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.
Breathtaking Diamond Head and Sunrise Views!
Ohua #7E – 250 Ohua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll create wonderful vacation memories in this beautiful vacation rental with breathtaking Diamond Head views! 6-person max.Small pool on property. Close to world-class...
Alii Villas #135: Ground Floor, Oceanfront, Remodeled, AC, Incredible Sunsets
Oceanfront Luxury 2 bedroom, 2 bathroom Condo at Alii Villas – Your Perfect Hawaii Getaway. Unit#135 is an incredible unit located in the southern-most oceanfront building and is unique in that it has south-facing coastline views and north-facing city and Kailua Bay...
Island retreat at Kiahuna Golf Club - Poipu Athletic Club pool & hot tub access
Hale Moana KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the tropical vacation of your dreams at this stylish and spacious home overlooking the Kiahuna Golf Club....
KKSR#37 SPACIOUS 3 BED TOWNHOME WITH AC, SLEEPS 6, CLOSE TO THE POOL
Knutson & Associates Property Management is proud to represent this wonderful 3 bedroom townhome that sleeps 6! Have a larger group? We manage the 3 bedroom townhome right next door! Townhome#36 sleeps 8, for a total group of 14.Air conditioning is available to cool off...
Stunning ocean views & direct beach access (516)
This gorgeous ocean view studio located in the popular but low-density beachfront Maui Kaanapali Villas Resort features a gourmet kitchen with stainless steel appliances, two ultra-comfortable Queen size beds, a private balcony, and spacious living areas. Enjoy coffee...
Beachfront | Sunsets & Sea Turtles - Fall 2022 rate $8700/mt
Ultra High Speed Internet - Desk/Work Space - * Monthly Special Rate. - Tax/fees extra. New VRBO Listing! Reviews can be found on our direct website and other platforms. Please contact us with any questions. HALE KIPUKA Exquisite Beachfront Gem sitting on stunning...
Poipu Makai B-1, A/C - Oceanfront - Enjoy the view!
Poipu Makai B-1 is beautifully furnished with Hawaiian decor and local art. You'll enjoy indoor-outdoor living here on your lanai and lawn with views of spectacular sunsets, humpback whales off shore (in season), and sea turtles and dolphins. This scenic vista includes...
Hawaiian Aloha spirit, Relax, play in beautiful Ko Olina. nParadise awaiting.
Aloha, Welcome to your home away from home. There is so much do to and see in beautiful Ko Olina. It's a place where you can Unwind, Explore, Dine, swim, snorkel feel right at home and relax. A place where you can celebrate a special occasion or milestone in your life's...
Corner Unit with Gorgeous Ocean View! #2302
This one-bedroom has a panoramic view of the ocean, mountain, and city from the spacious lanai. The unit is equipped with a full-size kitchen and has a comfortable living area. Pacific Monarch is located in a convenient location: 2-minute walk to the beach and grocery...
Waterfront resort condo w/ private patio, shared heated outdoor pool
Hale Ono Loa 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A tropical haven awaits at this majestic resort condo just a couple of minutes away from Honokōwai Beach Park! Step...
Full-Kitchen, Lanai, Washer/Dryer–KSM #6309
On the third floor overlooking the pool and jet spas, this 818sf suite is all about easy living. As guests walk into the space they will be greeted with tasteful tan rattan furniture and teak-inspired tabletops. Here guests can enjoy mornings discussing upcoming...
Bright two-story condo w/washer/dryer, shared outdoor pool, & free WiFi
Princeville Mauna Kai 9Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience paradise firsthand at this family-friendly condo near the beach! Ideal for a family retreat, this...
Adorable Top Floor Maui Vista Condo
This loft style condo with its vaulted ceilings, large windows and new paint, is clean, bright and cozy. It has two queen size beds in both the master and loft bedroom.. The loft bedroom has a full bathroom with a shower and the bathroom downstairs has been remodeled...
Kihei Garden Estates G-102 | Steps to the Beach!
Indulge in the ultimate Maui experience at our charming one-bedroom, one-bath ground-floor condominium in Kihei, Hawaii. Just steps away from the beach, Kihei Garden Estates G-102 offers a serene oasis amidst breathtaking ocean views and stunning sunsets.Relax on the...
Top Floor South Kihei Retreat with Panoramic Ocean Views!
RARE FIND! Oceanfront Kihei Penthouse with a 32 ft. private lanai Experience the epitome of Beach Town living while relaxing in the welcoming comfort of our top floor, South Kihei vacation home. Indulge in breathtaking ocean and sunset vistas from your private double...
Beachfront Beauty $5900 PER MONTH
This is the ultimate getaway for Hawaii visitors seeking a quiet oceanfront setting to relax and forget the hassles of life. Newly remodeled Eat at home and save money with a full kitchen and barbecue grill. Relax in the master bath Jacuzzi tub. Walk for miles on sandy...
Maui Resort Rentals: Honua Kai - 3 Bedroom Tandem Package, Fantastic Value + Partial Ocean Views!
