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.
MRR Presents Kaanapali Ali'i 242 - Gorgeous Remodel, 4th Floor Corner 2BR w/ Partial Ocean AND Mountain Views
Welcome home to this luxuriously remodeled 4th-floor corner 2 bedroom suite at the popular Kaanapali Alii in the heart of Kaanapali Beach. Enjoy partial ocean views of the Pacific Ocean along with lush vistas of the West Maui Mountains from a highly sought-after corner...
Magic North Shore Beach House 30 day rental PCC BYU
Summary:This cozy beach house is backed directly up to your own private beach walking trails beautiful palm trees surround you. Located within a short distance of the Polynesian Culture Center and BYU-Hawaii and downtown and great food and within a short drive of the...
🌴This beautiful, one of a kind 3-story home is located directly on the shoreline in Kona🌴
Aloha and Welcome to Alii Hale! This iconic, award-winning home is literally in the ocean at the well known and awesome Tiki's SurfBreak! When the surf is up, there will be surfers and body boarders showing up to ride. NOTE no air conditioning!Thrilling entertainment...
Oahu's Secret Hideaway, A Paradise For Two
Over 500 sq. Ft. Of living space, with a complete, well equipped kitchen, a comfortable entertainment center, a romantic dining area overlooking the valley and ocean, and a very comfortable one piece murphy bed that can be stored during the day in an attractive mirrored...
Oceanfront Paradise: Kahana Reef 120 with Stunning Views!
Kahana Reef 120 has an unbeatable location just yards away from the Pacific Ocean. Enjoy beautiful, unobstructed, panoramic ocean views from your own spacious and private lanai. View the neighboring islands of Lanai and Molokai against the backdrop of a breathtaking...
ENDLESS OCEAN VIEWS- PREMIUM LOCATION & FINISHES-TOP FLOOR-WELL EQUIPPED
OCEANFRONT SUITE with WiFi, A/C, and EASY ACCESS TO TWO OF MAUI'S BEST BEACHESStep into comfort when you stay at this recently remodeled condominium on the top floorof the Royal Mauian where you will be greeted with breathtaking ocean views from yourspacious outdoor...
Beachfront Spectacular Sunset Suite
Experience the beauty of Royal Mauian, an oceanfront retreat with unobstructed vistas of the crystal-clear Pacific. Beachfront to the renowned Kamaole Beach, indulge in breathtaking sunsets, snorkeling, refreshing swims, romantic beach strolls, and seasonal whale...
Hawaiian Style Ohana Living On Molokai
Nicely set up unit; there are two queen sized beds for comfortable sleeping. Recently remodeled, the fully equipped kitchen makes cooking a pleasure. Everything you need is provided, including linens, washer and dryer in the complex, flat screen TV, a Roku device for...
Stylish and Spacious Condo - A/C in 2 Bedrooms, Huge Lanai, Great Location
Mauna Kai 5B is the perfect retreat for large traveling groups looking to relax in style! You'll find all the familiar comforts of home inside this beautifully updated condo, and the central location to Kaua'i's North Shore makes it the ideal base for all your island...
Walk to White Sands Beach or Relax by Your Private Pool
Relax and enjoy this beautifully designed home within walking distance to White Sands Beach and yards away from some of the finest bodysurfing in Kona. Hawaii Tax ID: W41851384-01STVR Registration: STVR-19-353864, NUC -20-703The main part of the house sits above street...
Waikoloa Villas - Golf Course and Beautiful Sunsets Views
Welcome to our single-story ground floor condo featuring two bedrooms and 2 baths and is located at Waikoloa Villas in Waikoloa Village. This condo offers stunning views of the ocean and the Waikoloa Village golf course, and it's just a short drive away from the...
Fully remodeled coastal ocean view 2 bedroom condo
Ocean views & Indoor/Outdoor living. This fully remodeled 2 bedroom, 2bathroom unit features ocean & Molokai island views from multiple rooms. Enjoy all the new high end finishes and furnishings throughout. This unit can accommodate 6 people. Admire sunsets, sailboats,...
Cozy condo with access to pool, hot tub, & tennis - walk to the beach
Manualoha 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located just a short walk from Poipu Beach, one of the best snorkeling beaches in all of Kaua'i, this condo features a...
MRR Presents Kaanapali Ali'i 282 - Remodeled 8th Floor Corner 2BR w/ Partial Ocean AND Mountain Views!
Welcome home to this luxuriously remodeled 8th-floor corner 2-bedroom suite at the popular Kaanapali Alii in the heart of Kaanapali Beach. Enjoy partial ocean views of the Pacific Ocean along with lush vistas of the West Maui Mountains from a highly sought-after corner...
❤️PiH❤️ISLANDS PEARL★ Walk to Beach Club ★ Great for families ★ Bikes
Islands Pearl Villa a part of our Hawaiian Luxury Collection.Island Pearl Villa is a beautifully renovated, spacious 2,600-square-foot home with three luxurious bedrooms, offering ample space for up to 10 guests. Located in the exclusive Islands at Mauna Lani, a...
