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.
Napili Shores F-245 - Napili Bay - Sand and Sunsets Included
Located on the second floor of F building at Napili Shores Resort, this spacious one bedroom / one bath condominium with private lanai is the ideal place for a peaceful Maui vacation. Napili Shores Resort is adjacent to the gorgeous sandy beach of Napili Bay - named one...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
10th Floor Free WiFi/No Resort Fees/Oceanview @ Ilikai Hotel with Beautiful Sunset Views!
Welcome to Ilikai Tower 1027, a stunning one-bedroom deluxe condo located in the heart of Waikiki, Honolulu. This beautifully appointed retreat offers breathtaking yacht harbor views, making it the perfect getaway for couples or small families seeking a blend of comfort...
Oceanfront, adjacent to North Ka'anapali Beach, Central A/C! Newly reduced rates
Welcome to the Maui Kai Resort. This private DIRECT OCEANFRONT ground floor condo, is perfect for a romantic couple s getaway or a family vacation! You can snorkel, swim, and relax all right here! Maui Kai is adjacent to Honoapiilani Beach Park where you can access the...
Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street.
Aloha and welcome to Kihei Akahi. This is a charming townhouse located in South Kihei, Maui. This beautiful townhouse is located across from Kamaole Beach II, one of south Maui’s prettiest white sand beaches. The unit has a wonderful ocean view which can be seen from...
** 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...
Roomy Maui Suite w/Loft, Relaxing Lanai, Kitchen Ease, WiFi–Kamaole Sands 10408
Work out on the tennis courts, and then loosen up in the jet spa. Enjoy the poolside Mai Tai party before savoring a home cooked meal on your lanai. This air-conditioned 1,102sf villa features a full kitchen, WiFi, flat screens, washer/dryer and ceiling fans. Sleeps 6...
Panoramic Maui Sunset Ocean Views
Hawaii Tax ID: TA-153-135-9232-01TMK: 390010750123This beautiful Kauhale Makai 335 condo offers panoramic Maui sunset ocean views as well as whale watching during whale season. You are steps away from the ocean when you stay here and have all of the conveniences of home...
Maui Hill 99: Cozy 2BD/2BA Condo with Garden Views & Near Top Beaches
Enjoy exclusive offers for all new reservations booked on or after October 13, 2024! Choose from one of the following promotions to enhance your stay:Book 5 nights, get the 6th night FREE!Complimentary late check-out for added relaxation!Stay now and receive a FREE...
Corner condo with direct beach access
Nohonani 203 is a premium oceanfront,1-bedroom, 1-bathroom corner unit, with stunning ocean views that can accommodate up to 4 guests. It has been beautifully updated with a fully equipped kitchen, granite countertops, and updated appliances and does not have A/C. The...
Located on 6 miles of oceanfront sandy beach
This beautifully updated, Central air-conditioned, ocean-view one-bedroom condo is located on the fifth floor at Sugar Beach Resort on the stunning shores of North Kihei at Sugar Beach. Enjoy early morning beach walks on one of the longest stretches of sand in all of...
OCEANFRONT PROP - Sleeps 6 - Just $419! Kihei Sands Beachfront Condos - B15
Escape this Winter, where warm trade winds & SPECTACULAR Whale Season views await! Take advantage of our EXCLUSIVE Winter Rates starting now until March 2026!Aloha & welcome to Condo B15, a 4-BEDS / 2-BATHS townhouse-style home on the 2nd level (no elevator) at Kihei...
Maui Sunset Vacation Rentals B514
The Maui Sunset is famous for its manicured lawns and ocean front location, the wide V shape of the two buildings assure everyone is looking towards the ocean. BUT this condo is on the top floor and closest one bedroom to the ocean. Only the 2 bedrooms are closer. I...
New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, Poipu
Welcome to Waikomo Stream Villas unit 100, your tropical gem in the heart of Poipu! Nestled in lush greenery and surrounded by vibrant flora, our one-bedroom condo is the perfect escape for those seeking tranquility and natural Hawaiian beauty.Why you will love this...