This tandem package combines a large 2 bedroom interior courtyard partial ocean view suite with a 1 bedroom partial ocean view suite located directly across the hall. This package offers value-minded guests a fantastic alternative to the higher priced 3 bedrooms found...
Charming 1-bed 1.5-bath at The Shores near beaches
The Shores at Waikoloa on the sunny Kohala Coast is located in the Big Island resort area. This one-bedroom one and half bath has a Hawaii touch throughout the home. Full kitchen with all the gadgets and a dining area. This home is centrally located near dining,...
Maui Resort Rentals: Westin Ka'anapali Ocean Resort 2BR Direct Oceanfront Villa
2 Bedroom Direct Oceanfront Villa at The Westin Kaanapali Ocean Resort. Two bedroom, two bathroom 1400 square foot villa featuring large balconies set off primary bedroom and guest room with direct ocean front view of the Pacific and the neighboring islands of Lanai and...
Reduced Rates w/Amazing Sunsets and Oceanview's with AC at Puu Poa
Perched on an oceanfront bluff in Princeville, this modern, air-conditioned condominium offers breathtaking panoramic views of the Pacific and Kaua‘i’s iconic North Shore coastline. Watch the ocean transform throughout the day from nearly every room—including the...
Waipouli B103 just got a spring makeover! 2BR/3BA/4BD ready for Kauai adventure!
Welcome to Pau Hana Kauai, a luxury first floor condo located in Kapa’a at one of Kauai’s top vacation spots, Waipouli Beach Resort. With 2 bedrooms and 3 bathrooms in almost 1200 square feet of living space, plus 3 private lanais, you'll find plenty of space for...
Recent Remodel and Sweeping Ocean Views for Miles
This top floor condo is a perfect location to map out your adventures for the day. Hawaii's best beaching, snorkeling, surfing, boogie boarding, scuba diving, kayaking, and whale watching make Kaanapali beach truly an ocean lovers playground. In condo 1216 you are just...
Coconut Plantation 1078-3: Spacious 4BR Haven, Quick Walk to Ko Olina Amenities
As of 07/14/2025Scheduled Maintenance Notice – Coconut Plantation 1078-3Please be advised of upcoming building maintenance:- August 28–Sep 08, 2025: Lanai painting and elastomeric deck coating. Expect noise, limited lanai access, and on-site workers. Please remove...
Top of the world views!
**Hale Mahina A403**This two-bedroom, two-bath condo features an open floor plan, giving it a penthouse feel. The living room and kitchen are sunken, leading to a large, spacious deck with an unobstructed view of the beach and ocean. The upstairs bedroom is a large loft...
Kahana Sunset E2 - Beautiful tropical oceanfront complex with sandy beach - DISCOUNTED rates
Kahana Sunset Resort offers guests the ideal location to enjoy Maui. This beachfront resort is the only complex situated on the secluded, sandy beach of Keoni Nu'i Bay with magnificent views of the islands of Lanai and Molokai. This two story condominium has two...
Hale Kamaole 152 Ground floor condo, easy access to best beach on Maui!
Great Ocean View. End unit with a large extra window bringing in a lot of light to dining room and living area. Very comfortable easy chairs, tropical print on rattan couch. Art work is very Hawaiian. King bed in bedroom with queen hide-a-bed in living room. Large flat...
Turtle Bay resort, Prime location, 18th hole
You won't find a better location at Kuilima. Our lovely ground floor unit is on the desirable 'East Side', right at the 18th hole. Out of the 330 condos here at Turtle Bay Kuilima, our condo is set closest to the beach, so we know you will find the location to be ideal....
GREEN Dancer’s Cottage TA-038-749-9520-01
Orchid Isle Manor is a 5 acre private estate tucked away in the Kona Coffee country on the slopes of Hualalai volcano, overlooking the small coastal town of Kailua-Kona. On this property there are 4 cottages available rent. Each cottage is a one bedroom studio with a...
The Beach Villas w/ Pool Hot Tub & A/C!
Summary:2-302 The Beach Villas at Kahaluu is the perfect place for guests to stay on the Big Island of Hawaii. The vacation rental has 2 bedrooms, 2 bathrooms, and an ocean view from the private lanai. Maximum occupancy strictly enforced in accordance with local...
New Listing: Oceanview Kaha Lani 223 with Lanai, Beach Access & Modern Comforts
BEAUTIFUL FULL REMODEL!The Location:Perfectly positioned to accommodate everyone's interests, the Coconut Coast is flanked by epic coastline threaded together by the Ke Ala Hele Makale coastal bike and walking path. Just a 7-minute walk along the path or the golden sand...
Upgraded Studio 6 minutes from Waikiki Beach :)
Professionally managed high floor studio, with queen bed and desk area - Located in central Waikiki you are 3 blocks walking distance to the world famous Waikiki Beach - check out the new International Market Place - or hang out by the on-site swimming pool - enjoy your...
Ilikai Hotel - City-view Two-Bedroom Condo on the 19th Floor, Peek-a-Boo Ocean View!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
Walkable to town and Oceanfront with A/C!
