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.
Hotel suite with spectacular mountain/bay view, lanai, 2 pools & 8 tennis courts
Hanalei Bay Resort 4204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunning views of the mountains and the bay await at Hanalei Bay Resort 4204, an air-conditioned,...
Direct ocean views plus modern appliances
Welcome to Kahana Reef 408, This recently remodeled penthouse unit features a 1-bedroom, 1-bathroom condominium that offers ceiling fans and unobstructed ocean views from the 4th floor. There is no A/C in this unit. There are elevators at this property for easy access....
Corner Unit Ground Floor Kiahuna Plantation Unit. Steps To Beach!
Beautiful Kiahuna Plantation is the only beach-front condominium on Poipu Beach and a perfect tropical paradise. 35 lush tropical acres situated on a gorgeous beach. Unit 44 in Building 9 is a short 2 minute walk to the great lawn and the beach where you can swim,...
Wailea Elua 702 - Beautifully Renovated, Stunning Ocean Views, Central AC, Wi-Fi
Welcome to Wailea Elua Village 702, your perfect island retreat! This beautifully remodeled 2-bedroom, 2-bath ocean view condo offers an unforgettable stay in the heart of Wailea, Maui. The master suite features a king bed and a private ensuite bath, while the guest...
Completely Remodeled, Steps to the Best Beaches
This one bedroom one bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the bedroom and a queen size sofa sleeper with ultra thick luxury memory foam mattress in the living room. Our condo is furnished with all the amenities that you...
Waipouli Beach Resort Beautiful Luxury Garden View
Beautiful Luxury Garden View, one bedroom, two bath Air Conditioned condominium at the Waipouli Beach Resort on Kauai. This Newly Decorated ground-floor, Garden View is a one bedroom, two bath Condominium located just steps to the white sand beach and two acre "Fantasy...
GORGEOUS REMODEL-WELL EQUIPPED-MODERN LUXURY-AC THROUGHOUT
Book With Confidence This Brand New Remodeled, 1 bedroom, 1 bathroom (655 sq. ft) Condo That Provides An Exceptional Vacation Experience. The Condo Offers Tremendous Value With It's Beautiful Level Of Finishes, Location, And How Well It Is Equipped. This Condo Is...
Sunset Beach - Spectacular Private White Sandy Beach Frontage
Welcome to Oahu-Rentals.com located at world famous Sunset Beach in North Shore Oahu, Hawaii. Settle into your beautifully restored beach house, with 50ft of spectacular white sandy beach frontage. Listen as the waves roll in, a gull cries and a gentle breeze stirs the...
BRIDGE unit no stairs 2 bedrm 2 bath with AC. Gorgeous Sunsets Walk to Bay!
This luxury condominium is located on the 18 Tee, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site. Within walking...
Papakea D-303 - Upgraded - Ocean Views - Enjoy all that Maui has to offer!
** NO RESORT FEES ** Located in the D building of Papakea Resort - this spacious air conditioned studio has been tastefully renovated. All of the comforts of home await you including a queen-sized Murphy bed which folds away to create more living space when not in use....
Wailea Elua Village 1607 - 3 Bedroom Oceanfront Condo
Wailea Elua 1607 is a luxurious ground floor oceanfront vacation rental located in the exclusive Wailea Elua Village. This spacious 1,701 square foot condominium features three bedrooms and two bathrooms, making it an ideal retreat for families or groups of friends...
Create one of the most unique experiences on the beautiful Lā’ie country side.
Lā’ie is a very tight knit community, located on the beautiful North Shore of O’ahu. At our Lā’ie Tiny Home/Mobile Home, you will be offered an immersive experience living in the country side by enjoying fresh coconuts from our property and being away from the...
One Bedroom top floor Napili Shores H266 - Enjoy the view of Napili Bay
Located in the H building of Napili Shores Resort, this spacious one-bedroom condominium is the ideal location for a peaceful Maui vacation. Napili Shores Resort is situated on the crescent-shaped Napili Bay. Enjoy your private lanai where you can relax while enjoying...
Gorgeous, gated, OCEANFRONT 1 bed/2 bath villa at Kapalua Bay Villa 30G1
Experience the beauty, privacy, and tranquility of Maui at this elegant 1-bedroom, 2-bathroom oceanfront villa in the exclusive gated community of Kapalua Bay Villas. Nestled on 16 tropical acres along the coast, this luxurious villa is newly renovated and designer...
Plantation-style resort with ocean veiw. Enjoy the Aloha moment in Kauai
Oceanfront Resort Lifestyle at a fraction of the cost. Enjoy almost ocean-facing beachfront living from this cozy little condo. This studio is amazingly versatile and comfortable. It's equipped with a comfy Queen bed, and a full-sized sleeper sofa, and furnished...
Spectacular Ocean Front Family Vacation Home 4 bed 4 bath AC and pool.
Special Offer – 20% off this Spectacular oceanfront home due to a permitted rebuild next door (Mon–Fri, 8 AM–5 PM). Work is often paused for long stretches on Maui —perfect if you’ll be out exploring Maui during the day! We’ll update your reservation to...
Lovely Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking! Sleeps 2
Marine Surf #1102 – 364 Seaside Ave.Check out this beautifully furnished contemporary 11th floor studio in the heart of Waikiki, complete with resort-style kitchenette, comfortable King size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking space. Building...
Direct Oceanfront *Spectacular Sunsets in Paradise
Koa Lagoon is a stunning full ocean view condo. This one bedroom apartment is bright and airy equipped with spacious living area offering a queen sleeper sofa as an additional sleeping arrangement. Air conditioning in both the living room and bedroom provides perfect...
❤️PiH❤️MAUNA KEA DREAM ★ We ♥︎ Families ★ Private Heated Pool/Spa ★ Stunning Views
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Dream Villa at Mauna Kea Beach Resort, part of our Hawaiian Luxury Collection.Mauna Kea Dream Villa at the Mauna Kea Resort Wai'ula'ula complex has private pool and waterfall spa with majestic views...
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. The condo includes a portable AC unit in the living room, along with the naturally cool ocean breezes that flow through the property. Enjoy beautiful, unobstructed panoramic ocean views...
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
Welcome to Hololani B603. 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 upscale 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...
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?...