Lucky You! 2 Lanais! Breezy studio, so close to beach,
Lucky you! This breezy, roomy studio is ideally located .. walk steps out the front door to all the eating and shops you need, or, walk out the back door and be at the beach in less than 5 minutes! This tropical themed studio has a comfortable double bed, a bathroom...
KKSR5303 DIRECT OCEANFRONT, TOP FLOOR W/LOFT, REMODELED, AIR CONDITIONING!
5-303 at the Surf & Racquet Club is a jaw dropping, absolutely gorgeous top floor condo located in the BEST building in the complex. Building 5! The most Private of them all! Come stay at this beautifully remodeled 2-story oceanfront unit and you will be more than...
Best Hilo Location. Luxury Ocean Frt, black sand & turtles @ Richardsons Beach
Welcome to the “BEACHES” house.Overview:Stay on the water close to Hilo without staying downtown. Stay in a well landscaped home that is maintained to avoid mosquitos. Enjoy almost half an acre across the street from Richardson’s Beach Park. One of the 7 stops of...
176-4 Oceanfront Puamana Townhome newly remodeled!
This oceanfront unit was recently remodeled and remains an incredible retreat, even as the area recovers from the Lahaina fire. The owners have thoughtfully designed this space with modern comforts, including central air conditioning, TVs in each bedroom, as well as in...
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Million Dollar Oceanfront Views!FREE CENTRAL AC - enjoy AC in every room. This direct oceanfront condo is located in a beautiful private beach resort with tons of amenities including a large pool, volleyball, tennis courts, golf near by, water sports, snorkeling nearby...
Ocean/sunset view condo with pool, lanai & easy beach access
Kihei Holiday 311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and live your best life next to warm Pacific waters and soft sands at this gorgeously positioned condo here in...
Wow! Ocean View Studio at Waikiki Shore, Just Steps to Waikiki Beach!
Waikiki Shore #814 – 2161 Kalia Rd.Toast colorful ocean sunsets from the private lanai of this air-conditioned ocean view studio (347 interior sqft plus 61-sqft lanai) at Waikiki Shore – the only condo in Waikiki where you can step directly from the building onto...
Remodeled Condo 300 Ft From The Ocean!!!
Visit our remodeled get-away. The unit has been remodeled from top to bottom, from ceiling to floor. The condo features a california king bed, night stands with reading lights, dresser, ceiling fan, 36' flat screen tv with blue ray dvd player. The new bathroom has been...
August Sale! 1 Bed Oceanfront:Go to Sleep With the Sound of Waves!
One of only a few true oceanfront condos available at the beautiful and lushly landscaped Papakea Resort. F204 is right on the water with spectacular, panoramic views of the blue Pacific and the islands of Lanai and Molokai! Incredible sunsets and whale watching...
🌴Lovely garden unit within a short walking distance to Kailua town🌴
Located at the edge of Kailua Village, this upgraded 1-bedroom, 2-bath condo at Kona Pacific offers the perfect blend of comfort and convenience. Just a short walk to the ocean, restaurants, shops, nightlife, and essential services.Enjoy air conditioning in both the...
Waterfront condo with pool, hot tub & gorgeous sunset views - close to dining
Mahana at Kaanapali 618Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stay in this oceanfront condo on Maui and create an unforgettable Hawaiian getaway. Perfect for a small family...
Lovely Ground floor! By Kaanapali! Spec rates Summer!
Maui is open and ready for tourists! West Maui Welcomes You Back October. Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit.You will not be disappointed in...
Hawaiian Farm Stay - Guesthouse With ☼☼Sunrise☼☼ Views, Farm Stay W/ 180° Sunrise & Ocean Views
Welcome to Hamakua Sunrise Farm - A small 10 acre farmstead putting regenerative farming practices & eco-tourism together to encourage people to get back in touch with their roots and sources of sustenance. We run 50% off of solar power & 100% rainwater catchment. Here,...
Golf View Condo with Tall Ceilings, Central AC, Shared Pool, & Hot Tub
Shores at Waikoloa 18Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With its lofty ceilings and large windows, this light-filled condo offers plenty of room for rest, relaxation,...
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Welcome to your private escape at the exclusive Kapalua Bay Villas, a prestigious gated community nestled along Maui’s dramatic coastline. This beautifully renovated 1-bedroom, 1.5-bathroom villa offers an elegant blend of comfort and sophistication, with...
Kaanapali Royal E-201 - Upgraded - Last-Minute Specials!
Nestled directly on the 16th Fairway of the renowned Ka’anapali Royal Golf Course, Ka’anapali Royal E-201 offers a unique and convenient living experience. This 2-bedroom, 2-bathroom ground floor split-level unit boasts an oversized lanai that overlooks the golf...
Pakele Oahu by AvantStay | 5 Min to Makaha Beach
Welcome to Pakele Oahu, your dream getaway in Makaha Valley! Step into this former developer's model home, a haven of comfort and style. Immerse yourself in a spacious single-level residence adorned with upgraded features that redefine tropical living. The best part?...