Aston Whaler at Kaanapali 514: Completely Renovated 5th Fl Ocean View Studio
Upgraded and Renovated studio ocean-view condo at the Whaler on Ka'anapali Beach. This spacious studio can sleep up to 3 people. There is a California King bed and a Queen sofa sleeper. Located on the 5th floor and a short walk to the beach. There is a partial Ocean...
Hotel-zoned Oceanview Oceanfront Penthouse! - Menehune Shores 619
Menehune Shores is a beautifully manicured property in a low-traffic area of North Kihei. With the beach and pool so close, this is the perfect spot for a relaxing family vacation. Enjoy the BBQ grills at the complex rooftop and take in the stunning 360 degree ocean and...
Elevated Panoramic Ocean Views
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...
** 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...
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. "Sale" into Whale Season: PROMO CODE: SALE26 (Can not be...
Renovated Specious Studio with Great View
Newly renovated, this fresh, clean beach studio offers all you need for a Waikiki getaway. A California size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, plug-in cooktop,toaster, and coffeepot. Fully stocked with beach...
Maui Parkshore 312: Ocean View 3rd floor 2 bedroom condo in South Maui for 6
**Property Project Notice: Please note that the Maui Parkshore complex will undergo exterior spall repair and painting March 30 – June 2026. Construction activity, noise, and temporary restrictions on lanai or stairwell access may occur during work hours. Dates and...
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 walk...
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,...
Beautiful Sunset/Ocean/Marina view
Unit 629 is fully equipped with a full kitchen and all the kitchen tools you need. Coin operated laundry on every floor. WiFi and cable TV is provided. The Ilikai Hotel is located in Waikiki perfect location with easy access to Ala Moana Center. Many shops and...
Ocean View Condo with Large Lanai
Enjoy your Hawaiian vacation in one of Kona's most popular complexes. Casa is very well maintained with beautiful gardens and an awesome ocean-front salt water pool. We are steps from the ocean and have a wonderful sunset view from the lanai. Unit 201 is easily...
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 Professionally managed by Maui Paradise Properties. Make amazing Maui memories from Hololani B204, our direct oceanfront Maui condo! Updated in 2022 with new flooring,...
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...
Charming home with balcony, washer/dryer & free WiFi – stunning ocean views
Waipio Glass HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Unwinding into vacation mode is easy at this ocean-view home! Feel the breeze through the palm trees as you lounge...
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...
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Hana Maui1 & 2 Night Staysit's PerfectOn 4 acres of tropical gardens/farmland for you to enjoy during your stay. A very friendly 100 lb dog and 9lb cat. Both will approach you for affection. When You Want To Explore Hana For More Than An Afternoon, Enjoy a 1 or 2 Night...
Maui Ka’anapali Villas #409: One bedroom one bath garden view
Maui Ka’anapali Villas #409: One bedroom one bath garden view on N. Kaanapali Beach with Pool and Beach AccessThe space: Recent updates include all new living and dining room furniture including a new queen size chaise sleeper sofa. Full-size stainless-steel kitchen...
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...
Ocean View Sleeps 8 Across from Beach 3 bedroom 3 bathroom Full AC Kihei Condo
Prime Location: Steps to Kamaole Beach 1 & Charley Young Beach!Enjoy the ultimate Hawaiian getaway at Pacific Shores! Located just 5 minutes across the street from Charley Young Beach and Kamaole Beach 1, you’ll be surrounded by soft sand, magnificent sunsets, and...
Kaanapali Shores 734 North Facing Ocean View
"Affordable Maui Getaways - Book Last Minute & Save Big.".Please review the property description and photos thoroughly before booking. Feel free to contact us if you have any questions. We're here to ensure you have a wonderful experience with us.IMPORTANT: We are not...
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...
This stunning 3BR oceanview "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 the 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 Honua...
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...