at the Panoramic ViewHouse. Imagine waking up on a mountaintop surrounded by nothing but beautiful ocean and mountain views. Come and experience some of the best beaches, hikes, and sunsets/sunrises Oahu has to...
Upper floor with quiet location A402
Located on the 4th floor, watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Quiet location features large private view deck and renovated interior. Doesn't get any better. Large private condominium apartment at...
Tropical Island Oasis at The Cliffs Princeville!
Welcome to your island oasis—an ocean-view condo in the heart of Princeville on Kaua‘i’s stunning North Shore. Enjoy lush garden and ocean views from your private lanai while feeling right at home in paradise. This serene retreat offers easy access to some of the...