BUILDING 10 Unit #107 1 bedroom/2bath, ground floor, large lanai, ocean view
800 square foot condo1 bedroom 2 bath, sleeps 4 maxFull kitchen, stove/oven/microwave/dishwasherWasher and dryer in unitAirconditioning, ceiling fans & portable fans available50 inch tv, DVD playerAccess to computer & free WIFI1 designated parking stall, plenty of...
Maui Resort Rentals: Konea 919 @ Honua Kai – 2 BR Corner w/ Dramatic 9th Floor Ocean Views!
Konea 919 is one of only four two-bedroom suites at Honua Kai with this highly sought after floor plan. Exclusive to the 9th floor of Honua Kai, this suite offers commanding direct ocean views, unsurpassed among two bedroom ocean views at Honua Kai. Experience true...
One of a Kind! Extensive Remodel with Expansive Ocean View and 2 Ensuite Bdrms
This condo is unique and "one of a kind" within the entire complex. This unit was fully remodeled 2021 to have an expansive kitchen and living space and two ensuite bedrooms with private bathrooms. And, it has a spacious lanai with incredible views! This condo is larger...
Maui is open! Great Specials! Direct Ocean Front!Free nightly sunsets!
Kaleialoha #313Nicely updated 3rd floor unit with stunning ocean views! New Cal King bed! New vinyl plank flooring! Washer/dryer in unit! Near Shopping, Restaurants and all beach activities. Eclectic neighborhood with walking and jogging trails along the ocean! Farmer's...
2BR/2BA White Sands Village-Ocean View Condo-footsteps from Magic Sands Beach !
This condo is in a wonderful location and has a great view directly across the street from Magic Sands beach. This 2 bedroom, 2 bath fully air conditioned condo has an ocean view, and is fully equipped for a comfortable and enjoyable stay when in Kona. The oversized...
Two bedroom ocean view home locates in the safe gated community of Kumulani.
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of the city and county of Honolulu. This property is about 30 minutes from the airport. And about 12 minutes from Disney Aulani Resort & Spa and...
Book Your Maui Escape Now: Stunning Oceanfront Condo.
What are you waiting for? This upgraded oceanfront condo rests on the shores of Maui's Sugar Beach in Kihei, Maui. Enjoy your next vacation steps from the ocean and relax on your private lanai at Sugar Beach Resort while you take in the stunning ocean views. This one...
Renovated oceanfront getaway w/ great views, shared pool, & tropical vibes
Mahina Surf 221Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you're looking for the perfect spot to unwind in the warm Hawaiian sun, then book your vacation to this completely...
5 STAR!! Sleeps 8-10,3bd + loft, 3ba, A/C..5 minutes to beach,Spacious Condo.
This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency condo is very spacious with two stories and an open loft that serves as a fourth bedroom. On the main floor is the master bedroom with a Calif. KING size bed, a large master bathroom, walk in shower, tub,...
Scandia 203 - Sleeps 6, Full Kitchen, Free Parking, and 1 Block to the Beach
Welcome to Mauka Makai, your gateway to the bustling and serene beauty of O‘ahu, nestled in Waikīkī, between the majestic Ko‘olau mountain range and the pristine Pacific Ocean. Recently renovated with upgraded amenities, appliances, and furniture, this exquisite...
Penthouse With Fabulous Ocean View Near Waikiki Beach
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Maui Resort Rentals: Honua Kai Konea 924 - Upgraded 9th Floor 1BR w/ Partial Ocean and West Maui Mountain Views
Konea 924 is a luxurious 9th-floor one-bedroom suite that offers partial ocean views along with views of The West Maui Mountains and Maui's neighbor island Molokai. The 924 experience is enhanced with an oversized floor plan and numerous upgrades, including new wood...
Wavecrest Resort - 2 Bedroom Unit
Welcome to Wavecrest! Unique 2 bedroom unit -only a few with double lanais. The privacy of the top end offers the best ocean views. This property is 13 miles from Kaunakakai on the east end towards the Halawa Valley. Wavecrest offers an oceanfront pool with a large...
Sparkling Studio with Golf Course & Ocean Views plus Resort Pool
Maui Eldorado Resort A208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come to Maui for your next Hawaiian getaway and make this lovely studio rental your home away from home....
Includes Beach Gear! 134 Shores at Waikoloa
Shores at Waikoloa 134This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: The tile walkway on the 2nd floor of the Bo Tree Tower will be replaced from July 14-September 15, 2025. The first two weeks of the project are expected to be the...
Spacious, OCEANFRONT, 3 Bdrm/3 Bath Penthouse - Sands of Kahana 381
Indulge in the pinnacle of island luxury at this newly remodeled 3-bedroom, 3-bathroom oceanfront penthouse at the prestigious Sands of Kahana Resort on Maui’s stunning West Side. With over 2,200 square feet of refined living space, this top-floor retreat boasts three...
Molokai Ocean View Condo with Shaded Lanai
Wavecrest C309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your way to this beautiful ocean view condo, located on the third floor of the C complex at Wavecrest. This premium...
Beachfront View! A/C, Washer/Dryer, Wi-Fi, Sleeps 4!
Waikiki Shore #1010 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This beachfront ocean-view condo (renovated in 2016) is a favorite with return guests! You'll feel right at...