Now Featuring: Air-Conditioning in the bedroom and living room!Conveniently located between the south and north shore is this wonderfully appointed one-bedroom, one and a half bath, ocean-view condo at Lae Nani. Tucked away off a quaint side street in Kapaa, Lae Nani...
Zen home with fast WiFi, washer/dryer, koi pond & large lanai
Seabreeze Hawaii Kai -A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’re sure to find your zen at this slice of paradise. From a gorgeous lanai to a lush...
Ocean-view condo with private balcony, washer/dryer, & shared pool/tennis courts
Wavecrest C216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your peaceful Hawaiian getaway awaits at this second-floor Wavecrest Resort condo. Situated in a tropical part of the...
Ocean view condo with a pool, hot tub, gym & WiFi - snowbird-friendly
The Windsor Waikiki #3704 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Soaring above Oahu on the 37th floor, this condo boasts panoramic views of it all - the...
Napili Bay 205, Direct Oceanfront Studio on Napili Bay! Stunning Views, Sleeps 4
Welcome to your beachfront retreat! Our cozy studio condo, situated directly on the picturesque Napili Bay Beach, offers stunning ocean views and modern comforts for your ideal Maui getaway. Recently renovated with a fully equipped kitchen, a comfortable queen-size bed,...
Waikoloa Colony Villas 1401: 2 bedroom, 2 bath located on the 10th Fairway
Posted 1/12/23: Phase IIIA Irrigation Project will start next week Monday 01/16/23. They plan to start at Building 15 and work their way back to Building 19, this is a slightly smaller section than the Phase II Section and we are hoping that it will get done quicker...
Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife
Popular Vacation Rental near Kihei's best beaches! This highly sought after 2 bedroom, 1 bath corner unit at Kalama Terrace is close to Charley Young, Kamaole One, and the Cove beach parks. Located on the top floor, you'll enjoy ocean, Lanai and West Maui Mountain...
Charming Beach Suite w/Kitchen–Waikīkī Shore 416
Castle Waikīkī Shore #416: This one-bedroom, one-bathroom minimalist modern-contemporary suite will provide you, your family, or friends with plenty of space to relax in the heart of Waikiki. Relax on your furnished lanai as you take in the ocean breeze and views of...
Clean & Stylish Kihei Kai Nani Condo
Clean and sleek condo in Kihei, Hawaii on the tropical island of Maui. Ideal for two couples or a family of four, your condo comes complete with a queen sized bed, a futon in the living room, linens, towels, cookware - all the amenities you could need for a comfortable...
Maui Sunset B220 ~ 2 BR, 2 BA, Full Kitchen, Ocean View Condo!
Two bedroom, two bath ocean view second floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore. Air conditioning in...
Oceanfront home w/loft, shared hot tub & pool, WiFi, & balcony
Pali Ke Kua 209Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Under new Ownership!* Come enjoy some of the best views in the world! This vacation home has the location dreams are...
Remodeled Studio in Waikiki Amazing Location !! No resort fee<br><br><br>
Newly renovated, clean and spacious studio in Waikiki. Unit is on 10th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, kitchenette, full bath.Walk to Waikiki beach, Waikiki strip, convention center, restaurants, shops and many other Waikiki...
Just Renovated!! Spectacular Ocean & Diamond head View w/ Free Parking!
High Floor 1 Bedroom with the Spectacular View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.In the morning, observe Waikiki waking up and the clouds...
Hotel Type Best Price Ocean and Park View! Ala Moana (AH11)
Hotel Type Best Price Ocean View Ala Moana! 13th floor ADA studio with a queen bed, AC, small kitchenette is at the doorstep of Ala Moana Shopping Center, close by the beach. Thanks to panoramic windows and lanai, you can enjoy ocean views!The ADA studio offers...
Pool, hot tub, tennis courts! Short walk to beach, dining.
Walk to Brennecke's Beach, Poipu Beach Park, Kiahuna Beach, Shipwreck Beach, the Hyatt beach, and more. Restaurants in walking distance include Brennecke's Beach Broiler and Kalapaki Joe's, both Kauai classics you won't want to miss. Our Poipu rentals at Kahala at Poipu...
PERFECT KAUAI Condo!! Steps from Beach/2bd2bth Washer/Dryer AC -Free Parking
GARDEN/PARTIAL OCEAN VIEW CONDO!!! This Beautiful Pono Kai Condo is steps from the ocean and the beach...and furnished in traditional Island decor for a true Aloha feel. With AC, full kitchen, dining room, living room, two large bedrooms, two large bathrooms -...
Hale Hui Kai 303 Two bedroom Two bath with AC and Garden Views
Central air conditioning with windows inside louvers, keeping noise out and cool air in. Master bedroom with King bed and second bedroom has two twin beds. Sofa sleeper in the living area to accommodate up to six guests. Two full bathrooms with step in shower/tub...
Newly remodeled oceanfront condo with pool, lanai & private W/D - near beach
Hololani A602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Small families and close groups of friends will love this oceanfront Kahana condo, complete with a shared pool, nearby...